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Sample records for anthracene

  1. Thermal polycondensation of anthracene for carbon precursors

    OpenAIRE

    Valovičová, V. (Věra); Plevová, E. (Eva); Vaculíková, L. (Lenka); Ritz, M.; Vallová, S.

    2016-01-01

    This work is concerned with the thermal polycondenzation of anthracene. The anthracene was obtained from industrial anthracene by crystallization in raw pyridine and was subjected to thermal polycondensation under pressure at the final temperature at 420°C. The ability of mesophase formation from obtained polycondensates was studied. The results indicate that thermal polycondensation of anthracene obtained from industrial anthracene could be suitable process for the conversion of anthracene i...

  2. Ethyl anthracene-9-carboxylate

    Directory of Open Access Journals (Sweden)

    Edwin Weber

    2008-07-01

    Full Text Available In the title compound, C17H14O2, the COO group and the anthracene fragment form a dihedral angle of 76.00 (19°. The torsion angle around the O—Csp3 bond of the ester group is 108.52 (18°. The crystal structure is stabilized by C—H...O interactions and edge-to-face arene interactions with C—H...(ring centroid distances in the range 2.75–2.84 Å.

  3. 40 CFR 721.715 - Trisubstituted anthracene.

    Science.gov (United States)

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Trisubstituted anthracene. 721.715... Substances § 721.715 Trisubstituted anthracene. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as trisubstituted anthracene (PMN P-91-689)...

  4. Photoluminescence in anthracene and it's derivatives

    Science.gov (United States)

    Vyas, Arpita; Mirgane, Nitin A.; Moharil, S. V.; Muley, Aarti Iyer

    2016-05-01

    The anthracene and it's derivative 9-chloro acridine and Anthracene-9-ylmethylacetate have prepared in Poly vinyl alcohol(PVOH). Their photoluminescence properties have studied. The pure anthracene has an emission at 424 and 443nm. The intense peak is observed at 465nm and shoulder at 407nm. The derivatives of anthracene Anthracene-9-ylmethylacetate shows an emission around 440nm for the excitation at 393nm and 9-chloro acridine shows emission around 360nm for the excitation at 290nm. The major problem of this organic material is the stability. The composites prepared in the medium of PVOH are more stable.

  5. Two BN isosteres of anthracene: synthesis and characterization.

    Science.gov (United States)

    Ishibashi, Jacob S A; Marshall, Jonathan L; Mazière, Audrey; Lovinger, Gabriel J; Li, Bo; Zakharov, Lev N; Dargelos, Alain; Graciaa, Alain; Chrostowska, Anna; Liu, Shih-Yuan

    2014-10-29

    The synthesis of two parental BN anthracenes, 1 and 2, was developed, and their electronic structure and reactivity behavior were characterized in direct comparison with all-carbon anthracene. Gas-phase UV-photoelecton spectroscopy studies revealed the following HOMO energy trend: anthracene, -7.4 eV; BN anthracene 1, -7.7 eV; bis-BN anthracene 2, -8.0 eV. The λmax of the lower energy band in the UV-vis absorption spectrum is as follows: anthracene, 356 nm; BN anthracene 1, 359 nm; bis-BN anthracene 2, 357 nm. Thus, although the HOMO is stabilized with increasing BN incorporation, the HOMO-LUMO band gap remains unchanged across the anthracene series. The emission λmax values for the three investigated anthracene compounds are at 403 nm. The pKa values of the N-H proton for BN anthracene 1 and bis-BN anthracene 2 were determined to be approximately 26. BN anthracenes 1 and 2 do not undergo heat- or light-induced cycloaddition reactions or Friedel-Crafts acylations. Electrophilic bromination of BN anthracene 1 with Br2, however, occurs regioselectively at the 9-position. The reactivity behavior and regioselectivity of bromination of BN anthracenes are consistent with the electronic structure of these compounds; i.e., (1) the lower HOMO energy levels for BN anthracenes stabilize the molecules against cycloaddition and Friedel-Crafts reactions, and (2) the HOMO orbital coefficients are consistent with the observed bromination regioselectivity. Overall, this work demonstrates that BN/CC isosterism can be used as a molecular design strategy to stabilize the HOMO of acene-type structures while the optical band gap is maintained.

  6. (Anthracen-9-yl(piperidin-1-ylmethanone

    Directory of Open Access Journals (Sweden)

    Hua-You Hu

    2008-11-01

    Full Text Available The title compound, C20H19NO, is a substructure of CP-640186, a potent inhibitor of mammalian acetyl-coenzyme A carboxylases. In the crystal structure, the amide group forms a dihedral angle of 87.0 (1° with the plane of the anthracene unit and the piperidine ring adopts a chair conformation. Molecules are arranged into layers parallel to (100 and adjacent anthracene units within layers form dihedral angles of 13.2 (1°. C—H...O interactions from the piperidine rings to the C=O group of the amide are observed between layers.

  7. Photocycloaddition of anthracene to excited C-60

    Energy Technology Data Exchange (ETDEWEB)

    Gol`dshleger, N.F.; Denisov, N.N.; Lobach, A.S. [and others

    1995-02-01

    The ability to participate in photochemical cycloaddition reactions is characteristic feature of chromophores with a carbon double bond. In this work, the authors demonstrate the formation of an adduct by cycloaddition of anthracene to the triplet-excited C-60 fullerene under anaerobic conditions, which provides a straight forward way to synthesize new derivatives of C-60 fullerenes. Reaction methods, conditions, and mechanisms are included along with the characterization of the fullerene derivative with IR, MS, and NMR methods.

  8. Thermal and Optoelectronic Properties of Anthracene and Dibenz[a,c]Anthracene

    Institute of Scientific and Technical Information of China (English)

    MUDDASIR Hanif; WANG Zhi-ming; YANG Bing; LU Ping; MA Yu-guang

    2013-01-01

    The basic characteristics of anthracene(AN) and dibenz[a,c]anthracene(D[a,c]A) derivatives,important semiconductors,were systematically studied.Differential scanning calorimetry(DSC) shows that D[a,c]A has the reversibility of solid and liquid phases.Thermalgravimetric analysis(TGA) shows that D[a,c]A exhibits higher Td(decomposition temperature),which indicates D[a,c]A,as active layers,should be more suitable to being made into stable devices.D[a,c]A shows blue-shifted UV-Vis absorption and emission despite increased conjugation compared to anthracene due to different symmetries.Both the compounds are planar and show weak blue fluorescence in the tetrahydrofuran(THF) solution and higher fluorescence in the solid-state,due to different energy levels in solution and solid-state,explained via Jablonski diagram.

  9. Anthracen-9-ylmethylene-(3,4-dimethylisoxazol-5-ylamine

    Directory of Open Access Journals (Sweden)

    Abdullah M. Asiri

    2011-09-01

    Full Text Available The title compound, anthracen-9-ylmethylene-(3,4-dimethylisoxazol-5-ylamine (3, was synthesized in high yield by reaction of anthracene-9-carbaldehyde and 5-amino-3,4-dimethyl­isoxazole in ethanol. The structure of this new compound was confirmed by elemental analysis, IR, 1H NMR, 13C NMR and GC-MS spectral analysis.

  10. Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

    DEFF Research Database (Denmark)

    El-Sayed, I.; Ali, O.M.; Fischer, A.

    2003-01-01

    C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9...

  11. Microbial transformation and sorption of anthracene in liquid culture.

    Science.gov (United States)

    Hadibarata, Tony; Zubir, Meor Mohd Fikri Ahmad; Rubiyatno; Chuang, Teh Zee

    2013-09-01

    Armillaria sp. F022, a white-rot fungus isolated from decayed wood in tropical rain forest was used to biodegrade anthracene in cultured medium. The percentage of anthracene removal by Armillaria sp. F022 reached 13 % after 7 days and at the end of the experiment, anthracene removal level was at 87 %. The anthracene removal through sorption and transformation was investigated. 69 % of eliminated anthracene was transformed by Armillaria sp. F022 to form other organic structure, while only 18 % was absorbed in the mycelia. In the kinetic experiment, anthracene dissipation will not stop even though the biomass had stopped growing. Anthracene removal by Armillaria sp. F022 was correlated with protein concentration (whole biomass) in the culture. The production of enzyme was affected by biomass production. Anthracene was transformed to two stable metabolic products. The metabolites were extracted in ethyl-acetate, isolated by column chromatography, and then identified using gas chromatography-mass spectrometry (GC-MS).

  12. Reversible Triplet Energy Transfer between Neo- Alloocimene and Anthracene

    DEFF Research Database (Denmark)

    Gorman, A. A.; Hamblett, I.; Jensen, Niels-Henrik

    1984-01-01

    The rate constants for triplet energy transfer between neo-alloocimene and anthracene have been redetermined by a combination of pulsed laser photolysi......The rate constants for triplet energy transfer between neo-alloocimene and anthracene have been redetermined by a combination of pulsed laser photolysi...

  13. Preparation and spectral characteristics of anthracene/tetracene mixed crystals

    Institute of Scientific and Technical Information of China (English)

    LI HuiPing; DUAN Lian; ZHANG DeQiang; DONG GuiFang; WANG LiDuo; QIU Yong

    2009-01-01

    A series of tetracene-doped anthracene crystals with different doping concentrations (the highest molar ratio 100:1) are grown from solution. Crystal structures and optical characteristics of the above mixed crystals are investigated at room temperature. By changing the doping concentrations, the fluorescence can be adjusted from blue-green to green and even to yellow-green. The emission spectra of anthracene/tetracene (An/Te) mixed crystals reveal the sensitized fluorescence of tetracene and the partial quenching of anthracene emission. The data of transient photoluminescence (PL) decays illus-trate that in An/Te mixed crystals, the decay of anthracene becomes faster, while the PL lifetime of tat-racene is longer than that of the tetracene single crystals. All above experimental results suggest that there is excitation energy transfer from anthracene to tetracene in the mixed crystals.

  14. An Unprecedented Photochemical Reaction for Anthracene-Containing Derivatives.

    Science.gov (United States)

    Zhao, Jiang-Lin; Jiang, Xue-Kai; Wu, Chong; Wang, Chuan-Zeng; Zeng, Xi; Redshaw, Carl; Yamato, Takehiko

    2016-10-18

    A series of anthracene-containing derivatives have been synthesised and characterised. The photochemical behaviour of these derivatives have been investigated by (1) H NMR spectroscopy. An unprecedented photolysis reaction for anthracene-containing derivatives was observed in the case of anthracenes directly armed with a -CH2 O-R group upon UV irradiation. The photolysis reaction process has been demonstrated to occur in three steps. Firstly, the anthracene-containing derivatives are converted into the corresponding endoperoxide intermediate upon UV irradiation in the presence of air; then, the endoperoxide intermediate is decomposed to the corresponding starting compound and 9-anthraldehyde; finally, 9-anthraldehyde is further oxidised to anthraquinone. Additionally, the photolysis reaction of anthracene-containing derivatives is significantly promoted in the presence of a thiacalix[4]arene platform.

  15. Preparation and spectral characteristics of anthracene/tetracene mixed crystals

    Institute of Scientific and Technical Information of China (English)

    2009-01-01

    A series of tetracene-doped anthracene crystals with different doping concentrations(the highest mo-lar ratio 100:1) are grown from solution.Crystal structures and optical characteristics of the above mixed crystals are investigated at room temperature.By changing the doping concentrations,the fluorescence can be adjusted from blue-green to green and even to yellow-green.The emission spectra of anthracene/tetracene(An/Te) mixed crystals reveal the sensitized fluorescence of tetracene and the partial quenching of anthracene emission.The data of transient photoluminescence(PL) decays illus-trate that in An/Te mixed crystals,the decay of anthracene becomes faster,while the PL lifetime of tet-racene is longer than that of the tetracene single crystals.All above experimental results suggest that there is excitation energy transfer from anthracene to tetracene in the mixed crystals.

  16. Homogeneous and heterogeneous reactions of anthracene with selected atmospheric oxidants.

    Science.gov (United States)

    Zhang, Yang; Shu, Jinian; Zhang, Yuanxun; Yang, Bo

    2013-09-01

    The reactions of gas-phase anthracene and suspended anthracene particles with O3 and O3-NO were conducted in a 200-L reaction chamber, respectively. The secondary organic aerosol (SOA) formations from gas-phase reactions of anthracene with O3 and O3-NO were observed. Meanwhile, the size distributions and mass concentrations of SOA were monitored with a scanning mobility particle sizer (SMPS) during the formation processes. The rapid exponential growths of SOA reveal that the atmospheric lifetimes of gas-phase anthracene towards O3 and O3-NO are less than 20.5 and 4.34 hr, respectively. The particulate oxidation products from homogeneous and heterogeneous reactions were analyzed with a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer (VUV-ATOFMS). Gas chromatograph/mass spectrometer (GC/MS) analyses of oxidation products of anthracene were carried out for assigning the time-of-flight (TOF) mass spectra of products from homogeneous and heterogeneous reactions. Anthrone, anthraquinone, 9,10-dihydroxyanthracene, and 1,9,10-trihydroxyanthracene were the ozonation products of anthracene, while anthrone, anthraquinone, 9-nitroanthracene, and 1,8-dihydroxyanthraquinone were the main products of anthracene with O3-NO.

  17. Homogeneous and heterogeneous reactions of anthracene with selected atmospheric oxidants

    Institute of Scientific and Technical Information of China (English)

    Yang Zhang; Jinian Shu; Yuanxun Zhang; Bo Yang

    2013-01-01

    The reactions of gas-phase anthracene and suspended anthracene particles with O3 and O3-NO were conducted in a 200-L reaction chamber,respectively.The secondary organic aerosol (SOA) formations from gas-phase reactions of anthracene with O3 and O3-NO were observed.Meanwhile,the size distributions and mass concentrations of SOA were monitored with a scanning mobility particle sizer (SMPS) during the formation processes.The rapid exponential growths of SOA reveal that the atmospheric lifetimes of gas-phase anthracene towards O3 and O3-NO are less than 20.5 and 4.34 hr,respectively.The particulate oxidation products from homogeneous and heterogeneous reactions were analyzed with a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer (VUVATOFMS).Gas chromatograph/mass spectrometer (GC/MS) analyses of oxidation products of anthracene were carried out for assigning the time-of-flight (TOF) mass spectra of products from homogeneous and heterogeneous reactions.Anthrone,anthraquinone,9,10-dihydroxyanthracene,and 1,9,10-trihydroxyanthracene were the ozonation products of anthracene,while anthrone,anthraquinone,9-nitroanthracene,and 1,8-dihydroxyanthraquinone were the main products of anthracene with O3-NO.

  18. Thermochemical and Vapor Pressure Behavior of Anthracene and Brominated Anthracene Mixtures.

    Science.gov (United States)

    Fu, Jinxia; Suuberg, Eric M

    2013-03-25

    The present work concerns the thermochemical and vapor pressure behavior of the anthracene (1) + 2-bromoanthracene (2) and anthracene (1) + 9-bromoanthracene (3) systems. Solid-liquid equilibrium temperature and differential scanning calorimetry studies indicate the existence of a minimum melting solid state near an equilibrium temperature of 477.65 K at x1 = 0.74 for the (1) + (2) system. Additionally, solid-vapor equilibrium studies for the (1) + (2) system show that the vapor pressure of the mixtures depends on composition, but does not follow ideal Raoult's law behaviour. The (1) + (3) system behaves differently from the (1) + (2) system. The (1) + (3) system has a solid solution like phase diagram. The system consists of two phases, an anthracene like phase and a 9-bromoanthracene like phase, while (1) + (2) mixtures only form a single phase. Moreover, experimental studies of the two systems suggest that the (1) + (2) system is in a thermodynamically lower energy state than the (1) + (3) system.

  19. Fungal biodegradation of anthracene-polluted cork: A comparative study.

    Science.gov (United States)

    Jové, Patrícia; Olivella, Maria À; Camarero, Susana; Caixach, Josep; Planas, Carles; Cano, Laura; De Las Heras, Francesc X

    2016-01-01

    The efficiency of cork waste in adsorbing aqueous polycyclic aromatic hydrocarbons (PAHs) has been previously reported. Biodegradation of contaminated cork using filamentous fungi could be a good alternative for detoxifying cork to facilitate its final processing. For this purpose, the degradation efficiency of anthracene by three ligninolytic white-rot fungi (Phanerochaete chrysosporium, Irpex lacteus and Pleurotus ostreatus) and three non-ligninolytic fungi which are found in the cork itself (Aspergillus niger, Penicillium simplicissimum and Mucor racemosus) are compared. Anthracene degradation by all fungi was examined in solid-phase cultures after 0, 16, 30 and 61 days. The degradation products of anthracene by P. simplicissimum and I. lacteus were also identified by GC-MS and a metabolic pathway was proposed for P. simplicissimum. Results show that all the fungi tested degraded anthracene. After 61 days of incubation, approximately 86%, 40%, and 38% of the initial concentration of anthracene (i.e., 100 µM) was degraded by P. simplicissimum, P. chrysosporium and I. lacteus, respectively. The rest of the fungi degraded anthracene to a lesser extent (PAH-contaminated cork.

  20. Interaction Mechanism of Anthracene with Benzoic Acid and Its Derivatives

    Institute of Scientific and Technical Information of China (English)

    HE Ying-Ying; WANG Xiao-Chang; FAN Xiao-Yuan; ZHAO Bo; JIN Peng-Kang

    2008-01-01

    Interaction mechanism of anthracene, one of the typical polycyclic aromatic hydrocarbons, with benzoic acid and its hydroxyl-substituted derivatives, o-hydroxylbenzoic acid and p-hydroxylbenzoic acid, were studied using FFIR, UV and fluorescence spectra. The experiments confirmed that there was a specific and oriented interaction between anthracene and the aromatic carboxylic acids, and the bonding mode depended on both the chemical struc- ture of reactants and acidity of solution. The π-H hydrogen bond played a main role in the interaction between an-thracene and the aromatic carboxylic proton of benzoic acid or o-hydroxylbenzoic acid when pH≤pK, and the π-π electron donor-acceptor (EDA) interaction increasingly became the main binding mode when pH>pK. The de-crease of interaction intensity of benzoic acid was observed by introducing hydroxyl at its ortho position. The spe-cial D-π-A structure of p-hydroxylbenzoic acid made it easy to form the planar multi-molecule congeries that could interact with anthracene, so the interaction between anthracene and p-hydroxylbenzoic acid always followed the π-π EDA model no matter the solution acidity. For p-hydroxylbenzoic acid, the π-π interaction mode remained un-changed when pH increased from 2.0 to 10.0, and the binding intensity was higher than that between benzoic acid and anthracene because of the formation of the multi-molecule congeries.

  1. Transformation of anthracene on various cation-modified clay minerals.

    Science.gov (United States)

    Li, Li; Jia, Hanzhong; Li, Xiyou; Wang, Chuanyi

    2015-01-01

    In this study, anthracene was employed as a probe to explore the potential catalytic effect of clay minerals in soil environment. Clay minerals saturated with various exchangeable cations were tested. The rate of anthracene transformation follows the order: Fe-smectite > Cu-smectite > Al-smectite ≈ Ca-smectite ≈ Mg-smectite ≈ Na-smectite. This suggests that transition-metal ions such as Fe(III) play an important role in anthracene transformation. Among Fe(III)-saturated clays, Fe(III)-smectite exhibits the highest catalytic activity followed by Fe(III)-illite, Fe(III)-pyrophyllite, and Fe(III)-kaolinite, which is in agreement with the interlayer Fe(III) content. Moreover, effects by two common environmental factors, pH and relative humidity (RH), were evaluated. With an increase in pH or RH, the rate of anthracene transformation decreases rapidly at first and then is leveled off. GC-MS analysis identifies that the final product of anthracene transformation is 9,10-anthraquinone, a more bioavailable molecule compared to anthracene. The transformation process mainly involves cation-π bonding, electron transfer leading to cation radical, and further oxidation by chemisorbed O2. The present work provides valuable insights into the abiotic transformation and the fate of PAHs in the soil environment and the development of contaminated land remediation technologies.

  2. Electronic structures and optical properties of two anthracene derivatives

    Institute of Scientific and Technical Information of China (English)

    ZHANG Peng; XIA Baohui; SUN Yinghui; YANG Bing; TIAN Wenjing; WANG Yue; ZHANG Guo

    2006-01-01

    The electronic structures and the optical properties of two anthracene derivatives, DBMA and DAA, are investigated by both experimental techniques and quantum chemical calculations. The cyclic voltammetry and differential pulse polarograph measurement revealed that the introduction of benzol-imidazol and pyrrolo-pyridine group on the anthracene block can affect the electrochemical behavior of DBMA and DAA. Both UV/visible absorption and emission spectra of DBMA and DAA are red-shifted in contrast to the unsubstituted anthracene, so that the anthracene derivatives emit at blue-green region and the luminescence yields are remarkably elevated (over 90%). The B3LYP/6-31G theoretical calculations explored that the electronic structures of the anthracene derivatives are perturbed by the side substitutes on the anthracene block, and the slight variation of the electronic structures results in the enhanced electron accepting ability and the decrease of the HOMO-LUMO energy gap,which is the origin of the emission to be shifted to blue-green region. The non-planar geometry structures of DBMA and DAA are responsible for the excellent luminescence yields.

  3. Anthracene + Pyrene Solid Mixtures: Eutectic and Azeotropic Character.

    Science.gov (United States)

    Rice, James W; Fu, Jinxia; Suuberg, Eric M

    2010-09-01

    To better characterize the thermodynamic behavior of a binary polycyclic aromatic hydrocarbon mixture, thermochemical and vapor pressure experiments were used to examine the phase behavior of the anthracene (1) + pyrene (2) system. A solid-liquid phase diagram was mapped for the mixture. A eutectic point occurs at 404 K at x(1) = 0.22. A model based on eutectic formation can be used to predict the enthalpy of fusion associated with the mixture. For mixtures that contain x(1) < 0.90, the enthalpy of fusion is near that of pure pyrene. This and X-ray diffraction results indicate that mixtures of anthracene and pyrene have pyrene-like crystal structures and energetics until the composition nears that of pure anthracene. Solid-vapor equilibrium studies show that mixtures of anthracene and pyrene form solid azeotropes at x(1) of 0.03 and 0.14. Additionally, mixtures at x(1) = 0.99 sublime at the vapor pressure of pure anthracene, suggesting that anthracene behavior is not significantly influenced by x(2) = 0.01 in the crystal structure.

  4. Blue Fluorescent Materials Composed of Anthracene-Aryl Amine-Anthracene Derivatives for Organic Light-Emitting Diodes.

    Science.gov (United States)

    Lee, Seul Bee; Song, Ji Young; Yang, Hyung Jin; Kim, Young Kwan; Yoon, Seung Soo

    2015-07-01

    Blue fluorescent emitters based on anthracene-aryl amine-anthracene derivatives were studied for efficient OLEDs. Compound 1 exhibited efficient EL propereties with luminous and power efficien- cies of 4.50 cd/A and 1.75 lm/W at 200 mA/cm2, respectively and CIE coordinates of (0.18, 0.26) at 7.0 V.

  5. Thermodynamic study of (anthracene + phenanthrene) solid state mixtures.

    Science.gov (United States)

    Rice, James W; Fu, Jinxia; Sandström, Emma; Ditto, Jenna C; Suuberg, Eric M

    2015-11-01

    Polycyclic aromatic hydrocarbons (PAH) are common components of many materials, such as petroleum and various types of tars. They are generally present in mixtures, occurring both naturally and as byproducts of fuel processing operations. It is important to understand the thermodynamic properties of such mixtures in order to understand better and predict their behavior (i.e., fate and transport) in the environment and in industrial operations. To characterize better the thermodynamic behavior of PAH mixtures, the phase behavior of a binary (anthracene + phenanthrene) system was studied by differential scanning calorimetry, X-ray diffraction, and the Knudsen effusion technique. Mixtures of (anthracene + phenanthrene) exhibit non-ideal mixture behavior. They form a lower-melting, phenanthrene-rich phase with an initial melting temperature of 372 K (identical to the melting temperature of pure phenanthrene) and a vapor pressure of roughly lnP/Pa = -2.38. The phenanthrene-rich phase coexists with an anthracene-rich phase when the mole fraction of phenanthrene (xP) in the mixture is less than or equal to 0.80. Mixtures initially at xP = 0.90 consist entirely of the phenanthrene-rich phase and sublime at nearly constant vapor pressure and composition, consistent with azeotrope-like behavior. Quasi-azeotropy was also observed for very high-content anthracene mixtures (2.5 anthracene may accommodate very low levels of phenanthrene in its crystal structure.

  6. Assessing Anthracene and Arsenic Contamination within Buffalo River Sediments

    Directory of Open Access Journals (Sweden)

    Adrian Gawedzki

    2012-01-01

    Full Text Available Anthracene and arsenic contamination concentrations at various depths in the Buffalo River were analyzed in this study. Anthracene is known to cause damage to human skin and arsenic has been linked to lung and liver cancer. The Buffalo River is labelled as an Area of Concern defined by the Great Lakes Water Quality Agreement between Canada and the United States. It has a long history of industrial activity located in its near vicinity that has contributed to its pollution. An ordinary kriging spatial interpolation technique was used to calculate estimates between sample locations for anthracene and arsenic at various depths. The results show that both anthracene and arsenic surface sediment (0–30 cm is less contaminated than all subsurface depths. There is variability of pollution within the different subsurface levels (30–60 cm, 60–90 cm, 90–120 cm, 120–150 cm and along the river course, but major clusters are identified throughout all depths for both anthracene and arsenic.

  7. Thermodynamic study of (anthracene + phenanthrene) solid state mixtures

    Science.gov (United States)

    Rice, James W.; Fu, Jinxia; Sandström, Emma; Ditto, Jenna C.; Suuberg, Eric M.

    2015-01-01

    Polycyclic aromatic hydrocarbons (PAH) are common components of many materials, such as petroleum and various types of tars. They are generally present in mixtures, occurring both naturally and as byproducts of fuel processing operations. It is important to understand the thermodynamic properties of such mixtures in order to understand better and predict their behavior (i.e., fate and transport) in the environment and in industrial operations. To characterize better the thermodynamic behavior of PAH mixtures, the phase behavior of a binary (anthracene + phenanthrene) system was studied by differential scanning calorimetry, X-ray diffraction, and the Knudsen effusion technique. Mixtures of (anthracene + phenanthrene) exhibit non-ideal mixture behavior. They form a lower-melting, phenanthrene-rich phase with an initial melting temperature of 372 K (identical to the melting temperature of pure phenanthrene) and a vapor pressure of roughly lnP/Pa = −2.38. The phenanthrene-rich phase coexists with an anthracene-rich phase when the mole fraction of phenanthrene (xP) in the mixture is less than or equal to 0.80. Mixtures initially at xP = 0.90 consist entirely of the phenanthrene-rich phase and sublime at nearly constant vapor pressure and composition, consistent with azeotrope-like behavior. Quasi-azeotropy was also observed for very high-content anthracene mixtures (2.5 < xP < 5) indicating that anthracene may accommodate very low levels of phenanthrene in its crystal structure. PMID:26973354

  8. Degradation of anthracene, pyrene and benzo[a]anthracene in aqueous solution by chlorine dioxide

    Institute of Scientific and Technical Information of China (English)

    LIU Jinquan; HUANG Junli; SU Liqiang; CAO Xiangyu; JI Ying

    2006-01-01

    Polycyclic aromatic hydrocarbons (PAHs) constitute an important group of micropollutants, which are known to be mutagenic, carcinogenic and/or co-carcinogenic and relatively persistent in the environment. The effects of chlorine dioxide (ClO2) on the degradation of anthracene (ANTH), pyrene (PYR) and benzo[a]anthracene (BaA) in aqueous solution were investigated using high performance liquid chromatography (HPLC). In preliminary experiments, it was observed that ClO2 could remove these three PAHs effectively within a short time. Several factors including reaction time, the concentration of ClO2 and pH of the reaction mixture influencing the degradation ratio of PAHs have been studied by batch experiments. The results showed that the degradation ratio of PAHs was affected by reaction time and the concentration of ClO2 instead of pH. The degradation ratio of ANTH, PYR and BaA could reach their maximum as approximately 99.0%, 67.5% and 89.5%, respectively, under the condition as follows: reaction time 30, 60 and 120 min, the concentration of ClO2 0.1, 0.4 and 0.5 mmol·L-1, and pH 7.2. ANTH was selected as the representative to study the reaction mechanism with ClO2. The oxidation products formed in the reaction of ANTH with ClO2 were tentatively identified by gas chromatography-mass spectrometry (GC-MS), and the results showed that the main product was 9, 10-anthraquinone, which could be biodegraded more easily and quickly than ANTH. Through analyzing the reaction properties of ANTH and ClO2, the possible pathway for the ANTH-ClO2 reaction was proposed based on the theory of single electron transfer (SET).

  9. Enhanced biodegradation of anthracene in acidic soil by inoculated Burkholderia sp. VUN10013.

    Science.gov (United States)

    Somtrakoon, Khanitta; Suanjit, Sudarat; Pokethitiyook, Prayad; Kruatrachue, Maleeya; Lee, Hung; Upatham, Suchart

    2008-08-01

    The ability of Burkholderia sp. VUN10013 to degrade anthracene in microcosms of two acidic Thai soils was studied. The addition of Burkholderia sp. VUN10013 (initial concentration of 10(5) cells g(-1) dry soil) to autoclaved soil collected from the Plew District, Chanthaburi Province, Thailand, supplemented with anthracene (50 mg kg(-1) dry soil) resulted in complete degradation of the added anthracene within 20 days. In contrast, under the same test conditions but using autoclaved soil collected from the Kitchagude District, Chanthaburi Province, Thailand, only approximately 46.3% of the added anthracene was degraded after 60 days of incubation. In nonautoclaved soils, without adding the VUN10013 inocula, 22.8 and 19.1% of the anthracene in Plew and Kitchagude soils, respectively, were degraded by indigenous bacteria after 60 days. In nonautoclaved soil inoculated with Burkholderia sp. VUN10013, the rate and extent of anthracene degradation were considerably better than those seen in autoclaved soils or in uninoculated nonautoclaved soils in that only 8.2 and 9.1% of anthracene remained in nonautoclaved Plew and Kitchagude soils, respectively, after 10 days of incubation. The results showed that the indigenous microorganisms in the pristine acidic soils have limited ability to degrade anthracene. Inoculation with the anthracene-degrading Burkholderia sp. VUN10013 significantly enhanced anthracene degradation in such acidic soils. The indigenous microorganisms greatly assisted the VUN10013 inoculum in anthracene degradation, especially in the more acidic Kitchagude soil.

  10. Anthracene functionalized thermosensitive and UV-crosslinkable polymeric micelles

    NARCIS (Netherlands)

    Shi, Yang; Cardoso, Renata M.; Van Nostrum, Cornelus F.; Hennink, Wim E.

    2015-01-01

    An anthracene-functionalized thermosensitive block copolymer was synthesized, which formed micelles by heating its aqueous solution above the lower critical solution temperature (LCST). The micelles were subsequently crosslinked by UV illumination at 365 nm with a normal handheld UV lamp. The micell

  11. Substituent Effects on the Absorption and Fluorescence Properties of Anthracene.

    Science.gov (United States)

    Abou-Hatab, Salsabil; Spata, Vincent A; Matsika, Spiridoula

    2017-02-16

    Substitution can be used to efficiently tune the photophysical properties of chromophores. In this study, we examine the effect of substituents on the absorption and fluorescence properties of anthracene. The effects of mono-, di-, and tetrasubstitution of electron-donating and -withdrawing functional groups were explored. In addition, the influence of a donor-acceptor substituent pair and the position of substitution were investigated. Eleven functional groups were varied on positions 1, 2, and 9 of anthracene, and on position 6 of 2-methoxyanthracene and 2-carboxyanthracene. Moreover, the donor-acceptor pair NH2/CO2H was added on different positions of anthracene for additional studies of doubly substituted anthracenes. Finally, we looked into quadruple substitutions on positions 1,4,5,8 and 2,3,6,7. Vertical excitation energies and oscillator strengths were computed using density functional theory with the hybrid CAM-B3LYP functional and 6-311G(d) basis set. Correlations between the excitation energies or oscillator strengths of the low-lying bright La state and the Hammett sigma parameter, σp(+), of the substituents were examined. The energy is red-shifted for all cases of substitution. Oscillator strengths increase when substituents are placed along the direction of the transition dipole moment of the bright La excited state. Substitution of long chain conjugated groups significantly increases the oscillator strength in comparison to the cases for other substituents. In addition, the results of quadruply substituted geometries reveal symmetric substitution at the 1,4,5,8 positions significantly increases the oscillator strength and can lower the band gap compared to that of the unsubstituted anthracene molecule by up to 0.5 eV.

  12. Comparing anthracene and fluorene degradation in anthracene and fluorene-contaminated soil by single and mixed plant cultivation.

    Science.gov (United States)

    Somtrakoon, Khanitta; Chouychai, Waraporn; Lee, Hung

    2014-01-01

    The ability of three plant species (sweet corn, cucumber, and winged bean) to remediate soil spiked with 138.9 and 95.9 mg of anthracene and fluorene per kg of dry soil, respectively, by single and double plant co-cultivation was investigated. After 15 and 30 days of transplantation, plant elongation, plant weight, chlorophyll content, and the content of each PAH in soil and plant tissues were determined. Based on PAH removal and plant health, winged bean was the most effective plant for phytoremediation when grown alone; percentage of fluorene and anthracene remaining in the rhizospheric soil after 30 days were 7.8% and 24.2%, respectively. The most effective combination of plants for phytoremediation was corn and winged bean; on day 30, amounts of fluorene and anthracene remaining in the winged bean rhizospheric soil were 3.4% and 14.3%, respectively; amounts of fluorene and anthracene remaining in the sweet corn rhizospheric soil were 4.1% and 8.8%, respectively. Co-cultivation of sweet corn and cucumber could remove fluorene to a higher extent than anthracene from soil within 15 days, but these plants did not survive and died before day 30. The amounts of fluorene remaining in the rhizospheric soil of corn and cucumber were only 14% and 17.3%, respectively, on day 15. No PAHs were detected in plant tissues. This suggests that phytostimulation of microbial degradation in the rhizosphere was most likely the mechanism by which the PAHs were removed from the spiked soil. The results show that co-cultivation of plants has merit in the phytoremediation of PAH-spiked soil.

  13. Aggregation-controlled excimer emission from anthracene-containing polyamidoamine dendrimers.

    Science.gov (United States)

    Lekha, P K; Prasad, Edamana

    2010-03-22

    Lower generations of polyamidoamine (PAMAM) dendrimers were peripherally modified with anthracene moieties, and excimer emission from anthracene chromophores was investigated in an acetonitrile-water mixture at acidic and basic pH values. Results from fluorescence spectroscopic experiments suggest that 1) the propensity of anthracene-modified PAMAM dendrimers to aggregate in acetonitrile is substantial in the presence of 15-20 vol % of water, and 2) aggregate formation in anthracene-modified PAMAM dendrimers leads to unique morphologies in the ground state, where the anthracene units are pre-arranged to form stable excimers upon photoexcitation. Three types of anthracene excimers are generated in the system, with face-to-face, angular, and T-shaped geometry. The formation of different types of anthracene excimers was confirmed by steady-state and time-resolved fluorescence spectroscopic experiments. Experimental results further suggest that it is feasible to alter the type of excimer formed by anthracene units attached to the PAMAM dendrimers through altering the propensity for ground-state aggregation. Most excitingly, increased pi conjugation in the molecular framework of anthracene-substituted PAMAM dendrimers leads to intense and exclusive excimer emission from anthracene at room temperature.

  14. 1-(Anthracen-1-ylpyrrolidine-2,5-dione

    Directory of Open Access Journals (Sweden)

    Sanaz Khorasani

    2012-05-01

    Full Text Available In the molecular structure of title compound, C18H13NO2, the succinimide ring is orientated away from the plane of the anthracene moiety by 71.94 (4°. The crystal structure features three different types of intermolecular interactions, viz. C—H...O, C—H...π and π–π bonds. Molecules along the b axis stack on each other as a result of π–π interactions which have a centroid–centroid distance of 3.6780 (15 Å, while C—H...π interactions are present between neigbouring stacks. Also, acting between the stacks are the C—H...O interactions between the aromatic H atoms of the anthracene and the O atoms of the succinimide.

  15. Infrared spectroscopy of fullerene C60/anthracene adducts

    CERN Document Server

    Garcia-Hernandez, D A; Manchado, A

    2013-01-01

    Recent Spitzer Space Telescope observations of several astrophysical environments such as Planetary Nebulae, Reflection Nebulae, and R Coronae Borealis stars show the simultaneous presence of mid-infrared features attributed to neutral fullerene molecules (i.e., C60) and polycyclic aromatic hydrocarbons (PAHs). If C60 fullerenes and PAHs coexist in fullerene-rich space environments, then C60 may easily form adducts with a number of different PAH molecules; at least with catacondensed PAHs. Here we present the laboratory infrared spectra (~2-25 um) of C60 fullerene and anthracene Dies-Alder mono- and bis-adducts as produced by sonochemical synthesis. We find that C60/anthracene Diels-Alder adducts display spectral features strikingly similar to those from C60 (and C70) fullerenes and other unidentified infrared emission features. Thus, fullerene-adducts - if formed under astrophysical conditions and stable/abundant enough - may contribute to the infrared emission features observed in fullerene-containing circu...

  16. Anthracene Fluorescence Quenching by a Tetrakis (Ketocarboxamide Cavitand

    Directory of Open Access Journals (Sweden)

    Tibor Zoltan Janosi

    2014-01-01

    Full Text Available Quenching of both fluorescence lifetime and fluorescence intensity of anthracene was investigated in the presence of a newly derived tetrakis (ketocarboxamide cavitand at various concentrations. Time-correlated single photon counting method was applied for the lifetime measurements. A clear correlation between the fluorescence lifetime of anthracene as a function of cavitand concentration in dimethylformamide solution was observed. The bimolecular collisional quenching constant was derived from the decrease of lifetime. Fluorescence intensity was measured in the emission wavelength region around 400 nm as a result of excitation at 280 nm. Effective quenching was observed in the presence of the cavitand. The obtained Stern-Volmer plot displayed upward curvature. The results did not follow even extended Stern-Volmer behavior, often used to describe deviations from static bimolecular quenching. To explain our results we adopted the Smoluchowski model and obtained a reasonable estimate for the molecular radius of the cavitand in solution.

  17. Anthracene derivatlves in some species of Rumex L genus

    Directory of Open Access Journals (Sweden)

    Helena D. Smolarz

    2011-01-01

    Full Text Available Eight anthracene derivatives (chrysophanol, physcion, emodin, aloe-emodin, rhein, barbaloin, sennoside A and sennoside B were signified in six species of Rumex L. genus: R. acetosa L., R. acetosella L., R. confertus Willd., R. crispus L., R. hydrolapathum Huds. and R. obtusifolius L. For the investigations methanolic extracts were prepared from the roots, leaves and fruits of these species. Reverse Phase High Performance Liquid Chromatography was applied for separation, identification and quantitative determination of anthracene derivatives. The identity of these compounds was further confirmed with UV-VIS. Received data were compared. The roots are the best organs for the accumulation of anthraquinones. The total amount of the detected compounds was the largest in the roots of R. confertus (163.42 mg/g, smaller in roots R. crispus (25.22 mg/g and the smallest in roots of R. hydrolapathum (1.02 mg/g.

  18. (E-4-[(4-Nitrophenyldiazenyl]phenyl anthracene-9-carboxylate

    Directory of Open Access Journals (Sweden)

    François Léonard

    2008-12-01

    Full Text Available In the title compound, C27H17N3O4, the azo group displays a trans conformation and the dihedral angles between the central benzene ring and the pendant anthracene and nitrobenzene rings are 82.94 (7 and 7.30 (9°, respectively. In the crystal structure, weak C—H...O hydrogen bonds, likely associated with a dipole moment present on the molecule, help to consolidate the packing.

  19. Density Functional Studies of Molecular Polarizabilities. 7. Anthracene and Phenanthrene

    Directory of Open Access Journals (Sweden)

    Humberto J. Soscun Machado

    2000-03-01

    Full Text Available We report accurate Ab Initio studies of the static dipole polarizabilities of anthracene and phenanthrene. Geometries were optimized at the HF/6-311G(3d,2p level of theory. Dipole polarizabilities were calculated at the HF/6-311++G(3d,2p and BLYP/6-311++G(3d,2p levels of theory, using HF/6-311G(3d,2p geometries. The calculated dipole polarizabilities for anthracene are compared with experiment. Inclusion of electron correlation using the BLYP procedure increases the L and M components of the dipole polarizability, but not the perpendicular (N component. Examination of corresponding BLYP results for the polyacene series benzene, naphthalene and anthracene shows that the normal component of the dipole polarizability scales linearly with the number of benzene ring units, with an increment of 20.8 au. The medium component also scales linearly with an increment of 42.8 atomic units. The long component does not scale linearly. Semi-emiprical AM1 calculations are also given for comparison; the normal component of the dipole polarizability tensor is poorly represented by such calculations.

  20. Photocatalytic Degradation of Anthracene in Closed System Reactor

    Directory of Open Access Journals (Sweden)

    Faiq F. Karam

    2014-01-01

    Full Text Available Polycyclic aromatic hydrocarbons (PAHs represent a large class of persistent organic pollutants in an environment of special concern because they have carcinogenic and mutagenic activity. In this paper, we focus on and discuss the effect of different parameters, for instance, initial concentration of Anthracene, temperature, and light intensity, on the degradation rate. These parameters were adjusted at pH 6.8 in the presence of the semiconductor materials (TiO2 as photocatalysts over UV light. The main product of Anthracene photodegradation is 9,10-Anthraquinone which isidentified and compared with the standard compound by GC-MS. Our results indicate that the optimum conditions for the best rate of degradation are 25 ppm concentration of Anthracene, regulating the reaction vessel at 308.15 K and 2.5 mW/cm2 of light intensity at 175 mg/100 mL of titanium dioxide (P25.

  1. TOXIC EFFECTS OF LINEAR ALKYLBENZENE SULFONATE, ANTHRACENE AND THEIR MIXTURE ON GROWTH OF A MICROBIAL CONSORTIUM ISOLATED FROM POLLUTED SEDIMENT

    OpenAIRE

    2010-01-01

    The aim of this study was to determine the effect of linear alkylbenzene sulfonate (LAS), anthracene and a LAS-anthracene mixture on the growth of a microbial consortium isolated from polluted sediment. The microbial consortium was grown in a sterile glass bottle with mineral medium containing 1 g/L of glucose. Microbial growth inhibition produced by LAS, anthracene and combinations of LAS and anthracene was determined by viable count in nutritive agar; inhibitory concentration 50 (IC50) was ...

  2. Peculiarities of metabolism of anthracene and pyrene by laccase-producing fungus Pycnoporus sanguineus H1.

    Science.gov (United States)

    Li, Xuanzhen; Wang, Yan; Wu, Shijin; Qiu, Lequan; Gu, Li; Li, Jingjing; Zhang, Bao; Zhong, Weihong

    2014-01-01

    The metabolic peculiarities of anthracene and pyrene by Pycnoporus sanguineus H1 were investigated. The fungus H1 could grow on potato dextrose agar plates with anthracene and anthraquinone as carbon sources. In liquid medium, the strain degraded 8.5% of anthracene as the sole carbon source, with no ligninolytic enzymes detected, indicating that intracellular catabolic enzymes might be responsible for the initial oxidation of anthracene. When bran was added to the medium, the degradation rate of anthracene and pyrene increased to 71.3% and 30.2%, respectively, and the laccase activities increased to a maximal value of 501.2 and 587.6 U/L, respectively. By gas chromatography-mass spectrometry analysis, anthraquinone was detected as the unique intermediate product of anthracene oxidation, with a yield molar ratio of 0.3. In vitro experiments showed that the extracellular culture fluid containing laccase transformed anthracene to anthraquinone with a yield molar ratio of 1.0, which was less than that of the in vivo experiment, indicating that anthraquinone could be further metabolized by the strain. Pyrene could not be oxidized by culture fluid. These results showed that both extracellular laccase and intracellular catabolic enzymes might play an important role in the initial oxidation of anthracene, whereas pyrene could be only oxidized by intracellular catabolic enzymes through cometabolism.

  3. Oxidation of anthracene using waste Mn oxide minerals: the importance of wetting and drying sequences.

    Science.gov (United States)

    Clarke, Catherine; Tourney, Janette; Johnson, Karen

    2012-02-29

    PAHs are a common problem in contaminated urban soils due to their recalcitrance. This study presents results on the oxidation of anthracene on synthetic and natural Mn oxide surfaces. Evaporation of anthracene spiked Mn oxide slurries in air results in the oxidation of 30% of the anthracene to anthraquinone. Control minerals, quartz and calcite, also oxidised a small but significant proportion of the anthracene (4.5% and 14% conversion, respectively) when spiked mineral slurries were evaporated in air. However, only Mn oxide minerals showed significant anthracene oxidation (5-10%) when evaporation took place in the absence of oxygen (N2 atmosphere). In the fully hydrated systems where no drying took place, natural Mn oxides showed an increase in anthracene oxidation with decreasing pH, with a conversion of 75% anthracene at pH 4. These results show both acidification and drying favor the oxidation of anthracene on Mn oxide mineral surfaces. It has also been demonstrated that non-redox active mineral surfaces, such as calcite, may play a role in contaminant breakdown during wetting and drying sequences. Given that climate changes suggest that wetting and drying sequences are likely to become more significant these results have important implications for contaminated land remediation technologies.

  4. Solid-state optical properties of the methyl-exopyridine-anthracene rotaxane

    NARCIS (Netherlands)

    Gadret, Gregory; Zamboni, Roberto; Schouwink, Peter; Mahrt, Rainer F.; Thies, Jens; Loontjens, Ton; Leigh, David A.

    2001-01-01

    Photophysical properties in the solid state of both, an anthracene grafted rotaxane and the corresponding thread are studied. The thread in liquid and solid states as well as the rotaxane in the liquid phase exhibit only the usual anthracene-like photoluminescence (PL) behaviour, while the rotaxane

  5. Interaction of higher plant (jute), electrofused bacteria and mycorrhiza on anthracene biodegradation.

    Science.gov (United States)

    Cheung, K C; Zhang, J Y; Deng, H H; Ou, Y K; Leung, H M; Wu, S C; Wong, M H

    2008-05-01

    The interaction of bacteria, mycorrhiza and jute (Corchotus capsulari, a higher plant) to reduce anthracene in different concentrations of spiked soils was investigated. Dominant indigenous bacterium (Pseudomonas sp.) isolated in the rhizosphere of jute was electrofused with anthracene degraders (Sphingomonas paucimobilis and Pseudomonas aeruginosa) which were able to produce different types of biosurfactants. The highest population (56 x 10(5)CFU/g) was found in the planted soil with the inoculation of mixtures of electrofused anthracene degraders after 7 days. The growth of anthracene degraders in the spiked soil was improved by gene transfer from indigenous bacteria. After 35 days, enhanced anthracene removals were observed in inoculated soils planted with jute (65.5-75.2%) compared with unplanted soil without inoculation (12.5%). The interaction of jute and electrofused S. paucimobilis enabled the greatest reduction of soil anthracene with or without the addition of P. aeruginosa. Mycorrhizal colonization was not significantly inhibited by anthracene in soils up to 150 mg/kg. Inoculation of jute with Glomus mosseae and Glomus intraradices improved plant growth and enhanced anthracene removal in the presence of electrofused S. paucimobilis.

  6. Electron transmission through a class of anthracene aldehyde molecules

    Science.gov (United States)

    Petreska, Irina; Ohanesjan, Vladimir; Pejov, Ljupco; Kocarev, Ljupco

    2016-03-01

    Transmission of electrons via metal-molecule-metal junctions, involving rotor-stator anthracene aldehyde molecules is investigated. Two model barriers having input parameters evaluated from accurate ab initio calculations are proposed and the transmission coefficients are obtained by using the quasiclassical approximation. Transmission coefficients further enter in the integral for the net current, utilizing Simmons' method. Conformational dependence of the tunneling processes is evident and the presence of the side groups enhances the functionality of the future single-molecule based electronic devices.

  7. Measurement of the Mean Inner Potentials of Anthracene and Naphthalene

    Science.gov (United States)

    Lunt, Richard R.; Kéna-Cohen, Stéphane; Benziger, Jay B.; Forrest, Stephen R.

    2009-02-01

    The mean inner potential in metals, insulators, and semiconductors provides fundamental information regarding the electronic structure of the material. Here, we measure the mean inner potentials of the two archetype linear polyacenes: anthracence and naphthalene. We determine the mean inner potentials of single crystalline anthracene of 5.9 V (±0.3V), and naphthalene of 5.4 V (±0.3V) based on analysis of Kikuchi patterns observed using high-pressure reflection high energy electron diffraction. We show that the inner potential of a range of organic molecular semiconductors can be estimated from their diamagnetic susceptibilities.

  8. Excited state kinetics of anthracene-bridge-aniline intramolecular exciplexes

    DEFF Research Database (Denmark)

    Thyrhaug, Erling; Hammershøj, Peter; Kjær, Kasper Skov

    2014-01-01

    We report on the synthesis and characterization of fluorescent halogen substituted anthracene-bridge-aniline (ABA) supermolecules that undergo structural reorganization on photoexcitation to form transient complexes. The syntheses were achieved in high yields on a large scale and the molecular...... structures were confirmed by single crystal X-ray diffraction. The photophysics of the ABA supermolecules were investigated using steady state and time resolved optical spectroscopy. Despite the presence of heavy atoms the series of ABA molecules have high quantum yields of fluorescence from both a locally...

  9. Macrocrystals of Colloidal Quantum Dots in Anthracene: Exciton Transfer and Polarized Emission.

    Science.gov (United States)

    Soran-Erdem, Zeliha; Erdem, Talha; Hernandez-Martinez, Pedro Ludwig; Akgul, Mehmet Zafer; Gaponik, Nikolai; Demir, Hilmi Volkan

    2015-05-07

    In this work, centimeter-scale macrocrystals of nonpolar colloidal quantum dots (QDs) incorporated into anthracene were grown for the first time. The exciton transfer from the anthracene host to acceptor QDs was systematically investigated, and anisotropic emission from the isotropic QDs in the anthracene macrocrystals was discovered. Results showed a decreasing photoluminescence lifetime of the donor anthracene, indicating a strengthening energy transfer with increasing QD concentration in the macrocrystals. With the anisotropy study, QDs inside the anthracene host acquired a polarization ratio of ~1.5 at 0° collection angle, and this increases to ~2.5 at the collection angle of 60°. A proof-of-concept application of these excitonic macrocrystals as tunable color converters on light-emitting diodes was also demonstrated.

  10. Intramolecular triplet energy transfer in anthracene-based platinum acetylide oligomers.

    Science.gov (United States)

    Li, Yongjun; Köse, Muhammet E; Schanze, Kirk S

    2013-08-01

    Platinum acetylide oligomers that contain an anthracene moiety have been synthesized and subjected to photophysical characterization. Spectroscopic measurement and DFT calculations reveal that both the singlet and triplet energy levels of the anthracene segment are lower than those of the platinum acetylide segment. Thus, the platinum acetylide segment acts as a sensitizer to populate the triplet state of the anthrancene segment via intramolecular triplet-triplet energy transfer. The objective of this work is to understand the mechanisms of energy-transfer dynamics in these systems. Fluorescence quenching and the dominant triplet absorption that arises from the anthracene segment in the transient absorption spectrum of Pt4An give clear evidence that energy transfer adopts an indirect mechanism, which begins with singlet-triplet energy transfer from the anthracene segment to the platinum acetylide segment followed by triplet-triplet energy transfer to the anthracene segment.

  11. Cytochrome P450 monooxygenases involved in anthracene metabolism by the white-rot basidiomycete Phanerochaete chrysosporium.

    Science.gov (United States)

    Chigu, Nomathemba Loice; Hirosue, Sinji; Nakamura, Chie; Teramoto, Hiroshi; Ichinose, Hirofumi; Wariishi, Hiroyuki

    2010-08-01

    Cytochrome P450 monooxygenases (P450s) involved in anthracene metabolism by the white-rot basidiomycete Phanerochaete chrysosporium were identified by comprehensive screening of both catalytic potentials and transcriptomic profiling. Functional screening of P. chrysosporium P450s (PcCYPs) revealed that 14 PcCYP species catalyze stepwise conversion of anthracene to anthraquinone via intermediate formation of anthrone. Moreover, transcriptomic profiling explored using a complementary DNA microarray system demonstrated that 12 PcCYPs are up-regulated in response to exogenous addition of anthracene. Among the up-regulated PcCYPs, five species showed catalytic activity against anthracene. Based upon both catalytic and transcriptional properties, these five species are most likely to play major roles in anthracene metabolic processes in vivo. Thus, the combination of functional screening and a microarray system may provide a novel strategy for obtaining a thorough understanding of the catalytic functions and biological impacts of PcCYPs.

  12. Alkyl chain length dependence of the field-effect mobility in novel anthracene derivatives.

    Science.gov (United States)

    Back, Jang Yeol; An, Tae Kyu; Cheon, Ye Rim; Cha, Hyojung; Jang, Jaeyoung; Kim, Yebyeol; Baek, Yonghwa; Chung, Dae Sung; Kwon, Soon-Ki; Park, Chan Eon; Kim, Yun-Hi

    2015-01-14

    We report six asymmetric alkylated anthracene-based molecules with different alkyl side chain lengths for use in organic field-effect transistors (OFETs). Alkyl side chains can potentially improve the solubility and processability of anthracene derivatives. The crystallinity and charge mobility of the anthracene derivatives may be improved by optimizing the side chain length. The highest field-effect mobility of the devices prepared here was 0.55 cm(2)/(V s), for 2-(p-pentylphenylethynyl)anthracene (PPEA). The moderate side chain length appeared to be optimal for promoting self-organization among asymmetric anthracene derivatives in OFETs, and was certainly better than the short or long alkyl side chain lengths, as confirmed by X-ray diffraction measurements.

  13. Biodegradation of anthracene by a novel actinomycete, Microbacterium sp. isolated from tropical hydrocarbon-contaminated soil.

    Science.gov (United States)

    Salam, Lateef B; Obayori, Oluwafemi S; Olatoye, Nojeem O

    2014-01-01

    A novel anthracene-degrading Gram-positive actinomycete, Microbacterium sp. strain SL10 was isolated from a hydrocarbon-contaminated soil at a mechanical engineering workshop in Lagos, Nigeria. The polluted soil had an unusually high total hydrocarbon content of 157 g/kg and presence of various heavy metals. The isolate tolerated salt concentration of more than 4%. It resisted cefotaxime, streptomycin and ciprofloxacin, but susceptible to meropenem, linezolid and vancomycin. The isolate exhibited growth rate and doubling time of 0.82 days(-1) and 0.84 days, respectively on anthracene. It degraded 57.5 and 90.12% of anthracene within 12 and 21 days, respectively while the rate of anthracene utilization by the isolate was 4.79 mg l(-1) d(-1). To the best of our knowledge, this is the first report of isolation and characterization of anthracene-degrading Microbacterium sp.

  14. [Isolation of an anthracene-degrading strain Aspergillus fumigatus A10 and its degradation characteristics].

    Science.gov (United States)

    Qiang, Jing; Yin, Hua; Peng, Hui; Ye, Jin-Shao; Qin, Hua-Ming; He, Bao-Yan; Zhang, Na

    2009-05-15

    An anthracene-degrading strain (A10) was isolated from contaminated environment and identified as Aspergillus fumigatus. The experimental results showed that the biodegradation rate of anthracene increased with the increasing time. Between 12-84 h interval, the biodegradation performed rapidly, while after this, the increase of biodegradation rate tended to become slow, and ultimately the biodegradation rate could achieve approximately 83%. The degradatinn rate of anthracene reached 79.37% within 5 days when the initial concentration of anthracene in mineral salts medium (MSM) was 10 mg/L, the inoculum dosage was 50 g/L (wet weight) and the cell age was 36 h. The concentration of anthracene had notable influence on degradation function of strain A10 and the highest degradation rate (92.17%) was achieved when anthracene concentration was 5 mg/L. The degradation rate could maintain about 60% with initial pH of MSM in the range of 5.0-7.5, and also, the anthracene could be better broken down when the temperature was 30 degrees C and dissolved oxygen was 4.30 mg/L. Certain amount of nutrition salts promoted the biodegradation of anthracene to some extent. Addition of lactose as co-metabolic substrate most favorably accelerated degradation of anthracene by about 37.15%. The mechanism research revealed that the biodegradation by strain A10 was a dynamic process in which extracellular sorption and intracellular degradation were included. FT-IR analysis exhibited that the structure of anthracene changed with the action of microbe, generating a series of metabolites, such as aromatic acid, aromatic ketone, aromatic aldehyde with one or two benzene rings, as well as saturated hydrocarbons.

  15. Enhanced tolerance and remediation of anthracene by transgenic tobacco plants expressing a fungal glutathione transferase gene

    Energy Technology Data Exchange (ETDEWEB)

    Dixit, Prachy; Mukherjee, Prasun K.; Sherkhane, Pramod D.; Kale, Sharad P. [Nuclear Agriculture and Biotechnology Division, Bhabha Atomic Research Centre, Mumbai 400085 (India); Eapen, Susan, E-mail: eapenhome@yahoo.com [Nuclear Agriculture and Biotechnology Division, Bhabha Atomic Research Centre, Mumbai 400085 (India)

    2011-08-15

    Highlights: {yields} Transgenic plants expressing a TvGST gene were tested for tolerance, uptake and degradation of anthracene. {yields} Transgenic plants were more tolerant to anthracene and take up more anthracene from soil and solutions compared to control plants. {yields} Using in vitro T{sub 1} seedlings, we showed that anthracene-a three fused benzene ring compound was phytodegraded to naphthalene derivatives, having two benzene rings. {yields} This is the first time that a transgenic plant was shown to have the potential to phytodegrade anthracene. - Abstract: Plants can be used for remediation of polyaromatic hydrocarbons, which are known to be a major concern for human health. Metabolism of xenobiotic compounds in plants occurs in three phases and glutathione transferases (GST) mediate phase II of xenobiotic transformation. Plants, although have GSTs, they are not very efficient for degradation of exogenous recalcitrant xenobiotics including polyaromatic hydrocarbons. Hence, heterologous expression of efficient GSTs in plants may improve their remediation and degradation potential of xenobiotics. In the present study, we investigated the potential of transgenic tobacco plants expressing a Trichoderma virens GST for tolerance, remediation and degradation of anthracene-a recalcitrant polyaromatic hydrocarbon. Transgenic plants with fungal GST showed enhanced tolerance to anthracene compared to control plants. Remediation of {sup 14}C uniformly labeled anthracene from solutions and soil by transgenic tobacco plants was higher compared to wild-type plants. Transgenic plants (T{sub 0} and T{sub 1}) degraded anthracene to naphthalene derivatives, while no such degradation was observed in wild-type plants. The present work has shown that in planta expression of a fungal GST in tobacco imparted enhanced tolerance as well as higher remediation potential of anthracene compared to wild-type plants.

  16. Direct Modulation of Microtubule Stability Contributes to Anthracene General Anesthesia

    Science.gov (United States)

    Emerson, Daniel J.; Weiser, Brian P.; Psonis, John; Liao, Zhengzheng; Taratula, Olena; Fiamengo, Ashley; Wang, Xiaozhao; Sugasawa, Keizo; Smith, Amos B.; Eckenhoff, Roderic G; Dmochowski, Ivan J.

    2013-01-01

    Recently, we identified 1-aminoanthracene as a fluorescent general anesthetic. To investigate the mechanism of action, a photoactive analogue, 1-azidoanthracene, was synthesized. Administration of 1-azidoanthracene to albino stage 40–47 tadpoles was found to immobilize animals upon near-UV irradiation of the forebrain region. The immobilization was often reversible, but it was characterized by a longer duration consistent with covalent attachment of the ligand to functionally important targets. IEF/SDS-PAGE examination of irradiated tadpole brain homogenate revealed labeled protein, identified by mass spectrometry as β-tubulin. In vitro assays with aminoanthracene-cross-linked tubulin indicated inhibition of microtubule polymerization, similar to colchicine. Tandem mass spectrometry confirmed anthracene binding near the colchicine site. Stage 40–47 tadpoles were also incubated 1 h with microtubule stabilizing agents, epothilone D or discodermolide, followed by dosing with 1-aminoanthracene. The effective concentration of 1-aminoanthracene required to immobilize the tadpoles was significantly increased in the presence of either microtubule stabilizing agent. Epothilone D similarly mitigated the effects of a clinical neurosteroid general anesthetic, allopregnanolone, believed to occupy the colchicine site in tubulin. We conclude that neuronal microtubules are “on-pathway” targets for anthracene general anesthetics and may also represent functional targets for some neurosteroid general anesthetics. PMID:23484901

  17. Approaching two-dimensional copolymers: photoirradiation of anthracene- and diaza-anthracene-bearing monomers in Langmuir monolayers.

    Science.gov (United States)

    Payamyar, Payam; Servalli, Marco; Hungerland, Tim; Schütz, Andri P; Zheng, Zhikun; Borgschulte, Andreas; Schlüter, A Dieter

    2015-01-01

    By using structurally similar amphiphilic monomers, it is shown that compressed monolayers of varying amounts of such monomers at the air/water interface can be converted by photo-irradiation into the corresponding covalently connected monolayer sheets. Since one of the monomers carries three anthracene units and the other three 1,8-diaza-anthracene units, the growth reaction is proposed to take place through photochemically achieved [4+4]-cycloaddition between pairs of these units that are co-facially (face-to-face) arranged, to furnish the corresponding covalent dimers. While evidence for both homodimers is amply available, the existence of the heterodimer needs to be established with the help of a model reaction to support the conceptual aspect of this work, copolymerization in two dimensions. The sheet copolymers exhibit substantial robustness in that they can be spanned over 20 × 20 μm(2)-sized holes without rupturing under their own weight. X-ray photoelectron spectroscopy (XPS) studies reveal that the monomers are incorporated into the sheet copolymers according to feed. These results establish existence of the first covalent sheet copolymer, which is considered a step ahead towards novel 2D materials.

  18. Biodegradation of anthracene and benz[a]anthracene by two Fusarium solani strains isolated from mangrove sediments.

    Science.gov (United States)

    Wu, Yi-Rui; Luo, Zhu-Hua; Vrijmoed, L L P

    2010-12-01

    An investigation was undertaken on the biodegradation of two kinds of polycyclic aromatic hydrocarbons (PAHs), anthracene (ANT) and benz[a]anthracene (BAA), by fungi isolated from PAH-contaminated mangrove sediments environment in Ma Wan, Hong Kong. ANT (50mg l(-1)) and BAA (20mg l(-1)), respectively, were added to mineral salt medium initially for screening of PAH-degrading fungi, and finally two fungal species capable of using ANT or BAA as the sole carbon source were isolated and identified as Fusariumsolani species. Removal of ANT and BAA reached 40% and 60% of the added amount, respectively, after 40 days of incubation. A total of six metabolites were isolated and characterized by solid phase microextraction (SPME) combined with gas chromatography-mass spectrometry (GC/MS), which indicate that F.solani degraded both ANT and BAA via their respective quinone molecules to generate phthalic acid. Free extracellular laccase was detected during the degradation process without detectable lignin peroxidase (LiP) and manganese-dependent peroxidase (MnP), suggesting that laccase might play an important role in the transformation of PAHs compounds.

  19. Bioaccumulation and depuration of anthracene in Penaeus monodon (Fibricius) through food ingestion.

    Science.gov (United States)

    Ong, Pei Thing; Yong, Jaw Chuen; Chin, Kam Yew; Hii, Yii Siang

    2011-07-01

    Understanding on the bioaccumulation and depuration of PAHs (polycyclic aromatic hydrocarbons) in Penaeus monodon is important in seafood safety because it is one of the most popular seafood consumed worldwide. In this study, we used anthracene as the precursor compound for PAHs accumulation and depuration in the shrimp. Commercial feed pellets spiked with anthracene were fed to P. monodon. At 20 mg kg(-1) anthracene, P. monodon accumulated 0.1% of the anthracene from the feed. P. monodon deputed the PAH two times faster than its accumulation. The shrimp reduced its feed consumption when anthracene content in the feed exceeded 20 mg kg(-1). At 100 mg kg(-1) anthracene, P. monodon started to have necrosis tissues on the posterior end of their thorax. The bioaccumulation factor (BAF), uptake rate constant (k(1)) and depuration rate constant (k(2)) of anthracene in P. monodon were 1.15×10(-3), 6.80×10(-4) d(-1) and 6.28×10(-1) d(-1), respectively. The depuration rate constant is about thousand times higher than the uptake rate constant and this indicated that this crustacean is efficient in depurating hydrocarbons from their tissue.

  20. Degradation and transformation of anthracene by white-rot fungus Armillaria sp. F022.

    Science.gov (United States)

    Hadibarata, Tony; Zubir, Meor Mohd Fikri Ahmad; Rubiyatno; Chuang, Teh Zee; Yusoff, Abdull Rahim Mohd; Salim, Mohd Razman; Fulazzaky, Mohammad Ali; Seng, Bunrith; Nugroho, Agung Endro

    2013-09-01

    Characterization of anthracene metabolites produced by Armillaria sp. F022 was performed in the enzymatic system. The fungal culture was conducted in 100-mL Erlenmeyer flask containing mineral salt broth medium (20 mL) and incubated at 120 rpm for 5-30 days. The culture broth was then centrifuged at 10,000 rpm for 45 min to obtain the extract. Additionally, the effect of glucose consumption, laccase activity, and biomass production in degradation of anthracene were also investigated. Approximately, 92 % of the initial concentration of anthracene was degraded within 30 days of incubation. Dynamic pattern of the biomass production was affected the laccase activity during the experiment. The biomass of the fungus increased with the increasing of laccase activity. The isolation and characterization of four metabolites indicated that the structure of anthracene was transformed by Armillaria sp. F022 in two routes. First, anthracene was oxidized to form anthraquinone, benzoic acid, and second, converted into other products, 2-hydroxy-3-naphthoic acid and coumarin. Gas chromatography-mass spectrometry analysis also revealed that the molecular structure of anthracene was transformed by the action of the enzyme, generating a series of intermediate compounds such as anthraquinone by ring-cleavage reactions. The ligninolytic enzymes expecially free extracellular laccase played an important role in the transformation of anthracene during degradation period.

  1. Mixing of an anthracene-contaminated soil: a simple but efficient remediation technique?

    Science.gov (United States)

    Delgado-Balbuena, Laura; Aguilar-Chávez, Ángel R; Luna-Guido, Marco L; Dendooven, Luc

    2013-10-01

    Contamination of soils with polycyclic aromatic hydrocarbons (PAHs) is a serious problem in petroleum producing countries, such as México, and environment-friendly easy to apply techniques are required to accelerate the removal of the contaminants. Removal of anthracene was monitored in an arable and a pasture soil regularly mixed or amended with organic material, a non-ionic surfactant (Surfynol(®) 485) or earthworms (Eisenia fetida (Savigny, 1826)). In both soils the same results were obtained although the removal of anthracene was faster from the pasture than from the arable soil. The fastest removal of anthracene was obtained when the soil was mixed every 7 days and no contaminant was detected in both soils after 56 days. The second fastest removal of anthracene was obtained when earthworms were added to soil and no contaminant was detected in both soils after 112 days. Application of organic material that served as feed for the earthworms also accelerated the removal of the contaminant compared to the unamended soil, but application of the surfactant inhibited the dissipation of the contaminant. Only 37% of the spiked anthracene was removed from soil when surfactant was applied, while 62% was dissipated in the unamended soil after 112 days. It was found that simply mixing a soil removed anthracene faster than when earthworms were applied, while the application of the surfactant inhibited the removal of anthracene by the autochthonous soil microorganisms.

  2. Temperature and sodium chloride effects on the solubility of anthracene in water

    Energy Technology Data Exchange (ETDEWEB)

    Arias-Gonzalez, Israel [Instituto Mexicano del Petroleo, Direccion de Investigacion y Posgrado, Programa de Ingenieria Molecular, Area de Investigacion en Termofisica, Eje Central Lazaro Cardenas Norte 152. 07730, Mexico D.F. (Mexico); Reza, Joel, E-mail: jreza@imp.m [Instituto Mexicano del Petroleo, Direccion de Investigacion y Posgrado, Programa de Ingenieria Molecular, Area de Investigacion en Termofisica, Eje Central Lazaro Cardenas Norte 152. 07730, Mexico D.F. (Mexico); Trejo, Arturo, E-mail: atrejo@imp.m [Instituto Mexicano del Petroleo, Direccion de Investigacion y Posgrado, Programa de Ingenieria Molecular, Area de Investigacion en Termofisica, Eje Central Lazaro Cardenas Norte 152. 07730, Mexico D.F. (Mexico)

    2010-11-15

    The solubility of anthracene was measured in pure water and in sodium chloride aqueous solution (salt concentration, m/mol . kg{sup -1} = 0.1006, 0.5056, and 0.6082) at temperatures between (278 and 333) K. Solubility of anthracene in pure water agrees fairly well with values reported in earlier similar studies. Solubility of anthracene in sodium chloride aqueous solutions ranged from (6 . 10{sup -8} to 143 . 10{sup -8}) mol . kg{sup -1}. Sodium chloride had a salting-out effect on the solubility of anthracene. The salting-out coefficients did not vary significantly with temperature over the range studied. The average salting-out coefficient for anthracene was 0.256 kg . mol{sup -1}. The standard molar Gibbs free energies, {Delta}{sub tr}G{sup o}, enthalpies, {Delta}{sub tr}H{sup o}, and entropies, {Delta}{sub tr}S{sup o}, for the transfer of anthracene from pure water to sodium chloride aqueous solutions were also estimated. Most of the estimated {Delta}{sub tr}G{sup o} values were positive [(20 to 1230) J . mol{sup -1}]. The analysis of the thermodynamic parameters shows that the transfer of anthracene from pure water to sodium chloride aqueous solution is thermodynamically unfavorable, and that this unfavorable condition is caused by a decrease in entropy.

  3. Copolyacrylates with phenylalanine and anthracene entities prepared by ATRP and microwave irradiation

    Energy Technology Data Exchange (ETDEWEB)

    Buruiana, E.C., E-mail: emilbur@icmpp.r [Romanian Academy, Petru Poni Institute of Macromolecular Chemistry, Grigore Ghica Voda Alley 41A, 700487 Iasi (Romania); Murariu, Mioara; Buruiana, Tinca [Romanian Academy, Petru Poni Institute of Macromolecular Chemistry, Grigore Ghica Voda Alley 41A, 700487 Iasi (Romania)

    2010-10-15

    In this study, two amino acid copolymers containing anthracene incorporated either on the one end, poly(N-acryloyl-L-phenylalanine-co-methyl methacrylate)-1 or as pendant groups, poly-(N-acryloyl-L-phenylalanine-co-methyl methacrylate)-2 were prepared directly from N-acryloyl-L-phenylalanine (APhe) and methyl methacrylate (MMA) through atom transfer radical polymerization (ATRP) and microwave-assisted synthesis. In the first case, 9-(chloromethyl)anthracene was used as an ATRP-initiator to obtain a copolymer that contains amino acid sequences and anthracene end-capped units (0.03 molar fraction). Rapid synthesis of copolymer under microwave irradiation (250 W) in the presence of 1,1'-azobis(cyclohexanecarbonitrile) used as an initiator was followed of a functionalization of the formed copolymer with an anthracene derivative yielding copolyacrylate with pendant anthracene (0.02 molar fraction). The structure of the copolymers was verified by {sup 1}H NMR, UV-Vis and FTIR spectroscopy, gel permeation chromatography (GPC), and fluorescence spectroscopy. The fluorescence quenching process of anthracene which exists in copolymers by FeCl{sub 3}, cobalt acetate, nitrobenzene, maleic anhydride, diethylaniline and nitromethane in DMF solutions shows that this involves an electron transfer between the excited state anthracene and the present transitional metal cations, more efficiently being FeCl{sub 3} for poly-(APhe-co-MMA)-1 and cobalt acetate for the latter copolymer.

  4. New anthracene-tetrathiafulvalene derivative-encapsulated SWNT nanocomposite and its application for biosensing.

    Science.gov (United States)

    Song, Min; Wang, Xuemei; Liu, Wei; Zuo, Jinglin

    2010-03-01

    In this study, a novel anthracene-tetrathiafulvalene derivative has been synthesized and immobilized on single-walled carbon nanotubes through non-covalent sidewall functionalization. The new anthracene-tetrathiafulvalene (TTF) derivative-encapsulated SWNT nanocomposites were characterized using SEM, TEM, and Raman spectra and were utilized for biomolecular recognition. Our observations demonstrate that the new anthracene-TTF derivative-encapsulated SWNT nanocomposites can readily facilitate the biosensing and sensitive detection of DNA, which could be further explored for promising applications in bioelectronics and biosensors.

  5. Evaluation of natural anthracene-derived compounds as antimitotic agents.

    Science.gov (United States)

    Badria, Farid A; Ibrahim, Ahmed S

    2013-04-01

    Plants that contain anthracene-derived compounds such as anthraquinones have been reported to act as anticancer besides their use for millennia to treat constipation, but the mechanism of action is still unfolding. Therefore we pursue this study to explore a new horizon in the anticancer property of these agents with relevance to mitotic arrest. To achieve this goal, the antimitotic activity of a series of naturally occurring anthracene-derived anthraquinones including anthrone, alizarin (1,2-dihydroxyanthraquinone), quinizarin (1,4-dihydroxyanthraquinone), rhein (4,5-dihydroxyanthraquinone-2-carboxylic acid), emodin (1,6,8-trihydroxy-3-methylanthraquinone), and aloe emodin (1,8-dihydroxy-3-hydroxymethylanthraquinone) were evaluated using Allium cepa root tips. Initial results revealed that the mitosis was inhibited after 3, 6, and 24 h, respectively, of incubation with 500, 250, and 125 ppm of each compound in a dose-dependent manner. Furthermore, alizarin at 500 ppm was proved to be the most active compound to arrest the mitosis after 24 h followed by emodin, aloe emodin, rhein, and finally quinizarin. Interestingly, this inhibition of mitosis was irreversible in root tips incubated with each compound at concentration of 500 ppm but not with 250 ppm or 125 ppm, where the roots regained their normal mitotic activity after 96 h post-incubation in water. This re-evaluation of an old remedy suggests that several bioactive anthraquinones possess promising anti-mitotic activity that may have the potential to be lead compounds for the development of a new class of multifaceted natural anticancer/antimitotic agents.

  6. Combined Quenching Mechanism of Anthracene Fluorescence by Cetylpyridinium Chloride in Sodium Dodecyl Sulfate Micelles.

    Science.gov (United States)

    Soemo, Angela R; Pemberton, Jeanne E

    2014-03-01

    The Stern-Volmer quenching constant (KSV) for quenching of anthracene fluorescence in sodium dodecyl sulfate (SDS) micelles by pyridinium chloride has been reported previously to be 520 M(-1) based on steady state fluorescence measurements. However, such measurements cannot distinguish static versus dynamic contributions to the overall quenching. In the work reported here, the quenching dynamics of anthracene in SDS micelles by cetylpyridinium chloride (CPC), an analogue of pyridinium chloride, were investigated using both steady state and time resolved fluorescence quenching. Concurrent measurement of the decrease in fluorescence intensity and lifetime of anthracene provide a quantitative evaluation of collision induced (i.e. dynamic) versus complex formation (i.e. static) quenching of the anthracene fluorophore. The results reveal that a combined quenching mechanism is operative with approximately equal constants of 249 ± 6 M(-1) and 225 ± 12 M(-1) for dynamic and static quenching, respectively.

  7. Interface Engineering of Metal Oxides using Ammonium Anthracene in Inverted Organic Solar Cells.

    Science.gov (United States)

    Jeon, Il; Zeljkovic, Sasa; Kondo, Kei; Yoshizawa, Michito; Matsuo, Yutaka

    2016-11-09

    In this work, by casting water-soluble ammonium anthracene on metal oxides, the organic surface modifier re-engineered the interface of the metal oxide to improve charge transport. The energy level of ammonium anthracene increased the work function of indium tin oxide (ITO), functioning as a hole-blocker (electron-transporter). Solar cells in which ITO was treated by the ammonium anthracene produced an average power conversion efficiency (PCE) of 5.8% without ZnO, the electron-transporting layer. When the ammonium anthracene was applied to ZnO, an average PCE of 8.1% was achieved, which is higher than the average PCE of 7.5% for nontreated ZnO-based devices.

  8. Anthracene-fused BODIPYs as near-infrared dyes with high photostability

    KAUST Repository

    Zeng, Lintao

    2011-11-18

    An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl 3-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability. © 2011 American Chemical Society.

  9. Development of fluorescent lead II sensor based on an anthracene derived chalcone.

    Science.gov (United States)

    Prabhu, J; Velmurugan, K; Nandhakumar, R

    2015-06-05

    A simple anthracene based chalcone as a fluorescent chemosensor 1, capable of detecting Pb(2+) in aqueous media, has been synthesized by the reaction between pyridine 2-carboxaldehyde and 9-acetyl anthracene. The Pb(2+) recognition processes follows a photo induced electron transfer (PET) mechanism and are scarcely influenced by other coexisting metal ions. In addition, determination of lead in a variety of samples was also determined.

  10. 9,10-Dioxa-1,2-diaza-anthracene derivatives from tetrafluoropyridazine

    Directory of Open Access Journals (Sweden)

    Graham Pattison

    2010-05-01

    Full Text Available Reaction of tetrafluoropyridazine with catechol gives a tricyclic 9,10-dioxa-1,2-diaza-anthracene system by a sequential nucleophilic aromatic substitution ring annelation process, further extending the use of perfluoroheteroaromatic derivatives for the synthesis of unusual polyfunctional heterocyclic architectures. The tricyclic scaffold reacts with amines and sodium ethoxide providing a short series of functional 9,10-dioxa-1,2-diaza-anthracene systems.

  11. Impact of moisture dynamic and sun light on anthracene removal from soil.

    Science.gov (United States)

    Vázquez Núñez, Edgar; García Gaytán, Alejandro; Luna-Guido, M; Marsch, R; Dendooven, L

    2009-04-01

    In a previous study, remediation of anthracene from soil was faster in the top 0-2 cm layer than in the lower soil layers. It was not clear whether this faster decrease was due to biotic or abiotic processes. Anthracene-contaminated soil columns were covered with black or transparent perforated polyethylene so that aeration occurred but that fluctuations in water content were minimal and light could reach (LIGHT treatment) or not reach the soil surface (DARK treatment), or left uncovered so that soil water content fluctuate and light reached the soil surface (OPEN treatment). The amount of anthracene, microbial biomass C, and microbial activity as reflected by the amount of CO(2) produced within 3 days were determined in the 0-2 cm, 2-8 cm, and 8-15 cm layer after 0, 3, 7, 14, and 28 days. In the 0-2 cm layer of the OPEN treatment, 17% anthracene remained, 48% in the LIGHT treatment and 61% in the DARK treatment after 28 days. In the 2-8 cm and 8-15 cm layer, treatment had no significant effect on the dissipation of anthracene from soil after 14 and 28 days. It was found that light and fluctuations in water content stimulated the removal of anthracene from the top 0-2 cm soil layer, but not from the lower soil layers. It can be speculated that covering contaminated soil or piling it up will inhibit the dissipation of the contaminant.

  12. Biochemical response of anthracene and benzo [a] pyrene in milkfish Chanos chanos.

    Science.gov (United States)

    Palanikumar, L; Kumaraguru, A K; Ramakritinan, C M; Anand, M

    2012-01-01

    Polycyclic aromatic hydrocarbons (PAHs) are common toxic pollutants found in the aquatic environment, and the assessment of their impact on biota is of considerable concern. The aim of the present research was to study the acute toxicity, bioaccumulation and biochemical response of milkfish Chanos chanos (Forsskal) to two selected PAHs: anthracene and benzo [a] pyrene. Acute toxicity test results were evaluated by the Probit analysis method and 96h LC(50) values for C. chanos exposed to anthracene was 0.030mgl(-1) and 0.014mgl(-1) for benzo [a] pyrene. Bioaccumulation concentration of anthracene was high when compared to benzo [a] pyrene. Biomarkers indicative of neurotoxicity (acetylcholinesterase, AchE), oxidative stress (lipid peroxidation, LPO and catalase, CAT) and phase II biotransformation of xenobiotics (glutathione S transferase, GST and reduced glutathione, GSH) were measured to assess effects of selected PAHs. Anthracene and benzo [a] pyrene increase LPO and CAT level of C. chanos suggesting that these PAHs may induce oxidative stress. Both the PAHs inhibited AchE indicating that they have at least one mechanism of neurotoxicity in common: the disruption of cholinergic transmission by inhibition of AChE. An induction of C. chanos glutathione S-transferase (GST) activity was found in fish exposed to benzo [a] pyrene, while an inhibition was observed after exposure to anthracene. These results suggest that GST is involved in the detoxification of benzo [a] pyrene, but not of anthracene.

  13. Consequences of Environmentally Hazardous Polycyclic Aromatic Hydrocarbon- Anthracene Treatment on Cyanobacteria

    Directory of Open Access Journals (Sweden)

    Jignasha G Patel

    2015-09-01

    Full Text Available The study was aimed to determine the chronic toxicity of Polynuclear aromatic hydrocarbon – Anthracene in response to pigments and metabolic study on three different cyanobacterial species such as Synechocystis sp., Anabaena fertilissima, and Nostoc muscorum. Test organisms were treated at different doses and encountered LC50/Mean Lethal Concentration (at which 50% lethality/ growth reduction occur separately at 7.0 ppm for Synechocystis sp, 5.0 ppm for Anabaena fertilissima and 1.5 ppm for Nostoc muscorum. The influence of anthracene on pigments, metabolites and enzymes was carried out. The test doses caused concentration dependent and decreased pigments like carotenoids and phycobilliproteins. Depletion of carbohydrate by 65 to 80% and proteins by 58 to 78% was encountered with rise in Anthracene concentrations after 16th day exposure in case of Synechocystis sp however, phenols were found to raise by 26 to 37% with increased anthracene concentrations. Similar trend also observed in other two tested blue green algae. Thus the Synechocystis sp.is more tolerant to anthracene treatments as compare to Anabaena fertillissima but Nostoc muscorum showed highest sensitivity to anthracene.

  14. Syntheses and Chemosensory of Anthracene and Phenanthrene Bisimide Derivatives

    Science.gov (United States)

    Bogusz, Zachary A.

    2004-01-01

    As the present technology of biochemical weapons advances, it is essential for science to attempt to prepare our nation for such an occurrence. Various areas of current research are devoted to precautionary measures and potential antidotes for national security. A practical application of these precautions would be the development of a chemical capable of detecting harmful gas. The benefits of being capable to synthesis a chemical compound that would warn and identify potentially deadly gases would ensure a higher level of safety. The chemicals in question can be generalized as bisimide anthracene derivatives. The idea behind these compounds is that in the presence of certain nerve gases, the compound will actually fluoresce, giving an indication that there is a strong likelihood of the presence of a nerve gas and ensure the proper precautionary measures are taken. The fluorescence is due to the quenching of an electric proton transfer within the structure of the molecule. The system proves to be very unique on account of the fact that the fluorescence can be "turned off" by reducing the system. By utilizing the synthesis designed by Dr. Faysal Ilhan, four distinct compounds can be synthesized through photochemical reactions involving para- and ortho- diketones. The photochemistry involved is very modem and much research is being devoted to fully understanding the possibilities and alternative applications of such materials. and meta-nitro anthracene bisimide (ABI-NO2), the amine of each (ABI-NH2), a para- and meta-nitro phenanthrene bisimjde (PBI-NO2), and the amine of each (PBI-NH2). Upon synthesizing these distinct compounds, I must then purify and analyze them in order to obtain any relevant trends, behaviors, and characteristics. The chemical composition analyses that will be conducted are the procedures taken by Dr. Daniel Tyson on previous experiments. The results generated from the data will point further research in the correct direction and hopefully

  15. Comparative study of neutron and gamma-ray pulse shape discrimination of anthracene, stilbene, and p-terphenyl

    Energy Technology Data Exchange (ETDEWEB)

    Yanagida, Takayuki, E-mail: yanagida@lsse.kyutech.ac.jp [Kyushu Institute of Technology, 2-4 Hibikino, Wakamatsu, Kitakyushu, Fukuoka 808-0196 (Japan); Watanabe, Kenichi [Nagoya University, Furocho, Chikusa, Nagoya 464-8603 (Japan); Fujimoto, Yutaka [Kyushu Institute of Technology, 2-4 Hibikino, Wakamatsu, Kitakyushu, Fukuoka 808-0196 (Japan)

    2015-06-01

    Solid state organic scintillators, such as anthracene, stilbene, and p-terphenyl were investigated on their basic scintillation properties and neutron–gamma discrimination capabilities. Scintillation wavelengths under X-ray irradiation of anthracene, stilbene, and p-terphenyl were 445–525, 400–500, and 350–450 nm, respectively. Scintillation light yields of anthracene, stilbene, and p-terphenyl under {sup 137}Cs gamma-ray irradiation were 20100, 16000, and 19400 ph/MeV, respectively. Neutron and gamma-ray events discrimination capabilities were examined and anthracene exhibited the best figure of merit among three organic scintillators.

  16. Long-term reproductive and behavioral toxicity of anthracene to fish in the presence of solar ultraviolet radiation

    Energy Technology Data Exchange (ETDEWEB)

    Hall, A.T. [Sandoz Agro, Inc., Des Plaines, IL (United States); Oris, J.T. [Miami Univ. Oxford, OH (United States)

    1994-12-31

    The long-term, low-level effects of anthracene in the presence of solar ultraviolet radiation (SUVR) were examined in the fathead minnow (Pimephales promelas). Adult fish exposed to anthracene exhibited reduced egg laying capacity, with altered oocyte maturation as a potential mechanism of action. Eggs and larvae maternally exposed to anthracene exhibited reduced hatching success and severe developmental abnormalities when incubated under SUVR. The combination of reduced egg output and developmental effects resulted in an inhibition in reproductive capacity in the range of 70--100%. Maternal transfer of anthracene to eggs was efficient; the BCF was 717 for maternally exposed eggs. However, anthracene deputation from eggs after oviposition with only maternal PAH exposure was rapid; anthracene half-life from eggs equaled 1.3 days. Exposure to anthracene under SUVR altered locomotor activity patterns in fathead minnows by inducing hyperactivity or hypoactivity during the light or dark phases of the photoperiod, respectively. Altered activity patterns indicated potential effects of anthracene on the nervous system and/or pineal gland. These alterations disrupted normal activity patterns and reproductive behaviors, and thus have major implications on a fish`s ability to survive and reproduce. Anthracene, a model phototoxic PAH, has many potential sites of toxic action, and any organism exposed to such contaminants will be an considerable SUVR-enhanced risk in the environment.

  17. Low-energy ions interacting with anthracene molecules and clusters

    Energy Technology Data Exchange (ETDEWEB)

    Rousseau, P., E-mail: prousseau@ganil.fr [CEA, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); CNRS, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); ENSICAEN, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Universite de Caen Basse-Normandie, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Lawicki, A. [CEA, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); CNRS, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); ENSICAEN, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Universite de Caen Basse-Normandie, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Holm, A.I.S. [Department of Physics, Stockholm University, AlbaNova University Center, S-10691 Stockholm (Sweden); Capron, M.; Maisonny, R.; Maclot, S.; Lattouf, E. [CEA, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); CNRS, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); ENSICAEN, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Universite de Caen Basse-Normandie, UMR 6252 CIMAP, Boulevard Henri Becquerel, BP 5133, F-14070 Caen cedex 5 (France); Johansson, H.A.B.; Seitz, F. [Department of Physics, Stockholm University, AlbaNova University Center, S-10691 Stockholm (Sweden); and others

    2012-05-15

    The interaction of slow ions (v{approx}0.4a.u.) with a small polycyclic aromatic hydrocarbon, namely anthracene (C{sub 14}H{sub 10}), is studied in the gas-phase either with the isolated molecule or with a pure cluster target. We discuss the ionization and fragmentation of the molecule with respect to the projectile charge state, i.e. for singly charged He{sup +} ions and for multiply charged Xe{sup 20+} ions. For the isolated C{sub 14}H{sub 10}, single or multiple ionization of the molecule occurs under ion impact. The (multi) cation relative yields are compared with those obtained by other ionization methods (electron and fs-laser). The molecular dissociation occurs by loss of hydrogen and small hydrocarbon molecules, leading to the formation of C{sub n}H{sub x} cations. The interaction of Xe{sup 20+} with C{sub 14}H{sub 10} clusters gives surprising results, i.e. the emission of hotter monomer compared to the interaction with He{sup +}.

  18. Influences of humic acid and fulvic acid on horizontal leaching behavior of anthracene in soil barriers.

    Science.gov (United States)

    Yu, Sheng; Li, Bang-Yu; Chen, Yi-Hu

    2015-12-01

    The influences of humic acid (HA) and fulvic acid (FA) on horizontal leaching behaviors of anthracene in barriers were investigated. Soil colloids (≤1 μm) were of concern because of their abilities of colloid-facilitated transport for hydrophobic organic compounds with soluble and insoluble organic matters. Through freely out of the barriers in the presence of soil colloids with FA added, the higher concentrations of anthracene were from 320 μg L(-1) (D1 and D3) to 390 μg L(-1) (D2 and D4) with 1 to 20 cm in length. The contents of anthracene were distributed evenly at 25 ng g(-1) dry weight (DW) (D1 and D3) and 11 ng g(-1) DW (D2 and D4) in barriers. Therefore, anthracene leaching behaviors were mainly induced by soil colloids with soluble organic matters. The insoluble organic matters would facilitate anthracene onto soil colloids and enhance the movement in and through porous media of soil matrix.

  19. Biostimulation Reveals Functional Redundancy of Anthracene-Degrading Bacteria in Polycyclic Aromatic Hydrocarbon-Contaminated Soil.

    Science.gov (United States)

    Dunlevy, Sage R; Singleton, David R; Aitken, Michael D

    2013-11-01

    Stable-isotope probing was previously used to identify bacterial anthracene-degraders in untreated soil from a former manufactured gas plant site. However, subsequent pyrosequence analyses of total bacterial communities and quantification of 16S rRNA genes indicated that relative abundances of the predominant anthracene-degrading bacteria (designated Anthracene Group 1) diminished as a result of biological treatment conditions in lab-scale, aerobic bioreactors. This study identified Alphaproteobacterial anthracene-degrading bacteria in bioreactor-treated soil which were dissimilar to those previously identified. The largest group of sequences was from the Alterythrobacter genus while other groups of sequences were associated with bacteria within the order Rhizobiales and the genus Bradyrhizobium. Conditions in the bioreactor enriched for organisms capable of degrading anthracene which were not the same as those identified as dominant degraders in the untreated soil. Further, these data suggest that identification of polycyclic aromatic hydrocarbon-degrading bacteria in contaminated but untreated soil may be a poor indicator of the most active degraders during biological treatment.

  20. Preparation of low toxicity pitches by thermal oxidative condensation of anthracene oil.

    Science.gov (United States)

    Alvarez, Patricia; Granda, Marcos; Sutil, Juan; Santamaría, Ricardo; Blanco, Clara; Menéndez, Rosa; José Fernández, Juan; Viña, José Antonio

    2009-11-01

    This article describes a novel industrial procedure for producing new pitches of low toxicity from anthracene oil, a byproduct of coal tar distillation. The procedure involves oxidative treatment in order to polymerize and condense the anthracene oil components followed by thermal treatment and distillation in order to obtain a pitch with the desired parameters. This sequence (oxidative treatment/thermal treatment/distillation) was repeated four times under reaction conditions of increasing severity in four cycles of anthracene oil processing to obtain the four pitches. The pitches had similar characteristics to those of standard binder coal tar pitches (e.g., softening point and wetting capacity). Because of the inherent composition of the parent anthracene oil, the pitches were found to be totally free of solid particles, i.e., primary quinoline insolubles and metals. The gas chromatography and gas chromatography/mass spectroscopy results revealed a consecutive decrease in toxicity with successive cycles of anthracene oil processing. Thus, the benzo[a]pyrene content decreased from 11.2 mg/g for the pitch in cycle one to 1.5 mg/g for the pitch with four processing cycles. The carcinogenicity of the pitches, evaluated on the basis of benzo[a]pyrene toxic equivalency factors, also followed the same tendency. The final carcinogenity values are nearly all lower than those of standard binder coal tar pitches.

  1. Microbial community changes in aquifer sediment microcosm for anaerobic anthracene biodegradation under methanogenic condition

    Institute of Scientific and Technical Information of China (English)

    Rui Wan; Shuying Zhang; Shuguang Xie

    2012-01-01

    The widespread distribution of polycyclic aromatic hydrocarbons(PAHs)in groundwater has become an important environmental issue.Knowledge of microbial community changes could aid in identification of particular microorganisms that are capable of degrading PAHs in contaminated aquifers.Therefore,16S rRNA gene clone library analysis was used to identify the archaeal and bacterial communities in an aquifer sediment microcosm used for anaerobic anthracene degradation under methanogenic conditions.A remarkable shift of the archaeal community structure occurred after anaerobic anthracene degradation,but the types of the abundant bacterial phyla did not change.However,a decrease of both archaeal and bacterial diversity was observed.Bacterial genera Bacillus,Rhodococcus and Herbaspirillum might have links with anaerobic anthracene degradation,suggesting a role of microbial consortia.This work might add some new information for understanding the mechanism of PAH degradation under methanogenic conditions.

  2. Changes in bacterial community of anthracene bioremediation in municipal solid waste composting soil

    Institute of Scientific and Technical Information of China (English)

    Shu-ying ZHANG; Qing-feng WANG; Rui WAN; Shu-guang XIE

    2011-01-01

    Polycyclic aromatic hydrocarbons (PAHs) are common contaminants in a municipal solid waste (MSW) composting site.Knowledge of changes in microbial structure is useful to identify particular PAH degraders.However,the microbial community in the MSW composting soil and its change associated with prolonged exposure to PAHs and subsequent biodegradation remain largely unknown.In this study,anthracene was selected as a model compound.The bacterial community structure was investigated using terminal restriction fragment length polymorphism (TRFLP) and 16S rRNA gene clone library analysis.The two bimolecular tools revealed a large shift of bacterial community structure after anthracene amendment and subsequent biodegradation.Genera Methylophilus,Mesorhizobium,and Terrimonas had potential links to anthracene biodegradation,suggesting a consortium playing an active role.

  3. SYNTHESIS OF 1,2-ACEANTHRYLENEDIONE THROUGH ACYLATION OF ANTHRACENE WITH OXALYL CHLORIDE

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    Acylation of anthracene and oxalyl chloride in the presence of anhydrous AlCl3 was investigated. Pure 1,2-aceanthrylenedione, which is used as new functional macromolecule, was prepared by extraction and recrystallation. The structure of 1,2-aceanthrylenedione was identified by measure of melting point, GC/MS, FTIR and 1HNMR analyses. The influences of various parameters, such as solvent, dosage of catalyst, molar ratio of anthracene to oxalyl chloride, reaction temperature, and reaction time were studied. The anhydrous AlCl3 was found to catalyze the reaction with high yeild and good selectivity. When the reaction temperature is 303K, reaction time is 5h and molar ratio of anthracene to oxalyl chloride is 1:2, the yield and selectivity of 1,2-aceanthrylenedione is 83.8 % and 92.3% respectively.

  4. SYNTHESIS OF 1,2-ACEANTHRYLENEDIONE THROUGH ACYLATION OF ANTHRACENE WITH OXALYL CHLORIDE

    Institute of Scientific and Technical Information of China (English)

    ZHANG Chunyan; CHEN Min; YU Long; JIANG Deli YAN Yongsheng

    2007-01-01

    Acylation of anthracene and oxalyl chloride in the presence of anhydrous AlCl3 was investigated. Pure 1,2-aceanthrylenedione, which is used as new functional macromolecule, was prepared by extraction and recrystallation. The structure of 1,2-aceanthrylenedione was identified by measure of melting point, GC/MS, FTIR and 1HNMR analyses. The influences of various parameters,such as solvent, dosage of catalyst, molar ratio of anthracene to oxalyl chloride, reaction temperature, and reaction time were studied. The anhydrous AlCl3 was found to catalyze the reaction with high yeild and good selectivity. When the reaction temperature is 303K, reaction time is 5h and molar ratio of anthracene to oxalyl chloride is 1:2, the yield and selectivity of 1,2-aceanthrylenedione is 83.8 % and 92.3% respectively.

  5. Novel Organic Sensitizers Containing 2,6-Difunctionalized Anthracene Unit for Dye Sensitized Solar Cells

    Directory of Open Access Journals (Sweden)

    Jiann T. Lin

    2012-08-01

    Full Text Available A series of new organic dyes comprising different amines as electron donors, 2-(6-substituted-anthracen-2-yl-thiophene as the π-conjugated bridge, and cyanoacrylic acid group as an electron acceptor and anchoring group, have been synthesized. There exists charge transfer transition from arylamine and anthracene to the acceptor in these compounds, as evidenced from the photophysical measurements and the computational results. Under one sun (AM 1.5 illumination, dye-sensitized solar cells (DSSCs using these dyes as the sensitizers exhibited efficiencies ranging from 1.62% to 2.88%, surpassing that using 9,10-difunctionalized anthracene-based sensitizer.

  6. Homoleptic 2,2'-bipyridine metalates(-I) of iron and cobalt, one cocrystallized with an anthracene radical anion and the other with neutral anthracene.

    Science.gov (United States)

    Brennessel, William W; Ellis, John E

    2014-08-01

    Homoleptic 2,2'-bipyridine (bipy) metalates of iron and cobalt have been synthesized directly from the corresponding homoleptic anthracene metalates. In the iron structure, bis[([2.2.2]cryptand)potassium(I)] tris(2,2'-bipyridine)ferrate(-I) anthracene(-I), [K(C18H36N2O6)]2[Fe(C10H8N2)3](C14H10), the asymmetric unit contains one potassium complex cation in a general position, the Fe center and one and a half bipy ligands of the ferrate complex on a crystallographic twofold axis that includes the Fe atom, and one half of an anthracene radical anion whose other half is generated by a crystallographic inversion center. The cations and anions are well separated and the geometry about the Fe center is essentially octahedral. In the cobalt structure, ([2.2.2]cryptand)potassium(I) bis(2,2'-bipyridine)cobaltate(-I) anthracene hemisolvate tetrahydrofuran (THF) disolvate, [K(C18H36N2O6)][Co(C10H8N2)2]·0.5C14H10·2C4H8O, the asymmetric unit contains the cation, anion, and both cocrystallized THF solvent molecules in general positions, and one half of a cocrystallized anthracene molecule whose other half is generated by a crystallographic inversion center. The cation and anion are well separated and the ligand planes in the cobaltate anion are periplanar. Each anthracene molecule is midway between and is oriented perpendicular to a pair of symmetry-related bipy ligands such that aromatic donor-acceptor interactions may play a role in the packing arrangement. The lengths of the bonds that connect the bipy rings support the assertion that the ligands are bipy radical anions in the iron structure. However, in the case of cobalt, these lengths are between the known ranges for a bipy radical anion and a bipy dianion, and therefore no conclusion can be made from the crystallography alone. One cocrystallized THF solvent molecule in the cobalt structure was modeled as disordered over three positions with appropriate geometric and thermal restraints, which resulted in a refined

  7. Multi-Electron Oxidation of Anthracene Derivatives by Nonheme Manganese(IV)-Oxo Complexes.

    Science.gov (United States)

    Sharma, Namita; Jung, Jieun; Lee, Yong-Min; Seo, Mi Sook; Nam, Wonwoo; Fukuzumi, Shunichi

    2017-03-27

    Six-electron oxidation of anthracene to anthraquinone by a nonheme Mn(IV)-oxo complex, [(Bn-TPEN)MnIV(O)]2+, proceeds via the rate-determining electron transfer from anthracene to [(Bn-TPEN)MnIV(O)]2+, followed by subsequent fast oxidation reactions to give anthraquinone. The reduced Mn(II) complex ([(Bn-TPEN)MnII]2+) is oxidized by [(Bn-TPEN)MnIV(O)]2+ rapidly to produce the μ-oxo dimer ([(Bn-TPEN)MnIII-O-MnIII(Bn-TPEN)]4+). The oxygen atoms of the anthraquinone product were found to derive from the manganese-oxo species by the 18O labelling experiments. In the presence of Sc3+ ion, formation of anthracene radical cation was directly detected in electron transfer from anthracene to a Sc3+ ion-bound MnIV(O) com-plex, [(Bn-TPEN)MnIV(O)-(Sc(OTf)3)2]2+, followed by subsequent further oxidation to yield anthraquinone. When anthracene was replaced by 9,10-dimethylanthracene, elec-tron transfer from 9,10-dimethylanthracene to [(Bn-TPEN)MnIV(O)-(Sc(OTf)3)2]2+ occurred rapidly to produce stable 9,10-dimethylanthracene radical cation. The driving force dependence of the rate constants of electron transfer from anthracene derivatives to [(Bn-TPEN)MnIV(O)]2+ and [(Bn-TPEN)MnIV(O)-(Sc(OTf)3)2]2+ was well evaluated in light of the Marcus theory of electron transfer.

  8. Quantum yield in blue-emitting anthracene derivatives: vibronic coupling density and transition dipole moment density.

    Science.gov (United States)

    Uejima, Motoyuki; Sato, Tohru; Yokoyama, Daisuke; Tanaka, Kazuyoshi; Park, Jong-Wook

    2014-07-21

    A theoretical design principle for enhancement of the quantum yield of light-emitting molecules is desired. For the establishment of the principle, we focused on the S1 states of blue-emitting anthracene derivatives: 2-methyl-9,10-di(2'-naphthyl)anthracene (MADN), 4,9,10-bis(3',5'-diphenylphenyl)anthracene (MAM), 9-(3',5'-diphenylphenyl)-10-(3'',5''-diphenylbiphenyl-4''-yl) anthracene (MAT), and 9,10-bis(3''',5'''-diphenylbiphenyl-4'-yl) anthracene (TAT) [Kim et al., J. Mater. Chem., 2008, 18, 3376]. The vibronic coupling constants and transition dipole moments were calculated and analyzed by using the concepts of vibronic coupling density (VCD) and transition dipole moment density (TDMD), respectively. It is found that the driving force of the internal conversions and vibrational relaxations originate mainly from the anthracenylene group. On the other hand, fluorescence enhancement results from the large torsional distortion of the side groups in the S1 state. The torsional distortion is caused by the diagonal vibronic coupling for the lowest-frequency mode in the Franck-Condon (FC) S1 state, which originates from a small portion of the electron density difference on the side groups. These findings lead to the following design principles for anthracene derivatives with a high quantum yield: (1) reduction in the electron density difference and overlap density between the S0 and S1 states in the anthracenylene group to suppress vibrational relaxation and radiationless transitions, respectively; (2) increase in the overlap density in the side group to enhance the fluorescence.

  9. Construction of energy transfer pathways self-assembled from DNA-templated stacks of anthracene.

    Science.gov (United States)

    Iwaura, Rika; Yui, Hiroharu; Someya, Yuu; Ohnishi-Kameyama, Mayumi

    2014-01-05

    We describe optical properties of anthracene stacks formed from single-component self-assembly of thymidylic acid-appended anthracene 2,6-bis[5-(3'-thymidylic acid)pentyloxy] anthracene (TACT) and the binary self-assembly of TACT and complementary 20-meric oligoadenylic acid (TACT/dA20) in an aqueous buffer. UV-Vis and emission spectra for the single-component self-assembly of TACT and the binary self-assembly of TACT/dA20 were very consistent with stacked acene moieties in both self-assemblies. Interestingly, time-resolved fluorescence spectra from anthracene stacks exhibited very different features of the single-component and binary self-assemblies. In the single-component self-assembly of TACT, a dynamic Stokes shift (DSS) and relatively short fluorescence lifetime (τ=0.35ns) observed at around 450nm suggested that the anthracene moieties were flexible. Moreover, a broad emission at 530nm suggested the formation of an excited dimer (excimer). In the binary self-assembly of TACT/dA20, we detected a broad, red-shifted emission component at 534nm with a lifetime (τ=0.4ns) shorter than that observed in the TACT single-component self-assembly. Combining these results with the emission spectrum of the binary self-assembly of TACT/5'-HEX dA20, we concluded that the energy transfer pathway was constructed by columnar anthracene stacks formed from the DNA-templated self-assembly of TACT.

  10. Interaction of atomic hydrogen with anthracene and polyacene from density functional theory

    Science.gov (United States)

    Ferullo, Ricardo M.; Castellani, Norberto J.; Belelli, Patricia G.

    2016-03-01

    The interaction of atomic hydrogen with two linear polycyclic aromatic hydrocarbons (PAHs), anthracene and polyacene (the polymer of benzene), was studied within the density functional theory (DFT). Using a proper dispersion-corrected method (DFT-D) the preferential physisorption sites were explored. The activation barrier for the bond formation between a peripheral C and the incoming H was calculated to be 58.5 and 34.1 meV with pure DFT on anthracene and polyacene at its antiferromagnetic ground state, respectively. DFT-D, although improves the description of the physisorbed state, tends to underestimate the chemisorption barriers due an artifact arising from the dispersion correction.

  11. Changes in the Bacterial Community Structure of Remediated Anthracene-Contaminated Soils.

    Science.gov (United States)

    Delgado-Balbuena, Laura; Bello-López, Juan M; Navarro-Noya, Yendi E; Rodríguez-Valentín, Analine; Luna-Guido, Marco L; Dendooven, Luc

    2016-01-01

    Mixing soil or adding earthworms (Eisenia fetida (Savigny, 1826)) accelerated the removal of anthracene, a polycyclic aromatic hydrocarbon, from a pasture and an arable soil, while a non-ionic surfactant (Surfynol® 485) inhibited the removal of the contaminant compared to the untreated soil. It was unclear if the treatments affected the soil bacterial community and consequently the removal of anthracene. Therefore, the bacterial community structure was monitored by means of 454 pyrosequencing of the 16S rRNA gene in the pasture and arable soil mixed weekly, amended with Surfynol® 485, E. fetida or organic material that served as food for the earthworms for 56 days. In both soils, the removal of anthracene was in the order: mixing soil weekly (100%) > earthworms applied (92%) > organic material applied (77%) > untreated soil (57%) > surfactant applied (34%) after 56 days. There was no clear link between removal of anthracene from soil and changes in the bacterial community structure. On the one hand, application of earthworms removed most of the contaminant from the arable soil and had a strong effect on the bacterial community structure, i.e. a decrease in the relative abundance of the Acidobacteria, Chloroflexi and Gemmatimonadetes, and an increase in that of the Proteobacteria compared to the unamended soil. Mixing the soil weekly removed all anthracene from the arable soil, but had little or no effect on the bacterial community structure. On the other hand, application of the surfactant inhibited the removal of anthracene from the arable soil compared to the untreated soil, but had a strong effect on the bacterial community structure, i.e. a decrease in the relative abundance of Cytophagia (Bacteroidetes), Chloroflexi, Gemmatimonadetes and Planctomycetes and an increase in that of the Flavobacteria (Bacteroidetes) and Proteobacteria. Additionally, the removal of anthracene was similar in the different treatments of both the arable and pasture soil, but the

  12. Different Photophysical Properties of Aryl-bipyridine Linked Pyrene and Anthracene

    Institute of Scientific and Technical Information of China (English)

    熊飞; 王双青; 何黎明; 李沙瑜; 甘泉; 张国齐; 李嫣; 杨国强

    2005-01-01

    6-Phenyl-2,2'-bipyridine linked pyrene and anthracene were synthesized and their photophysical properties were measured in different solvents with different polarity. 4-Pyren-1""-yl-6-phenyl-2,2'-bipyridine (Ppbpy) showed significant solvent-dependent properities while 4-anthracen-yl-9""-yl-6-phenyl-2,2'-bipyridine (Apbpy) displayed solvent-independence, although they had similar molecular structure. Because of different twist angle between thyarene and aryl-bipyridine, Ppbpy displayed intermixing behaviors of local excited state (1La and 1Lb) and intramolecular charge transfer (ICT), but Apbpy only showed the properties of local excited state 1La.

  13. Fluorescence quenching of anthracene by N, N-diethylaniline in the O/W microemulsion

    Institute of Scientific and Technical Information of China (English)

    郭霞; 徐慧; 郭荣

    2000-01-01

    Photoinduced electron-transfer system of anthracene-N , N-di-ethylaniline (DEA) was studied in the oil in water (O/W) microemulsuins formed by SDS (sodium dodecyl sulfate), BA(benzyl alcohol) and H2O. The time-resolved fluorescence study showed that the fluorescence quenching of the excited anthracene by DEA occurs at the interface of the O/W micreomulsions Besides as the quencher of the excited anthrace ne, N, N-diethylaniine could act as a cosurfactant to change the structures of the microemulsions, just as BA did. The quenching rate constants for the different structures of the system were determined.

  14. Growth of optical-quality anthracene crystals doped with dibenzoterrylene for controlled single photon production

    Energy Technology Data Exchange (ETDEWEB)

    Major, Kyle D., E-mail: kyle.major11@imperial.ac.uk; Lien, Yu-Hung; Polisseni, Claudio; Grandi, Samuele; Kho, Kiang Wei; Clark, Alex S.; Hwang, J.; Hinds, E. A., E-mail: ed.hinds@imperial.ac.uk [Centre for Cold Matter, Department of Physics, Blackett Laboratory, Imperial College London, Prince Consort Road, London SW7 2AZ (United Kingdom)

    2015-08-15

    Dibenzoterrylene (DBT) molecules within a crystalline anthracene matrix show promise as quantum emitters for controlled, single photon production. We present the design and construction of a chamber in which we reproducibly grow doped anthracene crystals of optical quality that are several mm across and a few μm thick. We demonstrate control of the DBT concentration over the range 6–300 parts per trillion and show that these DBT molecules are stable single-photon emitters. We interpret our data with a simple model that provides some information on the vapour pressure of DBT.

  15. Synthesis, crystal structures and photoluminescence of anthracen- and pyrene-based coumarin derivatives.

    Science.gov (United States)

    Zhang, Hui; Tong, Hao; Zhao, Yuling; Yu, Tianzhi; Zhang, Peng; Li, Jianfeng; Fan, Duowang

    2015-11-01

    Two new anthracen- and pyrene-based coumarin derivatives, 3-(4-(anthracen-10-yl)phenyl)coumarin (4) and 3-(4-(pyrene-1-yl)phenyl)coumarin (5), were synthesized and characterized by FT-IR, (1)H NMR, element analysis and single crystal X-ray crystallography. The UV-vis absorption and photoluminescence spectra of these coumarin derivatives were investigated. The results show that compound 4 and 5 exhibit blue and blue-green emissions, respectively, under ultraviolet light excitation. Compared with the compound 4, the emission peak of compound 5 was bathochromically shifted by about 80 nm due to the more planar structure and larger π-conjugation.

  16. Synthesis of pentacyclic 13-azadibenzo[a,de]anthracenes via anionic cascade ring closure

    DEFF Research Database (Denmark)

    Kristensen, Jesper Langgaard; Vedsø, P.; Begtrup, M.

    2003-01-01

    Bromine-lithium exchange using tert-butyllithium at -78 °C initiates a cascade process whereby either xanthone derivatives or pentacyclic 13-azadibenzo[a,de]anthracenes are produced in high yields. The reaction proceeds via a sequential intramolecular trapping of organolithium intermediates....

  17. Photophysical properties of thin films and solid phase of switchable supermolecular anthracene-based rotaxanes

    NARCIS (Netherlands)

    Giro, G.; Cocchi, M.; Fattori, V.; Gadret, G.; Ruani, G.; Cavallini, M.; Biscarini, F.; Zamboni, R.; Loontjens, T.; Thies, J.; Leigh, D.A.; Morales, A.F.; Mahrt, R.F.

    2001-01-01

    Polycrystalline powders and thin films of a novel rotaxane, methyl-exopyridine-anthracene rotaxane (EPAR-Me), and of the related thread and stoppers 10-[3,5-di (ter butyl)phenoxy]decyl-2-({2-[(9-anthrylcarbonyl) amino] acetyl}amino) acetate (ANTPEP), have been characterised by photoluminescence, abs

  18. Synthesis and electroluminescent properties of anthracene derivatives containing electron-withdrawing oxide moieties

    Energy Technology Data Exchange (ETDEWEB)

    Yoon, Jhin-yeong; Na, Eun Jae; Park, Soo Na [Department of Chemistry, Sungkyunkwan University, Suwon, 440-746 (Korea, Republic of); Lee, Seok Jae [Department of Information Display, Hongik University, Seoul, 121-791 (Korea, Republic of); Kim, Young Kwan, E-mail: kimyk@wow.hongik.ac.kr [Department of Information Display, Hongik University, Seoul, 121-791 (Korea, Republic of); Yoon, Seung Soo, E-mail: ssyoon@skku.edu [Department of Chemistry, Sungkyunkwan University, Suwon, 440-746 (Korea, Republic of)

    2014-10-15

    Highlights: • Blue fluorescent material is important for application in full-color displays. • We have synthesized emitters based on anthracene connected with oxide moieties. • 1C shows a highly efficient blue EL emission due to electron-injection property. - Abstract: A series of new blue-emitting materials: (4-(10-(naphthalen-2-yl)anthracen-9-yl)phenyl)(phenyl)methanone (1); 9-(naphthalen-2-yl)-10-(4-((diphenyl)phosphine oxide)phenyl)anthracene (2); 9-(naphthalen-2-yl)-10-(4-(phenylsulfonyl)phenyl)anthracene (3) were designed and synthesized via Suzuki cross-coupling reaction. Multilayer OLEDs were fabricated in the following sequence: ITO (180 nm)/NPB (50 nm)/blue materials 1–3 (30 nm)/TPBi (15 nm)/Liq (2 nm)/Al (100 nm). All devices showed the efficient blue EL emissions. In particular, the device using 1 as an emitter exhibited efficient blue electroluminescent properties with a maximum luminous, power, external quantum efficiency and CIE coordinates of 0.36 cd/A, 0.90 lm/W, 0.55% at 20 mA/cm{sup 2} and (x = 0.16, y = 0.20) at 10.0 V, respectively.

  19. Photoligation of self-assembled DNA constructs containing anthracene-functionalized 2'-amino-LNA monomers

    DEFF Research Database (Denmark)

    Pasternak, Karol; Pasternak, Anna; Gupta, Pankaj

    2011-01-01

    Efficient synthesis of a novel anthracene-functionalized 2'-amino-LNA phosphoramidite derivative is described together with its incorporation into oligodeoxynucleotides. Two DNA strands with the novel 2'-N-anthracenylmethyl-2'-amino-LNA monomers can be effectively cross-linked by photoligation...

  20. [Isolation, charcaterization of an anthracene degrading bacterium Martelella sp. AD-3 and cloning of dioxygenase gene].

    Science.gov (United States)

    Cui, Chang-Zheng; Feng, Tian-Cai; Yu, Ya-Qi; Dong, Fei; Yang, Xin-Mei; Feng, Yao-Yu; Liu, Yong-Di; Lin, Han-Ping

    2012-11-01

    Anthracene, among the 16 US EPA polycyclic aromatic hydrocarbons (PAHs), is a typical low molecular weight environmental contaminant, which gains concern on its biodegradation under hypersaline condition. In this study, an anthracene-degrading bacterial strain was isolated from highly saline petroleum-contaminated soil. Based on its physiological, biochemical characteristics and 16S rDNA sequence analysis, the bacteria was preliminary identified and named as Martelella sp. AD-3. The strain was able to utilize anthracene as sole carbon source for growth and the degradation occurred under broad salinities (0.1% to 10%) and varying pHs (6.0 to 10.0). The optimized degradation conditions were initial concentration 25 mg x L(-1), culture temperature 30 degrees C, pH 9.0 and salinity 3%. And 94.6% of anthracene was degraded by strain AD-3 under the optimal conditions within 6 days. Degenerate primers design was performed with a reported dioxygenase alpha subunit homologous gene. A length of 307 bp fragment of the partial dioxygenase gene sequences (GenBank accession: JF823991.1) was amplified by nested PCR. The clones amino acid sequence from strain AD-3 showed 95% identity to that of the partial naphthalene dioxygenase large-subunit from Marinobacter sp. NCE312 (AF295033). The results lay a foundation for the further study of molecular mechanism involved in the PAHs biodegradation by strain AD-3.

  1. Fate of carbamazepine and anthracene in soils watered with UV-LED treated wastewaters.

    Science.gov (United States)

    Chevremont, A-C; Boudenne, J-L; Coulomb, B; Farnet, A-M

    2013-11-01

    Water disinfection technologies based on ultraviolet (UV) radiations emitted by Light-Emitting Diodes (LED), as a wastewater tertiary treatment, have been shown to be promising for water reuse. Here, we assessed the fate of two ubiquitous pollutants, carbamazepine and anthracene, in soil watered with either UV-LED treated wastewaters or irrigation water. After 3 months, anthracene and carbamazepine were transformed two and three times faster respectively, in soils watered with UV-LED wastewater than in soils watered with tap water (probably because of the addition of organic matter by the effluent). Laccase activity was induced in the presence of the pollutants and anthraquinone was found as anthracene product of oxidation by laccases. Moreover, the addition of these pollutants into soil did not affect the functional diversity of autochthonous microbial communities assessed by Ecolog plates. Cellulase, protease and urease activities increased in soils watered with UV-LED treated wastewaters (UV-LED WW), showing transformation of organic matter from the effluent and lipase activity increased by anthracene addition, confirming the potential role of these enzymes as indicators of hydrocarbon contamination.

  2. Synthesis and characterization of an anthracene-based low band gap polymer for photovoltaic devices.

    Science.gov (United States)

    Jung, In Hwan; Kim, Hoyeon; Lee, Wonho; Jung, Byung Jun; Woo, Han Young; Yoo, Seunghyup; Shim, Hong-Ku

    2014-08-01

    We have synthesized an anthracene-based conjugated polymer, poly[(9,10-bis(oct-1-ynyl)anthracene)-alt-(5,6-bis(octyloxy)-4,7-bis(thiophen-2-yl)benzo-[c][1,2,5]-thiadiazole)] (PANTBT), for application in organic photovoltaic devices. It exhibited a number average molecular weight of 14,300 g/mol and was fairly soluble in chlorinated organic solvents due to flexible octynyl- and octyloxy side chains on the anthracene and benzothiadiazole moieties. PANTBT showed absorption covering 300-660 nm. Through the bond alternation between the electron-sufficient anthracene (and thiophene) and electron-deficient benzothiadiazole units, a band gap of PANTBT was decreased to 1.89 eV, showing a deep HOMO level of -5.31 eV. As a result, PANTBT exhibited promising photovoltaic properties with a PCE value of 1.90% (VOC = 0.77 V, JSC = -6.50 mA/cm2, FF = 0.38) upon blending with PC71, BM under AM 1.5G.

  3. Exploiting anthracene photodimerization within peptides: light induced sequence-selective DNA binding.

    Science.gov (United States)

    Bullen, Gemma A; Tucker, James H R; Peacock, Anna F A

    2015-05-11

    The unprecedented use of anthracene photodimerization within a protein or peptide system is explored through its incorporation into a DNA-binding peptide, derived from the GCN4 transcription factor. This study demonstrates an effective and dynamic interplay between a photoreaction and a peptide-DNA assembly, with each process able to exert control over the other.

  4. Excimer-like electroluminescence from thin films of switchable supermolecular anthracene-based rotaxanes

    NARCIS (Netherlands)

    Giro, G.; Cocchi, M.; Fattori, V.; Gadret, G.; Ruani, G.; Murgia, M.; Cavallini, M.; Biscarini, F.; Zamboni, R.; Loontjens, T.; Thies, J.; Leigh, D.A.; Morales, A.F.

    2001-01-01

    Thin films of 10-[3,5-di(terbutyl)phenoxy]decyl-2-({2-[(9-anthrylcarbonyl)amino]acetyl}amino) acetate (ANTPEP), the thread of an anthracene-based rotaxane, have been processed by the spin coating technique in a polycarbonate (PC) matrix. A single layer organic light emitting diode (OLED) has been de

  5. IONIZATION AND FRAGMENTATION OF ANTHRACENE UPON INTERACTION WITH keV PROTONS AND alpha PARTICLES

    NARCIS (Netherlands)

    Postma, J.; Bari, S.; Hoekstra, R.; Tielens, A. G. G. M.; Schlathoelter, T.

    2010-01-01

    The interaction of keV ions with polyaromatic hydrocarbons is dominated by charge exchange and electronic stopping. We have studied the response of the polyaromatic hydrocarbon anthracene (C(14)H(10)) upon keV H(+) and He(2+) impact using high-resolution time-of-flight mass spectrometry. Extensive f

  6. Microbial surfactant mediated degradation of anthracene in aqueous phase by marine Bacillus licheniformis MTCC 5514

    Directory of Open Access Journals (Sweden)

    Sreethar Swaathy

    2014-12-01

    Full Text Available The present study emphasizes the biosurfactant mediated anthracene degradation by a marine alkaliphile Bacillus licheniformis (MTCC 5514. The isolate, MTCC 5514 degraded >95% of 300 ppm anthracene in an aqueous medium within 22 days and the degradation percentage reduced significantly when the concentration of anthracene increased to above 500 ppm. Naphthalene, naphthalene 2-methyl, phthalic acid and benzene acetic acid are the products of degradation identified based on thin layer chromatography, high performance liquid chromatography, gas chromatography and mass analyses. It has been observed that the degradation is initiated by the biosurfactant of the isolate for solubilization through micellation and then the alkali pH and intra/extra cellular degradative enzymes accomplish the degradation process. Encoding of genes responsible for biosurfactant production (licA3 as well as catabolic reactions (C23O made with suitable primers designed. The study concludes in situ production of biosurfactant mediates the degradation of anthracene by B. licheniformis.

  7. Selective Two-Photon-Absorption-Induced Reactions of Anthracene-2-Carboxylic Acid on Tunable Plasmonic Substrate with Incoherent Light Source.

    Science.gov (United States)

    Pincella, Francesca; Isozaki, Katsuhiro; Taguchi, Tomoya; Song, Yeji; Miki, Kazushi

    2015-02-01

    In this research, we report the development, characterization and application of various plasmonic substrates (with localized surface plasmon resonance wavelength tunable by gold nanoparticle size) for two-photon absorption (TPA)-induced photodimerization of an anthracene derivative, anthracene carboxylic acid, in both surface and solution phase under incoherent visible light irradiation. Despite the efficient photoreaction property of anthracene derivatives and the huge number of publications about them, there has never been a report of a multiphoton photoreaction involving an anthracene derivative with the exception of a reverse photoconversion of anthracene photodimer to monomer with three-photon absorption. We examined the progress of the TPA-induced photoreaction by means of surface-enhanced Raman scattering, taking advantage of the ability of our plasmonic substrate to enhance and localize both incident light for photoreaction and Raman scattering signal for analysis of photoreaction products. The TPA-induced photoreaction in the case of anthracene carboxylic acid coated 2D array of gold nanoparticles gave different results according to the properties of the plasmonic substrate, such as the size of the gold nanoparticle and also its resultant optical properties. In particular, a stringent requirement to achieve TPA-induced photodimerization was found to be the matching between irradiation wavelength, localized surface plasmon resonance of the 2D array, and twice the wavelength of the molecular excitation of the target material (in this case, anthracene carboxylic acid). These results will be useful for the future development of efficient plasmonic substrates for TPA-induced photoreactions with various materials.

  8. Bioremediation of anthracene contaminated soil in bio-slurry phase reactor operated in periodic discontinuous batch mode.

    Science.gov (United States)

    Prasanna, D; Venkata Mohan, S; Purushotham Reddy, B; Sarma, P N

    2008-05-01

    Bioremediation of soil-bound anthracene was studied in a series of bio-slurry phase reactors operated in periodic discontinuous/sequencing batch mode under anoxic-aerobic-anoxic microenvironment using native soil microflora. Five reactors were operated for a total cycle period of 144 h (6 days) at soil loading rate of 16.66 kg soil/m(3)/day at 30 +/- 2 degrees C temperature. The performance of the bioreactors was studied at various substrate loading rates (volumetric substrate loading rate (SLR), 0.1, 0.2 and 0.3g anthracene/kg soil/day) with and without bioaugmentation (domestic sewage inoculum; 2 x 10(6) CFU/g of soil). Control reactor (without microflora) showed negligible degradation of anthracene due to the absence of biological activity. The performance of the bio-slurry system with respect to anthracene degradation was found to depend on both substrate loading rate and bioaugmentation. Application of bioaugmentation showed positive influence on the rate of degradation of anthracene. Anthracene degradation data was analysed using different kinetic models to understand the mechanism of bioremediation process in the bio-slurry phase system. Variation in pH/oxidation-reduction potential (ORP), soil microflora and oxygen consumption rate correlated well with the substrate degradation pattern observed during soil slurry phase anthracene degradation.

  9. Design and electrical characterization of Au/Anthracene/p-Si/Al organic/inorganic heterojunction

    Energy Technology Data Exchange (ETDEWEB)

    Al-Ghamdi, Attieh A., E-mail: aaaalghamdi4@kau.edu.sa [Center of Nanotechnology, King Abdulaziz University, Department of Physics, North Jeddah (Saudi Arabia); Nawar, Ahmed M.; El-Tantawy, Farid [Department of Physics, Faculty of Science, Suez Canal University, Ismailia (Egypt); Yaghmour, S.J. [Department of Physics, King Abdulaziz University, North Jeddah (Saudi Arabia); Azam, Ameer [Center of Nanotechnology, King Abdulaziz University, Department of Physics, North Jeddah (Saudi Arabia)

    2015-02-15

    Highlights: • We have successfully fabricated a Au/Anthracene/p-Si/Al organic/inorganic heterojunction. • The calculated series resistance and the shunt resistance of the device were found to be 440 Ω and 1.47 MΩ, respectively. • The Cheung-Cheung and Norde’s models were used to investigate and determine the heterojunction parameters. • Essential junction parameters and performance of heterojunction established a photovoltaic behavior. • Open circuit voltage (V{sub oc}) 0.382 V, short circuit photocurrent (I{sub SC}) 0.72 mA and power conversion efficiency (η) of 4.65%. - Abstract: Hybrid organic/inorganic heterojunction of nanocrystalline Anthracene and p-Si was fabricated by using a conventional thermal evaporation technique. The crystal and molecular structure of the Anthracene thin films were analyzed by means of X-ray diffraction (XRD), and Fourier Transformation-Infra Red (FT-IR) spectroscopy. The morphologies of the Anthracene/p-Si were investigated by scanning electron microscopy (SEM). The dark current-voltage (I-V) characteristics of Au/Anthracene/p-Si/Al heterojunction were investigated at room temperature (293 K). The calculated series resistance and the shunt resistance of the device were found to be 440 Ω and 1.47 MΩ, respectively. The Cheung-Cheung and Norde’s models were used to investigate and determine the heterojunction parameters. The ideality factor and barrier height values of the Au/Anthracene/p-Si/Al diode were obtained to be 1.1 and 0.464 eV, respectively. The dependence of capacitance-voltage (C{sup -2}-V) for the device Anthracene/p-Si was found to be almost linear. Essential junction parameters and performance of heterojunction established a photovoltaic behavior with an open circuit voltage (V{sub oc}) 0.382 V, short circuit photocurrent (I{sub SC}) 0.72 mA and power conversion efficiency (η) of 4.65%.

  10. Tethered anthracene pair as molecular tweezers for post-production separation of single-walled carbon nanotubes

    Science.gov (United States)

    Anderson, Ankoma; Yang, Fengchun; Cao, Li; Li, Huaping; Meziani, Mohammed J.; Sun, Ya-Ping

    2016-07-01

    As-produced single-walled carbon nanotubes (SWNTs) are metallic and semiconducting mixtures. An anthracene mono-derivative with a long alkyl tail and a molecule with a tethered pair of anthracene species (bis-anthracene) in a ;molecular tweezers;-like configuration were synthesized and evaluated for the separation of SWNTs. While the mono-derivative was incapable of the noncovalent functionalization-solubilization, the bis-anthracene was found to be very effective. The results suggest that molecular tweezers of a tethered pair of planar aromatic species can be coupled with the selection of a suitable solvent or solvent mixture for effective and efficient post-production separation of metallic and semiconducting SWNTs.

  11. ATRAZINE INCREASES DIMETHYLBENZ[A]ANTHRACENE-INDUCED MAMMARY TUMOR INCIDENCE IN LONG EVANS OFFSPRING EXPOSED IN UTERO

    Science.gov (United States)

    ATRAZINE INCREASES DIMETHYLBENZ[A]ANTHRACENE-INDUCED MAMMARY TUMOR INCIDENCE IN LONG EVANS OFFSPRING EXPOSED IN UTERO.SE Fenton and CC DavisReproductive Toxicology Division, NHEERL, ORD, USEPA, Durham, NC, USARecently, we found that ATR exposure during ma...

  12. Flocculant in wastewater affects dynamics of inorganic N and accelerates removal of phenanthrene and anthracene in soil.

    Science.gov (United States)

    Fernandez-Luqueno, F; Thalasso, F; Luna-Guido, M L; Ceballos-Ramírez, J M; Ordoñez-Ruiz, I M; Dendooven, L

    2009-06-01

    Recycling of municipal wastewater requires treatment with flocculants, such as polyacrylamide. It is unknown how polyacrylamide in sludge affects removal of polycyclic aromatic hydrocarbons (PAH) from soil. An alkaline-saline soil and an agricultural soil were contaminated with phenanthrene and anthracene. Sludge with or without polyacrylamide was added while emission of CO(2) and concentrations of NH(4)(+), NO(3)(-), NO(2)(-), phenanthrene and anthracene were monitored in an aerobic incubation experiment. Polyacrylamide in the sludge had no effect on the production of CO(2), but it reduced the concentration of NH(4)(+), increased the concentration of NO(3)(-) in the Acolman soil and NO(2)(-) in the Texcoco soil, and increased N mineralization compared to the soil amended with sludge without polyacrylamide. After 112d, polyacrylamide accelerated the removal of anthracene from both soils and that of phenanthrene in the Acolman soil. It was found that polyacrylamide accelerated removal of phenanthrene and anthracene from soil.

  13. The use of anthracene as a model compound in a comparative study of hydrous pyrolysis methods for industrial waste remediation.

    Science.gov (United States)

    Nkansah, Marian Asantewah; Christy, Alfred A; Barth, Tanja

    2011-07-01

    Polycyclic aromatic hydrocarbons are very stable compounds and tend to bioaccumulate in the environment due to their high degree of conjugation and aromaticity. Hydrous pyrolysis is explored as a technique for the treatment of industrial water containing PAH, using anthracene as a model compound. The reactivity of anthracene under a range of temperatures and durations are studied in this paper. Aliquots of 1.0-10.0mg of anthracene in a range of 1.0-5.0 mL of H(2)O are subjected to hydrous pyrolysis under varied conditions of temperature, reagents and duration. The conditions include oxidising systems comprising distilled water, hydrogen peroxide and Nafion-SiO(2) solid catalyst in water; and reducing systems of formic acid and formic acid/Nafion-SiO(2)/Pd-C catalysts to assess a range of redox reaction conditions. Oxygen in air played a role in some of the reaction conditions. Pyrolysed products were identified and quantified by the use of Gas Chromatography-Mass Spectrometry (GC-MS). The major products were anthrone, anthraquinone, xanthone from oxidation; and multiple hydro-anthracene derivatives from reductive hydogenation. The nature of reaction conditions influenced the extent of anthracene degradation. The products formed are more reactive (less stable) as compared to anthracene the starting material and will therefore be less persistent in the environment.

  14. Molecular dynamics of dibenz[a,h]anthracene and its metabolite interacting with lung surfactant phospholipid bilayers.

    Science.gov (United States)

    Padilla-Chavarría, Helmut I; Guizado, Teobaldo R C; Pimentel, Andre S

    2015-08-28

    The interaction of dibenz[a,h]anthracene and its ultimate carcinogenic 3,4-diol-1,2-epoxide with lung surfactant phospholipid bilayers was successfully performed using molecular dynamics. The DPPC/DPPG/cholesterol bilayer (64 : 64 : 2) was used as the lung surfactant phospholipid bilayer model and compared with the DPPC bilayer as a reference. Dibenz[a,h]anthracene and its 3,4-diol-1,2-epoxide were inserted in water and lipid phases in order to investigate their interactions with the lung surfactant phospholipid bilayers. The radial distribution function between two P atoms in polar heads shows that the 3,4-diol-1,2-epoxide affects the order between the P atoms in the DPPC/DPPG/cholesterol model more than dibenz[a,h]anthracene, which is a consequence of its preference for the polar heads and dibenz[a,h]anthracene prefers to be located in the hydrocarbon chain of the phospholipid bilayers. Dibenz[a,h]anthracene and its 3,4-diol-1,2-epoxide may form aggregates in water and lipid phases, and in the water-lipid interface. The implications for the possible effect of dibenz[a,h]anthracene and its 3,4-diol-1,2-epoxide in the lung surfactant phospholipid bilayers are discussed.

  15. Well-defined Polymethylene-Based Co/Terpolymers by Combining Anthracene/Maleimide Diels-Alder Reaction with Polyhomologation

    KAUST Repository

    Hadjichristidis, Nikolaos

    2015-05-26

    A novel strategy towards well-defined polymethylene-based co/terpolymers, by combining anthracene/maleimide Diels-Alder reaction with polyhomologation, is presented. For the synthesis of diblock copolymers the following approach was applied: a) synthesis of α-anthracene-ω-hydroxy- polymethylene by polyhomologation using tri (9-anthracene-methyl propyl ether) borane as initiator, b) synthesis of furan-protected-maleimide-terminated poly (ε-caprolactone) or polyethylene glycol and c). Diels-Alder reaction between the anthracene and maleimide-terminated polymers. In the case of triblock terpolymers the α-anthracene-ω-hydroxy-polymethylene was used as macroinitiator for the ring-opening polymerization of D, L-lactide to afford an anthracene-terminated PM-b-PLA copolymer, followed by Diels-Alder reaction with furan-protected maleimide-terminated poly (ε-caprolactone) or polyethylene glycol to give the triblock terpolymers. All intermediate and final products were characterized by SEC, 1H NMR, UV-VIS spectroscopy and DSC.

  16. Diffusion of anthracene derivatives on Cu(111) studied by STM and DFT

    Science.gov (United States)

    Wyrick, Jonathan; Bartels, Ludwig; Einstein, Theodore

    2014-03-01

    Substituted anthracenes have drawn attention due to their ability to diffuse uniaxially on a Cu(111) surface. We compare anthracene to three of its derivatives whose 9,10 hydrogens are replaced by elements of the chalcogen group that act as linkers binding the molecules to a Cu(111) substrate. DFT calculations shed light on STM imaging and diffusion studies on the three substituted species. We present an analysis of the DFT results in which energetic contributions to the diffusion barriers are partitioned among the Kohn-Sham orbitals, allowing us to make assignments as to how each orbital affects diffusion for each species and draw comparisons between them. Present address: Center for Nanoscale Science and Technology, NIST, Gaithersburg, MD.

  17. Charge Transport Properties of Tetrabenz[a,c,h,jl-anthracene Derivatives

    Institute of Scientific and Technical Information of China (English)

    CHEN Zi-Ran; YU Wen-Hao; LI Quan

    2012-01-01

    Charge transport properties of F, OH, OCH3, SH and SCH3-substituted tetra- benz[a,c,h,j]- anthracene derivative molecules have been investigated theoretically at the B3LYP/6-31G** level using Marcus theory. The results showed that at 300 K, the hole or electron transport capability of F or SH-substituted molecules was better obviously than that of OH or OCH3-substituted molecules, The electron transport capability of SCH3-substituted and F or SH-substituted molecules was superior to their hole transport capability, respectively. F, SH or SCH3-substituted tetrabenz[a,c,h,j]-anthracene derivative molecules can be used as electron transport materials.

  18. Binding characteristics of perylene, phenanthrene and anthracene to different DOM fractions from lake water

    Institute of Scientific and Technical Information of China (English)

    MEI Yi; WU Fengchang; WANG Liying; BAI Yingchen; LI Wen; LIAO Haiqing

    2009-01-01

    ix hydrophobic and hydrophilic fractions were isolated using XAD-8 and XAD-4 resins, and were extensively characterized.Partition coefficients of perylene, phenanthrene and anthracene binding to the six fractions were determined by fluorescence quenching itration. The Kdoc values obtained for the polycyclic aromatic hydrocarbons (PAHs) binding to the hydrophobic fractions were larger than those to file hydrophilic fractions. Nonlinear Stem-Volmer plots were observed when binding phenanthrene and anthracene to some hydrophilic fraction samples, suggesting saturation of polar interaction binding sites. A significant correlation of logKdoc values with molecular weights and molar absorptivities at 280 nm was observed, while atomic ratio of C/H was found to be a poor indicator for aromaticity. Other structural descriptors such as paraffinic carbon and polarity influenced the DOM-fraction ability to bind PAHs.Different interaction mechanisms underlying binding of the different fractions to the PAHs were also discussed.

  19. Synthesis and Luminescent Property of Poly(9-(3-vinyl-phenyl)-anthracene).

    Science.gov (United States)

    Lee, Sunmi; Shin, Hwangyu; Park, Beom-Soo Michael; Lee, Jaehyun; Park, Jongwook

    2015-07-01

    Polymer light-emitting diodes (PLEDs) have attracted much attention from academia and industry field because of their various applications such as large area flat-panel displays and lightings. In this paper, we suggest new blue emitting polymer based on anthracene, Poly(9-(3-Vinyl-phenyl)-anthracene) (PVPA). From NMR data, vinyl group protons were disappeared and aromatic protons showed broad proton peaks because of polymer characteristics. PVPA had film property well and it exhibited vivid PL maximum values of 431, 455, 482 nm and broad PL spectrum. Three dopants for green, red, yellow were used to PVPA, all energy transfer was happened well. By using rubrene dopant of yellow emission, doped film provided white PL.

  20. Inhibiting the photosensitized oxidation of anthracene and tryptophan by means of natural antioxidants

    Science.gov (United States)

    Aksenova, N. A.; Vyzhlova, E. N.; Malinovskaya, V. V.; Parfenov, V. V.; Solov'eva, A. B.; Timashev, P. S.

    2013-08-01

    It is shown that model reactions of photosensitized oxidation of anthracene and tryptophan can be used for evaluation and comparison of antioxidant activity of various classes of compounds. Inhibition of the oxidation of substrates in the presence of the familiar antioxidants tocopherol (vitamin E), ascorbic acid (vitamin C), and mixtures of these vitamins with methionine, and in the presence of reputed antioxidants dihydroquercetin and taurine, are considered. It is concluded that all of the above compounds except for taurine have antioxidant properties; i.e., they reduce the rate constants of the photosensitized oxidation of anthracene and tryptophan. It is found that the inhibition of oxidation is associated with the interaction between antioxidants and singlet oxygen. Analysis of the kinetic dependences of the photosensitized oxidation of substrates in the presence of antioxidants reveals that a mixture of vitamins inhibits the process most efficiently, and inhibition occurs at the initial stages due to more active interaction between singlet oxygen and vitamin C

  1. Research on Synthesizing Disperser with Fraction of Anthracene Oil for Coal Water Slurry

    Institute of Scientific and Technical Information of China (English)

    WU Guo-guang; GUO Zhao-bing; WU Jian-jun; XIE Qiang; WANG Xiao-chun

    2003-01-01

    Experiment of synthesizing a disperser for coal water slurry (CWS) by using fractions of anthracene oil from high-temperature coal tar was performed. The orthogonal test was used to investigate the influence of temperature, time, quantity of sulfonation agent and condensation agent and the interaction of these factors on properties of the disperser. The result shows that the influence of temperature, time, quantity of sulfonation agent and condensation agent, and the interaction of sulfonation time and sulfonation agent has a significant influence on the properties of disperser. The optimal condition of synthesis is that in 150g of the fractions of anthracene oil, 40 mL of sulfonation agent is added and sulfonated for 3 h at 130℃, then, 10 mL of condensing agent is added and condensated for 1.5 h at 115 ℃.

  2. Dansyl-anthracene dyads for ratiometric fluorescence recognition of Cu2+.

    Science.gov (United States)

    Kaur, Kuljit; Kumar, Subodh

    2011-03-21

    Dansyl-anthracene dyads 1 and 2 in CH(3)CN-H(2)O (7:3) selectively recognize Cu(2+) ions amongst alkali, alkaline earth and other heavy metal ions using both absorbance and fluorescence spectroscopy. In absorbance, the addition of Cu(2+) to the solution of dyads 1 or 2 results in appearance of broad absorption band from 200 nm to 725 nm for dyad 1 and from 200 nm to 520 nm for dyad 2. This is associated with color change from colorless to blue (for 1) and fluorescent green (for 2). This bathochromic shift of the spectrum could be assigned to internal charge transfer from sulfonamide nitrogen to anthracene moiety. In fluorescence, under similar conditions dyads 1 and 2 on addition of Cu(2+) selectively quench fluorescence due to dansyl moiety between 520-570 nm (for 1)/555-650 nm (for 2) with simultaneous fluorescence enhancement at 470 nm and 505 nm for dyads 1 and 2, respectively. Hence these dyads provide opportunity for ratiometric analysis of 1-50 μM Cu(2+). The other metal ions viz. Fe(3+), Co(2+), Ni(2+), Cd(2+), Zn(2+), Hg(2+), Ag(+), Pb(2+), Li(+), Na(+), K(+), Mg(2+), Ca(2+), Ba(2+) do not interfere in the estimation of Cu(2+) except Cr(3+) in case of dyad 1. The coordination of dimethylamino group of dansyl unit with Cu(2+) causes quenching of fluorescence due to dansyl moiety between 520-600 nm and also restricts the photoinduced electron transfer from dimethylamino to anthracene moiety to release fluorescence between 450-510 nm. This simultaneous quenching and release of fluorescence respectively due to dansyl and anthracene moieties emulates into Cu(2+) induced ratiometric change.

  3. A search for interstellar anthracene toward the Perseus anomalous microwave emission region

    CERN Document Server

    Iglesias-Groth, S; Rebolo, R; Hernandez, J I Gonzalez; Garcia-Hernandez, D A; Lambert, D L

    2010-01-01

    We report the discovery of a new broad interstellar (or circumstellar) band at 7088.8 +- 2.0 \\AA coincident to within the measurement uncertainties with the strongest band of the anthracene cation (C$_{14}$H$_{10} sence of PAH cations and other related hydrogenated carbon molecules which are likely to occur in this type of clouds reinforce the suggestion that electric dipole radiation from fast spinning PAHs is responsible of the anomalous microwave emission detected toward Perseus.

  4. Effect of PEG and mPEG-anthracene on tRNA aggregation and particle formation.

    Science.gov (United States)

    Froehlich, E; Mandeville, J S; Arnold, D; Kreplak, L; Tajmir-Riahi, H A

    2012-01-09

    Poly(ethylene glycol) (PEG) and its derivatives are synthetic polymers with major applications in gene and drug delivery systems. Synthetic polymers are also used to transport miRNA and siRNA in vitro. We studied the interaction of tRNA with several PEGs of different compositions, such as PEG 3350, PEG 6000, and mPEG-anthracene under physiological conditions. FTIR, UV-visible, CD, and fluorescence spectroscopic methods as well as atomic force microscopy (AFM) were used to analyze the PEG binding mode, the binding constant, and the effects of polymer complexation on tRNA stability, aggregation, and particle formation. Structural analysis showed that PEG-tRNA interaction occurs via RNA bases and the backbone phosphate group with both hydrophilic and hydrophobic contacts. The overall binding constants of K(PEG 3350-tRNA)= 1.9 (±0.5) × 10(4) M(-1), K(PEG 6000-tRNA) = 8.9 (±1) × 10(4) M(-1), and K(mPEG-anthracene)= 1.2 (±0.40) × 10(3) M(-1) show stronger polymer-RNA complexation by PEG 6000 and by PEG 3350 than the mPEG-anthracene. AFM imaging showed that PEG complexes contain on average one tRNA with PEG 3350, five tRNA with PEG 6000, and ten tRNA molecules with mPEG-anthracene. tRNA aggregation and particle formation occurred at high polymer concentrations, whereas it remains in A-family structure.

  5. Hydrogenation of Anthracene in Supercritical Carbon Dioxide Solvent Using Ni Supported on Hβ-Zeolite Catalyst

    Directory of Open Access Journals (Sweden)

    Ashraf Aly Hassan

    2012-01-01

    Full Text Available Catalytic hydrogenation of anthracene was studied over Ni supported on Hβ-zeolite catalyst under supercritical carbon dioxide (sc-CO2 solvent. Hydrogenation of anthracene in sc-CO2 yielded 100% conversion at 100 °C, which is attributed to the reduced mass transfer limitations, and increased solubility of H2 and substrate in the reaction medium. The total pressure of 7 MPa was found to be optimum for high selectivity of octahydroanthracene (OHA. The conversion and selectivity for OHA increased with an increase in H2 partial pressure, which is attributed to higher concentration of hydrogen atoms at higher H2 pressures. The selectivity reduced the pressure below 7 MPa because of enhanced desorption of the tetrahydro-molecules and intermediates from Ni active sites, due to higher solubility of the surface species in sc-CO2. The selectivity of OHA increased with the increase in catalyst weight and reaction time. The rate of hydrogenation of anthracene was compared with that found for napthalene and phenanthrene. The use of acetonitrile as co-solvent or expanded liquid with CO2 decreased the catalytic activity.

  6. Enhancement in semiconducting and optical properties in doped anthracene micro crystals

    Energy Technology Data Exchange (ETDEWEB)

    Sinha, Nidhi [Crystal Lab, Department of Physics & Astrophysics, University of Delhi, Delhi-7 (India); Department of Electronics, SGTB Khalsa College, University of Delhi, Delhi-7 (India); Ray, Geeta; Godara, Sanjay; Yadav, Harsh; Bhandari, Sonia [Crystal Lab, Department of Physics & Astrophysics, University of Delhi, Delhi-7 (India); Kumar, Binay, E-mail: b3kumar69@yahoo.co.in [Crystal Lab, Department of Physics & Astrophysics, University of Delhi, Delhi-7 (India)

    2015-08-15

    Effect of CuCl{sub 2} doping on structural, optical, dielectric and semiconducting behavior of solution grown anthracene crystals has been reported. UV–vis spectra showed a blue shift of various peaks in the range of 350–390 nm. A broad peak around 760 nm of high intensity appeared in Cu{sup 2+} doped anthracene. Remarkable increase in dielectric constant and ac conductivity were observed along with a structure related phase transition at 126 °C. Different mechanisms of ac conductivity for the two temperature ranges, typically below and above 60 °C, were reported. A higher dependence of conductivity on temperature above 60 °C established enhanced semiconducting behavior in doped crystals. Change in activation energy has been reported in different temperature regions. In photoluminescence (PL) studies, three strong blue/UV emissions were obtained at 400 nm, 424 nm and 450 nm in both the crystals and a remarkable PL quenching has been observed in the doped anthracene.

  7. Crystal structure of [(1,2,3,4,11,12-η-anthracene]tris(trimethylstannylcobalt(III

    Directory of Open Access Journals (Sweden)

    William W. Brennessel

    2014-11-01

    Full Text Available The asymmetric unit of the title structure, [Co(η6-C14H10{Sn(CH33}3], contains two independent molecules. Each anthracene ligand is η6-coordinating to a CoIII cation and is nearly planar [fold angles of 5.4 (3 and 9.7 (3°], as would be expected for its behaving almost entirely as a donor to a high-oxidation-state metal center. The slight fold in each anthracene ligand gives rise to slightly longer Co—C bond lengths to the ring junction carbon atoms than to the other four. Each CoIII cation is further coordinated by three Sn(CH33 ligands, giving each molecule a three-legged piano-stool geometry. In each of the two independent molecules, the trio of SnMe3 ligands are modeled as disordered over two positions, rotated by approximately 30%, such that the C atoms nearly overlap. In one molecule, the disorder ratio refined to 0.9365 (8:0.0635 (8, while that for the other refined to 0.9686 (8:0.0314 (8. The molecules are well separated, and thus no significant intermolecular interactions are observed. The compound is of interest as the first structure report of an η6-anthracene cobalt(III complex.

  8. Impacts of bioremediation schemes for the mitigation of a low-dose anthracene contamination on free-living marine benthic nematodes.

    Science.gov (United States)

    Louati, Hela; Ben Said, Olfa; Soltani, Amel; Cravo-Laureau, Cristiana; Preud'Homme, Hugues; Duran, Robert; Aissa, Patricia; Mahmoudi, Ezzeddine; Pringault, Olivier

    2014-03-01

    A microcosm experiment was used to examine (1) the effects of different bioremediation schemes on degradation of anthracene and the structure of free-living marine nematodes in a lightly contaminated (4.5 μg g(-1)) sediment from Bizerte lagoon and (2) the responses of the nematode community upon an artificial spiking of a low dose anthracene (1 μg g(-1)). For that purpose sediment microcosms were incubated in laboratory for 40 days. Bioremediation techniques decreased the anthracene contamination, and interestingly, biodegradation were more efficient when anthracene was artificial supplied into the sediment suggesting that the addition of bioavailable anthracene stimulated the bacterial community to adjust towards a PAH-degrading community. Spiking with this low dose of anthracene provoked significant changes in the nematode community structure and abundance, with the elimination of specific species such as Mesacanthion diplechma, the decrease of the dominant species Oncholaimus campylocercoides and the increase in abundance of opportunistic species such as Spirinia parasitifera. This would suggest a low tolerance of the nematode community despite the presence of a weak anthracene contamination in the sediment that could have allow dominance of an anthracene tolerant nematode species. Anthracene toxicity was alleviated in biostimulation treatments, leading to a strong increase in nematode abundance, concomitantly with changes in the nematode community structure; Prochromadorella neapolitana became the most abundant species.

  9. A new family of donor-acceptor systems comprising tin(IV) porphyrin and anthracene subunits: Synthesis, spectroscopy and energy transfer studies

    Indian Academy of Sciences (India)

    A Ashok Kumar; L Giribabu; Bhaskar G Maiya

    2002-12-01

    A new family of covalently linked `Sn(IV) porphyrin-anthracene’ diad (1), triad (2) and tetrad (3) donor-acceptor (D-A) systems have been designed and synthesized in good-to-moderate yields. While diad 1 possesses one anthracene subunit at the peripheral (meso) position of the tin(IV) porphyrin scaffold, triad 2 possesses two trans axial anthracene subunits at the tin(IV) centre. On the other hand, tetrad 3 is endowed with both the peripheral and axial anthracene subunits in its architecture. These D-A systems have been fully characterised by elemental analysis, FAB-MS, UV-Vis, 1H and 13C NMR and electrochemical methods. UV-Vis, NMR and redox data suggest the absence of intramolecular - interaction between the porphyrin and the anthracene/s in 1-3. Fluorescence from the anthracene subunit in 1 and 3 is found to be quenched in comparison with the fluorescence of free anthracene in four different solvents. This is not the case with compound 2. Excitation spectral data provides evidence for an intramolecular excitation energy transfer (EET) from the singlet anthracene to the porphyrin in 1 and 3. The energy transfer efficiency is in the order: 2 (almost negligible) < 3 (∼ 30%) < 1 (nearly quantitative), with the peripheral anthracene → porphyrin pathway being largely favoured. This orientation dependence of EET could be analysed using Forster’s dipole dipole mechanism.

  10. Benz[a]anthracene biotransformation and production of ring fission products by Sphingobium sp. strain KK22.

    Science.gov (United States)

    Kunihiro, Marie; Ozeki, Yasuhiro; Nogi, Yuichi; Hamamura, Natsuko; Kanaly, Robert A

    2013-07-01

    A soil bacterium, designated strain KK22, was isolated from a phenanthrene enrichment culture of a bacterial consortium that grew on diesel fuel, and it was found to biotransform the persistent environmental pollutant and high-molecular-weight polycyclic aromatic hydrocarbon (PAH) benz[a]anthracene. Nearly complete sequencing of the 16S rRNA gene of strain KK22 and phylogenetic analysis revealed that this organism is a new member of the genus Sphingobium. An 8-day time course study that consisted of whole-culture extractions followed by high-performance liquid chromatography (HPLC) analyses with fluorescence detection showed that 80 to 90% biodegradation of 2.5 mg liter(-1) benz[a]anthracene had occurred. Biodegradation assays where benz[a]anthracene was supplied in crystalline form (100 mg liter(-1)) confirmed biodegradation and showed that strain KK22 cells precultured on glucose were equally capable of benz[a]anthracene biotransformation when precultured on glucose plus phenanthrene. Analyses of organic extracts from benz[a]anthracene biodegradation by liquid chromatography negative electrospray ionization tandem mass spectrometry [LC/ESI(-)-MS/MS] revealed 10 products, including two o-hydroxypolyaromatic acids and two hydroxy-naphthoic acids. 1-Hydroxy-2- and 2-hydroxy-3-naphthoic acids were unambiguously identified, and this indicated that oxidation of the benz[a]anthracene molecule occurred via both the linear kata and angular kata ends of the molecule. Other two- and single-aromatic-ring metabolites were also documented, including 3-(2-carboxyvinyl)naphthalene-2-carboxylic acid and salicylic acid, and the proposed pathways for benz[a]anthracene biotransformation by a bacterium were extended.

  11. Generation of Renewable Power from Biodegradation of Anthracene in a Microbial Fuel Cell Reactor Using Different Bacterial Inocula

    Directory of Open Access Journals (Sweden)

    A.N.Z. Alshehri

    2015-06-01

    Full Text Available Microbial fuel cells (MFCs are increasingly attracting attention as a sustainable technology as they convert chemical energy in organic pollutants to renewable electricity. Anthracene is a polycyclic aromatic hydrocarbon (PAH that presents a high pollution and health risk. In this study, anthracene degradation with electricity production in Single – chamber air cathode MFC was investigated with respect to values of its biodegradation and MFC performance using different inocula combinations (Anaerobic sludge (AS, Pseudomonas putida (PP, Geobacter sulfurreducens (GS, Shewanella putrefaciens(SP, mixed cultures, and combinations thereof. All the inocula showed high potentials for anthracene degradation efficiency and power density, ranged 41 – 98 % within 120 – 216h and 110.08 – 156.06 mW/m2, respectively. The best overall performing inoculum was anaerobic sludge supplemented with P. putida (AS+PP, having a degradation rate, degradation efficiency, COD removal, maximum power density and coulombic efficiency of 38 μM/d, 98 %, 83 %, 156.06 mW/m2 and 21, respectively. Effect of initial anthracene concentration was also investigated. Results indicated that increasing of initial anthracene concentration to 40 mg/L has a positive effect on both the anthracene degradation rate and the power density by 79 and 83.93 %, respectively, which attained by the best inoculum AS+PP (degradation rate of 41 μM/d and a maximum power density of 287.04 mW/m2.This study highlights the possibility of using MFCs technology to generate renewable electricity and achieve high degradation rates of anthracene simultaneously, through co-metabolism.

  12. Data on synthesis and thermo-mechanical properties of stimuli-responsive rubber materials bearing pendant anthracene groups.

    Science.gov (United States)

    Manhart, Jakob; Ayalur-Karunakaran, Santhosh; Radl, Simone; Oesterreicher, Andreas; Moser, Andreas; Ganser, Christian; Teichert, Christian; Pinter, Gerald; Kern, Wolfgang; Griesser, Thomas; Schlögl, Sandra

    2016-12-01

    The photo-reversible [4πs+4πs] cycloaddition reaction of pendant anthracene moieties represents a convenient strategy to impart wavelength dependent properties into hydrogenated carboxylated nitrile butadiene rubber (HXNBR) networks. The present article provides the (1)H NMR data on the reaction kinetics of the side chain functionalization of HXNBR. 2-(Anthracene-9-yl)oxirane with reactive epoxy groups is covalently attached to the polymer side chain of HXNBR via ring opening reaction between the epoxy and the carboxylic groups. Along with the identification, (1)H NMR data on the quantification of the attached functional groups are shown in dependence on reaction time and concentration of 2-(anthracene-9-yl)oxirane. Changes in the modification yield are reflected in the mechanical properties and DMA data of photo-responsive elastomers are illustrated in dependence on the number of attached anthracene groups. DMA curves over repeated cycles of UV induced crosslinking (λ>300 nm) and UV induced cleavage (λ=254 nm) are further depicted, demonstrating the photo-reversibility of the thermo-mechanical properties. Interpretation and discussion of the data are provided in "Design and application of photo-reversible elastomer networks by using the [4πs+4πs] cycloaddition reaction of pendant anthracene groups" (Manhart et al., 2016) [1].

  13. An integrated biomarker response index for the mussel Mytilus edulis based on laboratory exposure to anthracene and field transplantation experiments

    Science.gov (United States)

    Yuan, Mengqi; Wang, You; Zhou, Bin; Jian, Xiaoyang; Dong, Wenlong; Tang, Xuexi

    2016-10-01

    Organic pollution is a serious environmental problem in coastal areas and it is important to establish quantitative methods for monitoring this pollution. This study screened a series of sensitive biomarkers to construct an integrated biomarker response (IBR) index using Mytilus edulis. Mussels were exposed to the polycyclic aromatic hydrocarbon anthracene under controlled laboratory conditions and the activities of components of the glutathione antioxidant system, and the concentrations of oxidative-damage markers, were measured in the gills and digestive glands. Anthracene exposure resulted in increased levels of malondialdehyde (MDA) and superoxide radicals (O{2/-}•), indicating that oxidative damage had occurred. Correspondingly, anthracene exposure induced increased activities of glutathione S -transferase (GST), glutathione peroxidase (GPx) and reduced glutathione (GSH) in digestive glands, and GPx and glutathione reductase (GR) in gills, consistent with stimulation of the antioxidant system. A field experiment was set up, in which mussels from a relatively clean area were transplanted to a contaminated site. One month later, the activities of GST, GPx and GR had increased in several tissues, particularly in the digestive glands. Based on the laboratory experiment, an IBR, which showed a positive relationship with anthracene exposure, was constructed. The IBR is suggested to be a potentially useful tool for assessing anthracene pollution.

  14. Control of the intermolecular photodimerization of anthracene derivatives by hydrogen bonding of urea groups in dilute solution.

    Science.gov (United States)

    Matsumoto, Hisato; Nishimura, Yoshinobu; Arai, Tatsuo

    2016-08-04

    The photodimerization reaction of anthracene derivatives was performed by capitalizing on intermolecular hydrogen bonds. Anthracene derivatives that can control the dimerization reaction depending on the substitution site were designed by using two anthryl moieties and one urea group, referred to as N,N'-dianthracen-n-ylurea, nDAU (n = 1, 2 and 9), which are symmetrically substituted by 1-anthryl, 2-anthryl and 9-anthryl groups, respectively. We investigated the excimer emission and photodimerization reaction of these anthracene-urea derivatives using absorption, emission, and (1)H NMR spectroscopy along with fluorescence decay measurements. All derivatives showed a concentration dependence of their fluorescence spectra and multiple fluorescence lifetime components even at 10(-6) M. Significantly, 9DAU resulted in an intermolecular photodimerization reaction. These differences in photoreactivity of nDAU may depend on variations in the overlap of the intermolecularly associated anthracene rings of nDAU by hydrogen bonding between intermolecular urea moieties. Furthermore, the dimerization quantum yield of 9DAU was reduced by the addition of tetrabutylammonium acetate (TBAAc). Consequently, we revealed that the substitution site and the addition of TBAAc affected the dimerization reaction of anthracene-urea derivatives.

  15. Electron-rich anthracene semiconductors containing triarylamine for solution-processed small-molecule organic solar cells.

    Science.gov (United States)

    Choi, Hyeju; Ko, Haye Min; Cho, Nara; Song, Kihyung; Lee, Jae Kwan; Ko, Jaejung

    2012-10-01

    New electron-rich anthracene derivatives containing triarylamine hole stabilizers, 2,6-bis[5,5'-bis(N,N'-diphenylaniline)-2,2'-bithiophen-5-yl]-9,10-bis-[(triisopropylsilyl)ethynyl]anthracene (TIPSAntBT-TPA) and 2,6-bis(5,5'-bis{4-[bis(9,9-dimethyl-9H-fluoren-2-yl)amino]phenyl}-2,2'-bithiophen-5-yl)-9,10-bis-[(triisopropylsilyl)ethynyl]anthracene (TIPSAntBT-bisDMFA), linked with π-conjugated bithiophene bridges, were synthesized and their photovoltaic characteristics were investigated in solution-processed small-molecule organic solar cells (SMOSCs). These new materials exhibited superior intramolecular charge transfer from triarylamine to anthracene, leading to a more electron-rich anthracene core that facilitated electron transfer into phenyl-C(61)-butyric acid methyl ester. Compared with TIPSAntBT and triarylamine, these materials show a threefold improvement in hole-transporting properties and better photovoltaic performance in solution-processed SMOSCs, with the best power conversion efficiency being 2.96 % at a high open-circuit voltage of 0.85 V.

  16. Identification of various laccases induced by anthracene and contribution to its degradation in a Mediterranean coastal pine litter.

    Science.gov (United States)

    Qasemian, Leila; Guiral, Daniel; Belghazi, Maya; Ferré, Elisée; Gros, Raphaël; Farnet, Anne-Marie

    2011-09-01

    Mediterranean coastal ecosystems are known to be highly subject to natural and anthropic environmental stress. In this study, we examine the effects of anthracene as a common pollutant on the total microbial communities from a Pinus halepensis litter of a typical Mediterranean coastal site (Les Calanques, Marseille). The main objective was to identify the microbial factors leading the resilience of this ecosystem. Two questions were addressed: (i) how lignin-degrading enzymes (Laccase, Lignin-peroxidase and Mn-peroxidase) are affected by the presence of this molecule, (ii) whether the indigenous consortia are involved in its degradation in mesocosms under favorable incubation conditions (25 °C, 60% WHC) and after different time intervals (1 and 3 month(s)). We found a strong increase in laccase production in the presence of anthracene after 3 months, together with anthracene degradation (28%±5). Moreover 9,10-anthraquinone is detected as the product of anthracene oxidation after 3 months. However neither lignin-peroxidase activity nor Mn-peroxidase activity is detected. Laccase proteins directly extracted from litter were sequenced via Nano-LC-MS/MS and reveal twelve different peptide sequences induced by the presence of anthracene in the mesocoms. Our study confirms the major detoxification role of this enzymatic system and highlights the high degradation potential of fungal species inhabiting P. halepensis litter, a factor in the resilience of Mediterranean ecosystems.

  17. Iptycene synthesis: A new method for attaching a 2,3-anthracene moiety to the 9,10-positions of another anthracene moiety - Exceptional conditions for a Lewis acid catalyzed Diels-Alder reaction

    Science.gov (United States)

    Chen, Yong-Shing; Hart, Harold

    1989-01-01

    An efficient three-step method for appending a 2,3-anthracene moiety to the 9,10-positions of an existing anthracene moiety is described. The first step uses excess 1,4-anthraquinone (3 equiv) and aluminum chloride (6 equiv) to obtain the anthracene-quinone cycloadduct (omission of the AlCl3 resulted in no adduct). The resulting diketone was reduced to the corresponding diol (excess LiAlH4), which was dehydrated to the arene with phosphorus oxychloride and pyridine. Specific examples include the preparation of heptipycene 8 from pentiptycene 6 (66 percent overall yield) and a similar conversion of 8 to the noniptycene 13 (75 percent overall yield). The methodology led to a markedly improved synthesis of tritriptycene 9 and the first synthesis of undecaiptycene 14.

  18. The combined effect of anthracene and cadmium on photosynthetic activity of three Desmodesmus (Chlorophyta) species.

    Science.gov (United States)

    Pokora, Wojciech; Tukaj, Zbigniew

    2010-09-01

    Individual toxicity of heavy metals (HM) and polycyclic aromatic hydrocarbons (PAH) to plants living in water bodies is well-documented. In view of frequent joint occurrence of these compounds in the environment, plants are subjected to damage from their combined action. Cadmium and anthracene can generate production of reactive oxygen species (ROS). We have recently detected elevated activity of Fe- and Mn-SOD isoforms, indicating chloroplast and mitochondrion as the main sites of combined toxicity of HM and PAH. In the present paper, short-term (1-24 h) experiments on the mechanism of combined toxicity of anthracene and cadmium to the photosynthesis of three Desmodesmus species are reported. Inhibition, stimulation or no effect on the oxygen evolution was observed following the treatment with the contaminants when applied either separately or jointly. The response pattern was both strongly species- and time-dependent. In contrast, the photosynthetic activity of cells, expressed by chlorophyll fluorescence parameters, was substantially unaffected, since no effect or, in several cases, a slight stimulation of PS II quantum efficiency (Phi PS II) were noted. A characteristic relationship between the SOD activity and the qN values was observed. The treatment of Desmodesmus cells with anthracene or cadmium had either no effect or slightly enhanced either the SOD activity or the qN value, whereas the mixture of the contaminants resulted in a multifold increase in both the SOD activity and the qN values. The results suggest that chloroplasts of algae are well protected against the combined action of the two contaminants the toxicity of which should be attributed to nucleocytoplasmic compartments and reproductive processes of the cell cycle.

  19. Removal of Anthracene and Fluoranthene by Waxy Corn, Long Bean and Okra in Lead-Contaminated Soil.

    Science.gov (United States)

    Somtrakoon, Khanitta; Chouychai, Waraporn; Lee, Hung

    2015-09-01

    The ability of waxy corn, long bean and okra to remove two polycyclic aromatic hydrocarbons (PAHs) from soil containing 0.63 mg Pb kg(-1) dry soil was assessed. The presence of Pb did not reduce the ability of these plants to remove the PAHs from soil. About 49 % of anthracene and 77 % of fluoranthene were removed from Pb-spiked or non-spiked soil, respectively, after 30 days. Among the plants, okra was the most efficient at removing anthracene and fluoranthene in the presence or absence of Pb in soil after 30 days. Pb did not affect fluoranthene removal, but stimulated the removal of anthracene, by long bean, waxy corn and okra. However, growth of long bean and waxy corn was poor in Pb-spiked soil and waxy corn plants died around 22 days after transplantation. The results show some promise in using plants to remove PAHs from soil which is also co-contaminated with Pb.

  20. 1-[5-(Anthracen-9-yl-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]ethanone

    Directory of Open Access Journals (Sweden)

    Yong-Hua Li

    2011-01-01

    Full Text Available In the title compound, C25H20N2O, the pyrazoline ring is nearly planar [maximum atomic deviation = 0.0254 (17 Å]; but the anthracene ring system is distorted from a coplanar structure [maximum atomic deviation = 0.181 (3 Å], the dihedral angle between the outer benzene rings being 10.68 (13°. The pyrazoline ring is almost perpendicular to the mean plane of the anthracene ring system [dihedral angle = 76.94 (8°], but nearly coplanar with the phenyl ring [dihedral angle = 1.63 (7°]. π–π stacking is observed between parallel benzene rings of adjacent anthracene units, the face-to-face distance being 3.27 (3 Å. Weak intramolecular C—H...N hydrogen bonding also occurs.

  1. Novel method for determination of anthracene by coupling dispersive liquid-liquid extraction to first-derivative synchronous spectrofluorimetry.

    Science.gov (United States)

    Abdel-Aziz, Omar; El Kosasy, A M; El-Sayed Okeil, Sherif Mahmoud

    2014-05-01

    A novel method could be adopted successfully for determination of anthracene in environmental samples, utilizing dispersive liquid-liquid extraction followed by first-derivative synchronous fluorimetry at a constant wavelength difference Δλ = 165 nm, where a linear calibration curve was obtained in a concentration range of 0.5-100 ng mL(-1) at 244 nm. The detection limit was 0.1 ng mL(-1). The method can be easily adopted for determination of anthracene in aqueous media including tap water and river water. The recoveries obtained were 85.40-108.02%. The proposed method was validated according to International Conference of Harmonization (ICH) guide lines and successfully applied to determine anthracene in pure form and in water samples including real life water samples from different sources. All the results obtained were compared with those of published method, where no a significant difference was observed.

  2. A bright blue emission material based on anthracene:Synthesis,characterization and luminescent properties

    Institute of Scientific and Technical Information of China (English)

    Lin Fang Shi; Bin Li; Li Ying Zhang

    2009-01-01

    A blue light-emitting material,2-(N-ethyl-anthraceneyl-9)imidazo[4,5-f]1,10-phenanthroline(EAIP),has been synthesized and characterized by 1H NMR,IR,elemental and single crystal X-ray diffraction analysis.The results of theoretical calculations indicate that the HOMO and LUMO distributions mainly locate at the anthracene fragment.It displays bright blue emission in both solid state and dichloromethane solution.The emission quantum yield calculated is 0.76.

  3. SYNTHESIS AND PHOTOLUMINESCENCE OF AN ANTHRACENE-CONTAINING HYPERBRANCHED POLY(ARYLENEETHYNYLENE)

    Institute of Scientific and Technical Information of China (English)

    Yong-qiang Dong; Zhen Li; Jacky W. Y. Lam; Yu-ping Dong; Xin-de Feng; Ben-zhong Tang

    2005-01-01

    A hyperbranched poly(aryleneethynylene) containing anthracene chromophore was synthesized by palladiumcatalyzed cross-coupling reaction of 2,4,6-triiodophenyl 9-anthracenylcarboxylate with 9,9-bis[4-(2-propynyloxy)phenyl]-9H-fluorene. The structure and properties of the polymer are characterized and evaluated by NMR, IR, UV, PL and TGA analyses. The polymer is soluble in common organic solvents, possesses high thermal stability (Td > 330℃), and emits a strong blue light of 465 nm in both solution and solid states.

  4. (E)-1-(4-Meth-oxy-anthracen-1-yl)-2-phenyl-diazene.

    Science.gov (United States)

    Crochet, Aurelien; Fromm, Katharina M; Kurteva, Vanya; Antonov, Liudmil

    2011-04-01

    The title compound, C(21)H(16)N(2)O, has an E-conformation about the diazene N=N bond. It is reasonably planar with the phenyl ring being inclined to the mean plane of the anthracene moiety [planar to within 0.077 (3) Å] by 6.43 (10)°. The crystal structure is stabilized by C-H⋯π and weak π-π inter-actions [centroid-centroid distances of 3.7192 (16) and 3.8382 (15) Å], leading to the formation of two-dimensional networks stacking along [001] and lying parallel to (110).

  5. Free Volume and Gas Permeation in Anthracene Maleimide-Based Polymers of Intrinsic Microporosity

    Directory of Open Access Journals (Sweden)

    Muntazim Munir Khan

    2015-05-01

    Full Text Available High free-volume copolymers were prepared via polycondensation with 2,3,5,6,-tetrafluoroterephthalonitrile (TFTPN in which a portion of the 3,3,3',3'-tetramethyl-1,1'-spirobisindane (TTSBI of PIM-1 was replaced with dibutyl anthracene maleimide (4bIII. An investigation of free volume using positron annihilation lifetime spectroscopy (PALS, and gas permeation measurements was carried out for the thin film composite copolymer membranes and compared to PIM-1. The average free volume hole size and the gas permeance of the copolymer membranes increased with decreasing TTSBI content in the copolymer.

  6. Bioastrophysical Aspects of Low Energy Ion Irradiation of Frozen Anthracene Containing Water

    Energy Technology Data Exchange (ETDEWEB)

    Tuleta, M.; Gabla, L.; Madej, J.

    2001-08-13

    The origin of life on Earth remains a fascinating mystery in spite of many theories existing on this subject. However, it seems that simple prebiotic molecules could play an essential role in the formation of more complex organisms. In our experiment, we synthesized a class of these molecules (quinones) bombarding frozen anthracene containing water with low energy hydrogen ions. This experiment roughly simulated the astrophysical conditions which one can find in the solar system. Thus, we can hypothesize that prebiotic molecules could be created by interaction of the solar wind with interplanetary dust grains. The delivery of these molecules to early Earth may have contributed to the generation of life on our planet.

  7. Metabolism of benzo(a)pyrene and 7,12-dimethylbenz(a)anthracene in cultured human bronchus and pancreatic duct

    DEFF Research Database (Denmark)

    1977-01-01

    The metabolism of two carcinogenic polynuclear aro matic hydrocarbons, benzo[a]pyrene (BP) and 7,12-dimethylbenz[a]anthracene, was studied in expiants of human pancreatic duct and bronchus cultured in a chemically defined medium. In cultured human bronchial mucosa, activity of aryl hydrocarbon...... hydroxylase was inducible by both benz[a]anthracene and BP. Prior exposure of the bronchial expiants to benz[a]anthracene altered the qualitative features of the metabolite profile of BP as analyzed by highpressure liquid chromatography. The metabolite profiles of BP produced by normal-appearing bronchi from...... cochromatographed with both the 9,10-diol and a triol of BP. 7,12-Dimethylbenz[a]anthracene was bound to the DMA of cultured human bronchial cells at higher levels than was BP. Binding of 7,12-dimethylbenz[a]anthracene to DMA in human pancreatic duct was consistently less than that in cultured bronchi in the 5...

  8. Functionalization of anthracene: A selective route to brominated 1,4-anthraquinones

    Directory of Open Access Journals (Sweden)

    Kiymet Berkil Akar

    2011-07-01

    Full Text Available Efficient and stereoselective syntheses are described for the preparation of 2,3,9,10-tetrabromo-1,4-dimethoxy-1,2,3,4-tetrahydroanthracenes 7, 8 and the corresponding 1,4-diol 17 by silver ion-assisted solvolysis of hexabromotetrahydroanthracene 6. Base-promoted aromatization of 7 and 8 afforded synthetically valuable tribromo-1-methoxyanthracenes 10 and 11. The reaction of 17 with sodium methoxide generated tribromodihydroanthracene-1,4-diol 27, whose oxidation with PCC gave 2,9,10-tribromoanthracene-1,4-dione (28. Therefore a selective and efficient method was developed for the preparation of compound 28 starting from 9,10-dibromoanthracene (1, in a simple four-step process. Compounds 10 and 11, and diol 27 constitute key precursors for the preparation of functionalized substituted anthracene derivatives that are difficult to prepare by other routes. The studies also reveal the broad range of reactivity and selectivity of the stereoisomeric anthracene derivatives.

  9. Synthesis, characterization, optical and electrical properties of bis(phenylvinyl)anthracene-based polymers

    Science.gov (United States)

    Mansour, Nadia; Hriz, Khaled; Jaballah, Nejmeddine; Kreher, David; Majdoub, Mustapha

    2016-08-01

    A series of bis(phenylvinyl)anthracene-based polymers containing different lengths of polar ethylene glycol groups in the main chain (P1-3) were efficiently synthesized by Wittig polycondensation. These polymers are fully soluble in volatile solvents, which helped a lot to obtain high quality films. Moreover, these semi-conducting materials exhibited semi-crystalline morphology with relatively high glass transition temperature. In this article, the UV-visible absorption and fluorescence properties of P1-3 were studied consequently both in solution and as thin solid film: tan absorption-onset at 433 nm was observed and all these bis(phenylvinyl)anthracene-based polymers (P1-3) show a blue emission in solution, fluorescence quantum efficiencies being respectively 52% for P1, 75% for P2 and 67% for P3. In addition, the HOMO/LUMO energy levels were evaluated by cyclic voltammetry measurements and indicate a p-type semi-conducting materials. Finally, the electrical properties of P1-3 were investigated by recording current-tension characteristics and these experimental results were modeled by the current space-charge-limited (SCLC) mechanism.

  10. Cooling of isolated anthracene cations probed with photons of different wavelengths in the Mini-Ring

    Science.gov (United States)

    Ji, M.; Bernard, J.; Chen, L.; Brédy, R.; Ortéga, C.; Joblin, C.; Cassimi, A.; Martin, S.

    2017-01-01

    We report on a direct measurement of the Internal Energy Distribution (IED) shift rate of an initially hot polycyclic aromatic hydrocarbon (PAH) molecular ensemble, anthracene cations (C14H10 +) . The ions were produced in an electron cyclotron resonance (ECR) ion source and stored in an electrostatic ion storage ring, the Mini-Ring. Laser pulses of two wavelengths were sent successively to merge the stored ion bunch at different storage times to enhance the neutral fragment yield due to fast laser induced dissociation. Using this technique, we have been able to determine directly the energy shift rate of the IED, without involving any theoretical simulation or any assumption on dissociation rates, cooling rates, or the initial IED. Theoretical energy shift rates have been estimated from the evolution of simulated IEDs by taking into account the effects of the unimolecular dissociation and two radiative decay mechanisms: the Poincaré fluorescence and the infrared vibrational emission. The comparison between the experimental results and the model provides new evidence of the important role of the Poincaré fluorescence in the overall cooling process of anthracene cations. Although in the short time range the commonly accepted intuition says that the cooling would result mostly from the dissociation of the hottest ions (depletion cooling), we demonstrate that the Poincaré fluorescence is the dominant contribution (about 85%) to the net cooling effect.

  11. New anthracene-based Schiff bases: Theoretical and experimental investigations of photophysical and electrochemical properties

    Science.gov (United States)

    Sek, Danuta; Siwy, Mariola; Grucela, Marzena; Małecki, Grzegorz; Nowak, Elżbieta M.; Lewinska, Gabriela; Santera, Jerzy; Laba, Katarzyna; Lapkowski, Mieczyslaw; Kotowicz, Sonia; Schab-Balcerzak, Ewa

    2017-03-01

    The new Schiff bases bearing anthracene unit were synthesized from 2-aminoanthracene and various aldehydes such as: benzaldehyde, 4-(diphenylamino)benzaldehyde, 9-phenanthrenecarboxaldehyde, 9-anthracenecarboxaldehyde, and biphenyl-4-carboxaldehyde, 2-naphthaldehyde. Resulted azomethines were characterized by IR, NMR (1H and 13C), elemental analysis and UV-vis spectroscopy. The imine consists of anthracene and biphenyl moieties exhibited liquid crystal properties and their nematic phase showed Schlieren texture. The photoluminescence measurements carried out in solution and in solid state as blend with PMMA revealed the ability of the imines to emission of the blue light with quantum yield efficiency in the range of 2.18-6.03% in blend. Based on the electrochemical experiment they showed value of energy gap (Eg) in the range of 2.5-2.7 eV. Additionally, density functional theory (DFT) was applied for calculations of both electronic structure and spectroscopic properties of synthesized Schiff bases. Moreover, the results obtained from preliminary tests of application of the azomethines in organic photovoltaic (OPV) devices confirmed their electron acceptor character.

  12. A panchromatic anthracene-fused porphyrin sensitizer for dye-sensitized solar cells

    KAUST Repository

    Ball, James M.

    2012-01-01

    The development of ruthenium-free sensitizers which absorb light over a broad range of the solar spectrum is important for improving the power conversion efficiency of dye-sensitized solar cells. Here we study three chemically tailored porphyrin-based dyes. We show that by fusing the porphyrin core to an anthracene unit, we can extend the conjugation length and lower the optical gap, shifting the absorption spectrum into the near-infrared (NIR). All three dyes were tested in dye-sensitized solar cells, using both titanium dioxide and tin dioxide as the electron-transport material. Solar cells incorporating the anthracene-fused porphyrin dye exhibit photocurrent collection at wavelengths up to about 1100 nm, which is the longest reported for a porphyrin-based system. Despite extending the photon absorption bandwidth, device efficiency is found to be low, which is a common property of cells based on porphyrin dyes with NIR absorption. We show that in the present case the efficiency is reduced by inefficient electron injection into the oxide, as opposed to dye regeneration, and highlight some important design considerations for panchromatic sensitizers. © 2012 The Royal Society of Chemistry.

  13. Electronic states of the fluorophore 9,10-bis(phenylethynyl)anthracene (BPEA). A synchrotron radiation linear dichroism investigation

    DEFF Research Database (Denmark)

    Thulstrup, Peter Waaben; Jones, Nykola; Hoffmann, Søren Vrønning

    2013-01-01

    The electronic transitions of 9,10-bis(phenylethynyl)anthracene (BPEA) were investigated by synchrotron radiation linear dichroism (SRLD) spectroscopy in the range 20000–58000 cm1 (500–170 nm) on molecular samples aligned in stretched polyethylene. The investigation was supported by variable...

  14. Estrogenic status modulates the effect of soy on hepatic responses to 7,12- dimethylbenz(a)anthracene

    Science.gov (United States)

    We examined the influence of estradiol (E2) status and soy protein isolate (SPI) intake on the hepatic responses altered by 7,12-dimethylbenz(a)anthracene (DMBA, a polycyclic aromatic hydrocarbon [PAH]). Sprague-Dawley rats were ovariectomized (OVX) at PND50 and infused with E2 or vehicle for 14d an...

  15. Estrogenic status modulates the effect of soy on hepatic responses to 7,12-dimethylbenz(a)anthracene (DMBA)

    Science.gov (United States)

    We examined the influence of estradiol (E2) status and soy protein isolate (SPI) intake on the hepatic responses altered by 7,12-dimethylbenz(a)anthracene (DMBA, a polycyclic aromatic hydrocarbon [PAH]). Sprague–Dawley rats were ovariectomized (OVX) at PND50 and infused with E2 or vehicle for 14 d a...

  16. The role of the van der Waals interactions in the adsorption of anthracene and pentacene on the Ag(111) surface

    Science.gov (United States)

    Morbec, Juliana M.; Kratzer, Peter

    2017-01-01

    Using first-principles calculations based on density-functional theory (DFT), we investigated the effects of the van der Waals (vdW) interactions on the structural and electronic properties of anthracene and pentacene adsorbed on the Ag(111) surface. We found that the inclusion of vdW corrections strongly affects the binding of both anthracene/Ag(111) and pentacene/Ag(111), yielding adsorption heights and energies more consistent with the experimental results than standard DFT calculations with generalized gradient approximation (GGA). For anthracene/Ag(111) the effect of the vdW interactions is even more dramatic: we found that "pure" DFT-GGA calculations (without including vdW corrections) result in preference for a tilted configuration, in contrast to the experimental observations of flat-lying adsorption; including vdW corrections, on the other hand, alters the binding geometry of anthracene/Ag(111), favoring the flat configuration. The electronic structure obtained using a self-consistent vdW scheme was found to be nearly indistinguishable from the conventional DFT electronic structure once the correct vdW geometry is employed for these physisorbed systems. Moreover, we show that a vdW correction scheme based on a hybrid functional DFT calculation (HSE) results in an improved description of the highest occupied molecular level of the adsorbed molecules.

  17. Coordination Complexes as Catalysts: The Oxidation of Anthracene by Hydrogen Peroxide in the Presence of VO(acac)[subscript 2

    Science.gov (United States)

    Charleton, Kimberly D. M.; Prokopchuk, Ernest M.

    2011-01-01

    A laboratory experiment aimed at students who are studying coordination chemistry of transition-metal complexes is described. A simple vanadyl acetylacetonate complex can be used as a catalyst in the hydrogen peroxide oxidation of anthracene to produce anthraquinone. The reaction can be performed under a variety of reaction conditions, ideally by…

  18. Uptake of 7,12-dimethylbenz(a)anthracene and benzo(a)pyrene in melanin-containing tissues

    Energy Technology Data Exchange (ETDEWEB)

    Roberto, A.; Larsson, B.S. [Uppsala Univ., Dept. of Pharmaceutical Biosciences, Div. of Toxicology, Uppsala (Sweden); Tjaelve, H. [The Swedish Univ. of Agricultural Sciences, Dept. of Pharmacology and Toxicology, Uppsala (Sweden)

    1996-08-01

    It is widely accepted that UV exposure is the main etiological factor for malignant melanoma. Epidemiologic studies, however, have indicated that also chemical carcinogens may be a risk factor for the disease. Polycyclic aromatic hydrocarbons such as 7,12-dimethylbenz(a)anthracene and benzo(a)pyrene represent an important class of carcinogenic chemicals. It is known that 7,12-dimethylbenz(a)anthracene can induce melanotic tumours in various animal species, and human melanocytes in culture have been found to be capable of metabolizing benzo(a)pyrene to its proximate carcinogen benzo(a)pyrene-7,8-diol. In the present study the disposition of {sup 14}C- and {sup 3}H-7,12-dimethylbenz(a)anthracene and {sup 14}C-benzo(a)pyrene was studied in pigmented and albino mice and Syrian golden hamsters by whole-body autoradiography. The results showed pronounced retention of label in the melanin-containing structures of the eyes and the hair follicles in the pigmented animals. The labelling of the corresponding structures in the albino animals was low. Additional experiments showed that 7,12-dimethylbenz(a)anthracene and benzo(a)pyrene as well as some of their metabolites are bound to melanin in vitro. The specific localization of the polycyclic aromatic hydrocarbons in pigmented tissues due to melanin affinity, combined with bioactivating capacity of melanocytes, suggest that these substances may play a role in the induction of malignant melanoma. (au).

  19. A New Saccharides and Nnucleosides Sensor Based on Tetrathiafulvalene-anthracene Dyad with Two Boronic Acid Groups

    Directory of Open Access Journals (Sweden)

    Daoben Zhu

    2006-08-01

    Full Text Available A new saccharides sensor based on the TTF-anthracene dyad with two boronicacid (2 groups was designed and synthesized. This new saccharides sensor showsselectivity towards D-glucose while its analogue with one boronic acid group (1 wasreported to bind D-Fructose selectively. Moreover, reaction of compound 2 with uridineinduced even larger fluorescence enhancement under the same condition.

  20. Photochemical Reaction of 7,12-Dimethylbenz[a]anthracene (DMBA and Formation of DNA Covalent Adducts

    Directory of Open Access Journals (Sweden)

    Peter P. Fu

    2005-04-01

    Full Text Available DMBA, 7,12-dimethylbenz[a]anthracene, is a widely studied polycyclic aromatic hydrocarbon that has long been recognized as a probable human carcinogen. It has been found that DMBA is phototoxic in bacteria as well as in animal or human cells and photomutagenic in Salmonella typhimurium strain TA102. This article tempts to explain the photochemistry and photomutagenicity mechanism. Light irradiation converts DMBA into several photoproducts including benz[a]anthracene-7,12-dione, 7-hydroxy-12-keto-7-methylbenz[a]anthracene, 7,12-epidioxy-7,12-dihydro-DMBA, 7-hydroxymethyl-12-methylbenz[a]anthracene and 12-hydroxymethyl-7-methylbenz[a]anthracene. Structures of these photoproducts have been identified by either comparison with authentic samples or by NMR/MS. At least four other photoproducts need to be assigned. Photo-irradiation of DMBA in the presence of calf thymus DNA was similarly conducted and light-induced DMBA-DNA adducts were analyzed by 32P-postlabeling/TLC, which indicates that multiple DNA adducts were formed. This indicates that formation of DNA adducts might be the source of photomutagenicity of DMBA. Metabolites obtained from the metabolism of DMBA by rat liver microsomes were reacted with calf thymus DNA and the resulting DNA adducts were analyzed by 32P-postlabeling/TLC under identical conditions. Comparison of the DNA adduct profiles indicates that the DNA adducts formed from photo-irradiation are different from the DNA adducts formed due to the reaction of DMBA metabolites with DNA. These results suggest that photo-irradiation of DMBA can lead to genotoxicity through activation pathways different from those by microsomal metabolism of DMBA.

  1. Multiple DNA extractions coupled with stable-isotope probing of anthracene-degrading bacteria in contaminated soil.

    Science.gov (United States)

    Jones, Maiysha D; Singleton, David R; Sun, Wei; Aitken, Michael D

    2011-05-01

    In many of the DNA-based stable-isotope probing (SIP) studies published to date in which soil communities were investigated, a single DNA extraction was performed on the soil sample, usually using a commercial DNA extraction kit, prior to recovering the (13)C-labeled (heavy) DNA by density-gradient ultracentrifugation. Recent evidence suggests, however, that a single extraction of a soil sample may not lead to representative recovery of DNA from all of the organisms in the sample. To determine whether multiple DNA extractions would affect the DNA yield, the eubacterial 16S rRNA gene copy number, or the identification of anthracene-degrading bacteria, we performed seven successive DNA extractions on the same aliquot of contaminated soil either untreated or enriched with [U-(13)C]anthracene. Multiple extractions were necessary to maximize the DNA yield and 16S rRNA gene copy number from both untreated and anthracene-enriched soil samples. Sequences within the order Sphingomonadales, but unrelated to any previously described genus, dominated the 16S rRNA gene clone libraries derived from (13)C-enriched DNA and were designated "anthracene group 1." Sequences clustering with Variovorax spp., which were also highly represented, and sequences related to the genus Pigmentiphaga were newly associated with anthracene degradation. The bacterial groups collectively identified across all seven extracts were all recovered in the first extract, although quantitative PCR analysis of SIP-identified groups revealed quantitative differences in extraction patterns. These results suggest that performing multiple DNA extractions on soil samples improves the extractable DNA yield and the number of quantifiable eubacterial 16S rRNA gene copies but have little qualitative effect on the identification of the bacterial groups associated with the degradation of a given carbon source by SIP.

  2. Polymorphism in Self-Assembled Structures of 9-Anthracene Carboxylic Acid on Ag(111

    Directory of Open Access Journals (Sweden)

    Bo Xu

    2012-06-01

    Full Text Available Surface self-assembly process of 9-anthracene carboxylic acid (AnCA on Ag(111 was investigated using STM. Depending on the molecular surface density, four spontaneously formed and one annealed AnCA ordered phases were observed, namely a straight belt phase, a zigzag double-belt phase, two simpler dimer phases, and a kagome phase. The two high-density belt phases possess large unit cells on the scale length of 10 nm, which are seldom observed in molecular self-assembled structures. This structural diversity stems from a complicated competition of different interactions of AnCA molecules on metal surface, including intermolecular and molecular-substrate interactions, as well as the steric demand from high molecular surface density.

  3. Growth of large naphthalene and anthracene single-crystal sheets at the liquid–air interface

    Energy Technology Data Exchange (ETDEWEB)

    Postnikov, V. A., E-mail: postva@yandex.ru [Donbas National Academy of Civil Engineering and Architecture (Ukraine); Chertopalov, S. V. [Donetsk National University (Ukraine)

    2015-07-15

    The growth of organic single crystals of naphthalene (C{sub 10}H{sub 8}) and anthracene (C{sub 14}H{sub 10}) at the liquid‒air interface from a mixture of solvents has been investigated. The growth technique used in the study makes it possible to obtain single-crystal sheets up to 10 mm in size for 24 h. The surface morphology and structure of the crystals have been analyzed by optical microscopy and X-ray diffraction. C{sub 10}H{sub 8} and C{sub 14}H{sub 10} single crystals grow coplanarly along the (001) plane. A thermodynamic model of the flat-crystal nucleus formation at the liquid‒air interface, based on the analysis of the change in the free Gibbs energy, is considered.

  4. Sono-chemical Synthesis and Mechanism of Dibenz[a,c]anthracene

    Institute of Scientific and Technical Information of China (English)

    MUDDASIR Hanif; WANG Zhi-ming; LU Ping; MA Yu-guang

    2012-01-01

    Planar polycyclic aromatic hydrocarbons have important applications in optoelectronics,environmental chemistry and cancer researches.An improved sono-chemical synthetic procedure of dibenz[a,c]anthracene(D[a,c]A)was reported in this work.The yield was increased to 56% and the resultant was carefully characterized via gas chromatography-electron impact mass spectrometry(GC-EIMS),matrix assisted laser desorption ionization-time of flight (MALDI-TOF),1H NMR,13C NMR,correlation spectrometry(1H-1H COSY),heteronucl.ear multiple bond correlation(HMBC)and heteronuclear multiple quantum coherence(HMQC).Based on the characterization data,we proposed a 4-step mechanistic explanation for the formation of D[a,c]A under sono-chemical bis-ortho-Wittig reaction conditions.

  5. Investigating the anisotropic scintillation response in anthracene through neutron, gamma-ray, and muon measurements

    CERN Document Server

    Schuster, Patricia

    2015-01-01

    This paper reports a series of measurements that characterize the directional dependence of the scintillation response of crystalline anthracene to incident DT neutrons, DD neutrons, Cs-137 gamma rays, and, for the first time, cosmic ray muons. The neutron measurements give the amplitude and pulse shape dependence on the proton recoil direction over one hemisphere of the crystal, confirming and extending previous results in the literature. In similar measurements using incident gamma rays, no directional effect is evident, and any anisotropy with respect to the electron recoil direction is constrained to have a magnitude of less than a tenth of that present in the proton recoil events. Cosmic muons are measured at two directions, and no anisotropy is observed. This set of observations indicates that high dE/dx is necessary for an anisotropy to be present for a given type of scintillation event, which in turn could be used to discriminate among different hypotheses for the underlying causes of the anisotropy, ...

  6. Azomethine diimides end-capped with anthracene moieties: Experimental and theoretical investigations

    Science.gov (United States)

    Schab-Balcerzak, Ewa; Grucela, Marzena; Malecki, Grzegorz; Kotowicz, Sonia; Siwy, Mariola; Janeczek, Henryk; Golba, Sylwia; Praski, Aleksander

    2017-01-01

    New arylene bisimide derivatives containing imine linkages and anthracene units were synthesized. Azomethine diimides were prepared via condensation reaction of 9-anthracenecarboxaldehyde and diamines with phthalic diimide or naphthalene diimide core and Schiff base linkers. They were characterized by FTIR spectroscopy, elemental analysis and mass spectrometry (MALDI-TOF-MS). The synthesized compounds exhibited high resistance against thermal decomposition up to 400 °C. Investigated compounds are electrochemically active and undergo reversible electrochemical reduction and irreversible oxidation processes as was found in cyclic voltammetry studies. The photoluminescence measurements of synthesized compounds in solid state as thin film on glass substrate revealed their ability to emission of the blue light with quantum yield efficiency about 2%. The electronic structure and spectroscopic properties of prepared azomethine diimides were also calculated by the density functional theory (DFT). The electrical properties of the diimide derivatives were preliminary investigated by current-voltage measurements.

  7. Intramolecular Charge-Transfer Interaction of Donor-Acceptor-Donor Arrays Based on Anthracene Bisimide.

    Science.gov (United States)

    Iwanaga, Tetsuo; Ogawa, Marina; Yamauchi, Tomokazu; Toyota, Shinji

    2016-05-20

    We designed anthracene bisimide (ABI) derivatives having two triphenylamine (TPA) groups as donor units at the 9,10-positions to form a novel π-conjugated donor-acceptor system. These compounds and their analogues with ethynylene linkers were synthesized by Suzuki-Miyaura and Sonogashira coupling reactions, respectively. In UV-vis spectra, the linker-free derivatives showed broad absorption bands arising from intramolecular charge-transfer interactions. Introducing ethynylene linkers resulted in a considerable red shift of the absorption bands. In fluorescence spectra, the ethynylene derivatives showed intense emission bands at 600-650 nm. Their photophysical and electrochemical properties were compared with those of the corresponding mono TPA derivatives on the basis of theoretical calculations and cyclic voltammetry to evaluate the intramolecular electronic interactions between the donor and acceptor units.

  8. Some anthracene derivatives with N,N-dimethylamine moieties as materials for photovoltaic devices

    Energy Technology Data Exchange (ETDEWEB)

    Gondek, E. [Institute of Physics, Technical University of Krakow, Podchorazych 1, Krakow (Poland); Kityk, I.V. [Department of Physical Chemistry and Technology of Polymers, Silesian University of Technology in Gliwice, ul. Ks. Marcina Strzody 9, Gliwice 44-100 (Poland)], E-mail: i.kityk@ajd.czest.pl; Danel, A. [Department of Chemistry, Agricultural University of Krakow, ul.Balicka 122, 31-149, Krakow (Poland)

    2008-11-15

    Photovoltaic properties of novel composites consisting of poly(3-decylotiophene-4,5-diyl) PDT with doped anthracene dye chromophore were explored. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels of the composite were estimated by means of DFT B3LYP quantum chemical calculations. The open-circuit voltage was found to be enhanced with the increase of the chromophore state dipole moment, however short-circuit current is diminished. Despite the values of the quantum efficiencies not being too large (about 0.16-0.19%), the influence of the state dipole moments should be taken into account during the further research of materials with improved photovoltaic responses. One of possible mechanisms may be related to existence of trapping polaron states, which are directly related to the state dipole moments of the chromophore interacting with the dipole moments of the particular polymer chains.

  9. Diazaquinomycins E–G, Novel Diaza-Anthracene Analogs from a Marine-Derived Streptomyces sp.

    Directory of Open Access Journals (Sweden)

    Michael W. Mullowney

    2014-06-01

    Full Text Available As part of our program to identify novel secondary metabolites that target drug-resistant ovarian cancers, a screening of our aquatic-derived actinomycete fraction library against a cisplatin-resistant ovarian cancer cell line (OVCAR5 led to the isolation of novel diaza-anthracene antibiotic diazaquinomycin E (DAQE; 1, the isomeric mixture of diazaquinomycin F (DAQF; 2 and diazaquinomycin G (DAQG; 3, and known analog diazaquinomycin A (DAQA; 4. The structures of DAQF and DAQG were solved through deconvolution of X-Ray diffraction data of their corresponding co-crystal. DAQE and DAQA exhibited moderate LC50 values against OVCAR5 of 9.0 and 8.8 μM, respectively. At lethal concentrations of DAQA, evidence of DNA damage was observed via induction of apoptosis through cleaved-PARP. Herein, we will discuss the isolation, structure elucidation, and biological activity of these secondary metabolites.

  10. Compound Derived from Anthracene and Pyrazol for a Light-Emitting Diode

    Institute of Scientific and Technical Information of China (English)

    王明亮; 张俊祥; 刘举正; 徐春祥

    2001-01-01

    A new compound, 5-(9-anthryl)-1,3-diphenyl-1H-pyrazol (ADPP), with an anthryl moiety as an emissive groupand a diphenylpyrazoline moiety as a charge transporting group is designed and synthesized. The absorption,photoluminescence, electroluminescence, and electrochemistry are measured. Absorption of ADPP is similar tothat of anthracene in the vibonic structure but shows slight redshifts because anthryl moiety twists strongly withrespect to pyrazol moiety although delocalization still exists between the two moieties. Light-emitting devicesfabricated with ADPP show a bright blue emission at 470nm. The turn-on voltage is 12 V and the light emissionfollows the current closely, indicating an efficient charge injection and transport for both electrons and holes.

  11. Size-dependent optical properties of 9,10-bis(phenylethynyl)anthracene crystals

    Energy Technology Data Exchange (ETDEWEB)

    Yagita, Yoshimi; Matsui, Kazunori, E-mail: matsui@kanto-gakuin.ac.jp

    2015-05-15

    The optical properties of 9,10-bis(phenylethynyl)anthracene (BPEA) were studied for various states: nanoparticles (~100 nm), microcrystals (~1 μm), bulk crystals (~1 mm), and vacuum-deposited film. The absorption spectra showed a red shift from ethanol solution to bulk crystals with an increase in crystal size. The vacuum-deposited film seemed to have mixed spectral characteristics of nanoparticles and bulk crystals. The fluorescence of BPEA showed two peaks for the various crystals. The fluorescence of the shorter wavelength peak was shifted toward the blue from 556 to 527 nm from the bulk to nanoparticles. On the other hand, the position of the longest wavelength peak changed little, staying around 596 nm. The relative intensity of the former and latter increased with a decrease in the crystal size. The time-resolved fluorescence spectra clearly confirmed the existence of two emissive sites in the bulk crystals. These sites are probably located at the peripheral and inner positions of the crystals. Change in the relative proportions of the two sites could be the main reason for the size-dependent fluorescence. - Highlights: ●The optical properties of 9,10-bis(phenylethynyl)anthracene crystals were studied. ●The absorption spectra showed a red-shift with an increase in crystal size. ●The fluorescence spectra showed size-dependent and size-independent peaks. ●A size-dependent peak with a shorter decay is attributed to the surface molecules. ●A size-independent peak with a longer decay is attributed to the bulk crystals.

  12. Anthracene-terpyridine metal complexes as new G-quadruplex DNA binders.

    Science.gov (United States)

    Gama, Sofia; Rodrigues, Inês; Mendes, Filipa; Santos, Isabel C; Gabano, Elisabetta; Klejevskaja, Beata; Gonzalez-Garcia, Jorge; Ravera, Mauro; Vilar, Ramon; Paulo, António

    2016-07-01

    The formation of quadruple-stranded DNA induced by planar metal complexes has particular interest in the development of novel anticancer drugs. This is especially relevant for the inhibition of telomerase, which plays an essential role in cancer cell immortalization and is overexpressed in ca. 85-90% of cancer cells. Moreover, G-quadruplexes also exist in other locations in the human genome, namely oncogene promoter regions, and it has been hypothesized that they play a regulatory role in gene transcription. Herein we report a series of new anthracene-containing terpyridine ligands and the corresponding Cu(II) and Pt(II) complexes, with different linkers between the anthracenyl moiety and the terpyridine chelating unit. The interaction of these ligands and metal complexes with different topologies of DNA was studied by several biophysical techniques. The Pt(II) and Cu(II) complexes tested showed affinity for quadruplex-forming sequences with a good selectivity over duplex DNA. Importantly, the free ligands do not have significant affinity for any of the DNA sequences used, which shows that the presence of the metal is essential for high affinity (and selectivity). This effect is more evident in the case of the Pt(II) complexes. Moreover, the presence of a longer linker between the chelating terpyridine unit and the anthracene moiety enhances the interaction with G-quadruplex-forming sequences. We further evaluated the ability of the Cu(II) complexes to interact with, and stabilize G-quadruplex containing regions in oncogene promoters via a polymerase stop assay. These studies indicated that the metal complexes are able to induce G-quadruplex formation and stop polymerase activity.

  13. Raman and surface enhanced Raman scattering study of the orientation of cruciform 9,10-anthracene thiophene and furan derivatives deposited on a gold colloidal surface

    Science.gov (United States)

    Muñoz-Pérez, J.; Leyton, P.; Paipa, C.; Soto, J. P.; Brunet, J.; Gómez-Jeria, J. S.; Campos-Vallette, M. M.

    2016-10-01

    The 9,10-di(thiophen-2-yl)anthracene (TAT), 9,10-di(furan-2-yl)anthracene (FAF) and 2-[(10-(thiophen-2-yl)anthracen-9-yl)]furan (TAF) cruciform molecular systems were synthesized using one-step coupling reactions and structurally characterized via Raman, infrared, 1H NMR, 13C NMR and mass spectroscopies. The orientation of the analytes on a gold colloidal surface was inferred from a surface-enhanced Raman scattering (SERS) study. The metal surface interaction was driven by the S and O atoms of the thiophene and furan α-substituents, and the plane of the anthracene fragment remained parallel to the surface. Theoretical calculations based on a simplified molecular model for the analyte-surface interaction provide a good representation of the experimental data.

  14. Synthesis and Physical Characterization of 4-(anthracen-10-yl-1-(4-mthoxyphenyl-3-phenoxyazetidin-2-one as a New Cis 2-azetidinone

    Directory of Open Access Journals (Sweden)

    Abraham F. Jalbout

    2007-05-01

    Full Text Available The synthesis of 4-(anthracen-10-yl-1-(4-methoxyphenyl-3-phenoxy azetidin-2-one is presented here. The AM1 calculations for characterizing the physical properties of the molecule are also given.

  15. Fluorescence Quenching of Anthracene by N,N-Diethylaniline and Phenothiazine in Triton X-100/n-C10H21OH/H2O Microemulsion

    Institute of Scientific and Technical Information of China (English)

    GUO Xia; XU Hui; GUO Rong

    2003-01-01

    The photo-induced electron transfer reactions of anthracene with N,N-diethylaniline(DEA) and phenothiazine(PTZ) occur in the membrane phase of a Triton X-100/n-C10H21OH(1-decanol)/H2O microemulsion. DEA and PTZ exist in the membrane phase of the microemulsion. Anthracene exists in the oil continuous phase of the W/O microemulsion and in the oil core and membrane phase of the O/W microemulsion.

  16. Design of Poly(L-lactide)-Poly(ethylene glycol) Copolymer with Light-Induced Shape-Memory Effect Triggered by Pendant Anthracene Groups.

    Science.gov (United States)

    Xie, Hui; He, Man-jie; Deng, Xiao-Ying; Du, Lan; Fan, Cheng-Jie; Yang, Ke-Ke; Wang, Yu-Zhong

    2016-04-13

    A novel light-induced shape-memory material based on poly(l-lactide)-poly(ethylene glycol) copolymer is developed successfully by dangling the photoresponsive anthracene group on the PEG soft segment selectively. For synthesis strategy, the preprepared photoresponsive monomer N,N-bis(2-hydroxyethyl)-9-anthracene-methanamine (BHEAA) is first embedded into PEG chains; then, we couple this anthracene-functionalized PEG precursor with PLA precursor to result in PLA-PEG-A copolymer. The composition of target product can be well-defined by simply adjusting the feed ratio. The chemical structures of intermediate and final products are confirmed by (1)H NMR. Differential scanning calorimetry analysis of material reveals that the PEG soft segment became noncrystallizable when 4% or more BHEAA is introduced, and this feature is beneficial to the mobility of anthracene groups in polymer matrix. The static tensile tests show that the samples exhibit rubberlike mechanical properties except for the PLA-dominant one. The reversibility of [4 + 4] cycloaddition reaction between pendant anthracene groups in PLA-PEG-A film is demonstrated by UV-vis. Eventually, the light-induced shape-memory effect (LSME) is successfully realized in PLA-PEG-A. The results of cyclic photomechanical tests also reveal that the content of PLA hard segment as well as photosensitive anthracene moieties plays a crucial role in LSME.

  17. Anthraphane: An Anthracene-Based, Propeller-Shaped D(3h)-Symmetric Hydrocarbon Cyclophane and Its Layered Single Crystal Structures.

    Science.gov (United States)

    Servalli, Marco; Trapp, Nils; Wörle, Michael; Klärner, Frank-Gerrit

    2016-03-18

    The novel hydrocarbon propeller-shaped D3h-symmetric cyclophane (3), "anthraphane", was prepared through a revisited and optimized gram-scale synthesis of the key building block anthracene-1,8-ditriflate 7. Anthraphane has a high tendency to crystallize and single crystals in size ranges of 100-200 μm are easily obtained from different solvents. The crystallization behavior of 3 was extensively studied to unravel packing motifs and determine whether the packing can be steered into a desired direction, so to allow topochemical photopolymerization. SC-XRD shows that anthraphane packs in layers irrespective of the solvent used for crystallization. However, within the layers, intermolecular arrangements and π-π interactions of the anthracene units vary strongly. Four interaction motifs for the anthracene moieties are observed and discussed in detail: two types of exclusively edge-to-face (etf), a mixture of edge-to-face and face-to-face (ftf), and no anthracene-anthracene interaction at all. To elucidate why an exclusive ftf stacking was not observed, electrostatic potential surface (EPS) calculations with the semiempirical PM3 method were performed. They show qualitatively that the anthracene faces bear a strong negative surface potential, which may be the cause for this cyclophane to avoid ftf interactions. This combined crystallographic and computational study provides valuable insights on how to create all-ftf packings.

  18. Structure-property relationships: asymmetric alkylphenyl-substituted anthracene molecules for use in small-molecule solar cells.

    Science.gov (United States)

    Kim, Yu Jin; Ahn, Eun Soo; Jang, Sang Hun; An, Tae Kyu; Kwon, Soon-Ki; Chung, Dae Sung; Kim, Yun-Hi; Park, Chan Eon

    2015-05-11

    Two asymmetric anthracene-based organic molecules, NDHPEA and TNDHPEA, were prepared without or with a thiophene spacer between the anthracene and naphthalene units. These asymmetric oligomers displayed different degrees of coplanarity, as evidenced by differences in the dihedral angles calculated by using DFT. Differential scanning calorimetry and XRD studies were used to probe the crystallization characteristics and molecular packing structures in the active layers. The coplanarity of the molecules in the asymmetric structure significantly affected the crystallization behavior and the formation of crystalline domains in the solid state. The small-molecule crystalline properties were correlated with the device physics by determining the J-V characteristics and hole mobilities of the devices.

  19. 9,10-Bis{2-[1-(2-pyridylmethylimidazolium-3-yl]ethoxy}anthracene bis(hexafluoridophosphate

    Directory of Open Access Journals (Sweden)

    Li-Hui Guo

    2008-01-01

    Full Text Available The cation of the title compound, C36H34N6O22+·2PF6−, lies across a crystallographic inversion centre. The imidazole and pyridine rings form dihedral angles of 82.28 (5° and 11.87 (7°, respectively, with the anthracene ring system. The crystal packing is stabilized by π–π interactions between the pyridine ring and the central ring of anthracene, with a ring centroid–centroid distance of 3.684 (3 Å. The PF6− anion is disordered over three different positions with occupancies of 0.284 (6, 0.354 (8 and 0.362 (9.

  20. Anthracene and TCNQ doping of substituted nickel phthalocyanine: Effects on the electrical and optical properties of spin coated thin films

    Directory of Open Access Journals (Sweden)

    Hassan Aseel K.

    2013-08-01

    Full Text Available In this work, we study the controlled doping of thin films of substituted nickel phthalocyanine, NiPcR8, where R=-SC6H13, with anthracene and TCNQ and investigate the effects of the extent of this doping on the optical and electrical properties of NiPcR8 films. Optical constants, namely index of refraction (n and extinction coefficient (k have increased for both types of doping, as determined from spectroscopic ellipsometry measurements. Conductivity is shown to increase by about four orders of magnitudes compared to pure NiPcR8 films as a result of anthracene doping while TCNQ has resulted in almost six orders of magnitudes increase in the film’s conductivity.

  1. Anthracene-tethered ruthenium(II) arene complexes as tools to visualize the cellular localization of putative organometallic anticancer compounds.

    Science.gov (United States)

    Nazarov, Alexey A; Risse, Julie; Ang, Wee Han; Schmitt, Frederic; Zava, Olivier; Ruggi, Albert; Groessl, Michael; Scopelitti, Rosario; Juillerat-Jeanneret, Lucienne; Hartinger, Christian G; Dyson, Paul J

    2012-03-19

    Anthracene derivatives of ruthenium(II) arene compounds with 1,3,5-triaza-7-phosphatricyclo[3.3.1.1]decane (pta) or a sugar phosphite ligand, viz., 3,5,6-bicyclophosphite-1,2-O-isopropylidene-α-d-glucofuranoside, were prepared in order to evaluate their anticancer properties compared to the parent compounds and to use them as models for intracellular visualization by fluorescence microscopy. Similar IC(50) values were obtained in cell proliferation assays, and similar levels of uptake and accumulation were also established. The X-ray structure of [{Ru(η(6)-C(6)H(5)CH(2)NHCO-anthracene)Cl(2)(pta)] is also reported.

  2. Pathway-Dependent Post-assembly Modification of an Anthracene-Edged M(II)4L6 Tetrahedron.

    Science.gov (United States)

    Ronson, Tanya K; Pilgrim, Ben S; Nitschke, Jonathan R

    2016-08-24

    Fe(II)4L6 tetrahedral cage 1 undergoes post-assembly modification (PAM) via a Diels-Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage 2 possesses an enclosed cavity suitable for encapsulation of the fullerene C60, whereas original cage 1 forms a unique covalent adduct through a Diels-Alder cycloaddition of three of its anthracene ligands with C60. This adduct undergoes further PAM via reaction of the remaining three ligands with TCNE, enabling the isolation of two distinct products depending on the order of addition of C60 and TCNE. Modified cage 2 was also able to bind an anionic guest, [Co(C2B9H11)2](-), which was not encapsulated by the original cage, demonstrating the potential of PAM for tuning the binding properties of supramolecular hosts.

  3. A Star-shaped Oligo(phenylenevinylene) Liquid Crystal Host with an Anthracene Guest-A Double Nanosegregating Supermesogen.

    Science.gov (United States)

    Maier, Philipp; Grüne, Matthias; Lehmann, Matthias

    2017-01-23

    Hexasubstituted C3 -symmetric benzenes with three elongated shape-persistent oligo(phenylenevinylene) arms and three pyridyl hydrogen-bond acceptors have been synthesized. These mesogens assemble in a double-helical columnar liquid crystal (LC) structure, owing to the compensation of free spaces between conjugated arms by dimer formation. The void is filled also by up to three anthracene carboxylic acids as guests forming hydrogen bonded supermesogens assembling in columnar LC and soft-crystal phases. Thin film fluorescence and solid-state NMR spectroscopy imply a transition from a disordered columnar LC to an unexpected double nanosegregated morphology of a filled soft columnar crystal phase. An additional intracolumnar separation of anthracene and oligo(phenylenevinylene) chromophores occurs, separate to the general segregation of aliphatic and aromatic building blocks in LC structures. The new type of supermesogens will enable the rational design of host-guest double cables with a wide range of different conjugated building blocks.

  4. Effect of Indole-3-Acetic Acid-Producing Bacteria on Phytoremediation of Soil Contaminated with Phenanthrene and Anthracene by Mungbean

    Directory of Open Access Journals (Sweden)

    Waraporn Chouychai

    2016-07-01

    Full Text Available The use of indole-3-acetic acid (IAA-producing bacteria isolated from non-contaminated weed rhizosphere to enhance plant growth and PAH phytoremediation capacity was investigated. IAA-producing bacterial isolates, designated NSRU1, NSRU2, and NSRU3, were isolated from the rhizosphere of Eleusine indica (Poaceae and Chromolaena odorata (Asteraceae. The isolates were able to produce IAA in nutrient broth. However, when grown in the presence of 100 mg/l of either phenanthrene or anthracene, the amount of IAA produced by each isolate was reduced significantly. Mungbean seedlings were planted in 100 mg/kg phenanthrene- or anthracene-contaminated soil without or with inoculation of ≈106 CFU/g dry soil with one of the bacterial isolates. Inoculation with either NSRU1 or NSRU2 was effective at enhancing shoot length of mungbean in phenanthrene-contaminated soil on day 16. Also, inoculation with isolate NSRU1 led to increased root dry weight of mungbean in phenanthrene-contaminated soil on day 30. Phenanthrene and anthracene degradation on day 16 and 30 in planted and inoculated soil ranged between 92 - 93.8% and 92.2 - 94.1%, respectively, which were not significantly different from planted and uninoculated soil (93.9 and 94.9%. These data showed that IAA-producing bacteria could enhance plant growth, but was unable to increase PAH biodegradation under the conditions tested.

  5. Changes of benthic bacteria and meiofauna assemblages during bio-treatments of anthracene-contaminated sediments from Bizerta lagoon (Tunisia).

    Science.gov (United States)

    Ben Said, Olfa; Louati, Hela; Soltani, Amel; Preud'homme, Hugues; Cravo-Laureau, Cristiana; Got, Patrice; Pringault, Olivier; Aissa, Patricia; Duran, Robert

    2015-10-01

    Sediments from Bizerta lagoon were used in an experimental microcosm setup involving three scenarios for the bioremediation of anthracene-polluted sediments, namely bioaugmentation, biostimulation, and a combination of both bioaugmentation and biostimulation. In order to investigate the effect of the biotreatments on the benthic biosphere, 16S rRNA gene-based T-RFLP bacterial community structure and the abundance and diversity of the meiofauna were determined throughout the experiment period. Addition of fresh anthracene drastically reduced the benthic bacterial and meiofaunal abundances. The treatment combining biostimulation and bioaugmentation was most efficient in eliminating anthracene, resulting in a less toxic sedimentary environment, which restored meiofaunal abundance and diversity. Furthermore, canonical correspondence analysis showed that the biostimulation treatment promoted a bacterial community favorable to the development of nematodes while the treatment combining biostimulation and bioaugmentation resulted in a bacterial community that advantaged the development of the other meiofauna taxa (copepods, oligochaetes, polychaetes, and other) restoring thus the meiofaunal structure. The results highlight the importance to take into account the bacteria/meiofauna interactions during the implementation of bioremediation treatment.

  6. Crystal structure of [(1,2,3,4,11,12-η)-anthracene]tris-(tri-methyl-stann-yl)cobalt(III).

    Science.gov (United States)

    Brennessel, William W; Ellis, John E

    2014-11-01

    The asymmetric unit of the title structure, [Co(η(6)-C14H10){Sn(CH3)3}3], contains two independent mol-ecules. Each anthracene ligand is η(6)-coordinating to a Co(III) cation and is nearly planar [fold angles of 5.4 (3) and 9.7 (3)°], as would be expected for its behaving almost entirely as a donor to a high-oxidation-state metal center. The slight fold in each anthracene ligand gives rise to slightly longer Co-C bond lengths to the ring junction carbon atoms than to the other four. Each Co(III) cation is further coordinated by three Sn(CH3)3 ligands, giving each mol-ecule a three-legged piano-stool geometry. In each of the two independent mol-ecules, the trio of SnMe3 ligands are modeled as disordered over two positions, rotated by approximately 30%, such that the C atoms nearly overlap. In one mol-ecule, the disorder ratio refined to 0.9365 (8):0.0635 (8), while that for the other refined to 0.9686 (8):0.0314 (8). The mol-ecules are well separated, and thus no significant inter-molecular inter-actions are observed. The compound is of inter-est as the first structure report of an η(6)-anthracene cobalt(III) complex.

  7. Vibrational properties of organic donor-acceptor molecular crystals: Anthracene-pyromellitic-dianhydride (PMDA) as a case study

    Energy Technology Data Exchange (ETDEWEB)

    Fonari, A.; Corbin, N. S.; Coropceanu, V., E-mail: jean-luc.bredas@kaust.edu.sa, E-mail: coropceanu@gatech.edu [School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology, Atlanta, Georgia 30332-0400 (United States); Vermeulen, D.; McNeil, L. E. [Department of Physics and Astronomy, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3255 (United States); Goetz, K. P.; Jurchescu, O. D. [Department of Physics, Wake Forest University, Winston-Salem, North Carolina 27109-7507 (United States); Bredas, J. L., E-mail: jean-luc.bredas@kaust.edu.sa, E-mail: coropceanu@gatech.edu [School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology, Atlanta, Georgia 30332-0400 (United States); Solar and Photovoltaics Engineering Research Center, Division of Physical Science and Engineering, King Abdullah University of Science and Technology, Thuwal 23955-6900 (Saudi Arabia)

    2015-12-14

    We establish a reliable quantum-mechanical approach to evaluate the vibrational properties of donor-acceptor molecular crystals. The anthracene-PMDA (PMDA = pyromellitic dianhydride) crystal, where anthracene acts as the electron donor and PMDA as the electron acceptor, is taken as a representative system for which experimental non-resonance Raman spectra are also reported. We first investigate the impact that the amount of nonlocal Hartree-Fock exchange (HFE) included in a hybrid density functional has on the geometry, normal vibrational modes, electronic coupling, and electron-vibrational (phonon) couplings. The comparison between experimental and theoretical Raman spectra indicates that the results based on the αPBE functional with 25%-35% HFE are in better agreement with the experimental results compared to those obtained with the pure PBE functional. Then, taking αPBE with 25% HFE, we assign the vibrational modes and examine their contributions to the relaxation energy related to the nonlocal electron-vibration interactions. The results show that the largest contribution (about 90%) is due to electron interactions with low-frequency vibrational modes. The relaxation energy in anthracene-PMDA is found to be about five times smaller than the electronic coupling.

  8. Vibrational properties of organic donor-acceptor molecular crystals: Anthracene-pyromellitic-dianhydride (PMDA) as a case study

    KAUST Repository

    Fonari, A.

    2015-12-10

    We establish a reliable quantum-mechanical approach to evaluate the vibrational properties of donor-acceptor molecular crystals. The anthracene-PMDA (PMDA = pyromellitic dianhydride) crystal, where anthracene acts as the electron donor and PMDA as the electron acceptor, is taken as a representative system for which experimental non-resonance Raman spectra are also reported. We first investigate the impact that the amount of nonlocal Hartree-Fock exchange (HFE) included in a hybrid density functional has on the geometry, normal vibrational modes, electronic coupling, and electron-vibrational (phonon) couplings. The comparison between experimental and theoreticalRaman spectra indicates that the results based on the αPBE functional with 25%-35% HFE are in better agreement with the experimental results compared to those obtained with the pure PBE functional. Then, taking αPBE with 25% HFE, we assign the vibrational modes and examine their contributions to the relaxation energy related to the nonlocal electron-vibration interactions. The results show that the largest contribution (about 90%) is due to electron interactions with low-frequency vibrational modes. The relaxation energy in anthracene-PMDA is found to be about five times smaller than the electronic coupling.

  9. Monte Carlo Study of the Fish-like Patterns of Anthracenes on Cu(111)

    Science.gov (United States)

    Kim, Kwangmoo; Einstein, T. L.; Sun, Dezheng; Kim, Dae-Ho; Bartels, Ludwig

    2011-03-01

    Using Monte Carlo calculations of the two-dimensional triangular lattice with a 2-component 3-state Potts model, we demonstrate a mechanism for the spontaneous formation of fish-like patterns of anthracene (AC) molecules on Cu(111) by sputtering and annealing, then cooling to ~ 80 K. The two components are an AC on a hollow site and another on a bridge site of Cu(111). The liquid crystal model with two separate parts, positional and orientational, only explains a part of the fish-like pattern, not the whole regular pattern. Our model fixes the positional order of AC's into the triangular lattice and the orientational order into three angles as observed in the experiments. The variation of the coverages of AC's is reflected in the change of the ratio of two components in our model. We also try to understand the compression of AC's with the introduction of Gaussian dispersion of AC's about their triangular lattice sites. Supported primarily by NSF Grants CHE 07-50334 with a secondary support from NSF-MRSEC at the University of Maryland, DMR05-20471. Work at UCR supported primarily by NSF CHE 07-49949.

  10. Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals

    Science.gov (United States)

    Rudebusch, Gabriel E.; Zafra, José L.; Jorner, Kjell; Fukuda, Kotaro; Marshall, Jonathan L.; Arrechea-Marcos, Iratxe; Espejo, Guzmán L.; Ponce Ortiz, Rocío; Gómez-García, Carlos J.; Zakharov, Lev N.; Nakano, Masayoshi; Ottosson, Henrik; Casado, Juan; Haley, Michael M.

    2016-08-01

    The consequence of unpaired electrons in organic molecules has fascinated and confounded chemists for over a century. The study of open-shell molecules has been rekindled in recent years as new synthetic methods, improved spectroscopic techniques and powerful computational tools have been brought to bear on this field. Nonetheless, it is the intrinsic instability of the biradical species that limits the practicality of this research. Here we report the synthesis and characterization of a molecule based on the diindeno[b,i]anthracene framework that exhibits pronounced open-shell character yet possesses remarkable stability. The synthetic route is rapid, efficient and possible on the gram scale. The molecular structure was confirmed through single-crystal X-ray diffraction. From variable-temperature Raman spectroscopy and magnetic susceptibility measurements a thermally accessible triplet excited state was found. Organic field-effect transistor device data show an ambipolar performance with balanced electron and hole mobilities. Our results demonstrate the rational design and synthesis of an air- and temperature-stable biradical compound.

  11. The anharmonic quartic force field infrared spectra of three polycyclic aromatic hydrocarbons: Naphthalene, anthracene, and tetracene

    Energy Technology Data Exchange (ETDEWEB)

    Mackie, Cameron J., E-mail: mackie@strw.leidenuniv.nl; Candian, Alessandra; Tielens, Alexander G. G. M. [Leiden Observatory, Leiden University, P.O. Box 9513, 2300 RA Leiden (Netherlands); Huang, Xinchuan [SETI Institute, 189 Bernardo Avenue, Suite 100, Mountain View, California 94043 (United States); Maltseva, Elena; Buma, Wybren Jan [University of Amsterdam, Science Park 904, 1098 XH Amsterdam (Netherlands); Petrignani, Annemieke [Leiden Observatory, Leiden University, P.O. Box 9513, 2300 RA Leiden (Netherlands); Radboud University, FELIX Laboratory, Toernooiveld 7, 6525 ED Nijmegen (Netherlands); Oomens, Jos [Radboud University, FELIX Laboratory, Toernooiveld 7, 6525 ED Nijmegen (Netherlands); Lee, Timothy J. [NASA Ames Research Center, Moffett Field, California 94035-1000 (United States)

    2015-12-14

    Current efforts to characterize and study interstellar polycyclic aromatic hydrocarbons (PAHs) rely heavily on theoretically predicted infrared (IR) spectra. Generally, such studies use the scaled harmonic frequencies for band positions and double harmonic approximation for intensities of species, and then compare these calculated spectra with experimental spectra obtained under matrix isolation conditions. High-resolution gas-phase experimental spectroscopic studies have recently revealed that the double harmonic approximation is not sufficient for reliable spectra prediction. In this paper, we present the anharmonic theoretical spectra of three PAHs: naphthalene, anthracene, and tetracene, computed with a locally modified version of the SPECTRO program using Cartesian derivatives transformed from Gaussian 09 normal coordinate force constants. Proper treatments of Fermi resonances lead to an impressive improvement on the agreement between the observed and theoretical spectra, especially in the C–H stretching region. All major IR absorption features in the full-scale matrix-isolated spectra, the high-temperature gas-phase spectra, and the most recent high-resolution gas-phase spectra obtained under supersonically cooled molecular beam conditions in the CH-stretching region are assigned.

  12. Anthracene and pyrene photolysis kinetics in aqueous, organic, and mixed aqueous-organic phases

    Science.gov (United States)

    Grossman, Jarod N.; Stern, Adam P.; Kirich, Makena L.; Kahan, Tara F.

    2016-03-01

    Condensed phases in the atmosphere, such as cloud droplets and aerosols, often contain both water and organic matter (OM). Reactivity can differ significantly between aqueous and organic phases. We have measured photolysis kinetics of the polycyclic aromatic hydrocarbons (PAHs) anthracene and pyrene in several organic solvents and in water, as well as in miscible and phase-separated aqueous-organic mixtures at atmospherically-relevant wavelengths. Photolysis rate constants generally increased with increasing solvent polarity; photolysis of both PAHs was more than ten times faster in water than in octanol. Local polarity had a much greater effect on PAH photolysis kinetics than changes in PAH absorptivity or singlet oxygen concentrations. Photolysis kinetics in homogeneous aqueous-organic mixtures varied monotonically with2 OM volume fraction. Kinetics in immiscible (phase-separated) solutions were more complex, with different dependences on OM content observed in stagnant and turbulent solutions. Our results suggest that OM could greatly affect the photochemical lifetimes of PAHs in atmospheric condensed phases such as aerosols, even if the OM does not itself absorb photons.

  13. Optical Properties of Oligo(fluorene-vinylene) Functionalized Anthracene Linear Oligomers: Effect of π-extension

    Institute of Scientific and Technical Information of China (English)

    Tian-hao Huang; Li-li Qu; Zhi-hui Kang; Ying-hui Wang; Ran Lu; Er-long Miao; Fei Wang

    2013-01-01

    The photo-physical properties of oligo(fluorene-vinylene) functionalized anthracene linear oligomers (An-OFVn (n=1-4)) have been systemically investigated through experimental and theoretical methods.The steady-state spectral measurement shows that the increasing of fluorene-vinylene (FV) group could lead to the red shift of absorption spectra and restrain the excimer formation between oligomers.Quantum chemical calculations exhibit that the energy levels of HOMO,LUMO,and the band gap gradually converge to a constant in accompany with the increasing of FV unit.Meanwhile,the electronic cloud which distributes on the branch arms,also gradually enhances and makes the absorption spectral shape of oligomers become similar to that of branch arms step by step.The time-resolved fluorescence tests exhibits that the lifetime of excimer emission would be ahmost invariable after the number of FV group in oligomer is >2.In nonlinear optical test,the two-photon photoluminescence efficiency and two-photon absorption cross-section will both gradually enhance and be close to an extrenum after the number of FV unit is equal to 4.These results will provide a guideline for the design of novel photo-electronic materials.

  14. Helium induced fine structure in the electronic spectra of anthracene derivatives doped into superfluid helium nanodroplets

    Energy Technology Data Exchange (ETDEWEB)

    Pentlehner, D.; Slenczka, A., E-mail: alkwin.slenczka@chemie.uni-regensburg.de [Institut für Physikalische und Theoretische Chemie, Universität Regensburg, 93040 Regensburg (Germany)

    2015-01-07

    Electronic spectra of organic molecules doped into superfluid helium nanodroplets show characteristic features induced by the helium environment. Besides a solvent induced shift of the electronic transition frequency, in many cases, a spectral fine structure can be resolved for electronic and vibronic transitions which goes beyond the expected feature of a zero phonon line accompanied by a phonon wing as known from matrix isolation spectroscopy. The spectral shape of the zero phonon line and the helium induced phonon wing depends strongly on the dopant species. Phonon wings, for example, are reported ranging from single or multiple sharp transitions to broad (Δν > 100 cm{sup −1}) diffuse signals. Despite the large number of example spectra in the literature, a quantitative understanding of the helium induced fine structure of the zero phonon line and the phonon wing is missing. Our approach is a systematic investigation of related molecular compounds, which may help to shed light on this key feature of microsolvation in superfluid helium droplets. This paper is part of a comparative study of the helium induced fine structure observed in electronic spectra of anthracene derivatives with particular emphasis on a spectrally sharp multiplet splitting at the electronic origin. In addition to previously discussed species, 9-cyanoanthracene and 9-chloroanthracene will be presented in this study for the first time.

  15. Investigating the Anisotropic Scintillation Response in Anthracene through Neutron, Gamma-Ray, and Muon Measurements

    Science.gov (United States)

    Schuster, Patricia; Brubaker, Erik

    2016-06-01

    This paper reports a series of measurements that characterize the directional dependence of the scintillation response of crystalline anthracene to incident DT neutrons, DD neutrons, Cs-137 gamma rays, and, for the first time, cosmic ray muons. The neutron measurements give the amplitude and pulse shape dependence on the proton recoil direction over one hemisphere of the crystal, confirming and extending previous results in the literature. In similar measurements using incident gamma rays, no directional effect is evident, and any anisotropy with respect to the electron recoil direction is constrained to have a magnitude of less than a tenth of that present in the proton recoil events. Cosmic muons are measured at two directions, and no anisotropy is observed. This set of observations indicates that high dE/dx is necessary for an anisotropy to be present for a given type of scintillation event, which in turn could be used to discriminate among different hypotheses for the underlying causes of the anisotropy, which are not well understood.

  16. Crystal induced phosphorescence from Benz(a)anthracene microcrystals at room temperature

    Science.gov (United States)

    Maity, Samir; Mazumdar, Prativa; Shyamal, Milan; Sahoo, Gobinda Prasad; Misra, Ajay

    2016-03-01

    Pure organic compounds that are also phosphorescent at room temperature are very rare in literature. Here, we report efficient phosphorescence emission from aggregated hydrosol of Benz(a)anthracene (BaA) at room temperature. Aggregated hydrosol of BaA has been synthesized by re-precipitation method and SDS is used as morphology directing agent. Morphology of the particles is characterized using optical and scanning electronic microcopy (SEM). Photophysical properties of the aggregated hydrosol are carried out using UV-vis, steady state and time resolved fluorescence study. The large stoke shifted structured emission from aggregated hydrosol of BaA has been explained due to phosphorescence emission of BaA at room temperature. In the crystalline state, the restricted intermolecular motions (RIM) such as rotations and vibrations are activated by crystal lattice. This rigidification effect makes the chromophore phosphorescent at room temperature. The possible stacking arrangement of the neighboring BaA within the aggregates has been substantiated by computing second order Fukui parameter as local reactivity descriptors. Computational study also reveals that the neighboring BaA molecules are present in parallel slipped conformation in its aggregated crystalline form.

  17. Assessment of phytotoxicity of anthracene in soybean (Glycine max) with a quick method of chlorophyll fluorescence.

    Science.gov (United States)

    Tomar, R S; Sharma, A; Jajoo, A

    2015-07-01

    A decrease in photosynthetic efficiency may indicate the toxic effects of environmental pollutants on higher plants. Measurement of chlorophyll (Chl) a fluorescence to assess the performance of photosystem II (PSII) was used as an bioindicator of toxicity of the polycyclic aromatic hydrocarbon (PAH) anthracene (ANT) in soybean plants. The results revealed that ANT treatment caused a reduction in quantum yield of PSII, damage to the oxygen evolving complex, as well as a significant reduction in performance index of PSII. However, change in performance index was more prominent, and it seems that the performance index is a more sensitive parameter to environmental contaminants. Moreover, a change in heterogeneity of PSII was also observed. The number of active reaction centres decreased with increasing concentration of ANT, as secondary plastoquinone reducing centres were converted into non-reducing centres, and PSIIα centres were converted into PSIIβ and PSIIγ centres. The influence of ANT on PSII heterogeneity could be an important reason for reductions in the PSII performance.

  18. Direct observation of the photodegradation of anthracene and pyrene adsorbed onto mangrove leaves.

    Directory of Open Access Journals (Sweden)

    Ping Wang

    Full Text Available An established synchronous fluorimetry method was used for in situ investigation of the photodegradation of pyrene (PYR and anthracene (ANT adsorbed onto fresh leaves of the seedlings of two mangrove species, Aegiceras corniculatum (L. Blanco (Ac and Kandelia obovata (Ko in multicomponent mixtures (mixture of the ANT and PYR. Experimental results indicated that photodegradation was the main transformation pathway for both ANT and PYR in multicomponent mixtures. The amount of the PAHs volatilizing from the leaf surfaces and entering the inner leaf tissues was negligible. Over a certain period of irradiation time, the photodegradation of both PYR and ANT adsorbed onto the leaves of Ac and Ko followed first-order kinetics, with faster rates being observed on Ac leaves. In addition, the photodegradation rate of PYR on the leaves of the mangrove species in multicomponent mixtures was much slower than that of adsorbed ANT. Compared with the PAHs adsorbed as single component, the photodegradation rate of ANT adsorbed in multicomponent mixtures was slower, while that of PYR was faster. Moreover, the photodegradation of PYR and ANT dissolved in water in multicomponent mixtures was investigated for comparison. The photodegradation rate on leaves was much slower than in water. Therefore, the physical-chemical properties of the substrate may strongly influence the photodegradation rate of adsorbed PAHs.

  19. Bioavailability and dissipation of anthracene from soil with different alkalinity and salinity.

    Science.gov (United States)

    Castro-Silva, Carolina; Ruiz-Valdiviezo, Víctor Manuel; Rivas-Rivera, Sandra Gabriela; Sosa-Trinidad, Alma Rosa; Luna-Guido, Marco; Delgado-Balbuena, Laura; Marsch, Rodolfo; Dendooven, Luc

    2015-01-01

    Bioavailability of contaminants, such as anthracene (Anthra), a polycyclic aromatic hydrocarbon (PAHs), and their removal from soil has been related to their extractability with non-exhaustive techniques, such as hydroxypropyl-beta-cyclodextrin (HPCD) or n-butanol. Anthra was extracted with HPCD, n-butanol and by exhaustive ultrasonic extraction method from sterilized and unsterilized alkaline soil of the former lake Texcoco, having pH ranging from pH 8.2 to 10.1 and electrolytic conductivity varying from 1.2 dS m(-1) to 95.2 dS m(-1), respectively. About 24.4 and 37.6% of Anthra was removed biologically from soil as estimated by exhaustive technique after 56 days. The percentage of Anthra that was removed from soil by exhaustive technique was not related to the amount thatwas extractable with HPCD or n-butanol. It was found that the Anthra extractable with n-butanol or HPCD did not correlate well with the removal of the contaminant from soil. In this study, the removal of Anthra from soil could not be predicted by the amount of Anthra that was extracted with n-butanol or HPCD .

  20. Taurine Attenuates Dimethylbenz[a]anthracene-induced Breast Tumorigenesis in Rats: A Plasma Metabolomic Study.

    Science.gov (United States)

    He, Y U; Li, Qingdi Quentin; Guo, Song Chao

    2016-02-01

    Breast cancer is the most common malignancy and the leading cause of cancer-related mortality in women worldwide. Taurine, the most abundant free amino acid, plays a role in several biological processes in humans and has been shown to have activity against breast cancer and other tumors. To investigate the role and mechanism of taurine action in breast cancer, we used dimethylbenz[a]anthracene (DMBA)-induced breast carcinogenesis in rats as a model of breast cancer. The administration of taurine significantly reduced the DMBA-induced breast cancer rate from 80% to 40% in rats (prats. Bioinformatic analysis further revealed that these metabolites are involved in multiple metabolic pathways, including energy, glucose, amino acid, and nucleic acid metabolism, suggesting that the antitumor activity of taurine in rats is mediated through altered metabolism of breast cancer cells. We propose that these differential metabolites may be potential biomarkers for monitoring cancer therapy and prognosis in the clinic. This study provides a scientific basis for further investigations of the antitumor mechanism of taurine and the development of novel therapeutic strategies to treat breast cancer.

  1. Deep processing status and research progress of anthracene oil fractions%蒽油馏分深加工工艺现状及研究进展

    Institute of Scientific and Technical Information of China (English)

    乔晓丽

    2012-01-01

    Two kinds of anthracene oil processing are introduced in this paper. It mainly describes the status and research progress of the refined separation of anthracene oil to extract fine anthracene, phenanthrene and carbazole. The research progress, technological principle and technological process of anthracene oil hydrogenation to produce light fuel oil are described. Finally, constructive suggestions are put forward for Shanxi Coking Group Co. , Ltd. to construct anthracene oil deep processing project in the future.%介绍了蒽油馏分深加工的2种工艺、蒽油精制分离提取精蒽、菲、咔唑工艺的现状及研究进展,阐述了蒽油馏分加氢生产轻质燃料油工艺研究进展、工艺原理、工艺流程等。对山西焦化集团有限公司未来建设蒽油深加工项目提出了建议。

  2. TD-DFT study on the excited-state proton transfer in the fluoride sensing of a turn-off type fluorescent chemosensor based on anthracene derivatives.

    Science.gov (United States)

    Song, Ping; Ding, Jun-Xia; Chu, Tian-Shu

    2012-11-01

    The sensing mechanism for fluoride chemosensor based on anthracene structure has been investigated by DFT and TDDFT methods. The results show that the similar geometries in S(0) and S(1) states in the absence of the fluoride anion induce the local excited (LE) state over the anthracene moiety, which is responsible for the strong fluorescence. The fluorescence quenching phenomenon for F-coordinated complex can be explained by the photoinduced electron transfer (PET) process from benzylic amide to anthracene moiety. Moreover, the strong electronegativity for fluoride anion in the F-complex constructs the intermolecular hydrogen bond of N-H…F in the ground state. In contrast, the upper proton in the urea group close to phenyl group prefers to bind fluoride anion in S(1) state of the F-complex, and it presents excited-state proton transfer (ESPT) to form another hydrogen bond like N…H-F, which has been confirmed by natural bond orbital (NBO) analysis and the potential energy curve of S(1) state for the function of N-H bond. In this novel and efficient fluoride fluorescent chemosensor based on anthracene, the anthracene moiety is regarded as not only the fluorescent source, but the template for introducing the binding sites for fluoride anion.

  3. Catalase-like activity of bovine met-hemoglobin: interaction with the pseudo-catalytic peroxidation of anthracene traces in aqueous medium.

    Science.gov (United States)

    Paco, Laveille; Galarneau, Anne; Drone, Jullien; Fajula, François; Bailly, Carole; Pulvin, Sylviane; Thomas, Daniel

    2009-10-01

    Hemoglobin is a member of the hemoprotein superfamily whose main role is to transport O(2) in vertebrate organisms. It has two known promiscuous enzymatic activities, peroxidase and oxygenase. Here we show for the first time that bovine hemoglobin also presents a catalase-like activity characterized by a V(max )of 344 microM/min, a K(M )of 24 mM and a k(cat) equal to 115/min. For high anthracene and hemoglobin concentrations and low hydrogen peroxide concentrations, this activity inhibits the expected oxidation of anthracene, which occurs through a peroxidase-like mechanism. Anthracene belongs to the polycyclic aromatic hydrocarbon (PAH) family whose members are carcinogenic and persistent pollutants found in industrial waste waters. Our results show that anthracene oxidation by hemoglobin and hydrogen peroxide follows a typical bi-bi ping-pong mechanism with a V(max) equal to 0.250 microM/min, K(M(H2O2) )of 80 microM, K(M(ANT)) of 1.1 microM and k(cat) of 0.17/min. The oxidation of anthracene is shown to be pseudo-catalytic because an excess of hemoglobin and hydrogen peroxide is required to make PAH completely disappear. Thus, bovine hemoglobin presents, in different degrees, all the catalytic activities of the hemoprotein group, which makes it a very interesting protein for biotechnological processes and one with which structure-activity relationships can be studied.

  4. Organic light-emitting diodes based on 9-(2-naphthyl)anthracene derivatives with a triphenylsilane unit as the deep-blue emitting layer

    Energy Technology Data Exchange (ETDEWEB)

    Song, Ji Young; Lee, Seul Bee [Department of Chemistry, Sungkyunkwan University, Suwon 440-746 (Korea, Republic of); Lee, Seok Jae [Department of Information Display, Hongik University, Seoul 121-791 (Korea, Republic of); Kim, Young Kwan, E-mail: kimyk@wow.hongik.ac.kr [Department of Information Display, Hongik University, Seoul 121-791 (Korea, Republic of); Yoon, Seung Soo, E-mail: ssyoon@skku.edu [Department of Chemistry, Sungkyunkwan University, Suwon 440-746 (Korea, Republic of)

    2015-02-27

    A series of 9-(2-naphthyl)anthracene derivatives with a triphenylsilane unit, which prevented molecular aggregation and self-quenching effect, was designed and synthesized. By using various bridges between the 9-(2-naphthyl)anthracene group and the triphenylsilane unit, five deep-blue emitters were obtained and applied as non-doped emitting materials in organic light-emitting diodes (OLEDs) with a device structure of indium–tin-oxide (ITO) (180 nm)/4,4-bis(N-(1-naphthyl)-N-phenylamino)biphenyl (NPB) (50 nm)/emitting materials (30 nm)/4,7-diphenyl-1,10-phenanthroline (Bphen) (30 nm)/lithium quinolate (Liq) (2 nm)/Aluminium (100 nm). All devices showed blue emissions and their electroluminescence efficiencies are sensitive to the structural changes of the emitting materials. In particular, a device using 9-(2-naphthalenyl)-10-[6-(triphenylsilyl)-2-naphthalenyl]-anthracene (4) exhibited high luminous, power and quantum efficiencies of 2.28 cd/A, 1.42 lm/W and 2.40% at 20 mA/cm{sup 2}, respectively, and this device showed the deep blue emission with the CIE coordinates of (0.16, 0.10) at 6.0 V. - Highlights: • We synthesized 9-(2-naphthyl)anthracene derivatives with a triphenylsilane unit. • We study the conjugation-length effect on the electroluminescence properties. • The bulky triphenylsilane-anthracene derivatives show resistance to self-aggregation.

  5. Synthesis, characterization and properties of yellow-light-emitting polyethers containing bis(styryl)anthracene units

    Energy Technology Data Exchange (ETDEWEB)

    Gioti, M., E-mail: mgiot@physics.auth.gr; Pitsalidis, C., E-mail: mgiot@physics.auth.gr; Tzounis, L.; Logothetidis, S., E-mail: logot@auth.gr [Laboratory for Thin Films-Nanosystems and Nanometrology (LTFN), Physics Department, Aristotle University of Thessaloniki, GR-54124 Thessaloniki (Greece); Andreopoulou, A. K.; Kallitsis, J. K. [Department of Chemistry, University of Patras, University Campus, Rio-Patras GR26504, Greece and Foundation for Research and Technology Hellas, Institute of Chemical Engineering Sciences (FORTH/ICE-HT), Platani Str., Patras GR26504 (Greece); Mparmpoutsis, E. [Department of Chemistry, University of Patras, University Campus, Rio-Patras GR26504 (Greece)

    2015-02-17

    Aromatic aliphatic polyethers containing bis(styryl)anthracene units in the main chain separated by flexible spacer of 11 (AND52) or 12 (AND53) methylene units, were synthesized and characterized aiming to be applied as emitting materials in polymer light emitting diode (PLED) devices. The polymers are soluble in common organic solvents and have average molecular weight of about 15kDa. Differentiations owing to an odd-even number of methylene units (χ=11 vs χ=12) are observed in their optical properties in solid state. Thin films as well as PLED devices were fabricated via conventional spin-coating process. Initially, various parameters have been investigated concerning the solubility of the polymers, the effect of film thickness on the electrical properties, and their thermal stability. The optical properties of the two polymers were investigated by NIR-Vis-far UV spectroscopic ellipsometry (SE). The accurate determination of the thickness and the optical constants (refractive index and dielectric function as a function of wavelength) were derived. These provide substantial insights into the final design of the optimum final multi-layer structure of the PLEDs, if we take into account that the external quantum efficiency (EQE) of electroluminescence (EL) strongly depends on the optical interference of the beams of emitted light that have been multiply reflected from the layer interfaces. The morphological characterization of the AND52 and AND53 polymeric thin films was carried out using atomic force microscopy (AFM), while current density-voltage (J-V) characteristics of the devices were studied by electrical measurements. The single PLED devices were switched on at relatively low operation voltages, showing the potential as backplanes for active matrix PLED applications. In this perspective, it can be assumed that further studies of the presented materials will enable the development of flexible PLEDs with the possibility to scale up their dimensions for bigger

  6. A search for interstellar anthracene towards the Perseus anomalous microwave emission region

    Science.gov (United States)

    Iglesias-Groth, S.; Manchado, A.; Rebolo, R.; González Hernández, J. I.; García-Hernández, D. A.; Lambert, D. L.

    2010-10-01

    We report the discovery of a new broad interstellar (or circumstellar) band at 7088.8 +/- 2.0 Å coincident to within the measurement uncertainties with the strongest band of the anthracene cation (C14H10+) as measured in gas-phase laboratory spectroscopy at low temperatures. The band is detected in the line of sight of star Cernis 52, a likely member of the very young star cluster IC 348, and is probably associated with cold absorbing material in an intervening molecular cloud of the Perseus star-forming region where various experiments have recently detected anomalous microwave emission. From the measured intensity and available oscillator strength we find a column density of implying that ~0.008 per cent of the carbon in the cloud could be in the form of C14H10+. A similar abundance has been recently claimed for the naphthalene cation in this cloud. This is the first location outside the Solar system where specific polycyclic aromatic hydrocarbons (PAHs) are identified. We report observations of interstellar lines of CH and CH+ that support a rather high column density for these species and for molecular hydrogen. The strength ratio of the two prominent diffuse interstellar bands at 5780 and 5797 Å suggests the presence of a `zeta'-type cloud in the line of sight (consistent with steep far-ultraviolet extinction and high molecular content). The presence of PAH cations and other related hydrogenated carbon molecules which are likely to occur in this type of clouds reinforces the suggestion that electric dipole radiation from fast-spinning PAHs is responsible of the anomalous microwave emission detected towards Perseus.

  7. Piezochromism and structural and electronic properties of benz[a]anthracene under pressure

    Energy Technology Data Exchange (ETDEWEB)

    Cai, Weizhao; Zhang, Rong; Yao, Yansun; Deemyad, Shanti

    2017-01-31

    We report a combined experimental and theoretical study of the high pressure behavior of a herringbone-type hydrocarbon benz[a]anthracene (BaA) using fluorescence spectroscopy, X-ray diffraction, optical absorption, photoconductivity measurements, and first-principles density functional theory (DFT) calculations. The ambient-pressure molecular solid phase of BaA was found to be stable up to ~15.0 GPa. Increasing the external pressure within this region would induce a reversible piezochromic colour change in the sample, from yellow-green to light brown. The reversibility of the colour change was confirmed by both optical observations and fluorescence measurements. Further compression beyond 15 GPa leads to polymerization of the sample and formation of an amorphous hydrogenated carbon. The low pressure crystalline phase is not recoverable when the sample is decompressed from pressure above 15 GPa. DFT investigation of the structures at zero temperature suggests that the formation of a crystalline polymeric phase can take place between 30 and 117 GPa, however the kinetic barriers hinder the process at low pressure regions. The phase transition is therefore suggested to proceed along a gradual transition path to an amorphous phase at a lower reaction threshold, activated by finite temperature effects. Optical absorption measurements reveal that the band gap of BaA decreases at high pressure, from 2.4 eV at 0.5 GPa to 1.0 eV at 50.6 GPa. The DFT calculations further suggest that the band gap of BaA in the molecular phase could reduce to ~0.1 eV at 117 GPa. Photoconductivity measurements show a continuous increase of photocurrent in the molecular phase region, which most likely originated from the increase of carrier mobility under pressure.

  8. Determination of anthracene on Ag-Au alloy nanoparticles/overoxidized-polypyrrole composite modified glassy carbon electrodes.

    Science.gov (United States)

    Mailu, Stephen N; Waryo, Tesfaye T; Ndangili, Peter M; Ngece, Fanelwa R; Baleg, Abd A; Baker, Priscilla G; Iwuoha, Emmanuel I

    2010-01-01

    A novel electrochemical sensor for the detection of anthracene was prepared by modifying a glassy carbon electrode (GCE) with over-oxidized polypyrrole (PPyox) and Ag-Au (1:3) bimetallic nanoparticles (Ag-AuNPs). The composite electrode (PPyox/Ag-AuNPs/GCE) was prepared by potentiodynamic polymerization of pyrrole on GCE followed by its overoxidation in 0.1 M NaOH. Ag-Au bimetallic nanoparticles were chemically prepared by the reduction of AgNO(3) and HAuCl(4) using C(6)H(5)O(7)Na(3) as the reducing agent as well as the capping agent and then immobilized on the surface of the PPyox/GCE. The nanoparticles were characterized by UV-visible spectroscopy technique which confirmed the homogeneous formation of the bimetallic alloy nanoparticles. Transmission electron microscopy showed that the synthesized bimetallic nanoparticles were in the range of 20-50 nm. The electrochemical behaviour of anthracene at the PPyox/Ag-AuNPs/GCE with Ag: Au atomic ratio 25:75 (1:3) exhibited a higher electrocatalytic effect compared to that observed when GCE was modified with each constituent of the composite (i.e., PPyox, Ag-AuNPs) and bare GCE. A linear relationship between anodic current and anthracene concentration was attained over the range of 3.0 × 10(-6) to 3.56 × 10(-4) M with a detection limit of 1.69 × 10(-7) M. The proposed method was simple, less time consuming and showed a high sensitivity.

  9. Determination of Anthracene on Ag-Au Alloy Nanoparticles/Overoxidized-Polypyrrole Composite Modified Glassy Carbon Electrodes

    Directory of Open Access Journals (Sweden)

    Emmanuel I. Iwuoha

    2010-10-01

    Full Text Available A novel electrochemical sensor for the detection of anthracene was prepared by modifying a glassy carbon electrode (GCE with over-oxidized polypyrrole (PPyox and Ag-Au (1:3 bimetallic nanoparticles (Ag-AuNPs. The composite electrode (PPyox/Ag-AuNPs/GCE was prepared by potentiodynamic polymerization of pyrrole on GCE followed by its overoxidation in 0.1 M NaOH. Ag-Au bimetallic nanoparticles were chemically prepared by the reduction of AgNO3 and HAuCl4 using C6H5O7Na3 as the reducing agent as well as the capping agent and then immobilized on the surface of the PPyox/GCE. The nanoparticles were characterized by UV-visible spectroscopy technique which confirmed the homogeneous formation of the bimetallic alloy nanoparticles. Transmission electron microscopy showed that the synthesized bimetallic nanoparticles were in the range of 20–50 nm. The electrochemical behaviour of anthracene at the PPyox/Ag-AuNPs/GCE with Ag: Au atomic ratio 25:75 (1:3 exhibited a higher electrocatalytic effect compared to that observed when GCE was modified with each constituent of the composite (i.e., PPyox, Ag-AuNPs and bare GCE. A linear relationship between anodic current and anthracene concentration was attained over the range of 3.0 × 10−6 to 3.56 × 10−4 M with a detection limit of 1.69 × 10−7 M. The proposed method was simple, less time consuming and showed a high sensitivity.

  10. Ecofriendly in-line process monitoring: a case study. Anthracene photodegradation in the presence of refuse-derived soluble bio-organics.

    Science.gov (United States)

    Bianco Prevot, A; Avetta, P; Fabbri, D; Montoneri, E; Morales-Rubio, A; de la Guardia, M

    2012-08-01

    Photodegradation of anthracene has been studied in aqueous solutions containing soluble bio-organic substances isolated from urban refuse. To perform a preliminary rapid feasibility study of this process while reducing the amount of analytical effort and reagents, an experimental set-up was developed comprising a Teflon coil surrounding a UV-lamp and coupled with an in-line spectrofluorimeter. In this fashion only few millilitres of solution are needed to study the degradation process. Furthermore, the in-line spectroscopic approach enables monitoring of the process without consumption of reagents. Additional studies by liquid chromatography and use of toxicity tests clearly indicated that the apparent inhibition effect of bio-organic compounds on anthracene degradation is not relevant. The results imply that urban refuse may be used as an auxiliary in the recovery of polycyclic aromatic hydrocarbons from contaminated soil by washing, without deleterious effects on the photodegradation of anthracene and other aromatic pollutants.

  11. Toxicity, feeding rate and growth rate response to sub-lethal concentrations of anthracene and benzo [a] pyrene in milkfish Chanos chanos (Forskkal).

    Science.gov (United States)

    Palanikumar, L; Kumaraguru, A K; Ramakritinan, C M; Anand, M

    2013-01-01

    The feeding rate, growth rate and gross conversion efficiency were studied in milkfish Chanos chanos for 28 days of exposure to sub-lethal concentrations of anthracene (1.00, 2.00, 3.00, 6.00 and 12.0 μg l(-1)) and benzo [a] pyrene (0.30, 0.70, 1.40, 2.80 and 5.60 μg l(-1)) under continuous flow through bioassays. Based on survival and growth data, No Observed Effect Concentration; Lowest Observed Effect Concentration were estimated after 28 days, the values for anthracene were 2.03 and 3.09 μg l(-1), and the values for benzo [a] pyrene were 0.82 and 1.46 μg l(-1), respectively. Anthracene and benzo [a] pyrene exposure caused reduction in feeding and growth rate.

  12. 5-(Anthracen-9-yl-3-(4-nitrophenyl-1-phenyl-4,5-dihydro-1H-pyrazole

    Directory of Open Access Journals (Sweden)

    Bao-Li Dong

    2010-11-01

    Full Text Available In the title compound, C29H21N3O2, the five-membered pyrazoline ring is nearly planar, the maximum deviation being 0.037 (3 Å. The anthracene ring system is approximately perpendicular to the central pyrazoline ring, making a dihedral angle of 86.55 (16°, whereas the two attached benzene rings are oriented at smaller dihedral angles of 12.9 (2 and 14.7 (2°with respect to the pyrazoline ring. An intramolecular C—H...N hydrogen bond is observed.

  13. Facile synthesis of single-crystalline microwires based on anthracene derivative and their efficient optical waveguides and linearly polarized emission

    Science.gov (United States)

    Peng, Hong-Dan; Wang, Juan-Ye; Liu, Zheng-Hui; Pan, Ge-Bo

    2016-05-01

    The well-defined single-crystalline microwires of a solid-emissive organic functional molecule, 2-(anthracen-9-yl)-4, 5-diphenyl-1H-imidozole (ADPI) were successfully prepared by a facile solution process without the use of surfactant or additional templates. In addition, the optical loss coefficient is as low as 0.1 dB μm-1 for the as-prepared ADPI microwires, which is lower than most previous reported organic optical waveguides. Meanwhile, these microwires also show optically uniaxial properties as demonstrated by the linearly polarized emission, providing potentially orientation-sensitive applications as optical waveguides with low optical loss.

  14. Mono- and Dinuclear Manganese Carbonyls Supported by 1,8-Disubstituted (L = Py, SMe, SH) Anthracene Ligand Scaffolds.

    Science.gov (United States)

    Manes, Taylor A; Rose, Michael J

    2016-06-06

    Presented herein is a synthetic scheme to generate symmetric and asymmetric ligands based on a 1,8-disubstituted anthracene scaffold. The metal-binding scaffolds were prepared by aryl chloride activation of 1,8-dichloroanthracene using Suzuki-type couplings facilitated by [Pd(dba)2] as a Pd source; the choice of cocatalyst (XPhos or SPhos) yielded symmetrically or asymmetrically substituted scaffolds (respectively): namely, Anth-SMe2 (3), Anth-N2 (4), and Anth-NSMe (6). The ligands exhibit a nonplanar geometry in the solid state (X-ray), owing to steric hindrance between the anthracene scaffold and the coupled aryl units. To determine the flexibility and binding characteristics of the anthracene-based ligands, the symmetric scaffolds were complexed with [Mn(CO)5Br] to afford the mononuclear species [(Anth-SMe2)Mn(CO)3Br] (8) and [(Anth-N2)Mn(CO)3Br] (9), in which the donor moieties chelate the Mn center in a cis fashion. The asymmetric ligand Anth-NSMe (6) binds preferentially through the py moieties, affording the bis-ligated complex [(Anth-NSMe)2Mn(CO)3Br] (10), wherein the thioether-S donors remain unbound. Alternatively, deprotection of the thioether in 6 affords the free thiol ligand Anth-NSH (7), which more readily binds the Mn center. Complexation of 7 ultimately affords the mixed-valence Mn(I)/Mn(II) dimer of formula [(Anth-NS)3Mn2(CO)3] (11), which exhibits a fac-{Mn(CO)3} unit supported by a triad of bridging thiolates, which are in turn ligated to a supporting Mn(II) center (EPR: |D| = 0.053 cm(-1), E/|D| = 0.3, Aiso = -150 MHz). All of the metal complexes have been characterized by single-crystal X-ray diffraction, IR spectroscopy and NMR/EPR measurements-all of which demonstrate that the meta-linked, anthracene-based ligand scaffold is a viable approach for the coordination of metal carbonyls.

  15. Linear acene derivatives - New routes to pentacene and naphthacene and the first synthesis of a triptycene with two anthracene moieties

    Science.gov (United States)

    Luo, Jihmei; Hart, Harold

    1987-01-01

    The cycloaddition of o-xylylene to arene 1,4-endoxides was used to construct linear arene derivatives. An analogous sequence but with naphthalene 1,4-endoxides gave naphthacenes. Dehydration of the di adducts from 4 and anthracene 1,4:5,8-diendoxides gave a mixture of 5,9,14,18- and 5,8,15,18-tetrahydroheptacenes 3 and 9. The previously unknown triptycene 2 was synthesized from 5,14-dihydropentacene, an intermediate in the new pentacene synthesis, in three steps and 29 percent overall yield.

  16. Crystal structure of (E-N1-[(anthracen-9-ylmethylidene]-N4-phenylbenzene-1,4-diamine

    Directory of Open Access Journals (Sweden)

    Md. Serajul Haque Faizi

    2017-02-01

    Full Text Available The title compound, C27H20N2, a Schiff base synthesized via a condensation reaction between anthracene-9-carbaldehyde and N-phenyl-p-phenylenediamine, crystallizes with three independent molecules in the asymmetric unit. The three molecules have slightly varying overall conformations, all having trans conformations with respect to the C=N bond. In the crystal, the packing features N—H...N hydrogen bonds, which connect molecules into chains extending along the c-axis direction, interlinked by C—H...π interactions (minimum H...Cg = 2.65 Å into sheets lying parallel to (001.

  17. Tomato and garlic by gavage modulate 7,12-dimethylbenz[a]anthracene-induced genotoxicity and oxidative stress in mice

    OpenAIRE

    Bhuvaneswari V.; Velmurugan B.; Abraham S.K.; Nagini S.

    2004-01-01

    Chemoprotection by dietary agents is a promising strategy for cancer prevention. The aim of the present study was to evaluate the combined effect of tomato and garlic against 7,12-dimethylbenz- [a]anthracene (DMBA)-induced genetic damage and oxidative stress in 12-14-week-old male Swiss albino mice. The animals were randomized into experimental and control groups and divided into eight groups of five animals each. Group 1 animals were injected intraperitoneally with 35 mg/kg body weight DMBA ...

  18. Toxicity of benz(a)anthracene and fluoranthene to marine phytoplankton in culture: Does cell size really matter?

    Energy Technology Data Exchange (ETDEWEB)

    Othman, Hiba Ben [UMR 5119 ECOSYM, CNRS-IRD-Universite Montpellier II-Ifremer-Universite Montpellier I, SMEL 2 rue des Chantiers, F-34200 Sete (France); Laboratoire de Cytologie Vegetale et Phytoplanctonologie, Faculte des Sciences de Bizerte, Universite de Carthage, Zarzouna 7021, Bizerte (Tunisia); Leboulanger, Christophe, E-mail: christophe.leboulanger@ird.fr [UMR 5119 ECOSYM, CNRS-IRD-Universite Montpellier II-Ifremer-Universite Montpellier I, SMEL 2 rue des Chantiers, F-34200 Sete (France); Le Floc' h, Emilie [UMS MEDIMEER, CNRS-Universite Montpellier II, SMEL 2 rue des Chantiers F-34200 Sete (France); Hadj Mabrouk, Hassine; Sakka Hlaili, Asma [Laboratoire de Cytologie Vegetale et Phytoplanctonologie, Faculte des Sciences de Bizerte, Universite de Carthage, Zarzouna 7021, Bizerte (Tunisia)

    2012-12-15

    Highlights: Black-Right-Pointing-Pointer Polycyclic aromatic hydrocarbons (PAHs) in the marine environment are a hazardous chemical legacy. Black-Right-Pointing-Pointer Benz(a)anthracene and fluoranthene are toxic to phytoplankton photosynthesis and growth in culture. Black-Right-Pointing-Pointer Acute (photosynthesis) and chronic (population growth) effects have different thresholds. Black-Right-Pointing-Pointer Toxicity depends on both the species selected as a model and the compound considered. Black-Right-Pointing-Pointer Further study of the size/sensitivity relationship is required to draw more general conclusions. - Abstract: The toxicity of benz(a)anthracene and fluoranthene (polycyclic aromatic hydrocarbons, PAHs) was evaluated on seven species of marine algae in culture belonging to pico-, nano-, and microphytoplankton, exposed to increasing concentrations of up to 2 mg L{sup -1}. The short-term (24 h) toxicity was assessed using chlorophyll a fluorescence transients, linked to photosynthetic parameters. The maximum quantum yield Fv/Fm was lower at the highest concentrations tested and the toxicity thresholds were species-dependent. For acute effects, fluoranthene was more toxic than benz(a)anthracene, with LOECs of 50.6 and 186 {mu}g L{sup -1}, respectively. After 72 h exposure, there was a dose-dependent decrease in cell density, fluoranthene being more toxic than benz(a)anthracene. The population endpoint at 72 h was affected to a greater extent than the photosynthetic endpoint at 24 h. EC50 was evaluated using the Hill model, and species sensitivity was negatively correlated to cell biovolume. The largest species tested, the dinoflagellate Alexandrium catenella, was almost insensitive to either PAH. The population endpoint EC50s for fluoranthene varied from 54 {mu}g L{sup -1} for the picophytoplankton Picochlorum sp. to 418 {mu}g L{sup -1} for the larger diatom Chaetoceros muelleri. The size/sensitivity relationship is proposed as a useful model when

  19. High-density functionalization and cross-linking of DNA: "click" and "bis-click" cycloadditions performed on alkynylated oligonucleotides with fluorogenic anthracene azides.

    Science.gov (United States)

    Pujari, Suresh S; Ingale, Sachin A; Seela, Frank

    2014-10-15

    High density functionalization of DNA with ethynyl and octadiynyl side chains followed by CuAAC "click labeling" with 9-azidomethylanthracene was performed. Alkynyl DNA was also cross-linked with fluorogenic 9,10-bis-azidomethylanthracene employing the "bis-click" reaction. By this means the fluorescence of the anthracene moiety was imparted to the virtually nonfluorescent DNA. Phosphoramidites of 8-aza-7-deaza-2'-deoxyadenosine with short and long linker arms in a steric nondemanding 7-position were utilized in solid phase oligodeoxynucleotide synthesis. High density alkynylated DNA-without anthracene residues-was found to be of comparable stability with both long and short linker arms. High density anthracene functionalized DNA became less stable with the short linker compared to that with the long linker connectivity. Interstrand cross-linked homodimers constructed from alkynylated oligonucleotides with fluorogenic 9,10-bis-azidomethylanthracene were hybridized with complementary strands to form double helices. They are more stable when the linker was located at a terminus than in a central position. Short linker anthracene adducts were destabilizing compared to long linker adducts. The fluorogenic anthracene residues not only have a significant effect on the duplex stability, but also impart fluorescence to the species. Fluorescence of cross-linked double helices with long linker connectivity was quenched when the cross-link was in a terminal position and was dequenched when the linker was connecting the two double helices at the center of the molecule. The fluorescence of the anthracene cross-linked double helices was strongly increased (dequenched) when the correct base pair was formed, while no change occurred upon mismatch formation.

  20. Chemical insight from density functional modeling of molecular adsorption: Tracking the bonding and diffusion of anthracene derivatives on Cu(111) with molecular orbitals

    Science.gov (United States)

    Wyrick, Jonathan; Einstein, T. L.; Bartels, Ludwig

    2015-03-01

    We present a method of analyzing the results of density functional modeling of molecular adsorption in terms of an analogue of molecular orbitals. This approach permits intuitive chemical insight into the adsorption process. Applied to a set of anthracene derivates (anthracene, 9,10-anthraquinone, 9,10-dithioanthracene, and 9,10-diselenonanthracene), we follow the electronic states of the molecules that are involved in the bonding process and correlate them to both the molecular adsorption geometry and the species' diffusive behavior. We additionally provide computational code to easily repeat this analysis on any system.

  1. Effects of humic acids and microorganisms on decabromodiphenyl ether, 4,4′-dibromodiphenyl ether and anthracene transportation in soil

    Institute of Scientific and Technical Information of China (English)

    2010-01-01

    In this study, effects of humic acids (HA) and microorganisms on the migration of hydrophobic organic contaminants (HOCs), decabromodiphenyl ether (BDE-209), 4,4′-dibromodiphenyl ether (BDE-15) and anthracene, in soils were examined. More soil particles were dispersed into the colloidal phase (0.22-1 μm) in the presence of HA and/or microorganisms as a result of increased erosion and friction. The study suggested that PBDEs (BDE-209 and BDE-15) and anthracene in soils would be transported to other places by soil colloids with surface and underground water flow given the high concentrations of HA and microorganisms in the natural environment.

  2. Mutagenicity and tumorigenicity of the four enantiopure bay-region 3,4-diol-1,2-epoxide isomers of dibenz[a,h]anthracene.

    Science.gov (United States)

    Chang, Richard L; Wood, Alexander W; Huang, Mou Tuan; Xie, Jian Guo; Cui, Xiao Xing; Reuhl, Kenneth R; Boyd, D R; Lin, Yong; Shih, Weichung Joe; Balani, Suresh K; Yagi, Haruhiko; Jerina, Donald M; Conney, Allan H

    2013-09-01

    Each enantiomer of the diastereomeric pair of bay-region dibenz[a,h]anthracene 3,4-diol-1,2-epoxides in which the benzylic 4-hydroxyl group and epoxide oxygen are either cis (isomer 1) or trans (isomer 2) were evaluated for mutagenic activity. In strains TA 98 and TA 100 of Salmonella typhimurium, the diol epoxide with (1S,2R,3S,4R) absolute configuration [(-)-diol epoxide-1] had the highest mutagenic activity. In Chinese hamster V-79 cells, the diol epoxide with (1R,2S,3S,4R) absolute configuration [(+)-diol epoxide-2] had the highest mutagenic activity. The (1R,2S,3R,4S) diol epoxide [(+)-diol epoxide-1] also had appreciable activity, whereas the other two bay-region diol epoxide enantiomers had very low activity. In tumor studies, the (1R,2S,3S,4R) enantiomer was the only diol epoxide isomer tested that had strong activity as a tumor initiator on mouse skin and in causing lung and liver tumors when injected into newborn mice. This stereoisomer was about one-third as active as the parent hydrocarbon, dibenz[a,h]anthracene as a tumor initiator on mouse skin; it was several-fold more active than dibenz[a,h]anthracene as a lung and liver carcinogen when injected into newborn mice. (-)-(3R,4R)-3β,4α-dihydroxy-3,4-dihydro-dibenz[a,h]anthracene [(-)-3,4-dihydrodiol] was slightly more active than dibenz[a,h]anthracene as a tumor initiator on mouse skin, whereas (+)-(3S,4S)-3α,4β-dihydroxy-3,4-dihydro-dibenz[a,h]anthracene [(+)-3,4-dihydrodiol] had only very weak activity. The present investigation and previous studies with the corresponding four possible enantiopure bay-region diol epoxide enantiomers/diastereomers of benzo[a]pyrene, benz[a]anthracene, chrysene, benzo[c]phenanthrene, dibenz[c,h]acridine, dibenz[a,h]acridine and dibenz[a,h]anthracene indicate that the bay-region diol epoxide enantiomer with [R,S,S,R] absolute stereochemistry has high tumorigenic activity on mouse skin and in newborn mice.

  3. Chemical insight from density functional modeling of molecular adsorption: Tracking the bonding and diffusion of anthracene derivatives on Cu(111) with molecular orbitals

    Energy Technology Data Exchange (ETDEWEB)

    Wyrick, Jonathan; Bartels, Ludwig, E-mail: ludwig.bartels@ucr.edu [Pierce Hall, University of California-Riverside, Riverside, California 92521 (United States); Einstein, T. L. [Department of Physics and Condensed Matter Theory Center, University of Maryland, College Park, Maryland 20742-4111 (United States)

    2015-03-14

    We present a method of analyzing the results of density functional modeling of molecular adsorption in terms of an analogue of molecular orbitals. This approach permits intuitive chemical insight into the adsorption process. Applied to a set of anthracene derivates (anthracene, 9,10-anthraquinone, 9,10-dithioanthracene, and 9,10-diselenonanthracene), we follow the electronic states of the molecules that are involved in the bonding process and correlate them to both the molecular adsorption geometry and the species’ diffusive behavior. We additionally provide computational code to easily repeat this analysis on any system.

  4. Synthesis and Luminescent Chemosensory Behavior of N,N'-bis(p-aminophenyl)-1,5-bis(p-(tetraethyleneglycoloxy)phenyl)anthracene-2,3,6,7-tetracarboxyl bisimide

    Science.gov (United States)

    Ilhan, Faysal; Tyson, Daniel S.; Meador, Michael A.

    2004-01-01

    We have utilized the photoenolization reaction of a dibenzoyl-p-xylene derivative to synthesize two new, highly substituted anthracene-based molecules. ABI-NO2 and ABI-NH2 maintained photostability with longer wavelength absorption and emission spectra as compared to unsubstituted anthracene. Conversion of the periphery nitro groups to amines created an internal photoinduced electron transfer scenario that quenched the luminescence of ABI-NH2. Reversible or irreversible reaction of the attached amines resulted in fluorescence recovery. Sensitivity, of ABI-NH2 and other potential derivatives, to toxic chemicals may prove useful for early detection systems.

  5. Nonlinear two-photon absorption properties induced by femtosecond laser with the films of two novel anthracene derivatives

    Institute of Scientific and Technical Information of China (English)

    Liang Li; Yiqun Wu; Yang Wang

    2012-01-01

    Two novel anthracene derivatives containing 4-vinylpyridine (FPEA) and 2-vinylpyridine (TPEA) poly(methyl methacrylate) films are prepared on quartz glass substrates.Their nonlinear absorption properties are investigated by using a 120-fs,800-am Ti:sapphire femtosecond pulsed laser operating at a 1-kHz repetition rate.The unique nonlinear absorption properties of these new compounds are observed by utilizing a Z-scan system.These two-photon absorption (TPA) properties are proven by the two-photon fluorescence excited at 800 nm.The FPEA and TPEA films have nonlinear TPA coefficients of 0.164 and 0.148 cm/GW and the TPA cross sections of 3.345 × 10-48 and 3.081 × 10-48 cm4.s/photon,respectively.The influence of the chemical structures on the nonlinear TPA properties of the compounds is also discussed.The highly nonlinear TPA activities of the films implied that the new anthracene derivatives are suitable materials with promising applications in super-high-density three-dimensional data storage and nano- or microstructure fabrication.

  6. Infrared Spectroscopy of Matrix-Isolated Polycyclic Aromatic Hydrocarbon Cations. 3. The Polyacenes Anthracene, Tetracene, and Pentacene

    Science.gov (United States)

    Hudgins, D. M.; Allamandola, L. J.

    1995-01-01

    Gaseous, ionized Polycyclic Aromatic Hydrocarbons (PAH's) are thought to be responsible for a very common family of interstellar infrared emission bands. Unfortunately, very little infrared spectroscopic data are available on ionized PAH's. Here we present the near- and mid-infrared spectra of the polyacene cations anthracene, tetracene, and pentacene. We also report the vibrational frequencies and relative intensities of the pentacene anion. The cation bands corresponding to the CC modes are typically about 10-20 times more intense than those of the CH out-of-plane bending vibrations. For the cations the CC stretching and CH in-plane bending modes give rise to bands which are an order of magnitude stronger than for the neutral species, and the CH out-of-plane bends produce bands which are 3-20 times weaker than in the neutral species. This behavior is similar to that found for most other PAH cations. The most intense PAH cation bands fall within the envelopes of the most intense interstellar features. The strongest absorptions in the polyacenes anthracene, tetracene, and pentacene tend to group around 1400 / cm (between about 1340 and 1500 / cm) and near 1180 /cm, regions of only moderate interstellar emission. These very strong polyacene bands tend to fall in gaps in the spectra of the other PAH cations studied to date suggesting that while PAHs with polyacene structures may contribute to specific regions of the interstellar emission spectra, they are not dominant members of the interstellar PAH family.

  7. Design and application of anthracene derivative with aggregation-induced emission charateristics for visualization and monitoring of erythropoietin unfolding.

    Science.gov (United States)

    Sun, Binjie; Yang, Xiaojun; Ma, Lin; Niu, Caixia; Wang, Fangfang; Na, Na; Wen, Jiying; Ouyang, Jin

    2013-02-12

    Erythropoietin (EPO) is an attractive protein-unfolding/folding model because of its high degree of unfolding and folding reversibility and intermediate size. Due to its function for regulating red blood cell production by stimulating late erythroid precursor cells, EPO presents obvious values to biological research. A nonemissive anthracene derivative, that is 9,10-bis[4-(3-sulfonatopropoxyl)-styryl]anthracene sodium salt (BSPSA), with aggregation-induced emission (AIE) charateristics shows a novel phenomenon of AIE when EPO is added. The AIE biosensor for EPO shows the limit of detection is 1 × 10(-9) M. Utilizing the AIE feature of BSPSA, the unfolding process of EPO using guanidine hydrochloride is monitored, which indicates three steps for the folding structures of EPO to transform to random coil. Computational modeling suggests that the BSPSA luminogens prefer docking in the hydrophobic cavity in the EPO folding structures, and the assembly of BSPSA in this cavity makes the AIE available, making the monitoring of unfolding of EPO possible.

  8. Theoretical studies on electronic structures and photophysical properties of anthracene derivatives as hole-transporting materials for OLEDs.

    Science.gov (United States)

    Chitpakdee, Chirawat; Namuangruk, Supawadee; Khongpracha, Pipat; Jungsuttiwong, Siriporn; Tarsang, Ruangchai; Sudyoadsuk, Taweesak; Promarak, Vinich

    2014-05-05

    The electronic structures and photophysical properties of anthracene derivatives as hole-transporting materials (HTM) in OLEDs have been studied by DFT and TD-DFT methods. Thiophene and triphenylamine (TPA) moieties are used as substituents in anthracene based HTMs providing FATn and FAPn compounds (n=1-2), respectively. The calculated electronic levels by B3LYP show proper energy matching of FAPn and hole-injecting layer (HIL), indicating that the hole-transports of the FAPn compounds are better than the FATn compounds. The photophysical properties calculated by TD-B3LYP elucidate that TPA in FAPn compounds acts as electron donating group and induces charge transfer character in the absorptions. Furthermore, the calculated ionization potential (IP), electron affinity (EA) and reorganization energies also revealed that the extended FAP2 compound has the highest charge-transporting ability among the studied compounds. The calculated results are consistent to our experimental observations showing that FAP2 exhibits bright fluorescence with highest quantum yield in electroluminescent devices. Understanding of these properties is useful for further design of new HTMs of desired properties, such as high efficiency and stability.

  9. Effects of anthracene on filtration rates, antioxidant defense system, and redox proteomics in the Mediterranean clam Ruditapes decussatus (Mollusca: Bivalvia).

    Science.gov (United States)

    Sellami, Badreddine; Khazri, Abdelhafidh; Louati, Héla; Dellali, Mohamed; Driss, Mouhamed Ridha; Aïssa, Patricia; Mahmoudi, Ezzeddine; Hamouda, Beyrem; Coelho, Ana Varela; Sheehan, David

    2015-07-01

    This study aimed at analyzing the impact of a toxic polyaromatic hydrocarbon (PAH), anthracene (ANT), on Ruditapes decussatus collected from a Tunisian coastal lagoon (Bizerte Lagoon). Filtration rates, several antioxidant enzymes--superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPx), glutathione reductase (GR), and glutathione transferase (GST)--as well as indices of protein oxidation status were determined in various tissues of this bivalve. Specimens were exposed to 100 μg/L of ANT for 2 days. ANT levels were evaluated using HPLC and were detected in the gill and digestive gland at different amounts. ANT exposure altered the behavior of bivalves by changing the siphon movement and decreasing filtration rate significantly. The enzymatic results indicated that ANT exposure affected the oxidative stress status of the gills of R. decussatus. In addition, modification of proteins was detected in the gills using redox proteomics after ANT treatment. Three protein spots were successfully identified by matrix-assisted laser desorption/ionization tandem time-of-flight mass spectrometry (MALDI-TOF-MS). These proteins can be roughly related to muscle contraction function. In contrast, no significant modification of enzymatic and protein responses was detected in the digestive gland after ANT treatment. These data demonstrate that combined behavioral and biochemical analyses are a powerful tool to provide valuable insights into possible mechanisms of toxicity of anthracene in R. decussatus. Additionally, the results highlight the potential of the gill as a valuable candidate for investigating PAH toxicity.

  10. Excellent deep-blue emitting materials based on anthracene derivatives for non-doped organic light-emitting diodes

    Science.gov (United States)

    Wang, Zhiqiang; Liu, Wei; Xu, Chen; Ji, Baoming; Zheng, Caijun; Zhang, Xiaohong

    2016-08-01

    Two deep-blue emitting materials 2-tert-butyl-9,10-bis(3,5-diphenylphenyl)anthracene (An-1) and 2-tert-butyl-9,10-bis(3,5-diphenylbiphenyl-4‧-yl)anthracene (An-2) were successfully synthesized by the Pd-catalyzed Suzuki coupling reaction. Both of these compounds have high thermal stabilities and show strong deep-blue emission as solid-state film as well as in n-hexane solution. Two non-doped electroluminescent devices employing An-1 and An-2 as emitting layers were fabricated by vacuum vapor deposition. These devices exhibited highly efficient and stable deep-blue emission with high color purity. The CIE coordinate and maximum EQE of An-1 based device are 4.2% and (0.16, 0.06), respectively. Device based on An-2 achieved a maximum EQE of 4.0% and a CIE coordinate of (0.16, 0.10).

  11. Infrared Spectroscopy of Matrix-Isolated Polycyclic Aromatic Hydrocarbon Cations. 3; The Polyacenes Anthracene, Tetracence, and Pentacene

    Science.gov (United States)

    Hudgins, D. M.; Allamandola, L. J.

    1995-01-01

    Gaseous, ionized polycyclic aromatic hydrocarbons (PAHS) are thought to be responsible for a very common family of interstellar infrared emission bands. Unfortunately, very little infrared spectroscopic data are available on ionized PAHS. Here we present the near- and mid-infrared spectra of the polyacene cations anthracene, tetracene, and pentacene. We also report the vibrational frequencies and relative intensities of the pentacene anion. The cation bands corresponding to the CC modes are typically about 10-20 times more intense than those of the CH out-of-plane bending vibrations. For the cations the CC stretching and CH in-plane bending modes give rise to bands which are an order of magnitude stronger than for the neutral species, and the CH out-of-plane bends produce bands which are 3-20 times weaker than in the neutral species. This behavior is similar to that found for most other PAH cations. The most intense PAH cation bands fall within the envelopes of the most intense interstellar features. The strongest absorptions in the polyacenes anthracene, tetracene, and pentacene tend to group around 1400/cm (between about 1340 and 1500/cm) and near 1180/cm, regions of only moderate interstellar emission. These very strong polyacene bands tend to fall in gaps in the spectra of the other PAH cations studied to date suggesting that while PAHs with polyacene structures may contribute to specific regions of the interstellar emission spectra, they are not dominant members of the interstellar PAH family.

  12. Sterilization affects soil organic matter chemistry and bioaccumulation of spiked p,p'-DDE and anthracene by earthworms

    Energy Technology Data Exchange (ETDEWEB)

    Kelsey, Jason W., E-mail: kelsey@muhlenberg.ed [Program in Environmental Science and Department of Chemistry, Muhlenberg College, 2400 Chew Street, Allentown, PA 18104 (United States); Slizovskiy, Ilya B.; Peters, Richard D.; Melnick, Adam M. [Program in Environmental Science and Department of Chemistry, Muhlenberg College, 2400 Chew Street, Allentown, PA 18104 (United States)

    2010-06-15

    Laboratory experiments were conducted to assess the effects of soil sterilization on the bioavailability of spiked p,p'-DDE and anthracene to the earthworms Eisenia fetida and Lumbricus terrestris. Physical and chemical changes to soil organic matter (SOM) induced by sterilization were also studied. Uptake of both compounds added after soil was autoclaved or gamma irradiated increased for E. fetida. Sterilization had no effect on bioaccumulation of p,p'-DDE by L. terrestris, and anthracene uptake increased only in gamma-irradiated soils. Analyses by FT-IR and DSC indicate sterilization alters SOM chemistry and may reduce pollutant sorption. Chemical changes to SOM were tentatively linked to changes in bioaccumulation, although the effects were compound and species specific. Artifacts produced by sterilization could lead to inaccurate risk assessments of contaminated sites if assumptions derived from studies carried out in sterilized soil are used. Ultimately, knowledge of SOM chemistry could aid predictions of bioaccumulation of organic pollutants. - Soil sterilization affects soil organic matter chemistry and pollutant bioaccumulation.

  13. Oxidative DNA damage induced by benz[a]anthracene dihydrodiols in the presence of dihydrodiol dehydrogenase.

    Science.gov (United States)

    Seike, Kazuharu; Murata, Mariko; Hirakawa, Kazutaka; Deyashiki, Yoshihiro; Kawanishi, Shosuke

    2004-11-01

    Tobacco smoke and polluted air are risk factors for lung cancer and contain many kinds of polycyclic aromatic hydrocarbons (PAHs) including benzo[a]pyrene (B[a]P) and benz[a]anthracene (BA). BA, as well as B[a]P, is assessed as probably carcinogenic to humans (IARC group 2A). BA is metabolized to several dihydrodiols. Dihydrodiol dehydrogenase (DD), a member of the aldo-keto reductase superfamily, catalyzes NAD(P)+-linked oxidation of dihydrodiols of aromatic hydrocarbons to corresponding catechols. To clarify the role of DD on PAH carcinogenesis, we examined oxidative DNA damage induced by trans-dihydrodiols of BA and B[a]P treated with DD using 32P-5'-end-labeled DNA fragments obtained from the human p53 tumor suppressor gene. In addition, we investigated the formation of 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodG), an indicator of oxidative DNA damage, in calf thymus DNA by using HPLC with an electrochemical detector. DD-catalyzed BA-1,2-dihydrodiol caused Cu(II)-mediated DNA damage including 8-oxodG formation in the presence of NAD+. BA-1,2-dihydrodiol induced a Fpg sensitive and piperidine labile G lesion at the 5'-ACG-3' sequence complementary to codon 273 of the human p53 tumor suppressor gene, which is known as a hotspot. DNA damage was inhibited by catalase and bathocuproine, suggesting the involvement of H2O2 and Cu(I). The observation of NADH production by UV-visible spectroscopy suggested that DD catalyzed BA-1,2-dihydrodiol most efficiently to the corresponding catechol among the PAH-dihydrodiols tested. A time-of-flight mass spectroscopic study showed that the catechol form of BA-1,2-dihydrodiol formed after DD treatment. In conclusion, BA-1,2-dihydrodiol can induce DNA damage more efficiently than B[a]P-7,8-dihydrodiol and other BA-dihydrodiols in the presence of DD. The reaction mechanism on oxidative DNA damage may be explained by theoretical calculations with an enthalpy change of dihydrodiols and oxidation potential of their catechol forms. DD

  14. INDUCTION OF DNA ADDUCTS, TUMORS, AND KI-RAS ONCOGENE MUTATIONS IN STRAIN A/J MOUSE LUNG BY IP. ADMINISTRATION OF DIBENZ[A,H]ANTHRACENE

    Science.gov (United States)

    Induction of DNA adducts, tumors, and Ki-ras oncogene mutations in strain AlJ mouse lung by ip. administration of dibenz[a,h]anthracene Previous studies of polycyclic aromatic hydrocarbon (P AH) induced lung tumors in the strain NJ mouse model system have demonstrated qua...

  15. Improving Photovoltaic Performance of the Linear A-Ar-A-type Small Molecules with Diketopyrropyrrole Arms by Tuning the Linkage Position of the Anthracene Core.

    Science.gov (United States)

    Duan, Xiongwei; Xiao, Manjun; Chen, Jianhua; Wang, Xiangdong; Peng, Wenhong; Duan, Linrui; Tan, Hua; Lei, Gangtie; Yang, Renqiang; Zhu, Weiguo

    2015-08-26

    Two isomeric A-Ar-A-type small molecules of DPP2An(9,10) and DPP2An(2,6), were synthesized with two acceptor arms of diketopyrropyrroles (DPP) and a planar aryl hydrocarbon core of the different substituted anthracene (An), respectively. Their thermal stability, crystallinity, optoelectronic, and photovoltaic performances were investigated. Significantly red-shifted absorption profile and higher HOMO level were observed for the DPP2An(2,6) with 2,6-substituted anthracene relative to the DPP2An(9,10) with 9,10-substituted anthracene, as the former exhibited better planarity and a larger conjugate system. As a result, the solution-processing solar cells based on DPP2An(2,6) and PC71BM (w/w,1:1) displayed remarkably increased power conversion efficiency of 5.44% and short-circuit current density (Jsc) of 11.90 mA/cm(2) under 1% 1,8-diiodooctane additive. The PCE and Jsc values were 3.7 and 2.9 times those of the optimized DPP2An(9,10)-based cells, respectively. This work demonstrates that changing the linkage position of the anthracene core in the A-Ar-A-type SMs can strongly improve the photovoltaic properties in organic solar cells.

  16. Does anthracene affect microbial activities and organic matter decomposition? A comparative study in Pinus halepensis litters from Mediterranean coastal and inland areas.

    Science.gov (United States)

    Qasemian, Leila; Guiral, Daniel; Ziarelli, Fabio; Ruaudel, Florence; Farnet, Anne-Marie

    2012-10-01

    The widespread concern about pollution caused by Polycyclic Aromatic Hydrocarbons (PAHs) raises the question of how they affect soil microbial communities which are potentially involved in the transformation of these pollutants. Using microcosms, we describe the effect of anthracene, a model PAH, on microbial communities inhabiting a Pinus halepensis litter from both coastal (COS) and inland (INL) Mediterranean sites. The microcosms were incubated over 3 months (25°C, 60% WHC) and the effects of anthracene on microbial activities of both litters were monitored. Different enzyme activities (laccase, cellulase, β-glucosidase and acid phosphatase) and microbial respiration were measured and variations in litter chemical composition over incubation were determined using (13)C Nuclear Magnetic Resonance (NMR) from both sites. Our results show that lignocellulolytic enzymes increased markedly after a 3-month incubation in COS microcosms, especially in the presence of anthracene, whereas INL microcosms were not similarly affected. These results show that anthracene not only has no toxic effect on the microbial activities tested but actually enhances the lignocellulolytic activities of the fungal communities from coastal litters, demonstrating the detoxification potential and resistance of stressed Mediterranean coastal ecosystems.

  17. Bacteria capable of degrading anthracene, phenanthrene, and fluoranthene as revealed by DNA based stable-isotope probing in a forest soil.

    Science.gov (United States)

    Song, Mengke; Jiang, Longfei; Zhang, Dayi; Luo, Chunling; Wang, Yan; Yu, Zhiqiang; Yin, Hua; Zhang, Gan

    2016-05-05

    Information on microorganisms possessing the ability to metabolize different polycyclic aromatic hydrocarbons (PAHs) in complex environments helps in understanding PAHs behavior in natural environment and developing bioremediation strategies. In the present study, stable-isotope probing (SIP) was applied to investigate degraders of PAHs in a forest soil with the addition of individually (13)C-labeled phenanthrene, anthracene, and fluoranthene. Three distinct phylotypes were identified as the active phenanthrene-, anthracene- and fluoranthene-degrading bacteria. The putative phenanthrene degraders were classified as belonging to the genus Sphingomona. For anthracene, bacteria of the genus Rhodanobacter were the putative degraders, and in the microcosm amended with fluoranthene, the putative degraders were identified as belonging to the phylum Acidobacteria. Our results from DNA-SIP are the first to directly link Rhodanobacter- and Acidobacteria-related bacteria with anthracene and fluoranthene degradation, respectively. The results also illustrate the specificity and diversity of three- and four-ring PAHs degraders in forest soil, contributes to our understanding on natural PAHs biodegradation processes, and also proves the feasibility and practicality of DNA-based SIP for linking functions with identity especially uncultured microorganisms in complex microbial biota.

  18. DFT study of the formation mechanism of anthraquinone from the reaction of NO2 and anthracene on NaCl clusters: the role of NaNO3.

    Science.gov (United States)

    Luo, Chao; Yu, Qiming; Wang, Hongming

    2016-12-08

    Polycyclic aromatic hydrocarbons (PAHs) and oxygenated-PAHs are globally worrisome air pollutants because of their highly direct-acting mutagenicity and carcinogenicity. The formation of oxygenated-PAHs is of crucial importance for the prevention of their atmospheric pollution successfully. In this paper, the formation mechanism of oxygenated-PAHs from the heterogeneous reaction of NO2 with anthracene on the surface of NaCl was studied by density functional theory (DFT) calculations. At first, the various adsorption configurations of NO2 and N2O4 on NaCl were investigated. The chemical conversion mechanisms among these configurations were also investigated. It is found that these structures can easily interconvert due to their low energy barriers. NaNO3 was found to be the main product of the reaction of NO2/N2O4 on NaCl. Then the oxidation mechanism of anthracene by NO2 on the NaCl surface showed that NaNO3 is able to oxidize anthracene and plays a catalytic role in the reaction process. This means that the formation of NaNO3 is very important to promote the formation of 9,10-anthraquinone from the heterogeneous reaction of NO2 with anthracene. Our calculations also showed that the introduction of water can greatly accelerate this reaction process.

  19. Research into preparation of Refined Anthracene with Solvent Crystallization method%溶解结晶法制备精蒽的研究

    Institute of Scientific and Technical Information of China (English)

    代文双; 徐海龙; 赵亚军

    2014-01-01

    文章以粗蒽为原料、DMF复配溶剂的最佳结晶条件是保温温度为90℃,保温时间50min,冷却结晶温度为25℃,保温时间50min,固液比1.8g/ml。结果表明:这一方法使溶剂得以循环利用,环境污染小,且成本低,精蒽的纯度可达96%以上,收率达到67%以上。%In this paper , we take crude anthracene as raw material , and DMF as the solvent to prepare refined anthracene .The opti-mum crystallization condition for DMP are determined as below:dissolved temperature 90℃, crystal-keeping time 50 min, solvent ra-tio 1.8g/ml, cooling crystallization temperature 25℃, cooling crystallization time 50min.The results show that the process hardly has environmental pollution , the solvent is circularly utilized , the cost is lower , the purity of refined anthracene can reach to more than 96%, the total recovery yield of refined anthracene is higher than 67%.

  20. DIELDRIN INDUCES CYTOSOLIC 7,12-[3H-]DIMETHYLBENZ[A]ANTHRACENE BINDING BUT NOT MULTIDRUG RESISTANCE PROTEINS IN RAINBOW TROUT LIVER.

    Science.gov (United States)

    Previously it was demonstrated that biliary excretion of a single dose of [14C]dieldrin or [3H]7,12-dimethylbenz[a]anthracene (DMBA) was stimulated up to 700% and 300%, respectively, in rainbow trout fed 0.3-0.4 mg dieldrin/kg/d for 9-12 wk. This was not explained by increased ac...

  1. Enzymatic degradation of low soluble compounds in monophasic water: solvent reactors. Kinetics and modeling of anthracene degradation by MnP.

    Science.gov (United States)

    Eibes, G; Moreira, M T; Feijoo, G; Lema, J M

    2008-07-01

    Polycyclic aromatic hydrocarbons (PAHs) are toxic compounds presenting low water solubility and high hydrophobicity, which greatly hampers their natural biodegradation. The enzymatic degradation of a model compound, anthracene, was evaluated in presence of a miscible solvent for an increased solubility. Manganese peroxidase, a ligninolytic enzyme from white-rot fungi, was used as biocatalyst in a medium containing acetone. The kinetic parameters of the enzymatic degradation of anthracene, obtained from fed-batch experiments, were applied to model the operation of a continuous reactor. Kinetics comprised a Michaelis-Menten equation, modified with an autocatalytic term, assumed to the effect of quinones acting as electron carriers, and a logistic function related to enzyme activity. The continuous reactor has been operated for 108 h, attaining a 90% of anthracene degradation, which demonstrated the feasibility of the system for its application in the removal of poorly soluble compounds. The model of this reactor permitted to predict accurately anthracene degradation in different conditions, such as external addition of anthraquinone and different enzymatic activities.

  2. Photocontrol over the disorder-to-order transition in thin films of polystyrene-block-poly(methyl methacrylate) block copolymers containing photodimerizable anthracene functionality.

    Science.gov (United States)

    Chen, Wei; Wang, Jia-Yu; Zhao, Wei; Li, Le; Wei, Xinyu; Balazs, Anna C; Matyjaszewski, Krzysztof; Russell, Thomas P

    2011-11-02

    Reversible photocontrol over the ordering transition of block copolymers (BCPs) from a disordered state to an ordered state, namely the disorder-to-order transition (DOT), can be used to create long-range ordered nanostructures in self-assembled BCPs over macroscopic distances by photocombing, similar to the classic zone refining used to produce highly pure, large single crystals. Here, we have designed and synthesized an anthracene-functionalized tri-BCP containing deuterated polystyrene (d(8)-PS) and poly(methyl methacrylate) (PMMA) blocks, as well as a short middle block of poly(2-hydroxyethyl methacrylates) (PHEMA) that is randomly functionalized by anthracene. This tri-BCP maintains the order-to-disorder transition-type phase behavior of its parent d(8)-PS-b-PMMA di-BCPs. Under 365 nm UV irradiation, the junction between d(8)-PS and PMMA blocks is photocoupled through the anthracene photodimers, leading to a significant increase in the total molecular weight of the tri-BCP. As a consequence, when the tri-BCP is phase-mixed but close to the boundary of the ordering transition, it undergoes the DOT, as evidenced by small-angle neutron scattering and transmission electron microscopy. The tri-BCP could be reversibly brought through the DOT in thin films by taking advantage of photodimerization and thermal dissociation of anthracene. Currently, anthracene-functionalized d(8)-PS-b-PMMA BCP is one of the most promising candidates for the photocombing process to promote long-range laterally ordered nanostructures over macroscopic distances in a noninvasive manner.

  3. Mass spectrometric analysis of 7-sulfoxymethyl-12-methylbenz[a]anthracene and related electrophilic polycyclic aromatic hydrocarbon metabolites.

    Science.gov (United States)

    Lehner, Andreas F; Horn, Jamie; Flesher, James W

    2004-11-01

    The Meso-region theory of polycyclic aromatic hydrocarbon (PAH) carcinogenesis predicts that the development of pronounced carcinogenicity depends on the introduction of a good leaving group on alkyl side-chains attached to the exceptionally reactive meso-anthracenic or L-region positions of PAHs. Thus, the first step in carcinogenesis by methylated PAHs such as 7,12-dimethylbenz[a]anthracene (DMBA) would be the hydroxylation of the L-region methyl groups, particularly the 7-methyl group. The second would be the formation of a metabolite, e.g. a sulfate ester, which is expected to be a good leaving group capable of generating a highly reactive benzylic carbocation. 7-Hydroxymethyl-12-methylbenz[a]anthracene (7-HMBA) is a metabolite of DMBA, and sulfation of 7-HMBA to a 7-sulfoxymethyl metabolite (7-SMBA) is a known Phase II metabolic process designed to facilitate excretion, but actually enabling more destructive side-reactions. These side-reactions occur with generation of an electrophilic 7-methylene carbonium ion, and/or by in vivo halide exchange to provide neutral side-products more capable of entering cells, especially those of DMBA target tissues. Electrospray ionization mass spectrometry (MS) enabled us to visualize 7-SMBA as an intact m/z 351 conjugate anion by negative mode, and as a released m/z 255 carbonium ion by positive mode. Upon prolonged refrigeration, 7-SMBA accumulated an m/z 383 photooxide, which appeared capable of re-evolving the starting material as visualized by tandem quadrupole MS, or MS/MS. The 7-SMBA carbonium ion provided interpretable fragments when studied by fragment ion MS/MS, including those representing the loss of up to several protons. Subtle differences in this property were encountered upon perturbing 7-SMBA, either by warming it at 37 degrees C for 2 h or by substituting the initial sulfoxy group with an iodo group. Side-reactions accounting for such proton losses are proposed, and are of interest whether they occur in the

  4. Diagnostics for specific PAHs in the far-IR: searching neutral naphthalene and anthracene in the Red Rectangle

    CERN Document Server

    Mulas, G; Joblin, C; Toublanc, D

    2006-01-01

    Context. In the framework of the interstellar polycyclic aromatic hydrocarbons (PAHs) hypothesis, far-IR skeletal bands are expected to be a fingerprint of single species in this class. Aims. We address the question of detectability of low energy PAH vibrational bands, with respect to spectral contrast and intensity ratio with ``classical'' Aromatic Infrared Bands (AIBs). Methods. We extend our extablished Monte-Carlo model of the photophysics of specific PAHs in astronomical environments, to include rotational and anharmonic band structure. The required molecular parameters were calculated in the framework of the Density Functional Theory. Results. We calculate the detailed spectral profiles of three low-energy vibrational bands of neutral naphthalene, and four low-energy vibrational bands of neutral anthracene. They are used to establish detectability constraints based on intensity ratios with ``classical'' AIBs. A general procedure is suggested to select promising diagnostics, and tested on available Infra...

  5. A Theoretical Approach to Relate the Reactivity Descriptors and Mulliken Charges with Carcinogenity of Some Methylated Benzo[a]Anthracene

    Directory of Open Access Journals (Sweden)

    Mahmoud S. Said

    2012-06-01

    Full Text Available Quantum chemical calculations were carried out to explain how the electronic state and reactivity indices of some methylated benzo [a] anthracenes vary with position and number of methyl substituent in molecules. The global reactivity descriptors such as ionization energy, electron affinity, molecular hardness, chemical potential and molecular philicity were estimated at ab-initio level of theory employing HF /3-21G basis set. After that these factors were correlated with the carcinogenic activity of these compounds. The result showed that two of these factors (The ionization potential (IP and the total charge at K & L regions can be correlated with carcinogenic activity of these compounds. On the other hand we found that methyl substitution leads to a great variation on the Mulliken charge of the carbon atoms at and near to the methyl substituents.

  6. Pattern of distribution of dimethylbenz(a)anthracene in the Amazon molly, Poecilia formosa (Girard), after intraperitoneal injection

    Energy Technology Data Exchange (ETDEWEB)

    Woodhead, A.D.; Bornbusch, A.

    1983-01-01

    The present paper describes the distribution and accumulation labelled dimethylbenz(a)anthracene (DMBA) in the Amazon molly after intraperitoneal injection. The study was made to see whether there was preferential accumulation of the compound in the spleen; the findings showed that this was not the case. Two hours after injection, DMBA was present throughout the body, except in the brain and the ovary. There was enhanced deposition at four sites, in the macrophages of the atrium of the heart and the peritoneum, the liver and the exocrine pancreas. DMBA was taken up by reticuloendothelial macrophages for 78 h after injection, then it was lost. The accumulation and disappearance of radioactive label seen in the liver and pancreatic cells probably represented the pattern of metabolism of the compound. By 400 h after injection there was little DMBA remaining. Label accumulated in the ameloblasts, which secrete the enamel capping of the teeth. 12 references, 3 figures, 1 table.

  7. Chemopreventive potential of Tribulus terrestris against 7,12- dimethylbenz (a) anthracene induced skin papillomagenesis in mice.

    Science.gov (United States)

    Kumar, Manish; Soni, Anil Kumar; Shukla, Shalini; Kumar, Ashok

    2006-01-01

    In the present investigation, the chemopreventive potential of aqueous extracts of the root and fruit of Tribulus terrestris (an Ayurvedic medicinal plant) on 7, 12 - dimethylbenz (a) anthracene (DMBA) induced papillomagenesis in male Swiss albino mice was studied. A significant reduction in tumor incidence, tumor burden and cumulative number of papillomas was observed, along with a significant increase in average latent period in mice treated orally with Tribulus terrestris suspension continuously at pre, peri and post-initiation stages of papillomagenesis as compared to the control group treated with DMBA and croton oil alone. Treatment with Tribulus terrestris suspension by oral gavage for 7 days resulted in a significant increase in the reduced glutathione content in the liver (P< 0.001 for both root and fruit extracts). Conversely, lipid peroxidation levels were significantly decreased (P< 0.001).

  8. Individual and combined effect of anthracene, cadmium, and chloridazone on growth and activity of SOD izoformes in three Scenedesmus species.

    Science.gov (United States)

    Zbigniew, Tukaj; Wojciech, Pokora

    2006-11-01

    Short-term (12-48 h) experiments were carried out to examine the effect of anthracene (three-ring aromatic hydrocarbon), cadmium (CdCl(2)), and chloridazone (triazine herbicide), individually and in combination, on growth and SOD activity of three green algae Scenedesmus: S. subspicatus, S. obliquus, and S. microspina, grown in a batch-culture system. The relative toxicity of chemicals to algae was anthracene > chloridazone > cadmium. The species revealed similar growth sensitivity to individual chemicals after 24 h of exposure but there were differences between them when exposed to their combinations. Two methods were used to determine the modes of interaction effects of the chemical combinations; both led to the same results, with two exceptions of all 36 variants examined. In general, mixtures of two and three chemicals behaved toward algal growth mainly in an antagonistic manner (20 cases), whereas additive and synergistic interaction occurred 13 and 3 times, respectively. Antagonism was the most frequently observed to growth of S. obliquus; antagonistic interaction and additive effect was noted in relation to S. subspicatus, while response of S. microspina depended markedly on applied combination. There is a relationship between SOD activity and growth response to stress. The markedly higher level of SOD isoforms activities was noticed in cells (especially S. microspina and S. obliquus) exposed to 12 h to combined chemicals, as compared to individually treated and control cells. SOD activities in cells of three Scenedesmus grown 24 h were similar in all experimental variants and after 48 h of exposure significantly decreased in almost all cases (especially in S. subspicatus). There were no differences observed between SOD profiles obtained for all variants examined. Chloroplasts seems to be the main target site of interaction effects of dissimilarly acting chemicals.

  9. [6]-Shogaol, a Novel Chemopreventor in 7,12-Dimethylbenz[a]anthracene-induced Hamster Buccal Pouch Carcinogenesis.

    Science.gov (United States)

    Kathiresan, Suresh; Govindhan, Annamalai

    2016-04-01

    Oral cancer is a major cause of morbidity and mortality in developing countries. Despite advances in chemotherapy for the cancer management, the survival rate has not yet been improved. Dietary nutrient has been receiving a lot of attention and interest in the chemotherapeutic development. [6]-Shogaol is a major bioactive compound identified in ginger that possesses many pharmacological properties. The aim of the present study is to investigate the effect of [6]-shogaol on 7,12-dimethylbenz[a]anthracene-induced hamster buccal pouch (HBP) carcinogenesis. Oral squamous cell carcinoma induced in HBP by painting with 0.5% 7,12-dimethylbenz(a)anthracene (DMBA), thrice in a week for 16 weeks. We observed 100% tumour incidence, decreased levels of lipid peroxidation, antioxidant, and phase II detoxification enzymes (GST, GR and GSH) in DMBA-induced hamsters. Further, enhanced activity of phase I enzymes (cytochrome p450 and b5) and over-expression of mutant p53, Bcl-2 and decreased expression of wild type p53 and Bax were noticed in DMBA-induced hamsters. Our results indicated that [6]-shogaol (10, 20 and 40 mg/kg body weight) treated with DMBA-painted hamsters, considerably reversed tumour incidence, improved antioxidant status, phase II detoxification enzymes, and also inhibit lipid peroxidation and phase I enzymes. Moreover, [6]-shogaol inhibits mutant p53 and Bcl-2 expression and significantly restored normal p53, Bax levels. Thus, we concluded that [6]-shogaol prevents DMBA-induced HBP carcinogenesis through its antioxidant as well as modulating apoptotic signals.

  10. Mass Spectrometric Fragmentation of 1,8-Bis[4-substituted-(oxazolin-2-yl)] anthracenes: Ring-contraction Rearrangement of Oxazoline Ring under Electron-Impact Ionization Conditions

    Institute of Scientific and Technical Information of China (English)

    2006-01-01

    The mass spectrometric fragmentation of 1,8-bis[4-substituted(oxazolin-2-yl)] anthracenes(AnBOXes) was investigated by using mass-analyzed ion kinetic energy spectrometry under electron-impact ionization conditions. All the compounds could undergo a ring contraction by the loss of an RCH=CH2 molecule to form 1-oxazirinyl-8-(oxazolin-2-yl) anthracene ions, which could further lose an R radical, followed by the loss of oxazoline. These ions could also eliminate an R radical and subsequently undergo ring-contraction rearrangements to lose a CHCH2O fragment and an epoxide molecule, respectively. The ions that are formed could further lose CHCH2O and CH2=CH fragments. Several ring-contraction rearrangements of the oxazoline ring were observed under electron-impact ionization conditions.

  11. Novel “turn on” fluorescent sensors based on anthracene and carbazone units for Cu (II) ion in CH{sub 3}CN–H{sub 2}O

    Energy Technology Data Exchange (ETDEWEB)

    Erdemir, Serkan, E-mail: serdemir82@gmail.com; Malkondu, Sait

    2015-02-15

    Two novel anthracene-based receptors containing Schiff base and urea groups (AOC and ATC) were synthesized in one step and full characterized. The optical properties of receptors AOC and ATC towards metal ions were investigated by UV–visible and fluorescence spectroscopy. It was found that both receptors AOC and ATC show highly selectivity towards Cu{sup 2+} over other 17 metal ions in CH{sub 3}CN–H{sub 2}O (9/1, v/v). - Highlights: • Novel fluorescent sensors based on anthracene and carbazide AOC and ATC were synthesized. • The optical properties of AOC and ATC were observed by UV–visible and fluorescence spectroscopy. • AOC and ATC showed highly selective and sensitive to Cu{sup 2+} over other 17 metal ions.

  12. X-ray structure, hydrogen bonding and lattice energy analysis of (2$E$)-1-(anthracen-9-yl)-3-(4-substitutedphenyl)prop-2-en-1-ones

    Indian Academy of Sciences (India)

    VINUTHA V SALIAN; B NARAYANA; K BYRAPPA; B K SAROJINI; RAJNI KANT

    2016-12-01

    (2$E$)-1-(anthracen-9-yl)-3-(4-chlorophenyl)prop-2-en-1-ones and (2$E$)-1-(anthracen-9-yl)-3-(4-nitrophenyl) prop-2-en-1-ones crystallize in the monoclinic crystal system with space group P2$_1$/c. Single-crystal X-ray diffraction data for both the compounds were collected on an X’Calibur CCD area detector diffractometer (Oxford Diffraction)using Mo$K\\alpha$ radiation ($\\lambda = 0.7107$ $\\AA$) at 293(2) K. The crystal structures were solved by direct methods and refined by full-matrix least-square procedures to a final $R$ value of 0.0468 [I] and 0.0486 [II]. The crystal structures as elucidated by X-ray diffraction methods show the presence of a few intermolecular interactions, and the nature and energetics associated with these interactions have been characterized using PIXEL software.

  13. Theoretical study of electronically excited radical cations of naphthalene and anthracene as archetypal models for astrophysical observations. Part I. Static aspects.

    Science.gov (United States)

    Ghanta, S; Reddy, V Sivaranjana; Mahapatra, S

    2011-08-28

    Motivated by the recent discovery of new diffuse interstellar bands and results from laboratory experiments, ab initio quantum chemistry calculations are carried out for the lowest six electronic states of naphthalene and anthracene radical cations. The calculated adiabatic electronic energies are utilized to construct suitable diabatic electronic Hamiltonians in order to perform nuclear dynamics studies in Part II. Complex entanglement of the electronic states is established for both the radical cations and the coupling surfaces among them are also derived in accordance with the symmetry selection rules. Critical examination of the coupling parameters of the Hamiltonian suggests that 29 (out of 48) and 31 (out of 66) vibrational modes are relevant in the nuclear dynamics in the six lowest electronic states of naphthalene and anthracene radical cations, respectively.

  14. Synthesis,Crystal Structure and Biological Activity of 2-(Anthracen-9-yl)-5-p-tolyl-1,3,4-oxadiazole

    Institute of Scientific and Technical Information of China (English)

    LI Xin-Wei; HE Dao-Hang

    2012-01-01

    A novel compound,2-(anthracen-9-yl)-5-p-tolyl-1,3,4-oxadiazole(C23H16N2O),has been synthesized by the condensation of 4-methylbenzohydrazide and anthracene-9-carbaldehyde in an ethanol solution with chloramine-T.The compound was characterized by 1H-NMR,13C-NMR,MS and single-crystal X-ray diffraction.The crystal belongs to the triclinic system,space group P with a = 7.7817(4),b = 8.8544(5),c = 12.4726(8) ,β = 92.8520(10)°,Z = 2,V = 826.58(8) 3,Dc = 1.352 g/cm3,Mr = 336.38,λ(MoKα) = 0.71073 ,μ = 0.084 mm-1,F(000) = 352,R = 0.0381 and wR = 0.1099.The dihedral angle between anthracene skeleton and phenyl ring is 64.19°.A total of 6354 unique reflections were collected,of which 3172 with I 〉 2σ(I) were observed.X-ray analysis indicated an offset face-to-face π-π stacking interaction between anthracene skeletons and an offset face-to-face π-π stacking interaction between phenyl ring planes.The novel compound molecules are connected through the offset face-to-face π-π stacking interactions to generate a three-dimensional network.The preliminary bioassay results showed that the novel compound exhibited significant insect growth inhibitory activity against Spodoptera litura Fabricius larvae.

  15. 基于激光诱导荧光技术的蒽检测系统%Anthracene detection system based on laser induced fluorescence technique

    Institute of Scientific and Technical Information of China (English)

    张丽新; 尚丽平; 何俊; 邓琥

    2011-01-01

    介绍了一种用Nd:YAG的三倍频(波长355nm)作为激发光,CCD作为探测单元,加上其他光学元件构成的激光诱导荧光检测系统,并测量了蒽的乙醇溶液的荧光光谱.分析了荧光强度与蒽溶液浓度的关系.实验结果表明,蒽溶液浓度在0.003~0.700mg/L,范围内与荧光强度有良好的线性关系,相关系数为0.9987,检出限为1.3ng/mL,蒽的回收率在98%~106%范围内.系统适合用于蒽的激光诱导荧光检测.%A laser induced fluorescence detection system for the determination of anthracene is described. The system is comprised of a third harmonic Nd:YAG laser (as light source), a CCD (as probing element),and other optical elements. The fluorescence spectrum of anthracene in ethanol solution was measured.The relationship between the fluorescence intensity and the concentration of anthracene solution was studied. The results show that in the range of 0. 003~0. 700mg/L, the concentration and the fluorescence intensity has a good linear relationship. The correlation coefficient is 0. 9987, the detection limit is 1.3ng/mL, and the spiked recoveries are in the range of 98%~106%. The method is suitable for the detection of anthracene.

  16. Reduced energy intake and moderate exercise reduce mammary tumor incidence in virgin female BALB/c mice treated with 7,12-dimethylbenz(a)anthracene

    Science.gov (United States)

    Lane, Helen W.; Teer, Patricia; Keith, Robert E.; White, Marguerite T.; Strahan, Susan

    1991-01-01

    The concurrent effects of diet (standard AIN-76A, restricted AIN-76A and high-fat diet) and moderate rotating-drum treadmill exercise on the incidence of 7,12-dimethylbenz(a)anthracene-induced mammary carcinomas in virgin female BALB/cMed mice free of murine mammary tumor virus are evaluated. Analyses show that, although energy intake was related to mammary tumor incidence, neither body weight nor dietary fat predicted tumor incidence.

  17. Caribbean yellow band disease compromises the activity of catalase and glutathione S-transferase in the reef-building coral Orbicella faveolata exposed to anthracene.

    Science.gov (United States)

    Montilla, Luis Miguel; Ramos, Ruth; García, Elia; Cróquer, Aldo

    2016-05-03

    Healthy and diseased corals are threatened by different anthropogenic sources, such as pollution, a problem expected to become more severe in the near future. Despite the fact that coastal pollution and coral diseases might represent a serious threat to coral reef health, there is a paucity of controlled experiments showing whether the response of diseased and healthy corals to xenobiotics differs. In this study, we exposed healthy and Caribbean yellow band disease (CYBD)-affected Orbicella faveolata colonies to 3 sublethal concentrations of anthracene to test if enzymatic responses to this hydrocarbon were compromised in CYBD-affected tissues. For this, a 2-factorial fully orthogonal design was used in a controlled laboratory bioassay, using tissue condition (2 levels: apparently healthy and diseased) and pollutant concentration (4 levels: experimental control, 10, 30 and 100 ppb concentration) as fixed factors. A permutation-based ANOVA (PERMANOVA) was used to test the effects of condition and concentration on the specific activity of 3 enzymatic biomarkers: catalase, glutathione S-transferase, and glutathione peroxidase. We found a significant interaction between the concentration of anthracene and the colony condition for catalase (Pseudo-F = 3.84, df = 3, p anthracene in CYBD-affected tissues was compromised, as the activity of these enzymes decreased 3- to 4-fold compared to healthy tissues. These results suggest that under a potential scenario of increasing hydrocarbon coastal pollution, colonies of O. faveolata affected with CYBD might become more vulnerable to the deleterious effects of chemical pollution.

  18. Ant 4,4, a polyamine-anthracene conjugate, induces cell death and recovery in human promyelogenous leukemia cells (HL-60).

    Science.gov (United States)

    Traquete, Rui; Ghani, Radiah A; Phanstiel, Otto; Wallace, Heather M

    2013-04-01

    One of the major problems in cancer therapy is the lack of specificity of chemotherapeutic agents towards cancer cells, resulting in adverse side effects. One means to counter this is to selectively deliver the drug to the cancer cell. Cancer cells accumulate increased concentrations of polyamines compared to normal cells, mainly through an increased uptake of preformed polyamines via the polyamine transport system (PTS). Furthermore, the non-stringent structural requirements of the PTS enable the transport of a range of polyamine-based molecules. Thus, the PTS can be used to transport compounds linked to polyamines selectively to cancer cells. In our laboratory, polyamine-anthracene conjugates have shown potent anti-tumour activity towards HL-60 cells. The aim of this study was to determine the cytotoxicity of Ant-4,4, a homospermidine-anthracene conjugate, and assess the long-term effects by determining whether cancer cells were able to recover from treatment. During exposure, Ant-4,4 was an effective growth-inhibitory agent in HL-60 cells decreasing viable cell number, protein and polyamine content. Evidence indicates concomitant cell-cycle arrest and increased apoptosis. Once the drug was removed, HL-60 cells recovered gradually over time. Increasing cell number, protein content and polyamine content, as well as diminished effects on cell-cycle and apoptotic stimuli were observed over time. These data suggest that, despite being an effective way of delivering anthracene, these polyamine conjugates do not exert long-lasting effects on HL-60 cells.

  19. Unraveling the electronic structures of low-valent naphthalene and anthracene iron complexes: X-ray, spectroscopic, and density functional theory studies.

    Science.gov (United States)

    Schnöckelborg, Eva-Maria; Khusniyarov, Marat M; de Bruin, Bas; Hartl, František; Langer, Thorsten; Eul, Matthias; Schulz, Stephen; Pöttgen, Rainer; Wolf, Robert

    2012-06-18

    Naphthalene and anthracene transition metalates are potent reagents, but their electronic structures have remained poorly explored. A study of four Cp*-substituted iron complexes (Cp* = pentamethylcyclopentadienyl) now gives rare insight into the bonding features of such species. The highly oxygen- and water-sensitive compounds [K(18-crown-6){Cp*Fe(η(4)-C(10)H(8))}] (K1), [K(18-crown-6){Cp*Fe(η(4)-C(14)H(10))}] (K2), [Cp*Fe(η(4)-C(10)H(8))] (1), and [Cp*Fe(η(4)-C(14)H(10))] (2) were synthesized and characterized by NMR, UV-vis, and (57)Fe Mössbauer spectroscopy. The paramagnetic complexes 1 and 2 were additionally characterized by electron paramagnetic resonance (EPR) spectroscopy and magnetic susceptibility measurements. The molecular structures of complexes K1, K2, and 2 were determined by single-crystal X-ray crystallography. Cyclic voltammetry of 1 and 2 and spectroelectrochemical experiments revealed the redox properties of these complexes, which are reversibly reduced to the monoanions [Cp*Fe(η(4)-C(10)H(8))](-) (1(-)) and [Cp*Fe(η(4)-C(14)H(10))](-) (2(-)) and reversibly oxidized to the cations [Cp*Fe(η(6)-C(10)H(8))](+) (1(+)) and [Cp*Fe(η(6)-C(14)H(10))](+) (2(+)). Reduced orbital charges and spin densities of the naphthalene complexes 1(-/0/+) and the anthracene derivatives 2(-/0/+) were obtained by density functional theory (DFT) methods. Analysis of these data suggests that the electronic structures of the anions 1(-) and 2(-) are best represented by low-spin Fe(II) ions coordinated by anionic Cp* and dianionic naphthalene and anthracene ligands. The electronic structures of the neutral complexes 1 and 2 may be described by a superposition of two resonance configurations which, on the one hand, involve a low-spin Fe(I) ion coordinated by the neutral naphthalene or anthracene ligand L, and, on the other hand, a low-spin Fe(II) ion coordinated to a ligand radical L(•-). Our study thus reveals the redox noninnocent character of the naphthalene

  20. Experimental Study of Laser-induced Fluorescence of Anthracene in Soil%土壤中蒽的激光诱导荧光实验研究

    Institute of Scientific and Technical Information of China (English)

    何俊; 邓琥; 武志翔; 马有良

    2011-01-01

    It is complicated to detect Polycyclic Aromatic Hydrocarbons (PAHs) contamination soil by High Performance Liquid Chromatography (HPLC) with the conventional method, the Laser-induced Fluorescence (LIF) is used to on-site detect anthracene, one of the PAHs in soil, and it is shown that the Laser-induced Fluorescence can facilitate the monitoring of the soil pollution. According to the fluorescence properties of anthracene, the optical path and sample holder are designed to directly excite the fluorescence of the mixture of anthracene and the soil sample by using Nd: YAG laser at 355 nm, and the fluorescence spectra are recorded by the fiber spectrometer. It is shown that there are obvious emission fluorescence peaks at 375 nm, 391 nm, 419 nm and 445 nm, and different mass firactions exhibit good linearity to the fluorescence intensities with the correlation coefficients up to 0.999. The effects of the changes in experimental conditions on the fluorescence properties of anthracene are studied, and it is demonstrated by experiment that it is feasible to on-site quantitatively detect anthracene in the soil by using Laser-induced Fluorescence.%常规利用液相色谱法检测土壤中的多环芳烃污染需要复杂的萃取过程,采用激光诱导荧光法直接检测土壤中的多环芳烃,有利于实现对土壤污染的监控.文章以多环芳烃中的蒽为研究对象,根据蒽的荧光特性,设计了实验光路和样品台,采用Nd:YAG激光器355 nm波长直接激发蒽和土壤混合样本的荧光,利用光纤光谱仪记录荧光光谱,实验发现在375nm、391nm、419nm和445nm出现了明显的发射荧光峰,不同质量分数和其荧光强度呈现出良好的线性,相关系数达到0.999;通过实验研究了实验条件的改变对土壤中蒽的荧光特性的影响.实验结果表明,利用激光诱导荧光的方法对土壤中蒽进行直接定量检测是可行的.

  1. The effect of the bay-region 12-methyl group on the stereoselective metabolism at the K-region of 7,12-dimethylbenz[a]anthracene by rat liver microsomes.

    Science.gov (United States)

    Yang, S K; Fu, P P

    1984-01-01

    The enantiomers of a trans-5,6-dihydrodiol formed in the metabolism of 7,12-dimethylbenz[a]anthracene by rat liver microsomes (microsomal fractions) were resolved by chiral stationary-phase high-performance liquid chromatography. The major 7,12-dimethylbenz[a]anthracene trans-5,6-dihydrodiol enantiomer and its hydrogenation product 5,6,8,9,10,11-hexahydro-trans-5,6-diol were found to have 5S,6S absolute configurations by the exciton chirality c.d. method. The R,R/S,S enantiomer ratios of 7,12-dimethylbenz[a]anthracene trans-5,6-dihydrodiol formed in the metabolism of 7,12-dimethylbenz[a]anthracene by liver microsomes from untreated, 3-methylcholanthrene-treated and phenobarbital-treated male Sprague-Dawley rats were found to be 11:89, 6:94, and 5:95 respectively. These findings and those reported previously on the metabolic formations of trans-5,6-dihydrodiols from 7-methylbenz[a]anthracene and 12-methylbenz[a]anthracene suggest that the 12-methyl group in 7,12-dimethylbenz[a]anthracene plays an important role in determining the stereoselective metabolism at the K-region 5,6-double bond. Furthermore, the finding that formation of 5S,6S-dihydrodiol as the predominant enantiomer was not significantly affected by the isoenzymic composition of cytochrome P-450 present in microsomes prepared from the livers of the rats pretreated with the different inducing agents indicates that the stereoselectivity depends on the substrate metabolized rather than on the precise nature of the metabolizing-enzyme system. PMID:6439187

  2. Polyvinyl pyrrolidone capped fluorescent anthracene nanoparticles for sensing fluorescein sodium in aqueous solution and analytical application for ophthalmic samples.

    Science.gov (United States)

    Bhopate, Dhanaji P; Mahajan, Prasad G; Garadkar, Kalyanrao M; Kolekar, Govind B; Patil, Shivajirao R

    2015-11-01

    Based on the known complexation ability between polyvinyl pyrrolidone (PVP) and fluorescein sodium (FL Na(+)), fluorescent PVP capped anthracene nanoparticles (PVP-ANPs) were prepared using a reprecipitation method for detection of fluorescein in aqueous solution using the fluorescence resonance energy transfer (FRET) approach. A dynamic light scattering histogram of PVP-ANPs showed narrower particle size distribution and the average particle size was 15 nm. The aggregation-induced enhanced emission (AIEE) of PVP-ANPs was red shifted from its monomer by 1087.22 cm(-1). The maximum emission was seen to occur at 420 nm. The presence of FL Na(+) in the vicinity of PVP-ANPs quenched the fluorescence of PVP-ANPs because of its adsorption on the surface of PVP-ANPs in aqueous suspension. The FL Na(+) and PVP-ANPs were brought close enough, typically to 7.89 nm, which was less than the distance of 10 nm that is required between the energy donor-acceptor molecule for efficient FRET. The quenching results fit into the Stern-Volmer relationship even at temperatures greater than ambient temperatures. The thermodynamic parameters determined from FRET results helped to propose binding mechanisms involving hydrophobic and electrostatic molecular interaction. The fluorescence quenching results were used further to develop an analytical method for estimation of fluorescein sodium from ophthalmic samples available commercially in the market.

  3. LUPEOL PROTECTS ABNORMALITIES IN CELL SURFACE MOITIES DURING 7, 12-DIMETHYLBENZ[A]ANTHRACENE INDUCED HAMSTER BUCCAL POUCH CARCINOGENESIS

    Directory of Open Access Journals (Sweden)

    D. Palanimuthu and S. Manoharan*

    2012-05-01

    Full Text Available Lupeol, a pentacyclic triterpene, possesses diverse pharmacological and biochemical activities including anticancer and antioxidant effects. Abnormalities in the status of glycoconjugates and lipids in the cell results in malignant transformation. The aim of the present study was to investigate the protective effect of lupeol on cell surface glycoconjugates and lipids abnormalities during 7,12-dimethylbenz[a]anthracene (DMBA-induced hamster buccal pouch carcinogenesis. Oral squamous cell carcinoma was developed in the buccal pouches of golden Syrian hamsters by treating with 0.5% DMBA in liquid paraffin, three times a week, for 14 weeks. The status of glycoconjugates and lipids were measured using specific colorimetric methods. We observed 100% tumor formation with marked abnormalities in the status of glycoconjugates and lipids in hamsters treated with DMBA alone. Oral administration of lupeol at a dose of 50mg/kg bw, completely prevented the formation of tumors and restored the status of glycoconjugates and lipids in hamsters treated with DMBA. The results of the present study thus suggest that lupeol has the potential to protect cell surface abnormalities during DMBA-induced hamster buccal pouch carcinogenesis.

  4. Effect of Anthracene on the Interaction BetweenPlatymonas helgolandicavar. tsingtaoensis andHeterosigma akashiwo in Laboratory Cultures

    Institute of Scientific and Technical Information of China (English)

    BI Rong; WANG You; WANG Renjun; LI Wei; TANG Xuexi

    2015-01-01

    Two species of marine phytoplankton,Platymonas helgolandicavar. tsingtaoensis andHeterosigma akashiwo, were cul-tivated in bi-algal cultures to investigate the effect of anthracene (ANT) on the interaction between them. Without ANT,H. akashiwo out-competedP. helgolandica at low initial biomass ratios (P. helgolandica (P): H. akashiwo (H)=1:4 and 1:1), but not at the highest (P:H=4:1). This observation was consistent with the description in Lotka-Volterra two species competition model. It was found that P. helgolandica was excluded at low initial biomass ratios, while the unstable equilibrium between two species was predicted at the highest. For both species, carrying capacity and maximal specific growth rate decreased in bi-algal cultures compared to those in monocultures.H. akashiwo exhibited a higher sensitivity to ANT thanP. helgolandica. This resulted markedly in a reduced cell den-sity ofH. akashiwo but an increased cell density ofP. helgolandica. Carrying capacity ofP. helgolandica was consistently higher in bi-algal cultures with ANT than those without ANT, suggesting that ANT, through the elimination ofH. akashiwo, generated the dominance ofP. helgolandica independently of initial biomass ratios. This study showed a density-dependent effect of harmful alga (H. akashiwo) on dietary alga (P. helgolandica), and indicated that ocean pollutant ANT could induce the succession of marine phytoplankton.

  5. Gas chromatograph–mass spectrometry determination of carcinogenic naphthalene, anthracene, phenanthrene and fluorene in the Bangsai river water of Bangladesh

    Directory of Open Access Journals (Sweden)

    M. Amzad Hossain

    2016-09-01

    Full Text Available A sensitive and fast method is described that solid phase extraction (SPE using dichloromethane, followed by gas chromatograph-mass spectrometry for the determination of environmentally carcinogenic naphthalene, anthracene, phenanthrene and fluorene (NAPF from the Bangsai river water near the Dhaka mega city of Bangladesh. The method was applied to identify and quantify the carcinogenic NAPF in water samples collected from surface and 30 cm depth of water. Methanol (50 ml pretreated and filtered water samples were applied directly to a C18 SPE column. The carcinogenic NAPF were extracted with dichloromethane and the NAPF concentration was obtained to be 0.39 to 54.98 ppm. The factors influencing SPE e.g., absorbent types, sample load volume, eluting solvent and temperature, were investigated. A cartridge containing a C18 absorbent and using solvent gave a better performance for the extraction of NAPF from the Bangsai river water samples. Average recoveries exceeding 75% could be achieved for toluene at 25 °C with a 2.6% RSD.

  6. 蒽的溶解度测定与关联%Determination and correlation of solubilities of anthracene

    Institute of Scientific and Technical Information of China (English)

    姜伟奇; 张春桃; 刘帮禹; 童仕唐

    2013-01-01

    Solubilities of anthracene in DMF,benzene,toluene,benzene-DMF,toluene-DMF and water-DMF were determined at 303.45 to 353.55K by equilibrium method.These solubilities were correlated by empirical equation ,ideal solution equation and λ-h equation ,which provides important phase equilibrium data for development of refined naphthalene preparation by use of new solvent ex -traction crystallization process .%采用平衡法测定了303.45~353.55 K蒽在DMF、苯、甲苯以及混合溶剂体系苯-DMF、甲苯-DMF、水-DMF中的溶解度,并分别用经验方程、理想溶液方程和λ-h方程对溶解度实验数据进行了关联,为开发新型溶析萃取结晶工艺制备精蒽提供了重要的相平衡数据。

  7. Soil sterilization affects aging-related sequestration and bioavailability of p,p'-DDE and anthracene to earthworms

    Energy Technology Data Exchange (ETDEWEB)

    Slizovskiy, Ilya B. [Program in Environmental Science and Department of Chemistry, Muhlenberg College, Allentown, PA 18104 (United States); Kelsey, Jason W., E-mail: Kelsey@muhlenberg.ed [Program in Environmental Science and Department of Chemistry, Muhlenberg College, Allentown, PA 18104 (United States)

    2010-10-15

    Laboratory experiments investigated the effects of soil sterilization and compound aging on the bioaccumulation of spiked p,p'-DDE and anthracene by Eisenia fetida and Lumbricus terrestris. Declines in bioavailability occurred as pollutant residence time in both sterile and non-sterile soils increased from 3 to 203 d. Accumulation was generally higher in sterile soils during initial periods of aging (from 3-103 d). By 203 d, however, bioavailability of the compounds was unaffected by sterilization. Gamma irradiation and autoclaving may have altered bioavailability by inducing changes in the chemistry of soil organic matter (SOM). The results support a dual-mode partitioning sorption model in which the SOM components associated with short-term sorption (the 'soft' or 'rubbery' phases) are more affected than are the components associated with long-term sorption (the 'glassy' or microcrystalline phases). Risk assessments based on data from experiments in which sterile soil was used could overestimate exposure and bioaccumulation of pollutants. - Soil sterilization affects aging-related sequestration of organic contaminants.

  8. Lupeol, a bioactive triterpene, prevents tumor formation during 7,12-dimethylbenz(a)anthracene induced oral carcinogenesis.

    Science.gov (United States)

    Palanimuthu, D; Baskaran, N; Silvan, S; Rajasekaran, D; Manoharan, S

    2012-10-01

    The oral cancer chemopreventive efficacy of lupeol, a bioactive triterpene, was assessed by monitoring the tumor incidence and using the status of phase I and II xenobiotic metabolizing enzymes, lipid peroxidation and antioxidants as biochemical end points during 7,12-dimethylbenz(a)anthracene (DMBA) induced hamster buccal pouch carcinogenesis. Oral tumors were developed in the buccal pouch of golden Syrian hamsters by painting with 0.5 % DMBA three times a week for 14 weeks. Well differentiated oral squamous cell carcinoma with marked abnormalities in the status of biochemical markers were noticed in hamsters treated with DMBA alone. Oral administration of lupeol at a dose of 50 mg/kg bw completely inhibited the formation of oral tumors and restored the status of biochemical markers during DMBA induced oral carcinogenesis. The present study thus demonstrates the chemopreventive potential of lupeol in DMBA induced oral carcinogenesis. The chemopreventive potential of lupeol is probably due to its antioxidant or free radical scavenging property and modulating effect on phase I and II xenobiotic metabolizing enzymes in favour of the excretion of carcinogenic metabolites during DMBA induced hamster buccal pouch carcinogenesis.

  9. Anthracene-containing wide-band-gap conjugated polymers for high-open-circuit-voltage polymer solar cells.

    Science.gov (United States)

    Gong, Xue; Li, Cuihong; Lu, Zhen; Li, Guangwu; Mei, Qiang; Fang, Tao; Bo, Zhishan

    2013-07-25

    The synthesis, characterization, and photophysical and photovoltaic properties of two anthracene-containing wide-band-gap donor and acceptor (D-A) alternating conjugated polymers (P1 and P2) are described. These two polymers absorb in the range of 300-600 nm with a band gap of about 2.12 eV. Polymer solar cells with P1:PC71 BM as the active layer demonstrate a power conversion efficiency (PCE) of 2.23% with a high Voc of 0.96 V, a Jsc of 4.4 mA cm(-2) , and a comparable fill factor (FF) of 0.53 under simulated solar illumination of AM 1.5 G (100 mW cm(-2) ). In addition, P2:PC71 BM blend-based solar cells exhibit a PCE of 1.42% with a comparable Voc of 0.89 V, a Jsc of 3.0 mA cm(-2) , and an FF of 0.53.

  10. Using acetone as solvent to study removal of anthracene in soil inhibits microbial activity and alters nitrogen dynamics.

    Science.gov (United States)

    Núñez, Edgar Vázquez; Rodríguez, Viviana; Gaytán, Alejandro García; Luna-Guido, Marco; Betancur-Galvis, Liliana A; Marsch, Rodolfo; Dendooven, Luc

    2009-08-01

    Acetone is often used as a carrier to contaminate soil with polycyclic aromatic hydrocarbons (PAHs) and then to study the factors that control their removal. Acetone is an organic solvent that might affect soil processes. An alkaline saline (Texcoco soil) and an agricultural soil (Acolman soil) were amended with or without acetone, nitrogen + phosphorus (NP), and contaminated with anthracene at 520 mg/kg soil while emissions of CO2 and N2O and concentrations of NH4+, NO2(-) and NO3(-) were monitored. The CO2 emission rate decreased greater than 10 times in the soils amended with acetone. Emission of N2O decreased 70 times in the Acolman soil amended with acetone and NP and 5 times in the Texcoco soil. The concentration of NH4+ decreased in the unamended Acolman and Texcoco soil but increased when acetone was added in the first and remained constant in the latter. Acetone inhibited the increase in the amount of NO3(-) in the Acolman soil but not in the Texcoco soil. It was found that microbial activity as evidenced by the emission of CO2, nitrification, and production of N2O were inhibited by acetone. The amount of acetone used as solvent should thus be kept to a minimum, but it can be assumed that its effect on soil processes will be temporary, as microorganisms are known to repopulate soil quickly.

  11. Effect of anthracene on the interaction between Platymonas helgolandica var. tsingtaoensis and Heterosigma akashiwo in laboratory cultures

    Science.gov (United States)

    Bi, Rong; Wang, You; Wang, Renjun; Li, Wei; Tang, Xuexi

    2015-02-01

    Two species of marine phytoplankton, Platymonas helgolandica var. tsingtaoensis and Heterosigma akashiwo, were cultivated in bi-algal cultures to investigate the effect of anthracene (ANT) on the interaction between them. Without ANT, H. akashiwo out-competed P. helgolandica at low initial biomass ratios ( P. helgolandica ( P): H. akashiwo ( H) = 1:4 and 1:1), but not at the highest ( P: H = 4:1). This observation was consistent with the description in Lotka-Volterra two species competition model. It was found that P. helgolandica was excluded at low initial biomass ratios, while the unstable equilibrium between two species was predicted at the highest. For both species, carrying capacity and maximal specific growth rate decreased in bi-algal cultures compared to those in monocultures. H. akashiwo exhibited a higher sensitivity to ANT than P. helgolandica. This resulted markedly in a reduced cell density of H. akashiwo but an increased cell density of P. helgolandica. Carrying capacity of P. helgolandica was consistently higher in bi-algal cultures with ANT than those without ANT, suggesting that ANT, through the elimination of H. akashiwo, generated the dominance of P. helgolandica independently of initial biomass ratios. This study showed a density-dependent effect of harmful alga ( H. akashiwo) on dietary alga ( P. helgolandica), and indicated that ocean pollutant ANT could induce the succession of marine phytoplankton.

  12. Taurine Regulates Mitochondrial Function During 7,12-Dimethyl Benz[a]anthracene Induced Experimental Mammary Carcinogenesis

    Directory of Open Access Journals (Sweden)

    Manickam Kalappan Vanitha

    2015-09-01

    Full Text Available Objectives: The present study was undertaken to determine the modulatory effect of taurine on the liver mitochondrial enzyme system with reference to mitochondrial lipid peroxidation (LPO, antioxidants, major tricarboxylic acid cycle enzymes, and electron transport chain enzymes during 7,12-dimethyl benz[a]anthracene (DMBA induced breast cancer in Sprague-Dawley rats. Methods: Animals in which breast cancer had been induced by using DMBA (25 mg/kg body weight showed an increase in mitochondrial LPO together with decreases in enzymic antioxidants (superoxide dismutase (SOD, catalase (CAT, glutathione peroxidase (GPx, glutathione reductase (GR and glutathione-S-transferase (GST, non-enzymic antioxidants (reduced glutathione (GSH, vitamin C, and vitamin E, in citric acid cycle enzymes (isocitrate dehydrogenase (ICDH, alpha ketoglutarate dehydrogenase (alpha KDH, succinate dehydrogenase (SDH and malate dehydrogenase (MDH, and in electron transport chain (ETC complexes. Results: Taurine (100 mg/kg body weight treatment decreased liver mitochondrial LPO and augmented the activities/levels of enzymic, and non-enzymic antioxidants, tricarboxylic acid cycle enzymes and ETC complexes. Conclusion: The results of our present study demonstrated the chemotherapeutic efficacy of taurine treatment for DMBA-induced breast carcinomas.

  13. Chemopreventive potential of fungal taxol against 7, 12-dimethylbenz[a]anthracene induced mammary gland carcinogenesis in Sprague Dawley rats.

    Science.gov (United States)

    Gokul Raj, Kathamuthu; Chidambaram, Ranganathan; Varunkumar, Krishnamoorthy; Ravikumar, Vilwanathan; Pandi, Mohan

    2015-11-15

    Breast cancer is the second most prevalent cancer and foremost global public health problem. The present study was designed to appraise the chemopreventive potential of fungal taxol against 7,12-dimethylbenz[a]anthracene (DMBA) induced mammary gland carcinogenesis in Sprague Dawley rats. After 90 days of tumor induction, fungal and authentic taxol were given intraperitoneally once in a week for four weeks. Infrared thermal imaging analysis, serum biochemical parameters such as lipid peroxidase (LPO), creatinine, enzymic and non enzymic antioxidants, liver markers tests such as alanine transaminase (ALT), aspartate aminotransferase (AST), total cholesterol (TC), triglycerides (TG) and lipoproteins was analysed. In addition, histopathological observation (breast, kidney and liver), immunohistochemical analysis (p53 and Her2/neu) and western blotting experiments (bcl-2, bax and caspase-9) were performed both in control and experimental animals. In thermal imaging, decreased temperature was observed in rat treated with fungal and authentic taxol when compared to tumor induced rats. The significant decrease in LPO, creatinine, ALT, AST, TC, TG, lipoproteins and increase in enzymic, non-enzymic antioxidants were exemplified in serum of treated groups. Further histopathology, immunohistochemical and western blot analysis (bax, cas-9 and bcl-2) of apoptotic markers in breast tissues clearly showed the anti-carcinogenic property of fungal taxol. Our findings implement that fungal taxol is a potential chemo preventive agent against DMBA induced mammary gland carcinogenesis.

  14. Tumorigenesis of mammary gland by 7,12-dimethylbenz(a)anthracene during pregnancy: relationship with DNA synthesis.

    Science.gov (United States)

    Sinha, D K; Pazik, J E

    1981-06-15

    The relationship between mammary cell proliferation during pregnancy and susceptibility to 7,12-dimethylbenz(a)anthracene (DMBA) was examined. DMBA was administered intravenously to Sprague-Dawley rats on the 5th, 10th or 15th day of pregnancy. [3H]thymidine labelling index (LI) of the mammary cells at the time of treatment with the carcinogen was determined and found to be higher in the pregnant rats than in age-matched virgin controls. In spite of the high proliferative index of the mammary cells, significant inhibition of tumorigenesis occurred in the pregnancy rats allowed to complete pregnancy and parturition following treatment with DMBA. However, when pregnancy was terminated by cesarian section shortly after treatment with DMBA, there was a significantly higher tumor incidence as compared to the "full-term" rats. It was observed that the earlier the pregnancy was terminated, the greater was the incidence of mammary tumors. This would indicate that the inhibitory effect of pregnancy is related to changes occurring during the later half of gestation. The differentiation of mammary cells for milk synthesis as pregnancy progresses is postulated to be a major reason for the observed refractoriness of the mammary cells to DMBA at that time.

  15. Terahertz spectroscopy and solid-state density functional theory calculation of anthracene: Effect of dispersion force on the vibrational modes

    Energy Technology Data Exchange (ETDEWEB)

    Zhang, Feng; Tominaga, Keisuke, E-mail: atmyh@ntu.edu.tw, E-mail: tominaga@kobe-u.ca.jp, E-mail: junichi.nishizawa@hanken.jp [Molecular Photoscience Research Center, Kobe University, Nada, Kobe 657-0013 (Japan); Hayashi, Michitoshi, E-mail: atmyh@ntu.edu.tw, E-mail: tominaga@kobe-u.ca.jp, E-mail: junichi.nishizawa@hanken.jp; Wang, Houng-Wei [Center for Condensed Matter Sciences, National Taiwan University, 1 Roosevelt Rd., Sec. 4, Taipei 10617, Taiwan (China); Kambara, Ohki; Sasaki, Tetsuo [Research Institute of Electronics, Shizuoka University, 3-5-1 Jyohoku, Naka-ku, Hamamatsu, Shizuoka 432-8561 (Japan); Nishizawa, Jun-ichi, E-mail: atmyh@ntu.edu.tw, E-mail: tominaga@kobe-u.ca.jp, E-mail: junichi.nishizawa@hanken.jp [Jun-ichi Nishizawa Memorial Research Center, Tohoku University, 519-1176 Aoba, Aramaki, Aoba-ku, Sendai 980-0845 (Japan)

    2014-05-07

    The phonon modes of molecular crystals in the terahertz frequency region often feature delicately coupled inter- and intra-molecular vibrations. Recent advances in density functional theory such as DFT-D{sup *} have enabled accurate frequency calculation. However, the nature of normal modes has not been quantitatively discussed against experimental criteria such as isotope shift (IS) and correlation field splitting (CFS). Here, we report an analytical mode-decoupling method that allows for the decomposition of a normal mode of interest into intermolecular translation, libration, and intramolecular vibrational motions. We show an application of this method using the crystalline anthracene system as an example. The relationship between the experimentally obtained IS and the IS obtained by PBE-D{sup *} simulation indicates that two distinctive regions exist. Region I is associated with a pure intermolecular translation, whereas region II features coupled intramolecular vibrations that are further coupled by a weak intermolecular translation. We find that the PBE-D{sup *} data show excellent agreement with the experimental data in terms of IS and CFS in region II; however, PBE-D{sup *} produces significant deviations in IS in region I where strong coupling between inter- and intra-molecular vibrations contributes to normal modes. The result of this analysis is expected to facilitate future improvement of DFT-D{sup *}.

  16. Intact anthracene inhibits photosynthesis in algal cells: a fluorescence induction study on Chlamydomonas reinhardtii cw92 strain.

    Science.gov (United States)

    Aksmann, Anna; Tukaj, Zbigniew

    2008-12-01

    Short-term (24h) experiments were performed to examine the effect of anthracene (ANT) on Chlamydomonas reinhardtii cw92 grown in a batch culture system aerated with 2.5% CO(2). At concentrations ranging from 0.7 to 5.6 microM, ANT inhibited the growth of population in a concentration-dependent manner and EC(50) calculated amounted to 1.6 microM. At concentrations from 0.7 to 4.2 microM ANT stimulated respiration and inhibited the intensity of photosynthesis but did not affect chlorophyll content in the cells. ANT influenced chlorophyll a fluorescence parameters, measured by OJIP test (O, J, I and P are the different steps of fluorescence induction curve). ANT diminished the performance index (PI), the yield of primary photochemistry (phi(Po)), the yield of electron transport (phi(Epsilonomicron), the efficiency of moving the electron beyond Qa(-) (Psi(0)) and the fraction of active oxygen evolving complexes (OEC). The fraction of active PS II reaction centres in the treated samples dramatically dropped. The most pronounced changes in ANT-treated cells were observed in the stimulation of energy dissipation parameter (DI(0)/RC). The only OJIP parameter that was not influenced by ANT was energy absorption by photosynthetic antennae (ABS). The results lead to a conclusion that the inhibition of photosynthesis may be a consequence of unspecific ANT-membrane interaction, resulting from hydrophobic character of this hydrocarbon.

  17. Fluorescent mixed ligand copper(II) complexes of anthracene-appended Schiff bases: studies on DNA binding, nuclease activity and cytotoxicity.

    Science.gov (United States)

    Jaividhya, Paramasivam; Ganeshpandian, Mani; Dhivya, Rajkumar; Akbarsha, Mohammad Abdulkadher; Palaniandavar, Mallayan

    2015-07-14

    A series of mixed ligand copper(ii) complexes of the type [Cu(L)(phen)(ACN)](ClO4)21-5, where L is a bidentate Schiff base ligand (N(1)-(anthracen-10-ylmethylene)-N(2)-methylethane-1,2-diamine (L1), N(1)-(anthracen-10-ylmethylene)-N(2),N(2)-dimethylethane-1,2-diamine (L2), N(1)-(anthracen-10-yl-methylene)-N(2)-ethylethane-1,2-diamine (L3), N(1)-(anthracen-10-ylmethylene)-N(2),N(2)-diethylethane-1,2-diamine (L4) and N(1)-(anthracen-10-ylmethylene)-N(3)-methylpropane-1,3-diamine (L5)) and phen is 1,10-phenanthroline, have been synthesized and characterized by spectral and analytical methods. The X-ray crystal structure of 5 reveals that the coordination geometry around Cu(ii) is square pyramidal distorted trigonal bipyramidal (τ, 0.76). The corners of the trigonal plane of the geometry are occupied by the N2 nitrogen atom of phen, the N4 nitrogen atom of L5 and the N5 nitrogen of acetonitrile while the N1 nitrogen of phen and the N3 nitrogen of L5 occupy the axial positions with an N1-Cu1-N3 bond angle of 176.0(3)°. All the complexes display a ligand field band (600-705 nm) and three less intense anthracene-based bands (345-395 nm) in solution. The Kb values calculated from absorption spectral titration of the complexes (π→π*, 250-265 nm) with Calf Thymus (CT) DNA vary in the order 5 > 4 > 3 > 2 > 1. The fluorescence intensity of the complexes (520-525 nm) decreases upon incremental addition of CT DNA, which reveals the involvement of phen rather than the appended anthracene ring in partial DNA intercalation with the DNA base stack. The extent of quenching is in agreement with the DNA binding affinities and the relative increase in the viscosity of DNA upon binding to the complexes as well. Thus 5 interacts with DNA more strongly than 4 on account of the stronger involvement in hydrophobic DNA interaction of the anthracenyl moiety, which is facilitated by the propylene ligand backbone with chair conformation. The ability of complexes (100 μM) to cleave DNA (p

  18. Study on optimal cultivating bacteria and its biological conditions of anthracene degrading degrading kinetics to anthracene%蒽降解菌T2的最佳培养条件及其对蒽的生物降解动力学研究

    Institute of Scientific and Technical Information of China (English)

    单宝来; 张秀霞; 张剑杰; 赵朝成

    2011-01-01

    A mixed bacteria T2 which used anthracene as the sole carbon source was screened from the long-term petroleum polluted soil. When the inoculation amount of T2, pH, temperature, shaking-bed's speed and the initial concentration of anthracene were 1% , 7, 30℃, 120 r/rain and 100 rag/L, respectively, the degrading rate of T2 to anthracene could reach 56.6% through 5 days' cultivation. The optimal cultivating conditions of strain T2 were obtained through studying the cultivating conditions of T2 , the result showed that when the inoculation amount of T2, pH, temperature and the initial concentration of anthracene were 5% , 6, 35℃ and 40 mg/L, respectively, the strain grew best. In addition, the degrading kinetics experiment of strain T2 to anthracene was carried out, the result showed that the residual concentration of anthracene Y(mg/L) and time t (h) was in line with the equation Y=2. 544 e( -0.00275)t.%从长期被石油污染的土壤中筛选得到一株以蒽为惟一碳源的混合菌T2,在接种量为1%,pH为7,温度为30℃,摇床转速为120r/min,蒽的初始浓度为100mg/L的条件下培养5d后,其对蒽的降解率可以达到56.6%。通过单因素实验和正交实验对菌种T2的培养条件进行研究,得到菌种T2的最佳培养条件为:接种量为5%,pH为6,温度为35℃,蒽的初始浓度为40mg/L时,最适合菌种生长。另外,菌种T2对蒽的降解动力学实验的结果表明,蒽的残留浓度Y(mg/L)与时间t(h)符合方程y=2.544e(-0.00275)t.

  19. Tomato and garlic by gavage modulate 7,12-dimethylbenz[a]anthracene-induced genotoxicity and oxidative stress in mice

    Directory of Open Access Journals (Sweden)

    V. Bhuvaneswari

    2004-07-01

    Full Text Available Chemoprotection by dietary agents is a promising strategy for cancer prevention. The aim of the present study was to evaluate the combined effect of tomato and garlic against 7,12-dimethylbenz- [a]anthracene (DMBA-induced genetic damage and oxidative stress in 12-14-week-old male Swiss albino mice. The animals were randomized into experimental and control groups and divided into eight groups of five animals each. Group 1 animals were injected intraperitoneally with 35 mg/kg body weight DMBA suspended in peanut oil as a single dose. Groups 2-4 animals received tomato (500 mg/kg body weight, garlic (125 mg/kg body weight and a combination of tomato and garlic for 5 days by gavage, respectively, followed by DMBA 1.5 h after the final feeding. The doses of tomato and garlic correspond to the average human daily consumption. Animals in groups 5, 6 and 7 received tomato alone, garlic alone and tomato + garlic combination, respectively, for 5 days. Group 8 animals received the same volume of water and served as control. The incidence of bone marrow micronuclei and the extent of lipid peroxidation and the concentrations of antioxidants glutathione, glutathione peroxidase and glutathione-S-transferase were measured in the liver, 48 h after DMBA exposure. Increased frequency of micronuclei and enhanced lipid peroxidation accompanied by compromised antioxidant defenses were observed in DMBA-treated animals. Although pretreatment with tomato or garlic significantly reduced the frequency of DMBA-induced bone marrow micronuclei, the combination of tomato and garlic exhibited more profound effect in inhibiting DMBA-induced genotoxicity and oxidative stress. We suggest that a broad spectrum of antimutagenic and anticlastogenic effects can be achieved through an effective combination of functional foods such as tomato and garlic.

  20. Trianthema portulacastrum Linn. exerts chemoprevention of 7,12-dimethylbenz(a)anthracene-induced mammary tumorigenesis in rats.

    Science.gov (United States)

    Bishayee, Anupam; Mandal, Animesh

    2014-10-01

    Due to limited treatment options for advanced-stage metastatic breast cancer, a high priority should be given to develop non-toxic chemopreventive drugs. The value of various natural and dietary agents to reduce the risk of developing breast cancer is well established. Trianthema portulacastrum Linn. (Aizoaceae), a dietary and medicinal plant, has been found to exert antihepatotoxic and antihepatocarcinogenic properties in rodents. This study was initiated to investigate mechanism-based chemopreventive potential of an ethanolic extract of T. portulacastrum (TPE) against 7,12-dimethylbenz(a)anthracene (DMBA)-initiated rat mammary gland carcinogenesis, an experimental tumor model that closely resembles human breast cancer. Rats had access to a basal diet supplemented with TPE to yield three dietary doses of the extract, i.e., 50, 100 and 200 mg/kg body weight. Following two weeks of TPE treatment, mammary tumorigenesis was initiated by oral administration of DMBA (50 mg/kg body weight). At the end of the study (16 weeks after DMBA exposure), TPE exhibited a striking reduction of DMBA-induced mammary tumor incidence, total tumor burden and average tumor weight and reversed intratumor histopathological alterations. TPE dose-dependently suppressed proliferating cell nuclear antigen and cyclin D1 expression, induced apoptosis, upregulated proapoptotic protein Bax, downregulated antiapoptotic protein Bcl-2 and diminished the expression of nuclear and cytosolic β-catenin in mammary tumors. Our results clearly provide the first experimental evidence that TPE exerts chemopreventive effect in the classical DMBA model of breast cancer by suppressing abnormal cell proliferation and inducing apoptosis mediated through alteration of Bax/Bcl-2 ratio. Mechanistically, TPE is capable of diminishing activated canonical Wnt/β-catenin signaling to exhibit antiproliferative, proapoptotic and oncostatic effects during an early-stage breast cancer. These results may encourage further

  1. Enhanced susceptibility of ovaries from obese mice to 7,12-dimethylbenz[a]anthracene-induced DNA damage

    Energy Technology Data Exchange (ETDEWEB)

    Ganesan, Shanthi, E-mail: shanthig@iastate.edu; Nteeba, Jackson, E-mail: nteeba@iastate.edu; Keating, Aileen F., E-mail: akeating@iastate.edu

    2014-12-01

    7,12-Dimethylbenz[a]anthracene (DMBA) depletes ovarian follicles and induces DNA damage in extra-ovarian tissues, thus, we investigated ovarian DMBA-induced DNA damage. Additionally, since obesity is associated with increased offspring birth defect incidence, we hypothesized that a DMBA-induced DNA damage response (DDR) is compromised in ovaries from obese females. Wild type (lean) non agouti (a/a) and KK.Cg-Ay/J heterozygote (obese) mice were dosed with sesame oil or DMBA (1 mg/kg; intraperitoneal injection) at 18 weeks of age, for 14 days. Total ovarian RNA and protein were isolated and abundance of Ataxia telangiectasia mutated (Atm), X-ray repair complementing defective repair in Chinese hamster cells 6 (Xrcc6), breast cancer type 1 (Brca1), Rad 51 homolog (Rad51), poly [ADP-ribose] polymerase 1 (Parp1) and protein kinase, DNA-activated, catalytic polypeptide (Prkdc) were quantified by RT-PCR or Western blot. Phosphorylated histone H2AX (γH2AX) level was determined by Western blotting. Obesity decreased (P < 0.05) basal protein abundance of PRKDC and BRCA1 proteins but increased (P < 0.05) γH2AX and PARP1 proteins. Ovarian ATM, XRCC6, PRKDC, RAD51 and PARP1 proteins were increased (P < 0.05) by DMBA exposure in lean mice. A blunted DMBA-induced increase (P < 0.05) in XRCC6, PRKDC, RAD51 and BRCA1 was observed in ovaries from obese mice, relative to lean counterparts. Taken together, DMBA exposure induced γH2AX as well as the ovarian DDR, supporting that DMBA causes ovarian DNA damage. Additionally, ovarian DDR was partially attenuated in obese females raising concern that obesity may be an additive factor during chemical-induced ovotoxicity. - Highlights: • DMBA induces markers of ovarian DNA damage. • Obesity induces low level ovarian DNA damage. • DMBA-induced DNA repair response is altered by obesity.

  2. Synthesis of pitch resin from de-crystal anthracene oil%由脱晶蒽油制备沥青树脂的研究

    Institute of Scientific and Technical Information of China (English)

    赵雪飞; 梁杰; 赖仕全; 高丽娟

    2012-01-01

    A pitch resin has been synthesized by using de-crystal anthracene oil as monomer and benzaldehyde as cross-linking agent at the presence of concentrated sulfuric acid. The reaction mechanism and weight loss of the obtained pitch resin was characterized by Fourier transform infrared spectroscopy (FT-IR) and thermogravimetric analysis (TGA), respectively. The effects of synthesis conditions on the properties of the pitch resin such as, coking value, Engler viscosity and binding strength were investigated by single factor experiments. Experimental results showed that the cationic polymerization occurred between de-crystal anthracene oil and benzaldehyde. In comparison with de-crystal anthracene oil, the coking value of the pitch resin was increased by 24%, and the temperature of maximum TGA rate was relatively increased by 143 ℃. The properties of the pitch resin could be controlled by changing synthesis conditions.%以脱晶蒽油为原料,苯甲醛为交联剂,在浓硫酸的催化作用下合成了沥青树脂.采用FT-IR和TCA分析手段研究了缩聚反应机理和热失重行为.试验过程中考察了合成条件对沥青树脂的结焦值、恩氏黏度和黏结强度等性能的影响.结果表明,脱晶蒽油与苯甲醛发生了阳离子聚合反应,与原料相比,沥青树脂的残炭值提高了24%,最大失重速率时的温度相对升高了143℃.改变合成工艺条件能调控沥青树脂的性能指标.

  3. Recyclable nanoscale zero-valent iron-based magnetic polydopamine coated nanomaterials for the adsorption and removal of phenanthrene and anthracene

    Science.gov (United States)

    Li, Jing; Zhou, Qingxiang; Liu, Yongli; Lei, Man

    2017-01-01

    Abstract In this study, nanoscale zero-valent iron nanoparticles (NZVIs) were coated with silica and polydopamine using a two-step process. The coated nanoparticles were applied as adsorbents for removal of two common polycyclic aromatic hydrocarbons pollutants, phenanthrene (PHE) and anthracene (ANT) from aqueous system. Adsorption kinetics followed a pseudo-second-order model. Isotherms and thermodynamics were investigated and the results indicated that the adsorption process fit best to the Freundlich model and exhibited the characteristics of an exothermal physical adsorption process. Owing to their superparamagnetic characteristics and stability, these adsorbents could be easily collected and recycled for reuse. PMID:28179954

  4. 1-[3-(Anthracen-9-yl-5-(pyridin-2-yl-4,5-dihydro-1H-pyrazol-1-yl]ethanone

    Directory of Open Access Journals (Sweden)

    Kun Huang

    2012-05-01

    Full Text Available In the title compound, C24H19N3O, the pyrazoline ring adopts an envelope conformation with the C atom linking to the pyridine ring as the flap. The mean plane of the pyrazoline ring makes dihedral angles of 85.54 (4 and 81.66 (3° with the pyridine ring and the anthracene ring system, respectively. In the crystal, molecules are linked by C—H...O hydrogen bonds. In addition, weak π–π interactions [centroid–centroid distances = 3.695 (3–3.850 (7 Å] are observed.

  5. Mass Spectral Fragmentation of (S,S)-N,N′-Bis [1-(hydroxymethyl)alkyl]anthracene/Naphthalene-1,8-dicarboxamides under Electron Impact Ionization Conditions

    Institute of Scientific and Technical Information of China (English)

    2006-01-01

    The mass spectrometric fragmentation of(S,S)-N,N′-bis[1-(hydroxymethyl)alkyl]anthracene/naphthalene-1,8-dicarboxamides was investigated with the aid of mass-analyzed ion kinetic energy spectrometry and the elemental compositions of important fragment ions were determined by accurate mass measurement under electron impact ionization conditions. All the compounds could eliminate formaldehyde. The [M-CH2O] ions could also eliminate imine, aziridine, aziridinone,2-amonoalkan-1-ol, water, and other fragments. Several cyclizations were observed under electron impact ionization.

  6. Quartz Capillary Cladding Anthracene and Polycyclic Aromatic Hydrocarbon(PAH)-Core Scintillating/WLS Fibers for High Rates and Radiation Damage Resistance

    CERN Document Server

    Albayrak-Yetkin, A; Corso, J; Jennings, G; Mestvirisvilli, A; Onel, Y; Schmidt, I; Sanzeni, C; Winn, D R; Yetkin, T

    2013-01-01

    Quartz capillary tube/fibers have been filled with anthracene by a melt and vacuum inbibition process to fabricate a scintillating core fiber. Other polcyclic aromatic hydrocarbons(PAH), such as p-Terphenyl (pTP), stilbene or naphthalene are also well-suited to scintillating/shifting fiber cores. The resulting scintillating core with quartz cladding capillary fibers (250-750 micron cores) had a high specific light output when tested with muons (8 p.e. per MIP). These PAH core quartz capillary cladding scintillating/shifting optical fibers have the potential of high radiation resistance, fast response, and are applicable to many energy and intensity frontier experiments.

  7. Miscibility of Two Components in a Binary Mixture of 9-Phenyl Anthracene Mixed with Stearic Acid or Polymethyl Methacrylate at Air-Water Interface

    Institute of Scientific and Technical Information of China (English)

    P. K. Paul; Md. N. Islam; D. Bhattacharjee; S. A. Hussain

    2007-01-01

    We report the miscibility characteristics of two components in a binary mixture of 9-phenyl anthracene (PA) mixed with stearic acid (SA) or polymethyl methacrylate (PMMA). The behaviour of surface pressure versus area per molecule isotherms reveal that the area per molecule decreases systematically with increasing molefractions of PA. The characteristics of areas per molecule versus molefractions and collapse pressure vs molefraction indicate that various interactions involved among the sample and matrix molecules. The interaction scheme is found to change with the change in surface pressure and molefraction of mixing. Scanning electron microscopic study confirms the aggregation of PA molecules in the mixed films.

  8. Theoretical study of the electronically excited radical cations of naphthalene and anthracene as archetypal models for astrophysical observations. Part II. Dynamics consequences.

    Science.gov (United States)

    Ghanta, S; Reddy, V Sivaranjana; Mahapatra, S

    2011-08-28

    Nuclear dynamics is investigated theoretically from first principles by employing the ab initio vibronic models of the prototypical naphthalene and anthracene radical cations developed in Part I. This Part is primarily aimed at corroborating a large amount of available experimental data with a specific final goal to establish an unambiguous link with the current observations in astrophysics and astronomy. The detailed analyses presented here perhaps establish that these two prototypical polycyclic aromatic hydrocarbon radical cations are indeed potential carriers of the observed diffuse interstellar bands.

  9. Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible Light Triggered Platform for facile siRNA Delivery

    KAUST Repository

    Patil, Sachin

    2016-06-29

    Supramolecular self-assembly of histidine-capped-dialkoxy-anthracene (HDA) results in the formation of light responsive nanostructures.Single-crystal X-ray diffraction analysis of HDA shows two types of hydrogen bonding. The first hydrogen bond is established between the imidazole moieties while the second involves the oxygen atom of one amide group and the hydrogen atom of a second amide group. When protonated in acidic aqueous media, HDA successfully complexes siRNA yielding spherical nanostructures. This biocompatible platform controllably delivers siRNA with high efficacy upon visible light irradiation leading up to 90% of gene silencing in live cells.

  10. Quantitative structure–activity relationships for chronic toxicity of alkyl-chrysenes and alkyl-benz[a]anthracenes to Japanese medaka embryos (Oryzias latipes)

    Energy Technology Data Exchange (ETDEWEB)

    Lin, Hongkang [Department of Biology, Queen' s University, Kingston, Ontario K7L3N6 (Canada); Morandi, Garrett D. [School of Environmental Studies, Queen' s University, Kingston, Ontario K7L3N6 (Canada); Brown, R. Stephen [School of Environmental Studies, Queen' s University, Kingston, Ontario K7L3N6 (Canada); Department of Chemistry, Queen' s University, Kingston, Ontario K7L3N6 (Canada); Snieckus, Victor; Rantanen, Toni [Department of Chemistry, Queen' s University, Kingston, Ontario K7L3N6 (Canada); Jørgensen, Kåre B. [Department of Mathematics and Natural Sciences, University of Stavanger, 4036 Stavanger (Norway); Hodson, Peter V., E-mail: peter.hodson@queensu.ca [Department of Biology, Queen' s University, Kingston, Ontario K7L3N6 (Canada); School of Environmental Studies, Queen' s University, Kingston, Ontario K7L3N6 (Canada)

    2015-02-15

    Highlights: • Medaka embryos were exposed to alkyl chrysenes and benzo[a]anthracenes (BAA). • Concentrations were kept constant by partition controlled delivery. • Chrysene was not toxic within solubility limits, in contrast to BAA. • Alkylation increased the toxicity of chrysene and BAA. • Toxicity was related to hydrophobicity and to specific modes of action. - Abstract: Alkylated polycyclic aromatic hydrocarbons (alkyl-PAHs) are a class of compounds found at significant concentrations in crude oils, and likely the main constituents responsible for the chronic toxicity of oil to fish. Alkyl substituents at different locations on the aromatic rings change the size and shape of PAH molecules, which results in different interactions with tissue receptors and different severities of toxicity. The present study is the first to report the toxicity of several alkylated derivatives of chrysene and benz[a]anthracene to the embryos of Japanese medaka (Oryzias latipes) using the partition controlled delivery (PCD) method of exposure. The PCD method maintained the desired exposure concentrations by equilibrium partitioning of hydrophobic test compounds from polydimethylsiloxane (PDMS) films. Test concentrations declined by only 13% over a period of 17 days. Based on the prevalence of signs of blue sac disease (BSD), as expressed by median effective concentrations (EC50s), benz[a]anthracene (B[a]A) was more toxic than chrysene. Alkylation generally increased toxicity, except at position 2 of B[a]A. Alkyl-PAHs substituted in the middle region had a lower EC50 than those substituted at the distal region. Except for B[a]A and 7-methylbenz[a]anthracene (7-MB), estimated EC50 values were higher than their solubility limits, which resulted in limited toxicity within the range of test concentrations. The regression between log EC50s and log K{sub ow} values provided a rough estimation of structure–activity relationships for alkyl-PAHs, but K{sub ow} alone did not provide

  11. Degradation of Coexistence System of Anthracene and Phenol by Laccase Mediator System%漆酶介体系统对蒽与苯酚共存体系的降解研究

    Institute of Scientific and Technical Information of China (English)

    白光兰; 许琴; 赵婷婷; 柯静; 张元元; 任大军

    2015-01-01

    以2,2-联氮-二(3-乙基-苯并噻唑-6-磺酸)二铵盐(ABTS)为介体,研究了漆酶/ABTS 介体系统对蒽与苯酚共存体系的降解效果,并考察了不同苯酚浓度对共存体系中蒽降解效果的影响。同时,分析了漆酶/ABTS 介体系统对共存体系的作用机理。结果表明,苯酚的引入会抑制蒽的去除,且随着苯酚浓度的增大,蒽降解被抑制地更明显,而蒽对苯酚的降解影响可以忽略不计;蒽体系和蒽与苯酚共存体系中蒽的氧化降解过程均符合一级动力学规律。%2 ,2 - azino - bis - (3 - ethylbenzthiazoline -6 - sulfonic acid) (ABTS) is selected as a mediator to study the degradation of coexistence system of Anthracene and phenol by laccase/ABTS mediator system and the effects of phenol con-centration on the degradation of anthracene are investigated .Besides ,the degrading mechanism of coexistence system is ana-lyzed .The results show that the introduction of phenol can inhibit the removal of anthracene and with the increase of the concentration of phenol ,anthracene degradation is suppressed more obviously ,while the effect of anthracene on phenol degradation is negligible .The process of anthracene oxidative degradation in anthranece system and coexistence system ap-proximately accords with the first - order reaction .

  12. 可降解蒽细菌的分离与生长特性研究%Research on the Isolation and Growth Characteristics of Anthracene-degraded Bacteria

    Institute of Scientific and Technical Information of China (English)

    杜军; 张旭; 黄琦

    2011-01-01

    [目的]为蒽等多环芳烃(PAHs)污染的生物修复提供理论依据.[方法]采用富集培养的方法从污水处理厂的活性污泥中筛选得到蒽降解菌株E12,测定该菌株的生长曲线及其对蒽的降解曲线,并研究不同蒽浓度、初始pH值等对其降解蒽效率的影响.[结果]经初步鉴定,菌株E12属于气微菌属,该菌株可在以蒽为唯一碳源的培养基中生长.蒽初始浓度小于900 mg/L时,菌体浓度随蒽浓度的增加而增加,当蒽浓度超过900 mg/L后,菌体浓度显著下降;菌株在弱酸性和弱碱性环境中均能生长,但最适生长pH值为6.5;菌悬液接入量对菌体生长也有明显影响,最适接种量为2.0%.[结论] E12菌株降解蒽的最佳条件为:蒽浓度900 mg/L,pH值6.5,此条件下培养148 h后蒽的降解率可达70.5%.%[ Objective] The research aimed to supply theoretical foundation for bio-recovery of polycyclic aromatic hydrocarbon (PAHs) pollution, such as anthracene pollution. [ Method] The anthracene-degraded strain E12 was screened out from active sludge of sewage processing factory through enrichment culture. The growth curve of this strain and its degrading curve on anthracene were determined and the influence of factors including different anthracene concn. and initial pH values on the its degraded efficiency was researched. [ Result] The primary identification indicated that the strain E12 belong to Aeromonas and could grow in the medium with anthracene as sole carbon source. When the initial concn. of anthracene was lower than 900 mg/L, the strain concn. was increased along with the increase of anthracene concn. When the anthracene concn. exceeded 900 mg/L, the strain concn. was decreased significantly. The strain could grow in both weak acid and weak base environments and the optimum pH value for its growth was 6.5. The innoculation amount of bacterial suspension also showed obvious influence on its growth and the optimum innoculation amount was 2.0

  13. Determination of the Residual Anthracene Concentration in Cultures of Haloalkalitolerant Actinomycetes by Excitation Fluorescence, Emission Fluorescence, and Synchronous Fluorescence: Comparative Study

    Directory of Open Access Journals (Sweden)

    Reyna del Carmen Lara-Severino

    2016-01-01

    Full Text Available Polycyclic aromatic hydrocarbons (PAHs are compounds that can be quantified by fluorescence due to their high quantum yield. Haloalkalitolerant bacteria tolerate wide concentration ranges of NaCl and pH. They are potentially useful in the PAHs bioremediation of saline environments. However, it is known that salinity of the sample affects fluorescence signal regardless of the method. The objective of this work was to carry out a comparative study based on the sensitivity, linearity, and detection limits of the excitation, emission, and synchronous fluorescence methods, during the quantification of the residual anthracene concentration from the following haloalkalitolerant actinomycetes cultures Kocuria rosea, Kocuria palustris, Microbacterium testaceum, and 4 strains of Nocardia farcinica, in order to establish the proper fluorescence method to study the PAHs biodegrading capacity of haloalkalitolerant actinobacteria. The study demonstrated statistical differences among the strains and among the fluorescence methods regarding the anthracene residual concentration. The results showed that excitation and emission fluorescence methods performed very similarly but sensitivity in excitation fluorescence is slightly higher. Synchronous fluorescence using Δλ=150 nm is not the most convenient method. Therefore we propose the excitation fluorescence as the fluorescence method to be used in the study of the PAHs biodegrading capacity of haloalkalitolerant actinomycetes.

  14. Anthracene coupled thiourea as a colorimetric sensor for F{sup −}/Cu{sup 2+} and fluorescent sensor for Hg{sup 2+}/picric acid

    Energy Technology Data Exchange (ETDEWEB)

    Udhayakumari, Duraisamy [Organic and Polymer Synthesis Laboratory, Department of Chemistry, National Institute of Technology, Tiruchirappalli-620 015 (India); Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300, Taiwan, ROC (China); Velmathi, Sivan, E-mail: velmathis@nitt.edu [Organic and Polymer Synthesis Laboratory, Department of Chemistry, National Institute of Technology, Tiruchirappalli-620 015 (India); Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300, Taiwan, ROC (China); Venkatesan, Parthiban; Wu, Shu-Pao [Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300, Taiwan, ROC (China)

    2015-05-15

    A new dual chemosensor (Z)-2-(anthracen-9-ylmethylene)-N-phenylhydrazinecarbothioamide R1 was synthesized by incorporating a thiourea derivative as a binding unit and an anthracene group as a fluorescence signalling unit. R1 selectively binds with Cu{sup 2+} and Hg{sup 2+} ions in aqueous medium. R1 exhibits highly selective recognition towards F{sup −} ion and picric acid in organic medium. Fluorescence quenching was observed in case of R1 with Cu{sup 2+} and Hg{sup 2+} ions over commonly coexistent metal ions. Furthermore, fluorescence imaging experiments of Cu{sup 2+} and Hg{sup 2+} ions in living RAW 264.7 cells demonstrate its value of practical applications in biological systems. - Highlights: • R1 exhibited highly selective recognition towards Cu{sup 2+}, Hg{sup 2+} and F{sup −} ions. • The anion detection by R1 is further confirmed by {sup 1}H NMR titration method. • Detection of Cu{sup 2+} and Hg{sup 2+} ion in the living cell was achieved using fluorescence microscope. • R1 selectively sense picric acid over other nitroaromatics.

  15. Full-dimensional multilayer multiconfigurational time-dependent Hartree study of electron transfer dynamics in the anthracene/C60 complex.

    Science.gov (United States)

    Xie, Yu; Zheng, Jie; Lan, Zhenggang

    2015-02-28

    Electron transfer at the donor-acceptor heterojunctions plays a critical role in the photoinduced process during the solar energy conversion in organic photovoltaic materials. We theoretically investigate the electron transfer process in the anthracene/C60 donor-acceptor complex by using quantum dynamics calculations. The electron-transfer model Hamiltonian with full dimensionality was built by quantum-chemical calculations. The quantum dynamics calculations were performed using the multiconfigurational time-dependent Hartree (MCTDH) theory and multilayer (ML) MCTDH methods. The latter approach (ML-MCTDH) allows us to conduct the comprehensive study on the quantum evolution of the full-dimensional electron-transfer model including 4 electronic states and 246 vibrational degrees of freedom. Our quantum dynamics calculations exhibit the ultrafast anthracene → C60 charge transfer process because of the strong coupling between excitonic and charge transfer states. This work demonstrates that the ML-MCTDH is a very powerful method to treat the quantum evolution of complex systems.

  16. Full-dimensional multilayer multiconfigurational time-dependent Hartree study of electron transfer dynamics in the anthracene/C60 complex

    Energy Technology Data Exchange (ETDEWEB)

    Xie, Yu; Zheng, Jie; Lan, Zhenggang, E-mail: lanzg@qibebt.ac.cn [CAS Key Laboratory of Biobased Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101 (China); University of Chinese Academy of Sciences, Beijing 100049 (China)

    2015-02-28

    Electron transfer at the donor-acceptor heterojunctions plays a critical role in the photoinduced process during the solar energy conversion in organic photovoltaic materials. We theoretically investigate the electron transfer process in the anthracene/C60 donor-acceptor complex by using quantum dynamics calculations. The electron-transfer model Hamiltonian with full dimensionality was built by quantum-chemical calculations. The quantum dynamics calculations were performed using the multiconfigurational time-dependent Hartree (MCTDH) theory and multilayer (ML) MCTDH methods. The latter approach (ML-MCTDH) allows us to conduct the comprehensive study on the quantum evolution of the full-dimensional electron-transfer model including 4 electronic states and 246 vibrational degrees of freedom. Our quantum dynamics calculations exhibit the ultrafast anthracene → C60 charge transfer process because of the strong coupling between excitonic and charge transfer states. This work demonstrates that the ML-MCTDH is a very powerful method to treat the quantum evolution of complex systems.

  17. Haloalkalitolerant Actinobacteria with capacity for anthracene degradation isolated from soils close to areas with oil activity in the State of Veracruz, Mexico.

    Science.gov (United States)

    Lara-Severino, Reyna Del C; Camacho-López, Miguel A; Casanova-González, Edgar; Gómez-Oliván, Leobardo M; Sandoval-Trujillo, Ángel H; Isaac-Olivé, Keila; Ramírez-Durán, Ninfa

    2016-03-01

    The use of native strains of microorganisms from soils is an excellent option for bioremediation. To our knowledge, until now there has been no other group working on the isolation of Actinobacteria from contaminated soils in Mexico. In this study, samples of soils close to areas with oil activity in the State of Veracruz, Mexico, were inoculated for the isolation of Actinobacteria. The strains isolated were characterized morphologically, and the concentrations of NaCl and pH were determined for optimal growth. Strain selection was performed by the detection of a phylogenetic marker for Actinobacteria located at the 23S rRNA gene, followed by species identification by sequencing the 16S rRNA gene. Several haloalkalitolerant Actinobacteria were isolated and identified as: Kocuria rosea, K. palustris, Microbacterium testaceum, Nocardia farcinica and Cellulomonas denverensis. Except for C. denverensis, the biomass of all strains increased in the presence of anthracene. The strains capacity to metabolize anthracene (at 48 h), determined by fluorescence emission, was in the range of 46-54%. During this time, dihydroxy aromatic compounds formed, characterized by attenuated total reflectance Fourier transform infrared spectroscopy bands of 1205 cm-1 and 1217 cm-1. Those Actinobacteria are potentially useful for the bioremediation of saline and alkaline environments contaminated with polycyclic aromatic hydrocarbon compounds. [Int Microbiol 2016; 19(1):15-26].

  18. Toxicity of cadmium, anthracene, and their mixture to Desmodesmus subspicatus estimated by algal growth-inhibition ISO standard test.

    Science.gov (United States)

    Baścik-Remisiewicz, Agnieszka; Aksmann, Anna; Żak, Adam; Kowalska, Maja; Tukaj, Zbigniew

    2011-05-01

    Cells of Desmodesmus subspicatus 86.81 were used to examine the toxicity of cadmium chloride (CdCl(2)) and anthracene (ANT) applied individually and in combination. The experiments were performed according to standardized ISO (International Organization for Standardization) 8692 protocol (2004). Parameters measured were the number of cells and chlorophyll a fluorescence parameters. E(r)C(10) and E(r)C(50) values (growth rate [r] inhibition by 10% and 50%, respectively) for single toxicants were determined separately. The effect of mixtures of the substances (Cd + ANT) at concentrations corresponding to E(r)C(10) (E(r)C(10) + E(r)C(10)) and E(r)C(50) (E(r)C(50) + E(r)C(50)) values was characterized. The toxicity of individual chemicals after a 72-h exposure was as follows: ANT (E(r)C(10) = 0.06; E(r)C(50) = 0.26 mg l(-1)) and CdCl(2) (E(r)C(10) = 0.12; E(r)C(50) = 0.30 mg l(-1)). The combination Cd + ANT decreased the population growth rate more strongly than the substances applied individually. Cadmium at a concentration corresponding to E(r)C(10) slightly influenced the parameters of chlorophyll a fluorescence as measured by the OJIP test (O, J, I, and P are the different steps of fluorescence induction curve), whereas the influence of ANT was not statistically significant. In Cd + ANT-treated samples, the photosynthetic "vitality" (PI), the maximum quantum yield of primary photochemistry (φ(Po)), and the fraction of active PS II reaction centre (RC) decreased, but the values of ABS/RC, TR(0)/RC, and DI(0)/RC increased. The type of interaction between Cd and ANT depended on the concentration of chemicals used. When the substances were applied at concentrations of E(r)C(10), synergistic effects were observed, whereas the mixture of chemicals used at an E(r)C(50) concentration showed an antagonistic interaction.

  19. Trianthema portulacastrum Linn. exerts chemoprevention of 7,12-dimethylbenz(a)anthracene-induced mammary tumorigenesis in rats

    Energy Technology Data Exchange (ETDEWEB)

    Bishayee, Anupam, E-mail: abishayee@auhs.edu [Department of Pharmaceutical Sciences, School of Pharmacy, American University of Health Sciences, Signal Hill, CA 90755 (United States); Mandal, Animesh [Cancer Therapeutics and Chemoprevention Group, Department of Pharmaceutical Sciences, College of Pharmacy, Northeast Ohio Medical University, Rootstown, OH 44272 (United States)

    2014-10-15

    Highlights: • Dietary administration of an ethanolic extract of aerial parts of T. portulacastrum (TPE) exhibits a striking chemopreventive effect in an experimentally induced classical animal model of breast cancer. • The mammary tumor-inhibitory effect of TPE could be achieved, at least in part, though intervention of key hallmark capabilities of tumor cells, such as abnormal cell proliferation and evasion of apoptosis. • TPE is capable of diminishing activated canonical Wnt/β-catenin signaling to exhibit antiproliferative, proapoptotic and oncostatic effects during this early-stage mammary carcinoma. • These results coupled with a safety profile of T. portulacastrum may encourage further studies to understand the full potential of this dietary plant for chemoprevention of breast cancer. - Abstract: Due to limited treatment options for advanced-stage metastatic breast cancer, a high priority should be given to develop non-toxic chemopreventive drugs. The value of various natural and dietary agents to reduce the risk of developing breast cancer is well established. Trianthema portulacastrum Linn. (Aizoaceae), a dietary and medicinal plant, has been found to exert antihepatotoxic and antihepatocarcinogenic properties in rodents. This study was initiated to investigate mechanism-based chemopreventive potential of an ethanolic extract of T. portulacastrum (TPE) against 7,12-dimethylbenz(a)anthracene (DMBA)-initiated rat mammary gland carcinogenesis, an experimental tumor model that closely resembles human breast cancer. Rats had access to a basal diet supplemented with TPE to yield three dietary doses of the extract, i.e., 50, 100 and 200 mg/kg body weight. Following two weeks of TPE treatment, mammary tumorigenesis was initiated by oral administration of DMBA (50 mg/kg body weight). At the end of the study (16 weeks after DMBA exposure), TPE exhibited a striking reduction of DMBA-induced mammary tumor incidence, total tumor burden and average tumor weight

  20. 7,12-Dimethylbenz[a]anthracene exposure induces the DNA repair response in neonatal rat ovaries

    Energy Technology Data Exchange (ETDEWEB)

    Ganesan, Shanthi, E-mail: shanthig@iastate.edu; Bhattacharya, Poulomi, E-mail: poulomib@iastate.edu; Keating, Aileen F., E-mail: akeating@iastate.edu

    2013-11-01

    7,12-Dimethylbenz[a]anthracene (DMBA) destroys ovarian follicles at all stages of development. This study investigated DMBA-induced DNA double strand break (DSB) formation with subsequent activation of the ovarian DNA repair response in models of pre-antral or pre-ovulatory follicle loss. Postnatal day (PND) 4 Fisher 344 (F344) rat ovaries were cultured for 4 days followed by single exposures of vehicle control (1% DMSO) or DMBA (12.5 nM or 75 nM) and maintained in culture for 4 or 8 days. Alternately, PND4 F344 rat ovaries were exposed to 1 μM DMBA at the start of culture for 2 days. Total RNA or protein was isolated, followed by qPCR or Western blotting to quantify mRNA or protein level, respectively. γH2AX and phosphorylated ATM were localized and quantified using immunofluorescence staining. DMBA exposure increased caspase 3 and γH2AX protein. Additionally, DMBA (12.5 nM and 1 μM) increased levels of mRNA encoding Atm, Xrcc6, Brca1 and Rad51. In contrast, Parp1 mRNA was decreased on d4 and increased on d8 of DMBA exposure, while PARP1 protein increased after 8 days of DMBA exposure. Total ATM increased in a concentration-dependent temporal pattern (75 nM d4; 12.5 nM d8), while pATM was localized in large primary and secondary follicles and increased after 8 days of 75 nM DMBA exposure compared to both control and 12.5 nM DMBA. These findings support that, despite some concentration effects, DMBA induces ovarian DNA damage and that DNA repair mechanisms are induced as a potential mechanism to prevent follicle loss. - Highlights: • DMBA exposure increases ovarian caspase-3 protein expression. • DMBA exposure increases the γH2AX protein in oocytes. • DMBA exposure activates a DNA repair response in the ovary.

  1. Protective role for ovarian glutathione S-transferase isoform pi during 7,12-dimethylbenz[a]anthracene-induced ovotoxicity

    Energy Technology Data Exchange (ETDEWEB)

    Bhattacharya, Poulomi, E-mail: poulomib@iastate.edu; Keating, Aileen F., E-mail: akeating@iastate.edu

    2012-04-15

    7,12-Dimethylbenz[a]anthracene (DMBA) destroys ovarian follicles at all developmental stages. This study investigated a role for the glutathione S-transferase (Gst) isoforms alpha (a), mu (m) and pi (p) and the transcription factors, Ahr and Nrf2, during DMBA-induced ovotoxicity, and their regulation by phosphatidylinositol-3 kinase (PI3K) signaling. Negative regulation of JNK by GSTP during DMBA exposure was also studied. Post-natal day (PND) 4 Fischer 344 rat ovaries were exposed to vehicle control (1% DMSO) ± DMBA (1 μM) or vehicle control (1% DMSO) ± LY294002 (PI3K inhibitor; 20 μM) for 1, 2, 4, or 6 days. Total RNA or protein was isolated, followed by RT-PCR or Western blotting to determine mRNA or protein level, respectively. Immunoprecipitation using an anti-GSTP antibody was performed to determine interaction between GSTP and JNK, followed by Western blotting to determine JNK and p-c-Jun protein level. DMBA had no impact on Gsta, Gstm or Nrf2 mRNA level, but increased Gstp mRNA and protein after 2 days. Ahr mRNA and protein increased after 2 and 4 days of DMBA exposure, respectively and DMBA increased NRF2 protein level after 4 days. JNK bound to GSTP was increased during DMBA exposure, with a concomitant decrease in unbound JNK and p-c-Jun. Ahr and Gstp mRNA were decreased (2 days) and increased (4 days) by PI3K inhibition, while Gstm mRNA increased (P < 0.05) after both time points, and there was no effect on Nrf2 mRNA. PI3K inhibition increased AHR, NRF2 and GSTP protein level. These findings support involvement of ovarian GSTP during DMBA exposure, and indicate a regulatory role for the PI3K signaling pathway on ovarian xenobiotic metabolism gene expression. -- Highlights: ► Ovarian GSTP is activated in response to DMBA exposure. ► AhR and Nrf2 transcription factors are up-regulated by DMBA. ► PI3K signaling regulates Ahr, Nrf2 and Gstp expression. ► GSTP negatively regulates ovarian JNK in response to DMBA exposure.

  2. UVA Photoirradiation of Oxygenated Benz[a]anthracene and 3-Methylcholanthene - Generation of Singlet Oxygen and Induction of Lipid Peroxidation

    Directory of Open Access Journals (Sweden)

    Diógenes Herreño Sáenz

    2008-03-01

    Full Text Available Polycyclic aromatic hydrocarbons (PAHs are widespread genotoxic environmental pollutants and potentially pose a health risk to humans. Although the biological and toxicological activities, including metabolism, mutagenicity, and carcinogenicity, of PAHs have been thoroughly studied, their phototoxicity and photo-induced biological activity have not been well examined. We have long been interested in phototoxicity of PAHs and their derivatives induced by irradiation with UV light. In this paper we report the photoirradiation of a series of oxygenated benz[a]anthracene (BA and 3-methylcholanthene (3-MC by UVA light in the presence of a lipid, methyl linoleate. The studied PAHs include 2-hydroxy-BA (2-OH-BA, 3-hydroxy-BA (3-OH-BA, 5-hydroxymethyl-BA (5-CH2OH-BA, 7-hydroxymethyl-BA (7-CH2OH-BA, 12-hydroxymethyl-BA (12-CH2OH-BA, 7-hydroxymethyl-12-methyl-BA (7-CH2OH-12-MBA, 5-formyl-BA (5-CHO-BA, BA 5,6-cis-dihydrodiol (BA 5,6-cis-diol, 1-hydroxy-3- methylcholanthene (1-OH-3-MC, 1-keto-3-methylcholanthene (1-keto-3-MC, and 3-MC 1,2-diol. The results indicate that upon photoirradiation by UVA at 7 and 21 J/cm2, respectively all these compounds induced lipid peroxidation and exhibited a relationship between the dose of the light and the level of lipid peroxidation induced. To determine whether or not photoirradiation of these compounds by UVA light produces ROS, an ESR spin-trap technique was employed to provide direct evidence. Photoirradiation of 3-keto-3-MC by UVA (at 389 nm in the presence of 2,2,6,6-tetramethylpiperidine (TEMP, a specific probe for singlet oxygen, resulted in the formation of TEMPO, indicating that singlet oxygen was generated. These overall results suggest that UVA photoirradiation of oxygenated BA and 3-methylcholanthrene generates singlet oxygen, one of the reactive oxygen species (ROS, which induce lipid peroxidation.

  3. Induction of chromosomal aberrations in rat bone marrow cells and mutations in Salmonella typhimurium by benz[a]anthracene derivatives.

    Science.gov (United States)

    Ito, Y; Ueda, N; Maeda, S; Murao, S; Sugiyama, T; Lee, H; Harvey, R G

    1988-09-01

    Benz[a]anthracene (BA) and its derivatives containing methyl and/or ethyl groups in the 7 and/or 12 positions were tested for their ability to induce chromosome aberrations (CA) in rat bone marrow cells and for their mutagenicity to Salmonella typhimurium TA100 or TA98. The incidence of aberrant cells induced by the BA derivatives, given in lipid emulsion as a single-pulse dose of 50 mg/kg body weight into the caudal vein, was in the order: DMBA greater than EMBA greater than MEBA greater than other BA derivatives = control. The alkyl groups, at least 1 methyl group, at the 7 and 12 positions of BA seemed to be necessary to induce CA, although DEBA having ethyl groups at both the 7 and 12 positions of BA did not induce CA. DMBA or EMBA induced not only gaps and breaks but also exchanges and multiple CA, while the CA induced by other BA derivatives consisted of only gaps and breaks. 7MBA and 12MBA which exhibit carcinogenic activity intermediate between that of DMBA and BA induced few CA in the present system. However, the correlation coefficient between the logarithm incidence of aberrant cells and the carcinogenicity index calculated from the data of 9 BA derivatives including both 7MBA and 12MBA was 0.792. The relative mutagenicities of the BA derivatives with TA100 in the presence of hepatic S9 from polychlorinated biphenyl (PCB)-treated rats were in the order: BA greater than 7MBA greater than DMBA greater than 12MBA greater than 7EBA greater than EMBA greater than MEBA greater than 12EBA = DEBA = control. The results with TA98 were essentially the same as those with TA100. The results with TA100 in the presence of hepatic S9 from phenobarbital (PB)-treated rats were in the order: DMBA greater than 12MBA greater than 7MBA greater than 7EBA greater than BA greater than EMBA = MEBA greater than 12EBA = DEBA = control. These findings reveal no obvious relation between the mutagenic activities of the BA derivatives with the PCB-S9 or PB-S9 activating systems and

  4. Impact of 7,12-dimethylbenz[a]anthracene exposure on connexin gap junction proteins in cultured rat ovaries

    Energy Technology Data Exchange (ETDEWEB)

    Ganesan, Shanthi, E-mail: shanthig@iastate.edu; Keating, Aileen F., E-mail: akeating@iastate.edu

    2014-01-15

    7,12-Dimethylbenz[a]anthracene (DMBA) destroys ovarian follicles in a concentration-dependent manner. The impact of DMBA on connexin (CX) proteins that mediate communication between follicular cell types along with pro-apoptotic factors p53 and Bax were investigated. Postnatal day (PND) 4 Fisher 344 rat ovaries were cultured for 4 days in vehicle medium (1% DMSO) followed by a single exposure to vehicle control (1% DMSO) or DMBA (12.5 nM or 75 nM) and cultured for 4 or 8 days. RT-PCR was performed to quantify Cx37, Cx43, p53 and Bax mRNA level. Western blotting and immunofluorescence staining were performed to determine CX37 or CX43 level and/or localization. Cx37 mRNA and protein increased (P < 0.05) at 4 days of 12.5 nM DMBA exposure. Relative to vehicle control-treated ovaries, mRNA encoding Cx43 decreased (P < 0.05) but CX43 protein increased (P < 0.05) at 4 days by both DMBA exposures. mRNA expression of pro-apoptotic p53 was decreased (P < 0.05) but no changes in Bax expression were observed after 4 days of DMBA exposures. In contrast, after 8 days, DMBA decreased Cx37 and Cx43 mRNA and protein but increased both p53 and Bax mRNA levels. CX43 protein was located between granulosa cells, while CX37 was located at the oocyte cell surface of all follicle stages. These findings support that DMBA exposure impacts ovarian Cx37 and Cx43 mRNA and protein prior to both observed changes in pro-apoptotic p53 and Bax and follicle loss. It is possible that such interference in follicular cell communication is detrimental to follicle viability, and may play a role in DMBA-induced follicular atresia. - Highlights: • DMBA increases Cx37 and Cx43 expression prior to follicle loss. • During follicle loss both Cx37 and Cx43 expressions are reduced. • CX43 protein is absent in follicle remnants lacking an oocyte.

  5. 核磁共振检测食用植物油中有害多环芳烃蒽研究%Preliminary Study on the Anthracene Detection in Vegetable Oils by 1 H NMR Spectroscopy

    Institute of Scientific and Technical Information of China (English)

    吕梅香; 曾和平

    2014-01-01

    The harms of the polycyclic aromatic hydrocarbons ( PAHs) in vegetable oils attracts more and more at-tention .In this paper , a PAH-anthracene was added into the pure vegetable oil , and then the vegetable oil contai-ning anthracene was diluted using the same vegetable oil .The 400 M Liquid NMR spectrometer and trans-ATB probes were used to detect the 1 H NMR of the vegetable oil containing anthracene .The results show that the anthra-cene could be detected clearly and the detection limit reached 10 μg/kg which meets the national standard of GB 2716-2005 .%在植物油中外源添加多环芳烃蒽,并逐级稀释,然后用400M液体核磁共振仪配合反式ATB探头检测不同蒽含量植物油的1 H NMR,结果表明:核磁共振1 H NMR法能够清晰检出植物油中的蒽,其限度为10μg/kg,达到国家标准GB 2716-2005的要求。

  6. 1,2-Bis{4-[1-(anthracen-9-ylmethyl-1H-1,2,3-triazol-4-yl]phenyl}-1,2-bis[4,5-bis(methylsulfanyl-1,3-dithiol-2-ylidene]ethane

    Directory of Open Access Journals (Sweden)

    Karimulla Mulla

    2012-12-01

    Full Text Available The title molecule, C58H44N6S8, has point symmetry 2 (in the Schönfliess notation C2. The related crystallographic twofold axis bisects the central ethane bond while it is parallel to the monoclinic unique axis of the unit cell. The dithiole=C—C=dithiole torsion angle is 103.7 (4° and the triazole–anthracene moieties adopt a pincer-like conformation. The crystal structure features C—H...S and C—H...N contacts. The distance between the stacked anthracene fragments [centroid—centroid separations of 3.6871 (19 Å, off-set by 1.516 (3 Å and mean anthracene plane-plane separations of 3.361 (2 Å], which are parallel to (101 and (-101, indicates intermolecular anthracene–anthracene π–π contacts. One of the terminal methylsulfanyl groups was modelled as being disordered with two refined orientations that converged to occupancies of 0.809 (5 and 0.191 (5.

  7. Rapid, sensitive and specific derivatization methods with 9-(hydroxymethyl)anthracene for the fluorimetric detection of carboxylic acids prior to reversed-phase high-performance liquid chromatographic separation

    NARCIS (Netherlands)

    Lingeman, H.; Hulshoff, A.; Underberg, W.J.M.; Offermann, F.B.J.M.

    1984-01-01

    Three derivatization procedures are described for the pre-column fluorescence labelling of carboxylic acids. The methods are based on esterification with 9-(hydroxymethyl)anthracene. The carboxylic acid function is activated with 2-bromo-l-methylpyridinium iodide, N,N′-carbonyldiimidazole or N-ethyl

  8. Synthesis and antitumor mechanisms of a copper(II) complex of anthracene-9-imidazoline hydrazone (9-AIH).

    Science.gov (United States)

    Qin, Qi-Pin; Liu, Yan-Cheng; Wang, Hai-Lu; Qin, Jiao-Lan; Cheng, Feng-Jie; Tang, Shang-Feng; Liang, Hong

    2015-07-01

    A new anthracycline derivative, anthracene-9-imidazoline hydrazone (9-AIH), was synthesized and selected as an antitumor ligand to afford a copper(II) complex of 9-AIH, cis-[Cu(II)Cl2(9-AIH)] (1). Complex 1 was structurally characterized by IR, elemental analysis, ESI-MS and single crystal X-ray diffraction analysis. By MTT assay, it was revealed that 1 showed overall a higher in vitro cytotoxicity than 9-AIH towards a panel of human tumour cell lines, with IC50 values from 0.94–3.68 μM, in which the BEL-7404 cell line was the most sensitive to 1. By spectral analyses and gel electrophoresis, the DNA binding affinity of 9-AIH and 1 was determined. 9-AIH was suggested to bind with DNA in an intercalative mode, with a quenching constant of 1.04 × 10(4) M(−1) on the EB–DNA complex. While for 1, both intercalative and covalent binding modes were suggested. By flow cytometry, 1 was found to block the cell cycle of BEL-7404 cells in a dose-dependent mode, in which it induced the G2/M phase arrest at 0.5 μM and induced the S phase arrest at higher concentrations of 1.0 or 2.0 μM. From the cellular morphological observations under different fluorescence probe staining, a dose-dependent manner of 1 to induce cell apoptosis in the late stage was suggested. Comparatively, equivalent apoptotic cells, respectively, in the early and late stages were found when incubated with 2.0 μM of 9-AIH. The mitochondrial membrane potential measured by JC-1 staining and the ROS generation in cells detected using a DCFH-DA probe suggested that the cell apoptosis induced by 1 might undergo the ROS-related mitochondrial pathway. Accordingly, the mutant p53 expression was found to be suppressed and the caspase cascade (caspase-9/3) was consequently activated by 1. This action mechanism for 1 in the BEL-7404 cells was unique and was not found in the presence of 9-AIH under the same conditions, indicating their different antitumor mechanism. Furthermore, the in vivo acute toxicity of 1

  9. Anthracene/phenothiazine π-conjugated sensitizers for dye-sensitized solar cells using redox mediator in organic and water-based solvents.

    Science.gov (United States)

    Lin, Ryan Yeh-Yung; Chuang, Tzu-Man; Wu, Feng-Ling; Chen, Pei-Yu; Chu, Te-Chun; Ni, Jen-Shyang; Fan, Miao-Syuan; Lo, Yih-Hsing; Ho, Kuo-Chuan; Lin, Jiann T

    2015-01-01

    Metal-free dyes (MD1 to MD5) containing an anthracene/phenothiazine unit in the spacer have been synthesized. The conversion efficiency (7.13 %) of the dye-sensitized solar cell using MD3 as the sensitizer reached approximately 85 % of the N719-based standard cell (8.47 %). The cell efficiency (8.42 %) of MD3-based dye-sensitized solar cells (DSSCs) with addition of chenodeoxycholic acid is comparable with that of N719-based standard cell. The MD3 water-based DSSCs using a dual-TEMPO (2,2,6,6-tetramethylpiperidine-N-oxyl)/iodide electrolyte exhibited very promising cell performance of 4.96 % with an excellent Voc of 0.77 V.

  10. Entropy Variation in the Two-dimensional Phase Transition of Anthracene Adsorbed at the Hg Electrode/Ethylene Glycol Solution Interface

    Directory of Open Access Journals (Sweden)

    Claudio Fontanesi

    2010-03-01

    Full Text Available The adsorption of anthracene (C14H10, at the mercury electrode/ethylene glycol (EG solution interface, is characterized by a low and almost constant capacity (about 8 μF cm−2 region (capacitive “pit” or “plateau” in capacity vs. potential curves, upon selection of suitable values of temperature, bulk concentration and applied potential values. This result is rationalized assuming the occurrence of a 2D phase transition between two distinct adsorbed phases: (i a “disordered” phase, characterized by a flat “parallel” disposition of the aromatic moiety on the electrode surface (ii an “ordered” phase, characterized by a “perpendicular” disposition of the aromatic moiety on the electrode surface. The experimental evidence is rationalized by considering the chemical potential as an explicit function of the “electric field/adsorbed molecule” interaction. Such a modelistic approach enables the determination of the relevant standard entropy variation.

  11. Crystal structure of (E)-N 1-[(anthracen-9-yl)methyl­idene]-N 4-phenyl­benzene-1,4-di­amine

    Science.gov (United States)

    Ahmad, Musheer; Golenya, Irina A.

    2017-01-01

    The title compound, C27H20N2, a Schiff base synthesized via a condensation reaction between anthracene-9-carbaldehyde and N-phenyl-p-phenyl­enedi­amine, crystallizes with three independent mol­ecules in the asymmetric unit. The three mol­ecules have slightly varying overall conformations, all having trans conformations with respect to the C=N bond. In the crystal, the packing features N—H⋯N hydrogen bonds, which connect mol­ecules into chains extending along the c-axis direction, inter­linked by C—H⋯π inter­actions (minimum H⋯Cg = 2.65 Å) into sheets lying parallel to (001). PMID:28217328

  12. Therapeutic effect of centchroman alone and in combination with glycine soya on 7,12-dimethylbenz[alpha]anthracene-induced breast tumor in rat.

    Science.gov (United States)

    Mishra, Rajeev; Tiwari, Ashutosh; Bhadauria, Smrati; Mishra, Jyoti; Murthy, P K; Murthy, P S R

    2010-06-01

    Centchroman is a non-steroidal oral contraceptive and has been found to be a candidate drug for breast cancer exhibiting partial to complete remission of lesions in 40.5% of breast cancer patients. The therapeutic efficacy of centchroman was monitored alone and together with glycine soya on growth of 7,12-dimethylbenz[alpha]anthracene-induced breast tumor in rat. The tumor regression was monitored at different doses of centchroman alone ranging from 0 to 10 mg kg(-1) and with glycine soya from 1x10(4) to 5x10(4) mg kg(-1) per day until 5weeks treatment. An optimum tumor treatment opus was established with varying treatment parameters including doses of therapeutic agents and treatment period. The tumors were found to be static with a strong anti-estrogenic effect. Overall our study shows that both centchroman and glycine soya alone and jointly combat with breast cancer.

  13. 7-Methylbenz(a)anthracene deoxyribonucleoside products isolated from DNA after metabolism of the carcinogen by rat liver microsomes in the presence of DNA

    Energy Technology Data Exchange (ETDEWEB)

    Thompson, M.H.; Osborne, M.R.; King, H.W.S.; Brookes, P.

    1976-07-01

    Metabolism of 7-methylbenz(a)anthracene (7MeBA) by 3-methylcholanthrene-induced rat liver microsomes in the presence of added native or denatured DNA resulted in covalent binding of the hydrocarbon to the nucleic acid. Enzymatic degradation and column chromatographic fractionation showed that the hydrocarbon-deoxyribonucleoside products were separable from the products similarly obtained from DNA having 7MeBA bound following treatment of mouse embryo cells in culture with this hydrocarbon. Comparison of the microsome catalyzed hydrocarbon-deoxyribonucleoside products with those obtained by reaction with DNA of 7MeBA-5,6-oxide suggested that this K-region epoxide made a significant contribution to the liver microsome-induced DNA binding.

  14. Antiproliferative and Apoptotic Effects of Shemamruthaa, a Herbal Preparation, in 7,12-Dimethylbenz(a)Anthracene-Induced Breast Cancer Rats.

    Science.gov (United States)

    Purushothaman, Ayyakkannu; Nandhakumar, Elumalai; Shanthi, Palanivelu; Sachidanandam, Thiruvaiyaru Panchanatham

    2015-10-01

    A herbal preparation, Shemamruthaa (SM), was formulated to investigate the molecular mechanism by which it exhibits anticancer effects in mammary carcinoma bearing rats. Female Sprague-Dawley rats were used for the study, and mammary carcinoma was induced by administration of 7,12-dimethylbenz(a)anthracene, intragastrically. After 3 months of induction period, the rats were treated with SM (400 mg/kg body weight) for 14 days. Our study shows that SM-treated mammary carcinoma rats showed regression in tumor volume with concomitant increase in p(53), Bax, caspase-3, and caspase-9 mRNA and protein levels compared with mammary carcinoma-induced rats. Proliferating cell nuclear antigen and anti-apoptotic Bcl-2 were markedly increased in mammary carcinoma-induced rats, whereas the SM treatment significantly decreased the expression of these proteins. The expression pattern of apoptotic signaling molecules analyzed in the present study signifies the therapeutic efficacy of SM against breast cancer.

  15. Vertical and adiabatic excitations in anthracene from quantum Monte Carlo: Constrained energy minimization for structural and electronic excited-state properties in the JAGP ansatz.

    Science.gov (United States)

    Dupuy, Nicolas; Bouaouli, Samira; Mauri, Francesco; Sorella, Sandro; Casula, Michele

    2015-06-07

    We study the ionization energy, electron affinity, and the π → π(∗) ((1)La) excitation energy of the anthracene molecule, by means of variational quantum Monte Carlo (QMC) methods based on a Jastrow correlated antisymmetrized geminal power (JAGP) wave function, developed on molecular orbitals (MOs). The MO-based JAGP ansatz allows one to rigorously treat electron transitions, such as the HOMO → LUMO one, which underlies the (1)La excited state. We present a QMC optimization scheme able to preserve the rank of the antisymmetrized geminal power matrix, thanks to a constrained minimization with projectors built upon symmetry selected MOs. We show that this approach leads to stable energy minimization and geometry relaxation of both ground and excited states, performed consistently within the correlated QMC framework. Geometry optimization of excited states is needed to make a reliable and direct comparison with experimental adiabatic excitation energies. This is particularly important in π-conjugated and polycyclic aromatic hydrocarbons, where there is a strong interplay between low-lying energy excitations and structural modifications, playing a functional role in many photochemical processes. Anthracene is an ideal benchmark to test these effects. Its geometry relaxation energies upon electron excitation are of up to 0.3 eV in the neutral (1)La excited state, while they are of the order of 0.1 eV in electron addition and removal processes. Significant modifications of the ground state bond length alternation are revealed in the QMC excited state geometry optimizations. Our QMC study yields benchmark results for both geometries and energies, with values below chemical accuracy if compared to experiments, once zero point energy effects are taken into account.

  16. Vertical and adiabatic excitations in anthracene from quantum Monte Carlo: Constrained energy minimization for structural and electronic excited-state properties in the JAGP ansatz

    Energy Technology Data Exchange (ETDEWEB)

    Dupuy, Nicolas, E-mail: nicolas.dupuy@impmc.upmc.fr [Institut de Minéralogie, de Physique des Matériaux et de Cosmochimie, Université Pierre et Marie Curie, case 115, 4 place Jussieu, 75252 Paris Cedex 05 (France); Bouaouli, Samira, E-mail: samira.bouaouli@lct.jussieu.fr [Laboratoire de Chimie Théorique, Université Pierre et Marie Curie, case 115, 4 place Jussieu, 75252 Paris Cedex 05 (France); Mauri, Francesco, E-mail: francesco.mauri@impmc.upmc.fr; Casula, Michele, E-mail: michele.casula@impmc.upmc.fr [CNRS and Institut de Minéralogie, de Physique des Matériaux et de Cosmochimie, Université Pierre et Marie Curie, case 115, 4 place Jussieu, 75252 Paris Cedex 05 (France); Sorella, Sandro, E-mail: sorella@sissa.it [International School for Advanced Studies (SISSA), Via Beirut 2-4, 34014 Trieste, Italy and INFM Democritos National Simulation Center, Trieste (Italy)

    2015-06-07

    We study the ionization energy, electron affinity, and the π → π{sup ∗} ({sup 1}L{sub a}) excitation energy of the anthracene molecule, by means of variational quantum Monte Carlo (QMC) methods based on a Jastrow correlated antisymmetrized geminal power (JAGP) wave function, developed on molecular orbitals (MOs). The MO-based JAGP ansatz allows one to rigorously treat electron transitions, such as the HOMO → LUMO one, which underlies the {sup 1}L{sub a} excited state. We present a QMC optimization scheme able to preserve the rank of the antisymmetrized geminal power matrix, thanks to a constrained minimization with projectors built upon symmetry selected MOs. We show that this approach leads to stable energy minimization and geometry relaxation of both ground and excited states, performed consistently within the correlated QMC framework. Geometry optimization of excited states is needed to make a reliable and direct comparison with experimental adiabatic excitation energies. This is particularly important in π-conjugated and polycyclic aromatic hydrocarbons, where there is a strong interplay between low-lying energy excitations and structural modifications, playing a functional role in many photochemical processes. Anthracene is an ideal benchmark to test these effects. Its geometry relaxation energies upon electron excitation are of up to 0.3 eV in the neutral {sup 1}L{sub a} excited state, while they are of the order of 0.1 eV in electron addition and removal processes. Significant modifications of the ground state bond length alternation are revealed in the QMC excited state geometry optimizations. Our QMC study yields benchmark results for both geometries and energies, with values below chemical accuracy if compared to experiments, once zero point energy effects are taken into account.

  17. Exploring the interaction of mercury(II) by N(2)S(2) and NS(3) anthracene-containing macrocyclic ligands: photophysical, analytical, and structural studies.

    Science.gov (United States)

    Tamayo, Abel; Pedras, Bruno; Lodeiro, Carlos; Escriche, Lluis; Casabó, Jaume; Capelo, José Luis; Covelo, Berta; Kivekäs, Raikko; Sillanpää, Reijo

    2007-09-17

    The complexation properties toward Hg(II) of six macrocyclic ligands, 3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L1), 7-(9-anthracenylmethyl)-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L2), 7-(10-methyl-9-anthracenylmethyl)-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L3), 7,7'-[9,10-anthracenediylbis(methylene)]bis-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L4), 1,4,7-trithia-11-azacyclotetradecane (L5), and 11,-(anthracen-9-ylmethyl)-1,4,7-trithia-11-azacyclotetradecane (L6), were studied. The stoichiometries of the formed species were determined from absorption and fluorescence titrations. In these anthracene-containing macrocycles, a fluorescent quenching of the emission was found upon Hg(II) addition. The X-ray crystal structure of [HgCl2(L2)] x 1/2CH2Cl2 was determined. The asymmetric unit contains two independent [HgCl2(L2)] molecules and one dichloromethane molecule. Each Hg(II) ion is coordinated by the pyridine nitrogen, the two sulfur atoms of one L2 molecule, and two chloride ions. Analytical studies using solvent extraction separation of Hg(II) from aqueous solutions were performed to determine the Hg(II) extraction capability of ligands L1, L2, and L5.

  18. Ameliorative effect of Ananus comosus peel on 7, 12 dimethylbenz(α)anthracene induced mammary carcinogenesis with reference to oxidative stresss

    Institute of Scientific and Technical Information of China (English)

    M Kalaiselvi; D Gomathi; G Ravikumar; K Devaki; C Uma

    2013-01-01

    Objective: To Ananus comosus (A. comosus), has demonstrated a wide variety of biological activities which make it a good plant source for the treatment of many oxidative stress mediated diseases. The present study was aimed to evaluate therapeutic potential by assaying the activities of oxidative stress parameters in 7, 12 dimethylbenz(α)anthracene induced breast cancer rats. Methods: Animals were divided into five groups of six animals. Group I served as control, group II induced mammary carcinogenesis by 7, 12 dimethylbenz(α)anthracene, group III and IV are treatment groups (plant extract 250 mg/kg body weight and standard drug 10 mg/kg body weight) and group V served as animals treated with plant extract alone. All the animals were sacrificed after 30 days treatment and breast tissues are used for the analysis of protein content, enzymic and non-enzymic antioxidants using standard protocols. Results: The oral administrations of ethanolic peel extract of A. comosus (250 mg/kg body weight) to breast cancer bearing rats for 30 days demonstrated a significant (P<0.05) increased in body weight, tissue weight, protein content, enzymatic and non enzymatic levels. The altered activities of lipid peroxidation and tumor weight in breast tissue of control and experimental cancer bearing rats were significantly (P<0.05) were reverted to near normal levels by the administration of ethanolic extract suggesting that the extract have quenching capacity against free radicals thereby exhibiting anticancer potential of A. comosus in breast cancer bearing rats. Conclusions: Thus, modulatory effects of A. comosus on attenuating the lipid peroxidation and upregulation of oxidative stress key enzymes like enzymatic and non-enzymatic antioxidants, protein content afford a pledge for widespread use for the treatment of breast cancer in the future.

  19. Vertical and adiabatic excitations in anthracene from quantum Monte Carlo: Constrained energy minimization for structural and electronic excited-state properties in the JAGP ansatz

    Science.gov (United States)

    Dupuy, Nicolas; Bouaouli, Samira; Mauri, Francesco; Sorella, Sandro; Casula, Michele

    2015-06-01

    We study the ionization energy, electron affinity, and the π → π∗ (1La) excitation energy of the anthracene molecule, by means of variational quantum Monte Carlo (QMC) methods based on a Jastrow correlated antisymmetrized geminal power (JAGP) wave function, developed on molecular orbitals (MOs). The MO-based JAGP ansatz allows one to rigorously treat electron transitions, such as the HOMO → LUMO one, which underlies the 1La excited state. We present a QMC optimization scheme able to preserve the rank of the antisymmetrized geminal power matrix, thanks to a constrained minimization with projectors built upon symmetry selected MOs. We show that this approach leads to stable energy minimization and geometry relaxation of both ground and excited states, performed consistently within the correlated QMC framework. Geometry optimization of excited states is needed to make a reliable and direct comparison with experimental adiabatic excitation energies. This is particularly important in π-conjugated and polycyclic aromatic hydrocarbons, where there is a strong interplay between low-lying energy excitations and structural modifications, playing a functional role in many photochemical processes. Anthracene is an ideal benchmark to test these effects. Its geometry relaxation energies upon electron excitation are of up to 0.3 eV in the neutral 1La excited state, while they are of the order of 0.1 eV in electron addition and removal processes. Significant modifications of the ground state bond length alternation are revealed in the QMC excited state geometry optimizations. Our QMC study yields benchmark results for both geometries and energies, with values below chemical accuracy if compared to experiments, once zero point energy effects are taken into account.

  20. Effect of permethrin, anthracene and mixture exposure on shell components, enzymatic activities and proteins status in the Mediterranean clam Venerupis decussata

    Energy Technology Data Exchange (ETDEWEB)

    Sellami, Badreddine, E-mail: sellamibadreddine@gmail.com [Laboratory of Environment Biomonitoring, Coastal Ecology Unit, Faculty of Sciences of Bizerta, University of Carthage, 7021 Zarzouna (Tunisia); Khazri, Abdelhafidh [Laboratory of Environment Biomonitoring, Coastal Ecology Unit, Faculty of Sciences of Bizerta, University of Carthage, 7021 Zarzouna (Tunisia); Mezni, Amine [Unit of Research 99/UR12-30, Department of Chemistry, Faculty of Sciences of Bizerte, 7021 Jarzouna (Tunisia); Louati, Héla; Dellali, Mohamed; Aissa, Patricia; Mahmoudi, Ezzeddine; Beyrem, Hamouda [Laboratory of Environment Biomonitoring, Coastal Ecology Unit, Faculty of Sciences of Bizerta, University of Carthage, 7021 Zarzouna (Tunisia); Sheehan, David, E-mail: d.sheehan@ucc.ie [Environmental Research Institute and Department of Biochemistry, University College Cork, Western Gateway Building, Western Road, Cork (Ireland)

    2015-01-15

    Highlights: • We assessed toxicity of anthracene, permethrin and their mixture on clams. • Tissue and stressor-dependent changes were observed in biochemical responses. • Permethrin induces phase transition from aragonite to calcite in shell structure. • Interactive effects were observed on digestive gland and gill biomarkers. • Both approaches give new vision to risk assessment of organic pollution. - Abstract: Anthracene (ANT) and permethrin (PER) are two of the more toxic compounds reaching the marine environment. This study aimed to determine the impact of these molecules on Venerupis decussata, an economically important species cultured on the Tunisian coast. Shell structure and its possible transformation upon exposure to the two contaminants were studied by X-ray diffraction and gravimetric analyses. Results revealed a phase transition in shell composition from aragonite to calcite after PER exposure, to a mixture of PER and ANT (Mix) but not for ANT alone. Catalase (CAT), superoxide dismutase (SOD) and glutathione transferase (GST) activities were determined in digestive gland and gills after exposure to ANT, PER and Mix to assess the impact of the contamination on the oxidative status of V. decussata. Enzyme activities increased in the digestive gland after PER treatment and in the gills after ANT treatment. PER exposure significantly reduced the levels of free thiols and increased levels of carbonylated proteins in the digestive gland, as compared to controls. In contrast, ANT exposure significantly reduced free thiols and increased the number of carbonylated proteins in the gills. Mix induced additive effects as measured by both enzymatic and proteomic approaches. The present study suggests that PER has a strong effect on shell structure; that PER and ANT exposure generate compound-dependent oxidative stress in the tissues of V. decussata and that a mixture of the two compounds has synergistic effects on biochemical response.

  1. Comparison of Analytical Methods for Three Carcinogenic Polycyclic Aromatic Hydrocarbons (PAHs): naphthalene, anthracene, pyrene%致癌性多环芳烃萘、蒽、芘的分析方法比较

    Institute of Scientific and Technical Information of China (English)

    杨发忠; 苏永庆

    2009-01-01

    利用薄层色谱(TLC)、紫外光谱(UV)、反相高效液相色谱(RP-HPLC)对多环芳烃(PAHs)萘、蒽、芘的分析方法进行了研究.TLC中使用环己烷∶氯仿(5∶4,V/V)作为展开剂时,三者的Rf值分别为0.78、0.65和0.72;用UV法在溶液中测定了三者的最大吸收波长分别为303、380、338 nm;当流动相为甲醇∶水(9∶1,V/V)时三者在RP-HPLC中的保留时间为4.179、5.190、6.178 min,5次重复RSD分别为1.1%、1.8%、0.91%,并用于实际水样中萘、蒽、芘的分析.%The analytical methods of TLC, UV, RP-HPLC for analyzing three Polycyclic Aromatic Hydrocarbons (PAHs), i.e. naphthalene, anthracene and pyrene, were studied. The Rf values of naphthalene, anthracene and pyrene, were developing agent in TLC. The maximum absorption wavelengths in UV spectra of naphthalene, anthracene and pyrene were 303, 380, 338 nm, respectively. The retention values of naphthalene, anthracene and pyrene in RP-HPLC were 4.179, real water sample were analyzed.

  2. Time-dependent changes in antioxidative enzyme expression and photosynthetic activity of Chlamydomonas reinhardtii cells under acute exposure to cadmium and anthracene.

    Science.gov (United States)

    Aksmann, Anna; Pokora, Wojciech; Baścik-Remisiewicz, Agnieszka; Dettlaff-Pokora, Agnieszka; Wielgomas, Bartosz; Dziadziuszko, Małgorzata; Tukaj, Zbigniew

    2014-12-01

    Heavy metals (HM) and polycyclic aromatic hydrocarbons (PAHs) are present in the freshwater environment at concentrations that can be hazardous to the biota. Among HMs and PAHs, cadmium (Cd) and anthracene (ANT) are the most prevalent and toxic ones. The response of Chlamydomonas cells to Cd and ANT at concentrations that markedly reduced the growth of algal population was investigated in this study. At such concentrations, both cadmium and anthracene were recognized as oxidative stress inducers, since high concentration of H2O2 in treated cultures was observed. Therefore, as a part of the "molecular phase" of the cell response to this stress, we examined the time-dependent expression of genes encoding the main antioxidative enzymes: superoxide dismutase (SOD), catalase (CAT) and ascorbate peroxidase (APX), as well as the activity of these enzymes in cells, with special attention paid to chloroplastic and mitochondrial isoforms of SOD. To characterize the cell response at the "physiological level", we examined the photosynthetic activity of stressed cells via analysis of chlorophyll a fluorescence in vivo. In contrast to standard ecotoxicity studies in which the growth end-points are usually determined, herein we present time-dependent changes in algal cell response to Cd- and ANT-induced stress. The most significant effect(s) of the toxicants on photosynthetic activity was observed in the 6th hour, when strong depression of PI parameter value, an over 50 percent reduction of the active reaction center fraction (RC0) and a 3-fold increase in non-photochemical energy dissipation (DI0/RC) were noted. At the same time, the increase (up to 2.5-fold) in mRNA transcript of SOD and CAT genes, followed by the enhancement in the enzyme activity was observed. The high expression of the Msd 3 gene in treated Chlamydomonas cells probably complements the partial loss of chloroplast Fe-SOD and APX activity, while catalase and Mn-SOD 5 seem to be the major enzymes responsible for

  3. Effects of anthracene and UV-B radiation on larvae of Argopecten irradians%蒽和UV-B辐射增强对海湾扇贝早期发育的影响

    Institute of Scientific and Technical Information of China (English)

    谭海丽; 王玉堃; 唐学玺; 周斌; 王其翔; 王悠

    2013-01-01

    The effects of anthracene and UV-B radiation on the early stage embryos development of benthos, and the single and joint a-cute toxicological effects of anthracene and UV-B radiation on the trochophore and D larvae of Argopecten irradians under the controlled laboratory conditions were studied. The results showed that with the increase of time and the anthracenes concentration or the increase of days and radiation does, the liabilities of the trochophore and D larvae declined. With the combination of anthracene and UV-B radiation , the liabilities of trochophore and D larvae were lower than those in the single action. Compared to D larvae, the trochophore was more sensitive to anthracene and UV-B radiation.%为了探讨蒽和UV-B辐射对底栖生物早期发育的影响,在实验生态学的条件下,选择海湾扇贝(Argopecten irradians)担轮幼虫和D型幼虫作为受试生物进行单一和联合急性毒性试验.结果表明:在实验的蒽浓度和UV-B辐射剂量下,随着蒽浓度和作用时间的增加,海湾扇贝担轮幼虫和D型幼虫的存活率逐渐降低;随着UV-B辐射剂量和辐射天数的增加,海湾扇贝担轮幼虫和D型幼虫存活率下降;在蒽和UV-B辐射共同作用对担轮幼虫和D型幼虫处理时,其两个发育阶段的存活率较两者单独作用的存活率均低很多;担轮幼虫较D型幼虫对蒽和UV-B辐射更敏感.

  4. Pro-apoptotic and anti-inflammatory potential of andrographolide during 7,12-dimethylbenz[a]anthracene induced hamster buccal pouch carcinogenesis

    Directory of Open Access Journals (Sweden)

    Karthikeyan Sekar

    2012-08-01

    Full Text Available Objective: Aim of the present study was to investigate the modulating effect of andrographolide on apoptotic and inflammatory markers during 7,12-dimethyl-benz[a]anthracene (DMBA induced hamster buccal pouch carcinogenesis. Methods: Oral tumors were developed in the buccal pouch of golden Syrian hamsters by painting with 0.5% DMBA in liquid paraffin three times a week for 14 weeks. The expression pattern of molecular markers were assayed using immunohistochemistry (p53, Bcl-2 and Bax, ELISA (COX-2 and real-time PCR (NFκB. Results: We noticed 100% tumor formation accompanied by deregulation in the apoptotic and inflammatory markers in the buccal mucosa of hamsters treated with DMBA alone. Oral administration of andrographolide at a dose of 50 mg/kg b.w to hamsters treated with DMBA, not only completely prevented the tumor formation but also modulated the status of above mentioned molecular markers in favor of inhibiting cell proliferation as evidenced by no tumor formation. Conclusion: The present study suggests that the anti-tumor effect of andrographolide could partly be attributed to its apoptotic and anti-inflammatory potential during DMBA-induced hamster buccal pouch carcinogenesis. [J Exp Integr Med 2012; 2(4: 313-319

  5. The anharmonic quartic force field infrared spectra of five non-linear polycyclic aromatic hydrocarbons: Benz[a]anthracene, chrysene, phenanthrene, pyrene, and triphenylene

    Science.gov (United States)

    Mackie, Cameron J.; Candian, Alessandra; Huang, Xinchuan; Maltseva, Elena; Petrignani, Annemieke; Oomens, Jos; Mattioda, Andrew L.; Buma, Wybren Jan; Lee, Timothy J.; Tielens, Alexander G. G. M.

    2016-08-01

    The study of interstellar polycyclic aromatic hydrocarbons (PAHs) relies heavily on theoretically predicted infrared spectra. Most earlier studies use scaled harmonic frequencies for band positions and the double harmonic approximation for intensities. However, recent high-resolution gas-phase experimental spectroscopic studies have shown that the harmonic approximation is not sufficient to reproduce experimental results. In our previous work, we presented the anharmonic theoretical spectra of three linear PAHs, showing the importance of including anharmonicities into the theoretical calculations. In this paper, we continue this work by extending the study to include five non-linear PAHs (benz[a]anthracene, chrysene, phenanthrene, pyrene, and triphenylene), thereby allowing us to make a full assessment of how edge structure, symmetry, and size influence the effects of anharmonicities. The theoretical anharmonic spectra are compared to spectra obtained under matrix isolation low-temperature conditions, low-resolution, high-temperature gas-phase conditions, and high-resolution, low-temperature gas-phase conditions. Overall, excellent agreement is observed between the theoretical and experimental spectra although the experimental spectra show subtle but significant differences.

  6. Environmental concentrations of benz[a]anthracene induce developmental defects and DNA damage and impair photomotor response in Japanese medaka larvae.

    Science.gov (United States)

    Le Bihanic, Florane; Sommard, Vivien; Perrine, de Lansalut; Pichon, Anaïk; Grasset, Julie; Berrada, Saadia; Budzinski, Hélène; Cousin, Xavier; Morin, Bénédicte; Cachot, Jérôme

    2015-03-01

    Benz[a]anthracene (BaA) is a ubiquitous polycyclic aromatic hydrocarbon found in numerous aquatic ecosystems. However, ecotoxicological data in aquatic organisms are scarce. To remedy this lack of data, Japanese medaka (Oryzias latipes) embryos were exposed to BaA and toxic effects were investigated at multiple toxicological endpoints. Japanese medaka embryos were incubated onto BaA-spiked artificial sediment for 9 days at low or moderate environmental concentrations ranging from 0.9 to 12 µgg(-1) dw. BaA-exposed embryos exhibited significant tachycardia. BaA exposure was also shown to increase CYP1A activity in the hepato-biliary tissue as well as craniofacial deformities and DNA damage in pro-larvae. The photomotor response of BaA-exposed larvae was reduced in comparison to the control group. According to this set of tests, the lowest tested and observed effect concentration (LOEC) for Japanese medaka early life stages was equivalent to 0.92 µgg(-1) dw of BaA. This concentration fall into the range of concentrations frequently encountered in sediments of polluted aquatic ecosystems. Taking into consideration these results, BaA represents a threat for fish early life stages in particular those developing onto or into contaminated sediments.

  7. Effect of permethrin, anthracene and mixture exposure on shell components, enzymatic activities and proteins status in the Mediterranean clam Venerupis decussata.

    Science.gov (United States)

    Sellami, Badreddine; Khazri, Abdelhafidh; Mezni, Amine; Louati, Héla; Dellali, Mohamed; Aissa, Patricia; Mahmoudi, Ezzeddine; Beyrem, Hamouda; Sheehan, David

    2015-01-01

    Anthracene (ANT) and permethrin (PER) are two of the more toxic compounds reaching the marine environment. This study aimed to determine the impact of these molecules on Venerupis decussata, an economically important species cultured on the Tunisian coast. Shell structure and its possible transformation upon exposure to the two contaminants were studied by X-ray diffraction and gravimetric analyses. Results revealed a phase transition in shell composition from aragonite to calcite after PER exposure, to a mixture of PER and ANT (Mix) but not for ANT alone. Catalase (CAT), superoxide dismutase (SOD) and glutathione transferase (GST) activities were determined in digestive gland and gills after exposure to ANT, PER and Mix to assess the impact of the contamination on the oxidative status of V. decussata. Enzyme activities increased in the digestive gland after PER treatment and in the gills after ANT treatment. PER exposure significantly reduced the levels of free thiols and increased levels of carbonylated proteins in the digestive gland, as compared to controls. In contrast, ANT exposure significantly reduced free thiols and increased the number of carbonylated proteins in the gills. Mix induced additive effects as measured by both enzymatic and proteomic approaches. The present study suggests that PER has a strong effect on shell structure; that PER and ANT exposure generate compound-dependent oxidative stress in the tissues of V. decussata and that a mixture of the two compounds has synergistic effects on biochemical response.

  8. Stark effect of intrinsic and extrinsic charge-transfer excitons in a linear donor-acceptor stack: anthracene-pyromellitic dianhydride.

    Science.gov (United States)

    Weiser, Gerhard; Elschner, Andreas

    2009-06-25

    Anthracene-PMDA single crystals display at 2K about 70 meV below a well-known intrinsic charge-transfer exciton three narrow absorption lines, which are attributed to CT excitons bound to defects of a few 10(-5) concentration. All excitons respond very sensitively to electric fields along the molecular stack because of the large dipole moment, about 2 eA, of an ionized donor-acceptor pair, but only intrinsic excitons observe an optical selection rule. Although the triclinic unit cell contains only one pair of molecules, excitons appear in field-modulated spectra as near-degenerate doublets of different parity with very small splitting. The line shape of the EA spectra and selection rules with respect to the polarization of light and orientation of the field are consistent with the inversion symmetry of the lattice and the molecules. The simple crystal structure enables identification of the defects that are responsible for extrinsic excitons. Symmetry consideration based on translation invariance lead to a new interpretation of intrinsic excitons as true crystal states with charge transfer from the donor to the acceptor sublattice.

  9. Red Mold Rice Mitigates Oral Carcinogenesis in 7,12-Dimethyl-1,2-Benz[a]anthracene-Induced Oral Carcinogenesis in Hamster

    Directory of Open Access Journals (Sweden)

    Ruei-Lan Tsai

    2011-01-01

    Full Text Available The prevalence of oral tumor has exponentially increased in recent years; however, the effective therapies or prevention strategies are not sufficient. Red mold rice is a traditional Chinese food, and several reports have demonstrated that red mold rice had an anti-tumor effect. However, the possible anti-tumor mechanisms of the red mold rice are unclear. In this study, we examined the anti-tumor effect of red mold rice on 7,12-dimethyl-1,2-benz[a]anthracene (DMBA-induced oral tumor in hamster. The ethanol extract of red mold rice (RMRE treatment significantly decreases the levels of DMBA-induced reactive oxygen species, nitro oxide and prostaglandin E2 than those of the lovastatin-treated group (P < .001. Moreover, RMRE decreases the formation of oral tumor induced by DMBA. Monacolin K, monascin, ankaflavin or other red mold rice metabolites had been reported to decrease inflammation and oxidative stress and exerted anti-tumor effects. Therefore, we evaluated the anti-inflammation and anti-oxidative stress effects of monacolin K, monascin, ankaflavin and citrinin in lipopolysaccharide-treated RAW264.7 cells. We found that RMRE reduced the LPS-induced nitrite levels in RAW264.7 cells better than monacolin K, monascin, ankaflavin or citrinin (P < .05.

  10. Modulating effect of lupeol on the expression pattern of apoptotic markers in 7, 12-dimethylbenz(a)anthracene induced oral carcinogenesis.

    Science.gov (United States)

    Manoharan, S; Palanimuthu, D; Baskaran, N; Silvan, S

    2012-01-01

    Apoptosis, also known as cell suicide or programmed cell death, removes unwanted and genetically damaged cells from the body. Evasion of apoptosis is one of the major characteristic features of rapidly proliferating tumor cells. Chemopreventive agents inhibit or suppress tumor formation through apoptotic induction in target tissues. The aim of the present study was to investigate the pro-apoptotic potential of lupeol during 7,12-dimethylbenz(a) anthracene (DMBA) induced hamster buccal pouch carcinogenesis. Topical application of 0.5% DMBA three times a week for 14 weeks in the buccal pouches of golden Syrian hamsters resulted in oral squamous cell carcinoma. The expression pattern of apoptotic markers was analyzed using immunohistochemistry (p53, Bcl-2, Bax) and ELISA reader (caspase 3 and 9). In the present study, 100% tumor formation with defects in apoptotic markerexpression pattern was noticed in hamsters treated with DMBA alone. Oral administration of lupeol at a dose of 50 mg/kg bw completely prevented the formation oral tumors as well as decreased the expression p53 and Bcl-2, while increasing the expression of Bax and the activities of caspase 3 and 9. The present study thus indicated that lupeol might inhibit DMBA-induced oral tumor formation through its pro-apoptotic potential in golden Syrian hamsters.

  11. Eu3+/Sm3+ hybrids based with 8-hydroxybenz[de]anthracen-7-one organically modified mesoporous silica SBA-15/16

    Science.gov (United States)

    Gu, Yan-Jing; Yan, Bing

    2015-12-01

    A series of organic-inorganic hybrid materials were prepared by linking lanthanide (Eu3+, Sm3+) complexes to mesoporous SBA-15/SBA-16 through 8-hydroxybenz[de]anthracen-7-one modified silane (HBA-Si) as linker. The physical characterizations of these hybrids revealed that they all have high surface area, uniformity in mesostructure. The luminescence properties of these covalently bonded materials (denoted as Ln(HBA-SBA-15)3phen and Ln(HBA-SBA-16)3phen) were compared with ternary complexes (Ln(HBA)3phen) (Ln = Eu, Sm). Eu(HBA-SBA-15(16))3phen hybrids display better thermal stability, whose luminescent lifetimes and quantum efficiencies were matchable with those of Eu(HBA)3phen complex in spite of its much lower effective condensation of Eu3+ species. In addition, the luminescent performance of functionalized SBA-15 hybrids was more favorable than that of functionalized SBA-16 hybrids, revealing that SBA-15 was a better host material for lanthanide complex than mesoporous silica SBA-16.

  12. Combination between Taxol-Encapsulated Liposomes and Eruca sativa Seed Extract Suppresses Mammary Tumors in Female Rats Induced by 7,12 Dimethylbenz(α)anthracene.

    Science.gov (United States)

    Shaban, Nadia; Abdel-Rahman, Salah; Haggag, Amany; Awad, Doaa; Bassiouny, Ahmad; Talaat, Iman

    2016-01-01

    Taxol (paclitaxel) is a powerful anti-cancer drug widely used against several types of malignant tumors. Because Taxol may exert several side effects, a variety of formulations have been developed. One of these features liposomes, regarded as one of the most promising drug carriers, biocompatible and best able to reduce drug toxicity without changing efficacy against tumor cells. Eruca sativa seed extract (SE) is considered a promising natural product from cruciferous vegetables against breast cancer, increasing chemotherapeutic and eliminating harmful side effects. The effects of Taxol-encapsulated liposomes (T) alone and in combination between Eruca sativa seed extract on nuclear factor kappa B (NF-κB), cyclooxygenase-2 (COX-2) and B-cell lymphoma-2 (Bcl-2) gene expression levels were investigated in rat mammary gland carcinogenesis induced by 7,12 dimethylbenz(α) anthracene (DMBA) using qRT-PCR. The results showed that DMBA increased NF-κB, COX-2 and Bcl-2 gene expression levels and lipid peroxidation (LP), while decreasing glutathione-S-transferase (GST) and superoxide dismutase (SOD) activities and total antioxidant concentration (TAC) compared to the control group. T and T-SE treatment reduced NF-κB, COX-2 and Bcl-2 gene expression levels and LP. Hence, T and T-SE treatment appeared to reduce inflammation and cell proliferation, while increasing apoptosis, GST and SOD activities and TAC.

  13. [Comparative study of the distribution of 7,12-dimethylbenz(a)anthracene in the organs of pregnant rats and their fetuses].

    Science.gov (United States)

    Baranova, L N; Aleksandrov, V A

    1980-03-01

    On the 21st day of pregnancy rats were injected intravenously with 7,12-dimethylbenz(a)anthracene (DMBA) in a dose of 15 mg/kg. After 30, 60 and 180 min the content of the preparation was determined by the fluorescent-spectral method in the organs of females (liver, kidneys, lungs, brain, spleen and placenta) and in their fetuses (liver, kidneys, lungs, brain, intestine, "carcasses" and intact fetus). In the course of all experimental periods the female rats showed the highest concentration of DMBA in the lungs. The concentration of DMBA in all organs of pregnant rats diminished while in the brain it increased with time elapsed after injection. The fetuses showed uneven distribution of the carcinogen in the organs only 60 min after DMBA injection, the highest content being recorded in the liver. The maximum content of the carcinogen was detected in all organs of the fetus by the 60th minute. DMBA accumulation in fetal organs did not correlate with the evidence on predominant occurrence of tumours in the kidneys and the nervous system of the progeny in transplacental effect of DMBA administered in the same dose.

  14. Modulation of lipid peroxidation and antioxidant status upon administration of 'Shemamruthaa' in 7,12-dimethylbenz[a]anthracene induced mammary carcinoma bearing rats

    Institute of Scientific and Technical Information of China (English)

    Ayyakkannu Purushothaman; Elumalai Nandhakumar; Panchanatham Sachdanandam

    2012-01-01

    Objective: To investigate the therapeutic efficacy of a Shemamruthaa (SM), (combination of Hibiscus rosasinensis (H. rosasinensis) flowers, fruits of Phyllanthus emblica (P. emblica) and pure honey in definite ratio), against lipid peroxidation (LPO) and antioxidant status in experimentally induced mammary carcinoma rats. Methods: Adult female Sprague-Dawley rats were used for the study and were divided into four groups. Group I control animals received standard pellet diet and water ad libitum. Group II rats were induced with 7,12-dimethyl benz[a]anthracene (DMBA) (25 mg in 1 mL olive oil) by gastric intubation, whereas another set of DMBA-induced rats were treated with SM (400 mg/kg body weight/d) in olive oil orally by gastric intubation for 14 d after 3 months of induction period (group III). Group IV rats served as SM-treated control animals. At the end of the experimental period, the rats were anaesthetised and sacrificed and used for biochemical measures and histology studies. Results: The LPO was increased and antioxidant levels were decreased in the serum, liver and mammary tissues of cancer-induced rats. The administration of SM drug significantly (P<0.05) decreased LPO and reversed the status of antioxidants to near normal level in cancer-bearing animals. Conclusions: The results obtained indicate the additive and synergistic action of constituents’ plants in the SM drug against oxidative damage and its protective role in DMBA induced mammary cancer.

  15. Heterologous expression of a new manganese-dependent peroxidase gene from Peniophora incarnata KUC8836 and its ability to remove anthracene in Saccharomyces cerevisiae.

    Science.gov (United States)

    Lee, Aslan Hwanhwi; Kang, Chang-Min; Lee, Young Min; Lee, Hanbyul; Yun, Cheol-Won; Kim, Gyu-Hyeok; Kim, Jae-Jin

    2016-12-01

    The white rot fungus Peniophora incarnata KUC8836 has received an attention as the greatest degrader of polycyclic aromatic hydrocarbons (PAHs), which are hazardous xenobiotics and recalcitrant pollutants. To characterize the mechanisms through which MnP degrades PAHs, heterologous expression of manganese-dependent peroxidase (MnP) gene pimp1 was performed in Saccharomyces cerevisiae BY4741 via the pGEM-T Easy vector, resulting in the recombinant plasmid pESC-URA/pimp1 containing the MnP signal peptide. MnP was significantly secreted into the culture medium with galactose as an active protein with higher efficiency (3.58 U mL(-1)) by transformants than by the wild-type S. cerevisiae. The recombinant MnP protein was shown to have a molecular weight of 44 kDa by western blotting analysis. With regard to enhancing the bioremediation of PAHs in the environment, anthracene was effectively degraded by the MnP encoded by pimp1, with a degradation rate of 6.5% when Tween 80 was added. In addition, the MnP activity of the transformant exhibited the highest efficiency (2.49 U mL(-1)) during the degradation. These results show that pimp1 might be useful for biodegradation and gene expression technologies at a transcriptional level, and genetic approaches can be improved by incorporating the highly ligninolytic gene pimp1 and the fungus P. incarnata KUC8836.

  16. Tangeretin ameliorates oxidative stress in the renal tissues of rats with experimental breast cancer induced by 7,12-dimethylbenz[a]anthracene.

    Science.gov (United States)

    Lakshmi, Arivazhagan; Subramanian, Sorimuthu Pillai

    2014-09-02

    Tangeretin, a citrus polymethoxyflavone, is an antioxidant modulator which has been shown to exhibit a surfeit of pharmacological properties. The present study was hypothesized to explore the therapeutic activity of tangeretin against 7,12-dimethylbenz[a]anthracene (DMBA) induced kidney injury in mammary tumor bearing rats. Recently, we have reported the chemotherapeutic effect of tangeretin in the breast tissue of DMBA induced rats. Breast cancer was induced by "air pouch technique" with a single dose of 25mg/kg of DMBA. Tangeretin (50mg/kg/day) was administered orally for four weeks. The renoprotective nature of tangeretin was assessed by analyzing the markers of oxidative stress, proinflammatory cytokines and antioxidant competence in DMBA induced rats. Tangeretin treatment revealed a significant decline in the levels of lipid peroxides, inflammatory cytokines and markers of DNA damage, and a significant improvement in the levels of enzymatic and non-enzymatic antioxidants in the kidney tissue. Similarly, mRNA, protein and immunohistochemical analysis substantiated that tangeretin treatment notably normalizes the renal expression of Nrf2/Keap1, its downstream regulatory proteins and the inflammatory cytokines in the DMBA induced rats. Histological and ultrastructural observations also evidenced that the treatment with tangeretin effectively protects the kidney from DMBA-mediated oxidative damage, hence, proving its nephroprotective nature.

  17. Chemotherapeutic effect of tangeretin, a polymethoxylated flavone studied in 7, 12-dimethylbenz(a)anthracene induced mammary carcinoma in experimental rats.

    Science.gov (United States)

    Lakshmi, A; Subramanian, S

    2014-04-01

    Globally, breast cancer is the second most prevalent cancer among women and its incidence is amplifying alarmingly. Since genetics is believed to account for only 10% of the reported cases, the environmental factors including diet are thought to play a significant role in predisposing breast cancer. Many bioactive compounds of plant origin have been reported for their anticancer potential. Tangeretin, a pentamethoxy flavone, is a naturally occurring phytoconstituent found to be present in significant amounts in the peel of citrus fruits. Tangeretin possess a wide array of pharmacological activities such as cytostatic, anti-proliferative and antioxidant properties. In the absence of systemic studies in the literature, the present study was aimed to evaluate the chemotherapeutic potential of tangeretin in 7, 12-dimethyl benz(a)anthracene (DMBA) induced mammary carcinoma in rats. Oral treatment of tangeretin (50 mg/kg BW) to breast tumor bearing rats daily for four weeks was found to be effective against DMBA induced mammary gland carcinogenesis in female Wistar rats. The increased activities of AST, ALT, ALP, ACP, 5'-ND, γ-GT and LDH in serum of control and experimental breast cancer rats were significantly (p induced breast cancer in rats.

  18. Quercetin attenuates the development of 7, 12-dimethyl benz (a) anthracene (DMBA) and croton oil-induced skin cancer in mice

    Institute of Scientific and Technical Information of China (English)

    Huma Ali; Savita Dixit

    2015-01-01

    To evaluate the chemopreventive potential of quercetin in an experimental skin carcinogenesis mouse model.Skin tumor was induced by topical application of 7,12-dimethyl Benz (a) anthracene (DMBA) and Croton oil in Swiss albino mouse.Quercetin was orally administered at a concentration of 200 mg/kg and 400 mg/kg body weight daily for 16 weeks in mouse to evaluate chemopreventive potential.Skin cancer was assessed by histopathological analysis.We found that quercetin reduced the tumor size and the cumulative number of papillomas.The mean latent period was significantly increased as compared to carcinogen treated controls.Quercetin significantly decreased the serum levds of glutamate oxalate transaminase,glutamate pyruvate transaminase,alkaline phosphatase and bilirubin.It significantly increased the levels of glutathione,superoxide dismutase and catalase.The elevated level of lipid peroxides in the control group was significantly inhibited by quercetin.Futhermore,DNA damage was significantly decreased in quercetin treated mice as compared to DMBA and croton oil treated mice.The results suggest that quercetin exerts chemopreventive effect on DMBA and croton oil induced skin cancer in mice by increasing antioxidant activities.

  19. Antineoplastic effect of iodine and iodide in dimethylbenz[a]anthracene-induced mammary tumors: association between lactoperoxidase and estrogen-adduct production.

    Science.gov (United States)

    Soriano, Ofelia; Delgado, Guadalupe; Anguiano, Brenda; Petrosyan, Pavel; Molina-Servín, Edith D; Gonsebatt, Maria E; Aceves, Carmen

    2011-08-01

    Several groups, including ours, have reported that iodine exhibited antiproliferative and apoptotic effects in various cancer cells only if this element is supplemented as molecular iodine, or as iodide, to cells that are able to oxidize it with the enzyme thyroperoxidase. In this study, we analyzed the effect of various concentrations of iodine and/or iodide in the dimethylbenz[a]anthracene (DMBA) mammary cancer model in rats. The results show that 0.1% iodine or iodide increases the expression of peroxisome proliferator-activated receptor type γ (PPARγ), triggering caspase-mediated apoptosis pathways in damaged mammary tissue (DMBA-treated mammary gland) as well as in frank mammary tumors, but not in normal mammary gland. DMBA treatment induces the expression of lactoperoxidase, which participates in the antineoplastic effect of iodide and could be involved in the pro-neoplastic effect of estrogens, increasing the formation of DNA adducts. In conclusion, our results show that a supplement of 0.1% molecular iodine/potassium iodide (0.05/0.05%) exert antineoplastic effects, preventing estrogen-induced DNA adducts and inducing apoptosis through PPARγ/caspases in pre-cancer and cancerous cells. Since this iodine concentration does not modify the cytology (histology, apoptosis rate) or physiology (triiodothyronine and thyrotropin) of the thyroid gland, we propose that it be considered as an adjuvant treatment for premenopausal mammary cancer.

  20. D-Pinitol attenuates 7, 12 dimethylbenz [a] anthracene induced hazards through modulating protein bound carbohydrates, adenosine triphosphatases and lysosomal enzymes during experimental mammary carcinogenesis.

    Science.gov (United States)

    Rengarajan, Thamaraiselvan; Nandakumar, Natarajan; Balasubramanian, Maruthaiveeran Periyasamy

    2012-01-01

    We have reported here that the ameliorative potentials of D-Pinitol during 7, 12-Dimethylbenz [a] anthracene induced experimental breast carcinogenesis. DMBA is a potent organ specific carcinogen which is widely employed to induce mammary carcinoma in rats. D-Pinitol a natural inositol has been reported to found in soybean with many biological functions. The female sprague dawley rats were subjected to carcinogen 7, 12-DMBA and the ameliorative potentials of dietary compound D-Pinitol was investigated with reference to cell surface glycoproteins, lysosomal enzymes and adenosine triphosphatases. Interestingly, administration of D-Pinitol was found to be significantly down regulated the breast tissue glycoproteins and lysosomal enzymes and in contrast the levels of adenosine triphosphatases were remarkably up regulated. Further, the biochemical changes were well reflected and evidenced in the histology of breast and liver tissues. Thus, it can be concluded from the present study that D-Pinitol efficiently attenuates the hazardous consequences of the environmental carcinogen 7,12-DMBA through modulating cell surface glycoproteins, membrane protective role both in lysosomal and ATPase compartment via its antioxidant nature which ultimately results in the findings of future innovative remedies for genotoxin mediated hazards.

  1. Biorremediação de um solo contaminado com antraceno sob diferentes condições físicas e químicas Bioremediation of a soil contaminated with anthracene under different chemical and physical conditions

    Directory of Open Access Journals (Sweden)

    Rodrigo Josemar Seminoti Jacques

    2010-02-01

    Full Text Available O antraceno e os demais hidrocarbonetos aromáticos policíclicos (HAPs podem ser removidos do solo pela biorremediação, cuja eficiência é limitada se as condições físicas e químicas não forem favoráveis à sobrevivência e à atividade dos microrganismos degradadores. O objetivo do presente estudo foi avaliar a influência do pH, da umidade e da disponibilidade de nitrogênio, de fósforo, de ferro e de enxofre na biorremediação de um solo contaminado com antraceno. Para tanto, amostras de um solo arenoso foram contaminadas em laboratório com 500mg kg-1 de antraceno e a mineralização desse poluente foi quantificada por respirometria. As maiores mineralizações ocorreram nos tratamentos com as maiores umidades e os pH avaliados. A adição de 100kg ha-1 ou mais de nitrogênio no solo e a redução da relação C HAP-N para valores inferiores a 120:17 diminuíram a mineralização do antraceno. O aumento da disponibilidade do fósforo, do ferro e do enxofre e a presença de amplas relações C HAP:P no solo não influenciaram a mineralização do antraceno. A correção do pH e o adequado fornecimento de água possibilitaram a biorremediação desse solo em curto período de tempo.The anthracene, as well as the others polycyclic aromatic hydrocarbons (PAH, can be removed from the soil by bioremediation, whose efficiency is limited under unfavorable physical and chemical conditions to the survival and activity of the microbial degraders. The objective of this study was to evaluate the influence of pH, water content, and nitrogen, phosphorus, iron and sulfur concentrations in the bioremediation of a soil contaminated with anthracene. Samples of a sandy soil were contaminated in laboratory with anthracene (500mg kg-1 and the mineralization was evaluated by respirometry. The highest anthracene mineralization was verified in the soil with the highest water content and pH value studied. The addition of 100kg ha-1 nitrogen in the soil

  2. Isolation of an Anthracene-Degrading Strain Aspergillus fumigatus A10 and Its Degradation Characteristics%蒽降解菌烟曲霉A10的分离及降解性能研究

    Institute of Scientific and Technical Information of China (English)

    强婧; 尹华; 彭辉; 叶锦韶; 秦华明; 何宝燕; 张娜

    2009-01-01

    从污染环境中筛选出1株蒽降解菌A10,经鉴定为烟曲霉(Aspergillus fumigatus),其对蒽的降解率随时间的延长逐渐升高,在12~84 h,蒽降解率增长速率较快;此后降解率的增加趋于平缓,最终(168 h)能够达到83%左右.当无机盐培养液中蒽初始浓度为10 mg/L,A10投菌量为50 g/L(以湿重计),菌龄为36 h时, 5 d内蒽降解率为79.37%.蒽浓度对菌发挥降解作用有较大影响,浓度为5 mg/L时,降解率最高,达92.17%.培养液初始pH为5.0~7.5时,降解率维持在60%左右;温度为30℃、氧气量为4.30 mg/L时蒽降解效果较好.一定量的营养盐的添加能在一定程度上促进蒽的降解.共代谢底物乳糖的添加,能使蒽的降解率提高37.15%.对蒽降解过程的初步研究表明,菌株A10对蒽的降解是一个胞外吸附/胞内降解的动态变化过程.红外光谱分析显示,在微生物作用下,蒽的结构发生改变,生成了含有1~2个苯环的芳香酸、芳香酮、芳香醛和饱和碳氢化合物等一系列降解产物.%An anthracene-degrading strain (A10) was isolated from contaminated environment and identified as Aspergillus fumigatus.The experimental results showed that the biodegradation rate of anthracene increased with the increasing time.Between 12-84 h interval, the biodegradation performed rapidly, while after this, the increase of biodegradation rate tended to become slow, and ultimately the biodegradation rate could achieve approximately 83%.The degradation rate of anthracene reached 79.37% within 5 days when the initial concentration of anthracene in mineral salts medium (MSM) was 10 mg/L, the inoculum dosage was 50 g/L (wet weight) and the cell age was 36 h.The concentration of anthracene had notable influence on degradation function of strain A10 and the highest degradation rate (92.17%) was achieved when anthracene concentration was 5 mg/L.The degradation rate could maintain about 60% with initial pH of MSM in the range of 5

  3. Uptake and phytotoxicity of anthracene and benzo[k]fluoranthene applied to the leaves of celery plants (Apium graveolens var. secalinum L.).

    Science.gov (United States)

    Wieczorek, Jolanta; Sienkiewicz, Stanisław; Pietrzak, Monika; Wieczorek, Zbigniew

    2015-05-01

    The above-ground parts of celery plants were exposed to two polycyclic aromatic hydrocarbons (PAHs): 3-ring anthracene (ANT) and 5-ring benzo[k]fluoranthene (BkF), and the combination of ANT and BkF. After 43 days of exposure (overall dose of 1325µg/plant), celery plants retained only 1.4% of the total dose of ANT and 17.5% of the total dose of BkF. After exposure to a combination of ANT and BkF (1325µg of each compound per plant), the average ANT concentrations were more than twofold higher in/on leaf blades, whereas BkF levels were insignificantly higher. Under natural photoperiod conditions equivalent to a normal day, the combined application of ANT and BkF to the above-ground parts of celery plants slowed down physicochemical transformations of ANT. A similar effect was observed when PAHs were applied to glass surfaces. The combination of both PAHs probably led to stacking interactions, which decreased volatilization, in particular of ANT. Phytotoxicity of ANT and BkF could not be unambiguously established based on the results of this study. In all analyzed treatments, the chlorophyll content of leaf blades remained unchanged. Foliar application of ANT reduced ascorbic acid levels in all analyzed plant parts and increased the total acidity of celery leaves. In all experimental treatments, the total phenolic content of leaves increased up to 15%. Interestingly, ANT and BkF did not produce cumulative effects when applied in combination (when total PAH concentrations per plant were twofold higher).

  4. Synthesis, characterization and properties of novel blue light emitting discrete π-functional polymer consisting of carbazole and anthracene units and their applications in polymer light emitting diodes

    Science.gov (United States)

    Gopal, Ram; Huang, Yi-Chiang; Lee, Hsu-Feng; Chang, Ming-Sien; Huang, Wen-Yao

    2017-03-01

    A new novel blue light emitting polymer containing carbazole and anthracene derivatives has been successfully synthesized via polycondensation chemical reaction of diol and difluoro monomers. An effort has been made to raise the band gap of blue light emitter by lowering the conjugation extent in the backbone. The synthesized blue polymer exhibits decent solubility, good process ability, high thermal stability, high glass transition temperature (272 °C) and the decomposition temperature of 358 °C. The UV-vis absorption spectra and photoluminescence spectra depict that the light emission lies in blue region. The solid state photoluminescence (PL) spectra of the polymer (λPL=456 nm) shows red shift (Δλ = 37 nm) as compared with the corresponding solution PL spectra, presumably due to lower intermolecular distance in solid state. The multi-layered polymer light emitting diode was fabricated, using blue polymer with ITO/PEDOT: PSS/BP/LiF/Al architecture. The luminance-voltage (L-V) and current density-voltage (J-V) curves show a maximum luminance of 7544 cd m-2, a maximum emission efficiency of 4.2 cd A-1, a maximum current density of 453 mA cm-2 at a turn-on voltage of 4.5 V. Moreover, the PLED instigate pure blue EL emission, stable at 436 nm with outstanding CIE coordinates of (x = 0.15, y = 0.08), which is close to the pure NTSC blue coordinates of (0.14, 0.08). [Figure not available: see fulltext.

  5. Growth inhibition of fungus Phycomyces blakesleeanus by anion channel inhibitors anthracene-9-carboxylic and niflumic acid attained through decrease in cellular respiration and energy metabolites.

    Science.gov (United States)

    Stanić, Marina; Križak, Strahinja; Jovanović, Mirna; Pajić, Tanja; Ćirić, Ana; Žižić, Milan; Zakrzewska, Joanna; Cvetić Antić, Tijana; Todorović, Nataša; Živić, Miroslav

    2017-01-18

    Increasing resistance of fungal strains to known fungicides has prompted identification of new candidates for fungicides among substances previously used for other purposes. We have tested the effects of known anion channel inhibitors anthracene-9-carboxylic (A9C) and niflumic acid (NFA) on growth, energy metabolism and anionic current of mycelium of fungus Phycomyces blakesleeanus. Both inhibitors significantly decreased growth and respiration of mycelium, but complete inhibition was only achieved by 100 or 500 µM NFA, for growth and respiration, respectively. A9C had no effect on respiration of human NCI-H460 cell line, and very little effect on cucumber root sprout clippings, which nominates this inhibitor for further investigation as a potential new fungicide. Effects of A9C and NFA on respiration of isolated mitochondria of P. blakesleeanus were significantly smaller, which indicates that their inhibitory effect on respiration of mycelium is indirect. NMR spectroscopy showed that both A9C and NFA decrease the levels of ATP and polyphosphates in the mycelium of P. blakesleanus, but only A9C caused intracellular acidification. Outwardly rectifying, fast inactivating instantaneous anionic current (ORIC) was also reduced to 33±5% and 21±3% of its pre-treatment size by A9C and NFA, respectively, but only in the absence of ATP. It can be assumed from our results that the regulation of ORIC is tightly linked to cellular energy metabolism in P. blakesleeanus, and the decrease in ATP and polyphosphate levels could be a direct cause of growth inhibition.

  6. Proteomic analysis of the murine liver in response to a combined exposure to psychological stress and 7,12-dimethylbenz(a)anthracene.

    Science.gov (United States)

    Flint, Melanie S; Hood, Brian L; Sun, Mai; Stewart, Nicolas A; Jones-Laughner, Jacqueline; Conrads, Thomas P

    2010-01-01

    Polycyclic aromatic hydrocarbons (PAHs) are environmental carcinogens implicated to underlie development of several types of cancers. Cytochrome P450 (CYP) enzymes play key roles in the conversion of PAHs to highly potent carcinogens, namely diol epoxides. 7,12-Dimethylbenz(a)anthracene (DMBA), a PAH, is highly carcinogenic, where in mouse models it is known to be responsible for initiating tumor formation in many organs including mammary tissues, ovaries, and skin. Psychological stress, via release of biochemical mediators, can greatly impact carcinogenesis. The present investigation examined the hypothesis that psychological stress modulates metabolism and carcinogenicity of DMBA through alteration of key drug metabolizing enzyme abundance levels in the liver utilizing mass spectrometry-based proteomics. To test this hypothesis, four groups of mice were treated as follows: nonstressed, stressed, nonstressed/DMBA-exposed, and stressed/DMBA-exposed, where the stressor was a well-accepted model of restraint. Liver proteins were extracted, resolved by one-dimensional gel electrophoresis, digested in-gel with trypsin, and analyzed by liquid chromatography-tandem mass spectrometry. This investigation resulted in the unique identification of 59 isoforms of CYP enzymes. Changes in protein abundances derived from spectral counting indicates that stress alone results in increases in the abundance of proteins responsive to oxidative stress, along with Phase I and II metabolizing enzymes, such as CYP2J5 and UDP glucoronytransferases. The proteomic results further indicate that exposure to DMBA induces increases in the abundance of CYP1A2 and serine protease inhibitors and decreases the abundance of CYP4 V3. Finally, significant changes in the abundance of proteins such as CYP1A2, CYP3A11, and Topoisomerase-2 were found between nonstressed and stressed/DMBA-treated mice. These data support the hypothesis that psychological stress modulates DMBA-induced regulation of drug

  7. Embryotoxic effects of benzo[a]pyrene, chrysene and 7,12-dimethylbenz[a]-anthracene in petroleum hydrocarbon mixtures in mallard ducks

    Science.gov (United States)

    Hoffman, D.J.; Gay, M.L.

    1981-01-01

    Studies with different avian species have revealed that surface applications of microliter amounts of some crude and fuel oils that coat less than 70% of the egg surface result in considerable reduction in hatching with teratogenicity and stunted growth. Other stUdies have shown that the embryo toxicity is dependent on the aromatic hydrocarbon content, further suggesting that the toxicity is due to causes other than asphyxia. In the present study the effects of three polycyclic aromatic hydrocarbons identified in petroleum were examined on mallard (Anas platyrhynchos) embryo development. Addition of benzo[a]pyrene (BaP), chrysene, or 7,7 2-dimethylbenz[ a]anthracene (DMBA) to a synthetic petroleum hydrocarbon mixture of known composition and relatively low embryotoxicity resulted in embryo toxicity that was enhanced or equal to that of crude oil when 10 :I was applied externally to eggs at 72 h of development. The order of ability to enhance embryo toxicity was DMBA > BaP > chrysene. The temporal pattern of embryonic death was similar to that reported after exposure to crude oil, with additional mortality occurring after outgrowth of the chorioallantois. Retarded growth, as reflected by embryonic body weight, crown-rump length, and bill length, was accompanied by teratogenicity. Abnormal embryos exhibited extreme stunting; eye, brain, and bill defects; and incomplete ossification. Gas chromatographic-mass spectral analysis of externally treated eggs showed the passage of aromatic hydrocarbons including chrysene through the shell and shell membranes to the developing embryos. These findings suggest that the presence of polycyclic aromatic hydrocarbons in petroleum, including BaP, chrysene, and DMBA, significantly enhances the overall embryotoxicity in avian species.

  8. Hepatic Dysfunction Induced by 7, 12-Dimethylbenz(α)anthracene and Its Obviation with Erucin Using Enzymatic and Histological Changes as Indicators

    Science.gov (United States)

    Arora, Rohit; Bhushan, Sakshi; Kumar, Rakesh; Mannan, Rahul; Kaur, Pardeep; Singh, Amrit Pal; Singh, Bikram; Vig, Adarsh P.; Sharma, Deepika; Arora, Saroj

    2014-01-01

    The toxicity induced by 7, 12-dimethylbenz(α)anthracene (DMBA) has been widely delineated by a number of researchers. This potent chemical damages many internal organs including liver, by inducing the production of reactive oxygen species, DNA-adduct formation and affecting the activities of phase I, II, antioxidant and serum enzymes. Glucosinolate hydrolytic products like isothiocyanates (ITCs) are well known for inhibiting the DNA-adduct formation and modulating phase I, II enzymes. Sulforaphane is ITC, currently under phase trials, is readily metabolized and inter-converted into erucin upon ingestion. We isolated erucin from Eruca sativa (Mill.) Thell. evaluated its hepatoprotective role in DMBA induced toxicity in male wistar rats. The rats were subjected to hepatic damage by five day regular intraperitoneal doses of DMBA. At the end of the protocol, the rats were euthanized, their blood was collected and livers were processed. The liver homogenate was analyzed for phase I (NADPH-cytochrome P450 reductase, NADH-cytochrome b5 reductase, cytochrome P450, cytochrome P420 and cytochrome b5), phase II (DT diaphorase, glutathione-S-transferase and γ-glutamyl transpeptidase) and antioxidant enzymes (superoxide dismutase, catalase, guaiacol peroxidise, ascorbate peroxidise, glutathione reductase and lactate dehydrogenase). The level of thiobarbituric acid reactive substances, lipid hydroperoxides, conjugated dienes and reduced glutathione in the liver homogenate was also analyzed. The serum was also analyzed for markers indicating hepatic damage (alkaline phosphatase, serum glutamic oxaloacetic transaminase, serum glutamic pyruvic transaminase, direct bilirubin and total bilirubin). Erucin provided significant protection against DMBA induced damage by modulating the phase I, II and antioxidant enzymes. The histological evaluation of liver tissue was also conducted, which showed the hepatoprotective role of erucin. PMID:25390337

  9. Degradation of pyrene, benz[a]anthracene, and benzo[a]pyrene by Mycobacterium sp. strain RJGII-135, isolated from a former coal gasification site.

    Science.gov (United States)

    Schneider, J; Grosser, R; Jayasimhulu, K; Xue, W; Warshawsky, D

    1996-01-01

    The degradation of three polycyclic aromatic hydrocarbons (PAH), pyrene (PYR), benz[a]anthracene (BAA), and benzo[a]pyrene (BaP), by Mycobacterium sp. strain RJGII-135 was studied. The bacterium was isolated from an abandoned coal gasification site soil by analog enrichment techniques and found to mineralize [14C]PYR. Further degradation studies with PYR showed three metabolites formed by Mycobacterium sp. strain RJGII-135, including 4,5-phenanthrene-dicarboxylic acid not previously isolated, 4-phenanthrene-carboxylic acid, and 4,5-pyrene-dihydrodiol. At least two dihydrodiols, 5,6-BAA-dihydrodiol and 10,11-BAA-dihydrodiol, were confirmed by high-resolution mass spectral and fluorescence analyses as products of the biodegradation of BAA by Mycobacterium sp. strain RJGII-135. Additionally, a cleavage product of BAA was also isolated. Mass spectra and fluorescence data support two different routes for the degradation of BaP by Mycobacterium sp. strain RJGII-135. The 7,8-BaP-dihydrodiol and three cleavage products of BaP, including 4,5-chrysene-dicarboxylic acid and a dihydro-pyrene-carboxylic acid metabolite, have been isolated and identified as degradation products formed by Mycobacterium sp. strain RJGII-135. These latter results represent the first example of the isolation of BaP ring fission products formed by a bacterial isolate. We propose that while this bacterium appears to attack only one site of the PYR molecule, it is capable of degrading different sites of the BAA and BaP molecules, and although the sites of attack may be different, the ability of this bacterium to degrade these PAH is well supported. The proposed pathways for biodegradation of these compounds by this Mycobacterium sp. strain RJGII-135 support the dioxygenase enzymatic processes reported previously for other bacteria. Microorganisms like Mycobacterium sp. strain RJGII-135 will be invaluable in attaining the goal of remediation of sites containing mixtures of these PAH.

  10. Hepatic dysfunction induced by 7, 12-dimethylbenz(αanthracene and its obviation with erucin using enzymatic and histological changes as indicators.

    Directory of Open Access Journals (Sweden)

    Rohit Arora

    Full Text Available The toxicity induced by 7, 12-dimethylbenz(αanthracene (DMBA has been widely delineated by a number of researchers. This potent chemical damages many internal organs including liver, by inducing the production of reactive oxygen species, DNA-adduct formation and affecting the activities of phase I, II, antioxidant and serum enzymes. Glucosinolate hydrolytic products like isothiocyanates (ITCs are well known for inhibiting the DNA-adduct formation and modulating phase I, II enzymes. Sulforaphane is ITC, currently under phase trials, is readily metabolized and inter-converted into erucin upon ingestion. We isolated erucin from Eruca sativa (Mill. Thell. evaluated its hepatoprotective role in DMBA induced toxicity in male wistar rats. The rats were subjected to hepatic damage by five day regular intraperitoneal doses of DMBA. At the end of the protocol, the rats were euthanized, their blood was collected and livers were processed. The liver homogenate was analyzed for phase I (NADPH-cytochrome P450 reductase, NADH-cytochrome b5 reductase, cytochrome P450, cytochrome P420 and cytochrome b5, phase II (DT diaphorase, glutathione-S-transferase and γ-glutamyl transpeptidase and antioxidant enzymes (superoxide dismutase, catalase, guaiacol peroxidise, ascorbate peroxidise, glutathione reductase and lactate dehydrogenase. The level of thiobarbituric acid reactive substances, lipid hydroperoxides, conjugated dienes and reduced glutathione in the liver homogenate was also analyzed. The serum was also analyzed for markers indicating hepatic damage (alkaline phosphatase, serum glutamic oxaloacetic transaminase, serum glutamic pyruvic transaminase, direct bilirubin and total bilirubin. Erucin provided significant protection against DMBA induced damage by modulating the phase I, II and antioxidant enzymes. The histological evaluation of liver tissue was also conducted, which showed the hepatoprotective role of erucin.

  11. Theoretical study on exciton recurrence motion in anthracene dimer using the Ab initio MO-CI based quantum master equation approach.

    Science.gov (United States)

    Kishi, Ryohei; Nakano, Masayoshi; Minami, Takuya; Fukui, Hitoshi; Nagai, Hiroshi; Yoneda, Kyohei; Takahashi, Hideaki

    2009-05-01

    We apply the ab initio molecular orbital (MO)-configuration interaction (CI) based quantum master equation (MOQME) method to the investigation of ultrafast exciton dynamics in an anthracene dimer modeled after anthracenophane, which is experimentally found to exhibit an oscillatory signal of fluorescence anisotropy decay. Two low-lying near-degenerate one-photon allowed excited states with a slight energy difference (42 cm(-1)) are obtained at the CIS/6-31G** level of approximation using full valence pi-orbitals. The time evolution of reduced exciton density matrices is performed by numerically solving the quantum master equation. After the creation of a superposition state of these near-degenerate states by irradiating a near-resonant laser field, we observe two kinds of oscillatory behaviors of polarizations: field-induced polarizations with faster periods, and amplitude oscillations of x- and z-polarizations, P(x) and P(z), with a slower period, in which the amplitudes of P(x) and P(z) attain maximum alternately. The latter behavior turns out to be associated with an oscillatory exciton motion between the two monomers, i.e., exciton recurrence motion, using the dynamic exciton expression based on the polarization density. From the analysis of contribution to the exciton distributions, such exciton recurrence motion is found to be characterized by both the difference in eigenfrequencies between the two near-degenerate states excited by the laser field and the relative phases among the frontier MOs primarily contributing to the near-degenerate states.

  12. Rosiglitazone synergizes anticancer activity of cisplatin and reduces its nephrotoxicity in 7, 12-dimethyl benz{a}anthracene (DMBA induced breast cancer rats

    Directory of Open Access Journals (Sweden)

    Tikoo Kulbhushan

    2009-04-01

    Full Text Available Abstract Background Antineoplastic drug cisplatin remains the drug of choice for various solid tumours including breast cancer. But dose dependent nephrotoxicity is the major drawback in majority of platinum based chemotherapy regimens. Recent reports have shown that inflammatory pathways are the main offender for cisplatin induced nephrotoxicity. The present study was undertaken to assess the effect of rosiglitazone, a PPARγ agonist and an anti-inflammatory agent, on cisplatin induced nephrotoxicity, and its anticancer activity in DMBA induced breast cancer rats. Methods Mammary tumours were induced in female Sprague-Dawley rats by feeding orally with dimethylbenz [a]anthracene (DMBA (60 mg/kg. Cisplatin induced nephropathy was assessed by measurements of blood urea nitrogen, albumin and creatinine levels. Posttranslational modifications of histone H3, mitogen-activated protein (MAP kinase p38 expression and PPAR-γ expression were examined by western blotting. Results Our data shows involvement of TNF-α in preventing cisplatin induced nephrotoxicity by rosiglitazone. Rosiglitazone pre-treatment to cisplatin increases the expression of p38, PPAR-γ in mammary tumours and shows maximum tumour reduction. Furthermore, cisplatin induced changes in histone acetylation, phosphorylation and methylation of histone H3 in mammary tumours was ameliorated by pre-treatment of rosiglitazone. Suggesting, PPAR-γ directly or indirectly alters aberrant gene expression in mammary tumours by changing histone modifications. Conclusion To best of our knowledge this is the first report which shows that pre-treatment of rosiglitazone synergizes the anticancer activity of cisplatin and minimizes cisplatin induced nephrotoxicity in DMBA induced breast cancer.

  13. Hepatic dysfunction induced by 7, 12-dimethylbenz(α)anthracene and its obviation with erucin using enzymatic and histological changes as indicators.

    Science.gov (United States)

    Arora, Rohit; Bhushan, Sakshi; Kumar, Rakesh; Mannan, Rahul; Kaur, Pardeep; Singh, Amrit Pal; Singh, Bikram; Vig, Adarsh P; Sharma, Deepika; Arora, Saroj

    2014-01-01

    The toxicity induced by 7, 12-dimethylbenz(α)anthracene (DMBA) has been widely delineated by a number of researchers. This potent chemical damages many internal organs including liver, by inducing the production of reactive oxygen species, DNA-adduct formation and affecting the activities of phase I, II, antioxidant and serum enzymes. Glucosinolate hydrolytic products like isothiocyanates (ITCs) are well known for inhibiting the DNA-adduct formation and modulating phase I, II enzymes. Sulforaphane is ITC, currently under phase trials, is readily metabolized and inter-converted into erucin upon ingestion. We isolated erucin from Eruca sativa (Mill.) Thell. evaluated its hepatoprotective role in DMBA induced toxicity in male wistar rats. The rats were subjected to hepatic damage by five day regular intraperitoneal doses of DMBA. At the end of the protocol, the rats were euthanized, their blood was collected and livers were processed. The liver homogenate was analyzed for phase I (NADPH-cytochrome P450 reductase, NADH-cytochrome b5 reductase, cytochrome P450, cytochrome P420 and cytochrome b5), phase II (DT diaphorase, glutathione-S-transferase and γ-glutamyl transpeptidase) and antioxidant enzymes (superoxide dismutase, catalase, guaiacol peroxidise, ascorbate peroxidise, glutathione reductase and lactate dehydrogenase). The level of thiobarbituric acid reactive substances, lipid hydroperoxides, conjugated dienes and reduced glutathione in the liver homogenate was also analyzed. The serum was also analyzed for markers indicating hepatic damage (alkaline phosphatase, serum glutamic oxaloacetic transaminase, serum glutamic pyruvic transaminase, direct bilirubin and total bilirubin). Erucin provided significant protection against DMBA induced damage by modulating the phase I, II and antioxidant enzymes. The histological evaluation of liver tissue was also conducted, which showed the hepatoprotective role of erucin.

  14. Inhibitory effects of combination of lycopene and genistein on 7,12- dimethyl benz(a)anthracene-induced breast cancer in rats.

    Science.gov (United States)

    Sahin, Kazim; Tuzcu, Mehmet; Sahin, Nurhan; Akdemir, Fatih; Ozercan, Ibrahim; Bayraktar, Soley; Kucuk, Omer

    2011-11-01

    Breast cancer is one of the most common cancers in women. Carotenoids and soy isoflavones have been postulated to have breast cancer preventive effects. We investigated the potential preventive effects of lycopene and genistein, alone and in combination, on breast cancer development in female Wistar rats treated with 7,12-dimethylbenz[a]anthracene (DMBA), a carcinogen known to induce breast tumors. Mammary carcinogenesis was initiated by a single, oral gavage of DMBA (80 mg/kg body weight) at 55 days of animal age. Fifty female Wistar rats were divided into 5 experimental groups having 10 animals per group: Group 1 (normal control), Group 2 (DMBA control), Group 3 (DMBA + lycopene), Group 4 (DMBA + genistein), and Group 5 (DMBA + lycopene and genistein). Rats were fed either lycopene (20 mg /kg bw) or genistein (2 mg /kg bw) by oral gavage (3 times per week) starting 2 wk prior to DMBA injection. Treatment was continued for 20 wk. Rats treated with DMBA developed mammary tumors with 100% tumor incidence during the 20-wk study. Inhibition of mammary cancer incidence by lycopene (70%), genistein (60%) and their combination (40%) was observed. Tumor weight decreased by 48%, 61%, and 67%, and mean tumor volume decreased by 18%, 35%, and 65% with lycopene, genistein, and lycopene + genistein, respectively (P cancer development and was associated with a decrease in MDA, 8-isoprostane, and 8-OhdG levels and with an increase in serum lycopene and genistein levels. Animals administered DMBA developed breast cancer, which was associated with increased expression of Bcl-2 and decreased expression of Bax, caspase 3, and caspase 9 in mammary tissues. Administration of genistein and lycopene in combination was more effective in inhibiting DMBA-induced breast tumors and modulating the expression of apoptosis associated proteins than the administration of each agent alone. Our results suggest that lycopene and genistein are potent antioxidants and, when given in combination, offer

  15. Impact of obesity on 7,12-dimethylbenz[a]anthracene-induced altered ovarian connexin gap junction proteins in female mice

    Energy Technology Data Exchange (ETDEWEB)

    Ganesan, Shanthi, E-mail: shanthig@iastate.edu; Nteeba, Jackson, E-mail: nteeba@iastate.edu; Keating, Aileen F., E-mail: akeating@iastate.edu

    2015-01-01

    The ovarian gap junction proteins alpha 4 (GJA4 or connexin 37; CX37), alpha 1 (GJA1 or connexin 43; CX43) and gamma 1 (GJC1 or connexin 45; CX45) are involved in cell communication and folliculogenesis. 7,12-dimethylbenz[a]anthracene (DMBA) alters Cx37 and Cx43 expression in cultured neonatal rat ovaries. Additionally, obesity has an additive effect on DMBA-induced ovarian cell death and follicle depletion, thus, we investigated in vivo impacts of obesity and DMBA on CX protein levels. Ovaries were collected from lean and obese mice aged 6, 12, 18, or 24 wks. A subset of 18 wk old mice (lean and obese) were dosed with sesame oil or DMBA (1 mg/kg; ip) for 14 days and ovaries collected 3 days thereafter. Cx43 and Cx45 mRNA and protein levels decreased (P < 0.05) after 18 wks while Cx37 mRNA and protein levels decreased (P < 0.05) after 24 wks in obese ovaries. Cx37 mRNA and antral follicle protein staining intensity were reduced (P < 0.05) by obesity while total CX37 protein was reduced (P < 0.05) in DMBA exposed obese ovaries. Cx43 mRNA and total protein levels were decreased (P < 0.05) by DMBA in both lean and obese ovaries while basal protein staining intensity was reduced (P < 0.05) in obese controls. Cx45 mRNA, total protein and protein staining intensity level were decreased (P < 0.05) by obesity. These data support that obesity temporally alters gap junction protein expression and that DMBA-induced ovotoxicity may involve reduced gap junction protein function. - Highlights: • Ovarian gap junction proteins are affected by ovarian aging and obesity. • DMBA exposure negatively impacts gap junction proteins. • Altered gap junction proteins may contribute to infertility.

  16. (Z-3-(Anthracen-9-yl-1-(2-ethoxyphenylprop-2-en-1-oneThis paper is dedicated to the late His Royal Highness Prince Mahidol of Songkla for his contributions to the development of medical education in Thailand on the occasion of Mahidol Day which falls on the 24th September.

    Directory of Open Access Journals (Sweden)

    Hoong-Kun Fun

    2010-10-01

    Full Text Available The molecule of the title chalcone, C25H20O2, consisting of 2-ethoxyphenyl and anthracene rings bridged by a prop-2-en-1-one unit, is twisted and exists in the Z configuration with respect to the central C=C bond. The dihedral angle between the benzene and anthracene rings is 78.17 (9°. The propene unit makes dihedral angles of 44.5 (2 and 81.1 (2° with the benzene and anthracene rings, respectively. The ethoxy substituent is almost coplanar with the attached benzene ring [C—O—C—C torsion angle = 178.57 (19°]. In the crystal, molecules are linked into chains along the a axis by weak C—H...O interactions. The crystal structure is further stabilized by C—H...π interactions.

  17. Do nonbonded H--H interactions in phenanthrene stabilize it relative to anthracene? A possible resolution to this question and its implications for ligands such as 2,2'-bipyridyl.

    Science.gov (United States)

    Hancock, Robert D; Nikolayenko, Igor V

    2012-08-23

    The problem of whether interactions between the hydrogen atoms at the 1,10-positions in the "cleft" of the "bent" phenanthrene stabilize the latter molecule thermodynamically relative to "linear" anthracene, or whether the higher stability of phenanthrene is due to a more energetically favorable π-system, is considered. DFT calculations at the X3LYP/cc-pVTZ(-f)++ level of the ground state energies (E) of anthracene, phenanthrene, and the set of five benzoquinolines are reported. In the gas phase, "bent" phenanthrene was computed to be thermodynamically more stable than "linear" anthracene by -28.5 kJ mol(-1). This fact was attributed predominantly to the phenomenon of higher aromatic stabilization of the π-system of phenanthrene relative to anthracene, and not to the stabilizing influence of the nonbonding H--H interactions in its cleft. In fact, these interactions in phenanthrene were shown to be destabilizing. Similar calculations for five benzoquinolines (bzq) indicate that ΔE values vary as: 6,7-bzq (linear) ≤ 2,3-bzq (linear) < 5,6-bzq (bent) ≤ 3,4-bzq (bent) < 7,8-bzq (bent, no H--H nonbonding interactions in cleft), supporting the idea that it is a more stable π-system that favors 7,8-bzq over 2,3-bzq and 6,7-bzq, and that the H--H interactions in the clefts of 3,4-bzq and 5,6-bzq are destabilizing. Intramolecular hydrogen bonding in the cleft of 7,8-bzq plays a secondary role in its stabilization relative 6,7-bzq. The question of whether H--H nonbonded interactions between H atoms at the 3 and 3' positions of 2,2'-bipyridyl (bpy) coordinated to metal ions are stabilizing or destabilizing is then considered. The energy of bpy is scanned as a function of N-C-C-N torsion angle (χ) in the gas-phase, and it is found that the trans form is 32.8 kJ mol(-1) more stable than the cis conformer. A relaxed coordinate scan of energy of bpy in aqueous solution as a function of χ is modeled using the PBF approach, and it is found that the trans conformer is

  18. (E-3-(Anthracen-9-yl-1-(furan-2-ylprop-2-en-1-oneThis paper is dedicated to His Majesty King Bhumibol Adulyadej of Thailand (King Rama IX for his sustainable development of the country.

    Directory of Open Access Journals (Sweden)

    Jirapa Horkaew

    2010-04-01

    Full Text Available In the molecule of the title heteroaryl chalcone derivative, C21H14O2, the almost planar prop-2-en-1-one unit [r.m.s. deviation = 0.0087 (1 Å] forms dihedral angles of 5.81 (7 and 49.85 (6°, respectively, with the furan ring and anthracene ring system. In the crystal structure, the molecules are linked into a two-dimensional network parallel to (100 by C—H...O hydrogen bonds and π...π interactions involving the furan rings [centroid–centroid distance = 3.7205 (6 Å].

  19. A femtosecond study of the anomaly in electron injection for dye-sensitized solar cells: the influence of isomerization employing Ru(II) sensitizers with anthracene and phenanthrene ancillary ligands.

    Science.gov (United States)

    Cheema, Hammad; Younts, Robert; Ogbose, Louis; Gautam, Bhoj; Gundogdu, Kenan; El-Shafei, Ahmed

    2015-01-28

    In this study, an intriguing difference caused by structural isomerization based on anthracene and phenanthrene stilbazole type ancillary ligands in Ru(ii) sensitizers for dye sensitized solar cells (DSCs) has been investigated using femtosecond transient absorption spectroscopy. Both anthracene and phenanthrene based sensitizers HD-7 and HD-8, respectively, resulted in a similar extinction coefficient, photophysical and thermodynamic free energy of electron injection and dye regeneration as measured by UV-Vis, excited state lifetime and cyclic voltammetry measurements, respectively. However, TiO2 adsorbed HD-7 resulted in up to 45% less photocurrent density than HD-8 although photovoltage was similar owing to comparable thermodynamic characteristics. It was obvious from the measurement of incident photon to current conversion efficiency (IPCE) that excited electrons in HD-7 are prone to internal energy loss before injection into the TiO2 conduction band. Analysis of photo-induced spectral features measured by femtosecond transient absorption spectroscopy showed that excited electrons in HD-7 are prone to ISC (intersystem crossing) much more than HD-8 and those triplet electrons are not injected into TiO2 efficiently. Interestingly, from impedance measurements, HD-7 showed higher recombination resistance than HD-8 and N719, but a shorter lifetime for electrons injected into the TiO2 conduction band.

  20. Synthesis and electroluminescent properties of blue fluorescent materials based on 9,9-diethyl-N,N-diphenyl-9 H-fluoren-2-amine substituted anthracene derivatives for organic light-emitting diodes

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Seul Bee; Kim, Chanwoo; Park, Soo Na; Kim, Young Seok [Department of Chemistry, Sungkyunkwan University, Suwon, 440-746 (Korea, Republic of); Lee, Ho Won [Department of Information Display, Hongik University, Seoul, 121-791 (Korea, Republic of); Kim, Young Kwan, E-mail: kimyk@hongik.ac.kr [Department of Information Display, Hongik University, Seoul, 121-791 (Korea, Republic of); Yoon, Seung Soo, E-mail: ssyoon@skku.edu [Department of Chemistry, Sungkyunkwan University, Suwon, 440-746 (Korea, Republic of)

    2015-11-30

    Four 9,9-diethyl-N,N-diphenyl-9 H-fluoren-2-amine substituted anthracene derivatives have been designed and synthesized by Suzuki cross coupling reactions. To explore the electroluminescent properties of these blue materials, multilayer blue organic light-emitting diodes were fabricated in the following device structure: indium tin oxide (180 nm)/N,N’-diphenyl-N,N’-(1-napthyl)-(1,1′-phenyl)-4,4′-diamine (50 nm)/blue emitting materials (1–4) (30 nm)/bathophenanthroline (30 nm)/lithium quinolate (2 nm)/Al (100 nm). All devices appeared excellent deep-blue emissions. Among them, a device exhibited a maximum luminance of 5686 cd/m{sup 2}, the luminous, power and external quantum efficiencies of 5.11 cd/A, 3.79 lm/W, and 4.06% with the Commission International de L'Eclairage coordinates of (0.15, 0.15) at 500 cd/m{sup 2}, respectively. - Highlights: • We synthesized blue fluorescent materials based on anthracene derivatives. • The EL efficiencies of these materials depend on the quantum yields in solid states. • These materials have great potential for applications as blue emitter in OLEDs.

  1. 1-[(Anthracen-9-yl)carbon-yl]-2,7-di-meth-oxy-naphthalene: a chain-like structure composed of face-to-face type dimeric mol-ecular aggregates.

    Science.gov (United States)

    Siqingaowa; Tsumuki, Takehiro; Ogata, Kazuki; Yonezawa, Noriyuki; Okamoto, Akiko

    2016-12-01

    The asymmetric unit of the title compound, C27H20O3, contains two independent mol-ecules (A and B). The anthracene ring system is connected to the 2,7-di-meth-oxy-naphthalene core in a twisted manner, with dihedral angles of 86.38 (5) and 79.36 (8)°, respectively, for conformers A and B. In the crystal, face-to-face type dimeric mol-ecular aggregates of each conformer are observed. The dimer of conformer A is formed by two pairs of C-H⋯π inter-actions, and that of conformer B by a pair of (sp(2))C-H⋯O hydrogen bonds. The dimers of conformer A are linked to each other via a π-π stacking inter-action between the anthracene rings to form a chain along the b axis and the chains are aligned along the c axis, forming a sheet structure. The dimers of conformer B are connected to each other via a couple of C-H⋯π inter-actions to form a chain along the b axis. The chains are aligned along the c axis through (sp(2))C-H⋯O=C hydrogen bonds, forming a sheet parallel to the bc plane. The sheets of conformers A and B are alternately stacked along the a axis via two kinds of inter-molecular (sp(2))C-H⋯O=C hydrogen bonds.

  2. Acute 7,12-dimethylbenz[a]anthracene exposure causes differential concentration-dependent follicle depletion and gene expression in neonatal rat ovaries

    Energy Technology Data Exchange (ETDEWEB)

    Madden, Jill A. [Department of Animal Science, Iowa State University, Ames, IA 50011 (United States); Hoyer, Patricia B. [Department of Physiology, University of Arizona, Tucson, AZ 85724 (United States); Devine, Patrick J. [INRS—Institut Armand-Frappier Research Centre, University of Quebec, Laval, QC H7V 1B7 (Canada); Keating, Aileen F., E-mail: akeating@iastate.edu [Department of Animal Science, Iowa State University, Ames, IA 50011 (United States); Department of Physiology, University of Arizona, Tucson, AZ 85724 (United States)

    2014-05-01

    Chronic exposure to the polycyclic aromatic hydrocarbon 7,12-dimethylbenz[a]anthracene (DMBA), generated during combustion of organic matter including cigarette smoke, depletes all ovarian follicle types in the mouse and rat, and in vitro models mimic this effect. To investigate the mechanisms involved in follicular depletion during acute DMBA exposure, two concentrations of DMBA at which follicle depletion has (75 nM) and has not (12.5 nM) been observed were investigated. Postnatal day four F344 rat ovaries were maintained in culture for four days before a single exposure to vehicle control (1% DMSO; CT) or DMBA (12 nM; low-concentration or 75 nM; high-concentration). After four or eight additional days of culture, DMBA-induced follicle depletion was evaluated via follicle enumeration. Relative to control, DMBA did not affect follicle numbers after 4 days of exposure, but induced large primary follicle loss at both concentrations after 8 days; while, the low-concentration DMBA also caused secondary follicle depletion. Neither concentration affected primordial or small primary follicle number. RNA was isolated and quantitative RT-PCR performed prior to follicle loss to measure mRNA levels of genes involved in xenobiotic metabolism (Cyp2e1, Gstmu, Gstpi, Ephx1), autophagy (Atg7, Becn1), oxidative stress response (Sod1, Sod2) and the phosphatidylinositol 3-kinase (PI3K) pathway (Kitlg, cKit, Akt1) 1, 2 and 4 days after exposure. With the exception of Atg7 and cKit, DMBA increased (P < 0.05) expression of all genes investigated. Also, BECN1 and pAKT{sup Thr308} protein levels were increased while cKIT was decreased by DMBA exposure. Taken together, these results suggest an increase in DMBA bioactivation, add to the mechanistic understanding of DMBA-induced ovotoxicity and raise concern regarding female low concentration DMBA exposures. - Highlights: • Acute DMBA exposures induce large primary and/or secondary follicle loss. • Acute DMBA exposure did not impact

  3. Bifunctional Zn(II)Ln(III) dinuclear complexes combining field induced SMM behavior and luminescence: enhanced NIR lanthanide emission by 9-anthracene carboxylate bridging ligands.

    Science.gov (United States)

    Palacios, María A; Titos-Padilla, Silvia; Ruiz, José; Herrera, Juan Manuel; Pope, Simon J A; Brechin, Euan K; Colacio, Enrique

    2014-02-03

    There were new dinuclear Zn(II)-Ln(III) complexes of general formulas [Zn(μ-L)(μ-OAc)Ln(NO3)2] (Ln(III) = Tb (1), Dy (2), Er (3), and Yb (4)), [Zn(μ-L)(μ-NO3)Er(NO3)2] (5), [Zn(H2O)(μ-L)Nd(NO3)3]·2CH3OH (6), [Zn(μ-L)(μ-9-An)Ln(NO3)2]·2CH3CN (Ln(III) = Tb (7), Dy (8), Er (9), Yb(10)), [Zn(μ-L)(μ-9-An)Yb(9-An)(NO3)3]·3CH3CN (11), [Zn(μ-L)(μ-9-An)Nd(9-An)(NO3)3]·2CH3CN·3H2O (12), and [Zn(μ-L)(μ-9-An)Nd(CH3OH)2(NO3)]ClO4·2CH3OH (13) prepared from the reaction of the compartmental ligand N,N',N″-trimethyl-N,N″-bis(2-hydroxy-3-methoxy-5-methylbenzyl)diethylenetriamine (H2L), with ZnX2·nH2O (X = NO3(-) or OAc(-)) salts, Ln(NO3)3·nH2O, and, in some instances, 9-anthracenecarboxylate anion (9-An). In all these complexes, the Zn(II) ions invariably occupy the internal N3O2 site whereas the Ln(III) ions show preference for the O4 external site, giving rise to a Zn(μ-diphenoxo)Ln bridging fragment. Depending on the Zn(II) salt and solvent used in the reaction, a third bridge can connect the Zn(II) and Ln(III) metal ions, giving rise to triple-bridged diphenoxoacetate in complexes 1-4, diphenoxonitrate in complex 5, and diphenoxo(9-anthracenecarboxylate) in complexes 8-13. Dy(III) and Er(III) complexes 2, 8 and 3, 5, respectively, exhibit field induced single molecule magnet (SMM) behavior, with Ueff values ranging from 11.7 (3) to 41(2) K. Additionally, the solid-state photophysical properties of these complexes are presented showing that ligand L(2-) is able to sensitize Tb(III)- and Dy(III)-based luminescence in the visible region through an energy transfer process (antenna effect). The efficiency of this process is much lower when NIR emitters such as Er(III), Nd(III), and Yb(III) are considered. When the luminophore 9-anthracene carboxylate is incorporated into these complexes, the NIR luminescence is enhanced which proves the efficiency of this bridging ligand to act as antenna group. Complexes 2, 3, 5, and 8 can be considered as dual materials

  4. (1,4,7,10,13,16-Hexaoxacyclooctadecane-κ6Obis(tetrahydrofuran-κOpotassium bis[(1,2,3,4-η-anthracene]cobalt(−I tetrahydrofuran monosolvate

    Directory of Open Access Journals (Sweden)

    Haiyan He

    2014-01-01

    Full Text Available The asymmetric unit of the title compound, [K(C12H24O6(C4H8O2][Co(C14H102]·C4H8O, consists of one cationic potassium complex, one anionic cobalt dianthracene complex and one tetrahydrofuran solvent molecule. The potassium cation is situated at the centre of an 18-crown-6 molecule and between two tetrahydrofuran molecules, the latter coordinating above and below the mean plane formed by the O atoms of the crown ether molecule. The Co atom is coordinated by eight C atoms of two anthracene molecules in an η4 manner. The third free tetrahydrofuran molecule shows orientational disorder on two partially occupied positions [occupancy ratio 0.561 (8:0.439 (8].

  5. Electrolytic hydrogenation of anthracene and diesel fuel in CH3CN-EtOH-H2O-Bu4NBr electrolytic system%乙腈-乙醇-水-四丁基溴化铵体系中蒽和柴油的电解加氢

    Institute of Scientific and Technical Information of China (English)

    刘昌见; 李德宝; 鲍晓军; 杨世成; 李维彬; 胡胜; 张志华

    2005-01-01

    Electrochemical hydrogenation of anthracene was carried out in a divided three-electrode cell with spumous Pb as cathode, Pt as anode and saturated calomel electrode as reference electrode in CHa CN-EtOH-H2O-Bu4NBr electrolytic system. The curve of current-potential was determined and the effects of solvents, water content, supporting electrolyte, anthracene content and temperature were investigated. The optimum conditions were found as potential =-1900 mV, [CH3CN] / [EtOH] = 2/1 (vol) ,[H2O] =5.5 mol · L-1, [Bu4NBr] =0.50 mol· L-1 and T=35 ℃. The yield of dihydroanthracene was 91.37% for 6 h electrolysis under these conditions. Based on the result of electrochemical hydrogenation of anthracene, electrochemical hydrogenation of Daqing FCC diesel fuel was studied with spumous Pb as cathode in CH3CN-EtOH-H2O-Bu4NBr system for 5 h electrolysis. Hydrogen content of diesel fuel increased by 1.1%, alkenes were saturated and polycyclic aromatics decreased apparently.

  6. Anion-exchange and anthracene-encapsulation within copper(II) and manganese(II)-triazole metal-organic confined space in a single crystal-to-single crystal transformation fashion.

    Science.gov (United States)

    Liu, Ju-Yan; Wang, Qian; Zhang, Li-Jun; Yuan, Bin; Xu, Yao-Yao; Zhang, Xin; Zhao, Cong-Ying; Wang, Dan; Yuan, Yue; Wang, Ying; Ding, Bin; Zhao, Xiao-Jun; Yue, Min Min

    2014-06-16

    A new multidentate ligand 1-(9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl)-1H-1,2,4-triazole (tatrz) was designed and synthesized. Using tatrz as a building block, three novel coordination frameworks, namely, {[Cu(tatrz)2(NO3)2]·(CH3OH)·4H2O}n (1), {[Cu(tatrz)2(H2O)2](BF4)2}n (2), and [Mn(tatrz)2(SCN)2(CH3OH)]·2H2O (3) can be isolated. Anion-exchange experiment indicates that NO3(-) anions in the two-dimensional (2D) copper framework of 1 can be completely exchanged by ClO4(-) in an irreversible single crystal-to-single crystal (SC-SC) transformation fashion, as evidenced by the anion-exchange products of {[Cu(tatrz)2(H2O)2](ClO4)2·4CH3OH} (1a). Further, if 1a was employed as a precursor in N,N-dimethylformamide (DMF), an isomorphic solvate of {[Cu(tatrz)2(DMF)2](ClO4)2·2H2O}n (1b) can be generated during the reversible dynamic transformation process. When 1 was immersed in CH3OH, a distinct 2D layer {[Cu(tatrz)2(NO3)2]·4.4CH3OH·0.6H2O}n (1c) was isolated. Interestingly, the solvent-exchange conversion is also invertible between 1 and 1c, which exhibits spongelike dynamic behavior with retention of crystalline integrity. If the 2-fold interpenetrating three-dimensional (3D) framework 2 is selected, it can be transformed into another 2-fold interpenetrating 3D framework {[Cu(tatrz)2(H2O)2](ClO4)2·5.56H2O}n (2a) in a reversible SC-SC transformation fashion. However, when the light yellow crystals of mononuclear complex 3 were exposed to trichloromethane containing aromatic organic anthracene (atan), through our careful observation, the crystals of 3 were dissolved and reassembled into dark brown crystals of 2D crystalline coordination framework {[Mn(tatrz)2(SCN)2]·(atan)}n (3a). X-ray diffraction revealed that in 3a, atan acting as an organic template was encapsulated in the confined space of the 2D grid. Luminescent measurements illustrate that 3a is the first report of multidimensional polymers based on triazole derivatives as luminescent probes of Mg(2+).

  7. Anticancer activity of fungal taxol derived from Botryodiplodia theobromae Pat., an endophytic fungus, against 7, 12 dimethyl benz(a)anthracene (DMBA)-induced mammary gland carcinogenesis in Sprague Dawley rats.

    Science.gov (United States)

    Pandi, M; Manikandan, R; Muthumary, J

    2010-01-01

    Breast cancer is the second most prevalent cancer worldwide and their incidence increases gradually. Taxol (paclitaxel), a potent anticancer drug, is naturally isolated from the bark of the Pacific yew. Taxol is widely used in the treatment of ovarian, lung and breast cancer. The increased demand for taxol, coupled with its limited availability from the protected Pacific yew, has had researchers scrambling for alternate sources. The purpose of the present study is to investigate chemopreventive effect of fungal taxol derived from a novel endophytic fungus Botryodiplodia theobromae Pat., isolated from a medicinal plant Morinda citrifolia Linn. The fungal taxol is found to be active against the 7, 12 dimethyl benz(a)anthracene (DMBA)-induced mammary gland carcinogenesis in Sprague dawley rats. The enzymic and non-enzymic antioxidants i.e. superoxide dismutase (SOD), catalase (CAT), glutatione peroxidase (GPx), glutatione-S-transferase (GST), reduced glutathione (GSH), vitamin C and vitamin E were evaluated in control and experimental groups. Lipid peroxides levels (LPO) were also tested. Histological analysis of breast tissue was analyzed by haematoxylin and eosin staining to assess the cytoprotective role of fungal taxol active against breast cancer. Immunohistochemical analyses were also performed to evaluate the effect of fungal taxol on the inflammatory marker such as Cyclooxygenase-2 (COX-2) in control and experimental groups. The results showed that the fungal taxol significantly suppresses the DMBA-induced breast cancer in Sprague dawley rats.

  8. Crystal structure of 2-[(3S,4S-4-(anthracen-9-yl-1-(4-methoxyphenyl-2-oxoazetidin-3-yl]-2-aza-2H-phenalene-1,3-dione unknown solvate

    Directory of Open Access Journals (Sweden)

    Ísmail Çelik

    2015-03-01

    Full Text Available The central β-lactam ring of the title compound, C36H24N2O4, is almost planar (r.m.s. deviation = 0.003 Å and makes dihedral angles of 17.17 (19, 89.76 (17 and 78.44 (17° with the benzene ring, the anthracene ring (r.m.s. deviation = 0.003 Å and the 1H-benzo[de]isoquinoline-1,3(2H-dione moiety, which is nearly planar [maximum deviation = 0.098 (2 Å], respectively. The molecular structure is stabilized by an intramolecular C—H...N hydrogen bond. In the crystal, molecules are linked via C—H...π and π–π stacking interactions [centroid–centroid distances = 3.5270 (19 and 3.779 (2 Å], forming a three-dimensional structure. A region of disordered electron density, probably disordered solvent molecules, was treated with the SQUEEZE procedure in PLATON [Spek (2015. Acta Cryst. C71, 9–18], which indicated a solvent cavity of 322 Å3 containing approximately 91 electrons. Their formula mass and unit-cell characteristics were not taken into account during the refinement.

  9. Combinatorial chemopreventive effect of butyric acid, nicotinamide and calcium glucarate against the 7,12-dimethylbenz(a)anthracene induced mouse skin tumorigenesis attained by enhancing the induction of intrinsic apoptotic events.

    Science.gov (United States)

    Tiwari, Prakash; Sahay, Satya; Pandey, Manuraj; Qadri, Syed S Y H; Gupta, Krishna P

    2015-01-25

    We explored the basis of the combinatorial chemopreventive effect of butyric acid (BA), nicotinamide (NA) and calcium glucarate (CAG) on mouse skin exposed to 7,12-dimethylbenz(a)anthracene (DMBA). We studied the effects of topical application of DMBA in the presence or absence of BA, NA and CAG on the regulators of apoptosis. DMBA treatment suppressed Bax, Bax/Bcl-2 ratio, release of cyt c, Apaf1, caspase-9, -3 mediated apoptosis. Downregulation of p21 and upregulation of Bcl-2, mut p53 were also observed in only DMBA treated mice. Simultaneous application of BA, NA and CAG induced a mitochondria-mediated apoptosis, characterized by a rise in the Bax, Bax/Bcl-2 ratio, release of cyt c, upregulation of Apaf1 with down-stream activation of caspase-9, -3. Furthermore treatment with BA, NA and CAG demonstrated an upregulation of p21 and downregulation of Bcl-2, mut p53. But this effect was enhanced in the presence of all the three compounds together in combination. Chemoprevention by a combination of BA, NA and CAG by inducing the apoptosis, the natural cell death, suggest the importance of the potential combinational strategies capable of preventing skin tumor development.

  10. Evaluation of mammary cancer in 7,12-dimethylbenz(a)anthracene-induced Wister rats by asymmetrical temperature distribution analysis using thermography: a comparison with serum CEA levels and histopathology.

    Science.gov (United States)

    Angeline Kirubha, S P; Anburajan, M; Venkataraman, B; Akila, R; Sharath, D; Raj, Baldev

    2012-01-01

    Animal surface temperature profile captured using infrared camera is helpful for the assessment of physiological responses associated with the regulation of body temperature. Diagnosing breast cancer in early stage itself has a greater effect on the prognosis. In this work, asymmetrical temperature distribution analysis of chemical carcinogen 7,12-dimethyl benz(a)anthracene-induced in the lower right flank region of Wistar rats (n = 6) was carried out to test the potential of thermography in diagnosing mammary cancer and tumor growth over a period of nine weeks in comparison with histopathology results as standard. Temperature difference between the tumor induced lower right and left side of flank region was significant (with P value induced lower flank region was 0.5 to 2%, whereas in the other regions it was induced lower flank region. Temperature reduction was observed in the tumor induced region after the seventh day of carcinogen induction. Asymmetrical thermogram analysis is the best method of diagnosing mammary cancer and for studying tumor development.

  11. Modulatory Effect of Taurine on 7,12-Dimethylbenz(a)Anthracene-Induced Alterations in Detoxification Enzyme System, Membrane Bound Enzymes, Glycoprotein Profile and Proliferative Cell Nuclear Antigen in Rat Breast Tissue.

    Science.gov (United States)

    Vanitha, Manickam Kalappan; Baskaran, Kuppusamy; Periyasamy, Kuppusamy; Selvaraj, Sundaramoorthy; Ilakkia, Aruldoss; Saravanan, Dhiravidamani; Venkateswari, Ramachandran; Revathi Mani, Balasundaram; Anandakumar, Pandi; Sakthisekaran, Dhanapal

    2016-08-01

    The modulatory effect of taurine on 7,12-dimethylbenz(a)anthracene (DMBA)-induced breast cancer in rats was studied. DMBA (25 mg/kg body weight) was administered to induce breast cancer in rats. Protein carbonyl levels, activities of membrane bound enzymes (Na(+) /K(+) ATPase, Ca(2+) ATPase, and Mg(2+) ATPase), phase I drug metabolizing enzymes (cytochrome P450, cytochrome b5, NADPH cytochrome c reductase), phase II drug metabolizing enzymes (glutathione-S-transferase and UDP-glucuronyl transferase), glycoprotein levels, and proliferative cell nuclear antigen (PCNA) were studied. DMBA-induced breast tumor bearing rats showed abnormal alterations in the levels of protein carbonyls, activities of membrane bound enzymes, drug metabolizing enzymes, glycoprotein levels, and PCNA protein expression levels. Taurine treatment (100 mg/kg body weight) appreciably counteracted all the above changes induced by DMBA. Histological examination of breast tissue further supported our biochemical findings. The results of the present study clearly demonstrated the chemotherapeutic effect of taurine in DMBA-induced breast cancer.

  12. The relationship between sirtuin 1 (SIRT1 expression and tumor size, Proliferating Cell Nuclear Antigen (PCNA expression and histological grading in rat breast carcinoma induced by dimethylbenz(anthracene (DMBA

    Directory of Open Access Journals (Sweden)

    Novrita Padauleng Dewajani Purnomosari, Sri Herwiyanti Harjadi, Irianiwati, Sitarina Widyarini

    2014-08-01

    Full Text Available Controversy regarding the role of SIRT1 in pathology of cancers exists and is still under debate.SIRT1 could act as either a tumor supressor or tumor promotor. This study was conducted toevaluate the relationship between SIRT1 expression and tumor size, Proliferating Cell NuclearAntigen (PCNA expression and histological grading in rat breast carcinoma induced bydimethylbenz(áanthracene (DMBA. Thirty female Sprague Dawley rats were randomly allocatedinto three groups with 10 rats in each group. Group 1 as negative control was just fed thestandard food. Group 2 as vehicle control was fed the standard food and corn oil. Group 3 asinduction group was fed the standard food and induced with DMBA at dose of 20 mg/kg bodyweight (BW in corn oil twice a week for five weeks. All rats were palpated weekly to determinethe appearance, size and location of tumors. Sixteen weeks after DMBA induction rats weresacrified and histological preparations of the breast carcinoma tissue were then processed forSIRT1 and PCNA expression examination as well as histological grading. The result showed thatSIRT1 expression was significantly higher in breast carcinoma tissue compared to normal gland(26.12 vs 0.05; p = 0.004. SIRT1-positive was observed mostly in poor histological gradecarcinomas (56.2%, and it was not observed in good histological grade carcinomas. However,there was no significantly difference between SIRT1 and histological grading (p = 0.097; r =0.285. A significant correlation between SIRT1 expression and the tumor size (p =0.009; r=0.877, as well as PCNA expression (p =0.000; r =0.790 was observed. In conclusion, thereis relationship between SIRT1 expression and tumor size as well as PCNA expression in rat breastcarcinoma induced by DMBA.

  13. Enrichment of maternal diet with conjugated linoleic acids influences desaturases activity and fatty acids profile in livers and hepatic microsomes of the offspring with 7,12-dimethylbenz[a]anthracene-induced mammary tumors.

    Science.gov (United States)

    Białek, Agnieszka; Stawarska, Agnieszka; Tokarz, Andrzej; Czuba, Katarzyna; Konarska, Anna; Mazurkiewicz, Magdalena

    2014-01-01

    The aim of this study was to assess the influence of diet supplementation of pregnant and breast-feeding female Sprague-Dawley rats with conjugated linoleic acids (CLA) on the Δ6- and Δ5-desaturase activity in hepatic microsomes as well as on fatty acids profile and lipids peroxidation in liver and hepatic microsomes of the progeny with chemically induced mammary tumors. Rats were divided into two groups with different diet supplementation (vegetable oil (which did not contain CLA) or CLA). Their female offspring was divided within these groups into two subgroups: (1)--fed the same diet as mothers (K1 - oil, 01 - CLA), and (2)--fed the standard fodder (K2, O2). At 50th day of life, the progeny obtained carcinogenic agent (7,12-dimethylbenz[a]anthracene). Higher supply of CLA in diet of mothers resulted in lower susceptibility to chemically induced mammary tumors in their offspring (p = 0.0322). It also influenced the fatty acids profile in livers and in hepatic microsomes, especially polyunsaturated n3 and n6 fatty acids. CLA inhibited the activity of the desaturases, which confirmed that CLA can reduce the level of arachidonic acid directly, reducing linoleic acid content in membranes, or indirectly, through the regulation of its metabolism. We were unable to confirm or deny the antioxidative properties of CLA. Our results indicate that the higher supply of CLA in mothers' diet during pregnancy and breastfeeding causes their incorporation into tissues of children, changes the efficiency of fatty acids metabolism and exerts health-promoting effect in their adult life reducing the breast cancer risk.

  14. Preventive effects of butyric acid, nicotinamide, calcium glucarate alone or in combination during the 7, 12-dimethylbenz (a) anthracene induced mouse skin tumorigenesis via modulation of K-Ras-PI3K-AKTpathway and associated micro RNAs.

    Science.gov (United States)

    Tiwari, Prakash; Sahay, Satya; Pandey, Manuraj; Qadri, Syed S Y H; Gupta, Krishna P

    2016-02-01

    Skin cancer is among the most common cancers worldwide and identifiable molecular changes for early and late stage of skin tumorigenesis can suggest the better targets for its control. In this study, we investigated the status of K-Ras-PI3K-AKTpathway followed by NF-κB, cyclin D1, MMP-9 and regulatory micro RNA during 7, 12-dimethylbenz[a]anthracene (DMBA) induced mouse skin tumorigenesis and its prevention by butyric acid (BA), nicotinamide (NA) and calcium glucarate (CAG), individually or in combination with respect to time. DMBA upregulated the K-Ras, PI3K, Akt, NF-κB, cyclin D1 and MMP-9, but downregulated the PTEN in a time dependent manner. DMBA also reduced the levels of micoRNA let-7a but induced the levels of miR-21 and miR-20a as a function of time. BA, NA and CAG were found to prevent DMBA induced changes, but they were most effective when used together in a combination. Reduced let-7a and miR-211 were correlated with the overexpression of K-Ras and MMP-9. Overexpression of miR-21 and miR-20a was correlated with the down regulation of PTEN and overexpression of Cyclin D1. Collectively, the enhanced chemopreventive potential of natural compound in combination via regulation of K-Ras-PI3K-AKTpathway along with regulatory micro RNAs provide a newer and effective mean for cancer management.

  15. Modulation of miR-203 and its regulators as a function of time during the development of 7, 12 dimethylbenz [a] anthracene induced mouse skin tumors in presence or absence of the antitumor agents

    Energy Technology Data Exchange (ETDEWEB)

    Tiwari, Prakash; Gupta, Krishna P., E-mail: krishnag522@yahoo.co.in

    2014-07-15

    We investigated the chemopreventive effects of naturally occurring compounds like butyric acid (BA), nicotinamide (NA) and calcium glucarate (CAG) individually or in combination in 7, 12-dimethylbenz [a] anthracene (DMBA) treated mouse skin at 4 and 16 weeks, the time before and after the tumor development. DMBA application did not show any skin tumors at 4 weeks but well defined tumors appeared at 16 weeks. BA, NA or CAG prevented the tumor development significantly but the protection was highly enhanced when all these compounds were given together. In order to see the molecular changes progressing with tumors, we showed the downregulation of tumor suppressor miR-203 at 16 weeks and upregulation of histone deacetylases (HDAC), DNA methyltransferase, promoter methylation of miR-203 at 4 or 16 weeks. Regulators of micro RNA biogenesis such as DICER1 and Ago2 were also deregulated by DMBA. Proto-oncogene c-myc and BMI1 were upregulated and tumor suppressor gene p16 was downregulated by DMBA as a function of time. Effects of BA, NA or CAG were more pronounced after 16 weeks as compared to 4 weeks in preventing the tumor development and altered gene expression. Concomitant administration of BA, NA and CAG tried to prevent these alterations more effectively than that of individual compound possibly by regulating miR-203 status through epigenetic or biogenetic modulations before and after the tumor development. Study provides a rationale for chemoprevention by combination of different compounds targeting miR-203. - Highlights: • DMBA modulates miR-203 and its regulator before and after the onset of tumors. • Suppression of miR-203 and p16 could be the result of gene promoter methylation. • BA, NA or CAG prevents the effects of DMBA. • Combination of BA, NA or CAG is more effective in preventing the DMBA modulations.

  16. Liver tumors induced in B6C3F{sub 1} mice by benz[a]anthracene and two of its halogenated derivatives contain K-RAS oncogene mutations

    Energy Technology Data Exchange (ETDEWEB)

    Xia, O.; Yi, P.; Zhan, D. [and others

    1997-10-01

    Polycyclic aromatic hydrocarbons (PAHs) and halogenated PAHs are genotoxic environmental contaminants. We previously examined the tumorigenicity of benz[a]anthracene (BA), 7-Cl-BA, and 7-Br-BA in the neonatal mouse tumorigenicity bioassay. Male B6C3F{sub 1} mice were administered i.p. injections at a total dose of 400 nmol per mouse on 1, 8, and 15 days after birth. BA, 7-Cl-BA, and 7-Br-BA induced hepatocellular adenoma in 67, 92, and 96% of the mice, respectively, and induced hepatocellular carcinoma in 15, 100 and 83% of the mice, respectively. In the present study, mRNA was isolated from each of the liver tumors induced by the three compounds, reversed-transcribed to cDNA, and portions of the K- and H-ras oncogene coding sequences were amplified and analyzed for DNA sequence alterations. 92% (11/12) of BA-induced, 79% (19/24) of 7-Cl-BA-induced and 86% (19/22) of 7-Br-BA-induced liver tumors had activated ras protooncogenes. In contrast to the general finding of H-ras mutations in B6C3F{sub 1} mouse liver tumors, all the mutations were at the first base of K-ras codon 13, resulting in a pattern of GGC{yields}CGC. No other ras oncogene mutations were detected. Our results clearly demonstrate that these chemicals induce a unique type of ras (K-ras) oncogene activation in the liver tumors of B6C3F{sub 1} mice.

  17. Tangeretin, a citrus pentamethoxyflavone, exerts cytostatic effect via p53/p21 up-regulation and suppresses metastasis in 7,12-dimethylbenz(α)anthracene-induced rat mammary carcinoma.

    Science.gov (United States)

    Arivazhagan, Lakshmi; Sorimuthu Pillai, Subramanian

    2014-11-01

    Breast cancer is the most commonly diagnosed cancer among women worldwide, which is characterized by unregulated cell growth and metastasis. Many bioactive compounds of plant origin such as tangeretin have been shown to possess potent antioxidant and anticancerous properties. In the present study we have investigated the chemotherapeutic effect of tangeretin against 7,12-dimethylbenz(α)anthracene (DMBA)-induced rat mammary carcinogenesis and studied its underlying mechanism of action. Breast cancer was induced by "air pouch technique" with a single dose of 25mg/kg of DMBA. Tangeretin (50 mg/kg) was administered orally for four weeks. Remarkably, tangeretin treatment controlled the growth of cancer cells which was clearly evidenced by morphological and histological analysis. Also, serum levels of estradiol, progesterone and prolactin; lipid bound sialic acid and total sialic acid and the tissue levels of nitric oxide and protein carbonyls of cancer induced animals were decreased upon tangeretin treatment. Staining of breast tissues for nucleolar organizer regions, mast cells, glycoproteins, lipids and collagen showed that tangeretin treatment to breast cancer induced rats significantly reduced tumorigenesis. Oral tangeretin treatment also effectively reduced the tumor cell proliferation markers such as PCNA, COX-2 and Ki-67. Further, tangeretin treatment arrested the cancer cell division at the G1/S phase via p53/p21 up-regulation and inhibited metastasis by suppressing matrix metalloproteinase (MMP)-2, MMP-9 and vascular endothelial growth factor. Taken together, the data provides new evidence on the mechanism of action of tangeretin in breast cancer and hence extends the hypothesis supporting its potential use in chemotherapy.

  18. A Comparative Account of the Kinetics of Light-Induced E-Z Isomerization of an Anthracene-Based Organogelator in Sol, Gel, Xerogel, and Powder States: Fiber to Crystal Transformation.

    Science.gov (United States)

    Mondal, Sanjoy; Chakraborty, Priyadarshi; Das, Sujoy; Bairi, Partha; Nandi, Arun K

    2016-05-31

    The organogel of (E)-N'-(anthracene-10-ylmethylene)-3,4,5-tris(dodecyloxy)benzohydrazide (I) in methyl cyclohexane having a fibrillar network structure exhibits excellent fluorescence, which decreases sharply with time upon photoirradiation at λ = 365 nm. It has been attributed to the transformation of the E isomer of I to the Z isomer, and the kinetics of E-Z isomerization are compared for the sol, gel, xerogel, and powder states. The rate constants at different temperatures are measured from Avrami plots and its increase with an increase in temperature, indicating temperature acts as a promoter for photoirradiated E-Z isomeization along the imine (C═N) bond. In the powder form, the rate constant values are the lowest compared to those of other states for all temperatures and the xerogels exhibit the highest rate of E-Z isomerization. The rate constants of sol and gel states mostly lie between the two. The wide-angle X-ray scattering pattern changes after ultraviolet (UV) irradiation with the generation of new sharp peaks whose intensities increase with an increase in irradiation time. A polarized optical microscopic study indicates formation of small crystalline dots on the fibers in the gels, dendritic morphology on the xerogel fibers, and large needlelike morphology at the surface boundary of the solid. The dried I gel exhibits a melting peak at 96.7 °C, but upon irradiation, two peaks are observed at 98.5 and 152.7 °C; the latter has been attributed to the melting of crystals of Z isomers. Similar higher melting peaks are observed both for the xerogel and for powders after UV irradiation; the powders exhibit the highest meting peak at 159.4 °C. Possible reasons for the variation of rate constant values in the four different states and the difference in morphology and melting points of crystals of Z isomers of I are discussed.

  19. PTEN/PIK3CA genes are frequently mutated in spontaneous and medroxyprogesterone acetate-accelerated 7,12-dimethylbenz(a)anthracene-induced mammary tumours of tree shrews.

    Science.gov (United States)

    Xia, Hou-Jun; He, Bao-Li; Wang, Chun-Yan; Zhang, Hai-Lin; Ge, Guang-Zhe; Zhang, Yuan-Xu; Lv, Long-Bao; Jiao, Jian-Lin; Chen, Ceshi

    2014-12-01

    Tree shrew has increasingly become an attractive experimental animal model for human diseases, particularly for breast cancer due to spontaneous breast tumours and their close relationship to primates and by extension to humans. However, neither normal mammary glands nor breast tumours have been well characterised in the Chinese tree shrew (Tupaia belangeri chinensis). In this study, normal mammary glands from four different developmental stages and 18 spontaneous breast tumours were analysed. Haematoxylin and eosin (H&E) staining and immunohistochemistry (IHC) showed that normal mammary gland morphology and structures of tree shrews were quite similar to those found in humans. Spontaneous breast tumours of tree shrews were identified as being intraductal papilloma, papillary carcinoma, and invasive ductal carcinoma with or without lung metastasis. To further analyse breast cancer tumours among tree shrews, 40 3-4 month-old female tree shrews were orally administrated 20 mg 7,12-dimethylbenz(a)anthracene (DMBA) or peanut oil thrice, and then, 15 of these DMBA administrated tree shrews were implanted with medroxyprogesterone acetate (MPA) pellets. DMBA was shown to induce breast tumours (12%) while the addition of MPA increased the tumour incidence (50%). Of these, three induced breast tumours were intraductal papillary carcinomas and one was invasive ductal carcinoma (IDC). The PTEN/PIK3CA (phosphatase and tensin homologue/phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha), but not TP53 and GATA3, genes are frequently mutated in breast tumours, and the PTEN/PIK3CA gene mutation status correlated with the expression of pAKT in tree shrew breast tumours. These results suggest that tree shrews may be a promising animal model for a subset of human breast cancers with PTEN/PIK3CA gene mutations.

  20. Method validation and simultaneous determination of retinol, retinyl palmitate, β-carotene, α-tocopherol and vitamin C in rat serum treated with 7,12 dimethylbenz[a]anthracene and Plantago major L. by high- performance liquid chromatography using diode-array detection.

    Science.gov (United States)

    Levent, Abdulkadi; Oto, Gokhan; Ekin, Suat; Berber, Ismet

    2013-02-01

    A new and simple high-performance liquid chromatography method was developed and validated for the simultaneous determination of retinol, retinyl palmitate, β-carotene, α-tocopherol and vitamin C in rat serum treated with Plantago Major L. and 7,12 dimethylbenz[a]anthracene. High-performance liquid chromatography analysis was performed utilizing an Inertsil ODS3 reversed phase column with methanol-tetrahydrofuran-water as mobile phase under gradient conditions, at 1.5 mL min(-1) flow rate and 25 °C. Diode-array detection was at 325, 450, 290 and 270 nm (retinol and retinyl palmitate), β-carotene, α-tocopherol and vitamin C, respectively and runnig time 18 min. The high-performance liquid chromatography assay and extraction procedure proposed are simple, rapid, sensitive and accurate. The method was then applied for the determination of retinol, retinyl palmitate, β-carotene, α-tocopherol and vitamin C in rat serum. Results of this study demonstrated that; at 60th day DMBA-treated group, there was a significant decrease in vitamin levels compared to the levels of control group. A significant increase was observed in vitamin levels of 7,12 dimethylbenz[α]anthracene+Plantago Major L.-treated group compared to the DMBA-treated group. Additionally, the results obtained in the study are found to be in agreement with data reported in the literature.

  1. Metformin inhibits 7,12-dimethylbenz[a]anthracene-induced breast carcinogenesis and adduct formation in human breast cells by inhibiting the cytochrome P4501A1/aryl hydrocarbon receptor signaling pathway

    Energy Technology Data Exchange (ETDEWEB)

    Maayah, Zaid H. [Department of Pharmacology and Toxicology, College of Pharmacy, King Saud University, Riyadh 11451 (Saudi Arabia); Ghebeh, Hazem [Stem Cell & Tissue Re-Engineering, King Faisal Specialist Hospital and Research Center, Riyadh 11211 (Saudi Arabia); Alhaider, Abdulqader A. [Department of Pharmacology and Toxicology, College of Pharmacy, King Saud University, Riyadh 11451 (Saudi Arabia); Camel Biomedical Research Unit, College of Pharmacy and Medicine, King Saud University, Riyadh 11451 (Saudi Arabia); El-Kadi, Ayman O.S. [Faculty of Pharmacy & Pharmaceutical Sciences, University of Alberta, Edmonton (Canada); Soshilov, Anatoly A.; Denison, Michael S. [Department of Environmental Toxicology, University of California at Davis, Davis, CA 95616 (United States); Ansari, Mushtaq Ahmad [Department of Pharmacology and Toxicology, College of Pharmacy, King Saud University, Riyadh 11451 (Saudi Arabia); Korashy, Hesham M., E-mail: hkorashy@ksu.edu.sa [Department of Pharmacology and Toxicology, College of Pharmacy, King Saud University, Riyadh 11451 (Saudi Arabia)

    2015-04-15

    Recent studies have established that metformin (MET), an oral anti-diabetic drug, possesses antioxidant activity and is effective against different types of cancer in several carcinogen-induced animal models and cell lines. However, whether MET can protect against breast cancer has not been reported before. Therefore, the overall objectives of the present study are to elucidate the potential chemopreventive effect of MET in non-cancerous human breast MCF10A cells and explore the underlying mechanism involved, specifically the role of cytochrome P4501A1 (CYP1A1)/aryl hydrocarbon receptor (AhR) pathway. Transformation of the MCF10A cells into initiated breast cancer cells with DNA adduct formation was conducted using 7,12-dimethylbenz[a]anthracene (DMBA), an AhR ligand. The chemopreventive effect of MET against DMBA-induced breast carcinogenesis was evidenced by the capability of MET to restore the induction of the mRNA levels of basic excision repair genes, 8-oxoguanine DNA glycosylase (OGG1) and apurinic/apyrimidinic endonuclease1 (APE1), and the level of 8-hydroxy-2-deoxyguanosine (8-OHdG). Interestingly, the inhibition of DMBA-induced DNA adduct formation was associated with proportional decrease in CYP1A1 and in NAD(P)H:quinone oxidoreductase 1 (NQO1) gene expression. Mechanistically, the involvements of AhR and nuclear factor erythroid 2-related factor-2 (Nrf2) in the MET-mediated inhibition of DMBA-induced CYP1A1 and NQO1 gene expression were evidenced by the ability of MET to inhibit DMBA-induced xenobiotic responsive element and antioxidant responsive element luciferase reporter gene expression which suggests an AhR- and Nrf2-dependent transcriptional control. However, the inability of MET to bind to AhR suggests that MET is not an AhR ligand. In conclusion, the present work shows a strong evidence that MET inhibits the DMBA-mediated carcinogenicity and adduct formation by inhibiting the expression of CYP1A1 through an AhR ligand-independent mechanism

  2. Influence of Perilla oil in rats with breast cancer induced by dimethyl benzene anthracene%紫苏油对二甲基苯蒽诱导的大鼠乳腺癌的影响

    Institute of Scientific and Technical Information of China (English)

    杜雨柔; 谷秀娟; 阮彩莲

    2012-01-01

    Objective To discuss the prevention role of Perilla oil in rats with breast cancer induced by dimethyl benzene anthracene. Methods Wistar rats were randomly divided into group A (control group) , tumor group B( induction application Perilla oil),before the group C(after induction application Perilla oil). One-time subcutaneous gived DMBA rats induced by breast cancer happen,observation model of induction of DMBA Perilla oil rat models of breast cancer tumor location and time of occurrence,tumor diameter,tumor-burdened quantity,rat growth situation. Results Perilla oil significantly suppressed rat breast cancer,delayed rat breast cancer incidence tumors,reduce time. Conclusion Perilla to DMBA oil induced rat breast cancer prevention role,its mechanism may for the effective ingredient;.basil oil α-linolenic acid enhance immune system rats tumor-burdened resistance,remove blood from the oxidative stress oxygen free radicals,inhibiting tumor cell proliferation.%目的 探讨紫苏油对二甲基苯蒽(DMBA)诱导的大鼠乳腺癌的化学预防作用.方法 将Wistar大鼠随机分为A组(肿瘤对照组),B组(诱导前应用紫苏油),C组(诱导后应用紫苏油).一次性皮下给予DMBA诱导大鼠乳腺癌模型发生,观察紫苏油对DMBA诱导的乳腺癌模型大鼠的肿瘤发生部位、发生时间、肿瘤直径、荷瘤数量、大鼠生长情况的影响.结果 紫苏油能明显抑制大鼠乳腺癌的发生,推迟大鼠乳腺癌的发生对间,降低肿瘤发生率.结论 紫苏油对DMBA诱发的大鼠乳腺癌有预防作用,其机制可能为:紫苏油中的有效成分a-亚麻酸增强荷瘤大鼠免疫系统的抵抗力,清除血中氧化应激产生的氧自由基,抑制肿瘤细胞的增殖.

  3. Removal of anthracene from water by cerium modified TiO2 doped with zeolite from coal ash%粉煤灰沸石负载铈掺杂TiO2对水体中蒽的去除

    Institute of Scientific and Technical Information of China (English)

    骆其金; 谌建宇; 朱满; 刘永; 王振兴; 罗隽; 林方敏; 黄荣新

    2013-01-01

    Cerium modified TiO2 loaded on zeolite from coal ash were prepared by sol-gel technique under the temperature of 80 ℃.The photocatalysts were analyzed and characterized by X-ray diffraction (XRD) and scanning electron microscopy (SEM).Their photocatalytic activities were tested by photocatalysis of anthracene solution under UV light irradiation.The influence of cerium doping content,photocatalyst dosage,solution pH and the initial concentration on the degradation rates were investigated,and kinetics of anthracene photodegradation was also researched.The results showed that the degradation rate achieve maximum under the conditions of cerium doping content 0.50%(wt%) and solution pH>7.The photocatalytic process of anthracene was conform to the rule of Langmuir-Hinshelwood kinetics,which followed the first-order reaction and the observed degradation rate constant was 0.0173min-1.%采用溶胶-凝胶法在80℃条件下制备了锐钛矿型稀土铈掺杂Ti02负载粉煤灰沸石光催化剂(以下简称光催化剂).利用X射线衍射(XRD)、扫描电镜(SEM)对光催化剂进行了表征,同时考察了稀土铈掺杂量、光催化剂投加量、溶液pH以及蒽初始浓度对其光降解过程的影响,并研究了蒽的光降解动力学特性.结果表明,稀土铈掺杂量为0.50%(质量分数)、pH偏碱性时蒽的光降解效果最佳.光催化反应符合Langmuir-Hinshelwood动力学模型,蒽的光降解过程符合一级反应动力学模型,反应速率常数为0.0173min-i.

  4. Isolation,Charcaterization of an Anthracene Degrading Bacterium Martelella sp. AD-3 and Cloning of Dioxygenase Gene%降解蒽嗜盐菌AD-3的筛选、降解特性及加氧酶基因的研究

    Institute of Scientific and Technical Information of China (English)

    崔长征; 冯天才; 于亚琦; 董婓; 杨昕梅; 冯耀宇; 刘勇弟; 林汉平

    2012-01-01

    Anthracene,among the 16 US EPA polycyclic aromatic hydrocarbons(PAHs),is a typical low molecular weight environmental contaminant,which gains concern on its biodegradation under hypersaline condition.In this study,an anthracene-degrading bacterial strain was isolated from highly saline petroleum-contaminated soil.Based on its physiological,biochemical characteristics and 16S rDNA sequence analysis,the bacteria was preliminary identified and named as Martelella sp. AD-3.The strain was able to utilize anthracene as sole carbon source for growth and the degradation occurred under broad salinities(0.1% to 10%) and varying pHs(6.0 to 10.0).The optimized degradation conditions were initial concentration 25 mg·L^-1,culture temperature 30℃,pH 9.0 and salinity 3%.And 94.6% of anthracene was degraded by strain AD-3 under the optimal conditions within 6 days.Degenerate primers design was performed with a reported dioxygenase α subunit homologous gene.A length of 307 bp fragment of the partial dioxygenase gene sequences(GenBank accession: JF823991.1) was amplified by nested PCR.The clones amino acid sequence from strain AD-3 showed 95% identity to that of the partial naphthalene dioxygenase large-subunit from Marinobacter sp. NCE312(AF295033).The results lay a foundation for the further study of molecular mechanism involved in the PAHs biodegradation by strain AD-3.%蒽是典型的多环芳烃类环境污染物,属于美国EPA优先控制的16种多环芳烃类化合物,其在高盐环境下的生物降解备受关注.本研究从某石油污染的高盐土壤中成功筛选出了1株高效降解蒽的菌株,经过对其生理生化特征和16S rDNA序列分析,初步鉴定并命名该菌株为Martelella sp.AD-3.该菌株在0.1%~10%的盐度和6.0~10.0的pH范围内,均能够降解蒽.其生长和降解蒽的优化条件是:蒽初始浓度25 mg·L^-1、温度30℃、pH值9.0和盐度3%,在优化条件下培养6 d,蒽的降解率可达到94.6%.根据已报道的双

  5. (6aS,11aR,11cS-8-Sulfanylidene-2,3,5,6,6a,7,11,11a,11b,11c-decahydro-3a,7a-diaza-1H,4H-benzo[de]anthracen-3a-ium chloride hemihydrate

    Directory of Open Access Journals (Sweden)

    Liang Wang

    2011-07-01

    Full Text Available The title compound, C15H23N2S+·Cl−·0.5H2O, was prepared from (6aS,11aR,11cS-2,3,5,6,6a,7,11,11a,11b,11c-decahydro-3a,7a-diaza-1H,4H-benzo[de]anthracene-8-one (sophocarpine and Lawesson's reagent. The thione-substituted ring is in an envelope conformation and the three other six-membered rings are in chair conformations. In the crystal, anions and cations are linked by N—H...Cl and weak C—H...Cl hydrogen bonds. One 0.5-occupancy solvent water molecule lies on a twofold rotation axis and another 0.25-occupancy solvent water molecule is in a general position. The H atoms of these water molecules were not located or included in the refinement.

  6. Photochemical degradation of anthracene clay surfaces in the present of heavy metal ions%重金属离子存在下黏土矿物表面蒽的光化学降解性能∗

    Institute of Scientific and Technical Information of China (English)

    陈红霞; 贾汉忠; 赵越; 王传义; 汪立今

    2015-01-01

    探讨了蒽在Cu、Pb、Zn、Cd、Ni等重金属离子饱和的黏土矿物表面的光降解行为,研究了重金属离子种类,黏土矿物种类、pH、自由基捕获剂和氧气对黏土表面蒽降解速率的影响.研究表明,不同种类金属离子饱和的蒙脱石表面蒽的降解速率 Cu2+>Pb2+>Zn2+>Cd3+>Ni2+>Na+,其中 Cu⁃蒙脱石表面蒽的光降解速率达78�8%;黏土矿物CEC值越高,可交换的铜离子含量越大,对蒽的光降解速率的促进作用越明显;Cu⁃蒙脱石表面蒽的光降解速率随pH值增大而逐渐减小,pH≥8.71时,蒽的降解率为0,其变化规律与Cu2+随pH值的存在形态的变化趋势相吻合.此外,蒽在Cu⁃蒙脱石表面的光降解速率随加入的对苯醌增多而减小,对苯醌含量达2.0 mg·g-1时蒽的降解率为0,无氧条件下蒽的降解率为0,推测该反应体系中有氧化活性自由基( O-2·)的产生,可能为光催化氧化降解起始因素之一.%This article discussed the photodegradation behaviors of anthracene ( ANT ) on clay surfaces within saturated cations of heavy metals, like Cu、Pb、Zn、Cd、Ni et al. The research investigated the degradation rates of ANT influenced by different kinds of heavy metal cations, clay types, pH value, radical scavenger and O2 atomosphere on clay surface. These results showed that the photodegradation rates of ANT saturated with different metal cations on smectite surfaces are quiet different:Cu2+>Pb2+>Zn2+>Cd3+>Ni2+>Na+. More importantly,the photodegradation rates of ANT saturated with Cu on smectite surface is achieved 78. 8%. Ti is founded that the content of exchanged Cu2+ is amplified as the increasement of clays CEC values. In the mean time, this change is accelerating the photodegradation rate of ANT. On the other hand, the photodegradation rate of ANT on clays surface is decreased as the pH value increasing. When the pH value is equal or

  7. NTP Toxicology and Carcinogenesis Studies of o-Phenylphenol (CAS No. 90-43-7) Alone and with 7,12-Dimethylbenz(a)anthracene (CAS No. 57-97-6) in Swiss CD-1 Mice (Dermal Studies).

    Science.gov (United States)

    1986-03-01

    o-Phenylphenol is used primarily as a germicide and fungicide for citrus fruits and vegetables and was selected for carcinogenesis studies because of the potential for human exposure. Four-week studies were conducted in which groups of 10 male and 10 female Swiss Webster mice were given dermal applications to the dorsal interscapular region of 0, 6, 11, 21, 36, or 56 mg of o-phenylphenol in 0.1 ml of acetone. Doses were administered 3 days per week for 4 weeks, and animals were monitored for clinical changes. Reductions in body weights of acetone vehicle control were observed, but no compound-related changes in weight or survival occurred in male or female mice administered o-phenylphenol. o-Phenylphenol caused dose-related ulcerative lesions at the site of application. The severity of these lesions was judged not to be life threatening. Carcinogenesis studies were conducted to determine whether o-phenylphenol was a complete carcinogen for skin or a promoter in a two-stage initiation/promotion skin paint model. Groups of 50 Swiss CD-1 mice of each sex were used for up to 102 weeks. Five dose groups were used: an acetone vehicle control group; a positive control group initiated with 7,12-dimethylbenz(a)- anthracene (DMBA) and promoted with 12-O-tetradecanoylphorbol-13-acetate (TPA); an initiator control group that received DMBA plus acetone; a group that received repeated applications of o-phenylphenol. The following doses were applied dermally to a clipped area on the dorsal interscapular region 3 days per week: o-phenylphenol - 55.5 mg/0.1 ml acetone; or TPA - 0.005 mg/0.1 ml acetone. DMBA was administered as a single dose at a concentration of 0.05 mg/0.1 ml acetone to the dorsal interscapular region. In the 2-year studies, mean body weights of the o-phenylphenol, DMBA/o-phenylphenol, and DMBA/TPA groups were not markedly different from those of mice that received DMBA/acetone. Similarly, there were no significant group differences in survival except for a

  8. 纯化9,10-二萘蒽对OLED器件光电性能的影响%Purity Effects on the Electroluminescent Performance of 9,10-Di(2-naphthyl)anthracene

    Institute of Scientific and Technical Information of China (English)

    李瑛; 王文根; 邵明; 王秀如; 汤昊; 孙润光

    2006-01-01

    合成了高稳定性蓝光主体材料9,10-二萘蒽(ADN),研究材料纯化对合成材料光电性能的影响.为进一步分析材料经升华提纯对有机电致发光器件性能的影响,以提纯前后ADN为发光层,以NPB 为空穴传输层,分别制作双层器件Ⅰ(提纯前)和器件Ⅱ(提纯后),器件结构为ITO(100 nm)/NPB(40 nm)/ADN(30 nm)/Alq3(20 nm)/LiF (1 nm) /Al (100 nm), 结果表明提纯后材料PL(Photoluminescence)光谱蓝移了2 nm,半峰全宽54.2 nm,与提纯前一致;杂质影响载流子注入效率和迁移率,对器件光电性能有显著影响,纯化前后器件最大电流效率由1.5 cd/A上升至2.5 cd/A;器件Ⅱ色纯度有较大提高,CIE色坐标由器件Ⅰ(0.15,0.10)移至(0.15, 0.06).实验结果表明材料提纯是优化器件性能的有效手段之一.%Organic light-emitting diode (OLED) has attracted considerable attention due to their unique image quality and market potentials in display application. For the full-color display applications, it is essential to deliver the primary RGB emitters with high luminous efficiency, saturated color chromaticity, among which 9, 10-Di (2-naphthyl) anthracene (ADN) is one of the stable and pure blue emitters. However, little attention has been paid to the influences of ADNs purification on the electroluminescent(EL) performance.Synthesis and purification of ADN were studied. The photoluminescence (PL) and electroluminescence (EL) spectra of ADN synthesized and purified are investigated, respectively. The PL spectrum of ADN purified exhibits an emitting peak at 434 nm with a full-width at half-maxium (FWHM) of 54.2 nm, while the rough material without purification is red shifted to 436 nm with the same FWHM of 54.2 nm. Organic light-emitting diodes (OLEDs) with a structure of indium tin oxide (ITO) (100 nm)/N,N′-biphenyl-N,N′-bis-(1-naphenyl)-[1,1′- biphenyl]-4,4′-diamine (NPB)(40 nm)/ADN(30 nm)/tris(8-quinolinolate)aluminum(Alq3)(20 nm)/LiF(1 nm)/Al(100

  9. Identification and determination of carboxylic acids in food samples using 2-(2-(anthracen-10-yl)-1H-phenanthro[9,10-d]imidazol-1-yl)ethyl 4-methylbenzenesulfonate (APIETS) as labeling reagent by HPLC with FLD and APCI/MS.

    Science.gov (United States)

    Sun, Zhiwei; You, Jinmao; Song, Cuihua; Xia, Lian

    2011-08-15

    A new labeling reagent for carboxylic acids, 2-(2-(anthracen-10-yl)-1H-phenanthro[9,10-d]imidazol-1-yl)ethyl 4-methylbenzenesulfonate (APIETS) has been designed and synthesized. It was used to label eight fatty acids (lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, oleic acid, linoleic acid and linolenic acid) and four hydroxy pentacyclic triterpene acids (oleanolic acid, ursolic acid, betulinic acid and maslinic acid), successfully. APIETS could easily and quickly label carboxylic acids in the presence of K(2)CO(3) catalyst at 85°C for 35 min in N,N-dimethylformamide solvent. The carboxylic acids derivatives were separated on a C(8) reversed-phase column with gradient elution and fluorescence detection at λ(ex)/λ(em)=315/435 nm. Identification of these derivatives was carried out by online mass spectrometry with atmospheric pressure chemical ionization in positive ion mode. The detection limits obtained were 13.37-30.26fmol (signal-to-noise ratio of 3). The proposed method has been applied to the quantification of carboxylic acids in sultana raisin (Thompson seedless), hawthorn flake (Crataegus pinnatifida Bge.), Lycium barbarum seed oil and Microula sikkimensis seed oil with recoveries over 95.3%. It has been demonstrated that APIETS is a prominent labeling reagent for determining carboxylic acids with high performance liquid chromatography.

  10. Contaminação do solo com antraceno e creosoto e o crescimento vegetal e a colonização micorrízica pelo Glomus etunicatum Soil contamination with anthracene and creosote: impact on plant growth and mycorrhizal colonization by Glomus etunicatum

    Directory of Open Access Journals (Sweden)

    Alessandra Monteiro de Paula

    2007-08-01

    -derived, polycyclic aromatic hydrocarbons (PAHs, is a growing problem with serious environmental consequences. To evaluate the environmental impact of these products it is important to understand their effects on plants and the associated microbiota. The effects of PAHs on growth and mycorrhizal colonization of Brachiaria brizantha and Pueraria phaseoloides were evaluated here. Two PAHs, anthracene and creosote, were applied to a soil infested with the mycorrhizal fungus Glomus etunicatum at varied concentrations: anthracene (0; 0.25; 0.5; 0.75 and 1 g kg-1 soil and creosote (0; 0.5; 1; 2 and 3 g kg-1 soil. This soil was packed into plastic tubes (290 cm³ where test plants were sown and grown for six weeks. It was found that anthracene did not affect pueraria growth and had a slight stimulus on brachiaria growth at the lowest concentration, whereas creosote had no effect on pueraria either, but inhibited brachiaria growth. Both contaminants inhibited mycorrhizal colonization in pueraria by about 90 %, compared to the control. At concentrations below those found in contaminated soils, AM colonization was inhibited by 50 %. The potential impact of these products on plant-AM fungus relationships is quite evident here. No colonization was found in brachiaria, regardless of the presence of PAHs. The results showed a differentiated sensitivity of the plants to the contaminants and their marked negative effect on G. etunicatum root colonization. In the evaluated concentration range, pueraria was insensitive to both compounds, which indicates the species for further studies on phytoremediation of areas under the impact of these contaminants.

  11. Synthesis and Photoelectrical Properties of Two Potential Solution-Processed Blue Fluorescent Emitters Based on Fluorene-Arylamine Derivatives End-Capped with Anthracene/Pyrene Molecules%基于蒽/芘分子封端的芴-芳胺衍生物的可溶液加工的蓝光材料的合成与光电性质

    Institute of Scientific and Technical Information of China (English)

    欧阳密; 吴启超; 余振伟; 李洪飞; 张诚

    2014-01-01

    Two novel potential solution-processed blue fluorescent emitters composed of a core fluorene-diphenylamine unit capped with either anthracene (FAn) or pyrene (FPy) were synthesized and characterized. They were both soluble in common organic solvents and solutions gave smooth films after spin coating. Their optical properties in solution and in the film were investigated by UV-visible and photoluminescence (PL) spectroscopy. The PL emission maximum of FAn and FPy in the film state were found to be 449 and 465 nm, respectively. The electrochemical properties of the as-prepared samples were studied by cyclic voltammetry. The estimated highest occupied molecular orbital (HOMO) energy levels were-5.37 and-5.36 eV for FAn and FPy, respectively. These results indicate that the introduction of diphenylamine effectively prevents plane stacking of the molecules in the solid state, which suppresses the formation of long-wavelength aggregates, and the high HOMO levels enhance the hole-injection ability of the compounds. The results of differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) indicate that the two materials have excellent thermal stability with the glass transition temperature of FAn reaching 207 °C and the thermal decomposition temperature as high as 439 ° C. The good performance of the fluorescent emitters makes them promising candidates as solution-processed blue organic light-emitting diodes.%合成了两类分别基于芘和蒽封端的芴-芳胺衍生物(FAn, FPy)的新型可溶液加工蓝色发光分子,两种材料均溶于常规的有机溶剂,并且可以旋涂成膜.通过紫外-可见光谱和荧光光谱对其在溶液中和固态薄膜下的光学性能进行了表征,发现这两类分子在固态下发射峰分别位于449和465 nm,属于蓝色发光材料.并通过循环伏安法表征了其电化学性能,计算得出FAn和FPy的最高占据分子轨道(HOMO)能级分别为-5.37和-5.36 eV.结果表明N-己基二苯胺

  12. In situ Determination of Anthracene Adsorbed onto Mangrove Root Surface Micro-zone Using Microscopic Fluorescence Spectrometric Analysis System%显微荧光光谱原位测定红树植物根表面微区中的蒽

    Institute of Scientific and Technical Information of China (English)

    谭华东; 李锐龙; 朱亚先; 张勇

    2016-01-01

    A microscopic fluorescence spectrometric analysis ( MFSA) system was set in the laboratory. A novel method for in situ determination of Anthracene ( Ant) adsorbed onto root surface micro-zone of two kinks of mangrove plant, named Kandelia obovata ( K. obovata) and Avicennia marina ( A. marina) by MFSA was established. Fluorescence spectra of Ant adsorbed on root surface micro-zone were obtained by synchronous scanning mode. The signal to noise (S/N) of Ant (5. 3 pg/μm2) adsorbed on K. obovata and A. marina root surface micro-zone increased up to 5. 5 and 6. 8 while wavelength offset (△λ) both were at 60 nm, respectively. The linear dynamic ranges of established method were 5. 3-63. 2 pg/μm2 for K. obovata and 10. 5-52. 6 pg/μm2 for A. marina, with the detection limits of 1. 1 pg/μm2 and 5. 5 pg/μm2 , respectively. The relative standard deviations were both less than 12 . 5% ( n=9 ) , and the recoveries were 98 . 1% -117. 0% and 81. 2%-110. 9%, respectively. The result showed that the MFSA system had ability to obtain quantitative information of fluorescence spectra and fluorescence image of Ant adsorbed onto plant roots surface micro-zone.%自行搭建显微荧光光谱分析( Microscopic fluorescence spectrometric analysis, MFSA)系统,并将其用于吸附于红树植物秋茄( Kandelia obovata, K. obovata)和白骨壤( Avicennia marina, A. marina)根表面微区中蒽( Anthrancene, Ant)的原位测定。在同步扫描模式下,以波长差为60 nm,吸附于K. obovata和A. marina根表面微区中Ant(5.3 pg/μm2)的荧光信号有最大信噪比(5.5和6.8)。所建方法的线性范围分别为5.3 ~63.2 pg/μm2和10.5~52.6 pg/μm2,检出限分别为1.1和5.5 pg/μm2,相对标准偏差均小于12.5%(n=9),加标回收率分别为98.1%~117.0%和81.2%~110.9%。结果表明,搭建的MFSA系统具备原位获取植物根表面微区Ant荧光光谱定量信息和荧光图像信息的能力。

  13. Lycopene mediated modulation of 7,12 dimethlybenz (A anthracene induced hepatic clastogenicity in male Balb/c mice Modulación mediada por licopeno de la clastogenicidad hepática inducida por 7,12 dimetilbenz (A antraceno en ratones macho BALB/C

    Directory of Open Access Journals (Sweden)

    A. Koul

    2010-04-01

    Full Text Available The present study was designed to evaluate the modulatory effects of lycopene against 7, 12 Dimethylbenz (a anthracene induced clastogenicity and oxidative stress in male Balb/c mice. The animals were divided into four groups; group I served as control (vehicle treated. Animals of group III and IV were administered lycopene orally at a dose of 4 mg/kg body weight for 10 weeks. Groups II and IV were administered DMBA, i.p., at a dose level of 40mg/kg body weight, 48hrs before the sacrifice of animals. Exposure to DMBA clearly induced hepatic cell injury as was evident by an increase in micronucleated cell score, lactate dehydrogenase and alkaline phosphatase activities, and Lipid Peroxidation levels. When the lycopene pre-treated animals were challenged with DMBA, a decrease in micronucleated cell score was observed, which was in corroboration with the observed decrease in LDH and ALP activities and LPO levels. DMBA treatment caused an increase in the oxidative stress with consequent alterations in enzymatic antioxidant defense system. Lycopene pre-treatment boosted the antioxidant defense in group IV. Thus, the antioxidant role of lycopene could be plausible in the protective action conferred by lycopene, enabling it to be used an effective natural free radical scavenger.El presente estudio se diseñó para evaluar los efectos moduladores del licopeno frente a la clastogenicidad y el estrés oxidativo inducidos por 7,12 dimetilbenz(A antraceno en los ratones macho Balb/c. Se dividió a los animales en cuatro grupos; el grupo I sirvió de control (tratado con vehículo. A los animales de los grupos III y IV se les administró licopeno por vía oral a una dosis de 4 mg/kg de peso corporal durante 10 semanas. Los grupos II y IV recibieron DMBA, i.p., a una dosis de 40 mg/kg de peso corporal, 48 horas antes de ser sacrificados. La exposición a DMBA indujo claramente una lesión de los hepatocitos como se hizo patente por el aumento de la puntuaci

  14. Highly brominated anthracenes as precursors for the convenient synthesis of 2,9,10-trisubstituted anthracene derivatives

    Directory of Open Access Journals (Sweden)

    2008-12-01

    Full Text Available When 9,10-dibromoanthracene was treated with bromine in CCl4 without a catalyst, 1,2,3,4,9,10-hexabromo-1,2,3,4-tetrahydroanthracene (3 was obtained in 95% yield in the absence of other stereoisomers or rearomatization products. We investigated the base-induced elimination reaction of hexabromide 3 under various conditions. Pyridine-induced elimination of hexabromide 3 afforded 2,9,10-tribromoanthracene (12 in 75% yield, and tribromide 12 was transformed to trimethoxy compound 13 and trinitrile 14 by copper-assisted nucleophilic substitution reactions.

  15. Zyflamend对口腔黏膜癌变过程中前列腺素E2和白三烯B4水平影响的动物实验%Detection of prostaglandin E2 and leukotriene B4 in 7,12-dimethyibenz (a) anthracene-induced oral pre-cancerous lesions in hamsters treated with Zyflamend by liquid chromatographic tandem mass spectrometry

    Institute of Scientific and Technical Information of China (English)

    李芳; 孙正

    2011-01-01

    目的 通过测定抗炎天然植物混合剂Zyflamend对地鼠口腔黏膜癌变过程中花生四烯酸代谢产物前列腺素( prostaglandin,PG) E2和白三烯B4水平的影响,探讨其可能的作用机制.方法 将27只金黄地鼠分为5组,阴性对照组3只,不涂药;其余24只用0.5%的二甲基苯并蒽( dimethylbenzanthracene,DMBA)涂于左侧颊囊3次/周,3周后将其按随机数字表随机分为4组(每组6只),阳性对照组不涂药,其余3组金黄地鼠分别于左侧颊囊分别涂低、中、高浓度Zyflamend(稀释比例分别为1∶3、1∶1和原液).每周涂药3次,第4周末处死动物取左侧颊囊速冻于液氮中行液相色谱-串联质谱法(liquid chromatographic tandem mass spectrometry,LC-MS/MS)分析.结果 阳性对照组PGE2为(0.377±0.290) μg/g,低、中、高浓度Zyflamend组的PGE2水平分别为(0.523±0.286)、(0.488±0.147)和(0.774±0.314) μg/g,低、中浓度组与阳性对照组相比差异无统计学意义(P>0.05),高浓度组与阳性对照组相比差异有统计学意义(P<0.05).与阳性对照组(0.135±0.046) μg/g相比,低、中、高浓度组白三烯B4水平均显著降低(P<0.05),分别为(0.094±0.066)、(0.096±0.077)和(0.067±0.012) μg/g.结论 癌前病变的早期炎症阶段,Zyflamend能够抑制5-脂氧合酶途径中代谢产物白三烯B4的水平.%Objective To determine the level of prostaglandin E2 (PGE2 ) and leukotriene B4 (LTB4 ) after treatment with a unique anti-inflammatory herbal preparation (Zyflamend) in 7,12-dimethylbenz(a) anthracene (DMBA)-induced oral precancerous lesions in golden Syrian hamsters.Methods The hamsters were divided into five groups.The Syrian hamsters were applied with 0.5% DMBA solution topically to the left cheek pouch three times per week for three consecutive weeks.The negative control group was not treated.After the last treatment by DMBA,the 0.5% DMBA treated hamsters were divided into four groups at random.The positive group was

  16. Tumor initiating activities of various derivatives of benz(a)anthracene and 7, 12-dimethyl-benz(a)anthracene in mouse skin

    Energy Technology Data Exchange (ETDEWEB)

    Slaga, T.J.; Gleason, G.L.; DiGiovanni, J.; Berry, D.L.; Juchau, M.R.; Harvey, R.G.

    1978-01-01

    Current information indicates that polycyclic aromatic hydrocarbons (PAH) exert their toxic, mutagenic, and carcinogenic activities after they have been metabolically activated by target cells to reactive epoxides. The results obtained from IN VIVO and IN VITRO binding, mutagenicity, metabolism, and carcinogenicity studies have led to the conclusion that BP-7, 8-diol is a proximate carcinogenic metabolite of BP, and the BP-diol-epoxide is an ultimate carcinogenic metabolite of BP. Recent results concerning the strong carcinogenicity of BP-7..beta.., 8..cap alpha..-diol-9..cap alpha..,10..cap alpha..-epoxide in newborn mice and in mouse skin strongly indicate that it is the ultimate carcinogenic metabolite of BP. Since diol-epoxides may be responsible for the carcinogenicity of PAH other than BP, diols and diol-epoxides as well as other derivatives of PAH were tested for skin tumor-initiation in a two-stage system of tumorigenesis. In addition, since activation of methylated PAH may involve the side-chain methyl group, the skin tumor-initiating activity of various side-chain derivatives of methylated PA were determined. In this report, the skin tumor initiation of various derivatives of a nonmethylated PAH, BA as well as a methylated PAH, DMBA are compared. The data suggest that bay region diol-epoxides may be important in BA and DMBA carcinogenicity in mice which is supportive of the theory proposed by Jerina and co-workers which predicts that diol-epoxides in the bay region are the major determinants of PAH carcinogenicity.

  17. Interlayer Energy Transfer from Naphthalene to Anthracene Chromophores Organized in Langmuir-Blodgett Films

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    Interlayer energy transfer between 2, 3-naphtho-10-hexadecylaza-15-crown-5 (NC16) and N-[1-(9-methoxyanthryl)]decylaza-15-crown-5 (A10C) within multilayer Langmuir-Blodgett films has been studied by steady-state fluorescence spectra. The donor and acceptor could be separated precisely by inserting stearic acid (SA) spacers. The efficiency of the energy transfer increases with the decrease in the donor-acceptor distance by a quadratic manner, suggesting the donor excitations are delocalized in the layer.

  18. Interlayer Energy Transfer from Naphthalene to Anthracene Chromophores Organized in Langmuir—Blodgett Films

    Institute of Scientific and Technical Information of China (English)

    LiQianLI; ChiMingCHE; 等

    2002-01-01

    Interlayer energy transfer between 2,3-naphthol-10-hexadecylaza-15-crown-5(NC16) and N-[1-(9-methoxyanthryl)] decylaza-15-crown-5(A10C) within multilayer Langmuir-Blodgett films has been studied by steady-state fluorescence spectra. The donor and acceptor could be separated precisely by inserting stearic acid (SA) spacers. The efficiency of the energy transfer increases with the decrease in the donor-acceptor distance by a quadratic manner, suggesting the donor excitations are delocalized in the layer.

  19. Highly conductive single naphthalene and anthracene molecular junction with well-defined conductance

    Energy Technology Data Exchange (ETDEWEB)

    Liu, Chenyang [Department of Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 W4-10, Ookayama, Meguro-ku, Tokyo 152-8551 (Japan); School of Materials Science and Engineering, Tsinghua University, Beijing 100084 (China); Kaneko, Satoshi; Komoto, Yuki; Fujii, Shintaro, E-mail: fujii.s.af@m.titech.ac.jp; Kiguchi, Manabu, E-mail: kiguti@chem.titech.ac.jp [Department of Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 W4-10, Ookayama, Meguro-ku, Tokyo 152-8551 (Japan)

    2015-03-09

    We performed electronic investigation on single acene molecular junctions bridging Au-electrodes in ultra-high vacuum conditions using mechanically controllable break junction technique. While the molecular junctions displayed various conductance values at 100 K, they exhibited well-defined high conductance values (∼0.3 G{sub 0}) at 300 K, which is close to that of metal atomic contact. Direct π-binding of the molecules to the Au-electrodes leads to the high conductivities at the metal-molecule interface. At the elevated temperature, single molecular junctions trapped in local metastable structures can be fallen into energetically preferential more stable state and thus we fabricated structurally well-defined molecular junctions.

  20. Catalyses of Metals and TheirSulfides in Selective Hydrogenation of 9, 10-Diphenyl anthracene

    Institute of Scientific and Technical Information of China (English)

    2001-01-01

    Catalytic hydrogenation and hydrocracking of 9,10-diphenylanthracene (9,10-DPA) , used as a coal-re-lated model compound, was investigated at a relatively low temperature. The results show that the Fe and Ni main-ly catalyze non-ipso hydrogenation of 9,10-DPA without sulfur, but selectively promote ipso hydrogenation of 9,10-DPA in the presence of sulfur.

  1. Optical and electroemission properties of thin films of supermolecular anthracene-based rotaxanes

    NARCIS (Netherlands)

    Gadret, G.; Ruani, G.; Cavallini, M.; Biscarini, F.; Murgia, M.; Zamboni, R.; Giro, G.; Cocchi, M.; Fattori, V.; Loontjens, T.; Thies, J.; Leigh, D.A.; Morales, A.F.; Mahrt, R.F.

    2001-01-01

    Rotaxanes are a new class of functional materials. They consist of mechanically interlocked supermolecular systems where a central linear thread passes through the cavity of a macrocyclic ring. The ring is constrained within the two extremities of the thread by two bulky stoppers. In this work, we r

  2. Preparation, characterization, physical properties, and photoconducting behaviour of anthracene derivative nanowires

    Science.gov (United States)

    Xiao, Jinchong; Yin, Zongyou; Yang, Bo; Liu, Yi; Ji, Li; Guo, Jun; Huang, Ling; Liu, Xuewei; Yan, Qingyu; Zhang, Hua; Zhang, Qichun

    2011-11-01

    Organic nanowires of 9,10-dibromoanthracene (DBA) and 9,10-dicyanoanthracene (DCNA) were obtained by adding the THF solution of DBA/DCNA into water containing P123 surfactants. The as-prepared nanowires were characterized by UV-vis, fluorescence spectra, Field Emission Scanning Electron Microscopy (FESEM), and Transmission Electron Microscopy (TEM). We found that DBA and DCNA nanowires emitted green light rather than blue light for molecules in THF solution. The red-shift UV and fluorescent spectra of DBA and DCNA nanowires implied that these nanowires were formed through J-aggregation. The photoconducting study of DBA/DCNA nanowire-based network on rGO/SiO2/Si shows different photocurrent behaviors upon irradiation, which displayed that electron transfer from DCNA nanowire to rGO was stronger than that of DBA nanowires to rGO.Organic nanowires of 9,10-dibromoanthracene (DBA) and 9,10-dicyanoanthracene (DCNA) were obtained by adding the THF solution of DBA/DCNA into water containing P123 surfactants. The as-prepared nanowires were characterized by UV-vis, fluorescence spectra, Field Emission Scanning Electron Microscopy (FESEM), and Transmission Electron Microscopy (TEM). We found that DBA and DCNA nanowires emitted green light rather than blue light for molecules in THF solution. The red-shift UV and fluorescent spectra of DBA and DCNA nanowires implied that these nanowires were formed through J-aggregation. The photoconducting study of DBA/DCNA nanowire-based network on rGO/SiO2/Si shows different photocurrent behaviors upon irradiation, which displayed that electron transfer from DCNA nanowire to rGO was stronger than that of DBA nanowires to rGO. Electronic supplementary information (ESI) available: XRD patterns and simulations, and FT-IR spectra. CCDC reference numbers 840471. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c1nr10655d

  3. TELOMERASE ACTIVITY DURING 7, 12-DIMETHYLBENZ [a] ANTHRACENE-INDUCED HAMSTER BUCCAL POUCH CARCINOGENESIS

    Institute of Scientific and Technical Information of China (English)

    2000-01-01

    Objective: To investigate the roles of telomerase activity (TA) in relation to hamster buccal pouch tumor progression. Methods: male hamster were treated three times weekly with 0.5% of 7, 12-dimethyl- benzanthracene (DMBA) over a 15 weeks experimental period. Hamsters were sacrificed at 3, 6, 9, 12 and 15 weeks after treatment. Telomerase activity of hamster buccal pouch tissue were measured along with the analyses of the formation of DMBA-induced hamster buccal pouch tumors. Results: DMBA-induced squamous cell carcinomas were found at the 6th week after dosing. Telomerase activity elevation began at the 3rd week and was increasing to a plateau at the 12th week. Conclusion: Our results show that telomerase activity in the target tissue may be detected at the early stage of the DMBA-induced hamster buccal pouch tumor formation and suggests that telomerase activity may be used as a biomarker for an early clinical detection of buccal pouch cancer.

  4. ANTHRACENE PHOTOINDUCED TOXICITY TO PLHC-1 CELL LINE (POECILIOPSIS LUCIDA) AND THE ROLE OF LIPID PEROXIDATION IN TOXICITY. (R823873)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  5. JWA deficiency suppresses dimethylbenz[a]anthracene-phorbol ester induced skin papillomas via inactivation of MAPK pathway in mice.

    Directory of Open Access Journals (Sweden)

    Zhenghua Gong

    Full Text Available Our previous studies indicated that JWA plays an important role in DNA damage repair, cell migration, and regulation of MAPKs. In this study, we investigated the role of JWA in chemical carcinogenesis using conditional JWA knockout (JWA(Δ2/Δ2 mice and two-stage model of skin carcinogenesis. Our results indicated that JWA(Δ2/Δ2 mice were resistant to the development of skin papillomas initiated by 7, 12-dimethylbenz(aanthracene (DMBA followed by promotion with 12-O-tetradecanoylphorbol-13-acetate (TPA. In JWA(Δ2/Δ2 mice, the induction of papilloma was delayed, and the tumor number and size were reduced. In primary keratinocytes from JWA(Δ2/Δ2 mice, DMBA exposure induced more intensive DNA damage, while TPA-promoted cell proliferation was reduced. The further mechanistic studies showed that JWA deficiency blocked TPA-induced activation of MAPKs and its downstream transcription factor Elk1 both in vitro and in vivo. JWA(Δ2/Δ2 mice are resistance to tumorigenesis induced by DMBA/TPA probably through inhibition of transcription factor Elk1 via MAPKs. These results highlight the importance of JWA in skin homeostasis and in the process of skin tumor development.

  6. Aqueous solubility data for pressurized hot water extraction for solid heterocyclic analogs of anthracene, phenanthrene and fluorene.

    Science.gov (United States)

    Karásek, Pavel; Planeta, Josef; Roth, Michal

    2007-01-26

    We report the aqueous solubilities of phenanthrene and several solid three-ring aromatic heterocycles (phenanthridine, acridine, phenazine, thianthrene, phenothiazine, phenoxathiin, phenoxazine, carbazole, dibenzofuran, dibenzothiophene, and 4,6-dimethyldibenzothiophene) at temperatures ranging from 313K to the solute melting point and at a pressure of 5MPa. The data were measured by dynamic saturation method using an in-house-assembled apparatus for pressurized hot water extraction (PHWE). The solute from a known mass of the saturated aqueous solution was transferred to an organic solvent (hexane or toluene), and the organic phase was analyzed by GC/MS. In any of the solutes, the GC/MS records did not indicate any noticeable decomposition within the temperature range of the measurements. The resultant solubilities were converted to activity coefficients of the individual solutes in saturated aqueous solutions, and the results are discussed in terms of temperature and type/number of heteroatoms.

  7. Highly red-shifted NIR emission from a novel anthracene conjugated polymer backbone containing Pt( ii ) porphyrins

    KAUST Repository

    Freeman, D. M. E.

    2015-11-30

    © The Royal Society of Chemistry 2016. We present the synthesis of a novel diphenylanthracene (DPA) based semiconducting polymer. The polymer is solubilised by alkoxy groups attached directly to a DPA monomer, meaning the choice of co-monomer is not limited to exclusively highly solubilising moieties. Interestingly, the polymer shows a red-shifted elecroluminescence maximum (510 nm) when compared to its photoluminescence maximum (450 nm) which we attribute to excimer formation. The novel polymer was utilised as a host for a covalently-linked platinum(ii) complexed porphyrin dopant. Emission from these polymers was observed in the NIR and again showed almost a 100 nm red shift from photoluminescence to electroluminescence. This work demonstrates that utilising highly aggregating host materials is an effective tool for inducing red-shifted emission in OLEDs.

  8. Decreased adrenal medullary tyrosine hydroxylase mRNA in DMBA (7,12-dimethylbenz(a)anthracene)-induced mammary carcinoma

    Energy Technology Data Exchange (ETDEWEB)

    Bunce, O.R.; Badary, O.A.; Abou El-Ela, S.; Hartle, D.K. (Univ. of Georgia, Athens (United States))

    1991-03-15

    Adrenal cortical hormones suppress initiation and promotion of DMBA-induced mammary tumorigenesis. The authors found a positive correlation between presence of DMBA-induced adrenal cortical necrosis and mammary tumor incidence. Because they find adrenal medullary as well as cortical lesions in tumor bearing (TB) DMBA-treated rats, they evaluated medullary function by quantitating hybridized cDNA- TH-S{sup 35} with in situ TH-mRNA u sing computer assisted quantitative autoradiographic technique. Virgin female Sprague-Dawley rats were given a 10 mg i.g. dose of DMBA. Three wks later, rats were placed on 20% polyunsaturated (PUFA) fat diets containing omega-6 and omega-3 fatty acids. All were killed 15 wks post-DMBA. TH-mRNA levels in adrenal medullae of TB animals were decreased compared to non-TB rats. Histopathology indicated a high incidence of medullary necrosis in TB rats, whereas, adrenal necrosis did not occur in non-TB animals. Adrenal necrosis correlated positively with tumor burden, but no correlation was found between incidence of adrenal lesions and type of PUFA in the diet. The authors suggest that DMBA adrenal necrosis may reduce TH-mRNA in the medulla, compromise its catecholamine synthetic capability, and thereby contribute to the overall metabolic stress condition of TB rats.

  9. Cellular metabolic energy modulation by tangeretin in 7,12-dimethylbenz(a) anthracene-induced breast cancer

    OpenAIRE

    Periyasamy, Kuppusamy; Sivabalan, Venkatachalam; Baskaran, Kuppusamy; Kasthuri, Kannayiram; Sakthisekaran, Dhanapal

    2016-01-01

    Abstract Breast cancer is the leading cause of death among women worldwide. Chemoprevention and chemotherapy play beneficial roles in reducing the incidence and mortality of cancer. Epidemiological and experimental studies showed that naturally-occurring antioxidants present in the diet may act as anticancer agents. Identifying the abnormalities of cellular energy metabolism facilitates early detection and management of breast cancer. The present study evaluated the effect of tangeretin on ce...

  10. Improved enrichment and isolation of polycyclic aromatic hydrocarbons (PAH)-degrading microorganisms in soil using anthracene as a model PAH.

    Science.gov (United States)

    Jacques, Rodrigo J S; Okeke, Benedict C; Bento, Fátima M; Peralba, Maria C R; Camargo, Flávio A O

    2009-06-01

    Lack of attention to soil and microbial characteristics that influence PAHs degradation has been a leading cause of failures in isolation of efficient PAH degraders and bioaugumentation processes with microbial consortia. This study compared the classic method of isolation of PAHs-degraders with a modified method employing a pre-enrichment respirometric analysis. The modified enrichment of PAH degrading microorganisms using in vitro microcosm resulted to reduced enrichment period and more efficient PAH-degrading microbial consortia. Results indicate that natural soils with strong heterotrophic microbial activity determined through pre-enrichment analysis, are better suited for the isolation of efficient PAH degrading microorganisms with significant reduction of the enrichment period.

  11. Modulating Effect of Hypnea musciformis (Red Seaweed) on Lipid Peroxidation, Antioxidants and Biotransforming Enzymes in 7,12-Dimethylbenz (a) Anthracene Induced Mammary Carcinogenesis in Experimental Animals

    Science.gov (United States)

    Balamurugan, Mohan; Sivakumar, Kathiresan; Mariadoss, Arokia Vijaya Anand; Suresh, Kathiresan

    2017-01-01

    Background: Breast cancer is the second most widespread diagnosed cancer and second leading cause of cancer death in women. Objective: The present work was carried out to evaluate the chemo preventive potential of Hypnea musciformis (ethanol extract) seaweed on oxidative stress markers, bio transforming enzymes, incidence of tumors, and pathological observation in 7,12-dimethylbenzanthracene (DMBA) exposed experimental mammary carcinogenesis. Materials and Methods: Female Sprague–Dawley rats were randomly divided into four groups. Rats in the group 1 served as control. Rats in the group 2 and 3 received a single subcutaneous injection of DMBA (25 mg/kg body weight (b.w)) in the mammary gland to develop mammary carcinoma. In addition, group 3 rats were orally administrated with 200 mg/kg between of H. musciformis along with DMBA injection and group 4 rats received ethanolic extract of H. musciformis every day orally (200 mg/kg b.w) throughout the experimental period of 16 weeks. Results: Our results revealed that treatment with H. musciformis ethanolic extract to DMBA treated rats significantly reduced the incidence of tumor and tumor volume as compared to DMBA alone treated rats. Moreover, our results showed imbalance in the activities/levels of lipid peroxidation by products, antioxidant enzymes, and bio transforming phase I and II enzymes in the circulation, liver and mammary tissues of DMBA treated rats which were significantly modulated to near normal on treatment with ethanolic extract of H. musciformis. All these alterations were supported by histochemical findings. Conclusion: The results obtained from this study suggest that chemo preventive potential of H. musciformis ethanol extract is probably due to their free radicals quenching effect and modulating potential of bio transforming enzymes during DMBA exposed experimental mammary carcinogenesis. SUMMARY DMBA is a source of well-established site specific carcinogenHypnea musciformis act as a free radical quencherHypnea musciformis has a definite chemo preventive efficacy in experimental ratsH. musciformis is a resource of prooxidant/antioxidant balance and also its anti-proliferative effectsH. musciformis has a detoxificant in the mammary carcinoma. Abbreviations Used: BRCA1: Breast Cancer Gene 1; BRCA2: Breast Cancer Gene 1; CYP: Cytochrome P450; DMBA: 7,12-Dimethylbenzanthracene; DMSO: Dimethyl sulfoxide; H2O2: Hydrogen peroxides; LPO: Lipid peroxidation; PAH: Polycyclic aromatic hydrocarbon; ROS: Reactive oxygen species; TBARS: Thiobarbituric acid reactive substances; GSSG: Oxidized glutathione. PMID:28250663

  12. EVIDENCE OF OXIDATIVE STRESS IN BLUEGILL SUNFISH (LEPOMIS MACROCHIRUS) LIVER MICROSOMES SIMULTANEOUSLY EXPOSURE TO SOLAR ULTRAVIOLET RADIATION AND ANTHRACENE. (R823873)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  13. 低浓度蒽对两种海洋微藻生长的兴奋效应%Stimulation effect of anthracene on marine microalgae growth

    Institute of Scientific and Technical Information of China (English)

    王悠; 唐学玺; 李永祺; 刘泳

    2002-01-01

    以两种海洋微藻金藻8701(Isochrysis galbana 8701)和骨条藻(Skeletonema costatum)为材料,研究了低浓度蒽(1.5~6μg*L-1)对两种海洋微藻生长的影响.结果表明,在一定浓度蒽作用下,两种微藻的生长均呈现出较明显的"兴奋效应",细胞密度有所增加,但达到最佳刺激作用的浓度与时间有所不同.在刺激浓度作用下,两种微藻体内的蛋白质、叶绿素a(chla.)、类胡萝卜素(car.)含量都有所增加,其变化趋势与细胞密度的变化类似.在整个实验过程中,微藻体内清除活性氧的关键性酶超氧化物歧化酶(SOD)始终处于较高水平,其变化趋势类似于细胞密度的变化.

  14. Site-specific ligation of anthracene-1,8-dicarboxylates to an Mn12 core: a route to the controlled functionalisation of single-molecule magnets.

    Science.gov (United States)

    Pacchioni, Mirko; Cornia, Andrea; Fabretti, Antonio C; Zobbi, Laura; Bonacchi, Daniele; Caneschi, Andrea; Chastanet, Guillaume; Gatteschi, Dante; Sessoli, Roberta

    2004-11-21

    A novel single-molecule magnet of the Mn12 family, [Mn12O12(O2CC6H5)8(L)4(H2O)4].8CH2Cl2, has been synthesised by site-specific ligand exchange using a tailor-made dicarboxylate (L2-), which leads to selective occupation of axial binding sites.

  15. Chemopreventive efficacy of Phyllanthus emblica L. (amla) fruit extract on 7,12-dimethylbenz(a)anthracene induced oral carcinogenesis--a dose-response study.

    Science.gov (United States)

    Krishnaveni, Mani; Mirunalini, Sankaran

    2012-11-01

    Phyllanthus emblica L. (Euphorbiaceae), a novel natural fruit has long been used as a home remedy by the medical practitioners. In this report, we investigated the chemopreventive effect of P. emblica fruit methanolic extract (PFMet) on oxidant-antioxidant status in hamster buccal pouch carcinogenesis. Buccal pouch carcinoma was induced in hamsters by painting with DMBA (0.5% in mineral oil) on the left buccal pouch three times a week for 14 weeks. By means of HPLC analysis, ascorbic acid (24.13%), gallic acid (10.45%), ellagic acid (1.74%) and quercetin (0.009%) were identified and quantified in the PFMet. The results showed that depleted activities of SOD, CAT and TBARS level and significant elevation were observed in the levels of GSH, vitamin E and activity of GPx in DMBA group of buccal pouch. The level of TBARS was significantly enhanced and the activities of enzymatic (SOD, CAT and GPx) and non-enzymatic (vitamin E, vitamin C and GSH) antioxidants were diminished significantly in plasma of tumor bearing animals. The effects were dose dependent and the above noted parameters were renovated to near normal after supplementation with different doses of PFMet (50, 100 and 200 mg/kg BW). The data obtained in this study clearly indicate that PFMet at a dose of 200mg/kg BW possesses optimum chemopreventive effect against DMBA-induced buccal pouch carcinogenesis.

  16. Strain Differences in Dimethylbenz[a]anthracene-Induced Mammary Tumor Incidence in Long Evans and Sprague Dawley Rat Offspring Following Prenatal Atrazine Exposure

    Science.gov (United States)

    It has been shown that prenatal exposure to the chlorotriazine herbicide atrazine (ATR) during mammary bud outgrowth (late gestation) delays postnatal mammary epithelial progression in Long Evans (LE) rats. Our laboratory has recently found that prenatal exposure to ATR also effe...

  17. Shemamruthaa, herbal formulation modulates xenobiotic metabolizing enzymes and energy metabolism in 7,12-Dimethylbenz[a]anthracene-induced breast cancer in rats

    Directory of Open Access Journals (Sweden)

    Purushothaman Ayyakkannu

    2014-12-01

    Full Text Available There is an increasing interest in identifying naturally occurring potent preventive and therapeutic agents for cancer. Shemamruthaa, a phytochemical formulation was evaluated for the first time with a view to potentiate more intense anticancer property. Adult female Sprague-Dawley rats (8-week-old were used for the study and were divided into 4 Groups. Group I control animals received standard pellet diet and water ad libitum. Group II animals were induced for mammary carcinoma with a single oral dose of 25 mg of DMBA, whereas another set of DMBA-induced rats were treated with SM (400 mg/kg body weight/day orally by gastric intubation for 14 days after 3 months of induction period (Group III. Group IV animals served as SM-control. The status xenobiotic metabolizing enzymes, glycolytic and gluconeogenic enzymes were analysed in control and experimental rats. Our findings revealed that the SM formulation has potential to induce Phase-II enzyme activities, associated mainly with carcinogen detoxification and inhibit the Phase I enzyme activities. The activities of glycolytic and gluconeogenic enzymes were significantly brought back to near normal levels in SM treated animals. The results demonstrated unequivocally the effect of SM on inhibition of tumor progression by altering xenobiotic metabolizing enzymes and restoring energy metabolism. 

  18. Morphological changes in the lingual papillae and their connective tissue cores on the 7,12-dimethylbenz[alpha]anthracene (DMBA) stimulated rat experimental model.

    Science.gov (United States)

    Zheng, Jinhua; Xie, Liping; Teng, He; Liu, Shilong; Yoshimura, Ken; Kageyama, Ikuo; Kobayashi, Kan

    2009-02-01

    The aim of the study was to analyze morphological changes of the epithelial surface and underlying connective tissue cores (CTCs) of the lingual mucosa in the rat using a DMBA induced pre-cancerous experimental model. Lightmicroscopically, initially DMBA treated sections exhibited infiltration of chronic inflammatory cells. At 16 weeks, aldehyde-fuchsin (AF) positive elastic fibers decreased and were scanty in the juxtaepithelium. On the other hand, rather densely packed thick bundles of AF positive fibers were observable in the deep layers of lamina propria. Carcinomas were not found at any stage, however, epithelial dysplasia was observed at 24 weeks post-treatment with DMBA. Scanning electron microscopy revealed an irregular arrangement of filiform papillae 4-12 weeks following DMBA stimulation. Patchy degenerated areas were observed especially at 16-24 weeks post-treatment and filiform papillae were totally attenuated on the central part of the degenerated areas. After removal of the epithelium, attenuated CTCs were observed from 4-8 weeks. Morphology of CTCs seemed to be gradually remodeled and severely altered in the later stage. The CTCs were however attenuated and exhibited a patchy distribution. The animal experimental model in this study revealed degenerative morphological changes of CTCs of the lingual papillae in the precancerous stage induced by DMBA.

  19. Electrochemistry and Spectroelectrochemistry of 1,8-Naphthalene and 1,8- Anthracene-Linked Cofacial Binuclear Metallophthalocynanines. New Mixed Valence Metallopthalocyanines

    Science.gov (United States)

    1990-05-10

    cyclic voltametry at 200, 100, 50 and 20 mV/s, Average data being E : (Eps + Epc)/2 are reported. Data in parenthesis are estimated from overlapping...Perkin-Elmer Hitachi Model 340 microprocessor spectrometer. Cyclic and differential pulse voltammetry were performed with a Princeton Applied Research...and dried under reduced pressure. Judging from the cyclic voltammetric curve under argon at the prepared electrode, the surface concentration of the

  20. Whey Protein Hydrolysate but not Whole Whey Protein Protects Against 7,12-Dimethylbenz(a)anthracene-Induced Mammary Tumors in Rats.

    Science.gov (United States)

    Ronis, Martin J; Hakkak, Reza; Korourian, Soheila; Badger, Thomas M

    2015-01-01

    Effects of intact and processed bovine milk proteins on development of chemically induced mammary tumors in female rats were compared. AIN-93G diets were made with 20% casein (CAS), casein hydrolysate (CASH), intact whey protein (IWP), or whey protein hydrolysate (WPH). Pregnant Sprague-Dawley rats were fed the diets starting at Gestational Day 4. Offspring were fed the same diet. At 50 days, female offspring (44-49/group) were gavaged with sesame oil containing 80 mg/kg of the mammary carcinogen dimethylbenzanthracene (DMBA) and euthanized 62 days posttreatment. Rats fed WPH had an adenocarcinoma incidence of 17% compared to the rats fed CAS, CASH, and IWP diets (34%, 33%, and 36% respectively) (P whey protein is required for this diet to be effective in reducing DMBA-induced mammary tumors. The bioactive compounds produced during whey protein processing and mechanisms underlying the anticancer effects of WPH are yet to be identified.

  1. Ground and excited state behavior of 1,4-dimethoxy-3-methyl-anthracene-9,10-dione in silver nanoparticles: Spectral and computational investigations

    Energy Technology Data Exchange (ETDEWEB)

    Umadevi, M., E-mail: ums10@yahoo.com [Department of Physics, Mother Teresa Women' s University, Kodaikanal 624101, Tamil Nadu (India); Kavitha, S.R. [Department of Physics, Mother Teresa Women' s University, Kodaikanal 624101, Tamil Nadu (India); Vanelle, P.; Terme, T.; Khoumeri, O. [Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Aix-Marseille Univ, CNRS, Institut de Chimie Radicalaire ICR, UMR 7273, 27 Boulevard Jean Moulin, 13385 Marseille Cedex 05 (France)

    2013-10-15

    Silver nanoparticles (Ag NPs) of various sizes have been successfully synthesized by the simple and convenient Creighton method using sodium borohydride as the reducing agent under microwave irradiation. Optical absorption and fluorescence emission spectroscopic techniques were employed to investigate the effect of silver nanoparticles on the ground and excited state of 1,4-dimethoxy-3-methylanthracene-9,10-dione (DMMAD). The surface plasmon resonance (SPR) peak of the prepared silver colloidal solution was observed at 400 nm. Fluorescence quenching of DMMAD by silver nanoparticles has been found to increase with increase in the size of Ag. The fluorescence quenching has been explained by Forster Resonance Energy Transfer (FRET) theory between DMMAD and silver nanoparticles. The Stern–Volmer quenching constant and Benesi–Hildebrand association constant for the above system were calculated. DFT calculations were also performed to study the charge distribution of DMMAD in Ag both in ground and excited states. -- Highlights: • Silver nanoparticles (Ag NPs) have been synthesized using the Creighton method. • Effect of Ag NPs on the ground state of DMMAD was studied. • Influence of Ag NPs on the excited state of DMMAD was investigated. • Fluorescence quenching has been explained by Forster Resonance Energy Transfer. • Quenching and binding constants were also calculated.

  2. Inositol hexaphosphate induces apoptosis by coordinative modulation of P53, Bcl-2 and sequential activation of caspases in 7,12 dimethylbenz[a]anthracene exposed mouse epidermis.

    Science.gov (United States)

    Singh, Jaya; Gupta, Krishna P

    2008-01-01

    Inositol hexaphosphate (IP6) is a major constituent of most cereals, legumes, nuts, oil seeds, and soybean. Anticancer effects of IP6 have been demonstrated in different experimental models. Besides reducing cell proliferation, IP6 increases differentiation of malignant cells, often resulting in restoring the normal phenotype. Exogenously administered IP6 is rapidly taken into the cells and dephosphorylated to lower-phosphate, inositol phosphates, which further interfere with signal transduction pathways and cell cycle arrest. Enhanced immunity and antioxidant properties could also contribute to tumor cell destruction. However, the molecular mechanisms underlying this anticancer action are not fully understood. The present study deals with the effect of topical application of IP6 on some of the selective and critical events of apoptosis in DMBA exposed mouse epidermis. IP6 showed an inhibition of DMBA-induced mutant (mt) p53 expression. Similarly, DMBA induced over expression of Bcl-2 was also reversed by topical treatment of IP6. In addition to the modulation of mt p53 and Bcl-2 expressions, IP6 brought the DMBA-inhibited activity of caspases back to the normal or induced it above the normal levels. The effects of IP6 appeared to be the function of its dose and the duration of its exposure. These results suggested that topically applied IP6 directly induces apoptotic machinery by modulating the expression of mt p53, Bcl-2, and caspase activity.

  3. The Effect of Metallic Ions on the Biodegradation of Anthracene,Phenanthrene and Pyrene%金属离子对蒽、菲、芘生物降解过程的影响

    Institute of Scientific and Technical Information of China (English)

    魏旻; 聂麦茜; 吴蔓莉; 王蕾

    2010-01-01

    对驯化筛选的多环芳烃(PAHs)高效降解菌CN4与CN2进行了深入研究,澄清了金属离子对其降解多环芳烃的作用,得出结论:对于CN2、CN4降解菌,Mn2+与常量Ca2+、Mg2+同时存在于降解体系中时,对蒽和菲降解起到明显促进作用.Cu2+和常量元素Ca2+、Mg2+混合对菲降解也起到促进作用,但没有Mn2+的促进作用明显.不加任何常量和微量金属元素离子的体系对蒽、菲、芘的降解作用仅次于含Mn2+的降解体系,加入Cu2+、Ca2+、Mg2+、Fe3+、Zn2+对CN2降解蒽、芘产生抑制作用,加入Ca2+、Mg2+、Fe2+、Zn2+对CN2降解菲产生促进作用.Mn2+主要是在降解过程中发挥作用的,外加不同浓度的Mn2+制备的菌悬液,对芘的降解作用基本没有差别.在制备菌悬液时加入Mn2+,菌体对Mn2+有富集作用,但Mn2+的存在与否并不影响菌体的生长繁殖状况.降解体系中加入Mn2+能够有效促进降解过程的进行,加入0.5 mmol/L的Mn2+对CN4菌株降解芘的促进作用最大,而在降解体系中一次性加入5.0 mmol/L的Mn2+则会对降解产生抑制作用.

  4. 微杆菌3-28对萘、菲、蒽、芘的降解%Biodegradation of Naphthalene, Phenanthrene, Anthracene and Pyrene by Microbacterium sp. 3-28

    Institute of Scientific and Technical Information of China (English)

    王春明; 李大平; 王春莲

    2009-01-01

    研究了以多环芳烃为唯一碳源富集培养的微杆菌3-28对不同多环芳烃化合物(Polycyclic aromatichydrocarbons,PAHs)及混合PAHs的降解能力,以及在无机基础培养基中生长时PAHs浓度与一些主要环境因子如pH值、盐度、温度对细菌降解PAHs的影响.结果表明,微杆菌3-28X对萘、菲、蒽和芘均有较高的降解能力,112 h后萘与菲完全降解,而蒽和芘28 d的降解率分别为97.54%、90.2%.初始底物浓度会影响细菌生长速率,底物浓度过高不利于细菌生长.相同培养时间下多底物培养液中的菌群浓度明显高于单底物系统.微杆菌3-28能够在pH 6.0-9.0、盐度10~30g/kg,温度40~55℃的环境下生存,并保持较高的降解能力.图8参33

  5. Reduction in 7,12-dimethylbenz[a]anthracene-induced hepatic cytochrome-P450 1A1 expression following soy consumption in female rats is mediated by degradation of the aryl hydrocarbon receptor

    Science.gov (United States)

    Consumption of a soy diet has been found to reduce cancer incidence in animals and is associated with reduced cancer risk in humans. In this study, the effect of consuming soy protein isolate (SPI) on the aryl hydrocarbon receptor (AhR)-mediated signaling pathway was investigated. Female Sprague-Daw...

  6. Determination of the effective redox potentials of SmI₂, SmBr₂, SmCl₂, and their complexes with water by reduction of aromatic hydrocarbons. Reduction of anthracene and stilbene by samarium(II) iodide-water complex.

    Science.gov (United States)

    Szostak, Michal; Spain, Malcolm; Procter, David J

    2014-03-21

    Samarium(II) iodide-water complexes are ideally suited to mediate challenging electron transfer reactions, yet the effective redox potential of these powerful reductants has not been determined. Herein, we report an examination of the reactivity of SmI2(H2O)n with a series of unsaturated hydrocarbons and alkyl halides with reduction potentials ranging from -1.6 to -3.4 V vs SCE. We found that SmI2(H2O)n reacts with substrates that have reduction potentials more positive than -2.21 V vs SCE, which is much higher than the thermodynamic redox potential of SmI2(H2O)n determined by electrochemical methods (up to -1.3 V vs SCE). Determination of the effective redox potential demonstrates that coordination of water to SmI2 increases the effective reducing power of Sm(II) by more than 0.4 V. We demonstrate that complexes of SmI2(H2O)n arising from the addition of large amounts of H2O (500 equiv) are much less reactive toward reduction of aromatic hydrocarbons than complexes of SmI2(H2O)n prepared using 50 equiv of H2O. We also report that SmI2(H2O)n cleanly mediates Birch reductions of substrates bearing at least two aromatic rings in excellent yields, at room temperature, under very mild reaction conditions, and with selectivity that is not attainable by other single electron transfer reductants.

  7. Design and Rehabilitation for Oxidization Column of Hydrogen Peroxide Using Anthracene and Quinine Process%蒽醌法生产过氧化氢工艺中氧化塔的设计与改造

    Institute of Scientific and Technical Information of China (English)

    施友立

    2006-01-01

    通过对当前过氧化氢生产装置氧化塔氧化收率偏低的各种因素进行分析,找出影响氧化收率的关键因素,并提出氧化塔设计或改造的方向.并列举该类塔的改造效果.

  8. A comparative study of the anticlastogenic effects of chlorophyllin on N-methyl-N'-nitro-N-nitrosoguanidine (MNNG) or 7,12-dimethylbenz (α) anthracene (DMBA) induced micronuclei in mammalian cells in vitro and in vivo.

    Science.gov (United States)

    Grossi, Maria Rosaria; Berni, Andrea; Pepe, Gaetano; Filippi, Silvia; Mosesso, Pasquale; Shivnani, Anaadi Amar; Papeschi, Cristiano; Natarajan, Adayapalam T; Palitti, Fabrizio

    2012-11-15

    Chlorophyllin (CHL), a water soluble derivative of chlorophyll has been shown to have both anticarcinogenic and antigenotoxic properties. We evaluated the protective effects of CHL (25μM in vitro, 4 and 100mg/kg. b.w.) on the clastogenic action of two model carcinogens, MNNG and DMBA (25μM and 2μM respectively) in vitro on human hepatoma cells (HepG2) and (40mg and 25mg/Kg/b.w. respectively) in vivo on bone marrow of mice, using the frequencies of induced micronuclei as the end point. Pre-, post- and simultaneous treatments with CHL and the carcinogen were carried out in vitro. With MNNG, only simultaneous treatment with CHL was effective in reducing the frequencies of MN, suggesting a direct interaction between CHL and MNNG. A statistically significant reduction in of DMBA induced MN was found by pre-or post treatment with CHL while a reduction (not significant) was observed by simultaneous treatment. In in vivo experiments, CHL pre-treatment did not affect the frequencies of MN in PCEs of bone marrow induced by MNNG or DMBA. However, increased the toxic effect of DMBA (reduction in percent of PCEs) was accompanied by a reduction in the induced frequencies of MN. CHL was not clastogenic in both in vitro and in vivo tests. It can be concluded that (a) CHL has a protective effect against MNNG and DMBA. This effect is dependent upon the protocol employed in in vitro experiments. In vivo, CHL did not have a protective effect against MNNG and DMBA. A protective effect of CHL against DMBA was evident only at high toxic levels.

  9. {3,3′-Bis[(anthracen-9-ylmethyl]-1,1′-[(ethane-1,2-diyldioxybis(ethane-1,2-diyl]bis(imidazol-2-ylidene}mercury(II bis(hexafluoridophosphate acetonitrile disolvate

    Directory of Open Access Journals (Sweden)

    Di-Si Bai

    2012-03-01

    Full Text Available In the title compound, [Hg(C42H38N4O2](PF62·2CH3CN, the HgII cation lies on a twofold axis which is also the internal symmetry element of the complete cationic complex. The HgII cation is coordinated by two symmetry-related C(carbene atoms [Hg—C = 2.058 (9 Å] in a nearly linear geometry, with a C—Hg—C angle of 175.8 (5°. There are weak intermolecular C—H...F interactions in the crystal packing between an F atom of a hexafluoridophosphate anion and a –CH2– group of the bis-N-heterocyclic carbene ligand.

  10. 7, 12 dimethylbenz(a)anthracene(DMBA)-induced "early" Squamous Cell carcinoma in the Golden Syrian hamster: evaluation of an animal model and comparison with "early" forms of human Squamous Cell car

    Science.gov (United States)

    Andrejevic-Blant, Snezana; Savary, Jean-Francois; Fontolliet, Charlotte; Monnier, Philippe

    1995-03-01

    To improve our knowledge on PDT of human early squamous cell carcinomas of the upper aero-digestive tract and to evaluate new photosensitizers, we have set up the Syrian hamster as an animal model. A 0.5% oily solution of DMBA was applied topically to the left buccal pouch mucosa 3 times weekly. The contralateral buccal pouch served as control. Groups of 5 animals were sacrificed at 6, 8, 10 and 12 weeks from the first applications. Tissue samples of the buccal mucosa were analyzed by histopathologic and immunohistochemical techniques and compared with preneoplastic and neoplastic changes which are seen in the human carcinogenesis of the upper aero-digestive tract. After 6 to 9 weeks from the beginning of the application, we observed different degrees of epithelial dysplasia and after 10 weeks microinvasive carcinomas. The sequence of dysplastic changes to early carcinoma was reproducible in different groups of animals, and they were closely comparable with the human forms of `early' squamous cell cancer. Hyper- and dyskeratosis were present at all stages of tumor development. We are particularly interested in (mu) -invasive tumor forms appearing 10 weeks after the first application because they are potentially amenable to photodynamic therapy.

  11. Appendices for Fort George G. Meade Active Sanitary Landfill and Clean Fill Dump Remedial Investigation Report

    Science.gov (United States)

    1992-12-01

    FOR THE SPECIFIC TEST bA."E EXCEPT FOR THE FOLLOWING TEST NAMES: PH, COND, TEMP, OILGR, BOD, COD, TOC, HARD, ASBEST , TSS -LAB DOES NOT REQUIRE...ACENAPHTHYLENE. AI4ELNT *ANION ELUENT ANIL ANILINE AI4TRC ANTHRACENE ANTRCN 9-ANTHRACENECARBONITRILE ANTRQO ATHRAQUINONE / 9,10 -ANTHRACENED ONE AS ARSENIC ASBEST ...ANION ELUENT ANTRC ANTHRACENE ACHE ANTICHOLINESTERASE SB ANTIMONY AS ARSENIC ASEXT -ARSENIC, EXTRACTABLE ASTOT *AR.SENIC, TOTAL ASBEST ASBESTOS’ ANTROTJ

  12. Aggregation enhanced emission (AEE) in organic salt: A structure-property correlation based on single crystal studies

    Indian Academy of Sciences (India)

    Uttam Kumar Das; Parthasarathi Dastidar

    2014-09-01

    Salt formation has been shown as a simple strategy to induce aggregated induced emission or aggregated enhanced emission in primary ammonium salts derived from 9-anthracene carboxylic acid, 1-pyrene carboxylic acid, 3-coumarin carboxylic acid and histamine. All the salts displayed enhanced fluorescence in their solid state compared to that in their solution state. Single crystal structure of the salt of 9-anthracene carboxylic acid i.e., His-anthracene revealed that restricted intramolecular rotation of the fluorphoric moiety (anthracene) was responsible for such radiative pathway leading to enhanced emission.

  13. 40 CFR Appendix Vii to Part 261 - Basis for Listing Hazardous Waste

    Science.gov (United States)

    2010-07-01

    ...)pyrene, pentachlorophenol, arsenic, chromium, tetra-, penta-, hexa-, heptachlorodibenzo-p-dioxins, tetra-, penta-, hexa-, heptachlorodibenzofurans. F034 Benz(a)anthracene, benzo(k)fluoranthene,...

  14. Differential immunomodulatory responses to nine polycyclic aromatic hydrocarbons applied by passive dosing

    DEFF Research Database (Denmark)

    Oostingh, Gertie J.; Smith, Kilian E. C.; Tischler, Ulrike

    2015-01-01

    (a)antracene and benzo(a)pyrene. Cytokine promoter expression was then studied in dose response experiments with acenaphthene, phenanthrene and benzo(a)anthracene. The strongest induction was observed for benzo(a)anthracene. Cell viability analysis was performed and showed that none of the PAHs induced cytotoxicity...

  15. 辛基酚和三羟异黄酮对二甲基苯蒽诱发大鼠乳腺肿瘤的影响%Effect of octylphenol and genistein on 7, 12-dimethylbenz [ a ] anthracene-induced mammary cancer in rats

    Institute of Scientific and Technical Information of China (English)

    彭俊华; 糜漫天; 朱俊东; 于斌

    2005-01-01

    目的探讨辛基酸(OP)和三羟异黄酮(GEN)共同作用对二甲基苯蒽(DMBA)诱发大鼠体内乳腺癌发病的影响.方法雌性SD大鼠分为阴性对照组(C组)、模型对照组(Mod)及3个实验组:GEN、OP和GEN+OP组.第22和第29天两次灌胃DMBA致癌(C组除外),实验组于第1~7天皮下注射GEN和/或OP.d210处死大鼠,观察肿瘤发生情况、组织病理、超微结构和血中雌二醇、孕酮的变化.结果Con组未发生肿瘤,Mod组肿瘤发生率为14/21,肿瘤体积和质量分别为(13.8±2.3)cm3和(13.5±2.0)g;OP组肿瘤发生率为20/21(P<0.05);GEN和GEN+OP组的肿瘤发生率分别为7/21(P<0.05)和12/21,肿瘤的体积分别为(3.8±2.3)cm3和(4.4±3.7)cm3,质量分别为(4.3±3.4)g和(5.3±4.2)g;组织和超微结构显示OP组肿瘤细胞分化程度低,GEN组和GEN+OP组肿瘤细胞分化程度高,乳腺增生较多.结论OP可能会促进DMBA诱导乳腺癌的发生,GEN能抑制诱发乳腺癌的发生,GEN与OP同时作用时仍能降低大鼠乳腺癌的发生.

  16. The crystal structures of two chalcones: (2E-1-(5-chlorothiophen-2-yl-3-(2-methylphenylprop-2-en-1-one and (2E-1-(anthracen-9-yl-3-[4-(propan-2-ylphenyl]prop-2-en-1-one

    Directory of Open Access Journals (Sweden)

    Marisiddaiah Girisha

    2016-08-01

    Full Text Available In the crystal of compound (I, C14H11ClOS, molecules are linked by C—H...O hydrogen bonds to form simple C(5 chains. Compound (II, C26H22O, crystallizes with Z′ = 2 in space group P-1; one of the molecules is fully ordered but the other is disordered over two sets of atomic sites having occupancies 0.644 (3 and 0.356 (3. The two disordered components differ from one another in the orientation of the isopropyl substituents, and both differ from the ordered molecules in the arrangement of the central propenone spacer unit, so that the crystal of (II contains three distinct conformers. The ordered and disordered conformers each form a C(8 chain built from a single type of C—H...O hydrogen bond but those formed by the disordered conformers differ from that formed by the ordered form.

  17. Fluorescence for high school students

    CERN Document Server

    Schultheiss, Niek G

    2012-01-01

    In a not obligatory series of lessons for high school students in the Netherlands we discuss the fluorescence aspects of anthracene. These lessons were developed because HiSPARC (High school Project on Astrophysics Research with Cosmics) detection of cosmic rays are available for different secondary schools. With the help of special designed scintillator detection stations, containing anthracene, cosmic rays can be detected. Fluorescence of anthracene is one of the topics discussed in these series of extra curricular lessons aimed at excellent pupils working on cosmic radiation within the HiSPARC - project.

  18. Biodegradation of polycyclic hydrocarbons by Phanerochaete chrysosporium

    Science.gov (United States)

    The ability of the white rot fungus Phanerochaete chrysosporium to degrade polycyclic aromatic hydrocarbons (PAHs) that are present in anthracene oil (a distillation product obtained from coal tar) was demonstrated. Analysis by capillary gas chromatography and high-performance li...

  19. MULTISUBSTRATE BIODEGRADATION KINETICS FOR BINARY AND COMPLEX MIXTURES OF POLYCYCLIC AROMATIC HYDROCARBONS

    Science.gov (United States)

    Biodegradation kinetics were studied for binary and complex mixtures of nine polycyclic aromatic hydrocarbons (PAHs): naphthalene, 1-methylnaphthalene, 2-methylnaphthalene, 2-ethylnaphthalene, phenanthrene, anthracene, pyrene, fluorene and fluoranthene. Discrepancies between the ...

  20. Comments on Coulomb pairing in aromatic hydrocarbons

    CERN Document Server

    Huber, D L

    2013-01-01

    Recently reported anomalies in the double-photonionization spectra of aromatic molecules such as benzene, naphthalene, anthracene and coronene are attributed to Coulomb-pair resonances of pi electrons.

  1. Supply Deficit of Feedstock Oils for Carbon Black

    Institute of Scientific and Technical Information of China (English)

    Li Bingyan

    2007-01-01

    @@ Feedstock oils used for carbon blackproduction mainly include ethylene tar,anthracene oil and coal tar. With thegrowing output of carbon black in re-cent years, demand for feedstock oilshas increased constantly.

  2. Correlation of levels of volatile versus carcinogenic particulate polycyclic aromatic hydrocarbons in air samples from smokehouses

    DEFF Research Database (Denmark)

    Hansen, Åse Marie; Poulsen, O M; Christensen, J M

    1991-01-01

    correlation was observed for phenanthrene, anthracene, fluoranthene and pyrene. Calculations of the sensitivity, specificity, positive predictive value and negative predictive value of these potential markers revealed that naphthalene and phenanthrene exhibited the highest sensitivity as markers for total...

  3. Time-resolved spectroscopy of the fluorescence quenching of a donor — acceptor pair by halothane

    Science.gov (United States)

    Sharma, A.; Draxler, S.; Lippitsch, M. E.

    1992-04-01

    Donor (anthracene) sensitized acceptor (perylene) fluorescence is quenched more efficiently by halothane than is intrinsic perylene fluorescence. The underlying process of dynamic fluorescence quenching is investigated by time-resolved fluorescence spectroscopy.

  4. Ab initio study of the optical properties of crystalline phenanthrene, including the excitonic effects

    Science.gov (United States)

    Dadsetani, Mehrdad; Nejatipour, Hajar; Ebrahimian, Ali

    2015-05-01

    Using the ab initio methods for solving the Bethe-Salpeter equation on the basis of the FPLAPW method, optical properties of crystalline phenanthrene were calculated, in a comparison to its isomer, anthracene. It was found that despite the similarity of the structural, electronic, and the overall optical properties in a 40 eV energy range, phenanthrene and anthracene show significant differences in their optical spectra in the energy range below band gaps. Phenanthrene has two spin singlet excitonic features whereas anthracene shows one. The singlet and the lowest triplet binding energies of phenanthrene were found to be larger than anthracene. In this study, in addition, a comparison has been made between the optical spectra in RPA and the existing experimental data.

  5. Downscaling the in vitro test of fungal bioremediation of polycyclic aromatic hydrocarbons: methodological approach.

    Science.gov (United States)

    Drevinskas, Tomas; Mickienė, Rūta; Maruška, Audrius; Stankevičius, Mantas; Tiso, Nicola; Mikašauskaitė, Jurgita; Ragažinskienė, Ona; Levišauskas, Donatas; Bartkuvienė, Violeta; Snieškienė, Vilija; Stankevičienė, Antanina; Polcaro, Chiara; Galli, Emanuela; Donati, Enrica; Tekorius, Tomas; Kornyšova, Olga; Kaškonienė, Vilma

    2016-02-01

    The miniaturization and optimization of a white rot fungal bioremediation experiment is described in this paper. The optimized procedure allows determination of the degradation kinetics of anthracene. The miniaturized procedure requires only 2.5 ml of culture medium. The experiment is more precise, robust, and better controlled comparing it to classical tests in flasks. Using this technique, different parts, i.e., the culture medium, the fungi, and the cotton seal, can be analyzed. A simple sample preparation speeds up the analytical process. Experiments performed show degradation of anthracene up to approximately 60% by Irpex lacteus and up to approximately 40% by Pleurotus ostreatus in 25 days. Bioremediation of anthracene by the consortium of I. lacteus and P. ostreatus shows the biodegradation of anthracene up to approximately 56% in 23 days. At the end of the experiment, the surface tension of culture medium decreased comparing it to the blank, indicating generation of surfactant compounds.

  6. Interplay between singlet and triplet excited states in a conformationally locked donor–acceptor dyad

    KAUST Repository

    Filatov, Mikhail A.

    2015-10-13

    The synthesis and photophysical characterization of a palladium(II) porphyrin – anthracene dyad bridged via short and conformationally rigid bicyclo[2.2.2]octadiene spacer were achieved. A spectroscopic investigation of the prepared molecule in solution has been undertaken to study electronic energy transfer in excited singlet and triplet states between the anthracene and porphyrin units. By using steady-state and time-resolved photoluminescence spectroscopy it was shown that excitation of the singlet excited state of the anthracene leads to energy transfer to the lower-lying singlet state of porphyrin. Alternatively, excitation of the porphyrin followed by intersystem crossing to the triplet state leads to very fast energy transfer to the triplet state of anthracene. The rate of this energy transfer has been determined by transient absorption spectroscopy. Comparative studies of the dynamics of triplet excited states of the dyad and reference palladium octaethylporphyrin (PdOEP) have been performed.

  7. Use of antioxidant enzymes of clam Ruditapes philippinarum as biomarker to polycyclic aromatic hydrocarbon pollution

    Science.gov (United States)

    Zhu, Lin; Tang, Xuexi; Wang, Ying; Sui, Yadong; Xiao, Hui

    2016-03-01

    The typical organic pollutant polycyclic aromatic hydrocarbon (PAH) anthracene was selected as a contaminant to investigate its effects on the activities of superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GSH-Px) in the clam Ruditapes philippinarum. The results show that SOD, CAT and GSH-Px had diff erent induction and inhibition reactions to anthracene stress, and that three diff erent organs in R. philippinarum (visceral mass, muscle tissue and mantle) had diff erent sensitivities to anthracene stress. This study suggest that SOD activities of the visceral mass, CAT activitities of the mantle and the visceral mass, and GSH-Px activity of the muscle tissue could be used as sensitive indicators of anthracene stress in R. philippinarum.

  8. Simulated transport of polycyclic aromatic hydrocarbons in artificial streams

    Energy Technology Data Exchange (ETDEWEB)

    Bartell, S.M.; Landrum, P.F.; Giesy, J.P.; Leversee, G.J.

    1981-01-01

    A model was constructed to predict the pattern of flow and accumulation of three polycyclic aromatic hydrocarbons (PAH) (anthracene, naphthalene, and benzo(a)pyrene) in artificial streams located on the Savannah River Plant near Aiken, South Carolina. Predictions were based upon the premise that the fundamental chemistry of individual PAH contains useful information for predictive purposes. Model processes included volatilization, photolysis, sorption to sediments and particulates, and net accumulation by biota. Simulations of anthracene transport were compared to results of an experiment conducted in the streams. The model realistically predicted the concentration of dissolved anthracene through time and space. Photolytic degradation appeared to be a major pathway of anthracene flux from the streams.

  9. A molecular-sized tunnel-porous crystal with a ratchet gear structure and its one-way guest-molecule transportation property

    Science.gov (United States)

    Kataoka, Keisuke; Yasumoto, Tetsuaki; Manabe, Yousuke; Sato, Hiroyasu; Yamano, Akihito; Katagiri, Toshimasa

    2013-01-01

    An anisotropic tunnel microporous crystal was prepared. Active transportation of anthracene as a guest molecule in the anisotropic tunnels was observed. The direction of anthracene movement implies that the anisotropic tunnel did not work as a flap-check valve. The direction of the movement was consistent with that caused by a Brownian ratchet.An anisotropic tunnel microporous crystal was prepared. Active transportation of anthracene as a guest molecule in the anisotropic tunnels was observed. The direction of anthracene movement implies that the anisotropic tunnel did not work as a flap-check valve. The direction of the movement was consistent with that caused by a Brownian ratchet. Electronic supplementary information (ESI) available. CCDC reference numbers 837539 and 837540. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2nr30880k

  10. A novel portable system for detecting and measuring tritium

    Science.gov (United States)

    Barillari, Domenico

    2007-06-01

    A novel tritium detector configuration is described based on the anthracene scintillation method. Tritium-bearing samples are applied to a plate-bearing finely sublimed anthracene crystals and viewed in a field-able PMT-based reader against a standard plate. A microprocessor-based control and signal analysis system delivers a reading with a sensitivity of better than 5 nCi 3H in approximately 3 min, and 2.3 nCi in 10 min of counting.

  11. 1,4,5,8-Tetraisopropylanthracene

    Directory of Open Access Journals (Sweden)

    Chitoshi Kitamura

    2010-09-01

    Full Text Available The molecules of the title compound, C26H34, possess crystallographically imposed inversion symmetry. The anthracene ring system is planar within 0.038 (1 Å. The two methyl groups in each independent isopropyl group are oriented on either side of the anthracene plane. In the crystal structure, the molecules adopt a herringbone-like arrangement without π–π stacking.

  12. A fluorescent sensing membrane for iodine based on intramolecular excitation energy transfer of anthryl appended porphyrin

    Institute of Scientific and Technical Information of China (English)

    2009-01-01

    A single anthryl appended meso-tetraphenylporphyrin (TPP) dyad has been synthesized and applied in fluorescence sensing of iodine based on the intramolecular excitation energy transfer. The molecular recognition of the sensor is based on the interaction of iodine with inner anthracene moiety of the dyad, while the signal reporter for the recognition process is the TPP fluorescence quenching. Because the emission spectrum of anthracene is largely overlapped with the Soret band absorption of TPP, intramolecular excitation energy transfer interaction occurs between the donor, anthracene and acceptor, TPP. This energy transfer leads to TPP fluorescence emission by excitation of anthracene. The sensor was constructed by immobilizing the dyad in a plasticized poly(vinyl chloride) (PVC) membrane. The sensing membrane shows higher sensitivity compared to the sensors by using anthracene, TPP, or a mixture of anthracene and TPP as sensing materials. Under the optimum conditions, iodine in a sample solution can be determined from 2.04 to 23.6 mmol·L-1 with a detection limit of 33 nmol·L-1. The sensing membrane shows satisfactory response characteristics including good reproducibility, reversibility and stability, as well as the short response time of less than 60 s. Except for Cr2O72- and MnO4-, other common metal ions and anions in foodstuff do not interfere with iodine determination. The proposed method was applied in the determination of iodine in table salt samples. The results agree well with those obtained by other methods.

  13. A fluorescent sensing membrane for iodine based on intramolecular excitation energy transfer of anthryl appended porphyrin

    Institute of Scientific and Technical Information of China (English)

    LONG LiPing; YOU MingXu; WANG Hao; WANG YongXiang; YANG RongHua

    2009-01-01

    A single anthryl appended meso-tetraphenylporphyrin (TPP) dyed has been synthesized and applied in fluorescence sensing of iodine based on the intramolecular excitation energy transfer. The molecular recognition of the sensor is based on the interaction of iodine with inner anthracene moiety of the dyad, while the signal reporter for the recognition process is the TPP fluorescence quenching. Because the emission spectrum of anthracene is largely overlapped with the Soret band absorption of TPP, in-tremolecular excitation energy transfer interaction occurs between the donor, anthracene and acceptor, TPP. This energy transfer leads to TPP fluorescence emission by excitation of anthracene. The sensor was constructed by immobilizing the dyad in a plasticized poly(vinyl chloride) (PVC) membrane. The sensing membrane shows higher sensitivity compared to the sensors by using anthracene, TPP, or a mixture of anthracene and TPP as sensing materials. Under the optimum conditions, iodine in a sample membrane shows satisfactory response characteristics including good reproducibility, reversibility end stability, as well as the short response time of less than 60 s. Except for Cr2O2-7 and MnO-4, other common metal ions and anions in foodstuff do not interfere with iodine determination. The proposed method was applied in the determination of iodine in table salt samples. The results agree well with those obtained by other methods.

  14. EFFECT OF HUMIC COMPOUNDS ON BACTERIAL GROWTH IN BIOREMEDIATION OF PAHS

    Directory of Open Access Journals (Sweden)

    R. Rezaei Kalantary, A. Badkoubi

    2006-01-01

    Full Text Available Polycyclic Aromatic Hydrocarbons (PAHs which are introduced into environment are potentially carcinogenic, mutagenic and toxic contaminants. The effect of extractable humic substances (EHS on bacterial density in bioremediation of anthracene in liquid systems was investigated. The ratio of EHS to anthracene were in two concentrations of 0.35 and 1.05 g dry EHS (with 30% organic matter per one mg anthracene. In the tests with EHS, an increase in bacterial density even by 8 fold of magnitude was seen in 12-15 days. Then a fast decrease was occurred and prolonged till the end of the test time for the tests that had EHS without anthracene. In the tests which anthracene was the only substrate increasing in bacterial population was not seen. The results showed that up to 21 days the system was free from degradation. So the first increasing in bacterial population showed that EHS might be used as a readily substrate for PAH degraders. The presence of EHS (fulvic and humic acid can stimulate bacterial community and activity that caused enhancement in anthracene bioremediation.

  15. Dissipation of polycyclic aromatic hydrocarbons from soil added with manure or vermicompost.

    Science.gov (United States)

    Alvarez-Bernal, D; García-Díaz, E L; Contreras-Ramos, S M; Dendooven, L

    2006-11-01

    The dissipation of three PAHs, i.e., 500 mg phenanthrene kg(-1) soil, 350 mg anthracene kg(-1) soil and 150 mg benzo(a)pyrene kg(-1) soil, was investigated in soil from Acolman (México) added with cow manure or vermicompost while production of CO(2) and inorganic N was monitored. At day 0, recovery of added phenanthrene was 95%, anthracene 96% and benzo(a)pyrene 100% in sterilized soil and concentrations did not change significantly in sterilized soil over time. Application of organic material did not affect the concentration of phenanthrene and anthracene, which decreased sharply in the unsterilized soil in the first weeks of the incubation. Less than 3% of the added phenanthrene was detected after 100 days and less than 8.5% of the added anthracene (mean of the two experiments). The decrease in concentration of benzo(a)pyrene (BaP) was not fast as that of phenathrene and anthracene, and 22% was extractable from soil still after 100days. It was concluded that addition of farm yard manure (FYM) and vermicompost only had an effect on the initial dissipation of phenanthrene, anthracene and benzo(a)pyrene in soil of Acolman.

  16. Biodegradation of selected UV-irradiated and non-irradiated polycyclic aromatic hydrocarbons (PAHs).

    Science.gov (United States)

    Lehto, Kirsi-Maarit; Puhakka, Jaakko A; Lemmetyinen, Helge

    2003-08-01

    Biodegradation of UV-irradiated anthracene, pyrene, benz[a]anthracene, and dibenz[a,h]anthracene was compared to that of the non-irradiated samples, individually and in synthetic mixtures with enrichment cultures. Combined treatment was repeated for individual anthracene and for the PAH mixture with Sphingomonas sp. strain EPA 505 and Sphingomonas yanoikuyae. Enrichment culture studies were performed on the PAH mixtures in the presence of the main photoproduct of anthracene, pure 9,10-anthracenedione. Photochemically pretreated creosote solutions were also subjected to biodegradation and the results were compared to those of the non-irradiated solutions. The primary interest was on 16 polycyclic aromatic hydrocarbons (PAHs) listed as priority pollutants by European Union (EU) and the United States Environmental Protection Agency (USEPA). Irradiation accelerated the biodegradation onset for anthracene, pyrene, and benz[a]anthracene when they were treated individually. The biodegradation of irradiated pyrene started with no lag phase and was complete by 122 h whereas biodegradation of the non-irradiated sample had a lag of 280 h and resulted in complete degradation by 720 h. Biodegradation of PAHs was accelerated in synthetic mixtures, especially in the presence of pure 9,10-anthracenedione. In general, irradiation had no effect on the biodegradation of PAHs incubated in synthetic mixtures or with pure cultures. Under current experimental conditions, the UV-irradiation invariably reduced the biodegradation of PAHs in creosote. Based on the results of the present and previous photochemical-biological studies of PAHs, the influence of the photochemical pretreatment on the biodegradation is highly dependent on the compounds being treated and other process parameters.

  17. Determination of polycyclic aromatic hydrocarbons in smoked and non-smoked black teas and tea infusions.

    Science.gov (United States)

    Pincemaille, Justine; Schummer, Claude; Heinen, Eric; Moris, Gilbert

    2014-02-15

    This study describes the occurrence of polycyclic aromatic hydrocarbons (PAHs) in smoked tea and tea infusions, via the monitoring of benzo(a)anthracene, chrysene, benzo(b)fluoranthene and benzo(a)pyrene (PAH4) that have been chosen as indicators for the occurrence of PAHs in food by the European Food Safety Agency. The concentrations ranged from 1.2 μg/kg for benzo(b)fluoranthene to 125.0 μg/kg for benzo(a)anthracene in smoked tea leaves, and from 0.6 μg/L for benzo(a)anthracene to 1.2 μg/L for benzo(b)fluoranthene in smoked tea infusions. Benzo(a)pyrene was never detected in infusions. The concentrations in non-smoked tea leaves ranged from 0.6 μg/kg for benzo(a)anthracene to 10.8 μg/kg for benzo(b)fluoranthene. It was shown that the concentrations of benzo(a)anthracene and chrysene were higher in smoked tea than in non-smoked tea while no difference was observed for benzo(b)fluoranthene and benzo(a)pyrene. The concentrations of PAHs in tea infusions are low compared to other foodstuffs, but the migration rates from leaves into water are high (82-123%).

  18. The Synthesis and Anion Recognition Property of Symmetrical Chemosensors Involving Thiourea Groups: Theory and Experiments

    Directory of Open Access Journals (Sweden)

    Xuefang Shang

    2015-11-01

    Full Text Available The synthesis of four symmetrical compounds containing urea/thiourea and anthracene/nitrobenzene groups was optimized. N,N’-Di((anthracen-9-yl-methylene thio-carbonohydrazide showed sensitive and selective binding ability for acetate ion among the studied anions. The presence of other competitive anions including F−, H2PO4−, Cl−, Br− and I− did not interfere with the strong binding ability. The mechanism of the host-guest interaction was through multiple hydrogen bonds due to the conformational complementarity and higher basicity. A theoretical investigation explained that intra-molecular hydrogen bonds existed in the compound which could strengthen the anion binding ability. In addition, molecular frontier orbitals in molecular interplay were introduced in order to explain the red-shift phenomenon in the host-guest interaction process. Compounds based on thiourea and anthracene derivatives can thus be used as a chemosensor for detecting acetate ion in environmental and pharmaceutical samples.

  19. Co-oxidation of carcinogenic polycyclic aromatic hydrocarbons with some biologically active compounds (BAC)

    Energy Technology Data Exchange (ETDEWEB)

    Gubergrits, M.Y.

    1978-09-01

    Oxidation of benzo(a)pyrene (BP) initiated by UV or gamma irradiation was promoted by benz(a)anthracene and 7,12-dimethylbenz(a)anthracene (DMBA) and inhibited by pyrene, dibenz(a,c)anthracene, and asymmetric benz(a)antharacene. The effects of these BAC commonly occurring together with BP in industrial wastes, increased with their concentrations. Phenol and 3-methylcholanthrene strongly promoted BP oxidation when present at low concentrations and inhibited it at high concentrations. Consistent promoting effect was also observed in BP co-oxidation with adipic acid, ..cap alpha..-naphthoflavon, and vitamin E, whereas succinic, azelaic, ferulic, gallic, and chlorogenic acids, rutin, and vitamin C acted as inhibitors. Most saturated dicarboxylic acids studied did not affect BP oxidation at 1:1 acid-BP molar ratio. The kinetics of 7,12-DMBA photooxidation inhibition by some metabolic intermediates, e.g., DMBA endo-peroxide, were also studied.

  20. Occurrence of Nitro-PAH in the Atmosphere in a Rural Area

    DEFF Research Database (Denmark)

    Nielsen, Tom; Seitz, B.; Ramdahl, T.

    1984-01-01

    By means of gas chromatography with nitrogen sensitive detection and negative ion chemical ionization mass spectrometric detection 7 mononitro-PAH, 9-nitroanthracene, x-nitro-4,5-methylene-phenanthrene, 3-nitrofluoranthene, 1- and 2-nitropyrene, 10-nitrobenz(a)anthracene and 6-nitrobenzo-(a)pyren......By means of gas chromatography with nitrogen sensitive detection and negative ion chemical ionization mass spectrometric detection 7 mononitro-PAH, 9-nitroanthracene, x-nitro-4,5-methylene-phenanthrene, 3-nitrofluoranthene, 1- and 2-nitropyrene, 10-nitrobenz(a)anthracene and 6-nitrobenzo...

  1. 8-Phenyl-16-thiapentacyclo[6.6.5.01,18.02,7.09,14]nonadeca-2,4,6,9,11,13,18-heptaene

    Directory of Open Access Journals (Sweden)

    Eason M. Mathew

    2013-07-01

    Full Text Available In the title compound, C24H18S, the dihedral angles between the phenyl ring and the two benzene rings of the anthracene moiety are 51.92 (9 and 68.24 (9°, whereas the dihedral angle between the two anthracene benzene rings is 120.13 (9°. The three non-aromatic six-membered rings are in boat conformations, while the five-membered ring has an envelope conformation on the S atom. In the crystal, there are three C—H...π interactions, which facilitate the packing of the molecules.

  2. Cross-conjugation and quantum interference: a general correlation?

    DEFF Research Database (Denmark)

    Valkenier, Hennie; Guedon, Constant M.; Markussen, Troels

    2014-01-01

    -conjugation patterns, but identical lengths, i.e. an anthracene (linear conjugation), an anthraquinone (cross-conjugation), and a dihydroanthracene (broken conjugation) derivative. To benchmark reliable trends, conductance experiments on these series have been performed by various techniques. Here, we compare data...... characterized by beta = 0.37 +/- 0.03 angstrom(-1) (CP-AFM). Remarkably, for the second series, we do not only find that the linearly conjugated anthracene-containing wire is the most conductive, but also that the cross-conjugated anthraquinone-containing wire is less conductive than the broken...

  3. Molecular Arrangement of a Bolaamphiphilic Anthrancene Derivative in Langmuir-Blodgett Film

    Institute of Scientific and Technical Information of China (English)

    2001-01-01

    This paper reports the molecular assembly in the LB film of a novel bolaamphiphilic anthracene derivative (B1SANS) in comparison with that of one-headed amphiphilic anthracene derivative (ANS). While ANS formed a stretched monolayer at the air/water interface, BISANS underwent aggregation to form crystal film on the water surface. Both of the H-aggregates and J-aggregates exist in the transferred LB films of bolaamphiphilic BISANS, only J-aggregates formed in the LB film of ANS.

  4. Synthesis and Characterization of π-Conjugated Dithiol

    Institute of Scientific and Technical Information of China (English)

    Hardy; S.O.Chan

    2007-01-01

    1 Results Organic compounds are able to act as active components for the preparation of electronics and optoelectronics.Fig.1 A new π-conjugated anthracene-based dithiol compoundA new π-conjugated anthracene-based dithiol compound has been synthesized and its optical properties were determined by UV-vis and PL spectroscopy.Its self-assembled monolayers on a gold surface have been prepared and characterized by spectroscopic ellipsometry and atomic force microscopy.The structures and properties of its SAM...

  5. First-principles study on bottom-up fabrication process of atomically precise graphene nanoribbons

    Science.gov (United States)

    Kaneko, Tomoaki; Tajima, Nobuo; Ohno, Takahisa

    2016-06-01

    We investigate the energetics of a polyanthracene formation in the bottom-up fabrication of atomically precise graphene nanoribbons on Au(111) using first-principles calculations based on the density functional theory. We show that the structure of precursor molecules plays a decisive role in the C-C coupling reaction. The reaction energy of the dimerization of anthracene dimers is a larger negative value than that of the dimerization of anthracene monomers, suggesting that the precursor molecule used in experiments has a favorable structure for graphene nanoribbon fabrication.

  6. Analyses of polycyclic aromatic hydrocarbon (PAH) and chiral-PAH analogues-methyl-β-cyclodextrin guest-host inclusion complexes by fluorescence spectrophotometry and multivariate regression analysis

    Science.gov (United States)

    Greene, LaVana; Elzey, Brianda; Franklin, Mariah; Fakayode, Sayo O.

    2017-03-01

    The negative health impact of polycyclic aromatic hydrocarbons (PAHs) and differences in pharmacological activity of enantiomers of chiral molecules in humans highlights the need for analysis of PAHs and their chiral analogue molecules in humans. Herein, the first use of cyclodextrin guest-host inclusion complexation, fluorescence spectrophotometry, and chemometric approach to PAH (anthracene) and chiral-PAH analogue derivatives (1-(9-anthryl)-2,2,2-triflouroethanol (TFE)) analyses are reported. The binding constants (Kb), stoichiometry (n), and thermodynamic properties (Gibbs free energy (ΔG), enthalpy (ΔH), and entropy (ΔS)) of anthracene and enantiomers of TFE-methyl-β-cyclodextrin (Me-β-CD) guest-host complexes were also determined. Chemometric partial-least-square (PLS) regression analysis of emission spectra data of Me-β-CD-guest-host inclusion complexes was used for the determination of anthracene and TFE enantiomer concentrations in Me-β-CD-guest-host inclusion complex samples. The values of calculated Kb and negative ΔG suggest the thermodynamic favorability of anthracene-Me-β-CD and enantiomeric of TFE-Me-β-CD inclusion complexation reactions. However, anthracene-Me-β-CD and enantiomer TFE-Me-β-CD inclusion complexations showed notable differences in the binding affinity behaviors and thermodynamic properties. The PLS regression analysis resulted in square-correlation-coefficients of 0.997530 or better and a low LOD of 3.81 × 10- 7 M for anthracene and 3.48 × 10- 8 M for TFE enantiomers at physiological conditions. Most importantly, PLS regression accurately determined the anthracene and TFE enantiomer concentrations with an average low error of 2.31% for anthracene, 4.44% for R-TFE and 3.60% for S-TFE. The results of the study are highly significant because of its high sensitivity and accuracy for analysis of PAH and chiral PAH analogue derivatives without the need of an expensive chiral column, enantiomeric resolution, or use of a

  7. Monitoring the synthesis of new pitches from coal tar and its fractions by chromatography and related techniques.

    Science.gov (United States)

    Bermejo, J; Fernández, A L; Prada, V; Granda, M; Menéndez, R

    1999-07-23

    The aim of this paper is to study the applications of chromatography and related techniques in the transformation of coal-derived products into pitches for specific uses. Anthracene oil, tar and pitch were thermally treated in the presence of air (and sulfur in the case of anthracene oil) in order to cause the polymerization/condensation of their components. The evolution of the components of the parent materials during the treatments was monitored by gas chromatography-mass spectrometry, gas chromatography-atomic emission detection, probe mass spectrometry and size-exclusion chromatography. From the results obtained, possible mechanisms for the transformation of coal-derived products into new pitches were established.

  8. Molecular recognition: Comparative study of a tunable host-guest system by using a fluorescent model system and collision-induced dissociation mass spectrometry on dendrimers

    DEFF Research Database (Denmark)

    Pittelkow, M.; Nielsen, C.B.; Broeren, A.C.

    2005-01-01

    work we have quantified the binding constants for the host-guest interactions between two different host motifs and six different guest molecules. The host molecules, which resemble the periphery of a poly(propylene imine) dendrimer, have been fitted with an anthracene-based fluorescent probe. The two...

  9. Optical Spectroscopy

    DEFF Research Database (Denmark)

    Thyrhaug, Erling

    solution. In project 2 the intramolecular excited state association reaction between aniline and anthracene is characterized by both steady-state and time-resolved techniques, where the time resolved fluorescence measurements in particular allowed for the determination of the reaction rate constants...

  10. Assessment of drug salt release from solutions, suspensions and in situ suspensions using a rotating dialysis cell

    DEFF Research Database (Denmark)

    Parshad, Henrik; Frydenvang, Karla; Liljefors, Tommy

    2003-01-01

    A rotating dialysis cell consisting of a small (10 ml) and a large compartment (1000 ml) was used to study the release of drug salt (bupivacaine 9-anthracene carboxylate) from (i). solutions, (ii). suspensions and (iii). in situ formed suspensions. Initial release experiments from suspensions...

  11. Identification of two Nereis virens [Annelida: Polychaeta] cytochrome P450 enzymes and induction by xenobiotics

    DEFF Research Database (Denmark)

    Rewitz, Kim; Kjellerup, C; Jørgensen, A

    2004-01-01

    compounds such as fatty acids. Crude oil and benz(a)anthracene significantly induced CYP42 gene expression 2.6-fold, and because CYP enzymes often are induced by their own substrates, this induction may indicate involvement of N. virens CYP4 enzymes in the detoxification of environmental contaminants...

  12. 9-(Dimethoxymethylanthracene

    Directory of Open Access Journals (Sweden)

    Cheng Yao

    2008-02-01

    Full Text Available In the title compound, C17H16O2, a dimethyl acetal of 9-anthraldehyde, the anthracene skeleton is planar and the two methoxy groups attached to the C atom at position 9 of the aromatic ring system are located above and below the ring system.

  13. Effect of various chemicals on the metabolism of benzo(a)pyrene by cultured rat colon

    DEFF Research Database (Denmark)

    1977-01-01

    in a lower level of BP binding to DNA and protein and in lower activity of AHH. Pretreatment with known inducers of AHH such as phenobarbital (PB) or benz(a)anthracene (BA), did not have any significant effect on the binding levels of BP to DNA or on the AHH activity. Of the bile acids investigated only...

  14. DFT Study on Electronic Structures and Spectroscopic Properties of Oligo(silanylenediethynylanthracene)%寡聚(亚硅基二炔基蒽)电子结构和光谱性质的密度泛函理论研究

    Institute of Scientific and Technical Information of China (English)

    张培斌; 黄昕暐; 李歆; 滕启文

    2011-01-01

    Poly(silanylenediethynylanthracene) (PSDEA) exhibits a hole-transporting ability experimentally. In order to simulate the property of PSDEA, a series of silanylenediethynylanthracene oligomers were designed. The structures of these oligomers were optimized byusing density function theory at B3LYP/6-31G(d) level. The energy gaps of the oligomers decrease with the increase in the chain length. The energy gaps of the oligomers also decrease in the presence of the electron-withdrawing group on the anthracene ring. The 13C chemical shifts and nucleus independent chemical shifts (NICS) at the anthracene ring center in the oligomers were calculated at B3LYP/6-31G level. The chemical shifts of the carbon atoms connected with the nitryl group changed upfield, compared with those of the carbon atoms without the nitryl group. The aromaticity at the anthracene ring center decreases in the presence of the electron-withdrawing group, whereas increases with the increase in the number of the silanylene units. The most sensitive location for calculating the NICS values is 0.1 nm above the anthracene plane.

  15. Role of nutrients in the utilization of polycyclic aromatic hydrocarbons by halotolerant bacterial strain

    Institute of Scientific and Technical Information of China (English)

    Pugazhcndi Arulazhagan; Namsivayam Vasudevan

    2011-01-01

    A halotolerant bacterial strain VA1 isolated from marine environment was studied for its ability to utilize polycylic aromatic hydrocarbons (PAHs) under saline condition.Anthracene and pyrene were used as representatives for the utilization of PAH by the bacterial strain.Glucose and sodium citrate were used as additional carbon sources to enhance the PAH utilization.The strain VA1was able to utilize anthracene (73%) and pyrene (66%) without any additional substrate.In the presence of additional carbon sources (glucose/sodium citrate) the utilization of PAH was faster.PAH was utilized faster by VA1 in the presence of glucose than sodium citrate.The stain utilized 87% and 83% of anthracene and pyrene with glucose as carbon source and with sodium citrate the strain utilized 81%and 76% respectively in 4 days.Urea as an alternative source of nitrogen also enhanced the utilization of PAHs (anthracene and pyrene)by the bacterial strain up to 88% and 84% in 4 days.Sodium nitrate as nitrogen source was not able to enhance the PAH utilization rate.Phenotypic and phlyogenetic analysis proved that the PAHs utilizing halotolerant strain VA1 belongs to Ochrobactrum sp.

  16. Novel β-cyclodextrin modified quantum dots as fluorescent probes for polycyclic aromatic hydrocarbons (PAHs)

    Institute of Scientific and Technical Information of China (English)

    Cui Ping Han; Hai Bing Li

    2008-01-01

    Water-soluble CdSe/ZnS quantum dots (QDs)were prepared via a simple sonochemical procedure using β-cyclodextrin (CD)as surface coating agent.The QDs displayed a sensitive emission enhancement for anthracene over other related polycyclic aromatic hydrocarbons,and the detection limit was around 1.6 × 10-8 mol/L.

  17. Bacteria from Wheat and Cucurbit Plant Roots Metabolize PAHs and Aromatic Root Exudates: Implications for Rhizodegradation

    DEFF Research Database (Denmark)

    Ely, Cairn S; Smets, Barth F.

    2017-01-01

    for growth on anthracene and chrysene on PAH-amended plates. Rhizosphere isolates metabolized 3- and 4-ring PAHs and PAH catabolic intermediates in liquid incubations. Aromatic root exudate compounds, namely flavonoids and simple phenols, were also substrates for isolated rhizobacteria. In particular...

  18. A brief history of the development of organic and polymeric photovoltaics

    DEFF Research Database (Denmark)

    Spanggaard, H.; Krebs, Frederik C

    2004-01-01

    In this paper an overview of the development of organic photovoltaics is given, with emphasis on polymer-based solar cells. The observation of photoconductivity in solid anthracene in the beginning of the 19th century marked the start of this field. The first real investigations of photovoltaic (PV...

  19. Resonance raman and absorption spectra of isomeric retinals in their lowest excited triplet states

    DEFF Research Database (Denmark)

    Wilbrandt, Robert Walter; Jensen, N.-H.; Houee-Levin, C.

    1985-01-01

    implications about the size of the energy barriers separating the various triplet species are discussed. The resonance Raman spectra obtained by using either anthracene (ET = 177.7 kJ mol-1) or naphthalene (ET = 254.8 kJ mol-1) as sensitizers were virtually identical for the corresponding triplet states from...

  20. Exploring coherent transport through π-stacked systems for molecular electronic devices

    DEFF Research Database (Denmark)

    Li, Qian; Solomon, Gemma

    2014-01-01

    transport and thermoelectric response in the π-stacked structures by investigating five representative stacked molecular junctions. We found that a π-stacked system of two substituted anthracenes exhibits good thermopower and a high power factor, suggesting that increased conjugation can enhance...

  1. Evaluation of activity of selected antioxidants on proteins in solution and in emulsions

    DEFF Research Database (Denmark)

    Baron, Caroline; Berner, Lis; Skibsted, L.H.

    2005-01-01

    species anthracene-9,10-dipropionic acid disodium 1,4 endoperoxide (NDPO2). The results show that all the antioxidants tested were inefficient in the system with FeCl3/ascorbate. However, with the other initiating agents, the hydrophilic antioxidant, Trolox, was the most effective in preventing both...

  2. Investigation on the spectral properties of 2D asynchronous fluorescence spectra generated by using variable excitation wavelengths as a perturbation

    Science.gov (United States)

    Wang, Jingdan; He, Anqi; Guo, Ran; Wei, Yongju; Feng, Juan; Xu, Yizhuang; Noda, Isao; Wu, Jinguang

    2016-11-01

    Properties of 2D asynchronous spectra generated from a series of fluorescence emission spectra are investigated. Variable excitation wavelengths are utilized as an external perturbation. Based on the results of mathematical analysis and computer simulation, we find that no cross peak will be produced on the 2D asynchronous spectrum if the fluorescent solute under investigation occurs in a single micro-environment. The observation of cross peaks implies that the fluorescent molecule may occur in different micro-environments in a solution. Based on these results, we use 2D asynchronous spectra to investigate the emission spectra of anthracene dissolved in cyclohexane. When the concentration of anthracene is low, no cross peak is produced in the resultant 2D asynchronous spectrum, confirming that anthracene is dissolved as single molecule in the solution. As the concentration elevated, cross peaks appear in the corresponding 2D asynchronous spectra. A plausible explanation of this phenomenon is that anthracene may undergo aggregation via π-π interaction or π-C-H interaction.

  3. Theoretical Study of the Charge-Transfer State Separation within Marcus Theory

    DEFF Research Database (Denmark)

    Volpi, Riccardo; Nassau, Racine; Nørby, Morten Steen

    2016-01-01

    We study, within Marcus theory, the possibility of the charge-transfer (CT) state splitting at organic interfaces and a subsequent transport of the free charge carriers to the electrodes. As a case study we analyze model anthracene-C60 interfaces. Kinetic Monte Carlo (KMC) simulations on the cold...

  4. Interaction of aromatic compounds with Photobacterium leiognathi luciferase: fluorescence anisotropy study

    NARCIS (Netherlands)

    Kudryasheva, N.S.; Nemtseva, E.V.; Visser, A.J.W.G.; Hoek, van A.

    2003-01-01

    The time-resolved and steady-state fluorescence techniques were employed to elucidate possible interactions of four aromatic compounds (anthracene, POPOP, MSB and 1,4-naphthalendiol) with bacterial luciferase. Fluorescence spectra and fluorescence anisotropy decays of these compounds were studied in

  5. Disruption of a binary organogel by the chemical warfare agent soman (GD) and common organophosphorus simulants

    OpenAIRE

    Hiscock, Jennifer R.; Sambrook, Mark R; Ede, Jayne A.; Wells, Neil J.; Philip A. Gale

    2014-01-01

    The chemical warfare agent (CWA) soman (GD) acts as a molecular stimulus for the disruption of an anthracene-based binary organogel prepared in cyclohexane. The CWA simulants dimethyl methylphosphonate (DMMP) and diethyl chlorophosphate (DCP) were also found to disrupt the binary organogel through changes in solvent polarity and reactions with the gelator.\\ud \\ud

  6. Accumulation and degradation of dead-end metabolites during treatment of soil contaminated with polycyclic aromatic hydrocarbons with five strains of white-rot fungi

    Energy Technology Data Exchange (ETDEWEB)

    Andersson, B.E. [Centre for Chemistry and Chemical Engineering, Dept. of Biotechnology, Lund Univ. (Sweden); Henrysson, T. [Centre for Chemistry and Chemical Engineering, Dept. of Biotechnology, Lund Univ. (Sweden)

    1996-12-31

    The white-rot fungi Trametes versicolor PRL 572, Trametes versicolor MUCL 28407, Pleurotus ostreatus MUCL 29527, Pleurotus sajor-caju MUCL 29757 and Phanerochaete chrysosporium DSM 1556 were investigated for their ability to degrade the polycyclic aromatic hydrocarbons (PAH) anthracene, benz[a]anthracene and dibenz[a, h]anthracene in soil. The fungi were grown on wheat straw and mixed with artificially contaminated soil. The results of this study show that, in a heterogeneous soil environment, the fungi have different abilities to degrade PAH, with Trametes showing little or no accumulation of dead-end metabolites and Phanerochaete and Pleurotus showing almost complete conversion of anthracene to 9,10-anthracenedione. In contrast to earlier studies, Phanerochaete showed the ability to degrade the accumulated 9,10-anthracenedione while Pleurotus did not. This proves that, in a heterogeneous soil system, the PAH degradation pattern for white-rot fungi can be quite different from that in a controlled liquid system. (orig.)

  7. Adipose Stem Cell-Based Therapeutic Targeting of Residual Androgens in African Americans With Bone-Metastatic Prostate Cancer

    Science.gov (United States)

    2014-09-01

    al. (1988) The combined effects of dietary protein and fat intake during the promotion phase of 7,12-dimethylbenz(a)anthracene-induced breast cancer...Belanger B, Belanger A, Labrie F, et al. Comparison of residual C-19 steroids in plasma and prostatic tissue of human, rat and guinea pig after

  8. The Influence of Stromal Transforming Growth Factor-Beta Receptor signaling on Mouse Mammary Neoplasia

    Science.gov (United States)

    2003-08-01

    the stroma affects tumor development transgenic and wild type mice were given pituitary isografts , zinc water and either left untreated or treated...with 7, 12-dimethylbenz (a) anthracene (DMBA). Fifteen tumors developed in the wild type group on a full regiment (pituitary isograft , zinc and DMBA

  9. Multi-color light-emitting transistors composed of organic single crystals

    NARCIS (Netherlands)

    Yomogida, Yohei; Sakai, Hayato; Sawabe, Kosuke; Gocho, Shota; Bisri, Satria Zulkarnaen; Nakanotani, Hajime; Adachi, Chihaya; Hasobe, Taku; Iwasa, Yoshihiro; Takenobu, Taishi

    2013-01-01

    We report a novel concept for multi-color light emission from an ambipolar organic single-crystal transistor using natural optical waveguides, the self-absorption effect, Davydov splitting and the unique alignment of the transition dipole moments. We used 9,10-bis(2,2-diphenylvinyl)-anthracene singl

  10. Synthesis and Property of New Propeller Shaped Emitting Materials for Organic Light-Emitting Devices.

    Science.gov (United States)

    Kang, Seokwoo; Lee, Hayoon; Kim, Beomjin; Park, Youngil; Park, Jongwook

    2016-03-01

    New propeller type emitting compound, namely 3,6-di-anthracen-9-yl-9,10-bis-(4-anthracen-9-yi-phenyl)-phenanthrene[TAnDAP] and 3,6-bis-(10-phenyl-anthracen-9-yl)-9,10-bis-[4-(10-phenyl-anthracen-9-yl)-phenyl]-phenanthrene [TAnPDAP] were synthesized through Suzuki and McMurry reactions. We investigated their physical properties such as optical, electrochemical, and electroluminescent properties. The two compounds were used as an emitting layer in OLED devices: ITO/2-TNATA (60 nm)/NPB (15 nm)/non-doped: TAnDAP or TAnPDAP (35 nm)/Alq3 (20 nm)/LiF (1 nm)/Al (200 nm). The TAnDAP OLED device showed C.I.E. value of (0.28, 0.41) and luminance efficiency of 3.81 cd/A at 10 mA/cm2. The TAnPDAP device showed C.I.E. value of (0.20, 0.27) and high luminance efficiency of 5.40 cd/A at 10 mA/cm2. TAnPDAP was found to show better luminance efficiency and C.I.E. value than TAnDAP because it has a bulky 9-phenylanthracene.

  11. HYDROGENATION OF POLYCYCLIC AROMATIC COMPOUNDS USING NI SUPPORT ON H-BETA ZEOLITE IN SUPERCRITICAL CARBON DIOXIDE

    Science.gov (United States)

    The primary rationale for use of supercritical carbon dioxide as a solvent in hydrogenation is the elimination of mass transfer limitations, through enhancement of the solubility of hydrogen at the reaction locus. Hydrogenation of anthracene was performed using NiHB-zeolite catal...

  12. Characterization of polycyclic aromatic hydrocarbons in fugitive PM10 emissions from an integrated iron and steel plant.

    Science.gov (United States)

    Khaparde, V V; Bhanarkar, A D; Majumdar, Deepanjan; Rao, C V Chalapati

    2016-08-15

    Fugitive emissions of PM10 (particles blast furnace and steel manufacturing unit in an integrated iron and steel plant situated in India. Concentrations of PM10, PM10-bound total PAHs, benzo (a) pyrene, carcinogenic PAHs and combustion PAHs were found to be highest around the sintering unit. Concentrations of 3-ring and 4-ring PAHs were recorded to be highest in the coking unit whereas 5-and 6-ring PAHs were found to be highest in other units. The following indicatory PAHs were identified: indeno (1,2,3-cd) pyrene, dibenzo (a,h) anthracene, benzo (k) fluoranthene in blast furnace unit; indeno (1,2,3-cd) pyrene, dibenzo (a,h) anthracene, chrysene in sintering unit; Anthracene, fluoranthene, chrysene in coking unit and acenaphthene, fluoranthene, fluorene in steel making unit. Total-BaP-TEQ (Total BaP toxic equivalent quotient) and BaP-MEQ (Total BaP mutagenic equivalent quotient) concentration levels ranged from 2.4 to 231.7ng/m(3) and 1.9 to 175.8ng/m(3), respectively. BaP and DbA (dibenzo (a,h) anthracene) contribution to total-BaP-TEQ was found to be the highest.

  13. Physicochemical study on interactions between T-2 and HT-2 toxin derivatives and cyclodextrins

    Science.gov (United States)

    Physicochemical interactions occurring between fluorescent anthracene derivatives of T-2 and HT-2 toxins and different cyclodextrins (CDs) were investigated in aqueous solutions by means of UV-Vis absorption, fluorescence emission, and Dynamic Light Scattering. Binding constant values and physicoche...

  14. Photodriven [2]rotaxane-[2]catenane interconversion.

    Science.gov (United States)

    Tron, Arnaud; Jacquot de Rouville, Henri-Pierre; Ducrot, Aurélien; Tucker, James H R; Baroncini, Massimo; Credi, Alberto; McClenaghan, Nathan D

    2015-02-18

    A [2]rotaxane, whose thread component comprises a central dibenzylammonium group and 9-alkoxyanthracene stoppers and is hosted by a 24-dibenzo-8-crown bead, undergoes an efficient photocatenation step resulting in a [2]rotaxane-to-[2]catenane topology interconversion via a fully reversible [4π+4π] photocyclomerization of terminal anthracene groups.

  15. Effects of Autoclaving and Mercuric Chloride Sterilization on PAHs Dissipation in a Two-Liquid-Phase Soil Slurry

    Institute of Scientific and Technical Information of China (English)

    WANG Cong-Ying; WANG Fang; WANG Tao; YANG Xing-Lun; BIAN Yong-Rong; F.O.KENGARA; LI Zeng-Bo; JIANG Xin

    2011-01-01

    A two-liquid-phase (TLP) soil slurry system was employed to quantify the efficiencies of autoclaving and mercuric chloride sterilization in the dissipation of polycyclic aromatic hydrocarbons (PAHs). The fates of 11 PAHs (naphthalene, fluorene, phenanthrene, anthracene, fluoranthene, pyrene, benzo(a)anthracene, benzo(a)pyrene, benzo(b)fluoranthene, benzo(k)fluoranthene, dibenzo(a, h)anthracene) were recorded over 113 days of incubation. No microorganisms were detected in the HgCl2-sterilized soil slurries during the whole incubation period, indicating very effective sterilization. However, about 2%-36% losses of PAHs were observed in the HgCl2-sterilized slurry. In contrast to the HgCl2-sterilized soil slurry, some microorganisms survived in the autoclaved soil slurries. Moreover,significant biodegradation of 6 PAHs (naphthalene, fluorene, phenanthrene, anthracene, fluoranthene and pyrene) was observed in the autoclaved soil slurries. This indicated that biodegradation results of PAHs in the soil slurries, calculated on basis of the autoclaved control, would be underestimated. It could be concluded that the sterilization efficiency and effectiveness of HgCl2 on soil slurry was much higher than those of autoclaving at 121 ℃ for 45 min.

  16. Gas-phase infrared photodissociation spectroscopy of cationic polyaromatic hydrocarbons

    NARCIS (Netherlands)

    Oomens, J.; van Roij, A. J. A.; Meijer, G.; von Helden, G.

    2000-01-01

    Infrared spectra of gas-phase cationic naphthalene, phenanthrene, anthracene, and pyrene are recorded in the 500-1600 cm(-1) range using multiphoton dissociation in an ion trap. Gas-phase polyaromatic hydrocarbons are photoionized by an excimer laser and stored in a quadrupole ion trap. Subsequent i

  17. Exploring the potential of fungi isolated from PAH-polluted soil as a source of xenobiotics-degrading fungi.

    Science.gov (United States)

    Godoy, Patricia; Reina, Rocío; Calderón, Andrea; Wittich, Regina-Michaela; García-Romera, Inmaculada; Aranda, Elisabet

    2016-10-01

    The aim of this study was to find polycyclic aromatic hydrocarbon (PAH)-degrading fungi adapted to polluted environments for further application in bioremediation processes. In this study, a total of 23 fungal species were isolated from a historically pyrogenic PAH-polluted soil in Spain and taxonomically identified. The dominant groups in these samples were the ones associated with fungi belonging to the Ascomycota phylum and two isolates belonging to the Mucoromycotina subphylum and Basiodiomycota phylum. We tested their ability to convert the three-ring PAH anthracene in a 42-day time course and analysed their ability to secrete extracellular oxidoreductase enzymes. Among the 23 fungal species screened, 12 were able to oxidize anthracene, leading to the formation of 9,10-anthraquinone as the main metabolite, a less toxic one than the parent compound. The complete removal of anthracene was achieved by three fungal species. In the case of Scopulariopsis brevicaulis, extracellular enzyme independent degradation of the initial 100 μM anthracene occurred, whilst in the case of the ligninolytic fungus Fomes (Basidiomycota), the same result was obtained with extracellular enzyme-dependent transformation. The yield of accumulated 9,10-anthraquinone was 80 and 91 %, respectively, and Fomes sp. could slowly deplete it from the growth medium when offered alone. These results are indicative for the effectiveness of these fungi for pollutant removal. Graphical abstract ᅟ.

  18. Preliminary Assessment/Site Investigation, Tooele Army Depot, Utah. Volume 2. South Area. Appendixes

    Science.gov (United States)

    1988-12-01

    system. All parameters ana- lyzed for Tooele and Lake City are listed in Table 2, so some parameters may be listed that were not required on your...ANIL ANILINE ANTRC ANTHRACENE ANTRCN 9-AJTHRACENECARBONITRILE ANTRQU 9, lO-ANTHRACENEDIONE / ATHRAQUINONE AS ARSENIC ASBEST ASBESTOS ASEXT ARSENIC

  19. Chain Dynamics, Relaxation Times, and Conductivities of Bithiophene--Acene Copolymers Measured Using High Frequency Saturation Transfer EPR.

    Science.gov (United States)

    Fraind, Alicia M; Ryzhkov, Lev R; Tovar, John D

    2016-02-11

    We present a study to probe the formation of localized aromatic sextets and their effects on the charge transport properties in polymers with acene cores. Bithiophene-acene copolymers containing benzene, naphthalene, or anthracene as acene cores were synthesized using Yamamoto polymerization. Drop-casted polymer films were chemically doped and analyzed using high frequency saturation transfer EPR (HF ST-EPR), a method which has proven useful in the study of conducting polymers. The spin-spin and spin-lattice relaxation times were determined for these polymers at low temperatures (4 to 20 K) and used to obtain inter- and intrachain spin diffusion rates and conductivities. Similar interchain spin diffusion rates were seen across all polymer systems; however, anthracene containing polymer poly(hexylTTATT) was found to have the largest intrachain spin diffusion rate. The poly(hexylTTATT) intrachain spin diffusion rate may be artificially high if the anthracene ring restricts the diffusion of spin to the hexylated quaterthiophene segment in poly(hexylTTATT) whereas the spins diffuse through the acene cores in the benzene and naphthalene derivatives. Alternatively, as both the spin diffusion rates and conductivities vary unpredictably with temperature, it is possible that the π-electron localization previously seen in the anthracene core could be relieved at lower temperatures.

  20. The Effect of Interaction Between White-rot Fungi and Indigenous Microorganisms on Degradation of Polycyclic Aromatic Hydrocarbons in Soil

    Energy Technology Data Exchange (ETDEWEB)

    Wiesche, C. in der [Institute of Plant Nutrition and Soil Science, Federal Agricultural Research Centre (Germany)], E-mail: carsten.wiesche@fal.de; Martens, R. [Institute of Agroecology, Federal Agricultural Research Centre (Germany); Zadrazil, F. [Institute of Plant Nutrition and Soil Science, Federal Agricultural Research Centre (Germany)

    2003-05-15

    White-rot fungi applied for soil bioremediation have to compete with indigenous soil microorganisms. The effect of competition on both indigenous soil microflora and white-rot fungi was evaluated with regard to degradation of polycyclic aromatic hydrocarbons (PAH) with different persistence in soil. Sterile and non-sterile soil was artificially contaminated with {sup 14}C-labeled PAH consisting of three (anthracene), four (pyrene, benz[a]anthracene) and five fused aromatic rings (benzo[a]pyrene, dibenz[a,h]anthracene). The two fungi tested,Dichomitus squalens and Pleurotus ostreatus, produced similar amounts of ligninolytic enzymes in soil, but PAH mineralization by P. ostreatus was significantly higher. Compared to the indigenous soil microflora, P.ostreatus mineralized 5-ring PAH to a larger extent, while the indigenous microflora was superior in mineralizing 3-ring and 4-ring PAH. In coculture the special capabilities of both soil microflora and P. ostreatus were partly restricted due to antagonistic interactions, but essentially preserved. Thus, soil inoculation with P. ostreatus significantly increased the mineralization of high-molecular-weight PAH, and at the same time reduced the mineralization of anthracene and pyrene. Regarding the mineralization of low-molecular-weight PAH, the stimulation of indigenous soil microorganisms by straw amendment was more efficient than application of white-rot fungi.