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Sample records for benzoyl naphthyl hydrazone

  1. Organotin(IV) complexes with 2-acetylpyridine benzoyl hydrazones: antimicrobial activity

    OpenAIRE

    Despaigne,Angel A. R.; Vieira,Lorena F.; Mendes,Isolda C.; Costa,Fernanda B. da; Speziali,Nivaldo L.; Beraldo, Heloisa

    2010-01-01

    Reaction of n-butyltin trichloride, [Bu nSnCl3], and phenyltin trichloride, [PhSnCl3], with 2-acetylpyridine benzoyl hydrazone (H2AcPh), 2-acetylpyridine para-chloro-benzoyl hydrazone (H2AcpClPh) and 2-acetylpyridine para-nitro-benzoyl hydrazone (H2AcpNO2Ph) gave [Bu nSn(2AcPh)Cl2] (1), [Bu nSn(2AcpClPh)Cl2] (2), [Bu nSn(2AcpNO2Ph)Cl2] (3), [PhSn(2AcPh)Cl2] (4), [PhSn(2AcpClPh)Cl2] (5) and [PhSn(2AcpNO2Ph)Cl2] (6) as products. Among the hydrazones H2AcpClPh proved to be the most active agains...

  2. Organotin(IV) complexes with 2-acetylpyridine benzoyl hydrazones: antimicrobial activity

    Energy Technology Data Exchange (ETDEWEB)

    Despaigne, Angel A.R.; Vieira, Lorena F.; Mendes, Isolda C.; Costa, Fernanda B. da; Beraldo, Heloisa, E-mail: hberaldo@ufmg.b [Universidade Federal de Minas Gerais (UFMG), Belo Horizonte, MG (Brazil). Dept. de Quimica; Speziali, Nivaldo L. [Universidade Federal de Minas Gerais (UFMG), Belo Horizonte, MG (Brazil). Dept. de Fisica

    2010-07-01

    Reaction of n-butyltin trichloride, [Bu{sup n}SnCl{sub 3}], and phenyltin trichloride, [PhSnCl{sub 3}], with 2-acetylpyridine benzoyl hydrazone (H2AcPh), 2-acetylpyridine para-chloro-benzoyl hydrazone (H2AcpClPh) and 2-acetylpyridine para-nitro-benzoyl hydrazone (H2AcpNO{sub 2}Ph) gave [Bu{sup n}Sn(2AcPh)Cl{sub 2}] (1), [Bu{sup n}Sn(2AcpClPh)Cl{sub 2}] (2), [Bu{sup n}Sn(2AcpNO{sub 2}Ph)Cl{sub 2}] (3), [PhSn(2AcPh)Cl{sub 2}] (4), [PhSn(2AcpClPh)Cl{sub 2}] (5) and [PhSn(2AcpNO{sub 2}Ph)Cl{sub 2}] (6) as products. Among the hydrazones H2AcpClPh proved to be the most active against Staphylococcus aureus and Candida albicans. Upon coordination the antibacterial activity of both tin and the hydrazones significantly increases. Complexes 2 and 5 revealed to be the most active as antimicrobial agents. (author)

  3. Synthesis and relaxivity of polycarboxylic hydrazone rare earth complexes--Relaxivity of a -oxo-pentanedioic acid benzoyl hydrazone Gd-complexes

    Institute of Scientific and Technical Information of China (English)

    2000-01-01

    Synthesis of ligand, a -oxo-pentanedioic acid benzoyl hydrazone (H2LPB), and its six rare earth (La, Pr, Nd, Sm, Gd and Er) complexes are reported. The composition and the properties of the complexes were characterized by element analysis, thermal analysis, UV, IR and 1H NMR spectra. Besides, relaxivity (R1) of Gd-complex has been determined by INVREC.Au program, using inversion recovery pulse sequences, R1=8.05 mmol.L-1.s-1. The acute toxicity of Gd-complex in animal has also been tested, and the median lethal dose (LD50) is equal to (468.2±30) mg/kg.

  4. Synthesis, characterization and applications of polymer-metal chelates derived from poly[((4-acryloxy acetophenone)-divinylbenzene)] benzoyl hydrazone resins

    Indian Academy of Sciences (India)

    Thammisetty Ravi Sankar; K Kesavulu; Peddakotla Venkata Ramana

    2014-05-01

    4-Acryloxy acetophenone was prepared and subjected to suspension polymerization with divinylbenzene as a cross-linking agent. The resulting network polymer was ligated with benzoyl hydrazone. The functional polymer was treated with metal ions [Cu(II), Fe(II)]. The polymer-metal complexes obtained were characterized by elemental analysis, IR, 1H-NMR, solid state 13C cross-polarization magic-angle spinning (CP/MAS) NMR, electron paramagnetic resonance (EPR), thermogravimetric and scanning electron microscopy (SEM) studies. The maximum uptake efficiency for the metal ions was determined. The reusability of the polymer ligand was tested and it was shown that even after four cycles, the efficiency of the uptake was not altered.

  5. 糠醛苯甲酰腙的合成及生物活性研究%Synthesis and Bioactivities of Furfural Benzoyl Hydrazone

    Institute of Scientific and Technical Information of China (English)

    李水清; 赵春

    2011-01-01

    Furfural benzoyl hydrazone was synthesized using furfural, methyl benzoate and hydrazine hydrate as and its chemical structure was confirmed by elemental analysis and infrared spectrum. The bioactivities of furfural benzoyl hydrazone a-gainst Pieris rapae larvae was also tested in lab. The results showed that furfural benzoyl hydrazone had strong contact toxici-ty, stomach toxicity and weak antifeeding activity.%以糠醛、苯甲酸甲酯、水合肼为原料,合成了糠醛苯甲酰腙.经元素分析、红外光谱对目标化合物进行了结构表征.研究了糠醛苯甲酰腙对菜粉蝶(Pieris rapae L.)的生物活性,结果表明,糠醛苯甲酰腙对菜粉蝶具有较强的触杀活性和胃毒活性,而拒食作用较弱.

  6. Protonation constant of salicylidene (N-benzoyl)glycyl hydrazone and its coordination behaviour towards some bivalent metal ions

    Indian Academy of Sciences (India)

    R K Lonibala; T R Rao; R K Babita Devia

    2006-07-01

    Protonation constant of an unsymmetrical Schiff base, salicylidene(N-benzoyl)glycyl hydrazone (SalBzGH), and formation constants of its complexes have been determined potentiometrically at different temperatures in aqueous dioxane medium. Complexes of SalBzGH with VO(IV), Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Hg(II) have been prepared. Elemental analyses, pH-metric, molar conductance, magnetic susceptibility, electronic, IR, ESR, XRD (powder) and NMR studies have been carried out to study the coordination behaviour of SalBzGH toward these metal ions. pH-metric and 1H NMR studies show the presence of two dissociable protons in the ligand. IR and NMR spectra suggest the tridentate nature of the ligand, coordinating as a uninegative species in the Mn(II) complex and as a dinegative species in all the other complexes. Presence of two different conformers of the ligand at room temperature and stabilization of a single conformer upon complex formation have been established from 1H NMR spectra of the metal-free ligand, Zn(II) and Hg(II) complexes recorded at 296 K. Electronic and ESR spectra indicate highly distorted tetragonal geometry for VO(IV) and Cu(II) complexes. XRD powder patterns of the Zn(II) complexes are indexed for an orthorhombic crystal system.

  7. A Simple Spectrophotometric Method for the Determination of Copper in Some Real, Environmental, Biological, Food and Soil Samples Using Salicylaldehyde Benzoyl Hydrazone

    Directory of Open Access Journals (Sweden)

    M. Jamaluddin Ahmed

    2012-06-01

    Full Text Available A very simple, ultra-sensitive, highly selective and non-extractive spectrophotometric method for the determination of trace amounts copper(II has been developed. Salicylaldehy debenzoyl hydrazone (SAL-BH has been proposed as a new analytical reagent for the direct non-extractive spectrophotometric determination of copper(II. SAL-BH reacts with copper in a slightly acidic (0.0001-0.005 M H2SO4 in 40% 1,4-dioxane media with copper(II to give a highly absorbent greenish yellow chelate with a molar ratio 1:1(CuII: SAL-BH The reaction is instantaneous and the maximum absorption was obtained at 404 nm and remains stable for 72 h. The average molar absorptivity and Sandell’s sensitivity were found to be 1.4×105 L mol-1 cm-1 and 5.0 ng cm-2 of copper(II, respectively. Linear calibration graphs were obtained for 0.01 – 18 mg L-1 of CuII. The detection limit and quantification limit of the reaction system were found to be 1 ng mL-1 and 10 µg L-1, respectively. A large excess of over 50 cations, anions and complexing agents (e.g., tartrate, oxalate, citrate, phosphate, thiocyanate etc. do not interfere in the determination. The method is highly selective for copper and was successfully used for the determination of copper in several standard reference materials (steels and alloys as well as in some environmental waters (portable and polluted, biological (human blood and urine, food and soil samples and solutions containing both copper(I and copper(II as well as some complex synthetic mixtures. The results of the proposed method for biological and food samples were comparable with AAS and were found to be in good agreement. The method has high precision and accuracy (s = ± 0.01 for 0.5 mg L-1.

  8. 查耳酮-2-羟基苯甲酰腙的超声波合成与热稳定性%Ultrasonic synthesis and thermal stability of chalcone-2-hydroxy benzoyl hydrazone

    Institute of Scientific and Technical Information of China (English)

    王燕燕; 郑长征; 王亮

    2015-01-01

    A compound of chalcone‐2‐hydroxybenzoyl hydrazone was ultrasonic synthesized through the condensation of chalcone and 2‐hydroxybenzoyl hydrazine ,and the effects of the reaction time ,the amount of solvent ,the temperature and the material ratio on the yield were discussed .Results show that under the condition of ultrasonic , the reaction time of 4. 5h , 10mL of the volume of solvent ,temperature of 75℃ and material ratio of 1∶1.2 is more ap‐propriate .The compound was characterized by elemental analysis ,infrared spectroscopy and 1 H NMR .The thermogravimetric analysis shows that the compound is stable below 190.98℃ .%以查耳酮和2‐羟基苯甲酰肼为原料,采用超声波合成查耳酮‐2‐羟基苯甲酰腙,研究反应时间、溶剂量、温度和摩尔比对收率的影响.结果表明,在超声波条件下,反应时间4.5h ,溶剂量10mL ,温度75℃和摩尔比1∶1.2较为适宜.通过元素分析、红外光谱和核磁共振氢谱对其结构进行了表征.热重分析表明标题化合物处于190.98℃以下时较为稳定.

  9. Hydrolyses of alpha-naphthyl acetate, beta-naphthyl acetate, and acetyl-DL-phenylalanine beta-naphthyl ester

    DEFF Research Database (Denmark)

    Kirkeby, S; Moe, D

    1983-01-01

    Using simultaneous coupling azo dye techniques kidney enzymes active against alpha-naphthyl acetate, beta-naphthyl acetate, and acetyl-DL-phenylalanine beta-naphthyl ester are characterized. The enzymes show identical distribution in the section. The banding patterns in zymograms are the same after...

  10. Erythromycin and Benzoyl Peroxide Topical

    Science.gov (United States)

    The combination of erythromycin and benzoyl peroxide is used to treat acne. Erythromycin and benzoyl peroxide are in a class of medications called topical antibiotics. The combination of erythromycin ...

  11. Clindamycin and Benzoyl Peroxide Topical

    Science.gov (United States)

    The combination of clindamycin and benzoyl peroxide is used to treat acne. Clindamycin and benzoyl peroxide are in a class of medications called topical antibiotics. The combination of clindamycin ...

  12. Biological Activities of Hydrazone Derivatives

    Directory of Open Access Journals (Sweden)

    S. Güniz Küçükgüzel

    2007-08-01

    Full Text Available There has been considerable interest in the development of novel compounds with anticonvulsant, antidepressant, analgesic, antiinflammatory, antiplatelet, antimalarial, antimicrobial, antimycobacterial, antitumoral, vasodilator, antiviral and antischistosomiasis activities. Hydrazones possessing an azometine -NHN=CH- proton constitute an important class of compounds for new drug development. Therefore, many researchers have synthesized these compounds as target structures and evaluated their biological activities. These observations have been guiding for the development of new hydrazones that possess varied biological activities.

  13. A review exploring biological activities of hydrazones

    Directory of Open Access Journals (Sweden)

    Garima Verma

    2014-01-01

    Full Text Available The development of novel compounds, hydrazones has shown that they possess a wide variety of biological activities viz. antimicrobial, anticonvulsant, antidepressant, anti-inflammatory, analgesic, antiplatelet, antimalarial, anticancer, antifungal, antitubercular, antiviral, cardio protective etc., Hydrazones/azomethines/imines possess-NHN = CH- and constitute an important class of compounds for new drug development. A number of researchers have synthesized and evaluated the biological activities of hydrazones. This review aims at highlighting the diverse biological activities of hydrazones.

  14. Compound list: naphthyl isothiocyanate [Open TG-GATEs

    Lifescience Database Archive (English)

    Full Text Available naphthyl isothiocyanate ANIT 00009 ftp://ftp.biosciencedbc.jp/archive/open-tggates/...LATEST/Human/in_vitro/naphthyl_isothiocyanate.Human.in_vitro.Liver.zip ftp://ftp.biosciencedbc.jp/archive/op...en-tggates/LATEST/Rat/in_vitro/naphthyl_isothiocyanate.Rat.in_vitro.Liver.zip ftp://ftp.biosciencedbc.jp/arc...hive/open-tggates/LATEST/Rat/in_vivo/Liver/Single/naphthyl_isothiocyanate.Rat.in_...vivo.Liver.Single.zip ftp://ftp.biosciencedbc.jp/archive/open-tggates/LATEST/Rat/in_vivo/Liver/Repeat/naphthyl_isothiocyanate.Rat.in_vivo.Liver.Repeat.zip ...

  15. Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives

    Directory of Open Access Journals (Sweden)

    Sandhya Bawa

    2009-01-01

    Full Text Available Purpose : A series of 2-chloro-6-methylquinoline hydrazones (3a-o were synthesized by the condensation of substituted acyl hydrazines, semicarbazide, thiosemicarbazide, and INH with 2-chloro-3-formyl-6-methylquinoline in absolute alcohol and were tested for antimicrobial activity. Materials and Methods : The structures of compounds were established using modern analytical technique FT-IR, 1 H and 13 C-NMR, mass spectral data and elemental analysis. All the compounds were evaluated for their antibacterial activity against Escherichia coli (NCTC 10418, Staphylococcus aureus (NCTC 65710, and Pseudomonas aeruginosa (NCTC 10662. The compounds were also tested for antifungal activity aganist Aspergillus niger (MTCC 281, Aspergillus flavus (MTCC 277, Monascus purpureus (MTCC 369 and Penicillium citrinum (NCIM 768 by the cup-plate method. Results : It was observed that maximum antibacterial activity was shown by compounds having the 4-fluoro, 4-chloro, 4-nitro, and 2, 4-dicloro group in the benzoyl ring. Compounds were weakly active against fungal strains. Conclusion : Quinolinyl hydrazone of INH 3o was found to be most active toward the bacterial strains compared to their corresponding benzoyl derivatives.

  16. N-(1'-naphthyl)-3,4,5-trimethoxybenzohydrazide as microtubule destabilizer: Synthesis, cytotoxicity, inhibition of cell migration and in vivo activity against acute lymphoblastic leukemia.

    Science.gov (United States)

    Salum, Lívia B; Mascarello, Alessandra; Canevarolo, Rafael R; Altei, Wanessa F; Laranjeira, Angelo B A; Neuenfeldt, Patrícia D; Stumpf, Taisa R; Chiaradia-Delatorre, Louise D; Vollmer, Laura L; Daghestani, Hikmat N; de Souza Melo, Carolina P; Silveira, André B; Leal, Paulo C; Frederico, Marisa J S; do Nascimento, Leandro F; Santos, Adair R S; Andricopulo, Adriano D; Day, Billy W; Yunes, Rosendo A; Vogt, Andreas; Yunes, José A; Nunes, Ricardo J

    2015-01-01

    Tubulin-interacting agents, like vinca alkaloid and taxanes, play a fundamental role in cancer chemotherapy, making cellular microtubules (MT), one of the few validated anticancer targets. Cancer resistance to classical MT inhibitors has motivated the development of novel molecules with increased efficacy and lower toxicity. Aiming at designing structurally-simple inhibitors of MT assembly, we synthesized a series of thirty-one 3,4,5-trimethoxy-hydrazones and twenty-five derivatives or analogs. Docking simulations suggested that a representative N-acylhydrazone could adopt an appropriate stereochemistry inside the colchicine-binding domain of tubulin. Several of these compounds showed anti-leukemia effects in the nanomolar concentration range. Interference with MT polymerization was validated by the compounds' ability to inhibit MT assembly at the biochemical and cellular level. Selective toxicity investigations done with the most potent compound, a 3,4,5-trimethoxy-hydrazone with a 1-naphthyl group, showed remarkably selective toxicity against leukemia cells in comparison with stimulated normal lymphocytes, and no acute toxicity in vivo. Finally, this molecule was as active as vincristine in a murine model of human acute lymphoblastic leukemia at a weekly dose of 1 mg/kg.

  17. Isomerization mechanism in hydrazone-based rotary switches: lateral shift, rotation, or tautomerization?

    Science.gov (United States)

    Landge, Shainaz M; Tkatchouk, Ekatarina; Benítez, Diego; Lanfranchi, Don Antoine; Elhabiri, Mourad; Goddard, William A; Aprahamian, Ivan

    2011-06-29

    Two intramolecularly hydrogen-bonded arylhydrazone (aryl = phenyl or naphthyl) molecular switches have been synthesized, and their full and reversible switching between the E and Z configurations have been demonstrated. These chemically controlled configurational rotary switches exist primarily as the E isomer at equilibrium and can be switched to the protonated Z configuration (Z-H(+)) by the addition of trifluoroacetic acid. The protonation of the pyridine moiety in the switch induces a rotation around the hydrazone C=N double bond, leading to isomerization. Treating Z-H(+) with base (K(2)CO(3)) yields a mixture of E and "metastable" Z isomers. The latter thermally equilibrates to reinstate the initial isomer ratio. The rate of the Z → E isomerization process showed small changes as a function of solvent polarity, indicating that the isomerization might be going through the inversion mechanism (nonpolar transition state). However, the plot of the logarithm of the rate constant k vs the Dimroth parameter (E(T)) gave a linear fit, demonstrating the involvement of a polar transition state (rotation mechanism). These two seemingly contradicting kinetic data were not enough to determine whether the isomerization mechanism goes through the rotation or inversion pathways. The highly negative entropy values obtained for both the forward (E → Z-H(+)) and backward (Z → E) processes strongly suggest that the isomerization involves a polarized transition state that is highly organized (possibly involving a high degree of solvent organization), and hence it proceeds via a rotation mechanism as opposed to inversion. Computations of the Z ↔ E isomerization using density functional theory (DFT) at the M06/cc-pVTZ level and natural bond orbital (NBO) wave function analyses have shown that the favorable isomerization mechanism in these hydrogen-bonded systems is hydrazone-azo tautomerization followed by rotation around a C-N single bond, as opposed to the more common

  18. Halogenated naphthyl methoxy piperidines for mapping serotonin transporter sites

    Science.gov (United States)

    Goodman, M.M.; Faraj, B.

    1999-07-06

    Halogenated naphthyl methoxy piperidines having a strong affinity for the serotonin transporter are disclosed. Those compounds can be labeled with positron-emitting and/or gamma emitting halogen isotopes by a late step synthesis that maximizes the useable lifeterm of the label. The labeled compounds are useful for localizing serotonin transporter sites by positron emission tomography and/or single photon emission computed tomography.

  19. Transition metal complexes with Girard reagents and their hydrazones

    Directory of Open Access Journals (Sweden)

    Vojinović-Ješić Ljiljana S.

    2012-01-01

    Full Text Available This is the first review dealing with the coordination chemistry of metal complexes with Girard's reagents and their hydrazones. The short introduction points out to chemical properties and significance of these organic compounds. The next section briefly describes synthetic methods for preparing complexes with Girard's reagents, as well as modes of coordination of these ligands. The last two extensive sections review the preparation, stereochemistry and structural characteristics of metal complexes with Girard's hydrazones, including some newer non-hydrazonic derivatives of Girard's reagents, also.[Acknowledgments. Projekat Ministarstva nauke Republike Srbije, br. 172014

  20. A Three-Step Synthesis of Benzoyl Peroxide

    Science.gov (United States)

    Her, Brenda; Jones, Alexandra; Wollack, James W.

    2014-01-01

    Benzoyl peroxide is used as a bleaching agent for flour and whey processing, a polymerization initiator in the synthesis of plastics, and the active component of acne medication. Because of its simplicity and wide application, benzoyl peroxide is a target molecule of interest. It can be affordably synthesized in three steps from bromobenzene using…

  1. A Practical Synthesis of (S)-(+)-2-(6(-methoxyl-2-naphthyl) propionic Acid

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    A simplified procedure for enantioselective synthesis of (S)-(+)-2-(6(-methoxyl-2- naphthyl) propionic acid ((S)-(+)-naproxen), starting from (6-methoxy-(-naphthyl) -1-propanone, with D-mannitol as auxiliary catalyzed by SmCl3 in one-pot is described. The yield is 87.5 %(ee value 99 %).

  2. SYNTHESIS AND CHARACTERIZATION OF N-(1-NAPHTHYL) SUCCINIMIDE

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    In this paper a modified two-step procedure for synthesis of N-(1-naphthyl) succinimide (NaS) was developed, and the molecular structure of NaS was properly characterized by XRD, FT-IR, 1H NMR, DSC, etc. The results show that the melting point of our product is 159℃~160.5 ℃, and the characteristic infrared absorption band of carbonyl group splits into two peaks (1705cm-1/1779cm-1), which are found to be quite different from the documented data (mp 147℃~149℃;IR C=O,~1700cm-1). Besides, photophysical spectroscopy was found to be powerful to study the molecular structure and crystal morphology of NaS compound.

  3. SYNTHESIS AND CHARACTERIZATION OF N-(1-NAPHTHYL) SUCCINIMIDE

    Institute of Scientific and Technical Information of China (English)

    LI Hexian; YANG Hailong; LIU Kun; WANG Ying; YUAN Jialong; WANG Guochang

    2007-01-01

    In this paper a modified two-step procedure for synthesis of N-(1-naphthyl) succinimide (NaS) was developed, and the molecular structure of NaS was properly characterized by XRD, FT-IR,1H NMR, DSC, etc. The results show that the melting point of our product is 159 ℃~160.5 ℃, and the characteristic infrared absorption band of carbonyl group splits into two peaks (1705cm-1/1779cm-1),which are found to be quite different from the documented data (mp 147 ℃~149 ℃; IR C=O,~1700cm-1 ). Besides, photophysical spectroscopy was found to be powerful to study the molecular structure and crystal morphology of NaS compound.

  4. Tetrafluoroethylene telomerization initiated by benzoyl peroxide

    Science.gov (United States)

    Bolshakov, A. I.; Kuzina, S. I.; Kiryukhin, D. P.

    2017-03-01

    The radical telomerization of tetrafluoroethylene initiated by benzoyl peroxide (BP) photolysis at λ ≥ 365 nm is studied in acetone, dichloromethane, carbon tetrachloride, and Freon 114B2 at 25°C. The products of synthesis are a mixture of telomers of different molar masses, segregated into soluble and insoluble fractions. To characterize the radicals initiating telomerization, crystalline BP and its solution in ethanol are subjected to low-temperature (77 K) photolysis, with the liquid system serving as a model for BP behavior in solutions of telogens. It is established that radicals are not only initiators but also participate in chain termination reactions, lowering the telomers' molar mass and thus raising the proportion of the soluble fraction. Telomerization initiated by an initiator compound versus initiation by gamma radiation are compared and discussed.

  5. Spectral correlation, antimicrobial and insect antifeedant activities of some 1-naphthyl keto-oxiranes

    Directory of Open Access Journals (Sweden)

    G. Thirunarayanan

    2014-12-01

    Full Text Available Thirteen optically active (αS,βR 1-naphthyl keto-oxiranes (1-naphthyl-4-yl[3-(substituted phenyloxiran-2-yl]methanones have been synthesised by phase transfer catalysed epoxidation of 1-naphthyl chalcones. The yields of oxiranes are more than 95%. The synthesized oxiranes have been characterized by IR, 1H, 13C and MS spectra. The spectral data are correlated with Hammett substituent constants and Swain–Lupton parameters. From the regression analysis the effect of substituent on the group frequencies has been predicted. The antimicrobial and insect antifeedant activities of all synthesised oxiranes have been evaluated.

  6. Design, Conformation, and Crystallography of 2-Naphthyl Phenyl Ethers as Potent Anti-HIV Agents

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Won-Gil; Chan, Albert H.; Spasov, Krasimir A.; Anderson, Karen S.; Jorgensen, William L.

    2016-12-08

    Catechol diethers that incorporate a 7-cyano-2-naphthyl substituent are reported as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Many of the compounds have 1–10 nM potencies toward wild-type HIV-1. An interesting conformational effect allows two unique conformers for the naphthyl group in complexes with HIV-RT. X-ray crystal structures for 4a and 4f illustrate the alternatives.

  7. Synthesis of 5-(2-methoxy-1-naphthyl- and 5-[2-(methoxymethyl-1-naphthyl]-11H-benzo[b]fluorene as 2,2'-disubstituted 1,1'-binaphthyls via benzannulated enyne–allenes

    Directory of Open Access Journals (Sweden)

    Kung K. Wang

    2011-04-01

    Full Text Available 5-(2-Methoxy-1-naphthyl- and 5-[2-(methoxymethyl-1-naphthyl]-11H-benzo[b]fluorene were synthesized by treatment of the corresponding benzannulated enediynes with potassium tert-butoxide in refluxing toluene to give benzannulated enyne–allenes for the subsequent Schmittel cascade cyclization reactions. The structures of these two 5-(1-naphthyl-11H-benzo[b]fluorenes could be regarded as 2,2'-disubstituted 1,1'-binaphthyls with the newly constructed benzofluorenyl group serving as a naphthyl moiety.

  8. Rh-Catalyzed Chemo- and Enantioselective Hydrogenation of Allylic Hydrazones.

    Science.gov (United States)

    Hu, Qiupeng; Hu, Yanhua; Liu, Yang; Zhang, Zhenfeng; Liu, Yangang; Zhang, Wanbin

    2017-01-23

    A highly efficient P-stereogenic diphosphine-rhodium complex was applied to the chemo- and enantioselective hydrogenation of allylic hydrazones for the synthesis of chiral allylic hydrazines in 89-96 % yields and with 82-99 % ee values. This methodology was successfully applied to the preparation of versatile chiral allylic amine derivatives.

  9. Drug release from hydrazone-containing peptide amphiphiles

    Energy Technology Data Exchange (ETDEWEB)

    Matson, John B.; Stupp, Samuel I. (NWU)

    2012-03-15

    Hydrolytically-labile hydrazones in peptide amphiphiles were studied as degradable tethers for release of the drug nabumetone from nanofiber gels. On-resin addition of the novel compound tri-Boc-hydrazido adipic acid to a lysine E-amine allowed for precise placement of a hydrazide in a peptide sequence.

  10. Antimalarial Activity of Small-Molecule Benzothiazole Hydrazones

    Science.gov (United States)

    Sarkar, Souvik; Siddiqui, Asim A.; Saha, Shubhra J.; De, Rudranil; Mazumder, Somnath; Banerjee, Chinmoy; Iqbal, Mohd S.; Nag, Shiladitya; Adhikari, Susanta

    2016-01-01

    We synthesized a new series of conjugated hydrazones that were found to be active against malaria parasite in vitro, as well as in vivo in a murine model. These hydrazones concentration-dependently chelated free iron and offered antimalarial activity. Upon screening of the synthesized hydrazones, compound 5f was found to be the most active iron chelator, as well as antiplasmodial. Compound 5f also interacted with free heme (KD [equilibrium dissociation constant] = 1.17 ± 0.8 μM), an iron-containing tetrapyrrole released after hemoglobin digestion by the parasite, and inhibited heme polymerization by parasite lysate. Structure-activity relationship studies indicated that a nitrogen- and sulfur-substituted five-membered aromatic ring present within the benzothiazole hydrazones might be responsible for their antimalarial activity. The dose-dependent antimalarial and heme polymerization inhibitory activities of the lead compound 5f were further validated by following [3H]hypoxanthine incorporation and hemozoin formation in parasite, respectively. It is worth mentioning that compound 5f exhibited antiplasmodial activity in vitro against a chloroquine/pyrimethamine-resistant strain of Plasmodium falciparum (K1). We also evaluated in vivo antimalarial activity of compound 5f in a murine model where a lethal multiple-drug-resistant strain of Plasmodium yoelii was used to infect Swiss albino mice. Compound 5f significantly suppressed the growth of parasite, and the infected mice experienced longer life spans upon treatment with this compound. During in vitro and in vivo toxicity assays, compound 5f showed minimal alteration in biochemical and hematological parameters compared to control. In conclusion, we identified a new class of hydrazone with therapeutic potential against malaria. PMID:27139466

  11. Solvolyses of Benzoyl Chlorides in Weakly Nucleophilic Media

    Directory of Open Access Journals (Sweden)

    Haldon Carl Harris

    2011-07-01

    Full Text Available Rate constants and activations parameters are reported for solvolyses of p-Z-substituted benzoyl chlorides (1, Z = OMe, Me, H, and Cl in 97% w/w hexafluoroisopropanol-water (97H. Additional kinetic data are reported for solvolyses in acetic and formic acids. Plots of log k vs. σp in 97H are consistent with previous research showing that a cationic reaction channel is dominant, even for solvolyses of 1, Z = NO2. A benzoyl cation intermediate was trapped by Friedel-Crafts reaction with 1,3,5-trimethoxybenzene in hexafluoroisopropanol. The results are explained by an SN2-SN1 spectrum of mechanisms with variations in nucleophilic solvent assistance. Ab initio calculations of heterolytic bond dissociation energies of various chloro- and fluoro-substituted and other benzoyl chlorides are correlated with log k for solvolyses.

  12. Naphthyl-Containing Organophosphonate Derivatives of Keggin-Type Polyoxotungstates

    Directory of Open Access Journals (Sweden)

    Nerea Andino

    2016-05-01

    Full Text Available New organophosphonate derivatives of monovacant Keggin-type polyoxotungstates that contain naphthyl groups have been synthesized and characterized in both solid state and solution. Single-crystal structural analysis shows that two phosphonate groups occupy the vacant position of the lacunary cluster unit in the isostructural compounds [N(C4H94]3[H(POC11H92(α-HBW11O39] (TBA-1 and [N(C4H94]3[H(POC11H92(α-SiW11O39] (TBA-2. Liquid-solution UV–Vis transmittance and solid-state diffuse reflectance spectroscopy studies reveal the presence of a new absorption band in the visible region, the charge transfer character of which has been further confirmed by time-dependent density functional theory (TD-DFT calculations. The latter evidence that the charge transfer process is dominated by transitions from the highest occupied molecular orbital (HOMO, localized in the aromatic ring of the organic group, to the lowest unoccupied molecular orbital (LUMO, localized in the Keggin anion. Photoluminescence studies show that the fluorescent properties of the 1-naphthylmethylphosphonate group are quenched upon its incorporation into the inorganic oxo-tungstate skeleton. The solution stability of the hybrid clusters has been evaluated by a combination of 1H-, 13C- and 31P-Nuclear Magnetic Resonance spectroscopy and Electrospray Ionization-Mass Spectrometry. The hybrid polyanion [H(POC11H92(α-HBW11O39]3− (1 herein constitutes the first structurally characterized organo-p-block containing borotungstate, and hence it confirms that this strategy for the organic functionalization of polyoxometalate clusters can be applied to new platforms belonging to the family of group-13 heteropolyoxotungstates.

  13. Microwave-assisted facile and rapid Friedel-Crafts benzoylation of arenes catalysed by bismuth trifluoromethanesulfonate

    DEFF Research Database (Denmark)

    Tran, Phoung Hoang; Hansen, Poul Erik; Pham, Thuy Than;

    2014-01-01

    The catalytic activity of metal triflates was investigated in Friedel–Crafts benzoylation under microwave irradiation. Friedel–Crafts benzoylation with benzoyl chloride of a variety of arenes containing electron-rich and electron-poor rings using bismuth triflate under microwave irradiation is de...

  14. Methyllithium-Doped Naphthyl-Containing Conjugated Microporous Polymer with Enhanced Hydrogen Storage Performance.

    Science.gov (United States)

    Xu, Dan; Sun, Lei; Li, Gang; Shang, Jin; Yang, Rui-Xia; Deng, Wei-Qiao

    2016-06-01

    Hydrogen storage is a primary challenge for using hydrogen as a fuel. With ideal hydrogen storage kinetics, the weak binding strength of hydrogen to sorbents is the key barrier to obtain decent hydrogen storage performance. Here, we reported the rational synthesis of a methyllithium-doped naphthyl-containing conjugated microporous polymer with exceptional binding strength of hydrogen to the polymer guided by theoretical simulations. Meanwhile, the experimental results showed that isosteric heat can reach up to 8.4 kJ mol(-1) and the methyllithium-doped naphthyl-containing conjugated microporous polymer exhibited an enhanced hydrogen storage performance with 150 % enhancement compared with its counterpart naphthyl-containing conjugated microporous polymer. These results indicate that this strategy provides a direction for design and synthesis of new materials that meet the US Department of Energy (DOE) hydrogen storage target.

  15. Allergic Contact Dermatitis to Benzoyl Peroxide Resembling Impetigo.

    Science.gov (United States)

    Kim, Changhyun; Craiglow, Brittany G; Watsky, Kalman L; Antaya, Richard J

    2015-01-01

    A 17-year-old boy presented with recurring severe dermatitis of the face of 5-months duration that resembled impetigo. He had been treated with several courses of antibiotics without improvement. Biopsy showed changes consistent with allergic contact dermatitis and patch testing later revealed sensitization to benzoyl peroxide, which the patient had been using for the treatment of acne vulgaris.

  16. Menthone aryl acid hydrazones: a new class of anticonvulsants.

    Science.gov (United States)

    Jain, Jainendra; Kumar, Y; Sinha, Reema; Kumar, Rajeev; Stables, James

    2011-01-01

    A series of ten compounds (Compounds J(1)-J(10)) of (±) 3-menthone aryl acid hydrazone was synthesized and characterized by thin layer chromatography and spectral analysis. Synthesized compounds were evaluated for anticonvulsant activity after intraperitoneal (i.p) administration to mice by maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) induced seizure method and minimal clonic seizure test. Minimal motor impairment was also determined for these compounds. Results obtained showed that four compounds out of ten afforded significant protection in the minimal clonic seizure screen at 6 Hz. Compound J(6), 4-Chloro-N-(2-isopropyl-5-methylcyclohexylidene) benzohydrazide was found to be the most active compound with MES ED(50) of 16.1 mg/kg and protective index (pI) of greater than 20, indicating that (±) 3-menthone aryl acid hydrazone possesses better and safer anticonvulsant properties than other reported menthone derivatives viz. menthone Schiff bases, menthone semicarbazides and thiosemicarbazides.

  17. Infrared Spectroscopic Characterization of Calcium and Barium Hydrazone Complexes

    Directory of Open Access Journals (Sweden)

    *A. Adeniyi

    2013-06-01

    Full Text Available Hydrazones have attracted considerable interest on account of their biological activities. Introduction of calcium and barium metal ions into m- and p-nitrobenzoic hydrazones is expected to modify these biological properties for enhanced activity and versatility. The ligands were synthesized from the parent acids. The complexes have been characterized using C, H and N microanalyses and IR spectrometry. The IR spectral data of the ligands and complexes revealed bonding via the C=O and C=N groups. The suggested metal to ligand stoichiometries are: [M (m-NBHx]Cl2.yH2O, x, y = 1 and 4 for M = Ca; x, y = 2 and 3 for M = Ba respectively. [M(p-NBHx]Cl2.yH2O, x, y = 1 and 12 for M = Ca; x, y = 1 and 3 for M = Ba respectively. The structural deductions are tentative pending future X-ray structural studies.

  18. Synthesis, characterization and evaluation of antituberculosis activity of some hydrazones.

    Science.gov (United States)

    Koçyiğit, Kaymakçioğlu B; Rollas, S

    2002-07-01

    Several new hydrazone derivatives were prepared by the reaction of some active hydrogen compounds with the diazonium salts of 4-amino-3,5-di/1,3,5-trimethylpyrazoles at 0-5 degrees C. Structures of the new substances were confirmed using UV, IR, 1H NMR, 13C NMR and EI-mass spectral data. In vitro antituberculosis activity of these compounds were tested on Mycobacterium tuberculosis H37Rv at 6.25 microg/ml. Both hydrazone products, ethyl 2-[(3,5-dimethylpyrazole-4-yl)hydrazono]-3-oxobutyrate (3d) and methyl 2-[(3,5-dimethylpyrazole-4-yl)hydrazono]4-methoxy-3-oxobutyrate (3e) showed 29 and 28% inhibition against M. tuberculosis, respectively.

  19. Synthesis of N-benzoyl-N'-aryl selenoureas under PTC

    Institute of Scientific and Technical Information of China (English)

    WANG Hai; LIN Qi; ZHANG You-ming; WEI Tai-bao

    2004-01-01

    Recently many syntheses of selenium-containing compounds have been reported and studied, in which compounds selenoureas are used as the precursors for the syntheses of selenium-nitrogen heterocyclic compounds and their activities have received increasing attentions.Herein, we report the facile preparation of N-benzoyl-N'-aryl selenourea derivatives using potassium selenocyanate.In this typical procedure, Benzoyl chloride 1 was treated with potassium selenocyanate in CH2C12 under the condition of solid-liquid phase transfer catalysis using polyethylene glycal-400 as the catalyst to give the corresponding benzoyl isoselenocyanate 2. This compound did not need to be isolated and reacted with aromatic amine affording the N-benzoyl-N'-aryl selenourea derivatives 3.The reaction is described as:All the experiments were carried out under the condition of solid-liquid phase transfer catalysis using polyethylene glycal-400 as the catalyst and room temperature. And the structure was determined by IR, 1H NMR and 13C NMR. Selected data for N-benzoyl-N'-(4-fluoro)-selenourea:IR(KBr) 3426, 3274, 1672,1234,1155(C=Se); 1HMR(500MHz, DMSO) δ 12.85 (1H,S),11.86(1H,S), 7.27(2H,d,J=2.15), 7.98(2H,s,J=l.15), 7.30(2H,d,J=2.05), 7.56(2H.t,J=6.50),7.67(1H,t,J=6.20); 13C NMR(500MHz, DMSO)δ 181,168(C=Se),135,133, 132,115, 128.3, 128.8,161, 129.

  20. Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.

    Science.gov (United States)

    Kondrashov, Mikhail; Raman, Sudarkodi; Wendt, Ola F

    2015-01-18

    Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine.

  1. Preparation and characterization of N-benzoyl-O-acetyl-chitosan.

    Science.gov (United States)

    Cai, Jinping; Dang, Qifeng; Liu, Chengsheng; Fan, Bing; Yan, Jingquan; Xu, Yanyan; Li, Jingjing

    2015-01-01

    A novel amphipathic chitosan derivative, N-benzoyl-O-acetyl-chitosan (BACS), was prepared by using the selective partial acylation of chitosan (CS), benzoyl chloride, and acetic acid under high-intensity ultrasound. The chemical structure and physical properties of BACS were characterized by FTIR, (1)H NMR, TGA, and XRD techniques. The degrees of substitution of benzoyl and acetyl for the chitosan derivatives were 0.26 and 1.15, respectively, which were calculated from the peak areas in NMR spectra by using the combined integral methods. The foaming properties of CS and BACS were determined and the results suggested BACS had better foam capacity and stability than those of chitosan. In addition, the antimicrobial activities of CS and BACS were also investigated against two species of bacteria (Escherichia coli and Staphylococcus aureus) and a fungus (Aspergillus niger), the results indicated that the antibacterial and antifungal activities of BACS were much stronger than those of the parent chitosan. These findings suggested that BACS was preferable for use as a food additive with a dual role of both foaming agent and food preservative.

  2. [In vitro synergisms among hydrazones, ajoeno and posaconazole against Cryptococcus spp].

    Science.gov (United States)

    Vivas, Julio; Alvarado, Primavera; Visbal, Gonzalo; Alvarez-Aular, Alvaro; Ruiz, Egle; Ledezma, Eliades

    2011-12-01

    The aim of this study was to assess the in vitro susceptibility to novel antifungal compounds, the steroidal hydrazones, and to compare their antifungal activity and synergistic effects with other compounds, such as ajoeno and posaconazole on Cryptocococus spp isolates. Three Cryptococcus strains were used for this study (42794, 4050 and 44192) and their antifungal sensitivity and synergistic effects with ajoeno and posaconazole were evaluated according to the CLSI protocol number M27-A2. Candida albicans (ATCC 90028) and Candida parapsilosis (ATCC 22019) were used as controls. A plateau effect with hydrazones (H1, H2, H3, H4) was observed after 10 microM (CMI). However, with H4 only a mild inhibition on the growth was obtained. Combining hydrazone and ajoeno, CMI values between 25 and 50 microM were obtained. The highest inhibitions values were obtained with posaconazole and a CMI value of 6 microM for the strains 42794 and 44192, and a CMI value of 20 microM for the strain 4050. Synergy was observed combining posaconazole with ajoeno, ajoeno with hydrazone 3 and posaconazole with hydrazone 3. Fractional inhibitory concentrations were 0.24, 0.16 and 0.09 respectively, which might indicate a synergistic effect. Important synergistic effects were obtained with posaconazole and ajoeno, ajoeno and hydrazone 3 and posaconazole with hydrazone 3, which would be very useful for clinical trials in the future.

  3. Ligand substitution reactions of a phenolic quinolyl hydrazone; oxidovanadium (IV complexes

    Directory of Open Access Journals (Sweden)

    Seleem Hussein S

    2011-08-01

    Full Text Available Abstract Background Quinoline ring has therapeutic and biological activities. Quinolyl hydrazones constitute a class of excellent chelating agents. Recently, the physiological and biological activities of quinolyl hydrazones arise from their tendency to form metal chelates with transition metal ions. In this context, we have aimed to study the competency effect of a phenolic quinolyl hydrazone (H2L; primary ligand with some auxiliary ligands (Tmen, Phen or Oxine; secondary ligands towards oxidovanadium (IV ions. Results Mono- and binuclear oxidovanadium (IV - complexes were obtained from the reaction of a phenolic quinolyl hydrazone with oxidovanadium (IV- ion in absence and presence of N,N,N',N'- tetramethylethylenediamine (Tmen, 1,10-phenanthroline (Phen or 8-hydroxyquinoline (Oxine. The phenolic quinolyl hydrazone ligand behaves as monobasic bidentate (NO- donor with O- bridging. All the obtained complexes have the preferable octahedral geometry except the oxinato complex (2 which has a square pyramid geometry with no axial interaction; the only homoleptic complex in this study. Conclusion The ligand exchange (substitution/replacement reactions reflect the strong competency power of the auxiliary aromatic ligands (Phen/Oxine compared to the phenolic quinolyl hydrazone (H2L towards oxidovanadium (IV ion; (complexes 2 and 3. By contrast, in case of the more flexible aliphatic competitor (Tmen, an adduct was obtained (4. The obtained complexes reflect the strength of the ligand field towards the oxidovanadium (IV- ion; Oxine or Phen >> phenolic hydrazone (H2L > Tmen.

  4. Synthesis of hydrazone functionalized epoxy polymers for non-linear optical device applications

    Science.gov (United States)

    Singh, Rajendra K.

    A series of twelve, thermally crosslinkable, epoxy polymers bearing covalently attached NLO-active hydrazone chromophores were synthesized. The primary focus was on the synthesis of two series of NLO-active hydroxy functionalized hydrazone chromophores. The first series, called the monohydroxy series (Hydrazones I--VI) comprised of six monohydroxy functionalized hydrazones and the second series consisted of six dihydroxy functionalized hydrazones (Hydrazones VII--XII). These hydrazone chromophores were then grafted, via the hydroxy functionality, on to a commercial epoxy polymer to obtain twelve NLO-active soluble prepolymers. The grafting reaction yields multiple secondary hydroxyl sites due to opening of the epoxide rings and these hydroxyl groups were used for further crosslinking by formulating the prepolymers with a blocked polyisocyanate commercial crosslinker. This formulation was spin coated on glass slides to form 2--2.5 m m thick uniform, defect free, transparent films. The films were corona poled, above their Tg, to align the chromophores in a noncentrosymmetric fashion and simultaneously complete the thermal cure that results in a highly crosslinked network. Finally the thermal characteristics of the second order nonlinearity of the twelve polymers are compared to illustrate the key structure-property relationships underlying the performance of the films.

  5. Synthesis, spectral studies and antimicrobial activities of some 2-naphthyl pyrazoline derivatives

    Science.gov (United States)

    Sakthinathan, S. P.; Vanangamudi, G.; Thirunarayanan, G.

    A series of 2-naphthyl pyrazolines were synthesized by the cyclization of 2-naphthyl chalcones and phenylhydrazine hydrochloride in the presence of sodium acetate. The yields of pyrazoline derivatives are more than 80%. The synthesized pyrazolines were characterized by their physical constants, IR, 1H, 13C and MS spectra. From the IR and NMR spectra the Cdbnd N (cm-1) stretches, the pyrazoline ring proton chemical shifts (ppm) of δ, Hb and Hc and also the carbon chemical shifts (ppm) of δCdbnd N are correlated with Hammett substituent constants, F and R, and Swain-Lupton's parameters using single and multi-regression analyses. From the results of linear regression analysis, the effect of substituents on the group frequencies has been predicted. The antimicrobial activities of all synthesized pyrazolines have been studied.

  6. Design and Enantioselective Construction of Axially Chiral Naphthyl-Indole Skeletons.

    Science.gov (United States)

    Zhang, Hong-Hao; Wang, Cong-Shuai; Li, Can; Mei, Guang-Jian; Li, Yuxue; Shi, Feng

    2017-01-02

    The first enantioselective construction of a new class of axially chiral naphthyl-indole skeletons has been established by organocatalytic asymmetric coupling reactions of 2-naphthols with 2-indolylmethanols (up to 99 % yield, 97:3 e.r.). This approach not only affords a new type of axially chiral heterobiaryl backbone, but also provides a new catalytic enantioselective strategy for constructing axially chiral biaryl scaffolds by making use of the C3-electrophilicity of 2-indolylmethanols.

  7. Electrochemical Characterization of Benzoyl Formic Acid at Glassy Carbon Electrode in Ionic Liquid: [emim]Br

    Institute of Scientific and Technical Information of China (English)

    赵鹏; 孙茜; 王欢; 陆嘉星; 何鸣元

    2005-01-01

    The direct electrochemical reduction of benzoyl formic acid was investigated in ionic liquid, 1-ethyl-3-methyl-imidazolium bromide ([emim]Br), using cyclic voltammetry and chronocoulometry. The diffusion coefficient (D) and the transfer coefficient (α) of benzoyl formic acid in [emim]Br were obtained.

  8. Investigating the Stability of Benzoyl Peroxide in Over-the-Counter Acne Medications

    Science.gov (United States)

    Kittredge, Marina Canepa; Kittredge, Kevin W.; Sokol, Melissa S.; Sarquis, Arlyne M.; Sennet, Laura M.

    2008-01-01

    One of the most commonly used ingredients in over-the-counter acne treatments in cream, gel, and wash form is benzoyl peroxide. It is an anti-bacterial agent that kills the bacterium ("Propionibacterium acne") involved in the formation of acne. The formulation of these products is extremely difficult owing to the instability of benzoyl peroxide.…

  9. A complete gear system in N-benzoyl-carbazole derivatives.

    Science.gov (United States)

    Tabata, Hidetsugu; Kayama, Susumu; Takahashi, Yuka; Tani, Norihiko; Wakamatsu, Shintaro; Tasaka, Tomohiko; Oshitari, Tetsuta; Natsugari, Hideaki; Takahashi, Hideyo

    2014-03-07

    2',6'-Disubstituted N-benzoylated carbazole derivatives were found to exhibit atropisomerism. The bulky substituents restricted rotation about the N-C7' and C7'-C1' bonds to separate four atropisomers, in which rotation about the C7'-C1' bond was in perfect concert with rotation about the N-C7' bond. Complete geared rotation without slippage at 37 °C for 7 days was observed for the first time. Conformational analysis clarified the preference for the gear system over other internal conversion pathways.

  10. Lanthanide Complexes of Substituted -Diketone Hydrazone Derivatives: Synthesis, Characterization, and Biological Activities

    OpenAIRE

    Hegazy, W. H.; I. H. Al-Motawaa

    2011-01-01

    A series of β-diketone hydrazone derivatives have been synthesized through condensation of β-diketone with aromatic aldehydes followed by reaction with phenylhydrazine. The structure of the ligands and intermediates are well defined through elemental and spectroscopic analyses. These hydrazones are potential ligands toward lanthanide metal ions. New complexes of trivalent Scandium, Yttrium, Lanthanum, and Cerium have been synthesized. The composition of these complexes is discussed on the bas...

  11. Formulation and characterization of benzoyl peroxide gellified emulsions.

    Science.gov (United States)

    Thakur, Naresh Kumar; Bharti, Pratibha; Mahant, Sheefali; Rao, Rekha

    2012-12-01

    The present investigation was carried out with the objective of formulating a gellified emulsion of benzoyl peroxide, an anti-acne agent. The formulations were prepared using four different vegetable oils, viz. almond oil, jojoba oil, sesame oil, and wheat germ oil, owing to their emollient properties. The idea was to overcome the skin irritation and dryness caused by benzoyl peroxide, making the formulation more tolerable. The gellified emulsions were characterized for their homogeneity, rheology, spreadability, drug content, and stability. In vitro permeation studies were performed to check the drug permeation through rat skin. The formulations were evaluated for their antimicrobial activity, as well as their acute skin irritation potential. The results were compared with those obtained for the marketed formulation. Later, the histopathological examination of the skin treated with various formulations was carried out. Formulation F3 was found to have caused a very mild dysplastic change to the epidermis. On the other hand, the marketed formulation led to the greatest dysplastic change. Hence, it was concluded that formulation F3, containing sesame oil (6%w/w), was the optimized formulation. It exhibited the maximum drug release and anti-microbial activity, in addition to the least skin irritation potential.

  12. Photo-isomerization of Aromatic α-Hydroxy Hydrazone

    Institute of Scientific and Technical Information of China (English)

    JIN Jing-yi; PAN Yan; LI Xiu-hua; HOU Jun; WU Xue; SU Zhong-min

    2012-01-01

    Photo-isomerization of aromatic α-hydroxy hydrazone was reported.We investigated the structures of salicylaldehyde phenylhydrozone(SP) in the ground state using density functional theory(DFT) with the B3LYP functional and the 6-31 l+G(d) basis set.All nine possible isomers of SP in the ground state consist of seven phenol forms and two ketone forms.Intrisic reaction coordinate(IRC) analysis discloses the existence of a cycle driven by the two proton transfer processes in the ground and excited states of SP,which suggests that no ketonic form could exist in the ground state.Further theoretical studies of the potential energy surfaces support a trans-cis conversion followed by a relaxation to the stable form of SP in the excited states.

  13. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives

    Science.gov (United States)

    da Silva, Emerson T.; da Silva Araújo, Adriele; Moraes, Adriana M.; de Souza, Leidiane A.; Silva Lourenço, Maria Cristina; de Souza, Marcus V. N.; Wardell, James L.; Wardell, Solange M. S. V.

    2015-01-01

    Both sonochemical and classical methodologies have been employed to convert camphor, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, C9H16C=O, into a number of derivatives including hydrazones, C9H16C=N-NHAr 3, imines, C9H16C=N-R 7, and the key intermediate nitroimine, C9H16C=N-NO2 6. Reactions of nitroamine 6 with nucleophiles by classical methods provided the desired compounds in a range of yields. In evaluations of activity against Mycobacterium tuberculosis, compound 7j exhibited the best activity (minimal inhibitory concentration (MIC) = 3.12 µg/mL), comparable to that of the antitubercular drug ethambutol. The other derivatives displayed modest antimycobacterial activities at 25–50 µg/mL. In in vitro tests against cancer cell lines, none of the synthesized camphor compounds exhibited cytotoxic activities.

  14. Synthesis and Antimicrobial activity 2-chloro-6-methylquinoline Hydrazone derivatives

    Directory of Open Access Journals (Sweden)

    Rajiv Kumar

    2009-12-01

    Full Text Available

    A series of 2-chloro-6-methylquinoline hydrazones (3a-o were synthesized by the condensation of substituted acyl
    hydrazines, semicarbazide, thiosemicarbazide and INH with 2-chloro-3-formyl-6-methylquinoline in absolute alcohol.
    The structures of compounds were established using spectral data and elemental analysis. All the compounds were
    evaluated for their antibacterial activity against Escherichia coli (NCTC, 10418, Staphylococcus aureus (NCTC, 65710
    and Pseudomonas aeruginosa (NCTC, 10662. Compounds were also tested for antifungal activity aganist Aspergillus
    niger (MTCC, 281, Aspergillus flavus (MTCC, 277, Monascus purpureus (MTCC, 369 and Penicillium citrinum
    (NCIM, 768 by cup-plate method.

  15. Preparation and Antimicrobial Activity of s-Triazine Hydrazones of 7-Hydroxy Coumarin and Their Metal Complexes

    Directory of Open Access Journals (Sweden)

    G. R. Jani

    2009-01-01

    Full Text Available Metal complexes of 7-hydroxy coumarin hydrazone of s-triazine derivatives derived from 7-hydroxy-8-aceto-N-(4',6’-dichloro-1',3',5'-s-triazine coumarin hydrazone and transition metals have been synthesized and screened for their antibacterial, antifungal and antiseptic activity. The geometry of the complexes has been proposed. The ligand system co-ordinates with the metal ion in a bidentate manner through the nitrogen atom of hydrazone group.

  16. Comparative study of Palladium (II using 4-Hydroxy 3, 5 dimethoxy benzaldehyde 4-hydroxy benzoyl hydrazone and Cinnamaldehyde 4-hydroxy benzoylhydrazone in presence of micellar medium by Spectrophotometry

    Directory of Open Access Journals (Sweden)

    D.Gopala Krishna,

    2010-09-01

    Full Text Available Two simple, sensitive, rapid and selective spectrophotometric methods have been developed for the determination of Palladium (II using newly synthesized reagents 4-Hdroxy3,5dimethoxy benzaldehyde-4-hydroxybenzoylhydrazone (HDMBHBH and Cinnamaldehyde 4-hydroxy benzoylhydrazone (CMHBH in presence of neutral surfactant TritonX-100-5% (micellar medium. Palladium (II forms a brown coluored water-soluble complex with HDMBHBH and CMHBH-in the pH range 1.0-6.0. The Pd (II-HDMBHBH complex shows maximum absorbance at max 373 nm in the pH range 3.0-4.0 and Pd (II-CMHBH shows at max 375 nm in thepH range 4.0-5.0. At these wavelengths (max, the complex shows maximum absorbance while the reagent blanks shows negligible absorbance. Hence, analytical studies were carried out at max 373 nm at pH 3.0 for HDMBHBH and 375 nm at pH 4.0 for CMHBH against reagent blanks. Beer's law is obeyed in the range 0.106-1.064 μg ml-1 and the optimum concentration range from ringbom plot is 0.212-0.957 g/ml of Palladium (II for both reagents. The molar absorptivity and Sandell's sensitivity for the coloured solution were found to be 7.5 x 104 L mol-1 cm-1 and 0.0015-μg. cm-2 for HDMBHBH, 6.0x104L mol-1 cm-1 , and 0.0017 -μg. cm-2 for CMHBH respectively. The interference effects of various diverse ions have been studied. Palladium (II forms 1:1 complex with HDMBHBH and CMHBH stoichiometry with stability constant 7.29 x 106 for HDMBHBH and 3.55 x 106 for CMHBH. The standard deviation in the determination of 0.638-μg ml-1 of Palladium (II is 0.003 for HDMBHBH and 0.008 for CMHBH. The Relative standard deviation is 0.71% for HDMBHBH and 2.5% for CMHBH. First and second order derivative spectroscopic methods were developed at max 422 nm and 444 nm for HDMBHBH and at 402 nm and438 nm for CMHBH respectively, for the determination of Palladium (II, which is more sensitive than the zero order method. The developed method has been employed for the determination of Palladium (II in hydrogenation catalyst samples, synthetic alloy samples and in water samples. The results are in good agreement with the certifiedvalues.

  17. IR and NMR spectral studies of 4-bromo-1-naphthyl chalcones-assessment of substituent effects

    Science.gov (United States)

    Thirunarayanan, G.; Gopalakrishnan, M.; Vanangamudi, G.

    2007-07-01

    Infrared νCO (cm -1) of s-cis and s-trans frequencies and nuclear magnetic resonance chemical shifts δ1H (ppm) of H-α and H-β, δ13C (ppm) of C-α and C-β data were assigned from their respective spectra of a series of various substituted styryl 4-bromo-1-naphthyl chalcones. These values are correlated with various Hammett substituent constants. From the results of statistical analysis, the effect of substituents can be explained.

  18. Optical Isomers of 5-Methyl-1- (1-naphthyl) -1,2,3-triazole in the Crystal Structure

    Institute of Scientific and Technical Information of China (English)

    DONG Heng-Shan; ZHUANG Shan-Xue; LIU Shi-Qian; QUAN Bin; ZHANG Tong-Qiang

    2003-01-01

    @@ ( ± )-5-Methyl-1-( 1-naphthyl )-1,2, 3-triazole by which 5-methyl-1-( 1-naphthyl )-1,2, 3-triazol-4-carboxylic acid was prepared from aromatic amine was reported. The product was investigated with X-ray crystallography. Compound, C13H 11N3, Mr = 209.25, crystallized in the orthorhombic space group Pbca with unit cell parameters a = 1.0373(2) nm, b=1.1691(2) nm, c=1.7579(4) nm, α=90.00°, β=90.00°, γ=90.00°, V=2.1318(7)nm3, Z = 8, Dm = 1. 304 Mg/m3. The optical isomers of 5-methyl-1-(1-naphthyl)-1, 2,3-triazole was investigated in the crystal structure.

  19. Regioselective Benzoylation of Diols and Carbohydrates by Catalytic Amounts of Organobase

    Directory of Open Access Journals (Sweden)

    Yuchao Lu

    2016-05-01

    Full Text Available A novel metal-free organobase-catalyzed regioselective benzoylation of diols and carbohydrates has been developed. Treatment of diol and carbohydrate substrates with 1.1 equiv. of 1-benzoylimidazole and 0.2 equiv. of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU in MeCN under mild conditions resulted in highly regioselective benzoylation for the primary hydroxyl group. Importantly, compared to most commonly used protecting bulky groups for primary hydroxyl groups, the benzoyl protective group offers a new protection strategy.

  20. Investigation of Keto-enol Tautomers during the Synthesis of Aryl-bis (2-hydroxy-1-naphthyl)Methanes

    Indian Academy of Sciences (India)

    Papia Dutta; Mrinal Saikia; Rashmi Jyoti Das; Ruli Borah

    2014-11-01

    This study investigated the existence of keto-enol tautomers for the first time during the synthesis of aryl-bis(2-hydroxy-1-naphthyl)methane from 2-naphthol and -tolualdehyde or 4-chlorobenzaldehyde in methanol using CuSO4.5H2O as catalyst under reflux condition. The exclusive formation of aryl-bis(2-hydroxy-1-naphthyl)methaneswas observed in dichloromethane at room temperature in the presence of BF3.OEt2/AcOH as catalyst. The keto productswere isolated and characterized by 1HNMR, 13C NMR, COSY and DEPTspectra.

  1. Simple hydrazone building blocks for complicated functional materials.

    Science.gov (United States)

    Tatum, Luke A; Su, Xin; Aprahamian, Ivan

    2014-07-15

    CONSPECTUS: The ability to selectively and effectively control various molecular processes via specific stimuli is a hallmark of the complexity of biological systems. The development of synthetic structures that can mimic such processes, even on the fundamental level, is one of the main goals of supramolecular chemistry. Having this in mind, there has been a foray of research in the past two decades aimed at developing molecular architectures, whose properties can be modulated using external inputs. In most cases, reversible conformational, configurational, or translational motions, as well as bond formation or cleavage reactions have been used in such modulations, which are usually initiated using inputs including, irradiation, metalation, or changes in pH. This research activity has led to the development of a diverse array of impressive adaptive systems that have been used in showcasing the potential of molecular switches and machines. That being said, there are still numerous obstacles to be tackled in the field, ranging from difficulties in getting molecular switches to communicate and work together to complications in integrating and interfacing them with surfaces and bulk materials. Addressing these challenges will necessitate the development of creative new approaches in the field, the improvement of the currently available materials, and the discovery of new molecular switches. This Account will describe how our quest to design new molecular switches has led us to the development of structurally simple systems that can be used for complicated functions. Our focus on the modular and tunable hydrazone functional group was instigated by the desire to simplify the structure and design of molecular switches in order to circumvent multistep synthesis. We hypothesized that by avoiding this synthetic bottleneck, which is one of the factors that hinder fast progress in the field, we can expedite the development and deployment of our adaptive materials. It should be

  2. Synthesis, spectroscopic characterizations, crystal structures and DFT studies of nalidixic acid carbonyl hydrazones derivatives

    Science.gov (United States)

    Bergamini, F. R. G.; Ribeiro, M. A.; Lancellotti, M.; Machado, D.; Miranda, P. C. M. L.; Cuin, A.; Formiga, A. L. B.; Corbi, P. P.

    2016-09-01

    This article describes the synthesis and characterization of the 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbohydrazide (hzd) and six carbonyl hydrazones derivatives of the nalidixic with 1H-pyrrol-2-ylmethylidene (hpyrr), 1H-imidazol-2-ylmethylidene (h2imi), pyridin-2-ylmethylidene (h2py), pyridin-3-ylmethylidene (h3py), pyridin-4-ylmethylidene(h4py) and (2-hydroxyphenyl)methylidene (hsali). The carbonyl hydrazones were characterized by elemental and ESI-QTOF-MS analyses, IR and detailed NMR spectroscopic measurements. The 2D NMR experiments allowed the unambiguous assignment of the hydrogen, carbon and nitrogen atoms, which have not been reported for nalidixic acid carbonyl hydrazone derivatives so far. Crystal structures of hzd and the new carbonyl hydrazones h2imi, hpyrr and h3py were determined by X-ray diffraction studies. Although the synthesis of hzd was reported decades ago, the hzd crystal structure have not been reported yet. Geometric optimizations of all the characterized structures were performed with the aid of DFT studies. Despite the fact that the hydrazones with 2-pyridine carboxylic acid (h2py) and salicyl aldehyde (hsali) were already reported by literature, a detailed spectroscopic study followed by DFT studies are also reported for such compounds in this manuscript. Antimicrobial studies of the compounds are also presented.

  3. Synthesis and antibacterial activity against ralstonia solanacearum for novel hydrazone derivatives containing a pyridine moiety

    Directory of Open Access Journals (Sweden)

    Wu Jian

    2012-04-01

    Full Text Available Abstract Background Ralstonia solanacearum, one of the most important bacterial diseases on plants, is a devastating, soil-borne plant pathogen with a global distribution and an unusually wide host range. In order to discover new bioactive molecules and pesticides acting on tobacco bacterial wilt, we sought to combine the active structure of hydrazone and pyridine together to design and synthesize a series of novel hydrazone derivatives containing a pyridine moiety. Results A series of hydrazone derivatives containing a pyridine moiety were synthesized. Their structures were characterized by 1 H-NMR, 13 C-NMR, IR, and elemental analysis. The preliminary biological activity tests showed that compound 3e and 3g exhibited more than 80% activity against Ralstonia solanacearum at 500 mg/L, especially compound 3g displayed relatively good activity to reach 57.0% at 200 mg/L. Conclusion A practical synthetic route to hydrazone derivatives containing a pyridine moiety by the reaction of intermediates 2 with different aldehydes in ethanol at room temperature using 2-chloronicotinic acid and 2-amino-5-chloro-3-methylbenzoic acid as start materials is presented. This study suggests that the hydrazone derivatives containing a substituted pyridine ring could inhibit the growth of Ralstonia solanacearum.

  4. Synthesis, Characterization and Anti Mycobacterial Activity of Novel Hydrazones

    Directory of Open Access Journals (Sweden)

    Kulandai Therese S

    2017-02-01

    Full Text Available The hydrazone Schiff base analogues namely benzoic acid (4-allyloxy-benzylidene-hydrazide and its series were designed and synthesized. The structures of newly synthesized compounds were characterized by analytical methods and spectral analysis and subjected to antibacterial and docking studies. The synthesized molecules were subjected to molecular docking studies using enoyl-acyl–carrier protein reductase (NADH from Mycobacterium tuberculosis as the receptor. The docking results confirm the binding affinity of the synthesized compounds with the selected receptor. Preliminary in-vitro anti bacterial studies were carried out with Gram-positive (Staphylococcus aureus and Gram-negative (Escherichia coli bacteria. Benzoic acid (4-allyloxy-benzylidene-hydrazide was found to be most potent anti tuberculosis agent at 200 and 100µg per ml, the percentage of inhibition was 98.7% and 97.9%. The designed synthesized molecules were considered for evaluation for the molecular docking studies of their binding pattern with enoyl-acyl-carrier protein reductase from Mycobacterium tuberculosis. The antimycobacterial screening was performed against MTB H37Rv an isoniazid-resistant clinical isolate of MTB was used for the study.

  5. Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents

    Directory of Open Access Journals (Sweden)

    Bruna B. Casanova

    2015-05-01

    Full Text Available Emerging yeasts are among the most prevalent causes of systemic infections with high mortality rates and there is an urgent need to develop specific, effective and non-toxic antifungal agents to respond to this issue. In this study 35 aldehydes, hydrazones and hydrazines were obtained and their antifungal activity was evaluated against Candida species (C. parapsilosis, C. tropicalis, C. krusei, C. albicans, C. glabrata and C. lusitaneae and Trichosporon asahii, in an in vitro screening. The minimum inhibitory concentrations (MICs of the active compounds in the screening was determined against 10 clinical isolates of C. parapsilosis and 10 of T. asahii. The compounds 4-pyridin-2-ylbenzaldehyde] (13a and tert-butyl-(2Z-2-(3,4,5-trihydroxybenzylidinehydrazine carboxylate (7b showed the most promising MIC values in the range of 16–32 μg/mL and 8–16 μg/mL, respectively. The compounds’ action on the stability of the cell membrane and cell wall was evaluated, which suggested the action of the compounds on the fungal cell membrane. Cell viability of leukocytes and an alkaline comet assay were performed to evaluate the cytotoxicity. Compound 13a was not cytotoxic at the active concentrations. These results support the discovery of promising candidates for the development of new antifungal agents.

  6. Precursor-Directed Combinatorial Biosynthesis of Cinnamoyl, Dihydrocinnamoyl, and Benzoyl Anthranilates in Saccharomyces cerevisiae.

    Directory of Open Access Journals (Sweden)

    Aymerick Eudes

    Full Text Available Biological synthesis of pharmaceuticals and biochemicals offers an environmentally friendly alternative to conventional chemical synthesis. These alternative methods require the design of metabolic pathways and the identification of enzymes exhibiting adequate activities. Cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates are natural metabolites which possess beneficial activities for human health, and the search is expanding for novel derivatives that might have enhanced biological activity. For example, biosynthesis in Dianthus caryophyllus is catalyzed by hydroxycinnamoyl/benzoyl-CoA:anthranilate N-hydroxycinnamoyl/ benzoyltransferase (HCBT, which couples hydroxycinnamoyl-CoAs and benzoyl-CoAs to anthranilate. We recently demonstrated the potential of using yeast (Saccharomyces cerevisiae for the biological production of a few cinnamoyl anthranilates by heterologous co-expression of 4-coumaroyl:CoA ligase from Arabidopsis thaliana (4CL5 and HCBT. Here we report that, by exploiting the substrate flexibility of both 4CL5 and HCBT, we achieved rapid biosynthesis of more than 160 cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates in yeast upon feeding with both natural and non-natural cinnamates, dihydrocinnamates, benzoates, and anthranilates. Our results demonstrate the use of enzyme promiscuity in biological synthesis to achieve high chemical diversity within a defined class of molecules. This work also points to the potential for the combinatorial biosynthesis of diverse and valuable cinnamoylated, dihydrocinnamoylated, and benzoylated products by using the versatile biological enzyme 4CL5 along with characterized cinnamoyl-CoA- and benzoyl-CoA-utilizing transferases.

  7. Precursor-Directed Combinatorial Biosynthesis of Cinnamoyl, Dihydrocinnamoyl, and Benzoyl Anthranilates in Saccharomyces cerevisiae

    Science.gov (United States)

    Eudes, Aymerick; Teixeira Benites, Veronica; Wang, George; Baidoo, Edward E. K.; Lee, Taek Soon; Keasling, Jay D.; Loqué, Dominique

    2015-01-01

    Biological synthesis of pharmaceuticals and biochemicals offers an environmentally friendly alternative to conventional chemical synthesis. These alternative methods require the design of metabolic pathways and the identification of enzymes exhibiting adequate activities. Cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates are natural metabolites which possess beneficial activities for human health, and the search is expanding for novel derivatives that might have enhanced biological activity. For example, biosynthesis in Dianthus caryophyllus is catalyzed by hydroxycinnamoyl/benzoyl-CoA:anthranilate N-hydroxycinnamoyl/ benzoyltransferase (HCBT), which couples hydroxycinnamoyl-CoAs and benzoyl-CoAs to anthranilate. We recently demonstrated the potential of using yeast (Saccharomyces cerevisiae) for the biological production of a few cinnamoyl anthranilates by heterologous co-expression of 4-coumaroyl:CoA ligase from Arabidopsis thaliana (4CL5) and HCBT. Here we report that, by exploiting the substrate flexibility of both 4CL5 and HCBT, we achieved rapid biosynthesis of more than 160 cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates in yeast upon feeding with both natural and non-natural cinnamates, dihydrocinnamates, benzoates, and anthranilates. Our results demonstrate the use of enzyme promiscuity in biological synthesis to achieve high chemical diversity within a defined class of molecules. This work also points to the potential for the combinatorial biosynthesis of diverse and valuable cinnamoylated, dihydrocinnamoylated, and benzoylated products by using the versatile biological enzyme 4CL5 along with characterized cinnamoyl-CoA- and benzoyl-CoA-utilizing transferases. PMID:26430899

  8. Precursor-Directed Combinatorial Biosynthesis of Cinnamoyl, Dihydrocinnamoyl, and Benzoyl Anthranilates in Saccharomyces cerevisiae.

    Science.gov (United States)

    Eudes, Aymerick; Teixeira Benites, Veronica; Wang, George; Baidoo, Edward E K; Lee, Taek Soon; Keasling, Jay D; Loqué, Dominique

    2015-01-01

    Biological synthesis of pharmaceuticals and biochemicals offers an environmentally friendly alternative to conventional chemical synthesis. These alternative methods require the design of metabolic pathways and the identification of enzymes exhibiting adequate activities. Cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates are natural metabolites which possess beneficial activities for human health, and the search is expanding for novel derivatives that might have enhanced biological activity. For example, biosynthesis in Dianthus caryophyllus is catalyzed by hydroxycinnamoyl/benzoyl-CoA:anthranilate N-hydroxycinnamoyl/ benzoyltransferase (HCBT), which couples hydroxycinnamoyl-CoAs and benzoyl-CoAs to anthranilate. We recently demonstrated the potential of using yeast (Saccharomyces cerevisiae) for the biological production of a few cinnamoyl anthranilates by heterologous co-expression of 4-coumaroyl:CoA ligase from Arabidopsis thaliana (4CL5) and HCBT. Here we report that, by exploiting the substrate flexibility of both 4CL5 and HCBT, we achieved rapid biosynthesis of more than 160 cinnamoyl, dihydrocinnamoyl, and benzoyl anthranilates in yeast upon feeding with both natural and non-natural cinnamates, dihydrocinnamates, benzoates, and anthranilates. Our results demonstrate the use of enzyme promiscuity in biological synthesis to achieve high chemical diversity within a defined class of molecules. This work also points to the potential for the combinatorial biosynthesis of diverse and valuable cinnamoylated, dihydrocinnamoylated, and benzoylated products by using the versatile biological enzyme 4CL5 along with characterized cinnamoyl-CoA- and benzoyl-CoA-utilizing transferases.

  9. A Novel Greenish Blue-emitting Amorphous Molecular Material:2,5-Bis {4- [2-naphthyl (phenyl) amino] phenyl} thiophene

    Institute of Scientific and Technical Information of China (English)

    刘平; 童真

    2001-01-01

    A novel greenish blue-emitting amorphous molecular material,2,5-bis{4-[2-naphthyl(phenyl) amino] phenyl} thiophene (BNpA-1T), was designed and synthesized. Its molecular properties, glass-forming property, and application to an organic EL device were investigated.

  10. High-pressure hetero-Diels-Alder route to (+/-)-6,6,6-trifluoro-beta-C-naphthyl glycosides.

    Science.gov (United States)

    Maingot, Lucie; Leconte, Stéphane; Chataigner, Isabelle; Martel, Arnaud; Dujardin, Gilles

    2009-04-02

    The first de novo synthesis of a beta-C-naphthyl glycoside displaying a convenient functionality for subsequent transformations into complex C-aryl glycosides is reported. The synthesis of this (+/-)-beta-C-1,5-dibenzyloxynaphthyl 6,6,6-trifluoro-3-amino glycoside relies on a hyperbaric HDA reaction involving a new 2-vinylnaphthalenic dienophile.

  11. Synthesis of Hymecromone Derivatives Containing Chiral 1,1'-Bi-2-naphthyl Moiety for Dual-mode Molecular Switch

    Institute of Scientific and Technical Information of China (English)

    Zi Xing SHAN; Chun Guang XIAO

    2004-01-01

    Some hymecromone derivatives containing chiral 1,1(-bi-2-naphthyl moiety were synthesized and their photodimerizations were investigated.It was found that fluorescence intensity and optical rotation of the new chiral hymecromone derivatives could be regulated by light.This property has potential significance for developing a new type of dual-mode molecular switch.

  12. Phosphino hydrazones as suitable ligands in the asymmetric Suzuki-Miyaura cross-coupling.

    Science.gov (United States)

    Ros, Abel; Estepa, Beatriz; Bermejo, Antonio; Alvarez, Eleuterio; Fernández, Rosario; Lassaletta, José M

    2012-05-18

    Phosphino hydrazones derived from C(2)-symmetric hydrazines exhibit excellent catalytic activity and provide good enantioselectivities in the asymmetric Suzuki-Miyaura cross-coupling to axially chiral biaryls, in particular for the most challenging reactions of monocyclic, functionalized aryl bromides and triflates. X-ray analysis of preformed [Pd(P/N)Cl(2)] precatalysts [(P/N) = phosphino hydrazone] revealed a strong n-π conjugation in the hydrazone moiety, identified by a high planarity degree at the pyrrolidine N(sp(3)) atom, that makes rotations around N-N bonds inconsequential. The complexes are also characterized by an envelope-like conformation with the Pd atom placed at the opposite side to the 2-phenyl group on the nearest stereogenic center of the pyrrolidine group. The isolation and structural analysis of oxidative addition intermediates indicate that the configurational stability of Pd-C(Ar) bonds is dependent on the substitution pattern in the aryl bromide.

  13. Comparative metabolism and mutagenicity of azo and hydrazone dyes in the Ames test.

    Science.gov (United States)

    De France, B F; Carter, M H; Josephy, P D

    1986-02-01

    Enteric bacterial and hepatic azoreductase enzymes are capable of reducing azo dyes to yield the constituent aromatic amines. Azo dyes based on benzidine and benzidine congeners have received particular attention because of their widespread use and the known carcinogenicity of benzidine to humans. Azo dyes based on beta-diketone coupling components exist preferentially as the tautomeric hydrazones. A series of hydrazone dyes based on benzidine and benzidine congeners was prepared and characterized by NMR and UV-visible spectroscopy. These dyes were tested for mutagenicity using a modified Ames assay and, unlike the true azo dyes, showed no significant mutagenic activity. The hydrazone dyes were resistant to enzymatic reduction by FMN-supplemented hamster-liver post-mitochondrial supernatant (S-9); under identical conditions, azo dyes such as trypan blue were rapidly reduced.

  14. The ligational behavior of an isatinic quinolyl hydrazone towards copper(II- ions

    Directory of Open Access Journals (Sweden)

    Mousa Marwa A

    2011-04-01

    Full Text Available Abstract Background The importance of the isatinic quinolyl hydrazones arises from incorporating the quinoline ring with the indole ring. Quinoline ring has therapeutic and biological activities whereas, the indole ring occurs in Jasmine flowers and Orange blossoms. As a ligand, the isatin moiety is potentially ambidentate and can coordinate the metal ions either through its lactam or lactim forms. In a previous study, the ligational behavior of a phenolic quinolyl hydrazone towards copper(II- ions has been studied. As continuation of our interest, the present study is planned to check the ligational behavior of an isatinic quinolyl hydrazone. Results New homo- and heteroleptic copper(II- complexes were obtained from the reaction of an isatinic quinolyl hydrazone (HL with several copper(II- salts viz. Clˉ, Brˉ, NO3ˉ, ClO4-, SO42- and AcO-. The obtained complexes have Oh, Td and D4h- symmetry and fulfill the strong coordinating ability of Clˉ, Brˉ, NO3ˉ and SO42- anions. Depending on the type of the anion, the ligand coordinates the copper(II- ions either through its lactam (NO3ˉ and ClO4- or lactim (the others forms. Conclusion The effect of anion for the same metal ion is obvious from either the geometry of the isolated complexes (Oh, Td and D4h or the various modes of bonding. Also, the obtained complexes fulfill the strong coordinating ability of Clˉ, Brˉ, NO3ˉ and SO42- anions in consistency with the donor ability of the anions. In case of copper(II- acetate, a unique homoleptic complex (5 was obtained in which the AcO- anion acts as a base enough to quantitatively deprotonate the hydrazone. The isatinic hydrazone uses its lactim form in most complexes.

  15. Iridium mediated phenolic O-H activation and cyclometalation of 2-(naphthyl-1'-azo)-4-methylphenol - Formation of organoiridium complexes

    Indian Academy of Sciences (India)

    Rama Acharyya; Shie-Ming Peng; Gene-Hsiang Lee; Samaresh Bhattacharya

    2009-07-01

    Reaction of 2-(naphthyl-1'-azo)-4-methylphenol with [Ir(PPh3)3Cl] in refluxing ethanol in the presence of a base (NEt3) affords an organoiridium complex of type [Ir(PPh3)2(L)(H)], where L represents the coordinated 2-(naphthyl-1'-azo)-4-methylphenolate ligand. A similar reaction carried out in toluene affords the [Ir(PPh3)2(L)(H)] complex along with a similar complex of type [Ir(PPh3)2(L)Cl]. Structures of both the [Ir(PPh3)2(L)(H)] and [Ir(PPh3)2(L)Cl] complexes have been determined by X-ray crystallography. In both the complexes, 2-(naphthyl-1'-azo)-4-methylphenol is coordinated to iridium, via C-H activation at the 2' position of the naphthyl ring, as a dianionic tridentate C, N, O-donor and the two triphenylphosphines are trans. The organoiridium complexes show intense MLCT transitions in the visible region. Cyclic voltammetry on the [Ir(PPh3)2(L)(H)] and [Ir(PPh3)2(L)Cl] complexes shows a reversible Ir(III)-Ir(IV) oxidation respectively at 0.55 and 0.73 V vs SCE. An irreversible oxidation of the coordinated 2-(naphthyl-1'-azo)-4-methylphenolate ligand is observed above 1.0 V vs SCE and an irreversible reduction of the same is observed near -1.0 V vs SCE.

  16. Lanthanide Complexes of Substituted β-Diketone Hydrazone Derivatives: Synthesis, Characterization, and Biological Activities.

    Science.gov (United States)

    Hegazy, W H; Al-Motawaa, I H

    2011-01-01

    A series of β-diketone hydrazone derivatives have been synthesized through condensation of β-diketone with aromatic aldehydes followed by reaction with phenylhydrazine. The structure of the ligands and intermediates are well defined through elemental and spectroscopic analyses. These hydrazones are potential ligands toward lanthanide metal ions. New complexes of trivalent Scandium, Yttrium, Lanthanum, and Cerium have been synthesized. The composition of these complexes is discussed on the basis of elemental analyses, IR, magnetic moments, and thermal analyses. The prepared complexes were screened for antibacterial and antifungal properties and have exhibited potential activity.

  17. Synthesis, Characterization, and Modeling of Naphthyl-Terminated sp Carbon Chains: Dinaphthylpolyynes

    CERN Document Server

    Cataldo, Franco; Cinquanta, Eugenio; Castelli, Ivano Eligio; Manini, Nicola; Onida, Giovanni; Milani, Paolo; 10.1021/jp104863v

    2010-01-01

    We report a combined study on the synthesis, spectroscopic characterization and theoretical modelling of a series of {\\alpha},{\\omega}-dinaphthylpolyynes. We synthesized this family of naphtyl-terminated sp carbon chains by reacting diiodoacetylene and 1-ethynylnaphthalene under the Cadiot-Chodkiewicz reaction conditions. By means of liquid chromatography (HPLC), we separated the products and recorded their electronic absorption spectra, which enabled us to identify the complete series of dinaphthylpolyynes Ar-C2n-Ar (with Ar = naphthyl group and n = number of acetilenic units) with n ranging from 2 to 6. The longest wavelength transition (LWT) in the electronic spectra of the dinaphthylpolyynes red shifts linearly with n away from the LWT of the bare termination. This result is also supported by DFT-LDA simulations. Finally, we probed the stability of the dinaphthylpolyynes in a solid-state precipitate by Fourier-transform infrared spectroscopy and by differential scanning calorimetry (DSC).

  18. POLYBINAPHTHYLS INCORPORATING (R)-20,'-BINAPHTHO-20-CROWN-6AND NAPHTHYL MOITIES

    Institute of Scientific and Technical Information of China (English)

    Dan Zhu; Yi-xiang Cheng; Xiao-wei Zou; Ling-wu Chen; Jin-feng Song; Zhi-liu Wang

    2006-01-01

    Chiral polymer was synthesized by the polymerization of (R)-6,6'-bistributylstannyl-2,2'-binaphtho-20-crown-6(M-1) with 1,4-dibromo-2,3-bisbutoxy-naphthyl (M-2) by Pd(PPh3)4 catalyzed Stille coupling reaction. Both monomer and polymer were analyzed by NMR, MS, FT-IR, UV, polarimetry, DSC-TGA, CD, fluorescent spectroscopy and GPC. The major difference between monomer and polymer is that a long wavelength Cotton Effect was observed for the polymer due to its more extended conjugation in the repeating unit and a highly rigid backbone in the polymer chain. Polymer has strong blue fluorescence due to the efficient energy migration from the extended π-electronic structure of the repeating unit of the polymer to the chiral binaphthyl core and is expected to have potential application in the materials of fluorescent sensors and chiral chromatographic packing for resolution ofracemic amino acid.

  19. Synthesis, complexation, and fluorescence behavior of armed crown ethers carrying naphthyl group.

    Science.gov (United States)

    Kubo, K; Sakaguchi, S; Sakurai, T

    1999-07-12

    Armed crown ethers (1-4) bonding through an amine, amide, ether, or ester linkage to naphthyl group were found to display unique photophysical properties in the presence of guest salts. Complexation of PET fluoroionophores (1a and 1b) with Zn(2+) increased the fluorescence intensities of the host by a factor of 2.4 and 2.7, respectively. (1)H and (13)C NMR analyses of this complexation behavior of 1a revealed that Zn(2+) strongly coordinates with the armed crown nitrogen to cause a dramatic decrease in an intramolecular charge-transfer character. The armed crowns (2 and 3), bonding through an ether or ester linkage to a naphthalene, gave fluorescence quenching with guest thiocyanates. While the amide derivative (4) exhibited high Ba(2+) fluorescence selectivity and in the presence of this cation the host fluorescence intensity was by a factor of 3.69.

  20. Robust naphthyl methacrylate monolithic column for high performance liquid chromatography of a wide range of solutes.

    Science.gov (United States)

    Jonnada, Murthy; El Rassi, Ziad

    2015-08-28

    An organic monolithic column based on the co-polymerization of 2-naphthyl methacrylate (NAPM) as the functional monomer and trimethylolpropane trimethacrylate (TRIM) as the crosslinker was introduced for high performance reversed-phase liquid chromatography (RPC). The co-polymerization was performed in situ in a stainless steel column of 4.6mm i.d. in the presence of a ternary porogen consisting of 1-dodecanol and cyclohexanol. This monolithic column (referred to as naphthyl methacrylate monolithic column or NMM column) showed high mechanical stability at relatively high mobile phase flow velocity indicating that the column has excellent hydrodynamic characteristics. To characterize the NMM column, different probe molecules including alkyl benzenes, and aniline, benzene, toluene and phenol derivatives were chromatographed on the column and the results in terms of k, selectivity and plate counts were compared to those obtained on an octadecyl silica (ODS) column in order to assess the presence of π-π and hydrophobic interactions on the NMM column under otherwise the same elution conditions. The NMM column offered additional π-π interactions with aromatic molecules in addition to hydrophobic interactions under RPC elution conditions. Run-to-run and column-to-column reproducibility of solute k values were evaluated, and percent relative standard deviation of column using shallow (30min at 1.0mL/min), steep (10min at 1.0mL/min) and ultra steep (1min at 3.0mL/min) linear gradient elution at increasing ACN concentration in the mobile phase using a 10cm×4.6mm i.d. column in case of shallow and steep linear gradients and a 3cm×4.6mm i.d. column for ultra steep linear gradient.

  1. Synthesis and larvicidal and adult topical activity of some hydrazide-hydrazone derivatives against Aedes aegypti

    Science.gov (United States)

    A series of novel hydrazide-hydrazone derivatives were synthesized and evaluated for their larvicidal and adult topical activity against Aedes aegypti. The proposed structures of all the synthesized compounds were confirmed using elemental analysis, UV, IR, 1H-NMR, 13C-NMR and mass spectroscopy. Com...

  2. Fe-Catalyzed Olefin Hydroamination with Diazo Compounds for Hydrazone Synthesis.

    Science.gov (United States)

    Zheng, Jing; Qi, Jifeng; Cui, Sunliang

    2016-01-01

    A novel Fe-catalyzed olefin hydroamination with diazo compounds for accessing hydrazones has been developed. Diazo compounds are used as radical acceptors and can be trapped by the in situ generated alkyl radical toward C-N bond formation. The reaction conditions are mild, and the substrate scope is broad. Additionally, this hydroamination protocol is applicable for intramolecular reactions to construct diverse heterocycles.

  3. Preparation, spectroscopic and acidity properties of two hydrazones: an organic lab experiment

    Energy Technology Data Exchange (ETDEWEB)

    Rezende, Marcos Caroli; Pizarro, Claudia; Millan, Daniela [Universidad de Santiago, Santiago (Chile). Facultad de Quimica y Biologia]. E-mail: mcaroli@lauca.usach.cl

    2007-01-15

    An undergraduate organic lab experiment is described based on the preparation of two readily accessible hydrazones. The UVvisible spectra of these N-H acids and of their conjugate bases are employed to illustrate the importance of through-conjugation in determining their acid strength and their internal charge-transfer-band transitions. (auth0008.

  4. Hydrazone as the directing group for Ir-catalyzed arene diborylations and sequential functionalizations.

    Science.gov (United States)

    Ros, Abel; López-Rodríguez, Rocío; Estepa, Beatriz; Álvarez, Eleuterio; Fernández, Rosario; Lassaletta, José M

    2012-03-14

    The use of hemilabile pyridine-hydrazone N,N-ligands allows the highly selective Ir-catalyzed ortho,ortho'-directed diborylation of aromatic N,N-dimethylhydrazones in near-quantitative yields. One-pot sequential Suzuki-Miyaura cross-coupling with different aryl bromides provides a short entry to unsymmetrically substituted 2,6-diarylbenzaldehyde derivatives.

  5. Preparation, spectroscopic and acidity properties of two hydrazones: an organic lab experiment

    Directory of Open Access Journals (Sweden)

    Marcos Caroli Rezende

    2007-02-01

    Full Text Available An undergraduate organic lab experiment is described based on the preparation of two readily accessible hydrazones. The UV-visible spectra of these N-H acids and of their conjugate bases are employed to illustrate the importance of through-conjugation in determining their acid strength and their internal charge-transfer-band transitions.

  6. Comparison of hydrazone heterobifunctional cross-linking agents for reversible conjugation of thiol-containing chemistry.

    Science.gov (United States)

    Christie, R James; Anderson, Diana J; Grainger, David W

    2010-10-20

    Reversible covalent conjugation chemistries that allow site- and condition-specific coupling and uncoupling reactions are attractive components in nanotechnologies, bioconjugation methods, imaging, and drug delivery systems. Here, we compare three heterobifunctional cross-linkers, containing both thiol- and amine-reactive chemistries, to form pH-labile hydrazones with hydrazide derivatives of the known and often published water-soluble polymer, poly[N-(2-hydroxypropyl methacrylamide)] (pHPMA), while subsequently coupling thiol-containing molecules to the cross-linker via maleimide addition. Two novel cross-linkers were prepared from the popular heterobifunctional cross-linking agent, succinimidyl-4-(N-maleimidomethyl) cyclohexane-1-carboxylate (SMCC), modified to contain either terminal aldehyde groups (i.e., 1-(N-3-propanal)-4-(N-maleimidomethyl) cyclohexane carboxamide, PMCA) or methylketone groups (i.e., 1-(N-3-butanone)-4-(N-maleimidomethyl) cyclohexane carboxamide, BMCA). A third cross-linking agent was the commercially available N-4-acetylphenyl maleimide (APM). PMCA and BMCA exhibited excellent reactivity toward hydrazide-derivatized pHPMA with essentially complete hydrazone conjugation to polymer reactive sites, while APM coupled only ∼60% of available reactive sites on the polymer despite a 3-fold molar excess relative to polymer hydrazide groups. All polymer hydrazone conjugates bearing these bifunctional agents were then further reacted with thiol-modified tetramethylrhodamine dye, confirming cross-linker maleimide reactivity after initial hydrazone polymer conjugation. Incubation of dye-labeled polymer conjugates in phosphate buffered saline at 37 °C showed that hydrazone coupling resulting from APM exhibited the greatest difference in stability between pH 7.4 and 5.0, with hydrolysis and dye release increased at pH 5.0 over a 24 h incubation period. Polymer conjugates bearing hydrazones formed from cross-linker BMCA exhibited intermediate stability

  7. A facile BPO-mediated ortho-hydroxylation and benzoylation of N-alkyl anilines for synthesis of 2-benzamidophenols.

    Science.gov (United States)

    Zhang, Zhi-Jing; Quan, Xue-Jing; Ren, Zhi-Hui; Wang, Yao-Yu; Guan, Zheng-Hui

    2014-06-20

    A facile benzoyl peroxide (BPO) mediated ortho-hydroxylation and benzoylation of N-alkyl anilines for the synthesis of 2-benzamidophenols has been developed. The reaction tolerates a wide range of functional groups and is a good method for the straightforward synthesis of valuable 2-benzamidophenols in good yields under mild conditions.

  8. Solvolysis of benzoyl halides in water/NH4DEHP/isooctane microemulsions.

    Science.gov (United States)

    García-Río, L; Hervella, P; Rodríguez-Dafonte, P

    2006-08-29

    A study was carried out on the solvolysis reactions of different benzoyl halides in microemulsions of water/NH4DEHP/isooctane, where NH4DEHP is ammonium bis(2-ethylhexyl) phosphate. Because of the low solubility of benzoyl halides in water, they are distributed between the continuous medium and the interface of the microemulsion, where the reaction takes place. The application of the pseudophase model has allowed us to obtain the distribution constants and the rate constants at the interface for the benzoyl halides. Reaction mechanisms and the changes in these mechanisms in terms of the water content of the microemulsion have been determined on the basis of kinetic data. The influence of the substituent and the leaving group on the reaction rate has been investigated. A comparison of kinetic results with those previously obtained in water/AOT/isooctane microemulsions allows a kinetic evaluation of the change in the microemulsion properties with the surfactant.

  9. Reactions of 1-naphthyl radicals with ethylene. Single pulse shock tube experiments, quantum chemical, transition state theory, and multiwell calculations.

    Science.gov (United States)

    Lifshitz, Assa; Tamburu, Carmen; Dubnikova, Faina

    2008-02-07

    The reactions of 1-naphthyl radicals with ethylene were studied behind reflected shock waves in a single pulse shock tube, covering the temperature range 950-1200 K at overall densities behind the reflected shocks of approximately 2.5 x 10(-5) mol/cm3. 1-Iodonaphthalene served as the source for 1-naphthyl radicals as its C-I bond dissociation energy is relatively small. It is only approximately 65 kcal/mol as compared to the C-H bond strength in naphthalene which is approximately 112 kcal/mol and can thus produce naphthyl radicals at rather low reflected shock temperatures. The [ethylene]/[1-iodo-naphthalene] ratio in all of the experiments was approximately 100 in order to channel the free radicals into reactions with ethylene rather than iodonaphthalene. Four products resulting from the reactions of 1-naphthyl radicals with ethylene were found in the post shock samples. They were vinyl naphthalene, acenaphthene, acenaphthylene, and naphthalene. Some low molecular weight aliphatic products at rather low concentrations, resulting from the attack of various free radicals on ethylene were also found in the shocked samples. In view of the relatively low temperatures employed in the present experiments, the unimolecular decomposition rate of ethylene is negligible. Three potential energy surfaces describing the production of vinyl naphthalene, acenaphthene, and acenaphthylene were calculated using quantum chemical methods and rate constants for the elementary steps on the surfaces were calculated using transition state theory. Naphthalene is not part of the reactions on the surfaces. Acenaphthylene is obtained only from acenaphthene. A kinetics scheme containing 27 elementary steps most of which were obtained from the potential energy surfaces was constructed and computer modeling was performed. An excellent agreement between the experimental yields of the four major products and the calculated yields was obtained.

  10. Tetradentate metal complexes derived from cephalexin and 2,6-diacetylpyridine bis(hydrazone): Synthesis, characterization and antibacterial activity

    Science.gov (United States)

    Anacona, J. R.; Rangel, Victor; Loroño, Marcos; Camus, Juan

    2015-10-01

    Metal(II) coordination compounds of a hydrazone ligand (HL) derived from the condensation of cephalexin antibiotic with 2,6-diacetylpyridine bis(hydrazone) were synthesized. The hydrazone ligand and mononuclear [ML(H2O)2][PF6] (M(II) = Mn, Co, Ni, Zn) complexes were characterized by several techniques, including elemental and thermal analysis, molar conductance and magnetic susceptibility measurements, electronic, FT-IR, EPR and 1H NMR spectral studies. The cephalexin 2,6-diacetylpyridine bis(hydrazone) ligand HL behaves as a monoanionic tetradentate NNNO chelating agent. The biological applications of complexes have been studied on two bacteria strains (Escherichia coli and Staphylococcus aureus) by agar diffusion disc method.

  11. The use of a versatile o-vanilloyl hydrazone ligand to prepare SMM-like Dy3 molecular cluster pair.

    Science.gov (United States)

    Xue, Shufang; Zhao, Lang; Guo, Yun-Nan; Zhang, Peng; Tang, Jinkui

    2012-09-14

    A novel lanthanide molecular cluster pair (MCP), displaying single molecule magnet behaviour, was assembled using the novel o-vanilloyl hydrazone ligand, versatile in terms of denticity, tautomerism and the rotatable C-C bond.

  12. Potential Amoebicidal Activity of Hydrazone Derivatives: Synthesis, Characterization, Electrochemical Behavior, Theoretical Study and Evaluation of the Biological Activity

    OpenAIRE

    2015-01-01

    Four new hydrazones were synthesized by the condensation of the selected hydrazine and the appropriate nitrobenzaldehyde. A complete characterization was done employing 1H- and 13C-NMR, electrochemical techniques and theoretical studies. After the characterization and electrochemical analysis of each compound, amoebicidal activity was tested in vitro against the HM1:IMSS strain of Entamoeba histolytica. The results showed the influence of the nitrobenzene group and the hydrazone linkage on th...

  13. Density functional theory studies on the nano-scaled composites consisted of graphene and acyl hydrazone molecules

    Science.gov (United States)

    Ren, J. L.; Zhou, L.; Lv, Z. C.; Ding, C. H.; Wu, Y. H.; Bai, H. C.

    2016-07-01

    Graphene, which is the first obtained single atomic layer 2D materials, has drawn a great of concern in nano biotechnology due to the unique property. On one hand, acyl hydrazone compounds belonging to the Schif bases have aroused considerable attention in medicine, pharmacy, and analytical reagent. However, few understanding about the interaction between graphene and acyl hydrazone molecules is now available. And such investigations are much crucial for the applications of these new nano-scaled composites. The current work revealed theoretical investigations on the nano-scaled composites built by acyl hydrazone molecules loaded on the surface of graphene. The relative energy, electronic property and the interaction between the counterparts of graphene/acyl hydrazone composites are investigated based on the density functional theory calculations. According to the obtained adsorption energy, the formation of the nano-scaled composite from the isolated graphene and acyl hydrazone molecule is exothermic, and thus it is energetically favorable to form these nano composites in viewpoint of total energy change. The frontier molecular orbital for the nano composite is mainly distributed at the graphene part, leading to that the energy levels of the frontier molecular orbital of the nano composites are very close to that of isolated graphene. Moreover, the counterpart interaction for the graphene/acyl hydrazone composites is also explored based on the discussions of orbital hybridization, charge redistribution and Van der Waals interaction.

  14. Molecular effects of 1-naphthyl-methylcarbamate and solar radiation exposures on human melanocytes.

    Science.gov (United States)

    Ferrucio, Bianca; Tiago, Manoela; Fannin, Richard D; Liu, Liwen; Gerrish, Kevin; Maria-Engler, Silvya Stuchi; Paules, Richard S; Barros, Silvia Berlanga de Moraes

    2017-02-01

    Carbaryl (1-naphthyl-methylcarbamate), a broad-spectrum insecticide, has recently been associated with the development of cutaneous melanoma in an epidemiological cohort study with U.S. farm workers also exposed to ultraviolet radiation, the main etiologic factor for skin carcinogenesis. We hypothesized that carbaryl exposure may increase deleterious effects of UV solar radiation on skin melanocytes. This study aimed to characterize human melanocytes after individual or combined exposure to carbaryl (100μM) and solar radiation (375mJ/cm(2)). In a microarray analysis, carbaryl, but not solar radiation, induced an oxidative stress response, evidenced by the upregulation of antioxidant genes, such as Hemeoxygenase-1 (HMOX1), and downregulation of Microphtalmia-associated Transcription Factor (MITF), the main regulator of melanocytic activity; results were confirmed by qRT-PCR. Carbaryl and solar radiation induced a gene response suggestive of DNA damage and cell cycle alteration. The expression of CDKN1A, BRCA1/2 and MDM2 genes was notably more intense in the combined treatment group, in a synergistic manner. Flow cytometry assays demonstrated S-phase cell cycle arrest, reduced apoptosis levels and faster induction of cyclobutane pyrimidine dimers (CPD) lesions in carbaryl treated groups. Our data suggests that carbaryl is genotoxic to human melanocytes, especially when associated with solar radiation.

  15. Nucleophilic Benzoylation Using a Mandelic Acid Dioxolanone as a Synthetic Equivalent of the Benzoyl Carbanion. Oxidative Decarboxylation of α-Hydroxyacids

    Directory of Open Access Journals (Sweden)

    José R. Pedro

    2004-04-01

    Full Text Available The synthesis of alkyl aryl ketones using a mandelic acid dioxolanone as a synthetic equivalent (Umpolung of the benzoyl carbanion is reported. The methodology involves alkylation of the mandelic acid dioxolanone, hydrolysis of the dioxolanone moiety in the alkylated products and oxidative decarboxylation of the resulting α-hydroxyacids. The last step is carried out in a catalytic aerobic way using a Co (III complex in the presence of pivalaldehyde under very mild conditions.

  16. Synthesis of disubstituted homodiamantanes by acylative ring expansion using benzoyl trifluoromethanesulfonate

    Directory of Open Access Journals (Sweden)

    Takao Okazaki, Shusaku Mandai, Toshikazu Kitagawa and Ken'ichi Takeuchi

    2006-01-01

    Full Text Available Diamantane is a hydrocarbon whose carbon framework is a part of diamond lattices. Acylative ring expansion of 1- and 4-diamantanecarbaldehyde using benzoyl trifluoromethanesulfonate and trifluoromethanesulfonic acid yielded 10-hydroxyhomodiamant-9-yl benzoate and 7-hydroxyhomodiamant-8-yl benzoate, whose skeletal structures are same as pentacyclo[8.3.1.14,13.02,7.06,12]tetradecane.

  17. Photocarcinogenesis and toxicity of benzoyl peroxide in hairless mice after simulated solar radiation

    DEFF Research Database (Denmark)

    Lerche, Catharina M; Philipsen, Peter A; Poulsen, Thomas;

    2010-01-01

    Topical benzoyl peroxide (BPO) gel has long been used to treat acne vulgaris and has recently been combined with clindamycin (BPO-clin). No skin malignancies have been reported after clinical use of BPO, but there has been concern about the possible carcinogenicity of BPO alone and in combination...

  18. Benzoyl peroxide (BPO)-promoted oxidative trifluoromethylation of tertiary amines with trimethyl(trifluoromethyl)silane.

    Science.gov (United States)

    Chu, Lingling; Qing, Feng-Ling

    2010-09-14

    The benzoyl peroxide (BPO)-promoted oxidative functionalization of tertiary amines under transition-metal-free reaction conditions was developed. Various 1-trifluoromethylated tetrahydroisoquinoline derivatives were prepared by employing this method. It constitutes the first example of direct trifluoromethylation of tertiary amines.

  19. Copper(II)-catalyzed electrophilic amination of quinoline N-oxides with O-benzoyl hydroxylamines.

    Science.gov (United States)

    Li, Gang; Jia, Chunqi; Sun, Kai; Lv, Yunhe; Zhao, Feng; Zhou, Kexiao; Wu, Hankui

    2015-03-21

    Copper acetate-catalyzed C-H bond functionalization amination of quinoline N-oxides was achieved using O-benzoyl hydroxylamine as an electrophilic amination reagent, thereby affording the desired products in moderate to excellent yields. Electrophilic amination can also be performed in good yield on a gram scale.

  20. The Crystal Structure of N-Benzoyl-N'-(2-hydroxyethyl)-thiourea

    Institute of Scientific and Technical Information of China (English)

    XIAN Liang; ZHANG You-ming; WEI Tai-bao

    2004-01-01

    Thiourea compounds are excellent agents of bioactive substance. A number of biological activities are associated with substituted thiourea derivatives. A survey of literature reveals that some work has been reported on benzoylthiourea, which has found plenty of applications as a facile and simple ligand in determination of trances of the transition metal and as an available starting material in preparation of a wide variety of metal complexes. In recent years,N-benzoyl-N'-(2-hydroxyethyl)-thiourea has attracted considerable attention as selective reagents for the liquid-liquid extraction and preconcentration of platinum group metals and its antifungle activity.As a part of our works in studying coordination behaviours of N-benzoyl-N'-(2-hydroxyethyl)-thiourea and its bioactivity, in view of these observations and in continuation of our previous works on it, the present work was reported on the crystal structure of N-benzoyl-N'-( 2-hydroxyethyl)-thiourea.The crystals structure in the monoclinic system and space group of P21/c of N-benzoyl-N'-(2-hydroxyethyl)- thiourea (C10H12N2O2S) was determined from single-crystal X-ray diffraction analysis, a = 17.083 (3) A, b = 4.5490 (10) A, c = 14.279 (3)A, a = 90.00°, a = 102.44(3)°, a = 90.00 °, Ⅴ = 1083.6 (4)A3, Z = 4, Dc = 1.375 Mg/m3, i (Mo Ka)= 0.280 mm-1, F(000) =472. The final R and u R are 0.0399 and 0.0881 for 783 observed reflections [Ⅰ>26(Ⅰ)].Fig. 1 shows the molecular crystal structure of N-benzoyl-N'-(2-hydroxyethyl)thiourea indicating that the carbonyl and thiocarbonyl moieties are pointing in approximate opposite directions. The six atoms in the ring structure hydrogen bonded are almost in one plane. The N(2)-H proton pendant arm extends to the carbonyl oxygen atom, forms hydrogen bond between them.The existence of hydrogen bond in benzoyl-thiourea molecular six-membered ring structure has significant implications on coordination properties, suggest the possibility of intramolecular hydrogen bond

  1. Spectroscopic and theoretical study of the o-vanillin hydrazone of the mycobactericidal drug isoniazid

    Science.gov (United States)

    González-Baró, Ana C.; Pis-Diez, Reinaldo; Parajón-Costa, Beatriz S.; Rey, Nicolás A.

    2012-01-01

    A complete and detailed study of the hydrazone obtained from condensation of antituberculous isoniazid (hydrazide of the isonicotinic acid, INH) and o-vanillin (2-hydroxy-3-methoxybenzaldehyde, o-HVa) is performed. It includes structural and spectroscopic analyses, comparing experimental and theoretical results. The compound was obtained as a chloride of the pyridinic salt (INHOVA +Cl -) but it will be referred as INHOVA for the sake of simplicity. The conformational space was searched and optimized geometries were determined both in gas phase and including solvent effects. Vibrational (IR and Raman), electronic and NMR spectra were registered and assigned with the help of computational methods based on the Density Functional Theory. Isoniazid hydrazones are good candidates for therapeutic agents against tuberculosis with conserved efficiency and lower toxicity and resistance than parent INH.

  2. The importance of the rotor in hydrazone-based molecular switches

    Directory of Open Access Journals (Sweden)

    Xin Su

    2012-06-01

    Full Text Available The pH-activated E/Z isomerization of a series of hydrazone-based systems having different functional groups as part of the rotor (R = COMe, CN, Me, H, was studied. The switching efficiency of these systems was compared to that of a hydrazone-based molecular switch (R = COOEt whose E/Z isomerization is fully reversible. It was found that the nature of the R group is critical for efficient switching to occur; the R group should be a moderate H-bond acceptor in order to (i provide enough driving force for the rotor to move upon protonation, and (ii stabilize the obtained Z configuration, to achieve full conversion.

  3. Super resolution nano-information recording in a new hydrazone metal complex material

    Science.gov (United States)

    Zhang, Kui; Wei, Jingsong; Chen, Zhimin; Wei, Tao; Geng, Yongyou; Wang, Yang; Wu, Yiqun

    2016-10-01

    Laser thermal lithography has been proposed for a few years, which has the advantages of breaking through the optical diffraction limit, operation in far-field and in air, and low production cost. In this paper, a new hydrazone metal complex is used as the laser thermal lithography material due to its feature of the one-step fabrication of micro/nano structure without mask and wet-etching process. Based on the laser thermal lithography method, super resolution nano-information pits are directly written on the surface of hydrazone metal complex thin films. Pits with a minimum feature size of about 79 nm are successfully obtained, which is only about 1/7 of the writing spot size. Moreover, the reactive ion etching method can be applied to transfer the pits onto a silica substrate. These results suggest the potential applications of the new material in high density optical data storage and semiconductor industries.

  4. Novel hydrazone derivatives containing pyridine amide moiety: Design, synthesis, and insecticidal activity.

    Science.gov (United States)

    Yang, Zai-Bo; Hu, De-Yu; Zeng, Song; Song, Bao-An

    2016-02-15

    A series of novel hydrazone derivatives containing pyridine amide moiety were designed, synthesized, and evaluated for their insecticidal activity. Bioassays indicated that some of the target compounds exhibited good insecticidal activities against Nilaparvata lugens (N. lugens), Plutella xylostella (P. xylostella), Mythimna separata (M. separata), Helicoverpa armigera (H. armigera), Pyrausta nubilalis (P. nubilalis), and Culex pipiens pallens (C. pipiens pallens). In particular, compound 5j revealed excellent insecticidal activity against C. pipiens pallens, with the 50% lethal concentration (LC50) and the 95% lethal concentration (LC95) values of 2.44 and 5.76 mg/L, respectively, which were similar to those of chlorpyrifos (3.26 and 6.98 mg/L, respectively), tebufenozide (1.22 and 2.49 mg/L, respectively), and RH-5849 (2.61 and 6.37 mg/L, respectively). These results indicated that hydrazone derivatives containing pyridine amide moiety could be developed as novel and promising insecticides.

  5. Backbone-hydrazone-containing biodegradable copolymeric micelles for anticancer drug delivery

    Science.gov (United States)

    Xu, Jing; Luan, Shujuan; Qin, Benkai; Wang, Yingying; Wang, Kai; Qi, Peilan; Song, Shiyong

    2016-11-01

    Well-defined biodegradable, pH-sensitive amphiphilic block polymers, poly(ethylene glycol)-Hyd-poly(lactic acid) (mPEG-Hyd-PLA) which have acid-cleavable linkages in their backbones, were synthesized via ring-opening polymerization initiated from hydrazone-containing macroinitiators. Introducing a hydrazone bond onto the backbone of an amphiphilic copolymer will find a broad-spectrum encapsulation of hydrophobic drugs. Dynamic light scattering (DLS) and transmission electron microscopy showed that the diblock copolymers self-assembled into stable micelles with average diameters of 100 nm. The mean diameters and size distribution of the hydrazone-containing micelles changed obviously in mildly acidic pH (multiple peaks from 1 to 202 nm appeared under a pH 4.0 condition) than in neutral, while there were no changes in the case of non-sensitive ones. Doxorubicin (DOX) and paclitaxel (PTX) were loaded with drug loading content ranging from 2.4 to 3.5 %, respectively. Interestingly, the anticancer drugs released from mPEG-Hyd-PLA micelles could also be promoted by the increased acidity. An in vitro cytotoxicity study showed that the DOX-loaded mPEG-Hyd-PLA micelles have significantly enhanced cytotoxicity against HepG2 cells compared with the non-sensitive poly(ethylene glycol)-block-poly(lactic acid) (mPEG-PLA) micelles. Confocal microscopy observation indicated that more DOX were delivered into the nuclei of cells following 6 or 12 h incubation with DOX-loaded mPEG-Hyd-PLA micelles. In vivo studies on H22-bearing Swiss mice demonstrated the superior anticancer activity of DOX-loaded mPEG-Hyd-PLA micelles over free DOX and DOX-loaded mPEG-PLA micelles. These hydrazone-containing pH-responsive degradable micelles provide a useful strategy for antitumor drug delivery.

  6. Ruthenium(II) hydrazone Schiff base complexes: synthesis, spectral study and catalytic applications.

    Science.gov (United States)

    Manikandan, R; Viswanathamurthi, P; Muthukumar, M

    2011-12-01

    Ruthenium(II) hydrazone Schiff base complexes of the type [RuCl(CO)(B)(L)] (were B=PPh(3), AsPh(3) or Py; L=hydrazone Schiff base ligands) were synthesized from the reactions of hydrazone Schiff base ligand (obtained from isonicotinoylhydrazide and different hydroxy aldehydes) with [RuHCl(CO)(EPh(3))(2)(B)] (where E=P or As; B=PPh(3), AsPh(3) or Py) in 1:1 molar ratio. All the new complexes have been characterized by analytical and spectral (FT-IR, electronic, (1)H, (13)C and (31)P NMR) data. They have been tentatively assigned an octahedral structure. The synthesized complexes have exhibited catalytic activity for oxidation of benzyl alcohol to benzaldehyde and cyclohexanol to cyclohexanone in the presence of N-methyl morpholine N-oxide (NMO) as co-oxidant. They were also found to catalyze the transfer hydrogenation of aliphatic and aromatic ketones to alcohols in KOH/Isopropanol.

  7. Bach Adsorption Study for the Extraction of Silver Ions by Hydrazone Compounds from Aqueous Solution

    Directory of Open Access Journals (Sweden)

    Abdussalam Salhin Mohamad Ali

    2012-01-01

    Full Text Available Sorbent materials based on a hydrazone Schiff base compound, C14H11BrN4O4, were prepared either by immobilizing the ligand into sol-gel (SG1 or bonding to silica (SG2. The sorbent materials were characterized by FT-IR, EDX, SEM, TEM, and TGA. The sorption characteristics of a matrix of eight transition metal ions (Ag+, Cu2+, Co2+, Ni2+, Fe3+, Pb2+, Zn2+, and Mn2+ using batch method were studied. Several key parameters that affected the extraction efficiency such as pH, contact time, metal ions concentration, and gel size (for SGl were investigated and optimized. Under the optimized conditions, the physically immobilized hydrazone sorbent (SG1 exhibits highest selectivity towards Ag+ ions, while the chemically bonded hydrazone sorbent (SG2 exhibits high extraction for all metal ions tested. However, for practical applications such as the removal and preconcentration of Ag+, the physically immobilized sorbent (SG1 is preferred.

  8. 合成β-萘乙醚的研究进展%Research progress of synthesis of β-naphthyl ethyl ether

    Institute of Scientific and Technical Information of China (English)

    俞善信; 文瑞明; 刘美艳

    2013-01-01

    β-Naphthyl ethyl ether is a very good flavor。 Research into synthetic catalyst of β-naphthyl ethyl ether will have greatly influence to production of β-naphthyl ethyl ether. The synthesis of β-naphthyl ethyl ether with Williamson method and β-naphthol-ethyl alcohol etherification during the last years was reviewed. The result showed that solid acids(p-toluene sulfonic acid,ferric chloride,copper chloride,aluminum sulfate,ferric sulfate and sodium bisulfate et al. )are good catalyst for synthesis of β-naphthyl ethyl ether from β-naphthol and ethyl alcohol etherification.%β-萘乙醚是一种很好的香料.合成β-萘乙醚催化剂的研究对于β-萘乙醚的生产具有重大影响.评述了近年来合成β-萘乙醚的Williamson法和β-萘酚-乙醇醚化法.结果表明,固体酸(对甲苯磺酸、三氯化铁、氯化铜、硫酸铝、硫酸铁和硫酸氢钠等)是由β-萘酚和乙醇醚化合成β-萘乙醚的良好催化剂.

  9. SYNTHESIS OF POLYSTYRENE-BLOCK-POLYCAPROLACTAM WITH 1,1-BIS-(1'-NAPHTHYL) ETHYLENE AS A -DEACTIVATING AGENT

    Institute of Scientific and Technical Information of China (English)

    JIANG Rishan; QUIRK, Roderic P.

    1993-01-01

    The insertion of 1,1-bis (1'-naphthyl) ethylene monomer unit into the active polystyrene chain end greatly decreased the reactivity of the active chain end to the carbonyl group, and allowed the polymeric chain end to react only with the double bond in N-methacryloyl caprolactam, resulting in N-acylcaprolactam functionalized polystyrene in 100% conversion. New diblock copolymer of polystyrene with polycaprolactam was synthesized by direct reaction of the functionalized polymer with caprolactam without adding additional alkali metal or their caprolactam salts.

  10. N-(1-Naphthyl) Ethylenediamine Dinitrate: A New Matrix for Negative Ion MALDI-TOF MS Analysis of Small Molecules

    Science.gov (United States)

    Chen, Rui; Chen, Suming; Xiong, Caiqiao; Ding, Xunlei; Wu, Chih-Che; Chang, Huan-Cheng; Xiong, Shaoxiang; Nie, Zongxiu

    2012-09-01

    An organic salt, N-(1-naphthyl) ethylenediamine dinitrate (NEDN), with rationally designed properties of a strong UV absorbing chromophore, hydrogen binding and nitrate anion donors, has been employed as a matrix to analyze small molecules ( m/z interfering with MS analysis. For low-molecular-weight saccharides, the lowest detection limit achieved ranges from 500 amol to 5 pmol, depending on the molecular weight and the structure of the analytes. Additionally, the mass spectra in the lower mass range ( m/z analysis of small molecules with nitrate anion attachment.

  11. Microwave assisted synthesis of some novel Flurbiprofen hydrazide- hydrazones as anti-HCV NS5B and anticancer agents

    Directory of Open Access Journals (Sweden)

    Sevil Aydın

    2013-01-01

    Full Text Available The synthesis of a new series of flurbiprofen hydrazide-hydrazones using microwave assisted reactions is described. Substituted aldehydes were condensed with flurbiprofen hydrazide by microwave irradiation to corresponding hydrazones. Synthesis of N’-[(4-bromothiophen-2-ylmethylidene]-2-(2-fluorobiphenyl-4-yl propanehydrazide (3o employing microwave assisted process resulted in higher yields, in faster time and with less chemical waste compared to traditional techniques. (2-fluorobiphenyl-4-yl-N’-(phenylmethylidenepropanehydrazide (3p andN’-[(2-chloro-6-fluorophenyl methylidene]-2-(2-fluorobiphenyl-4-ylpropanehydrazide (3s inhibited the growth of a leukemia cancercell line HL-60 (TB by 66.37% and an ovarian cancer cell line OVCAR-4 by 77.34% (singledose, 10μM, respectively at the National Cancer Institute (NCI, but had no significant ef-fect on a panel of sixty human tumor cell lines. Flurbiprofen hydrazide-hydrazones were weak inhibitors of hepatitis C virus NS5B polymerase activity with N’-[(5-ethylfuran-2-ylmethylidene]-2-(2-fluorobiphenyl-4-ylpropanehydrazide (3m being the most active of this series. Binding mode investigations of compound 3m suggested that allosteric pocket (AP-B may be the potential binding site for flurbiprofen hydrazones and these results will alsoassist in further derivatization of 3m using the green chemistry approach and improve the potency of S-flurbiprofen hydrazide hydrazones

  12. Synthesis and characterization of bio-based polyurethane from benzoylated cashewnut husk tannins

    Indian Academy of Sciences (India)

    A J Sunija; S Siva Ilango; K P Vinod Kumar

    2014-05-01

    Benzoylated tannin prepared by benzoylation of cashewnut husk tannin, was treated with hexame-thylenediisocyanate in the presence of 1,4-butanediol as an extender to prepare thermosetting polyurethane. The sample was characterized using FT–IR and 13C NMR spectra. Thermal, morphological, physico-chemical and electrical properties were also investigated. Polyurethane obtained was sensitive to moisture but had very good solvent resistance. Results show that g of the sample is 260 °C and thermal decomposition begins at 280 °C. The dielectric constant varies randomly with temperature. The conductivity of the sample was found to increase with increase in temperature but shows random variation at 90 and 150 °C

  13. Exciton coupling effects and conformational change of perhexyloligosilanes with optically active methyl(1-naphthyl)phenylsilyl terminals.

    Science.gov (United States)

    Oh, Hyun-Shik; Park, Lee-Soon; Kawakami, Yusuke

    2003-08-01

    Perhexyloligosilanes (R,R)-(+)-MeNpPhSi*(Hex(2)Si)(n)Si*PhNpMe (n = 2; (R,R)-(+)-4a, n = 4; (R,R)-(+)-6a, n = 6; (R,R)-(+)-8a) with chiral methyl(1-naphthyl)phenylsilyl terminals were synthesized and characterized. The absorption wavelengths lambda(max) by (1)L(a,Ph) transition of phenyl chromophore conjugated with oligosilane units in (R,R)-(+)-4a - (R,R)-(+)-8a show bathochromic shift of about 3-4 nm compared with those of the alpha,omega-phenyl substituted perhexyloligosilanes Ph(Hex(2)Si)(m)Ph (m = 4; 4b, m = 6; 6b, m = 8; 8b) having the same silicon chain length. Longer chain length induces the separated lambda(max) of (1)L(a,Ph) from (1)B(b,Np) of naphthyl chromophore with positive exciton chiralities. In (R,R)-(+)-8a, although the extremum wavelengths lambda(ext) of exciton coupling between (1)B(b,Np) and (1)L(a,Ph) are separated by about 80 nm, the compound retains the positive exciton chirality, which provides definite information on the absolute configuration of terminal chiral silicon atoms. Bulky terminal substituents and lowering the temperature affect the conformation of the main chain, inducing extended silicon backbone structure.

  14. Rapid on-plate and one-pot derivatization of carbonyl compounds for enhanced detection by reactive matrix LDI-TOF MS using the tailor-made reactive matrix, 4-dimethylamino-6-(4-methoxy-1-naphthyl)-1,3,5-triazine-2-hydrazine (DMNTH).

    Science.gov (United States)

    Mugo, Samuel M; Bottaro, Christina S

    2007-02-01

    In this study, a very sensitive and economical high-throughput methodology has been developed for the analysis of small carbonyl compounds using rapid derivatization with 4-dimethylamino-6-(4-methoxy-1-naphthyl)-1,3,5-triazine-2-hydrazine (DMNTH), a derivatizing agent developed by the Karst group at the University of Münster. DMNTH is highly ionizable by the UV laser and reacts selectively and rapidly with carbonyl moieties. The resulting hydrazone is easily detectable by laser desorption ionization time of flight mass spectrometry (LDI-TOF MS), eliminating the need for the matrix assisted variant (MALDI) and the associated issue of matrix optimization, which greatly simplifies the analysis. It has been demonstrated that a range of carbonyl compounds can be conveniently analyzed by this reactive matrix LDI-TOF MS (RM-LDI-TOF MS) procedure and that furfural DMNThydrazone (prior labeled and labeled in situ) can be used as an internal standard for semiquantitative analysis. Amounts as low as 0.5 ng ml(-1) of 4-methoxybenzaldehyde have been detected using a one-pot derivatization methodology. Rapid on-plate derivatization was also found to be a simple approach for fast and reliable screening of various analytes, although with slightly higher detection limits. To test its applicability in complex matrices, analysis of furfural spiked in beer has been demonstrated. This RM-LDI-TOF MS method shows considerable promise for the analysis of carbonyl compounds in water, particularly for disinfection by-products that result from reaction of natural organic matter with oxidative disinfectants.

  15. Design, Synthesis and Biological Activities of Novel Benzoyl Hydrazines Containing Pyrazole

    Institute of Scientific and Technical Information of China (English)

    闫涛; 于淑晶; 刘鹏飞; 刘卓; 王宝雷; 熊丽霞; 李正名

    2012-01-01

    In search of environmentally benign compounds with high biological activity, low toxicity and low resistance, 8 novel benzoyl hydrazines containing pyrazole were designed and synthesized. All compounds were characterized by I H NMR spectra and HRMS. The preliminary results of biological activity assessment indicated that most of title compounds exhibited certain insecticidal activities against M),thimna separata Walker at 200 mg L-1 but excellent fungicidal activities against six fungus at 50 mg L-1, which were better than the control.

  16. Efficacy and safety of topical nadifloxacin and benzoyl peroxide versus clindamycin and benzoyl peroxide in acne vulgaris: A randomized controlled trial

    Directory of Open Access Journals (Sweden)

    S Choudhury

    2011-01-01

    Full Text Available Background : Topical therapy with comedolytics and antibiotics are often advocated for mild and moderate severity acne vulgaris. Nadifloxacin, a new fluoroquinolone with anti-Propionibacterium acnes activity and additional anti-inflammatory activity, is approved for use in acne. This randomized controlled assessor blind trial compared the clinical effectiveness and safety of eight weeks therapy of nadifloxacin 1% versus clindamycin 1% as add-on therapy to benzoyl peroxide (2.5% in mild to moderate grade acne. Materials and Methods : The efficacy parameters were changes in the total, inflammatory and non-inflammatory lesion counts, Investigator Global Assessment (IGA, and Cardiff Acne Disability Index (CADI scales from baseline to study end (eight weeks. All treatment emergent dermatological adverse events were evaluated for safety assessment. Results : Out of 84 randomized subjects (43-nadifloxacin arm and (41-clindamycin 42 in nadifloxacin group, 37 in clindamycin group completed the study. Reduction from baseline of total, inflammatory and non-inflammatory lesion counts were highly significant in both the groups (P<0.0001, but between group differences were not significant. Significant improvement in CADI and IGA scales were noted in both groups. Between-group comparison showed no significant differences. The safety and tolerability profile of both regimens were good and statistically comparable. Conclusions: Topical nadifloxacin, a new fluoroquinolone is effective, tolerable, and safe for mild o moderate facial acne. Its clinical effectiveness is comparable to clindamycin when used as add-on therapy to benzoyl peroxide.

  17. PREPARATION, CHARACTERIZATION AND ADHESIVE PROPERTIES OF DI-AND TRI-HYDROXY BENZOYL CHITOSAN NANOPARTICLES

    Institute of Scientific and Technical Information of China (English)

    Mohamad Taghi Taghizadeh; Ali Bahadori

    2013-01-01

    Modified chitosans with 3,4-di-hydroxy benzoyl groups (CS-DHBA) and 3,4,5-tri-hydroxy benzoyl groups (CSTHBA) were synthesized and their nanoparticles were prepared via ionic crosslinking by tripolyphosphate (TPP).The chemical structure and degree of substitution (DS) of di-and tri-hydroxy benzoyl chitosans are determined by FTIR and 1HNMR spectroscopy.The morphology of particles,size distribution and zeta potential of nanoparticles were studied using transmission electron microscopy (TEM) and dynamic light scattering (DLS),respectively.The mean diameters of particles of CS-DHBA and CS-THBA nanoparticles were 144 nm and 112 nm,respectively.It was found that the particles size decreased slightly with decreasing the degree of substitution and increasing degree of deacetylation (DD),due to increasing of ionic crosslinking of ammonium ions and polyanions of tripolyphosphate.The TEM photographs of CS-DHBA show that these particles are spherical in shape,but the particles of CS-THBA show some aggregation.In addition,the solubility and the mechanical properties of the prepared modified chitosans and their nanoparticles were evaluated for bio-adhesive and biomedical application.The results of solubility tests indicated that,the CS-DHBA and CS-THBA have higher solubility at pH > 7 comparing to CS.Also the CS-DHBA,CS-THBA and their nanoparticles showed a significant adhesive capacity and enhanced tensile strength and tensile modulus.

  18. Theoretical Studies on Thermal Decomposition of Benzoyl Peroxide in Ground State

    Institute of Scientific and Technical Information of China (English)

    SUN Cheng-ke; YANG Si-ya; LIN Xue-fei; MA Si-yu; LI Zong-he

    2003-01-01

    Systematic studies of the thermal decomposition mechanism of benzoyl peroxide(BPO) in ground state, leading to various intermediates, products and the potential energy surface(PES) of possible dissociation reactions were made computationally. The structures of the transition states and the activation energies for all the paths causing the formation of the reaction products mentioned above were calculated by the AM1 semi-empirical method. This method is shown to to be one predict correctly the preferred pathway for the title reaction. It has been found that in ground state, the thermal decomposition of benzoyl peroxide has two kinds of paths. The first pathway PhC(O)O-OC(O)Ph→PhC(O)O*→Ph*+CO2 produces finally phenyl radicals and carbon dioxide. And the second pathway PhC(O)OO-C(O)Ph→PhC(O)OO*+PhC(O)*→PhC(O)*+O2→Ph*+CO+O2, via which the reaction takes place only in two steps, produces oxygen and PhC(O)* radicals, and the further thermal dissociation of PhC(O)* is quite difficult because of the high activation energy in ground state. The calculated activation energies and reaction enthalpies are in good agreement with the experimental values. The research results also show that also the thermal dissociation process of the two bonds or the three bonds for the benzoyl peroxide doesn′t take place in ground state.

  19. Analysis of benzoyl-peroxide and formaldehyde as dental allergens by FT-SPR method

    Science.gov (United States)

    Bako, J.; Kelemen, M.; Hegedus, Cs

    2013-12-01

    In parallel with the appearance of new dental materials the number of induced allergic diseases increases. Based on this fact more sensitive detection of allergens is major importance. The Fourier-Transform Surface Plasmon Resonance (FT-SPR) is a sensitive, broadly applicable real-time method for analysing thin layers of materials on gold surfaces. FT-SPR measurement is performed at a fixed angel of incident light, and reflectivity is measured over a range of wavelength in the near infrared. In our study the formaldehyde and benzoyl-peroxide were examined as members of the most common dental allergens by FT-SPR spectroscopy. The aim of this work was the investigation of the suitability of this method for the direct detection of these materials. Different concentrations of formaldehyde and benzoyl-peroxide solutions were measured from this purpose. The individual spectra were measured for all of the solutions, and calibration curves were calculated for the materials for the possibility of the determination of an unknown concentration. In addition, series measurements were performed whereby the association and dissociation properties of formaldehyde or benzoyl-peroxide were described. The results of the experiments proved that the method capable to measure directly these materials and can provide appropriate calibration curves for determination of unknown concentrations.

  20. Synthesis of new acridines and hydrazones derived from cyclic beta-diketone for cytotoxic and antiviral evaluation.

    Science.gov (United States)

    el-Sabbagh, Osama I; Rady, Hanaa M

    2009-09-01

    Cyclic beta-diketone namely, dimedone was utilized to prepare different chemical entities whether cyclic such as acridines, thiadiazole and triazole or acyclic systems as hydrazide, hydrazones, thiosemicarbazide and semicarbazide. The structures of the novel compounds were determined using elemental analyses and various spectroscopic methods. Most acyclic derivatives especially semicarbazide 19, hydrazide 9 and thiosemicarbazide 16 showed a higher in vitro cytotoxic activity against hepatoma cell line (HepG2) than the cyclized acridine derivatives. The antiviral activity of the new compounds against Hepatitis A Virus (HAV) using the plague infectivity reduction assay revealed that the acridine 4 and the hydrazone 12 were more active than the reference drug amantadine.

  1. Chemical Recycling of Expanded Polystyrene Waste: Synthesis of Novel Functional Polystyrene-Hydrazone Surface for Phenol Removal

    Directory of Open Access Journals (Sweden)

    Ali N. Siyal

    2013-01-01

    Full Text Available Expanded polystyrene (EPS waste was chemically recycled to a novel functional polystyrene-hydrazone (PSH surface by acetylation of polystyrene (PS and then condensation with phenyl hydrazine. The synthesized surface was characterized by the FT-IR and elemental analysis. Synthesized novel functional PSH surface was successfully applied for the treatment of phenol-contaminated industrial wastewater by solid-phase extraction. Multivariant sorption optimization was achieved by factorial design approach. 99.93% of phenol was removed from aqueous solution. FT-IR study showed the involvement of nitrogen of hydrazone moiety of synthesized surface for the uptake of phenol through the hydrogen bonding.

  2. Unexpected Formation of Highly Functionalized Dihydropyrans via Addition-Cyclization Reactions Between Dimethyl Oxoglutaconate and α,β-Unsaturated Hydrazones.

    Science.gov (United States)

    Mullins, Jason E; Etoga, Jean-Louis G; Gajewski, Mariusz; Degraw, Joseph I; Thompson, Charles M

    2009-05-20

    The condensation between dienophiles and α,β-unsaturated hydrazone azadienes was previously reported to afford piperidines. During an attempt to adapt this reaction to the preparation of piperidine-based conformationally-restricted analogs of glutamate, it was discovered that the electrophile, dimethyl oxoglutaconate (DOG) led to highly substituted dihydropyrans in 20-50% yield. The unexpected pyran product likely results from an initial 1,4-addition of the hydrazone to the oxoglutaconate followed by intramolecular cyclization of the resultant enolate oxygen to the α,β-unsaturated iminium ion. Further manipulations afford substituted tetrahydropyran 6-methamino-2,4-dicarboxylic acids.

  3. Chiral lactic hydrazone derivatives as potential bioactive antibacterial agents: Synthesis, spectroscopic, structural and molecular docking studies

    Science.gov (United States)

    Noshiranzadeh, Nader; Heidari, Azam; Haghi, Fakhri; Bikas, Rahman; Lis, Tadeusz

    2017-01-01

    A series of novel chiral lactic-hydrazone derivatives were synthesized by condensation of (S)-lactic acid hydrazide with salicylaldehyde derivatives and characterized by elemental analysis and spectroscopic studies (FT-IR, 1H NMR and 13C NMR spectroscopy). The structure of one compound was determined by single crystal X-ray analysis. Antibacterial activity of the synthesized compounds was studied against Staphylococcus aureus, Streptococcus pneumonia, Escherichia coli and Pseudomonas aeruginosa as bacterial cultures by broth microdilution method. All of the synthesized compounds showed good antibacterial activity with MIC range of 64-512 μg/mL. Compounds (S,E)-2-hydroxy-N-(2-hydroxy-5-nitrobenzylidene)propanehydrazide (5) and (S,E)-2-hydroxy-N-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)propanehydrazide (7) were the most effective antibacterial derivatives against S. aureus and E. coli respectively with a MIC value of 64 μg/mL. Bacterial biofilm formation assay showed that these compounds significantly inhibited biofilm formation of P. aeruginosa. Also, in silico molecular docking studies were performed to show lipoteichoic acid synthase (LtaS) inhibitory effect of lactic hydrazone derivatives. The association between electronic and structural effects of some substituents on the benzylidene moiety and the biological activity of these chiral compounds were studied. Structural studies show that compound with higher hydrogen bonding interactions show higher antibacterial activity. The results show chiral hydrazone derivatives based on lactic acid hydrazide could be used as potential lead compounds for developing novel antibacterial agents.

  4. Synthesis and Crystal Structure of Binuclear Ytterbium Complex with Isonicotinoyl Hydrazone

    Institute of Scientific and Technical Information of China (English)

    卜显和; 鹿守亮; 陈巍; 张若桦

    2001-01-01

    The ytterbium complex of isonicotinoyl hydrazone was synthesized and the structure was determined by X-ray diffraction analysis. The crystal and molecular structure of the title complex [Yb2(L)3](OH)3 shows that the complex has two identical nine-coordinated ytterbium ions with each surrounded by N3O6 donor set. Two ytterbium ions are bridged by three phenolate oxygen atoms. The geometry around each ytterbium ions can be considered as a three-capped trigonal prism.

  5. Electrooxidation of carbo/thiocarbohydrazide and their hydrazone derivatives at a glassy carbon electrode

    Indian Academy of Sciences (India)

    G P Mamatha; B S Sherigara; K M Mahadevan

    2007-05-01

    Electrochemical oxidation of thio/carbohydrazide and their hydrazone derivatives Benzaldehyde thiocarbohydrazone [BTCH] diacetylene thiocarbohydrazone [DATCH] have been studied in Britton Robinson buffer in aqueous and nonaqueous media at a glassy carbon electrode. The effects of pH, sweep rate, concentration, temperature and surfactants have been studied. The complex bis (carbo/thiocabohydrazide) Zn(II) chloride was also subjected to voltammetric analysis in order to understand the reactivity both in free and metal bound states. The reaction conditions were optimized for the determination of above compounds in micrograms quantities by differential pulse voltammetry, analytical utility of this investigation is also highlighted.

  6. Synthesis of substituted 1H-indazoles from arynes and hydrazones.

    Science.gov (United States)

    Li, Pan; Wu, Chunrui; Zhao, Jingjing; Rogness, Donald C; Shi, Feng

    2012-04-06

    The 1H-indazole skeleton can be constructed by a [3 + 2] annulation approach from arynes and hydrazones. Under different reaction conditions, both N-tosylhydrazones and N-aryl/alkylhydrazones can be used to afford a variety of indazoles. The former reaction affords 3-substituted indazoles either via in situ generated diazo compounds or through an annulation/elimination process. The latter reaction leads to 1,3-disubstituted indazoles likely through an annulation/oxidation process. The reactions operate under mild conditions and can accommodate aryl, vinyl, and less satisfactorily, alkyl groups.

  7. Synthesis, Antifungal Activities and Qualitative Structure Activity Relationship of Carabrone Hydrazone Derivatives as Potential Antifungal Agents

    Directory of Open Access Journals (Sweden)

    Hao Wang

    2014-03-01

    Full Text Available Aimed at developing novel fungicides for relieving the ever-increasing pressure of agricultural production caused by phytopathogenic fungi, 28 new hydrazone derivatives of carabrone, a natural bioactive sesquisterpene, in three types were designed, synthesized and their antifungal activities against Botrytis cinerea and Colletotrichum lagenarium were evaluated. The result revealed that all the derivatives synthesized exhibited considerable antifungal activities in vitro and in vivo, which led to the improved activities for carabrone and its analogues and further confirmed their potential as antifungal agents.

  8. Synthesis of axially chiral oxazoline-carbene ligands with an N-naphthyl framework and a study of their coordination with AuCl·SMe(2).

    Science.gov (United States)

    Wang, Feijun; Li, Shengke; Qu, Mingliang; Zhao, Mei-Xin; Liu, Lian-Jun; Shi, Min

    2012-01-01

    Axially chiral oxazoline-carbene ligands with an N-naphthyl framework were successfully prepared, and their coordination behavior with AuCl·SMe(2) was also investigated, affording the corresponding Au(I) complexes in moderate to high yields.

  9. 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.

  10. Reactions of 1-naphthyl radicals with acetylene. Single-pulse shock tube experiments and quantum chemical calculations. Differences and similarities in the reaction with ethylene.

    Science.gov (United States)

    Lifshitz, Assa; Tamburu, Carmen; Dubnikova, Faina

    2009-10-01

    The reactions of 1-naphthyl radicals with acetylene were studied behind reflected shock waves in a single-pulse shock tube, covering the temperature range 950-1200 K at overall densities behind the reflected shocks of approximately 2.5 x 10(-5) mol/cm3. 1-Iodonaphthalene served as the source for 1-naphthyl radicals. The [acetylene]/[1-iodonaphthalene] ratio in all of the experiments was approximately 100 to channel the free radicals into reactions with acetylene rather than iodonaphthalene. Only two major products resulting from the reactions of 1-naphthyl radicals with acetylene and with hydrogen atoms were found in the post shock samples. They were acenaphthylene and naphthalene. Some low molecular weight aliphatic products at rather low concentrations, resulting from an attack of various free radicals on acetylene, were also found in the shocked samples. In view of the relatively low temperatures employed in the present experiments, the unimolecular decomposition rate of acetylene is negligible. One potential energy surface describes the production of acenaphthylene and 1-naphthyl acetylene, although the latter was not found experimentally due to the high barrier (calculated) required for its production. Using quantum chemical methods, the rate constants for three unimolecular elementary steps on the surface were calculated using transition state theory. A kinetics scheme containing 16 elementary steps was constructed, and computer modeling was performed. An excellent agreement between the experimental yields of the two major products and the calculated yields was obtained. Differences and similarities in the potential energy surfaces of 1-naphthyl radical + acetylene and those of ethylene are presented, and the kinetics mechanisms are discussed.

  11. First generation TREN dendrimers functionalized with naphthyl and/or dansyl units. Ground and excited state electronic interactions and protonation effects.

    Science.gov (United States)

    Passaniti, Paolo; Maestri, Mauro; Ceroni, Paola; Bergamini, Giacomo; Vögtle, Fritz; Fakhrnabavi, Hassan; Lukin, Oleg

    2007-04-01

    We report the photophysical properties (absorption and emission spectra, quantum yield, and lifetime) of five dendrimers of first generation based on a TREN (tris(2-aminoethyl)amine) skeleton functionalized at the periphery with naphthyl and/or 5-dimethylamino-1-naphthalenesulfonamide (hereafter called dansyl) chromophores. Each dendrimer comprises one tertiary amine unit in the core and three branches carrying a sulfonimido unit at the periphery, each one substituted by two identical or different moieties. In particular, TD6 and TN6 contain dansyl (D) or naphthyl (N) units, respectively, while TD3B3, TN3B3 and TN3D3 contain dansyl, naphthyl or benzyl (B) units at the periphery. The spectroscopic behaviour of these dendrimers has been investigated in acetonitrile solution and compared with that of reference compounds. For all dendrimers the absorption bands are red shifted compared to those of monomeric naphthyl and dansyl reference compounds. Moreover, the intense naphthyl and dansyl fluorescence is greatly quenched because of strong interactions between the two aromatic moieties linked by a sulfonimido unit. Protonation of the amine units of the dendrimers by addition of CF(3)SO(3)H (triflic) acid causes a decrease in intensity of the luminescence and a change in the shape of the emission bands. The shapes of the titration curves depend on the dendrimer, but in any case the effect of acid can be fully reversed by successive addition of base (tributylamine). The obtained results reveal that among the intradendrimer interactions the most important one is that taking place (via mesomeric interaction) between the various chromophores and a pair of sulfonimido groups.

  12. Hydrazone based luminescent receptors for fluorescent sensing of Cu{sup 2+}: Structure and spectroscopy

    Energy Technology Data Exchange (ETDEWEB)

    Mukherjee, Soma, E-mail: sommukh445@yahoo.co.in [Department of Environmental Science, University of Kalyani, Kalyani, Nadia, 741235 West Bengal (India); Mal, Palash [Department of Environmental Science, University of Kalyani, Kalyani, Nadia, 741235 West Bengal (India); Stoeckli-Evans, Helen [Institute of Physics, University of Neuchâtel, rue Emile-Argand 11, CH-2000 Neuchâtel (Switzerland)

    2014-11-15

    Two new luminescent hydrazones, HL1 and HL2 were investigated for selective and sensitive fluorescent recognition of Cu{sup 2+} in aqueous medium (CH{sub 3}CN/H{sub 2}O (1:4, v/v) solvent system) with a 1:1 binding stoichiometry. The emission peak of HL (λ{sub em}=405 nm), undergoes significant quenching upon complexation with Cu{sup 2+}. The quantum yields for the receptors and in situ formed Cu{sup 2+} complexes were determined. The absorption ratiometric analysis was carried out in presence of various metal ions to confirm the selectivity of the receptors towards Cu{sup 2+}. They were able to detect Cu{sup 2+} with a ∼0.9 µM detection limit as indicated by fluorimetric measurements. The molecular structures of the receptors were determined by single crystal X-ray diffraction analysis. - Highlights: • Small molecule luminescent hydrazones were developed for recognition of Cu{sup 2+}. • Selectivity and sensitivity were studied spectroscopically in aqueous medium. • Binding stoichiometry, association constant, and quantum yields were calculated. • Receptors have low detection limit for Cu{sup 2+}. • Crystal structures of the receptors were solved by X-ray diffractometry.

  13. Highly efficient donor-acceptor hydrazone dyes-inorganic Si/TiO₂ hybrid solar cells.

    Science.gov (United States)

    Al-Sehemi, Abdullah G; Irfan, Ahmad; Al-Melfi, Mohrah Abdullah M

    2015-06-15

    We have synthesized the two donor-bridge-acceptor organic dyes (hydrazone dye 1 (HD1) and hydrazone dye 2 (HD2)) with the aim to enhance intra-molecular charge transfer then characterized by FTIR and NMR. The ground state geometries have been optimized at three different levels of theories, i.e., B3LYP/6-31G, B3LYP/6-31G and Hartee-Fock HF/6-31G. The absorption spectra and oscillator strengths in different solvents have been computed and compared with the experimental data. The vibrational spectral assignments have been performed on the recorded FTIR spectra based on the theoretical predicted wavenumbers at three different levels of theories. The effect of different solvents (CHCl3, CH3CN and C2H5OH) has been studied on the absorption wavelengths. Furthermore, we have computed the ionization potentials, electron affinities and reorganization energies of studied compounds and shed light on the charge transport properties. The hetero-junction solar cell devices were fabricated by organic-inorganic hetero-junction (Si/TiO2/dye) then the efficiency has been measured by applying the incident power 30, 50 and 70 mW/cm(2). The maximum efficiency 3.12% has been observed for HD1.

  14. SYNTHESIS, CHARACTERIZATION, THERMAL ANALYSIS, CONDUCTIVITY AND BAND GAPS OF OLIGO {4-[(2-HYDROXYL-1-NAPHTHYL)METHYLENE]-AMINOBENZOIC ACID}

    Institute of Scientific and Technical Information of China (English)

    Ismet Kaya; Ali Bilici

    2009-01-01

    The oxidative polycondensation reaction conditions of 4-[(2-hydroxyl-l-naphthyl)methylene]aminobenzoic acid (4-HNMABA) with H2O2,air O2 and NaOCl were studied in an aqueous alkaline medium between 40℃ and 90℃.The structure of oligo {4-[(2-hydroxyl-1-naphthyl)methylene]aminobenzoic acid} (O-4-HNMABA) was characterized by using 1H-NMR,13C-NMR,FT-IR,UV-Vis,size exclusion chromatography (SEC) and elemental analysis techniques.At the optimum reaction conditions,the yield of O-4-HNMABA was found to be 70% for H2O2 oxidant,94% for air O2 oxidant and 87% for NaOCl oxidant.According to the SEC analysis,the number-average molecular weight (Mn),weight-average molecular weight (Mw) and polydispersity index (PDI) values of O-4-HNMABA were found to be 850,1350 and 1.59,using H2O2,1800,2200 and 1.22,using air O2 and 2200,3000 and 1.36,using NaOCl,respectively.TGA-DTA analyses showed that O-4-HNMABA was more stable than 4-HNMABA.The highest occupied molecular orbital,the lowest unoccupied molecular orbital and electrochemical energy gaps ( Eg) of 4-HNMABA and O-4-HNMABA were found to be -6.34,-6.56; -2.67,-3.04; 3.67 and 3.52 eV,respectively,by cyclic voltammetry (CV).According to UV-Vis measurements,optical band gaps (E,g) of 4-HNMABA and O-4-HNMABA were found to be 3.12 and 3.03 eV,respectively.

  15. Greener Friedel-Crafts Acylation using Microwave-enhanced reactivity of Bismuth Triflate in the Friedel-Crafts Benzoylation of Aromatic Compounds with Benzoic Anhydride

    DEFF Research Database (Denmark)

    Tran, Phuong Hoang; Nguyen, hai Truong; Hansen, Poul Erik

    2017-01-01

    An efficient and facile bismuth trifluoromethanesulfonate-catalyzed benzoylation of aromatic compounds using benzoic anhydride under solvent-free microwave irradiation has been developed. The microwave-assisted Friedel-Crafts benzoylation results in good yields within short reaction times. Bismut...

  16. Photocarcinogenesis and toxicity of benzoyl peroxide in hairless mice after simulated solar radiation

    DEFF Research Database (Denmark)

    Lerche, Catharina M; Philipsen, Peter A; Poulsen, Thomas;

    2010-01-01

    Topical benzoyl peroxide (BPO) gel has long been used to treat acne vulgaris and has recently been combined with clindamycin (BPO-clin). No skin malignancies have been reported after clinical use of BPO, but there has been concern about the possible carcinogenicity of BPO alone and in combination...... with UV radiation. BPO can promote skin tumorigenesis in a mouse skin chemical carcinogenesis model. As acne vulgaris is frequently localized on sun-exposed areas, we investigated whether BPO or BPO-clin accelerates photocarcinogenesis in combination with simulated solar radiation (SSR) in 12 groups of 25...

  17. Synthesis, Characterization and Photochromic Properties of Novel Naphthopyrans with Hydrazone Unit Residue%Synthesis, Characterization and Photochromic Properties of Novel Naphthopyrans with Hydrazone Unit Residue

    Institute of Scientific and Technical Information of China (English)

    庞美丽; 程红波; 牛彦霞; 胡乔巨; 韩杰; 孟继本

    2011-01-01

    A series of naphthopyrans with hydrazone unit (8a-8m), were synthesized and characterized by 1H NMR, 13C NMR, IR and HRMS. The photochromic properties were investigated under continuous irradiation, in particular re- gard to the fatigue resistance and the lifetime of the colored open form in solution and polymers. The results showed that these compounds had both good photochromic properties and high fatigue resistance. Detailed studies showed that representative compound 8d (3,3-di-4-methoxybenzoic acid methylenehydrazino-[3H]-naphtho [2,1-b]pyran) had good photochromic properties in THF solution, in solid state, and in polymers, and exhibited a significant ba- thochromic shift in the spectra of the open forms compared to known naphthopyrans 9 (3,3-diphenyl-[3H]- naphtho[2,1-b]pyran). On the other hand, the higher melting points of target compounds are promising for the polymer film preparation through hot-melt method.

  18. Synthesis, spectroscopic, thermal and antifungal studies on lanthanum(III) and praseodymium(III) derivatives of 1,1-diacetylferrocenyl hydrazones

    Science.gov (United States)

    Sengupta, S. K.; Pandey, O. P.; Rai, Anita; Sinha, A.

    2006-09-01

    A series of new coordination complexes of La(III) and Pr(III) with hydrazones, derived from 1,1-diacetylferrocene and different aromatic acid hydrazides have been synthesized and characterized by elemental analyses, electrical conductance, magnetic moment, IR, 1H NMR, UV-vis spectra and molar conductance. The thermal behaviour of the complexes under non-isothermal condition was investigated by TG and DTG techniques. The antifungal activity of hydrazones and their corresponding complexes were also investigated.

  19. Synthesis and preliminary evaluation of antinociceptive activity of novel isoxazolyl-aryl-hydrazones; Sintese e avaliacao preliminar de atividade antinociceptiva de novas isoxazolil-aril-hidrazonas

    Energy Technology Data Exchange (ETDEWEB)

    Reis, Silvio Leandro Goncalves Bomfim; Almeida, Valderes Moraes de; Almeida, Gleybson Correia de; Boaviagem, Karinna Moura; Mendes, Charles Christophe du Barriere; Faria, Antonio Rodolfo de, E-mail: rodolfo@ufpe.b [Universidade Federal de Pernambuco (UFPE), Recife, PE (Brazil). Dept. de Ciencias Farmaceuticas; Goes, Alexandre Jose da Silva; Magalhaes, Laudelina Rodrigues; Silva, Teresinha Goncalves da [Universidade Federal de Pernambuco (UFPE), Recife, PE (Brazil). Dept. de Antibioticos

    2011-07-01

    New 2-isoxazoline aldehydes were synthesized, in good yields, from cycloadduct of the 1,3-dipolar cycloaddition reaction between endocyclic enecarbamate and carboethoxyformonitrile oxide (CEFNO). Condensation of these 2-isoxazoline aldehydes with several phenyl-hydrazines produced new isoxazolyl-aryl-hydrazones, which showed low toxicity and excellent antinociceptive activity, when compared to dipyrone. The antinociceptive activity of isoxazolyl-aryl-hydrazones was performed using the acetic acid-induced mice abdominal constrictions test. (author)

  20. A novel surfactant S-benzoyl-N,N-diethyldithiocarbamate synthesis and its flotation performance to galena

    Science.gov (United States)

    Ma, Xin; Hu, Yuan; Zhong, Hong; Wang, Shuai; Liu, Guangyi; Zhao, Gang

    2016-03-01

    In this paper, a novel dithiocarbamate compound, S-benzoyl-N,N-diethyldithiocarbamate (BEDTC), was synthesized via one-pot reaction of diethylamine, carbon disulfide, sodium hydroxide and benzoyl chloride using abundant carbon disulfide as a solvent. Its flotation performance and adsorption mechanism on the galena was first investigated by flotation tests, adsorption quantity measurements, FTIR spectra, X-ray photoelectron spectra (XPS) and density functional theory (DFT) calculation. The flotation results illustrated that BEDTC exhibited stronger collecting power than the conventional sulphide collectors such as sodium diethyl dithiocarbamate (SEDTC) and sodium isobutyl xanthate (SIBX) and superior selectivity for galena against sphalerite. The adsorption data demonstrated that the adsorption affinity of BEDTC to galena was stronger than that of SEDTC and SIBX, and the preferable pH range for BEDTC adsorption on galena surfaces was 6-10. The results of FTIR spectra and XPS indicated that the interaction of BEDTC with galena may be dominated by the chemical adsorption, which was further confirmed by DFT calculation. BEDTC probably acted as a bidentate ligand, bonding with lead through the thiol sulfur and carbonyl oxygen atoms to form two distinct adsorption geometries, one with the same Pb atom to form a six-membered ring complex, and the other with two different Pb atoms to form a "bullet" shape complex.

  1. n-Benzoyl-n-phenylhydroxylamine impregnated Amberlite XAD-4 beads for selective removal of thorium

    Energy Technology Data Exchange (ETDEWEB)

    Chandramouleeswaran, S.; Ramkumar, Jayshree, E-mail: jrk@barc.gov.in

    2014-09-15

    Highlights: • XAD-4 was impregnated with a commonly used gravimetric agent n-benzoyl-n-phenylhydroxylamine. • Sorbent characterized by different techniques to understand the pore filling of XAD-4. • Sorption of Th was fast (30 min) and unaffected by initial solution pH. • Selectivity achieved by tuning the conditions of the mixture solution. - Abstract: n-Benzoyl-n-phenylhydroxylamine impregnated Amberlite XAD-4 beads were used for the removal of Th(IV) from a mixture of ions. The impregnated XAD was characterized using different techniques like weight and colour change, IR spectra, surface area and pore size measurements to confirm the presence of n-BPHA within the macroreticular resin structure. The experimental conditions were optimized to make the separation fast and selective. It was seen that the maximum sorption was achieved in the pH range of 3–7.5 and uptake was nearly complete within half an hour. The results obtained in the present study were subjected to extensive modelling in order to get a complete understanding of the sorption process. It is seen that the maximum uptake was calculated to be 500 mg/g and has very fast kinetics it was seen that the process is chemisorption. It was further deduced from the modelling that the overall sorption process was controlled dominantly by external mass transfer. Considering the simplicity this procedure, the present study has a possible application for the removal of thorium from different mixtures.

  2. Synthesis and Characterization of Polycarbonate Copolymers Containing Benzoyl Groups on the Side Chain for Scratch Resistance

    Directory of Open Access Journals (Sweden)

    Hohyoun Jang

    2016-01-01

    Full Text Available The purpose of this study was to enhance the scratch resistance of polycarbonate copolymer by using 3,3′-dibenzoyl-4,4′-dihydroxybiphenyl (DBHP monomer, containing benzoyl moieties on the ortho positions. DBHP monomer was synthesized from 4,4′-dihydroxybiphenyl and benzoyl chloride, followed by the Friedel-Craft rearrangement reaction with AlCl3. The polymerizations were conducted following the low-temperature procedure, which is carried out in methylene chloride by using triphosgene, triethylamine, bisphenol-A, and DBHP. The chemical structures of the polycarbonate copolymers were confirmed by 1H-NMR. The thermal properties of copolymers were investigated by thermogravimetric analysis and differential scanning calorimetry, and also surface morphologies were assessed by atomic force microscopy. The scratch resistance of homopolymer film (100 μm changed from 6B to 1B, and the contact angle of a sessile water drop onto the homopolymer film also increased.

  3. Comparison of a chlorhexidine and a benzoyl peroxide shampoo as sole treatment in canine superficial pyoderma.

    Science.gov (United States)

    Loeffler, A; Cobb, M A; Bond, R

    2011-09-01

    The clinical and antibacterial efficacy of two shampoos used as a sole antibacterial treatment in dogs with superficial pyoderma were investigated and compared. In a randomised, partially blinded study, a 3 per cent chlorhexidine gluconate shampoo (Chlorhex 3; Leo Animal Health) was compared against a 2.5 per cent benzoyl peroxide shampoo (Paxcutol; Virbac) in 22 dogs with superficial pyoderma. Dogs were washed two to three times weekly with a 10-minute contact time over 21 days. Clinical scores and bacterial counts were assessed on days 1, 8 and 22 and compared within and between treatment groups; overall response was assessed at the end of the study. Twenty dogs completed the study; 15 (68.2 per cent) showed an overall clinical improvement and the clinical signs resolved in three chlorhexidine-treated dogs. In the chlorhexidine-treated group, scores for papules/pustules (P<0.001), investigator-assessed pruritus (P=0.003), total bacterial counts (P=0.003) and counts for coagulase-positive staphylococci (P=0.003) were reduced after three weeks. Scores and bacterial counts did not vary significantly in the benzoyl peroxide-treated group.

  4. Novel antimicrobial superporous cross-linked chitosan/pyromellitimide benzoyl thiourea hydrogels.

    Science.gov (United States)

    Mohamed, Nadia A; Abd El-Ghany, Nahed A; Fahmy, Mona M

    2016-01-01

    In this work, chitosan (CS) was cross-linked with different amounts of pyromellitimide benzoyl thiourea moieties. The structure of the cross-linked CS was confirmed by elemental analyses, FTIR and (1)H- NMR spectroscopy. The cross-linking process proceeds via reacting of the amino groups of CS with the isothiocyanate groups of the N,N'-bis [4-(isothiocyanate carbonyl)phenyl] pyromellitimide cross-linker. The amount of the cross-linker was varied with respect to CS to produce four new pyromellitimide benzoyl thiourea cross-linked CS (PIBTU-CS) hydrogels designated as PIBTU-CS-1, PIBTU-CS-2, PIBTU-CS-3, and PIBTU-CS-4 of increasing cross-linking degree percent of 11, 22, 44 and 88%, respectively. The scanning electron microscopy observation indicates the extremely porous structure of the hydrogels. XRD results showed that the crystallinity of CS was decreased upon cross-linking. The four hydrogels exhibit a higher antibacterial activity on Bacillus subtilis and Streptococcus pneumoniae as Gram positive bacteria and against Escherichia coli as Gram negative bacteria and higher antifungal activity on Aspergillus fumigatus, Syncephalastrum racemosum and Geotricum candidum than that of the parent CS as shown from their higher inhibition zone diameters and their lower MIC values. The swell ability of the hydrogel as well as their antimicrobial activity increased with increasing cross-linking density.

  5. 2-Benzoyl-6-benzylidenecyclohexanone analogs as potent dual inhibitors of acetylcholinesterase and butyrylcholinesterase.

    Science.gov (United States)

    Leong, Sze Wei; Abas, Faridah; Lam, Kok Wai; Shaari, Khozirah; Lajis, Nordin H

    2016-08-15

    In the present study, a series of 2-benzoyl-6-benzylidenecyclohexanone analogs have been synthesized and evaluated for their anti-cholinesterase activity. Among the forty-one analogs, four compounds (38, 39, 40 and 41) have been identified as lead compounds due to their highest inhibition on both AChE and BChE activities. Compounds 39 and 40 in particular exhibited highest inhibition on both AChE and BChE with IC50 values of 1.6μM and 0.6μM, respectively. Further structure-activity relationship study suggested that presence of a long-chain heterocyclic in one of the rings played a critical role in the dual enzymes' inhibition. The Lineweaver-Burk plots and docking results suggest that both compounds could simultaneously bind to the PAS and CAS regions of the enzyme. ADMET analysis further confirmed the therapeutic potential of both compounds based upon their high BBB-penetrating. Thus, 2-benzoyl-6-benzylidenecyclohexanone containing long-chain heterocyclic amine analogs represent a new class of cholinesterase inhibitor, which deserve further investigation for their development into therapeutic agents for cognitive diseases such as Alzheimer.

  6. Synthesis, Characterization and Properties of Lanthanide Nitrate Complexes with Isonicotinoyl Hydrazone

    Institute of Scientific and Technical Information of China (English)

    卜显和; 高育新; 陈巍; 刘河; 张若桦

    2001-01-01

    Some light-lanthanide nitrate complexes were obtained by the reaction of lanthanide nitrate with isonicotinoyl hydrazone (HL=N,N′-diisonicotinoyl-2-hydroxy-5-methyl-isophthalaldehyde dihydrazone) in methanol. The general formula of the complexes is Ln(L)(NO3)2*nH2O(Ln=La, Ce, Pr, Nd and Sm; n=0, 1). The complexes were characterized by elemental analyses, conductance, thermal analyses, UV and IR spectra. The results show that the lanthanide ion in each complex is coordinated by oxygen and nitrogen atoms of the ligand (L) and the oxygen atoms of the nitrate. The amide-oxygen atoms of L coordinate to the Ln ions in its keto-form. The magnetic susceptibility of the neodymium complex shows that the magnetic data obey Curie-Weiss law in the range of 75K<T<300K.

  7. Sensitive method of determination of gold (III using diacetyl monoxime isonicotinoyl hydrazone (DMIH

    Directory of Open Access Journals (Sweden)

    Gadikota Chandrasekhar Reddy

    2011-12-01

    Full Text Available Gold (III forms a yellow coloured water soluble complex with diacetyl monoxime isonicotinoyl hydrazone (DMIH reagent in acidic buffer pH 4.5 with ?max at 361 nm. The molar absorptivity and Sandell’s sensitivity are 1.50X10 4 L .mol -1.cm-1 and 0.00333 µg/cm2, respectively .The Beer’s law validity range is 0.985–11.82 µg/mL. The optimum concentration range is 1.97-9.85 µg/mL. Gold (III forms (M:L 1:1 complex with DMIH and stability constant of the complex is 3.263X106. The derivative spectrophotometric determination of Au (III was carried out by measuring peak height method. The developed derivative spectrophotometric method was employed for the determination of gold (III in synthetic alloy samples. The effect of various diverse ions was also studied.

  8. Synthesis and antituberculosis activity of indole-pyridine derived hydrazides, hydrazide-hydrazones, and thiosemicarbazones.

    Science.gov (United States)

    Velezheva, Valeriya; Brennan, Patrick; Ivanov, Pavel; Kornienko, Albert; Lyubimov, Sergey; Kazarian, Konstantin; Nikonenko, Boris; Majorov, Konstantin; Apt, Alexander

    2016-02-01

    We describe the design, synthesis, and in vitro antimycobacterial activity of a series of novel simple hybrid hydrazides and hydrazide-hydrazones combining indole and pyridine nuclei. The compounds are derivatives of 1-acetylindoxyl or substituted indole-3-carboxaldehydes tethered via a hydrazine group by simple C-N or double C=N bonds with 3- and 4-pyridines, 1-oxide 3- and 4-pyridine carbohydrazides. The most active of 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05-2 μg/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clinical isolate (MICs: 2-5 μg/mL), providing justification for further in vivo studies.

  9. Derivative spectrophotometric determination of uranium (VI using diacetyl monoxime isonicotinoyl hydrazone (DMIH

    Directory of Open Access Journals (Sweden)

    ChandraSekhar Reddy Gadikota

    2011-08-01

    Full Text Available Uranium (VI forms a yellow coloured water soluble complex with diacetyl monoxime isonicotinoyl hydrazone (DMIH reagent in acidic buffer of pH 3.25 with ?max at 364 nm. The molar absorptivity and sandell’s sensitivity are 1.63 X 10 4 L.mol -1.cm-1 and 0.00307692 µg/cm 2, respectively. The Beer’s law validity range is 1.19–14.28 µg/mL. Uranium (VI forms (M:L 1:1 complex with DMIH and stability constant of the complex is 4.928 X 106 .The derivative spectrophotometric determination of U (VI was carried out by measuring peak height method. The developed derivative spectrophotometric method was employed for the determination of uranium (VI in rock and synthetic samples. The effect of various diverse ions was also studied.

  10. Synthesis and Antitubercular Activity of Heteroaromatic Isonicotinoyl and 7-Chloro-4-Quinolinyl Hydrazone Derivatives

    Directory of Open Access Journals (Sweden)

    Marcelle de L. Ferreira

    2010-01-01

    Full Text Available Two series of N’(E-heteroaromatic-isonicotinohydrazide derivatives (3a-f and 4a-b and 1-(7-chloroquinolin-4-yl-2-[(heteroaromaticmethylene]hydrazone derivatives (5a-f and 6a-b have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv. Several compounds were noncytotoxic and exhibited significant minimum inhibitory concentration (MIC activity (3.12, 2.50, 1.25, or 0.60 μg/mL, which can be compared to that of the first-line drugs ethambutol (3.12 μg/mL and rifampicin (2.0 μg/ml. These results can be considered an important starting point for the rational design of new leads for anti-TB compounds.

  11. Verification of the dispersive charge transport in a hydrazone:polycarbonate molecularly doped polymer.

    Science.gov (United States)

    Tyutnev, Andrey P; Saenko, Vladimir S; Pozhidaev, Evgenii D; Kolesnikov, Vladislav A

    2009-03-18

    We report results of specially planned experiments intended to verify the dispersive character of the charge carrier transport in polycarbonate molecularly doped with hydrazone at 30 wt% loading, using for this purpose samples specifically featuring a well-defined plateau on a linear-linear plot. For this purpose we propose a new variant of the time-of-flight technique which allows easy changing of the generation zone width from about 0.5 µm (surface excitation) through intermediate values to full sample thickness (bulk excitation). To achieve this, we use electron pulses of 3-50 keV energy rather than traditional light pulses provided by lasers. Experimental results corroborated by numerical calculations uniquely prove that carrier transport in this molecularly doped polymer is dispersive, with the dispersion parameter equal to 0.75. Nevertheless, the mobility field dependence follows the famous Poole-Frenkel law.

  12. Template synthesis, characterization and antimicrobial activity of some new complexes with isonicotinoyl hydrazone ligands

    Directory of Open Access Journals (Sweden)

    LIVIU MITU

    2009-09-01

    Full Text Available Complexes of Cu(II, Ni(II, Co(II with the 9-anthraldehyde iso-nicotinoyl hydrazone ligand (HL1 and the 3,5-di-tert-butyl-4-hydroxy-benzaldehyde isonicotinoyl hydrazone ligand (H2L2 were synthesized by the template method. The complexes were characterized by analytical analysis, IR, UV-Vis and ESR spectroscopy, magnetic measurements, conductometry and thermal analysis and the two ligands by 1H-NMR spectroscopy. From the elemental analysis, 1:2 (metal:ligand stoichiometry for the complexes of Cu(II, Ni(II with the ligands HL1 and H2L2 and 1:1 (metal:ligand stoichiometry for the complex of Co(II with the ligand HL1 are proposed. The molar conductance data showed that the complexes are non-electrolytes. The magnetic susceptibility results coupled with the electronic and ESR spectra suggested a distorted octahedral geometry for the complexes Ni(II/HL1, Ni(II/H2L2 and Cu(II/H2L2, a tetrahedral stereochemistry for the complex Cu/HL1 and a square-planar geometry for the complex Co/HL1. The IR spectra demonstrated the bidentate coordination of the ligands HL1 and H2L2 by the O=C amide oxygen and the azomethine nitrogen, as well as monodentate coordination of the ligand HL1 by the azomethine nitrogen in the Cu(IIcomplex. The antibacterial activity of the ligands and their metallic complexes were tested against Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae.

  13. PPA-SiO2 Catalyzed Multi-component Synthesis of N-[α-(β-Hydroxy-α-naphthyl)(benzyl)]O-Alkyl Carbamate Derivatives

    Institute of Scientific and Technical Information of China (English)

    SHATERIAN,Hamid Reza; HOSSEINIAN,Asghar; GHASHANG,Majid

    2009-01-01

    Silica-supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the multi-component condensation reaction of benzaldehydes,2-naphthol,and methyl/benzyl carbamate to afford the corresponding N-[α-(β-hydroxy-α-naphthyl)(benzyl)]O-alkyl carbamate derivatives in good to excellent yields.This new approach consistently has the advantage of short reaction time,high conversions,clean reaction profiles,and simple experimental and work-up procedures.

  14. Effect on serum sex hormone levels, immune index of benzoyl peroxide combining with Hirudoid on acne vulgaris

    Institute of Scientific and Technical Information of China (English)

    Lin Li; Jie Sun; The authorsi-heng Yu; Yun-hao Hu

    2015-01-01

    Objective:To observe the effect on serum sex hormone levels, immune index of benzoyl peroxide combining with Hirudoid on acne vulgaris.Methods: 185 patients with acne vulgaris included in the study the authorsre divided into the observation group (85 cases) and the control group (80 cases), the observation group was given the treatment of benzoyl peroxide combining with Hirudoid, and the control group was treated with benzoyl peroxide. To observe the change of hormones (T, FSH, LH, E2) and immune indexes (IgG, IgA, IgM, C3, C4, IL-2, sIL-2R) after 1 month of treatment.Results: After treatment, IgG, C3, C4, IL-2 of the observation group the authorsre significantly different than those before trteatment(P0.05); After treatment, IgG, C3, C4, IL-2 level of two groups the authorsre statistically significant (P<0.05).Where the authorsre no significant difference on sex hormones betthe authorsen the two groups before and after treatment.Conclusion:Benzoyl peroxide combining with Hirudoid has certain effects on immune function for the patients with acne vulgaris, and may be related to therapeutic effect, but no obvious effect on sex hormone.

  15. Selective Monohydrocyanation of Diimine using Potassium Hexacyanoferrate(II)-Benzoyl Chloride Reagent System as a Cyanide Source

    Indian Academy of Sciences (India)

    ZHENG LI; FEI WEN; JINGYA YANG

    2016-12-01

    The selective monohydrocyanation of diimines using potassium hexacyanoferrate(II)-benzoyl chloride reagent system as a cyanide source under catalyst-free condition is described. The advantages of this protocol are the non-toxic, non-volatile and inexpensive cyanide source, high yield, and simple work-up procedure.

  16. Nickel(II Complexes of Hydrazone of Isoniazid and Their Magneto-Spectral, Electrochemical, Thermal and Antimicrobial Investigations

    Directory of Open Access Journals (Sweden)

    Surendra Prasad

    2008-01-01

    Full Text Available The synthesis of novel nickel(II complexes with new ligand derived from hydrazone of isoniazid has been reported. The complexes have general compositions [Ni(L2X2] or [Ni(L3](ClO42, where L = N-isonicotinamido-furfuraldimine (INH-FFL and X=Cl− or NCS−. The ligand hydrazone behaves as neutral bidentate (N and O donor through the carbonyl oxygen and azomethine nitrogen. On the basis of elemental analysis, molecular weight determinations, magnetic susceptibility/moment, thermogravimetric, electrochemical, and spectroscopic studies, the new complexes have been characterized with octahedral geometry. The antibacterial and antifungal studies of the present complexes show that they are moderate antibacterial and antifungal agents.

  17. Sulphonamide and sulphonyl-hydrazone cyclic imide derivatives: antinociceptive activity, molecular modeling and in silico ADMET screening.

    Science.gov (United States)

    de Oliveira, Kely N; Souza, Márcia M; Sathler, Plínio Cunha; Magalhães, Uiaran O; Rodrigues, Carlos R; Castro, Helena C; Palm, Patrícia R; Sarda, Maicon; Perotto, Pablo E; Cezar, Sabrina; de Brito, Monique A; Ferreira, Ariane S S R; Cabral, Lúcio Mendes; Machado, Clodoaldo; Nunes, Ricardo J

    2012-10-01

    In this paper, we describe the antinociceptive activity, molecular modeling and in silico ADMET screening of a series of sulphonyl-hydrazone and sulphonamide imidobenzene derivatives. Among these compounds, the sulphonyl-hydrazones 9 and 11 showed the most potent analgesic activity (ID(50) = 5.1 and 6.8 μmol/kg, respectively). Interestingly, all derivatives evaluated in this study have a better analgesic profile than the control drugs, acetyl salicylic acid and acetaminophen. Derivative 9 was the most promising compound; with a level of activity that was 24 times higher than the control drugs. Our SAR study showed a relationship among the distribution of the frontier orbital HOMO coefficients, HOMO-LUMO energy gap of these molecules and their reactivity. The best analgesic compounds (including 6, 9, 10, 11 and 12) fulfilled the Lipinski "rule-of-five", which is theoretically important for good drug absorption and permeation.

  18. Sensitive fluorescence probes for dihydrogen phosphonate anion based on calix[4]arene bearing naphthol-hydrazone groups

    Institute of Scientific and Technical Information of China (English)

    2010-01-01

    t-Butyl and t-pentylcalix[4]arenes bearing two 2-naphthol-1-hydrazone groups at the lower rim were synthesized,and showed excited-state intermolecular proton transfer fluorescent signal with basic anion.They are more sensitive to dihydrogen phosphate anion than to fluoride anion,although the latter has stronger basicity.Compared with t-butylcalix[4]arene bearing two 2-naphthol-1-hydrazone groups,t-pentylcalix[4]arenes derivative has a larger fluorescent difference between dihydrogen phosphate and fluoride anion.This finding may be used to analyze dihydrogen phosphate anion in the presence of fluoride anion and provide a new approach for designing fluorescence probes that are highly selective for H2PO4-.

  19. Stereoselective synthesis, spectral and antimicrobial studies of some cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones

    Science.gov (United States)

    Velayutham Pillai, M.; Rajeswari, K.; Vidhyasagar, T.

    2014-11-01

    A series of novel cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones were synthesized stereoselectively and characterized by IR, Mass, 1H NMR, 13C NMR, 1H-1H COSY and 1H-13C COSY spectra. The stereochemistry of the synthesized compounds was established using NMR spectra. Antimicrobial screening of the synthesized compounds revealed their antibacterial and antifungal potencies. Growth inhibition of Enterobacter Aerogenes by compound 15 was found to be superior to the standard drug.

  20. In vitro and in vivo metabolism of ethyl 4-[(2-hydroxy-1-naphthyl)azo]benzoate.

    Science.gov (United States)

    Bekce, Banu; Sener, Göksel; Oktav, Mehmet; Ulgen, Mert; Rollas, Sevim

    2005-01-01

    Azo compounds are extensively used for colouring food, drink, pharmaceuticals, cosmetics, textiles and printing inks. Publications in the literature have shown that azo dyes can pose threats to public health by metabolic and chemical oxidation and reduction reactions. In the present study, the in vivo and in vitro biotransformation of ethyl 4-[(2-hydroxy-1-naphthyl)azo]benzoate, an azo compound which is structurally similar to 1-phenylazo-2-naphthol was studied to investigate its in vivo and in vitro metabolic products. For the in vitro biotransformation study, rat liver microsomal preparations fortified with NADPH as a co-factor were used. Three unidentified metabolic products were observed. For the in vivo biotransformation study, a concentrated solution of this substrate was given orally to female rats. After the administration of substrate, blood samples of rats are taken at certain intervals. The blood plasma were obtained by centrifuging blood samples. The cold acetonitrile was added to plasma to precipitate plasma proteins and plasma was centrifuged. The supernatant was evaporated at room temperature. The residue was reconstituted with acetonitrile and examined by the HPLC. The unchanged substrate together with the corresponding reduction and acetylation products were detected in plasma. However, no initial hydrolysis occurred in the ester moiety.

  1. Synthesis, structure and photophysical properties of a binuclear Zn(II) complex based on 8-hydroxyquinoline ligand with naphthyl unit

    Energy Technology Data Exchange (ETDEWEB)

    Yuan, Guozan, E-mail: yuanguozan@163.com [School of Chemistry and Chemical Engineering, Anhui University of Technology, Maanshan 243002 (China); State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, Fujian (China); Shan, Weilong; Chen, Jiangbo; Tian, Yulan; Wang, Haitao [School of Chemistry and Chemical Engineering, Anhui University of Technology, Maanshan 243002 (China)

    2015-04-15

    A 2-substituted-8-hydroxyquinoline ligand (E)-2-[2-naphthyl-ethenyl]-8-hydroxyquinoline (HL) was synthesized and characterized by LC–MS, NMR spectroscopy, elemental analysis and single-crystal X-ray diffraction. Using a solvothermal method, a binuclear complex [Zn{sub 2}L{sub 4}] (1) was fabricated by self-assembly of Zn(II) ion with ligand HL. X-ray structural analysis shows that the binuclear Zn(II) units are linked into 1D chain along the b axis via aromatic stacking. The coordination assembly of zinc salt and HL in solutions was investigated by UV–vis and photoluminescence (PL). Additionally, we also studied the thermal stability and photophysical properties of (fluorescent emission and lifetime) complex 1. The experimental results show that the complex 1 emits yellow luminescence in the solid state. - Highlights: • Ligand HL and binuclear complex 1 were synthesized and characterized. • Complex 1 features a 2D network constructed by non-covalent interactions. • Complex 1 emits yellow luminescence in the solid state.

  2. KrF pulsed laser ablation of thin films made from fluorinated heterocyclic poly(naphthyl-imide)s.

    Science.gov (United States)

    Damaceanu, Mariana-Dana; Rusu, Radu-Dan; Olaru, Mihaela Adriana; Timpu, Daniel; Bruma, Maria

    2012-06-01

    Among the many aspects of laser ablation, development of conical structures induced by excimer laser radiation on polyimide surfaces has been thoroughly investigated. Because the mechanisms that produce these surface textures are not fully understood, two theories, photochemical bond breaking and thermal reaction, have been introduced. Here we present the first study of ultraviolet laser ablation behavior of thin films made from fluorinated poly(naphthyl-imide)s containing oxadiazole rings and the investigation of the mechanism of cone-like structure formation at two laser fluences, 57 and 240 mJ/cm(2). The morphology of thin films before and after laser ablation was studied by using various spectroscopy techniques such as Fourier transform infrared spectroscopy, time-resolved emission and X-ray photoelectron spectroscopy, atomic force microscopy, and contact angle measurements. All of the data suggest impurities shielded at low fluence radiation (57 mJ/cm(2)) and a radiation hardening process at high value fluence (240 mJ/cm(2)), which are proposed as the main mechanisms for laser ablation of our polyimide films, and we bring evidence to support them.

  3. Development and evaluation of N-naphthyl-N,O-succinyl chitosan micelles containing clotrimazole for oral candidiasis treatment.

    Science.gov (United States)

    Tonglairoum, Prasopchai; Woraphatphadung, Thisirak; Ngawhirunpat, Tanasait; Rojanarata, Theerasak; Akkaramongkolporn, Prasert; Sajomsang, Warayuth; Opanasopit, Praneet

    2017-03-01

    Clotrimazole (CZ)-loaded N-naphthyl-N,O-succinyl chitosan (NSCS) micelles have been developed as an alternative for oral candidiasis treatment. NSCS was synthesized by reductive N-amination and N,O-succinylation. CZ was incorporated into the micelles using various methods, including the dropping method, the dialysis method, and the O/W emulsion method. The size and morphology of the CZ-loaded micelles were characterized using dynamic light scattering measurements (DLS) and a transmission electron microscope (TEM), respectively. The drug entrapment efficiency, loading capacity, release characteristics, and antifungal activity against Candida albicans were also evaluated. The CZ-loaded micelles prepared using different methods differed in the size of micelles. The micelles ranged in size from 120 nm to 173 nm. The micelles prepared via the O/W emulsion method offered the highest percentage entrapment efficiency and loading capacity. The CZ released from the CZ-loaded micelles at much faster rate compared to CZ powder. The CZ-loaded NSCS micelles can significantly hinder the growth of Candida cells after contact. These CZ-loaded NSCS micelles offer great antifungal activity and might be further developed to be a promising candidate for oral candidiasis treatment.

  4. Incretinomimetic and Insulinomimetic Effect of (2E)-N'-(1'-Naphthyl)-3,4,5-Trimethoxybenzohydrazide for Glycemic Homeostasis.

    Science.gov (United States)

    Frederico, Marisa Jádna Silva; Mascarello, Alessandra; Castro, Allisson Jhonatan Gomes; Da Luz, Gabrielle; Altenhofen, Delsi; Mendes, Camila Pires; Leal, Paulo Cesar; Yunes, Rosendo Augusto; Nunes, Ricardo José; Silva, Fátima Regina Mena Barreto

    2016-05-01

    To characterize the role and the mechanism of action of (2E)-N'-(1'-naphthyl)-3,4,5-trimethoxybenzohydrazide (BZD) on incretin secretion, glucose uptake in skeletal muscle and α-glucosidase activity on intestine, targets for glucose homeostasis. It was assayed on glucose tolerance test (GTT) to analyze GLP-1 secretion and the activity of DPP-4 enzyme in vitro. In skeletal muscle, mechanism of action on glucose uptake was carried out by in vitro experiments. The activity of intestinal disaccharidases was performed after in vivo and in vitro experiments. The compound improved the glucose tolerance around 30%, 25%, and 20% at 15, 30, and 60 min, respectively and potentiated the sitagliptin effect, an inhibitor of the enzyme that removes GLP-1, about 50, 45, and 54% at 15, 30, and 60 min, respectively. Additionally, BZD did not modify the activity of DPP-4 enzyme. The acute effect of BZD on glucose uptake is mediated by increasing GLUT4 expression (around 140%) and its translocation to the plasma membrane in soleus muscle. The genomic effect as well as GLUT4 translocation involve the activation of PI-3K and MAPK pathways and require the microtubules integrity to the complete stimulatory effect of this compound on glucose uptake. Beyond, BZD acts in an alternative target to ameliorate glycaemia, intestinal disaccharidases. In a whole, these data point an incretino- and insulinomimetic effect of the compound for glycemic control.

  5. Determination of the hydrolysis kinetics of alpha-naphthyl acetate in micellar systems and the effect of HPMC (catalyst present).

    Science.gov (United States)

    Werawatganone, Pornpen; Wurster, Dale Eric

    2007-02-01

    The change in the hexadecyltrimethylammonium bromide (CTAB) critical aggregation concentration (CAC) was studied in the presence of various concentrations and grades of hydroxypropylmethyl cellulose (HPMC) using surface tension measurement (duNoüy ring and Wilhelmy plate) and oil red O solubilization. According to the surface tension methods, the CAC was higher than the CTAB critical micelle concentration (CMC). CAC and CMC were not different when the solubilization method was used. Micellar solutions of CTAB have been found to accelerate the hydrolysis of alpha-naphthyl acetate (alpha-NA) by o-iodosobenzoic acid (IBA), a strong nucleophile. Pseudo-first-order kinetics were utilized for rate constant determination. The observed rate constants for the degradation of alpha-NA in the presence of varying CTAB concentrations with and without HPMC were analyzed according to the pseudophase model. The micellar rate constants and the micellar binding constants for the substrates were obtained. The presence of HPMC retarded the reaction rate, and the rate constant decreased as the polymer concentration increased. However, there was no obvious difference in the observed rate constants among the different grades of HPMC (Methocel E5, Methocel E15, Methocel E50). The decrease in the rate constant was likely due to the polymer-micelle interaction interfering with substrate binding to the CTAB micelles.

  6. Synthesis, Characterization and Antioxidative Activity of Lanthanide Complexes with 3,5-Dibenzyloxybenzoyl-2,4-Dihydroxybenzaldehyde-Hydrazone

    Institute of Scientific and Technical Information of China (English)

    张玲; 唐宁; 房建国; 谭民裕

    2003-01-01

    In order to study the coordination character of the rare earth elements with hydrazones and the antioxidative activity of the ligand and the complexes, 3,5-dibenzyloxybenzoyl-2,4-dihydroxybenzaldehyde hydrazone (H2L), a new chelating ligand, and its six lanthanide complexes, Ln (HL)(OAc)2*n H2O [Ln=La(Ⅲ), Sm(Ⅲ), Eu(Ⅲ), Gd(Ⅲ), Tb(Ⅲ), Dy(Ⅲ); n=2, 4, 5], were synthesized and characterized on the basis of elemental analyses, IR and 1H NMR spectra, molar conductivity. The results show that the lanthanide ions are coordinated by O, O and N donors of the phenol (Ar-OH(A)) without deprotonation, the enol oxygen of the hydrazone group (NCO-) and the azomethine group (CH=N) from the ligand respectively, and by the four carboxylic oxygen from two acetate groups (CH3COO-) in the bidentate form. The scavenging activity of the ligand and the six lanthanides complexes on the 2,2-Diphenyl-1-picrylhydrazyl (DPPH) free radicals is also evaluated. The results show that both the ligand and the complexes have the scavenging activity on the DPPH radicals, and the scavenging activity of the complexes is better than the ligand.

  7. High-yielding and photolabile approaches to the covalent attachment of biomolecules to surfaces via hydrazone chemistry.

    Science.gov (United States)

    Lee, Ju Hun; Domaille, Dylan W; Noh, Hyunwoo; Oh, Taeseok; Choi, Chulmin; Jin, Sungho; Cha, Jennifer N

    2014-07-22

    The development of strategies to couple biomolecules covalently to surfaces is necessary for constructing sensing arrays for biological and biomedical applications. One attractive conjugation reaction is hydrazone formation--the reaction of a hydrazine with an aldehyde or ketone--as both hydrazines and aldehydes/ketones are largely bioorthogonal, which makes this particular reaction suitable for conjugating biomolecules to a variety of substrates. We show that the mild reaction conditions afforded by hydrazone conjugation enable the conjugation of DNA and proteins to the substrate surface in significantly higher yields than can be achieved with traditional bioconjugation techniques, such as maleimide chemistry. Next, we designed and synthesized a photocaged aryl ketone that can be conjugated to a surface and photochemically activated to provide a suitable partner for subsequent hydrazone formation between the surface-anchored ketone and DNA- or protein-hydrazines. Finally, we exploit the latent functionality of the photocaged ketone and pattern multiple biomolecules on the same substrate, effectively demonstrating a strategy for designing substrates with well-defined domains of different biomolecules. We expect that this approach can be extended to the production of multiplexed assays by using an appropriate mask with sequential photoexposure and biomolecule conjugation steps.

  8. The Influence of Benzoyl Peroxide on Gelation Rate of Silica Binder for Precision Casting

    Directory of Open Access Journals (Sweden)

    M. Nadolski

    2013-04-01

    Full Text Available Substituting of ethyl silicate with ecologic sols of colloidal silica in the investment casting technology, resulting from the increased demands concerning environmental protection, caused the prolongation of production cycle for precision castings produced in multi-layer thin-walled ceramic shell moulds. Modification of Sizol 030 binder with benzoyl peroxide, proposed in the paper, was aimed at restriction of time needed for realization of a single layer of the shell mould, and by the same, of such a mould as a whole. Examination of kinetics of the drying process were held for the layers made of prepared moulding material and the influence of binder modification on the mould curing time was determined.

  9. DFT MODELING OF BENZOYL PEROXIDE ADSORPTION ON α-Cr2O3 (0001) SURFACE

    Science.gov (United States)

    Maldonado, Frank; Stashans, Arvids

    2016-04-01

    Density functional theory (DFT) within the generalized gradient approximation (GGA) has been used to investigate possible adsorption configurations of benzoyl peroxide (BPO) molecule on the chromium oxide (α-Cr2O3) (0001) surface. Two configurations are found to lead to the molecular adsorption with corresponding adsorption energies being equal to -0.16 and -0.48eV, respectively. Our work describes in detail atomic displacements for both crystalline surface and adsorbate as well as discusses electronic and magnetic properties of the system. The most favorable adsorption case is found when the chemical bond between one of the molecular oxygens and one of the surface Cr atoms has been formed.

  10. Synergistic extraction of trivalent lanthanoids with 3-phenyl-4-benzoyl-5-isoxazolone and various sulphoxides

    Energy Technology Data Exchange (ETDEWEB)

    Sahu, S.K.; Chakravortty, V. [Utkal Univ., Bhubaneswar (India). Dept. of Chemistry; Reddy, M.L.P.; Ramamohan, T.R. [Council of Scientific and Industrial Research, Trivandrum (India). Regional Research Lab.

    1999-07-01

    Synergistic extraction of trivalent lanthanoids Nd, Tb and Tm with mixtures of 3-phenyl-4-benzoyl-5-isoxazolone (HPBI) and dioctyl sulphoxide (DOSO), bis-2-ethylhexyl sulphoxide (B2EHSO) or diphenyl sulphoxide (DPhSO) in xylene from perchlorate solution was investigated. Lanthanoids were found to be extracted as Ln(PBI){sub 3} with HPBI alone. In the presence of sulphoxides, Nd(III) was found to be extracted as Nd(PBI){sub 3} . S and Nd(PBI){sub 3} . 2 S (where S = sulphoxide). On the other hand, Tb(III) and Tm(III) were extracted as Tb(PBI){sub 3} . S and Tm(PBI){sub 3} . S respectively. The equilibrium constants of the synergistic species were found to increase monotonically with decreasing ionic radii of these metal ions. The addition of a sulphoxide to the metal chelate system not only enhances the extraction efficiency but also improves the selectivities among these trivalent lanthanoids. (orig.)

  11. Development of N-ferrocenyl(benzoyl)amino-acid esters stationary phase for high performance liquid chromatography.

    Science.gov (United States)

    Zhou, Xiaohua; Li, Xiaole; Cao, Aijuan; Lijun, Qiao; Yu, Ajuan; Zhang, Shusheng; Wu, Yangjie

    2015-11-01

    A new stationary phase for high-performance liquid chromatography was prepared by covalently bonding N-ferrocenyl(benzoyl)amino-acid esters (L(1)) onto silica gel using 3-aminopropyltriethoxysilane as coupling reagent. The structure of new material was characterized by infrared spectroscopy, elemental analysis and thermogravimetric analysis. The chromatographic behavior of the phase was illustrated in reversed-phase (RP) and normal-phase (NP) modes using polycyclic aromatic hydrocarbons (PAHs), aromatics positional isomers, amines, 5-nitroimidazoles, organophosphorus pesticides and phenols as probes. Multiple mechanisms including hydrophobic, hydrogen bonding, π-π, dipole-dipole, charge-transfer and acid-base equilibrium interactions are involved. Thus, multi-interaction mechanisms and mixed-mode separation of the new phase can very likely guarantee its excellent chromatographic performance for the analysis of complex samples. The L(1) AminoSil column was successfully employed for the analysis of organophosphorus pesticides in vegetable.

  12. Identification of Minor Benzoylated 4-Phenylcoumarins from a Mammea neurophylla Bark Extract

    Directory of Open Access Journals (Sweden)

    Bach Tai Dang

    2015-09-01

    Full Text Available Through dereplication analysis, seven known Mammea coumarins were identified in a fraction obtained from Mammea neurophylla dichloromethane bark extract selected for its ability to prevent advanced glycation end-product (AGE formation. Among them, a careful examination of the NMR dataset of pedilanthocoumarin B led to a structural revision. Inspection of LC-DAD-MSn chromatograms allowed us to predict the presence of four new compounds, which were further isolated. Using spectroscopic methods (1H-, 13C- and 2D-NMR, HRMS, UV, these compounds were identified as new benzoyl substituted 4-phenylcoumarins (iso-pedilanthocoumarin B and neurophyllol C and 4-(1-acetoxypropylcoumarins cyclo F (ochrocarpins H and I.

  13. Comparative evaluation of retinoic acid, benzoyl peroxide and erythromycin lotion in acne vulgarils

    Directory of Open Access Journals (Sweden)

    Dogra A

    1993-01-01

    Full Text Available Ninety three patients suffering from acne vulgaris were treated with 0.05% retinoic acid (23 patients, 10% benzyoyl peroxide (24 patients, 2% erythromycin lotin (25 patients and 50% glycerine in methylated spirit (21 patients used as a control, for a period of 6 weeks. The patients were evaluated at 2 weeks and 6 weeks by spot counting of the lesions and diagrammatic representations. Good to excellent results were obtained in 69.6% of patients of erythromycin lotion. Retinoic acid was more effective in reducing noninflammatory lesions (75.2% whereas inflammatory lesions showed better response (73.6% with erythromycin lotion and benzoyl peroxide was almost equally effective in both types of lesions.

  14. Synthesis of 1-O-(2'-acetoxy)benzoyl-alpha-D-2-deoxyglucopyranose, a novel aspirin prodrug.

    Science.gov (United States)

    Truelove, J E; Hussain, A A; Kostenbauder, H B

    1980-02-01

    The synthesis and characterization of 1-O-(2'-acetoxy)benzoyl-alpha-D-2-deoxyglucopyranose, a novel aspirin prodrug, are described. 3,4,6-Tri-O-benzyl-alpha-D-2-deoxyglucopyranose was synthesized by methylating the anomeric hydroxyl group of 2-deoxyglucose, benzylating the 3-, 4-, and 6-hydroxy functional grups, and cleaving hydrolytically the anomeric methyl group. Reaction of the tribenzylated sugar with the acid chloride of aspirin and subsequent hydrogenolysis of the benzyl groups resulted in the prodrug, mp 128 degrees. The compound was further characterized by elemental analysis and PMR and 13C-NMR spectroscopy. In vitro, the compound cleaved to aspirin with a half-life of 7 min at 37 degrees. Prodrug cleavage was independent of pH over the pH 3--9 range.

  15. Ultrasonic degradation of N-di and trihydroxy benzoyl chitosans and its effects on antioxidant activity.

    Science.gov (United States)

    Taghizadeh, Mohamad Taghi; Bahadori, Ali

    2014-05-01

    Modified chitosans with 3,4-dihydroxy benzoyl groups (CS-DHBA) and 3,4,5-trihydroxy benzoyl groups (CS-THBA) were synthesized and their chemical structures were determined by Fourier transform infrared (FT-IR) and (1)H nuclear magnetic resonance ((1)H NMR) spectroscopy. Then, ultrasonic degradation of CS, CS-DHBA and CS-THBA in 1% acetic acid solution was investigated. The kinetics studies of degradation were followed by gel permeation chromatography (GPC). The results indicated that the weight-average molecular weight of chitosan decreased obviously after ultrasound treatment, but molecular weights of CS-DHBA and CS-THBA decreased slowly with increasing sonication time. Degradation kinetics model based on 1/Mt-1/M0=kt was used to estimate the degradation rate constant. It was found that the rates of degradation of CS-DHBA and CS-THBA are lower than CS, and follow the order: CS4>CS8>CS12>CS-THBA4>CS-THBA8 ≈ CS-DHBA4>CS-THBA12>CS-DHBA8>CS-DHBA12. The antioxidant activity of the CS, CS-DHBA and CS-THBA before and after sonication was investigated by the radical scavenging activity method using 1,1-diphenyl-2-picrylhydrazyl (DPPH). The DPPH scavenging free radical capacity of CS-THBA and CS-DHBA increased up to 89% and 74% respectively, when the concentration reached 6 μg/ml. The ultrasonic treatment of CS-DHBA and CS-THBA after 30 min decreased the DPPH free radical scavenging activity but ultrasonic treatment of CS increased the DPPH free radical scavenging activity.

  16. A novel surfactant S-benzoyl-N,N-diethyldithiocarbamate synthesis and its flotation performance to galena

    Energy Technology Data Exchange (ETDEWEB)

    Ma, Xin; Hu, Yuan; Zhong, Hong, E-mail: zhongh@csu.edu.cn; Wang, Shuai, E-mail: wangshuai@csu.edu.cn; Liu, Guangyi; Zhao, Gang

    2016-03-01

    Graphical abstract: - Highlights: • A novel surfactant BEDTC was first introduced as galena flotation collector. • BEDTC exhibited superior collecting power to galena against sphalerite. • BEDTC has two active centers to mineral surfaces. • BEDTC molecules formed two distinct adsorption geometries on galena surfaces. - Abstract: In this paper, a novel dithiocarbamate compound, S-benzoyl-N,N-diethyldithiocarbamate (BEDTC), was synthesized via one-pot reaction of diethylamine, carbon disulfide, sodium hydroxide and benzoyl chloride using abundant carbon disulfide as a solvent. Its flotation performance and adsorption mechanism on the galena was first investigated by flotation tests, adsorption quantity measurements, FTIR spectra, X-ray photoelectron spectra (XPS) and density functional theory (DFT) calculation. The flotation results illustrated that BEDTC exhibited stronger collecting power than the conventional sulphide collectors such as sodium diethyl dithiocarbamate (SEDTC) and sodium isobutyl xanthate (SIBX) and superior selectivity for galena against sphalerite. The adsorption data demonstrated that the adsorption affinity of BEDTC to galena was stronger than that of SEDTC and SIBX, and the preferable pH range for BEDTC adsorption on galena surfaces was 6–10. The results of FTIR spectra and XPS indicated that the interaction of BEDTC with galena may be dominated by the chemical adsorption, which was further confirmed by DFT calculation. BEDTC probably acted as a bidentate ligand, bonding with lead through the thiol sulfur and carbonyl oxygen atoms to form two distinct adsorption geometries, one with the same Pb atom to form a six-membered ring complex, and the other with two different Pb atoms to form a ''bullet'' shape complex.

  17. Biting deterrence and insecticidal activity of hydrazide–hydrazones and their corresponding 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazoles against Aedes aegypti

    Science.gov (United States)

    BACKGROUND: Hydrazones are important compounds for drug design and they have also good insecticidal activity. In this study, A series of hydrazide–hydrazones (1-10) and 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazoles (11-20) were investigated for their biting deterrent and insecticidal act...

  18. Preparation of Two New Diasteromeric Chiral Stationary Phases Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid and (R)- or (S)-1-(1-Naphthyl)ethylamine and Chiral Tethering Group Effect on the Chiral Recognition.

    Science.gov (United States)

    Agneeswari, Rajalingam; Sung, Ji Yeong; Jo, Eun Sol; Jeon, Hee Young; Tamilavan, Vellaiappillai; Hyun, Myung Ho

    2016-08-12

    Two new diastereomeric chiral stationary phases (CSPs) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid as a chiral tethering group and a Π-basic chiral unit such as (R)-1-(1-naphthyl)ethylamine (CSP 1) or (S)-1-(1-naphthyl)ethylamine (CSP 2) were prepared. The two CSPs were applied to the enantiomeric separation of N-(3,5-dinitrobenzoyl)-1-phenylalkylamines and N-(3,5-dinitrobenzoyl)-α-amino acid derivatives using 20% isopropyl alcohol in hexane as a normal mobile phase. To elucidate the effect of the two chiral units on the chiral recognition, the chiral recognition abilities of the two CSPs were compared with each other and with that of a CSP (CSP 3) based on (R)-1-(1-naphthyl)ethylamine. From the chromatographic chiral recognition results, (R)-1-(1-naphthyl)ethylamine and (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid constituting CSP 1 were concluded to show a cooperative ("matched") effect on the chiral recognition while (S)-1-(1-naphthyl)ethylamine and (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid constituting CSP 2 were concluded to show an uncooperative ("mismatched") effect on the chiral recognition. From these results, it was concluded that (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid can be successfully used as a chiral tethering group for the preparation of new CSPs.

  19. Antitumor activity of a 2-pyridinecarboxaldehyde 2-pyridinecarboxylic acid hydrazone copper complex and the related mechanism.

    Science.gov (United States)

    Yang, Yingli; Huang, Tengfei; Zhou, Sufeng; Fu, Yun; Liu, Youxun; Yuan, Yanbin; Zhang, Qiongqing; Li, Shaoshan; Li, Changzheng

    2015-09-01

    In the present study, 2-pyridinecarboxaldehyde 2-pyridinecarboxylic acid hydrazone (PPAH) was prepared and its antitumor activity was evaluated. The inhibition of proliferation of PPAH against the HepG2 and HCT-116 cell lines was less effective, yet in the presence of copper ions, the mixture demonstrated excellent antitumor activity (IC50 at 2.75±0.30 µM for the HepG2 cell line, and 1.90±0.20 µM for the HCT-116 cell line, respectively) and the new active species was confirmed to be a PPAH copper complex with a 1:1 ratio by spectral analysis. The excellent antitumor activity of the copper complex prompted us to investigate the underlying mechanism. RT-PCR was performed to detect the changes in the expression of apoptotic genes induced by PPAH and its copper complex. However, no changes were observed when the cells were treated by the agents for 24 or 48 h, indicating that ROS were unlikely involved. Cell cycle analysis showed that both PPAH and its copper complex led to S phase arrest of the cells. The sDNA relaxation assay revealed that the PPAH-copper complex displayed dual topoisomerase inhibition for type I and II. The data suggest that the inhibition of proliferation exhibited by the PPAH copper complex may stem from its dual topoisomerase inhibition, which is rarely observed for a metal complex.

  20. Synthesis, characterization, investigation of biological activity and theoretical studies of hydrazone compounds containing choloroacetyl group

    Science.gov (United States)

    Cukurovali, Alaaddin; Yilmaz, Engin

    2014-10-01

    In this study, three new hydrazide-hydrazone derivative compounds which contain choloroacetyl group have been synthesized and characterized. In the characterization, spectral techniques such as IR, 1H NMR, 13C NMR and UV-Vis spectroscopy techniques were used. Antibacterial effects of the synthesized compounds were investigated against Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853. In the theoretical calculations Gaussian 09 software was used with the DFT/6-311+(d,p) basis set. Experimental X-ray analysis of compounds has not been studied. Theoretical bond lengths of synthesized compounds were compared with experimental bond lengths of a similar compound. Theoretical and experimental bond lengths are in good agreement with R2: 0.896, 0.899 and 0.900 for compounds 1, 2, and 3, respectively. For antibacterial activity, the most effective one was found to be N‧-(4-bromobenzylidene)-2-chloro-N-(4-(3-methyl-3-phenylcyclobutyl)-thiazol-2-yl) acetohydrazide against P.aeroginaosa ATTC 27853, among the studied compounds.

  1. Coordination diversity of new mononucleating hydrazone in 3d metal complexes: Synthesis, characterization and structural studies

    Directory of Open Access Journals (Sweden)

    RAJESH S. BALIGAR

    2006-12-01

    Full Text Available The mononucleating hydrazone ligand LH3, a condensation product of salicyloylhydrazine and (2-formylphenoxyacetic acid, was synthesized and its coordination behavior with first row transition metal(II ions was investigated by isolating and elucidating the structure of the complexes using elemental analysis, conductivity and magnetic susceptibility measurements, as well as IR, 1H-NMR, electronic and EPR spectral techniques. The ligand forms mononuclear metal(II complexes of the type [CoLH(H2O2], [NiLH(H2O2, [CuLH] and [ZnLH]. The ligand field parameters, Dq, B and b values, in the case of the cobalt and nickel complexes support not only the octahedral geometry around the metal ion, but also imply the covalent nature of the bonding in the complexes. The EPR study revealed the presence of a spin exchange interaction in the solid copper complex and the covalent nature of the bonding. The 1H-NMR study of the zinc(II complex indicated the non-involvement of the COOH group in the coordination. The physico-chemical study supports for the presence of octahedral geometry around cobalt(II, nickel(II and tetrahedral geometry around copper(II and zinc(II ions.

  2. Synthesis, characterization and density functional theory study of low cost hydrazone sensitizers

    KAUST Repository

    G. Al-Sehemi, A.

    2015-01-18

    © 2015 Chemical Society of Ethiopia The 2-{4-[2-benzylidenehydrazino]phenyl}ethylene-1,1,2-tricarbonitrile (System 1), 2-{4-[2-(1- naphthylmethylene)hydrazino]phenyl}ethylene-1,1,2-tricarbonitrile (System 2) and 2-{4-[2-(9-anthrylmethylene)- hydrazino]phenyl}ethylene-1,1,2-tricarbonitrile (System 3) were synthesized by direct tricyanovinylation of hydrazones. The bathochromic shift in absorption spectra has been observed by increasing the solvent polarity. The FTIR spectra of these new dyes exhibited three important absorption bands. The first band centered near 3260 cm-1 in System 1 while 3208 cm-1 and 3211 cm-1 in System 2 and System 3 for the vNH absorption, respectively. The second band is a sharp absorption band in the region of 2212-2209 cm-1, which was attributed to the cyano group absorption. The third is an absorption band in the region of 1611-1603 cm-1 ascribed for the C=N. Density functional theory (DFT) calculation of relative energies, relative enthalpies and free energies shows that E isomers are the most stable except System 3 in which the most stable is Z isomers. The conformational energy profile shows two maxima near (-90 and 90°) while three local minima observed at (-180, 0 and 180) for N1-N2-C1-C2 torsional angle. The highest occupied molecular orbitals (HOMOs) are localized on the whole molecules while lowest unoccupied molecular orbitals (LUMOs) are distributed on the tricarbonitrile.

  3. The biosynthesis of phytoalexins in Dianthus caryophyllus L. cell cultures: induction of benzoyl-CoA:anthranilate N-benzoyltransferase activity.

    Science.gov (United States)

    Reinhard, K; Matern, U

    1989-11-15

    It has been shown that cell cultures of Dianthus caryophyllus L. c.v. Eleganz accumulate N-benzoyl-4-methoxyanthranilic acid, previously identified as the phytoalexin methoxydianthramide B, in response to treatment either with a crude elicitor isolated from the cell walls of Phytophthora megasperma f.sp. glycinea or with a commercial yeast extract. Cell-free extracts from the induced cells efficiently catalyzed the N-benzoylation of anthranilate in the presence of benzoyl-CoA. The partially purified transferase was shown to be specific for anthranilate with almost no activity toward 4-hydroxyanthranilate, whereas acyl donors other than benzoyl-CoA such as salicyloyl-, cinnamoyl-, or 4-coumaroyl-CoA were also accepted. Elicitor treatment of the cells additionally induced an S-adenosyl-L-methionine:N-benzoyl-4-hydroxyanthranilate 4-O-methyltransferase activity. We propose, therefore, that methoxydianthramide B is derived from N-benzoylanthranilic acid via N-benzoyl-4-hydroxyanthranilic acid. Dark-grown cells contained little N-benzoyltransferase activity (approx 8 mu kat/kg), which increased roughly ninefold within 6 h following the addition of the elicitor. In addition, phenylalanine ammonia-lyase activity of the cells increased about twofold under these conditions to a maximum (approx 40 mu kat/kg) at 5 h. The rapid induction of both enzyme activities suggests that the shikimate pathway is of crucial importance in the disease resistance response of carnation cells.

  4. EFIKASI LARVASIDA BERBAHAN AKTIF BENZOYL PHENIL UREA SEBAGAI INSECT GROWTH REGULATOR TERHADAP LARVA Culex quinquefasciatus DI LABORATORIUM

    Directory of Open Access Journals (Sweden)

    Siti Alfiah

    2014-06-01

    Full Text Available This study was conducted to determine the efficacy of an insect growth regulator (IGRbenzoyl phenil urea against Culex quinquefasciatus larvae, laboratory scale trial. The researchused seven concentrations of IGR, were evaluated 0,5 ; 1 ; 2 ; 2,5 ; 3 and 5 ppm and untreatedcontrol, using 4 replications (20 larvae each. The result showed that 0,5 ppm of the benzoylphenil urea could kill more 90% of Cx. quinquefasciatus larvae in 5 days, while concentrations 1; 2 ; 2,5 and 3 ppm in 4 days, and concentration 5 ppm in 3 days. The result was also revealedthat LC50 and LC90 0,57 and 23,2 ppm. Mosquito larvae mortalities were showed statisticallydifferent among concentrations (p < 0,05.Key words : Efficacy, benzoyl phenil urea, Culex quinquefasciatus Penelitian untuk mengetahui efikasi insect growth regulator (IGR benzoyl phenil ureaterhadap larva Culex quinquefasciatus telah dilakukan. Penelitian menggunakan 7 konsentrasipengujian yaitu 0,5 ppm, 1 ppm, 2 ppm, 2,5 ppm, 3 ppm, 5 ppm dan kontrol. Setiap konsentrasimenggunakan 4 kali pengulangan. Hasil menunjukkan bahwa larvasida benzoyl phenil ureamembunuh lebih dari 90% larva Cx. quinquefasciatus dengan konsentrasi 0,5 ppm dalam 5 hari,konsentrasi 1 ; 2 ; 2,5 dan 3 ppm dalam waktu 4 hari dan konsentrasi 5 ppm dalam waktu 3 hari.Konsentrasi yang diperlukan untuk membunuh 50% (LC50 dan 90% (LC90 larva uji adalah 0,57ppm dan 23,2 ppm. Uji analisis varian memberikan hasil bahwa ada perbedaan bermaknakematian larva antar konsentrasi pada taraf nyata 5%.Kata kunci : Efikasi, benzoyl phenil urea, Culex quinquefasciatus

  5. The effect of dietary lipid on skin tumor promotion by benzoyl peroxide: comparison of fish, coconut and corn oil.

    Science.gov (United States)

    Locniskar, M; Belury, M A; Cumberland, A G; Patrick, K E; Fischer, S M

    1991-06-01

    Fish or vegetable oils were fed during the promotion stage of a mouse skin carcinogenesis model in order to investigate the effects of dietary fat on tumor development. Two weeks after initiation with 10 nmol dimethylbenz[a]anthracene, SENCAR mice were divided into five groups and maintained on one of the following semipurified diets containing 10% total fat and varying the type of fat: 8.5% coconut oil (CT)/1.5% corn oil (CO); 1% menhaden oil (MO)/7.5% CT/1.5% CO; 4% MO/4.5% CT/1.5% CO; 8.5% MO/1.5% CO; or 10% CO. Promotion with twice-weekly applications of 40 mg benzoyl peroxide was begun 2 weeks later and continued for 52 weeks. No statistically significant differences in kcal food consumed or body weights were observed between diet groups. Papilloma latency, incidence and yield differed among the diet groups with the group fed the 8.5% CT/1.5% CO diet having the shortest latency and highest papilloma incidence and number. In addition, carcinoma latency and incidence was assessed and the first carcinoma appeared in the group fed 8.5% CT/1.5% CO after 20 weeks of benzoyl peroxide treatment; this group yielded the highest carcinoma incidence throughout the study. In comparison, the group fed the 10% CO diet had the longest latency period, and among the lowest papilloma and carcinoma incidence and fewest tumors. In parallel studies, ornithine decarboxylase activity, vascular permeability and hyperplasia were elevated in the epidermis of benzoyl peroxide-treated mice but the extent of the response did not correlate with the different rates of tumor formation observed among the diet groups. These data indicate that dietary fat modulates tumor promotion by benzoyl peroxide in this skin carcinogenesis model with the predominantly saturated fat diet producing the highest rates of papilloma and carcinogen formation and the polyunsaturated fat diet the lowest.

  6. Azo-hydrazone tautomerism observed from UV-vis spectra by pH control and metal-ion complexation for two heterocyclic disperse yellow dyes.

    Science.gov (United States)

    Chen, Xiao-Chun; Tao, Tao; Wang, Yin-Ge; Peng, Yu-Xin; Huang, Wei; Qian, Hui-Fen

    2012-08-28

    The azo-hydrazone tautomerism of two pyridine-2,6-dione based Disperse Yellow dyes has been achieved by pH control and metal-ion complexation, respectively, which is evidenced by UV-visible spectra using pH-titration, (1)H NMR and X-ray single-crystal diffraction techniques for two dyes and one neutral dinuclear dye-metal complex. pH-titration experiments under strong and weak acidic conditions (HCl and HOAc) as well as strong and weak alkaline conditions (NaOH and ammonia) demonstrate that there is an equilibrium between the azo (HL(1-A) and HL(2-A)) and hydrazone (HL(1-H) and HL(2-H)) tautomers for two dyes in solution but the hydrazone form is dominant under conventional conditions. The hydrazone proton is also observed in the (1)H NMR spectra of HL(1-H) and HL(2-H) which can be verified by the hydrogen-deuterium exchange and the presence of cooperative six-membered intramolecular hydrogen rings involving the hydrazone proton in their X-ray single-crystal structures. Moreover, the azo-hydrazone tautomerism is evidenced by the formation of a novel neutral dinuclear dye-metal complex Cu(2)(L(2-A))(4), where all the ligands are in the azo form and two types of coordination modes are present for four L(2-A) ligands. Namely, the side two ligands serve as the bidentate capping ligands, while the middle ones act as the quadridentate bridging ligands linking adjacent Cu(II) centers in a reverse fashion.

  7. Probing the reactivity of photoinitiators for free radical polymerization: time-resolved infrared spectroscopic study of benzoyl radicals.

    Science.gov (United States)

    Colley, Christopher S; Grills, David C; Besley, Nicholas A; Jockusch, Steffen; Matousek, Pavel; Parker, Anthony W; Towrie, Michael; Turro, Nicholas J; Gill, Peter M W; George, Michael W

    2002-12-18

    A series of substituted benzoyl radicals has been generated by laser flash photolysis of alpha-hydroxy ketones, alpha-amino ketones, and acyl and bis(acyl)phosphine oxides, all of which are used commercially as photoinitiators in free radical polymerizations. The benzoyl radicals have been studied by fast time-resolved infrared spectroscopy. The absolute rate constants for their reaction with n-butylacrylate, thiophenol, bromotrichloromethane and oxygen were measured in acetonitrile solution. The rate constants of benzoyl radical addition to n-butylacrylate range from 1.3 x 10(5) to 5.5 x 10(5) M(-1) s(-1) and are about 2 orders of magnitude lower than for the n-butylacrylate addition to the counterradicals that are produced by alpha-cleavage of the investigated ketones. Density functional theoretical calculations have been performed in order to rationalize the observed reactivities of the initiating radicals. Calculations of the phosphorus-centered radicals generated by photolysis of an acyl and bis(acyl)phosphine oxide suggest that P atom Mulliken spin populations are an indicator of the relative reactivities of the phosphorus-centered radicals. The alpha-cleavage of (2,4,6-trimethylbenzoyl)phosphine oxide was studied by picosecond pump-probe and nanosecond step-scan time-resolved infrared spectroscopy. The results support a mechanism in which the alpha-cleavage occurs from the triplet excited state that has a lifetime less than or equal to the singlet excited state.

  8. Development and in-vitro characterization of fish oil oleogels containing benzoyl peroxide and salicylic acid as keratolytic agents.

    Science.gov (United States)

    Rehman, K; Tan, C M; Zulfakar, M H

    2014-03-01

    Topical keratolytic agents such as benzoyl peroxide (BP) and salicylic acid (SA) are one of the common treatments for inflammatory skin diseases. However, the amount of drug delivery through the skin is limited due to the stratum corneum. The purposes of this study were to investigate the ability of fish oil to act as penetration enhancer for topical keratolytic agents and to determine the suitable gelator for formulating stable fish oil oleogels. 2 types of gelling agents, beeswax and sorbitan monostearate (Span 60), were used to formulate oleogels. To investigate the efficacy of fish oil oleogel permeation, commercial hydrogels of benzoyl peroxide (BP) and salicylic acid (SA) were used as control, and comparative analysis was performed using Franz diffusion cell. Stability of oleogels was determined by physical assessments at 20°C and 40°C storage. Benzoyl peroxide (BP) fish oil oleogels containing beeswax were considered as better formulations in terms of drug permeation and cumulative drug release. All the results were found to be statistically significant (pskin and stability.

  9. Multicenter study to evaluate efficacy and irritation potential of benzoyl peroxide 4% cream in hydrophase base (Brevoxyl in acne vulgaris

    Directory of Open Access Journals (Sweden)

    Sawleshwarkar S

    2003-01-01

    Full Text Available In this multicenter, open, non-comparative study, the efficacy and irritation potential of 4% benzoyl peroxide cream in hydrophase base (Brevoxyl was evaluated for the treatment of acne vulgaris. All evaluable patients (n=567 received treatment with 4% benzoyl peroxide cream in hydrophase base for six weeks. The investigators evaluated the patients at baseline and at 1,2,4 & 6 weeks. Patients also rated their improvement and adverse effects. Doctor′s assessment showed that at the end of 6′h week 85.6% had good to very good effect of the treatment. The profile of side effects observed by doctors revealed that 53.8% of total patients did not have any irritation whereas only 11.6% had moderate to severe irritation. 53.8% of patients did not report any irritation: 41.4% had some irritation whereas only 4.8% patients reported troublesome irritation. A satisfactory response was reported as ear;y as two weeks and most of the patients had a very satisfactory response after six weeks and were willing to continue the treatment. This supports the theory that the hydrophase formulation in ′Brevoxyl helped to enhance efficacy and decrease the irritation associated with use of benzoyl peroxide.

  10. Fast and catalyst-free hydrazone ligation via ortho-halo-substituted benzaldehydes for protein C-terminal labeling at neutral pH.

    Science.gov (United States)

    Xu, Yang; Xu, Ling; Xia, Yuan; Guan, Chao-Jian; Guo, Qing-Xiang; Fu, Yao; Wang, Chen; Li, Yi-Ming

    2015-08-28

    Rapid and catalyst-free hydrazone ligation reaction between ortho-halobenzaldehyde derivatives and peptide/protein hydrazides was observed at neutral pH and room temperature. 2-Chlorobenzaldehyde exhibited the fastest reaction and highest conversion rates among the series of ortho-halobenzaldehydes. The resulting hydrazone-containing bioconjugation products were also found to be fairly stable under experimental conditions. The new ligation strategy was successfully used for protein C-terminal labeling and should provide a practical approach for the modification of proteins.

  11. Rhodamine 6G hydrazone bearing thiophene unit: A highly sensitive and selective off-on fluorescent chemosensor for Al3+

    Science.gov (United States)

    Wu, Wei-Na; Mao, Pan-Dong; Wang, Yuan; Zhao, Xiao-Lei; Jia, Lei; Xu, Zhou-Qing

    2016-10-01

    A rhodamine derivative (R1) has been synthesized by a hydrazone formation of rhodamine 6G hydrazide with 3-methylthiophene-2-carbaldehyde, which exhibits high selectivity and sensitivity as an "off-on" fluorescent sensor toward Al3+ in water containing media. The binding process was confirmed by UV-vis absorption, fluorescence measurements, mass spectroscopy and DFT calculation. The probe functions by Al3+ induced hydrolytic cleavage of the imine-bond to produce an intense rhodamine-based emission. To test the practical use of the probe, the determination of Al3+ in real water samples was also evaluated.

  12. Synthesis, Characterization of α-Oxopentanedioic Acid-Isonicotinoyl Hydrazone Rare Earth-Complexes and Relaxivity of Gd-complex

    Institute of Scientific and Technical Information of China (English)

    杨正银; 杨汝栋

    2004-01-01

    α-Oxopentanedioic acid isonicotinoyl hydrazone (H2L) and its five rare earth complexes were synthesized with a view to further investigating MRI activities of the polycarboxylic Schiff base complexes. The complexes were characterized on the basis of elemental analyses, IR, UV, 1H NMR spectra and thermal analyses. The general formula of the complexes is [Ln(HL)(H2O)2]Cl2·H2O (where Ln(Ⅲ)=La, Pr, Nd, Eu and Gd). In addition, the relaxivity (R1) of the Gd-complex was determined by INVREC Au program.

  13. Synthesis and insecticidal activity of novel hydrazone compounds derived from a naturally occurring lignan podophyllotoxin against Mythimna separata (Walker).

    Science.gov (United States)

    Wang, Yi; Yu, Xiang; Zhi, Xiaoyan; Xiao, Xiao; Yang, Chun; Xu, Hui

    2014-06-15

    In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, a series of novel hydrazone derivatives of podophyllotoxin, which is a naturally occurring aryltetralin lignan and isolated as the main secondary metabolite from the roots and rhizomes of Podophyllum species, were synthesized and evaluated as insecticidal agents against the pre-third-instar larvae of oriental armyworm, Mythimna separata (Walker) in vivo at 1mg/mL. Especially compounds 8i, 8j, 8t, and 8u showed the more potent insecticidal activity with the final mortality rates greater than 60%.

  14. Synthesis and Crystal Structure of 2-Benzoyl Pyridine Thiosemicarbazato Palladium(Ⅱ)Chloride

    Institute of Scientific and Technical Information of China (English)

    刘泽华; 王守兴; 段春迎; 游效曾

    2001-01-01

    The title complex,2-benzoyl pyridine thiosemicarbazato palladium(Ⅱ)chloride [C13H11N4SPdCl,Mr=379.17],crystallizes in monoclinic,space group C2/c with a=12.1061(5),b=21.877(3),c=11.4832(6)A,β=108.29(9)°,V=2887.7(4)A3,Z=8,Dc=1.827g/cm3; μ=1.608cm-1 and F(000)=1568.R=0.0281 and wR=0.0684 for 1446 reflections with I > 2σ(Ⅰ).X-ray crystal structure analysis revealed that the coordination geometry of Pd atom is a distorted square plane with two Pd- N bonds,one Pd - S bond and one Pd - Cl bond.The Schiff-base ligand loses a proton from its tautomeric thiol form and coordinates to the Pd atom via the mercapto sulfur and theβ-nitrogen atoms.

  15. N-benzoyl-n-phenylhydroxylamine impregnated Amberlite XAD-4 beads for selective removal of thorium.

    Science.gov (United States)

    Chandramouleeswaran, S; Ramkumar, Jayshree

    2014-09-15

    n-Benzoyl-n-phenylhydroxylamine impregnated Amberlite XAD-4 beads were used for the removal of Th(IV) from a mixture of ions. The impregnated XAD was characterized using different techniques like weight and colour change, IR spectra, surface area and pore size measurements to confirm the presence of n-BPHA within the macroreticular resin structure. The experimental conditions were optimized to make the separation fast and selective. It was seen that the maximum sorption was achieved in the pH range of 3-7.5 and uptake was nearly complete within half an hour. The results obtained in the present study were subjected to extensive modelling in order to get a complete understanding of the sorption process. It is seen that the maximum uptake was calculated to be 500 mg/g and has very fast kinetics it was seen that the process is chemisorption. It was further deduced from the modelling that the overall sorption process was controlled dominantly by external mass transfer. Considering the simplicity this procedure, the present study has a possible application for the removal of thorium from different mixtures.

  16. Polymeric micellar nanocarriers of benzoyl peroxide as potential follicular targeting approach for acne treatment.

    Science.gov (United States)

    Kahraman, Emine; Özhan, Gül; Özsoy, Yıldız; Güngör, Sevgi

    2016-10-01

    The aim of this work was to optimize polymeric nano-sized micellar carriers of the anti-acne compound benzoyl peroxide (BPO) and to examine the ability of these carriers to deposit into hair follicles with the objective of improving skin delivery of BPO. BPO loaded polymeric micelles composed of Pluronic(®) F127 were prepared by the thin film hydration method and characterized in terms of size, loading capacity, morphology and physical stability. The optimized micelle formulation was then selected for skin delivery studies. The penetration of BPO loaded micellar carriers into skin and skin appendages across full thickness porcine skin was examined in vitro. Confocal microscopy images confirmed the penetration of Nile Red into hair follicles, which was loaded into micellar carriers as a model fluorescent compound. The relative safety of the polymeric micelles was evaluated with the MTT viability test using mouse embryonic fibroblasts. The results indicated that nano-sized polymeric micelles of BPO composed of Pluronic(®) F127 offer a potential approach to enhance skin delivery of BPO and that targeting of micelles into hair follicles may be an effective and safe acne treatment.

  17. Bioavailability of Clindamycin From a New Clindamycin Phosphate 1.2%-Benzoyl Peroxide 3% Combination Gel.

    Science.gov (United States)

    Jones, Terry M; Jasper, Stacy; Alió Sáenz, Alessandra B

    2013-01-01

    A new topical fixed-dose combination product containing clindamycin (1%, formulated as 1.2% clindamycin phosphate, CLNP 1.2%) with low strength (3%) benzoyl peroxide (BPO) in a methylparaben-free gel vehicle (CLNP 1.2%-BPO 3%-MPF) has been developed for the treatment of acne. The objective of this study was to determine the relative bioavailability of clindamycin and clindamycin sulfoxide from CLNP 1.2%-BPO 3%-MPF compared with clindamycin phosphate 1.2%-BPO 5% in a methylparaben-preserved gel vehicle (CLNP 1.2%-BPO 5%-MP) and clindamycin phosphate 1.2%-BPO 5% in a methylparaben-free gel vehicle (CLNP 1.2%-BPO 5%-MPF), and to determine whether exposure is affected by BPO concentration (3% vs. 5%) when applied topically. Seventy-two subjects with moderate-severe acne were randomized to receive CLNP 1.2%-BPO 3%-MPF, CLNP 1.2%-BPO 5%-MP, or CLNP 1.2%-BPO 5%-MPF in a 5-day, open-label, and parallel-group study. Cmax and AUC values for clindamycin were highest for CLNP 1.2%-BPO 5%-MP, followed by CLNP 1.2%-BPO 3%-MPF and CLNP 1.2%-BPO 5%-MPF, but differences were not statistically significant. Systemic exposure to clindamycin and clindamycin sulfoxide was low and comparable between the formulations. Results indicate that differences in BPO concentration do not influence clindamycin bioavailability.

  18. [Detection of benzoyl peroxide in wheat flour by NIR diffuse reflectance spectroscopy technique].

    Science.gov (United States)

    Zhang, Zhi-yong; Li, Gang; Liu, Hai-xue; Lin, Ling; Zhang, Bao-ju; Wu, Xiao-rong

    2011-12-01

    Adding benzoyl peroxide (BPO) into wheat flour was prohibited by the relevant government departments since May 1, 2011. And it is of great importance to detect BPO additive amount in wheat flour quickly and accurately. Part of BPO which was added into wheat flour will be deoxidized into benzoic acid, and this make it complex to detect the original BPO additive amount. The objective of the present research is to investigate the potential of NIR diffuse reflectance spectroscopy as a way for measurement of BPO original adding amount in wheat flour. A total of 133 wheat flour samples were prepared by adding different content of BPO into pure wheat flour. Spectra data were obtained by NIR spectrometer and then denoised by wavelet transform. Ninety seven samples were taken as calibration set and other 36 samples as prediction set. Partial least squares regression (PLSR) was applied to establish the calibration model between BPO original adding contents and the spectra data. The determination coefficient of model for the calibration set is 0.8901, and root mean squared error of calibration (RMSEC) is 40.85 mg x kg(-1). The determination coefficient for the prediction set is 0.8865, and root mean squared error of prediction (RMSEP) is 44.69 mg x kg(-1). The result indicates that it is feasible to detect the BPO adding contents in wheat flour by NIR diffuse reflectance spectroscopy technique and this technique has the potential to measure some other additives in food.

  19. Hybrid molecules of carvacrol and benzoyl urea/thiourea with potential applications in agriculture and medicine.

    Science.gov (United States)

    Pete, Umesh D; Zade, Chetan M; Bhosale, Jitendra D; Tupe, Santosh G; Chaudhary, Preeti M; Dikundwar, Amol G; Bendre, Ratnamala S

    2012-09-01

    Benzoyl phenyl urea, a class of insect growth regulator's acts by inhibiting chitin synthesis. Carvacrol, a naturally occurring monoterpenoid is an effective antifungal agent. We have structurally modified carvacrol (2-methyl-5-[1-methylethyl] phenol) by introducing benzoylphenyl urea linkage. Two series of benzoylcarvacryl thiourea (BCTU, 4a-f) and benzoylcarvacryl urea (BCU, 5a-f) derivatives were prepared and characterized by elemental analysis, IR, (1)H and (13)C NMR and Mass spectroscopy. Derivatives 4b, 4d, 4e, 4f and 5d, 5f showed comparable insecticidal activity with the standard BPU lufenuron against Dysdercus koenigii. BCTU derivatives 4c, 4e and BCU 5c showed good antifungal activity against phytopathogenic fungi viz. Magnaporthe grisae, Fusarium oxysporum, Dreschlera oryzae; food spoilage yeasts viz. Debaromyces hansenii, Pichia membranifaciens; and human pathogens viz. Candida albicans and Cryptococcus neoformans. Compounds 5d, 5e and 5f showed potent activity against human pathogens. Moderate and selective activity was observed for other compounds. All the synthesized compounds were non-haemolytic. These compounds have potential application in agriculture and medicine.

  20. A rapid and sensitive spectrophotometric method for the determination of benzoyl peroxide in wheat flour samples

    Directory of Open Access Journals (Sweden)

    Kraingkrai Ponhong

    2015-12-01

    Full Text Available A simple, rapid, and sensitive spectrophotometric method for the determination of benzoyl peroxide (BPO in wheat flour samples was developed. The detection principle is based on BPO reacted with 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS to obtain a blue-green colored product that was detected at 415 nm by spectrophotometry. The effect of factors influencing the color reaction was investigated. Under the selected conditions, the linear range for quantification of BPO was observed between 0.2–1.0 mg L−1 with r2 = 0.998. The limit of detection (LOD was 0.025 mg L−1. The developed method obtained superior precision (relative standard deviation < 2% using 11 repeatability at 0.2 mg L−1, 0.6 mg L−1, and 0.8 mg L−1. The proposed methodology was successfully applied to determine BPO in wheat flour samples.

  1. Reversible photochromic system based on rhodamine B salicylaldehyde hydrazone metal complex.

    Science.gov (United States)

    Li, Kai; Xiang, Yu; Wang, Xiaoyan; Li, Ji; Hu, Rongrong; Tong, Aijun; Tang, Ben Zhong

    2014-01-29

    Photochromic molecules are widely applied in chemistry, physics, biology, and materials science. Although a few photochromic systems have been developed before, their applications are still limited by complicated synthesis, low fatigue resistance, or incomplete light conversion. Rhodamine is a class of dyes with excellent optical properties including long-wavelength absorption, large absorption coefficient, and high photostability in its ring-open form. It is an ideal chromophore for the development of new photochromic systems. However, known photochromic rhodamine derivatives, such as amides, exhibit only millisecond lifetimes in their colored ring-open forms, making their application very limited and difficult. In this work, rhodamine B salicylaldehyde hydrazone metal complex was found to undergo intramolecular ring-open reactions upon UV irradiation, which led to a distinct color and fluorescence change both in solution and in solid matrix. The complex showed good fatigue resistance for the reversible photochromism and long lifetime for the ring-open state. Interestingly, the thermal bleaching rate was tunable by using different metal ions, temperatures, solvents, and chemical substitutions. It was proposed that UV light promoted isomerization of the rhodamine B derivative from enol-form to keto-form, which induced ring-opening of the rhodamine spirolactam in the complex to generate color. The photochromic system was successfully applied for photoprinting and UV strength measurement in the solid state. As compared to other reported photochromic molecules, the system in this study has its advantages of facile synthesis and tunable thermal bleaching rate, and also provides new insights into the development of photochromic materials based on metal complex and spirolactam-containing dyes.

  2. Potential Amoebicidal Activity of Hydrazone Derivatives: Synthesis, Characterization, Electrochemical Behavior, Theoretical Study and Evaluation of the Biological Activity

    Directory of Open Access Journals (Sweden)

    Yanis Toledano-Magaña

    2015-05-01

    Full Text Available Four new hydrazones were synthesized by the condensation of the selected hydrazine and the appropriate nitrobenzaldehyde. A complete characterization was done employing 1H- and 13C-NMR, electrochemical techniques and theoretical studies. After the characterization and electrochemical analysis of each compound, amoebicidal activity was tested in vitro against the HM1:IMSS strain of Entamoeba histolytica. The results showed the influence of the nitrobenzene group and the hydrazone linkage on the amoebicidal activity. meta-Nitro substituted compound 2 presents a promising amoebicidal activity with an IC50 = 0.84 μM, which represents a 7-fold increase in cell growth inhibition potency with respect to metronidazole (IC50 = 6.3 μM. Compounds 1, 3, and 4 show decreased amoebicidal activity, with IC50 values of 7, 75 and 23 µM, respectively, as a function of the nitro group position on the aromatic ring. The observed differences in the biological activity could be explained not only by the redox potential of the molecules, but also by their capacity to participate in the formation of intra- and intermolecular hydrogen bonds. Redox potentials as well as the amoebicidal activity can be described with parameters obtained from the DFT analysis.

  3. Synthesis and Antimicrobial Evaluation of Some Novel Thiazole, Pyridone, Pyrazole, Chromene, Hydrazone Derivatives Bearing a Biologically Active Sulfonamide Moiety

    Directory of Open Access Journals (Sweden)

    Elham S. Darwish

    2014-01-01

    Full Text Available This study aimed for the synthesis of new heterocyclic compounds incorporating sulfamoyl moiety suitable for use as antimicrobial agents via a versatile, readily accessible N-[4-(aminosulfonylphenyl]-2-cyanoacetamide (3. The 2-pyridone derivatives were obtained via reaction of cyanoacetamide with acetylacetone or arylidenes malononitrile. Cycloaddition reaction of cyanoacetamide with salicyaldehyde furnished chromene derivatives. Diazotization of 3 with the desired diazonium chloride gave the hydrazone derivatives 13a–e. Also, the reactivity of the hydrazone towards hydrazine hydrate to give Pyrazole derivatives was studied. In addition, treatment of 3 with elemental sulfur and phenyl isothiocyanate or malononitrile furnished thiazole and thiophene derivatives respectively. Reaction of 3 with phenyl isothiocyanate and KOH in DMF afforded the intermediate salt 17 which reacted in situ with 3-(2-bromoacetyl-2H-chromen-2-one and methyl iodide afforded the thiazole and ketene N,S-acetal derivatives respectively. Finally, reaction of 3 with carbon disulfide and 1,3-dibromopropane afforded the N-[4-(aminosulfonyl phenyl]-2-cyano-2-(1,3-dithian-2-ylideneacetamide product 22. All newly synthesized compounds were elucidated by considering the data of both elemental and spectral analysis. The compounds were evaluated for both their in vitro antibacterial and antifungal activities and showed promising results.

  4. A prototype nonpeptidyl, hydrazone class, thrombopoietin receptor agonist, SB-559457, is toxic to primary human myeloid leukemia cells.

    Science.gov (United States)

    Kalota, Anna; Gewirtz, Alan M

    2010-01-07

    Biologic characterization of SB-559457 (SB), a nonpeptidyl hydrazone class of thrombopoietin receptor (Mpl) agonist, revealed toxicity toward human leukemia cells. Antiproliferative effects followed by significant, nonapoptotic, cell death within 72 hours occurred in 24 of 26 acute myeloid leukemia, 0 of 6 acute lymphoblastic leukemia, and 3 of 6 chronic myeloid leukemia patient samples exposed to SB, but not recombinant human thrombopoietin (rhTpo), in liquid suspension culture. Further investigation revealed increased phosphorylation of p70S6/S6 kinases in SB-, but not in rhTpo-, treated cells. Expression profiling of cells exposed to SB versus rhTpo revealed statistically significant, more than 2-fold changes in GAPDH and REDD1 gene expression, confirmed by quantitative reverse-transcribed polymerase chain reaction. These genes, induced in energy or hypoxia stressed cells, have been implicated in cell death pathways, and may provide important clues to the mechanism of SB-induced, leukemic cell death. These results suggest that nonpeptidyl, hydrazone class Mpl agonists may be clinically useful antileukemic agents by virtue of their combined thrombopoietic and antileukemic effects.

  5. Structural, spectroscopic and quantum chemical studies of acetyl hydrazone oxime and its palladium(II) and platinum(II) complexes

    Science.gov (United States)

    Kaya, Yunus; Icsel, Ceyda; Yilmaz, Veysel T.; Buyukgungor, Orhan

    2015-09-01

    Acetyl hydrazone oxime, [(1E,2E)-2-(hydroxyimino)-1-phenylethylidene]acetohydrazone (hipeahH2) and its palladium(II) and platinum(II) complexes, [M(hipeahH)2] (M = PdII and PtII), have been synthesized and characterized by elemental analysis, UV-vis IR, NMR and LC-MS techniques. X-ray diffraction analysis of [Pd(hipeahH)2] shows that the two hipeahH2 ligands are not equal; one of the ligands loses the hydrazone proton, while the other one loses the oxime proton, resulting in a different coordination behavior to form five- and six-membered chelate rings. The molecular geometries from X-ray experiments in the ground state were compared using the density functional theory (DFT) with the B3LYP method combined with the 6-311++G(d,p) basis set for the ligand and the LanL2DZ basis set for the complexes. Comprehensive theoretical and experimental structural studies on the molecule have been carried out by FT-IR, NMR and UV-vis spectrometry. In addition, the isomer studies of ligand and its complexes were made by DFT.

  6. Catalytic Oxidation of Benzophenone Hydrazone with Alumina-supported KMnO{sub 4} under Oxygen Atmosphere

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Kang Hyeok; Ko, Kwang Youn [Ajou University, Suwon (Korea, Republic of)

    2006-02-15

    KMnO{sub 4}/alumina reagent, which is cheap and environmentally safe, can serve as a catalytic oxidant under O{sub 2} atmosphere for the oxidation of benzophenone hydrazone. To the best of our knowledge, the present works are the first example where KMnO{sub 4}/alumina reagent acts as a catalytic oxidant under O{sub 2} atmosphere. Diphenyldiazomethane (Ph{sub 2}CN{sub 2}) is widely used for the protection of carboxylic acids by conversion to their diphenylmethyl (dpm) esters since dpm group can be easily deprotected by mild acidic condition or hydrogenolysis, especially in the field of b-lactams and peptides. Diphenyldiazomethane has been prepared by the oxidation of benzophenone hydrazone with reagents such as active manganese dioxide, mercuric oxide, peracetic acid, iodosobenzene diacetate or OXONE. However, some methods suffer from a disadvantage such as toxic nature of reagent, strong oxidative conditions or incompatibility with certain functional groups. For example, OXONE may not be employed for the in situ protection of carboxylic acid containing sulfide group due to the possibility of the concomitant oxidation of sulfide group.

  7. Photochemical and electrochemical studies on lanthanide complexes of 6-(hydroxymethylpyridine- 2-carboxaldehyde[2- methyl-pyrimidine-4,6-diyl] bis-hydrazone

    Directory of Open Access Journals (Sweden)

    María Alejandra Fernandez

    2014-01-01

    Full Text Available Herein we report the synthesis of the 6-(hydroxymethylpyridine-2- carboxaldehyde[2-methyl-pyrimidine- 4,6-diyl]bis-hydrazone by a condensation reaction between 6-(hydroxymethyl picolinaldehyde with 4,6-(bis-hydrazino-2- methylpyrimidine. This bis-hydrazone can be visualized as a two-arm system which exhibits photochemical induced [E,E]/[E,Z]/[Z,Z’] isomerizations and double coordination to metal centers. Configurational changes, upon UV light irradiation, were followed over time by 1 H NMR, establishing that isomerization, in both arms, is a consecutive reaction that follows first-order kinetics (k1 = 4.06 x 10-4 s-1 and k2 = 2.80 x 10-4 s-1. Furthermore, the synthesis of bis-hydrazone metal complexes with La (III and Sm (III ions was achieved; subsequently, the absorption and emission properties of these complexes were studied, determining the fluorescence quantum yields, La= 0.2024 and Sm= 0.1413. Electrochemical studies of the complexes were conducted by square wave voltammetry, demonstrating that the bis-hydrazone and its complexes are electroactive species between +1.5 and -2.5 V.

  8. Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes.

    Science.gov (United States)

    Dubrovskiy, Anton V; Larock, Richard C

    2012-12-21

    A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.

  9. An Efficient Protocol for the Oxidative Hydrolysis of Ketone SAMP Hydrazones Employing SeO(2) and H(2)O(2) under Buffered (pH 7) Conditions.

    Science.gov (United States)

    Smith, Amos B; Liu, Zhuqing; Simov, Vladimir

    2009-06-01

    An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, respectively, in representative SAMP alkylation and aldol reaction adducts.

  10. An Efficient Protocol for the Oxidative Hydrolysis of Ketone SAMP Hydrazones Employing SeO2 and H2O2 under Buffered (pH 7) Conditions

    Science.gov (United States)

    Smith, Amos B.; Liu, Zhuqing; Simov, Vladimir

    2010-01-01

    An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, respectively, in representative SAMP alkylation and aldol reaction adducts. PMID:20657727

  11. Comparison of the efficacy and safety of topical clindamycin and 5% benzoyl peroxide with nadifloxacin cream and 5% benzoyl peroxide gel in the treatment of acne vulgaris and assessment of the effects of these treatments on quality of life

    Directory of Open Access Journals (Sweden)

    Aslıhan Kırkağaç

    2015-03-01

    Full Text Available Background and Design: Acne vulgaris is a multifactorial chronic inflammatory disase of the pilosebaceous unit. Topical antibiotics and anti-inflammatory treatment are used for mild and moderate acne. Clindamycin is frequently used for acne treatment, altough nadifloxacin is a relatively new agent. There are few studies evaluating nadifloxacin efficacy. It's impact on quality of life has not been determined previously. In this study, it is aimed to compare the effect of these two agents, and to evaluate the effect of these treatments on quality of life. Materials and Methods: Eighty patients with mild-moderate acne vulgaris were divided in two groups of 40 people that had no difference in terms of age, gender and acne severity. The combination of topical clindamycin and 5% benzoyl peroxide gel twice a day was given to group 1 for 12 weeks. The combination of nadifloxacin cream and 5% benzoyl peroxide gel twice a day was given to group 2 for 12 weeks. The number of the inflammatory and non-inflammatory lesions were recorded at baseline and on weeks 2, 4, 8, 12 and side effects were recorded and evaluated. Global improvement was evaluated separately by patients and doctor after the treatment. Before and after the treatment, the quality of life of the patients were evaluated with Skindex-29. Results: Both treatment group regimens were significantly effective on inflammatory and non-inflammatory lesions and were well tolerated by patients in terms of side effects. It was also observed that there was statistically significant recovery after treatment in terms of clinical severity and quality of life. There was not any statistically significant difference between two treatment methods in terms of effectiveness, side effect and quality of life. Conclusion: Nadifloxacin and 5% benzoyl peroxide combination is effective in the treatment and improvement of quality of life in acne patients.

  12. Efficacy of the addition of salicylic acid to clindamycin and benzoyl peroxide combination for acne vulgaris.

    Science.gov (United States)

    Akarsu, Sevgi; Fetil, Emel; Yücel, Filiz; Gül, Eylem; Güneş, Ali T

    2012-05-01

    Clindamycin phosphate (CDP), benzoyl peroxide (BPO) and salicylic acid (SA) are known to be effective acne therapy agents depending on their anti-inflammatory and comedolytic properties. The purpose of this study was to investigate the efficacy and tolerability of the addition of SA treatment to CDP and BPO (SA and CDP + BPO) and compare it with CDP + BPO in patients with mild to moderate facial acne vulgaris. Forty-nine patients were enrolled in a 12 week prospective, single-blind, randomized, comparative clinical study. Efficacy was assessed by lesion counts, global improvement, quality of life index and measurements of skin barrier functions. Local side effects were also evaluated. Both combinations were effective in reducing total lesion (TL), inflammatory lesion (IL) and non-inflammatory lesion (NIL) counts. There were statistically significant differences between treatment groups for reductions in NIL counts beyond 2 weeks, IL counts and TL counts throughout the all study weeks, and global improvement scores evaluated by patients and investigator at the end of the study in favor of SA and CDP + BPO treatment when compared to CDP + BPO treatment. Both combinations significantly decreased stratum corneum hydration, although skin sebum values decreased with SA and CDP + BPO treatment. These combinations were also well tolerated except significantly higher frequency of mild to moderate transient dryness in patients applied SA and CDP + BPO. The addition of SA to CDP + BPO treatment demonstrated significantly better and faster results in terms of reductions in acne lesion counts and well tolerated except for higher frequency of mild to moderate transient dryness.

  13. Structures of N- (2,3,4,6-Tetra- O-acetyl-β- D-glycosyl) thiocar-bamic Benzoyl Hydrazine

    Institute of Scientific and Technical Information of China (English)

    ZHANG,Shu-Sheng(张书圣); LIN,Jie-Hua(林洁华); JIAN,Fang-Fang(建方方); JIAO,Kui(焦奎)

    2002-01-01

    The crystal structure of N-( 2, 3 , 4 , 6-tetra-O-acetyl- β- D-glycosyl)-thiocarbamic benzoyl hydrazine ( C22 H27 N3O9S) was determined by X-ray diffraction method. The hexopyranosyl ring adopts a chair conformation. All the ring substituents are in the equatorial positions. The acetoxyl-methyl group is in synclinal conformation. The S atom is in synperiplanar conformation while the benzoyl hydrazine moiety is anti-periplanar. The thiocarbamic moiety is almost coplanar with the benzoyl hydrazine group. There are two intramolecular hydrogen bonds and one intermolecular hydrogen bond for each molecule in the crystal structure. The molecules form a network structure through intermolecular hydrogen bonds.

  14. Synthesis, physico-chemical characterization and biological activity of copper(ii and nickel(ii complexes with l-benzoyl-2-methylbenzimidazole derivatives

    Directory of Open Access Journals (Sweden)

    Podunavac-Kuzmanović Sanja O.

    2002-01-01

    Full Text Available Chlorides of copper(II and nickel(ll react with 1-benzoyl-2-methylbenzimidazole or 1-(4-chlorobenzoyl-2-methylbenzimidazole to give complexes of the type [M(LnCln(H20∙Cln (M = Cu or Ni; L = (1-benzoyl-2-methylbenzimidazole or 1-(4-chlorobenzoyl-2-methylbenzimidazole; n=O, 1 or 2. The complexes were synthesized and characterized by elemental analysis, molar conductivity magnetic susceptibility measurements and IR spectra. These studies suggest that all the complexes possess an octahedral stereochemistry. The antibacterial activity of (1-benzoyl-2-methylbenzimidazole or 1-(4-chlorobenzoyl-2-methylbenzimidazole and their complexes was evaluated against Escherichia coli and Bacillus sp.

  15. Nitric oxide inhibitory activity and antioxidant evaluations of 2-benzoyl-6-benzylidenecyclohexanone analogs, a novel series of curcuminoid and diarylpentanoid derivatives.

    Science.gov (United States)

    Leong, Sze Wei; Mohd Faudzi, Siti Munirah; Abas, Faridah; Mohd Aluwi, Mohd Fadhlizil Fasihi; Rullah, Kamal; Lam, Kok Wai; Abdul Bahari, Mohd Nazri; Ahmad, Syahida; Tham, Chau Ling; Shaari, Khozirah; Lajis, Nordin H

    2015-08-15

    A series of twenty-four 2-benzoyl-6-benzylidenecyclohexanone analogs were synthesized and evaluated for their nitric oxide inhibition and antioxidant activity. Six compounds (3, 8, 10, 17, 18 and 19) were found to exhibit significant NO inhibitory activity in LPS/IFN-induced RAW 264.7 macrophages, of which compound 10 demonstrated the highest activity with the IC50 value of 4.2 ± 0.2 μM. Furthermore, two compounds (10 and 17) displayed antioxidant activity upon both the DPPH scavenging and FRAP analyses. However, none of the 2-benzoyl-6-benzylidenecyclohexanone analogs significantly scavenged NO radical. Structure-activity comparison suggested that 3,4-dihydroxylphenyl ring is crucial for bioactivities of the 2-benzoyl-6-benzylidenecyclohexanone analogs. The results from this study and the reports from previous studies indicated that compound 10 could be a candidate for further investigation on its potential as a new anti-inflammatory agent.

  16. Extraction of trace thorium from hydrochloric acid media by 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone

    Institute of Scientific and Technical Information of China (English)

    YANG Wei-Fan; YUAN Shuang-Gui; XU Yan-Bing; XIAO Yong-Hou; XIONG Bing

    2003-01-01

    The paper describes the solvent extraction of trace thorium from hydrochloric acid media by1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (PMBP) using a radioactive tracer technique. The percent extraction ofthorium was studied as a function of acidity, PMBP concentration and equilibrium time. The back-extraction behaviorof thorium from the organic phase was also tested. Separation of thorium was performed from fission products pro-duced in 14 MeV neutron bombardment of natural uranium by employing the PMBP extraction procedure. Thegamma-ray spectra of the separated thorium fractions show that thorium can be separated from most of fission prod-ucts and a large amount of uranium.

  17. Synthesis, Characterization, and Biological Activity of Some Transition Metal Complexes of N-Benzoyl-N′-2-thiophenethiocarbohydrazide

    Directory of Open Access Journals (Sweden)

    Mahendra Yadav

    2012-01-01

    Full Text Available In the present study, Mn(II, Fe(II, Ni(II, and Cu(II complexes of N-benzoyl -N′-2-thiophenethiocarbohydrazide (H2 BTTH have been synthesized and characterized by elemental analysis, magnetic susceptibility measurements, infrared, NMR, electronic, and ESR spectral studies. The complexes were found to have compositions [Mn(H BTTH2], [Ni(BTTH(H2O2], [Cu(BTTH], and [Fe(H BTTH2EtOH]. The antibacterial and antifungal properties of H2 BTTH and its metal complexes have been screened against several bacteria and fungi.

  18. Synthesis of metal-hydrazone complexes and vapochromic behavior of their hydrogen-bonded proton-transfer assemblies.

    Science.gov (United States)

    Kobayashi, Atsushi; Dosen, Masa-aki; Chang, Mee; Nakajima, Kiyohiko; Noro, Shin-ichiro; Kato, Masako

    2010-11-03

    We synthesized and investigated a new series of metal-hydrazone complexes, including deprotonated [MX(mtbhp)] and protonated forms [MX(Hmtbhp)](ClO(4)) (M = Pd(2+), Pt(2+); X = Cl(-), Br(-); Hmtbhp = 2-(2-(2-(methylthio)benzylidene)hydrazinyl)pyridine) and hydrogen-bonded proton-transfer (HBPT) assemblies containing [PdBr(mtbhp)] and bromanilic acid (H(2)BA). The mtbhp hydrazone ligand acts as a tridentate SNN ligand and provides a high proton affinity. UV-vis spectroscopy revealed that these metal-hydrazone complexes follow a reversible protonation-deprotonation reaction ([MX(mtbhp)] + H(+) ⇋ [MX(Hmtbhp)](+)), resulting in a remarkable color change from red to yellow. Reactions between proton acceptor [PdBr(mtbhp)] (A) and proton donor H(2)BA (D) afforded four types of HBPT assemblies with different D/A ratios: for D/A = 1:1, {[PdBr(Hmtbhp)](HBA)·Acetone} and {[PdBr(Hmtbhp)](HBA)·2(1,4-dioxane)}; for D/A = 1:2, [PdBr(Hmtbhp)](2)(BA); and for D/A = 3:2, {[PdBr(Hmtbhp)](2)(HBA)(2)(H(2)BA)·2Acetonitrile}. The proton donor gave at least one proton to the acceptor to form the hydrogen bonded A···D pair of [PdBr(Hmtbhp)](+)···HBA(-). The strength of the hydrogen bond in the pair depends on the kind of molecule bound to the free monoanionic bromanilate OH group. Low-temperature IR spectra (T < 150 K) showed that the hydrogen bond distance between [PdBr(Hmtbhp)](+) and bromanilate was short enough (ca. 2.58 Å) to induce proton migration in the [PdBr(Hmtbhp)](2)(BA) assembly in the solid state. The hydrogen bonds formed not only between [PdBr(Hmtbhp)](+) and HBA(-) but also between HBA(-) and neutral H(2)BA molecules in the {[PdBr(Hmtbhp)](2)(HBA)(2)(H(2)BA)·2Acetonitrile} assembly. The H(2)BA-based flexible hydrogen bond network and strong acidic host structure result in an interesting vapor adsorption ability and vapochromic behavior in this assembly because the vapor-induced rearrangement of the hydrogen bond network, accompanied by changes in

  19. Structure and Biological Activities of 3-Phenyl-2-[1-benzoyl-1-(1,2,4-triazol-1-yl)] Methenyl Thiazolidine

    Institute of Scientific and Technical Information of China (English)

    XU Liang-zhong; JIAN Fang-fang; QIN Yong-qi; YU Guan-ping; JIAO Kui

    2004-01-01

    The title compound 3-phenyl-2-[1-benzoyl-1-(1,2,4-triazol-1-yl)]methenyl thiazolidine was synthesized from acetophenone, triazole, phenylthioisocyanate and 1,2-dibromo-ethane by several step reactions. Its structure was identified by means of 1H NMR, MS and IR spectrometries. The single crystal structure of 3-phenyl-2-[1-benzoyl-1-(1,2,4-triazol-1-yl)]methenyl thiazolidine was determined by X-ray diffraction. The preliminary bioassays have shown that the title compound exhibits the weak activities of fungicide and plant growth regulator.

  20. Stereochemistry of N-Benzoyl-5-substituted-1-benzazepines Revisited: Synthesis of the Conformationally Biased Derivatives and Revision of the Reported Structure.

    Science.gov (United States)

    Tabata, Hidetsugu; Yoneda, Tetsuya; Tasaka, Tomohiko; Ito, Shigekazu; Oshitari, Tetsuta; Takahashi, Hideyo; Natsugari, Hideaki

    2016-04-15

    The syn (aR*,5R*) and anti (aS*,5R*) diastereomers of N-benzoyl-C5-substituted-1-benzazepines originating in the chiralities at C5 and the Ar-N(C═O) axis were first stereoselectively synthesized by biasing the conformation with a substituent at C6 and C9, respectively. Detailed examination of the stereochemistry (i.e., conformation and configuration) of these N-benzoyl-1-benzazepines by X-ray crystallographic analysis, VT NMR, and DFT calculations revealed new physicochemical aspects of these heterocycles including revision of the stereochemistry previously reported.

  1. Facile synthesis of 1,3,4-benzotriazepines and 1-arylamide-1H-indazoles via palladium-catalyzed cyclization of aryl isocyanates and aryl hydrazones under microwave irradiation.

    Science.gov (United States)

    Dong, Chune; Xie, Lingli; Mou, Xiaohong; Zhong, Yashan; Su, Wei

    2010-11-07

    A strategy involving palladium-catalyzed cyclization of halo-phenyl hydrazones and aryl isocyanates provides a convenient approach to the synthesis of 1,3,4-benzotriazepines (4) or 1-arylamide-1H-indazoles (5) in good isolated yields. Microwave irradiation was found to afford high reaction efficiency, while the choice of halophenyl hydrazone had an effect on the pathway of the reaction.

  2. Substitution Effects and Linear Free Energy Relationships During Reduction of 4- Benzoyl-n-(4-substituted Benzyl)pyridinium Cations

    Science.gov (United States)

    Leventis, Nicholas; Zhang, Guo-Hui; Rawashdeh, Abdel-Monem M.; Sotiriou-Leventis, Chariklia; Gray, Hugh R. (Technical Monitor)

    2003-01-01

    In analogy to 4-(para-substituted benzoyl)-N-methylpyridinium cations (1-X's), the title species (2-X's, -X = -OCH3, -CH3, -H, -Br, -COCH3, -NO2) undergo two reversible, well-separated (E(sub 1/2) greater than or equal to 650 mV) one-electron reductions. The effect of substitution on the reduction potentials of 2-X's is much weaker than the effect of the same substituents on 1-X's: the Hammett rho-values are 0.80 and 0.93 for the 1st- and 2nd-e reduction of 2-X's vs. 2.3 and 3.3 for the same reductions of 1-X's, respectively. Importantly, the nitro group of 2-NO2 undergoes reduction before the 2nd-e reduction of the 4-benzoylpyridinium system. These results suggest that the redox potentials of the 4-benzoylpyridinium system can be course-tuned via p-benzoyl substitution and fine-tuned via para-benzyl substitution. Introducing the recently derived substituent constant of the -NO2(sup)- group (sigma para-NO2(sup)- = -0.97) yields an excellent correlation for the 3rd-e reduction of 2- NO2 (corresponding to the reduction of the carbonyl group) with the 2nd-e reduction of the other 2-X's, and confirms the electron donating properties of -NO2(sup)-.

  3. A New Benzoyl Compound Isolated from the Endophytic Fungi of Kandis Gajah (Garcinia griffithii and Asam Kandis (Garcinia cowa

    Directory of Open Access Journals (Sweden)

    Elfita Elfita

    2016-12-01

    Full Text Available Garcinia griffithii and Garcinia cowa belong to the genus Garcinia. The genus Garcinia has been known to be a rich source of secondary metabolites, such as xanthones, benzophenones, flavonoids, steroids, terpenoids, and other phenolic derivatives. Previous investigations of endophytic fungi from G. griffithii revealed the presence of three compounds not found in the host. In order to the continue the phytochemical work on endophytic fungi of G. griffithii, the constituent of the endophytic fungi of G. griffithii was re-examined. In this study, a benzoyl compound similar to that found in the endophytic fungus of G. cowa was observed. The same benzoyl compound was also isolated from the endophytic fungus Acremonium sp of G. griffithii and Aspergillus sp of G. cowa with cultivation of eight weeks in static conditions at room temperature. The culture medium was partitioned using ethyl acetate and evaporated to obtain the concentrated extract. Isolation of compounds was performed using the chromatography method. The chemical structure was proposed on the basis of spectroscopic data, including ultraviolet (UV, infrared (IR, mass spectrometry (MS, proton nuclear magnetic resonance (1H-NMR, carbon nuclear magnetic resonance (13C-NMR, heteronuclear single-quantum correlation spectroscopy (HSQC, heteronuclear multiple-bond correlation spectroscopy (HMBC, and correlation spectroscopy (COSY.

  4. Synthesis, Structure and Noncovalent Interactions of Palladium(Ⅱ) Complexes with N-Benzoyl-β-phenylalaninate Dianion and Aromatic Diimine

    Institute of Scientific and Technical Information of China (English)

    CHEN,Yao-Feng(陈耀峰); GONG,Yu-Qiu(龚钰秋); ZHANG,Hua-Song(张华松)

    2002-01-01

    Two palladiun(Ⅱ) complexes, [Pd(bipy)(BzPhe-N,O) ] and [Pd(phen) (BzPhe-N,O) ] @4H2O were synthesized by reactions between Pd(bipy)Cl2 and BzPheH2 ( N-benzoyl- β-phenylalanine), Pd(phen) Cla and BzPheH2 in water at pH ~ 9, with their structrues determined by X-ray diffraction analysis. The Pd atom is coordinated by two nitrogen atoms of bipy (or phen), the deprotonated amido type nitrogen atom and one of the carboxylic oxygens of BzPhe (BzPhe = N-benzoyl-β-phenylalaninate dianion). In the complex [Pd(phen)(BzPhe-N,O)]@ 4H2O, the side chain of phenvlalanine is located above and approximately parallels to the coordination plane. Both the aromic-aromatic stacking interaction between the phenyl ring of phenylalanine and phen, and the metal ion-aromatic interaction between the phenyi ring of phenylalanine and Pd(Ⅱ) were observed. [Pd(bipy)(BzPhe-N,O) ] has the phenylalanyl side chain oriented outwards from the coordination plane, which is mainly due to the interaction between the carbonyl oxygen atom of the amido group and the phenyl ring of phenylalanine. The reason for the different orientation of phenylalanyl side chain in the complexes was suggested.

  5. Vibrational and quantum chemical investigation of cyclization of thiosemicarbazide group in 1-benzoyl-4-phenyl-3-thiosemicarbazide.

    Science.gov (United States)

    Gautam, Priyanka; Prakash, Om; Dani, R K; Singh, N K; Singh, Ranjan K

    2014-11-11

    1-Benzoyl-4-phenyl-3-thiosemicarbazide (H3bpt) was treated with acid - base in one sequence and base - acid in other sequence, both of which lead to ring formation of thiosemicarbazide group, giving N-phenyl-5-phenyl-1,3,4-thiadiazol-2-amine (Hppta) in the first case and 4,5-diphenyl-2,4-dihydro-1,2,4-triazole-3-thione (Hdptt) in the second case. The primary (H3bpt) as well as the resulting compounds (Hppta & Hdptt) has been characterized by elemental analyses, NMR, FTIR and Raman spectroscopic techniques. The quantum chemical calculations of the compounds are performed using DFT/B3LYP/6311G(d,p) method for geometry optimizations and also for prediction of the molecular properties. The cyclization is confirmed by disappearance of many bands belonging to the open chain subgroups of H3bpt such as; NH stretching, NH bending, CN stretching, NH puckering, CO stretching etc. The ring formation of 1-benzoyl-4-phenyl-3-thiosemicarbazide (H3bpt) has been further confirmed by the appearance of many bands belonging to the closed ring of thiosemicarbazide in the resulting compounds Hppta and Hdptt.

  6. Synthesis and Biological Activity of Novel Amino Acid-(N'-Benzoyl Hydrazide and Amino Acid-(N'-Nicotinoyl Hydrazide Derivatives

    Directory of Open Access Journals (Sweden)

    Sherine N. Khattab

    2005-09-01

    Full Text Available The coupling reaction of benzoic acid and nicotinic acid hydrazides with N- protected L-amino acids including valine, leucine, phenylalanine, glutamic acid and tyrosine is reported. The target compounds, N-Boc-amino acid-(N`-benzoyl- and N- Boc-amino acid-(N`-nicotinoyl hydrazides 5a-5e and 6a-6e were prepared in very high yields and purity using N-[(dimethylamino-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl- methylene]-N-methyl-methanaminium hexafluorophosphate N-oxide (HATU as coupling reagent. The antimicrobial activity of the Cu and Cd complexes of the designed compounds was tested. The products were deprotected affording the corresponding amino acid-(N`-benzoyl hydrazide hydrochloride salts (7a-7e and amino acid-(N`- nicotinoyl hydrazide hydrochloride salts (8a-8e. These compounds and their Cu and Cd complexes were also tested for their antimicrobial activity. Several compounds showed comparable activity to that of ampicillin against S. aureus and E. coli.

  7. Cycloisomerization of acetylenic oximes and hydrazones under gold catalysis: Synthesis and cytotoxic evaluation of isoxazoles and pyrazoles

    Indian Academy of Sciences (India)

    J C Jeyaveeran; Chandrasekar Praveen; Y Arun; A A M Prince; P T Perumal

    2016-01-01

    The synthesis of substituted isoxazoles and pyrazoles through a general cycloisomerization methodology has been reported. The capability of gold(III) chloride to promote cycloisomerization of both , -acetylenic oximes and , -acetylenic hydrazones is the centrepiece of the strategy. A range of acetylenic precursors were investigated to afford 28 examples of the products with good to excellent chemical yields. Selected compounds were screened for their cytotoxic potential towards COLO320 cancer cell lines. The IC50 values of the tested compounds were in the micromolar range, with the best compound, 5-(6-Methoxy-naphthalen-2-yl)-3-phenyl-isoxazole (3h) displaying an IC50 of 38.9 M. For this compound, the crystal structure in complex with Aurora-A kinase was obtained which revealed details of its binding mode within the active site with a free energy of binding -9.54 kcal/mol.

  8. Synthesis, Characterization and Antimicrobial Activity of Oxovanadium(IV) Complexes of Schiff Base Hydrazones Containing Quinoxaline Moiety

    Institute of Scientific and Technical Information of China (English)

    Lakshmi, P. V. Anantha; Satyanarayana, T.; Reddy, P. Saritha

    2012-01-01

    The oxovanadium(IV) complexes of the Schiff base hydrazones, synthesized from 3-hydrazinoquinoxaline-2- one (HQO) with salicylaldehyde (HSHQO), o-hydroxyacetophenone (HHAHQO), dehydroacetic acid (HDHAHQO) and o-nitrobenzaldehyde (NBHQO) were synthesized and characterized on the basis of analytical, conductance, magnetic moment, infrared, NMR, ESR and electronic spectral data. The ligands HSHQO, HDHAHQO behaved as monobasic tridentate ONN donors through phenolic oxygen, azomethine nitrogens. The ligand HAHQO acted as a monobasic bidentate ON donor through the phenolic oxygen, azomethine (free) nitrogen and the ligand NBHQO acted as neutral bidentate ON donor through oxygen of the nitro group and azomethine (free) nitrogen.

  9. New series of aromatic/ five-membered heteroaromatic butanesulfonyl hydrazones as potent biological agents: Synthesis, physicochemical and electronic properties

    Science.gov (United States)

    Hamurcu, Fatma; Mamaş, Serhat; Ozdemir, Ummuhan Ozmen; Gündüzalp, Ayla Balaban; Senturk, Ozan Sanlı

    2016-08-01

    The aromatic/five-membered heteroaromatic butanesulfonylhydrazone derivatives; 5-bromosalicylaldehydebutanesulfonylhydrazone(1), 2-hydroxy-1-naphthaldehydebutane sulfonylhydrazone(2), indole-3-carboxaldehydebutanesulfonylhydrazone (3), 2-acetylfuran- carboxyaldehydebutanesulfonylhydrazone(4), 2-acetylthiophenecarboxyaldehydebutane- sulfonylhydrazone(5) and 2-acetyl-5-chlorothiophenecarboxyaldehydebutanesulfonyl hydrazone (6) were synthesized by the reaction of butane sulfonic acid hydrazide with aldehydes/ketones and characterized by using elemental analysis, 1H NMR, 13C NMR and FT-IR technique. Their geometric parameters and electronic properties consist of global reactivity descriptors were also determined by theoretical methods. The electrochemical behavior of the butanesulfonylhydrazones were investigated by using cyclic voltammetry (CV), controlled potential electrolysis and chronoamperometry (CA) techniques. The number of electrons transferred (n), diffusion coefficient (D) and standard heterogeneous rate constants (ks) were determined by electrochemical methods.

  10. Semisynthesis and quantitative structure-activity relationship (QSAR) study of some cholesterol-based hydrazone derivatives as insecticidal agents.

    Science.gov (United States)

    Yang, Chun; Shao, Yonghua; Zhi, Xiaoyan; Huan, Qu; Yu, Xiang; Yao, Xiaojun; Xu, Hui

    2013-09-01

    In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, four series of novel cholesterol-based hydrazone derivatives were synthesized, and their insecticidal activity was tested against the pre-third-instar larvae of oriental armyworm, Mythimna separata (Walker) in vivo at 1mg/mL. All the derivatives showed the better insecticidal activity than their precursor cholesterol. Quantitative structure-activity relationship (QSAR) model demonstrated that six descriptors such as RDF085v, Mor06u, Mor11u, Dv, HATS0v and H-046, are likely to influence the insecticidal activity of these compounds. Among them, two important ones are the Mor06u and RDF085v.

  11. 香草醛水杨酰腙的合成%The Systhesis of Vanillin Salicylic Acyi Hydrazone

    Institute of Scientific and Technical Information of China (English)

    余锐; 王进; 曹国强; 付灿

    2014-01-01

    Salicylic hydrazide was preparation through methyl salicylate and 80%of hydrazine hydrate, vanillin salicylic acyl hydrazone was synthesized through salicylic hydrazide and vanilla aldehyde condensation reaction, with glacial acetic acid as catalyst, vanillin salicylic acyl hydrazone structures have been characterized by determining the melting point of the product and infrared spectrum. The effect of the heating reflux time, reaction temperature and reactant ratio on the yield was studied, its bacteriostatic activity of staphylococcus aureus were tested. Results show that the temperature is 65℃, time of heating reflux is 2h and raw material salicylic hydrazide and vanillin mole ratio is 1∶1.4, the yield can be as high as 73.4%.%以水杨酸甲酯与80%的水合肼为原料,制备水杨酰肼,然后以冰醋酸为催化剂,通过水杨酰肼与香草醛的缩合反应,合成了香草醛水杨酰腙。测定了产物的熔点,并用红外光谱对产物香草醛水杨酰腙的结构进行了表征。研究了反应温度、加热回流时间和反应物投料比对产率的影响,并测定其抑菌活性。结果表明:在温度65℃,加热回流时间2h和原料水杨酰肼与香草醛摩尔比为1∶1.4的条件下,产品产率高达73.4%。

  12. Design and development of novel insect growth regulators: synthesis, characterization and effect of benzoyl thymyl thioureas and ureas on total haemocyte count of Dysdercus koenigii.

    Science.gov (United States)

    Zade, Chetan M; Pete, Umesh D; Patil, Smita S; Bhosale, Jitendra D; Hadole, Chakradhar D; Kadam, Meghraj S; Bendre, Ratnamala S

    2012-01-01

    Insect-growth regulators (IGRs) have been receiving foremost attention as potential means of selective insect control. Benzoyl phenyl urea (BPU) is a well-known IGR having chitin synthesis inhibitor activity. Mimics of BPU have been synthesized by suitable derivatization of a naturally occurring monoterpenoid, thymol (2-isopropyl-5-methyl phenol) to form a = series of substituted benzoyl thymyl thioureas (BTTUs) [IVa-f] and benzoyl thymyl ureas (BTUs) [Va-f]. The synthesized compounds have been characterized by (1)H and (13)C NMR, LC-MS and elemental analysis. These derivatives have been screened for their effect on total haemocyte count of Dysdercus koenigii. It has been observed that the introduction of substituted benzoyl thiourea and urea linkage into a thymol ring via an amino group results in higher activity than the parent compound thymol and a comparable pattern of results with the standard insect-growth regulators, Penfluron. Urea [Va-f] compounds exhibited greater effect on Total Haemocyte Count (THC) than thiourea [IVa-f]. Fluoro substitution enhanced the effect on THC more than chloro substituted compounds, while ortho-substitution resulted in a better effect than para-substitution. The results described in this paper are promising and provide new array of synthetic chemicals that may be utilized as insect growth regulators.

  13. Benzoylation of Ergosterol through Nucleophilic Acyl Substitution and Subsequent Formation of Ergosterol Benzoate Endoperoxide by Reaction with Singlet Oxygen Generated by Photosensitization

    Science.gov (United States)

    Roslaniec, Mary C.; Sanford, Elizabeth M.

    2011-01-01

    Reactive oxygen species such as singlet oxygen have been a major focus of research in medicine. The effect of singlet oxygen on sterols within biological membranes is becoming increasingly more important. Ergosterol, a vitamin D precursor, is one such sterol. The benzoylation of ergosterol and subsequent reaction with singlet oxygen to form an…

  14. Spectroscopic and X-ray crystallographic evidence for electrostatic effects in 4-substituted cyclohexanone-derived hydrazones, imines, and corresponding salts.

    Science.gov (United States)

    Dibble, David J; Ziller, Joseph W; Woerpel, K A

    2011-10-07

    The axial conformer of several 4-substituted cyclohexanone hydrazone salts was found to predominate in solution. Changes in the charge of the molecule and the polarity of the solvent led to changes in the conformational preference of each molecule that were consistent with electrostatic stabilization of the axial conformer. (1)H NMR spectroscopic analysis was utilized to determine the structure of cyclohexanone-derived substrates by comparison to conformationally restricted trans-decalone derivatives and computational models. X-ray crystallography demonstrated that the axial configuration of a pendant benzyloxy group is the preferred conformation of an iminium ion in the solid state. The structure of a neutral hydrazone was also determined to favor the axial configuration for a pendant benzyloxy group in the solid state.

  15. Natural-product-based insecticidal agents 14. Semisynthesis and insecticidal activity of new piperine-based hydrazone derivatives against Mythimna separata Walker in vivo.

    Science.gov (United States)

    Qu, Huan; Yu, Xiang; Zhi, Xiaoyan; Lv, Min; Xu, Hui

    2013-10-15

    In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, twenty-six new piperine-based hydrazone derivatives were synthesized from piperine, an alkaloid isolated from Piper nigrum Linn. The single-crystal structures of 6c, 6q and 6w were unambiguously confirmed by X-ray crystallography. Their insecticidal activity was evaluated against the pre-third-instar larvae of Mythimna separata Walker in vivo. Especially compounds 6b, 6i and 6r, the final mortality rates of which, at the concentration of 1 mg/mL, were 62.1%, 65.5% and 65.5%, respectively, exhibited more pronounced insecticidal activity compared to toosendanin at 1 mg/mL, a commercial botanical insecticide isolated from Melia azedarach. It suggested that introduction of the substituents at the C-2 position on the phenyl ring of the hydrazone derivatives was important for their insecticidal activity.

  16. Effect of temperature and concentration on benzoyl peroxide bleaching efficacy and benzoic acid levels in whey protein concentrate.

    Science.gov (United States)

    Smith, T J; Gerard, P D; Drake, M A

    2015-11-01

    Much of the fluid whey produced in the United States is a by-product of Cheddar cheese manufacture and must be bleached. Benzoyl peroxide (BP) is currently 1 of only 2 legal chemical bleaching agents for fluid whey in the United States, but benzoic acid is an unavoidable by-product of BP bleaching. Benzoyl peroxide is typically a powder, but new liquid BP dispersions are available. A greater understanding of the bleaching characteristics of BP is necessary. The objective of the study was to compare norbixin destruction, residual benzoic acid, and flavor differences between liquid whey and 80% whey protein concentrates (WPC80) bleached at different temperatures with 2 different benzoyl peroxides (soluble and insoluble). Two experiments were conducted in this study. For experiment 1, 3 factors (temperature, bleach type, bleach concentration) were evaluated for norbixin destruction using a response surface model-central composite design in liquid whey. For experiment 2, norbixin concentration, residual benzoic acid, and flavor differences were explored in WPC80 from whey bleached by the 2 commercially available BP (soluble and insoluble) at 5 mg/kg. In liquid whey, soluble BP bleached more norbixin than insoluble BP, especially at lower concentrations (5 and 10 mg/kg) at both cold (4°C) and hot (50°C) temperatures. The WPC80 from liquid whey bleached with BP at 50°C had lower norbixin concentration, benzoic acid levels, cardboard flavor, and aldehyde levels than WPC80 from liquid whey bleached with BP at 4°C. Regardless of temperature, soluble BP destroyed more norbixin at lower concentrations than insoluble BP. The WPC80 from soluble-BP-bleached wheys had lower cardboard flavor and lower aldehyde levels than WPC80 from insoluble-BP-bleached whey. This study suggests that new, soluble (liquid) BP can be used at lower concentrations than insoluble BP to achieve equivalent bleaching and that less residual benzoic acid remains in WPC80 powder from liquid whey

  17. COMPARATIVE STUDY OF CLINICAL EFFICACY AND SIDE EFFECTS OF ADAPALENE 0.1% GEL AND BENZOYL PEROXIDE 2.5% GEL AS MONOTHERAPIES AND COMBINATION THERAPY IN FACIAL ACNE: INDIAN PERSPECTIVE

    Directory of Open Access Journals (Sweden)

    Adarsh

    2014-04-01

    Full Text Available A fixed dose combination gel with adapalene 0.1% and benzoyl peroxide 2.5% has been developed for the once daily treatment of acne vulgaris .This fixed combination was approved by U.S FDA in December 2008. This study was done in the Department of Dermatology, KIMS, Bangalore to assess the efficacy and adverse effects of topical adapalene 0.1%–benzoyl peroxide 2.5% combination gel as compared to topical adapalene 0.1% gel and 2.5% benzoyl peroxide gel (monotherapies in the treatment of facial acne vulgaris. To the best of our knowledge, this is one of the few studies conducted in India. It was an open label study. Participants received either adapalene 0.1% gel, benzoyl peroxide 2.5% gel or adapalene 0.1% – benzoyl peroxide 2.5% combination gel for 12 weeks. Follow up was done at the end of 1,2,4,8 and 12 weeks. Evaluation included lesion count and adverse events. Participants included males and females aged between 18-38 years with grade 2 or 3 facial acne vulgaris as per investigators global assessment of acne scale. A total of 62 participants were recruited out of which 23 were males and 39 were females.88.71% participants completed the study. The study revealed that combination of adapalene 0.1% and benzoyl peroxide 2.5% gel was more effective in the treatment of facial acne as compared to adapalene 0.1% gel and benzoyl peroxide 2.5% gel (topical monotherapies. The safety of combination of adapalene 0.1% and benzoyl peroxide 2.5% gel was comparable with adapalene 0.1% gel and benzoyl peroxide 2.5% gel monotherapies.

  18. Novel Synthesis of Hydrazide-Hydrazone Derivatives and Their Utilization in the Synthesis of Coumarin, Pyridine, Thiazole and Thiophene Derivatives with Antitumor Activity

    Directory of Open Access Journals (Sweden)

    Rafat M. Mohareb

    2010-12-01

    Full Text Available The reaction of cyanoacetyl hydrazine (1 with 3-acetylpyridine (2 gave the hydrazide-hydrazone derivative 3. The latter compound undergoes a series of heterocyclization reactions to give new heterocyclic compounds. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7, non-small cell lung cancer (NCI-H460 and CNS cancer (SF-268 was performed. Most of the synthesized compounds showed high inhibitory effects.

  19. Simple and fast fluorescence detection of benzoyl peroxide in wheat flour by N-methoxy rhodamine-6G spirolactam based on consecutive chemical reactions

    Energy Technology Data Exchange (ETDEWEB)

    Chen Wei; Shi Wen; Li Zhao [Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (China); Ma Huimin, E-mail: mahm@iccas.ac.cn [Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (China); Liu Yang; Zhang Jinghua; Liu Qingjun [Beijing Center for Physical and Chemical Analysis, Beijing 100089 (China)

    2011-12-05

    Graphical abstract: A simple and fast method for fluorescence detection of benzoyl peroxide in wheat flour by N-methoxy rhodamine-6G spirolactam (1) is proposed based on consecutive chemical reactions. Highlights: Black-Right-Pointing-Pointer Benzoyl peroxide can oxidize Fe{sup 2+} into Fe{sup 3+}. Black-Right-Pointing-Pointer Fe{sup 3+} selectively induces the opening of rhodamine spirolactam ring. Black-Right-Pointing-Pointer The two reactions led to the development of a new fluorescent method for benzoyl peroxide. Black-Right-Pointing-Pointer The method is simple and fast, and is used to detect benzoyl peroxide in wheat flour. - Abstract: Benzoyl peroxide (BPO) as a brightener is often added to wheat flour, and excessive use of this food additive is receiving increasing concern. Herein, a simple and fast method for fluorescence detection of BPO is proposed based on consecutive chemical reactions. In this approach, BPO first oxidizes Fe{sup 2+} into Fe{sup 3+} and the resulting Fe{sup 3+} then induces the opening of the spirolactam ring of a new rhodamine derivative, N-methoxy rhodamine-6G spirolactam, switching on fluorescence of the detection system. More importantly, the fluorescence response of the reaction system to BPO is rather rapid and sensitive, with a detection limit of 6 mg kg{sup -1} (k = 3), which makes it to be of great potential use in food safety analysis. The applicability of the proposed method has been successfully demonstrated on the determination of BPO in wheat flour samples.

  20. Lanthanide complexes of tritopic bis(hydrazone) ligands: single-molecule magnet behavior in a linear Dy(III)3 complex.

    Science.gov (United States)

    Anwar, Muhammad U; Tandon, Santokh S; Dawe, Louise N; Habib, Fatemah; Murugesu, Muralee; Thompson, Laurence K

    2012-01-16

    Tritopic pyridinebis(hydrazone)-based ligands typically produce square M(9) [3 × 3] grid complexes with first-row transition-metal ions (e.g., M = Mn, Fe, Co, Cu, Zn), but with larger lanthanide ions, such coordination motifs are not produced, and instead linear trinuclear complexes appear to be a preferred option. The reaction of 2pomp [derived from pyridine-2,6-bis(hydrazone) and 2-acetylpyridine] with La(III), Gd(III), and Dy(III) salts produces helical linear trinuclear [Ln(3)(2pomp)(2)]-based complexes, where each metal ion occupies one of the three tridentate ligand pockets. Two ligands encompass the three metal ions, and internal connections between metal ions occur through μ-O(hydrazone) bridges. Coligands include benzoate, nitrate, and N,N-dimethylformamide. The linear Dy(III)(3) complex exhibits single-molecule magnet behavior, demonstrated through alternating-current susceptibility measurements. Slow thermal magnetic relaxation was detected in an external field of 1800 Oe, where quantum-tunneling effects were suppressed (U(eff) = 14 K).

  1. 呋喃甲醛乙酰腙的合成与表征%Synthesis and Characterization of Furfural Acetyl Hydrazone

    Institute of Scientific and Technical Information of China (English)

    刘养春; 钟宏

    2011-01-01

    为了探究呋喃甲醛乙酰腙的生物活性,对已合成的呋喃甲醛乙酰腙通过X-Ray单晶衍射确定了结构,并通过红外光谱进行表征。结果表明呋喃甲醛乙酰腙属于正交晶系,Pccn空间群,晶胞参数分别为:a=1.090 3(2)nm,b=1.793 7(4)nm,c=0.793 22(16)nm,V=1.551 3(5)nm3,Z=8,ρc=1.303 mg/m3,R1=0.0446,ωR=0.1637。%In order to explore new hydrazone compounds of biological activity, the structure of furfural acetyl hydrazone is determined by X -Ray single crystal diffraction, and characterised by infrared spectrum. The results show that the furfural formaldehyde hydrazone is orthorhombic and Pccns pace group. Unit cell parameters : were : a = 1. 090 3 (2) nm, b = 1. 793 7 (4) nm, c = 0. 793 22 ( 16 ) nm, V = 1.551 3 ( 5 ) nm3 ,Z = 8 ,Pc = 1. 303 mg/m3 ,R1 =0. 0446 ,wR =0. 1637.

  2. Synthesis and binding characteristics of N-(1-naphthyl)-N'-(3-[{sup 125}I]-iodophenyl)-N'-methylguanidine ([{sup 125}I]-CNS 1261): a potential SPECT agent for imaging NMDA receptor activation

    Energy Technology Data Exchange (ETDEWEB)

    Owens, Jonathan E-mail: j.owens@clinmed.gla.ac.uk; Tebbutt, Andrew A.; McGregor, Ailsa L.; Kodama, K.; Magar, Sharad S.; Perlman, Michael E.; Robins, David J.; Durant, Graham J.; McCulloch, James

    2000-06-01

    N-(1-Naphthyl)-N'-(3-[{sup 125}I]-iodophenyl)-N'-methylguanidine ([{sup 125}I]-CNS 1261) was synthesized as a potential radioligand to image N-methyl-D-aspartate (NMDA) receptor activation. [{sup 125}I]-CNS 1261 was prepared by radioiodination of N-(1-naphthyl)-N'-(3-tributylstannylphenyl)-N'-methylguanidine using Na{sup 125}I and peracetic acid. [{sup 125}I]-CNS 1261 uptake in vivo reflected NMDA receptor distribution in normal rat brain, whereas in ischemic rat brain, uptake was markedly increased in areas of NMDA receptor activation. Radiolabeled CNS 1261 appears to be a good candidate for further development as a single photon emission computed tomography tracer in the investigation of NMDA receptor activation in cerebral ischemia.

  3. Manganese(II)-azido/thiocyanato complexes of naphthylazoimidazoles: X-ray structures of Mn(β-NaiEt) 2(X) 2 (β-NaiEt = 1-ethyl-2-(naphthyl-β-azo)imidazole; X=N3-, NCS -)

    Science.gov (United States)

    Das, D.; Chand, B. G.; Wu, J. S.; Lu, T.-H.; Sinha, C.

    2007-10-01

    Manganese(II)-naphthylazoimidazole complexes using N3- and NCS - as counter ions are characterized as Mn(β-NaiR) 2(X) 2(β-NaiEt = 1-alkyl-2-(naphthyl-β-azo)imidazole; X=N3-, NCS -). The ligands are unsymmetric N(imidazole), N(azo) chelating agents. The microanalytical, spectral (FT-IR, UV-vis), magnetic (bulk moment and EPR) and electrochemical data establish the structure and composition of the complexes. The single crystal X-ray diffraction studies of Mn(β-NaiEt) 2(N 3) 2 and Mn(β-NaiEt) 2(NCS) 2(β-NaiEt = 1-ethyl-2-(naphthyl-β-azo)imidazole) have confirmed the three dimensional structure of the complexes. Cyclic voltammetry exhibits high potential Mn(III)/Mn(II) couple along with azo reductions. The EPR spectra show usual pattern.

  4. Induction of apoptosis in leukemia cell lines by new copper(II) complexes containing naphthyl groups via interaction with death receptors.

    Science.gov (United States)

    Fernandes, Christiane; Horn, Adolfo; Lopes, Bruna F; Bull, Erika S; Azeredo, Nathália F B; Kanashiro, Milton M; Borges, Franz V; Bortoluzzi, Adailton J; Szpoganicz, Bruno; Pires, Anderson B; Franco, Roberto W A; Almeida, João Carlos de A; Maciel, Leide L F; Resende, Jackson A L C; Schenk, Gerhard

    2015-12-01

    The synthesis, physico-chemical characterization and cytotoxicity of four new ligands and their respective copper(II) complexes toward two human leukemia cell lines (THP-1 and U937) are reported (i.e. [(HL1)Cu(μ-Cl)2Cu(HL1)]Cl2·H2O (1), [(H2L2)Cu(μ-Cl)2Cu(H2L2)]Cl2·5H2O (2), [(HL3)Cu(μ-Cl)2Cu(HL3)]Cl2·4H2O (3), [(H2L4)Cu(μ-Cl)2Cu(H2L4)]Cl2·6H2O (4)). Ligands HL1 and HL3 contain two pyridines, amine and alcohol moieties with a naphthyl pendant unit yielding a N3O coordination metal environment. Ligands H2L2 and H2L4 have pyridine, phenol, amine and alcohol groups with a naphthyl pendant unit providing a N2O2 coordination metal environment. These compounds are likely to be dinuclear in the solid state but form mononuclear species in solution. The complexes have an antiproliferative effect against both leukemia cell lines; complex (2) exhibits higher activity than cisplatin against U937 (8.20 vs 16.25μmoldm(-3)) and a comparable one against THP-1. These human neoplastic cells are also more susceptible than peripheral blood mononuclear cells (PBMCs) toward the tested compounds. Using C57BL/6 mice an LD50 of 55mgkg(-1) was determined for complex (2), suggesting that this compound is almost four times less toxic than cisplatin (LD50=14.5mgkg(-1)). The mechanism of cell death promoted by ligand H2L2 and by complexes (2) and (4) was investigated by a range of techniques demonstrating that the apoptosis signal triggered at least by complex (2) starts from an extrinsic pathway involving the activation of caspases 4 and 8. This signal is amplified by mitochondria with the concomitant release of cytochrome c and the activation of caspase 9.

  5. Do tutorials on application method enhance adapalene-benzoyl peroxide combination gel tolerability in the treatment of acne?

    Science.gov (United States)

    Kwon, Hyuck Hoon; Park, Seon Yong; Yoon, Ji Young; Min, Seonguk; Suh, Dae Hun

    2015-11-01

    Fixed-dose combination adapalene 0.1% and benzoyl peroxide 2.5% gel (A-BPO) has rarely been studied for Asian acne patients, while they have complained of local irritations more often when applying individual components. In this study, we compared A-BPO gel with benzoyl peroxide (BPO) in terms of efficacy and tolerability in Korean patients first, and assessed the clinical benefit of a dermatological tutorial on application technique in reducing irritations for A-BPO. This study was conducted as a single-blind controlled split-face trial for a 12-week period. Each half facial side of 85 patients was randomly assigned to either A-BPO or BPO. Success rate, lesion counts and safety profiles were evaluated (analysis I). During initial assignment, all patients were further randomized to either dermatological tutorial (DT) or non-tutorial (NT) subgroups depending on the presence of dermatologists' tutorials for application methods to their A-BPO sides. Clinical data of the A-BPO side was compared between two subgroups (analysis II). As a result, A-BPO gel outperformed BPO, demonstrating better efficacy in success rates and lesion counts as early as 1 week. However, A-BPO proved significantly less tolerable compared with both BPO and previous A-BPO data from Caucasians. Bioengineering measurements further confirmed clinical data (analysis I). The DT subgroup achieved much better tolerability with comparable therapeutic efficacies compared with the NT subgroup (analysis II). In conclusion, A-BPO demonstrated higher efficacies in acne compared with BPO in Korean patients, while skin irritation levels were notable concurrently. Dermatologists' education for application methods would significantly decrease these side-effects, maintaining superior efficacy levels.

  6. Crystal and Molecular Structure Studies of Ethyl 4-(4-Hydroxyphenyl-6-(6-methoxy-2-naphthyl-2-oxocyclohex-3-ene-1-carboxylate and Ethyl 4-(3-Bromophenyl-6-(6-methoxy-2-naphthyl-2-oxocyclohex-3-ene-1-carboxylate

    Directory of Open Access Journals (Sweden)

    Badiadka Narayana

    2012-08-01

    Full Text Available The crystal and molecular structures of the title compounds, ethyl 4-(4-hydroxyphenyl-6-(6-methoxy-2-naphthyl-2-oxocyclohex-3-ene-1-carboxylate (I and ethyl 4-(3-bromophenyl-6-(6-methoxy-2-naphthyl-2-oxocyclohex-3-ene-1-carboxylate (II, are reported and confirmed by single crystal X-ray diffraction data. Compound (I, C26H24O5, crystallizes from a methanol solution in the monoclinic C2/c space group with eight molecules in the unit cell. The unit cell parameters are: a = 25.4114(5 Å, b = 8.47440(10 Å, c = 20.6921(4 Å, β = 108.328(2° and V = 4229.92(13 Å3. Disorder is observed throughout the entire molecule with an occupancy ratio 0.690(2:0.310(2. Compound (II, C26H23O4Br, crystallizes from an ethyl acetate solution in the monoclinic P21/c spacegroup with four molecules in the unit cell. The unit cell parameters are a = 17.8991(9 Å, b = 11.4369(6 Å, c = 10.8507(5 Å, β = 92.428(4° and V = 2219.25(19 Å3. Disorder is observed in the cyclohexenone ring and the carboxylate group with an occupancy ratio 0.830(6:0.170(6. Weak O–H...O (I or C–H...O (II intermolecular interactions are observed which influence crystal packing stability. These chalcone derivative types of molecules are important in their ability to act as activated unsaturated systems in conjugated addition reactions of carbanions in the presence of basic catalysts which exhibit a multitude of biological activities.

  7. Evaluation of structure-reactivity descriptors and biological activity spectra of 4-(6-methoxy-2-naphthyl)-2-butanone using spectroscopic techniques

    Science.gov (United States)

    Agrawal, Megha; Deval, Vipin; Gupta, Archana; Sangala, Bagvanth Reddy; Prabhu, S. S.

    2016-10-01

    The structure and several spectroscopic features along with reactivity parameters of the compound 4-(6-methoxy-2-naphthyl)-2-butanone (Nabumetone) have been studied using experimental techniques and tools derived from quantum chemical calculations. Structure optimization is followed by force field calculations based on density functional theory (DFT) at the B3LYP/6-311++G(d,p) level of theory. The vibrational spectra have been interpreted with the aid of normal coordinate analysis. UV-visible spectrum and the effect of solvent have been discussed. The electronic properties such as HOMO and LUMO energies have been determined by TD-DFT approach. In order to understand various aspects of pharmacological sciences several new chemical reactivity descriptors - chemical potential, global hardness and electrophilicity have been evaluated. Local reactivity descriptors - Fukui functions and local softnesses have also been calculated to find out the reactive sites within molecule. Aqueous solubility and lipophilicity have been calculated which are crucial for estimating transport properties of organic molecules in drug development. Estimation of biological effects, toxic/side effects has been made on the basis of prediction of activity spectra for substances (PASS) prediction results and their analysis by Pharma Expert software. Using the THz-TDS technique, the frequency-dependent absorptions of NBM have been measured in the frequency range up to 3 THz.

  8. Enhanced hydrogenation activity and diastereomeric interactions of methyl pyruvate co-adsorbed with R-1-(1-naphthyl)ethylamine on Pd(111)

    Science.gov (United States)

    Mahapatra, Mausumi; Burkholder, Luke; Garvey, Michael; Bai, Yun; Saldin, Dilano K.; Tysoe, Wilfred T.

    2016-08-01

    Unmodified racemic sites on heterogeneous chiral catalysts reduce their overall enantioselectivity, but this effect is mitigated in the Orito reaction (methyl pyruvate (MP) hydrogenation to methyl lactate) by an increased hydrogenation reactivity. Here, this effect is explored on a R-1-(1-naphthyl)ethylamine (NEA)-modified Pd(111) model catalyst where temperature-programmed desorption experiments reveal that NEA accelerates the rates of both MP hydrogenation and H/D exchange. NEA+MP docking complexes are imaged using scanning tunnelling microscopy supplemented by density functional theory calculations to allow the most stable docking complexes to be identified. The results show that diastereomeric interactions between NEA and MP occur predominantly by binding of the C=C of the enol tautomer of MP to the surface, while simultaneously optimizing C=O....H2N hydrogen-bonding interactions. The combination of chiral-NEA driven diastereomeric docking with a tautomeric preference enhances the hydrogenation activity since C=C bonds hydrogenate more easily than C=O bonds thus providing a rationale for the catalytic observations.

  9. A New, Once-daily, Optimized, Fixed Combination of Clindamycin Phosphate 1.2% and Low-concentration Benzoyl Peroxide 2.5% Gel for the Treatment of Moderate-to-Severe Acne

    OpenAIRE

    Gold, Michael H.

    2009-01-01

    The treatment of acne with combination therapy is commonplace with treatment aimed at sustained efficacy with minimal side effects, maximum adherence, and the avoidance of bacterial resistance. Combinations containing clindamycin and benzoyl peroxide have been shown to be effective, but the irritation caused by the concentration of benzoyl peroxide 5% in the more commonly used, fixed combinations can be limiting. In addition, surfactants, preservatives, and high levels of organic solvents, in...

  10. New acyclic 1,2,4-triazole-based Schiff base hydrazone: Synthesis, characterization, spectrophotometric and computational studies

    Science.gov (United States)

    Khanmohammadi, Hamid; Erfantalab, Malihe; Azimi, Golamhassan

    2013-03-01

    A new 1,2,4-triazole-based Schiff base hydrazone with N, O, S donor set of atoms, H4L, has been prepared by condensation reaction of N,N'-bis(3-formyl-5-methylsalicylidene)ethane-1,2-diamine, H2L, with 4-amino-3-(4-pyridyl)-5-mercapto-1,2,4-triazole. The structure of H4L was characterized by using FT-IR, UV-Vis and 1H NMR spectroscopic methods as well as elemental analysis data. The formation constants of copper(II), cadmium(II), mercury(II) and silver(I) complexes of H4L in DMSO were calculated using a hard model chemometrics method applying the spectrophotometric data. The protonation constants of H4L were also measured in DMSO-water (1:10) mixture. Furthermore, 1H chemical shifts of H4L were studied by the gauge independent atomic orbital (GIAO) and continuous set of gauge transformations (CSGTs) methods at the level of density functional theory using B3LYP/6-311++G* basis sets in gas phase. The computed chemical shifts are in reasonably good agreement with the experimental data.

  11. Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings.

    Science.gov (United States)

    Rodić, Marko V; Leovac, Vukadin M; Jovanović, Ljiljana S; Spasojević, Vojislav; Joksović, Milan D; Stanojković, Tatjana; Matić, Ivana Z; Vojinović-Ješić, Ljiljana S; Marković, Violeta

    2016-06-10

    Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [Cu(II)2Cu(I)2(Addpy)2Br2(μ-Br4)] (1), catena-poly[CuCl(μ-Addpy)(μ-Cl)CuCl2]n (2) and [Cu(Addpy)(NCS)2] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay.

  12. Synthesis, crystal structures and antitumor activities of copper(II) complexes with a 2-acetylpyrazine isonicotinoyl hydrazone ligand

    Science.gov (United States)

    Xu, Jun; Zhou, Tao; Xu, Zhou-Qing; Gu, Xin-Nan; Wu, Wei-Na; Chen, Hong; Wang, Yuan; Jia, Lei; Zhu, Tao-Feng; Chen, Ru-Hua

    2017-01-01

    Five complexes, [Cu(L)2]·4.5H2O (1), [Cu(HL)2](NO3)2·CH3OH (2) {[Cu2(L)2(NO3)(H2O)2]·(NO3)}n (3), [Cu2(HL)2(SO4)2]·2CH3OH (4) and [Cu4(L)4Cl4]·5H2O (5) based on HL (where HL = 2-acetylpyrazine isonicotinoyl hydrazone) have been synthesized and characterized by X-ray diffraction analyses. The counter anion and organic base during the synthesis procedure influence the structures of the complexes efficiently, which generate five complexes as mono-, bi-, tetra-nuclear and one-dimensional structures. The antitumor activities of the complexes 1-5 (except for complex 3 with the poor solubility) against the Patu8988 human pancreatic cancer, ECA109 human esophagus cancer and SGC7901 human gastric cancer cell lines are screened by MTT assay. The results indicate that the chelation of Cu(II) with the ligand is responsible for the observed high cytotoxicity of the copper(II) complexes and the 1:2 copper species 1 and 2 demonstrate lower antitumor activities than that of the 1:1 copper species 4 and 5. In addition, the in vitro apoptosis inducing activity of the copper(II) complex 5 against SGC7901 cell line is determined. And the results show that the complex can bring about apoptosis of the cancerous cells in vitro.

  13. Fabrication of cross-linked hydrazone covalent organic frameworks by click chemistry and application to solid phase microextraction.

    Science.gov (United States)

    Wu, Mingxue; Chen, Gang; Ma, Jiutong; Liu, Ping; Jia, Qiong

    2016-12-01

    Covalent organic frameworks (COFs) are an emerging class of porous organic frameworks with diverse promising applications. Herein, we presented the first example of cross-linked hydrazone COFs (cross-linked COFs) coating via thiol-ene click chemistry for solid phase microextraction (SPME). Strong covalent bonds and interlayer of the prepared networks ensured the adsorption capacity and durability of the novel SPME fiber. π-π conjugated structure existed because of abundant phenyl rings and -C=N groups in the cross-lined COFs. A series of characterizations indicated that the cross-linked COFs possessed large surface areas, high porosities and stabilities as well as hydrophobicities. The fiber was applied to SPME of pesticide residues coupled with gas chromatography with an electron capture detector (GC-ECD). Under the optimum experimental conditions, enhancement factors in the range of 2190-10,998 were obtained, illustrating that the cross-linked COFs possessed remarkable preconcentration ability. The low detection limits of 0.0003-0.0023ngkg(-1) were achieved with relative standard deviations (RSDs) in the range of 3.4-7.6% (intra-batch) and 5.7-11.6% (inter-batch), respectively. Recovery values in the range of 78.2-107.0% were obtained when the SPME-GC method was applied to the analysis of pesticides in cucumber samples.

  14. Coordination diversity of new mononuclear ONS hydrazone with transition metals: Synthesis, characterization, molecular modeling and antimicrobial studies

    Science.gov (United States)

    Adly, Omima M. I.; Taha, A.

    2013-04-01

    The mononuclear hydrazone ligand, H2L, a condensation product of 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one with 2-hydroxy-1-naphthaldehyde and its metal chelates of Cu(II), Ni(II), Co(II), Zn(II), Cd(II), VO(IV) and UO2(VI) ions were synthesized and characterized using elemental analyses, spectral, magnetic and molar conductance studies as well as thermal gravimetric analysis (TGA). The physico-chemical studies support that the ligand acts as mono- or dibasic tridentate ONS donor toward metal ions forming a mononuclear square planar, tetrahedral, square pyramidal and octahedral geometrical arrangements except UO2(VI) complex in which the metal ion is octa-coordinated. The ligand field parameters, Dq, B and β values, in the case of the cobalt and nickel complexes are calculated. The kinetics of the thermal decomposition for some metal complexes studied and their thermodynamic parameters were reported. Structural parameters of the ligand and its metal chelates have been calculated and correlated with the experimental data. The ligand and its metal chelates were screened for their antimicrobial activity against Staphylococcus aureus and Bacillus subtilis as Gram-positive bacteria, Escherichia coli and Salmonella typhimurium as Gram-negative bacteria and Candida albicans as fungus strain.

  15. Analysis of 31 Hydrazones of Carbonyl Compounds by RRLC-UV and RRLC-MS(/MS: A Comparison of Methods

    Directory of Open Access Journals (Sweden)

    Soraya de M. Ochs

    2015-01-01

    Full Text Available Aldehydes and ketones are volatile organic compounds (VOC emitted into the atmosphere by a large number of natural and anthropogenic sources. Carbonyl compounds (CC are atmospheric pollutants with known damaging effects for the human’s health. In this work, the separation of 31 carbonyl compounds (CC in their 2,4-dinitrophenylhydrazones form was optimized by rapid resolution liquid chromatography in 9 minutes and simultaneously detected by ultraviolet and mass spectrometry with an APCI(− as ionization source. The mass spectra of hydrazones presented the [M-H]− ions as base peak, but the MS/MS spectra showed fragments related to different structural classes of aldehydes and ketones, representing an important tool to assist structure elucidation of unknown CC in real samples. Multiple reactions monitoring (MRM improved the sensitivity and selectivity for the quantitation method. Analytical parameters using both UV and MS (linearity, determination coefficients, detection limits, and sensitivity were compared. The detection methods are complementary and a powerful analytical tool for the detection and quantitation of CC in complex environmental samples.

  16. Convulsions and inhibition of glutamate decarboxylase by pyridoxal phosphate-gamma-glutamyl hydrazone in the developing rat.

    Science.gov (United States)

    Massieu, L; Rivera, A; Tapia, R

    1994-02-01

    We have previously shown that in the adult rat the inhibition of brain glutamate decarboxylase (GAD) activity by pyridoxal phosphate-gamma-glutamyl hydrazone (PLPGH) administration does not result in convulsions, whereas in the adult mouse intense convulsions invariably occur. In the present study we report that, surprisingly, immature rats from 2 to 20 days of age treated with PLPGH (80 mg/kg) showed generalized tonic-clonic convulsions, whereas no convulsions at all were present in 30 days-old or older rats. GAD activity, measured by enzymic determination of GABA formed in forebrain homogenates, was inhibited by about 60% at the time of convulsions in 15 days-old and younger rats, whereas the inhibition was between 40 and 50% in older animals. The addition of the coenzyme pyridoxal 5'-phosphate to the incubation medium completely reversed this inhibition. In all treated animals GABA levels were lower compared to controls. The results indicate that the susceptibility of GAD in vivo to a diminished cofactor concentration decreases with age. It seems possible that changes in the expression of enzyme forms are reflected in developmental variations in the susceptibility to seizures induced by vitamin B6 depletion, but alterations of other B6-dependent biochemical pathways cannot be discarded.

  17. Synthesis, molecular docking, and biological evaluation of some novel hydrazones and pyrazole derivatives as anti-inflammatory agents.

    Science.gov (United States)

    Mohammed, Khaled O; Nissan, Yassin M

    2014-10-01

    2-Hydrazinyl-N-(4-sulfamoylphenyl)acetamide 3 was the key intermediate for the synthesis of novel hydrazones 4-10 and pyrazole derivatives 11-17. All compounds were tested for their in vivo anti-inflammatory activity and their ability to inhibit the production of PGE(2) in serum samples of rats. IC(50) values for the most active compounds for inhibition of COX-1 and COX-2 enzymes were determined in vitro, and they were also tested for their ulcerogenic effect. Molecular docking was performed on the active site of COX-2 to predict their mode of binding to the amino acids. Most of the synthesized compounds showed good anti-inflammatory activity especially compounds 3, 4, 8, 9, 15, and 17 which showed better activity than diclofenac as the reference drug. Compounds 3, 8, 9, 13, and 15-17 were less ulcerogenic than indomethacine as the reference drug. Most of the synthesized compounds interacted with Tyr 385 and Ser 530 in molecular docking study with additional hydrogen bond for compound 17. Compound 17 showed good selectivity index value of 11.1 for COX-1/COX-2 inhibition in vitro.

  18. The cytotoxicity of benzaldehyde nitrogen mustard-2-pyridine carboxylic acid hydrazone being involved in topoisomerase IIα inhibition.

    Science.gov (United States)

    Fu, Yun; Zhou, Sufeng; Liu, Youxun; Yang, Yingli; Sun, Xingzhi; Li, Changzheng

    2014-01-01

    The antitumor property of iron chelators and aromatic nitrogen mustard derivatives has been well documented. Combination of the two pharmacophores in one molecule in drug designation is worth to be explored. We reported previously the syntheses and preliminary cytotoxicity evaluation of benzaldehyde nitrogen mustard pyridine carboxyl acid hydrazones (BNMPH) as extended study, more tumor cell lines (IC50 for HepG2: 26.1 ± 3.5 μM, HCT-116: 57.5 ± 5.3 μM, K562: 48.2 ± 4.0 μM, and PC-12: 19.4 ± 2.2 μM) were used to investigate its cytotoxicity and potential mechanism. In vitro experimental data showed that the BNMPH chelating Fe(2+) caused a large number of ROS formations which led to DNA cleavage, and this was further supported by comet assay, implying that ROS might be involved in the cytotoxicity of BNMPH. The ROS induced changes of apoptosis related genes, but the TFR1 and NDRG1 metastatic genes were not obviously regulated, prompting that BNMPH might not be able to deprive Fe(2+) of ribonucleotide reductase. The BNMPH induced S phase arrest was different from that of iron chelators (G1) and alkylating agents (G2). BNMPH also exhibited its inhibition of human topoisomerase IIα. Those revealed that the cytotoxic mechanism of the BNMPH could stem from both the topoisomerase II inhibition, ROS generation and DNA alkylation.

  19. Growth and characterization of benzaldehyde 4-nitro phenyl hydrazone (BPH) single crystal: A proficient second order nonlinear optical material

    Science.gov (United States)

    Saravanan, M.; Abraham Rajasekar, S.

    2016-04-01

    The crystals (benzaldehyde 4-nitro phenyl hydrazone (BPH)) appropriate for NLO appliance were grown by the slow cooling method. The solubility and metastable zone width measurement of BPH specimen was studied. The material crystallizes in the monoclinic crystal system with noncentrosymmetric space group of Cc. The optical precision in the whole visible region was found to be excellent for non-linear optical claim. Excellence of the grown crystal is ascertained by the HRXRD and etching studies. Laser Damage Threshold and Photoluminescence studies designate that the grown crystal contains less imperfection. The mechanical behaviour of BPH sample at different temperatures was investigated to determine the hardness stability of the grown specimen. The piezoelectric temperament and the relative Second Harmonic Generation (for diverse particle sizes) of the material were also studied. The dielectric studies were executed at varied temperatures and frequencies to investigate the electrical properties. Photoconductivity measurement enumerates consummate of inducing dipoles due to strong incident radiation and also divulge the nonlinear behaviour of the material. The third order nonlinear optical properties of BPH crystals were deliberate by Z-scan method.

  20. In situ Preparation of Tri-Fe(Ⅲ) and Bi-Cu(Ⅱ) Clusters from Benzoyl Peroxide Reacting with Metal Powders

    Institute of Scientific and Technical Information of China (English)

    YANG Jun-wei; ZHANG Jing; TONG Shan-ling; HUANG Xiao-chun; YAN Yan

    2009-01-01

    Three crystal architectures, including one organic compound of benzoyl peroxide(l) and two clusters of tri-iron(Ⅲ) and bi-cupper(Ⅱ) with benzoic ligands(2 and 3), were self-assembled by an in situ redox way of benzoyl peroxide oxidants reacting with Mo, Fe and Cu powders, respectively. X-ray crystallographic results show that both the asymmetry tri-iron(Ⅲ) cluster and the benzoylperoxide crystal architecture (2 and 1) with complicated 3D networks were constructed by intermolecular hydrogen-bonding interactions. Contrarily, the symmetrical bi-copper(Ⅱ) cluster crystal architecture(3), only with π-π stacking between paralleled phenyl groups and without any intermolecular hydrogen-bonding interactions, only presented an 1D zigzag chain along the a-axis.

  1. Benzoyl Peroxide Formulated Polycarbophil/Carbopol 934P Hydrogel with Selective Antimicrobial Activity, Potentially Beneficial for Treatment and Prevention of Bacterial Vaginosis

    OpenAIRE

    Shiqi Xu; Cavera, Veronica L.; Rogers, Michael A.; Qingrong Huang; Konstantin Zubovskiy; Chikindas, Michael L.

    2013-01-01

    The human vagina is colonized by a variety of indigenous microflora; in healthy individuals the predominant bacterial genus is Lactobacillus while those with bacterial vaginosis (BV) carry a variety of anaerobic representatives of the phylum Actinobacteria. In this study, we evaluated the antimicrobial activity of benzoyl peroxide (BPO) encapsulated in a hydrogel against Gardnerella vaginalis, one of the causative agents of BV, as well as indicating its safety for healthy human lactobacilli. ...

  2. Dependence of Adhesion Property of Epoxidized Natural Rubber (ENR 25/Ethylene-Propylene-Diene Rubber Blend Adhesives Crosslinked by Benzoyl Peroxide

    Directory of Open Access Journals (Sweden)

    B. T. Poh

    2014-01-01

    Full Text Available The loop tack, peel strength, and shear strength of crosslinked epoxidized natural rubber (ENR 25/ethylene-propylene-diene rubber (EPDM blend adhesives were investigated. Coumarone-indene resin, toluene, and benzoyl peroxide were used as the tackifier, solvent, and crosslinking agent, respectively, throughout the experiment. The adhesive was coated on a polyethylene terephthalate (PET substrate using a SHEEN hand coater at 60 μm and 120 μm coating thickness. It was cured at 80°C for 30 minutes before testing on a Lloyd adhesion tester operating at testing rates from 10 to 60 cm min−1. Results show that loop tack and peel strength of the ENR 25/EPDM adhesive pass through a maximum value at 2 parts per hundred parts of rubber (phr of benzoyl peroxide content. This observation is attributed to the increase in crosslinking which enhances the cohesive strength of the adhesive. Further addition of the crosslinking agent decreases the tack and peel strength due to the decrease in wettability of the over-crosslinked adhesive. Shear strength, however, increases steadily with benzoyl peroxide content, an observation which is associated with the steady increase in the cohesive strength. The adhesion properties increase with increasing coating thickness and testing rate.

  3. The antitumor mechanism of di-2-pyridylketone 2-pyridine carboxylic acid hydrazone and its copper complex in ROS generation and topoisomerase inhibition, and hydrazone involvement in oxygen-catalytic iron mobilization.

    Science.gov (United States)

    Huang, Tengfei; Li, Cuiping; Sun, Xingzhi; Zhu, Zhenfu; Fu, Yun; Liu, Youxun; Yuan, Yanbin; Li, Shaoshan; Li, Changzheng

    2015-11-01

    Iron depletion and stimulation of iron-dependent free radical damage is a rapidly developing field for chelation therapy, but the iron mobilization from ferritin by chelators has received less attention. In this study, the di-2-pyridylketone 2-pyridine carboxylic acid hydrazone (DPPCAH) and its copper complex was prepared and characterized by NMR and MS spectra. The proliferation inhibition assay showed that both DPPCAH and its copper complex exhibited selectively proliferation inhibition for HepG2 (IC50, 4.6 ± 0.2 µM for DPPACH and 1.3 ± 0.2 µM for its copper complex), but less inhibition for HCT-116 cell line (IC50, >100 µM for DPPACH and 7.8 ± 0.4 µM for its copper complex). The mechanistic studies revealed that DPPACH could remove iron from ferritin in a oxygen-catalytic manner, and contributed to redox activity of labile iron pool (LIP), that is less reported for the chelators that possess significant biological activity. The reactive oxygen species (ROS) generation and DNA cleavage assay in vitro and in vivo showed that both DPPACH-Fe(II) and DPPACH-Cu were redox-active species, indicating that ROS may mediate their antitumor activity. Further study revealed that both DPPACH and its copper complex displayed certain degree of inhibition of type II topoisomerase (Top) which contributed to their antitumor activity. Thus, the mechanism that iron mobilization by DPPACH from ferritin contributed to LIP was proposed, and both DPPACH and its copper complex were involved in ROS generation and Top II inhibition for their antitumor activities.

  4. Synthesis, Characterization and Biological Activities of Cu(II, Co(II, Mn(II, Fe(II, and UO2(VI Complexes with a New Schiff Base Hydrazone: O-Hydroxyacetophenone-7-chloro-4-quinoline Hydrazone

    Directory of Open Access Journals (Sweden)

    Nora H. Al-Shaalan

    2011-10-01

    Full Text Available The Schiff base hydrazone ligand HL was prepared by the condensation reaction of 7-chloro-4-quinoline with o-hydroxyacetophenone. The ligand behaves either as monobasic bidentate or dibasic tridentate and contain ONN coordination sites. This was accounted for be the presence in the ligand of a phenolic azomethine and imine groups. It reacts with Cu(II, Ni(II, Co(II, Mn(II, UO2 (VI and Fe(II to form either mono- or binuclear complexes. The ligand and its metal complexes were characterized by elemental analyses, IR, NMR, Mass, and UV-Visible spectra. The magnetic moments and electrical conductance of the complexes were also determined. The Co(II, Ni(II and UO2 (VI complexes are mononuclear and coordinated to NO sites of two ligand molecules. The Cu(II complex has a square-planar geometry distorted towards tetrahedral, the Ni(II complex is octahedral while the UO2 (VI complex has its favoured heptacoordination. The Co(II, Mn(II complexes and also other Ni(II and Fe(III complexes, which were obtained in the presence of Li(OH as deprotonating agent, are binuclear and coordinated via the NNNO sites of two ligand molecules. All the binuclear complexes have octahedral geometries and their magnetic moments are quite low compared to the calculated value for two metal ions complexes and thus antiferromagnetic interactions between the two adjacent metal ions. The ligand HL and metal complexes were tested against a strain of Gram +ve bacteria (Staphylococcus aureus, Gram −ve bacteria (Escherichia coli, and fungi (Candida albicans. The tested compounds exhibited high antibacterial activities.

  5. Synthesis, characterization and biological activities of Cu(II), Co(II), Mn(II), Fe(II), and UO2(VI) complexes with a new Schiff Base hydrazone: O-hydroxyacetophenone-7-chloro-4-quinoline hydrazone.

    Science.gov (United States)

    Al-Shaalan, Nora H

    2011-10-13

    The Schiff base hydrazone ligand HL was prepared by the condensation reaction of 7-chloro-4-quinoline with o-hydroxyacetophenone. The ligand behaves either as monobasic bidentate or dibasic tridentate and contain ONN coordination sites. This was accounted for be the presence in the ligand of a phenolic azomethine and imine groups. It reacts with Cu(II), Ni(II), Co(II), Mn(II), UO(2) (VI) and Fe(II) to form either mono- or binuclear complexes. The ligand and its metal complexes were characterized by elemental analyses, IR, NMR, Mass, and UV-Visible spectra. The magnetic moments and electrical conductance of the complexes were also determined. The Co(II), Ni(II) and UO(2) (VI) complexes are mononuclear and coordinated to NO sites of two ligand molecules. The Cu(II) complex has a square-planar geometry distorted towards tetrahedral, the Ni(II) complex is octahedral while the UO(2) (VI) complex has its favoured heptacoordination. The Co(II), Mn(II) complexes and also other Ni(II) and Fe(III) complexes, which were obtained in the presence of Li(OH) as deprotonating agent, are binuclear and coordinated via the NNNO sites of two ligand molecules. All the binuclear complexes have octahedral geometries and their magnetic moments are quite low compared to the calculated value for two metal ions complexes and thus antiferromagnetic interactions between the two adjacent metal ions. The ligand HL and metal complexes were tested against a strain of Gram +ve bacteria (Staphylococcus aureus), Gram -ve bacteria (Escherichia coli), and fungi (Candida albicans). The tested compounds exhibited high antibacterial activities.

  6. Cationic reverse micelles create water with super hydrogen-bond-donor capacity for enzymatic catalysis: hydrolysis of 2-naphthyl acetate by alpha-chymotrypsin.

    Science.gov (United States)

    Moyano, Fernando; Falcone, R Dario; Mejuto, J C; Silber, Juana J; Correa, N Mariano

    2010-08-02

    Reverse micelles (RMs) are very good nanoreactors because they can create a unique microenvironment for carrying out a variety of chemical and biochemical reactions. The aim of the present work is to determine the influence of different RM interfaces on the hydrolysis of 2-naphthyl acetate (2-NA) by alpha-chymotrypsin (alpha-CT). The reaction was studied in water/benzyl-n-hexadecyldimethylammonium chloride (BHDC)/benzene RMs and, its efficiency compared with that observed in pure water and in sodium 1,4-bis-2-ethylhexylsulfosuccinate (AOT) RMs. Thus, the hydrolysis rates of 2-NA catalyzed by alpha-CT were determined by spectroscopic measurements. In addition, the method used allows the joint evaluation of the substrate partition constant K(p) between the organic and the micellar pseudophase and the kinetic parameters: catalytic rate constant k(cat), and the Michaelis constant K(M) of the enzymatic reaction. The effect of the surfactant concentration on the kinetics parameters was determined at constant W(0)=[H(2)O]/[surfactant], and the variation of W(0) with surfactant constant concentration was investigated. The results show that the classical Michaelis-Menten mechanism is valid for alpha-CT in all of the RMs systems studied and that the reaction takes place at both RM interfaces. Moreover, the catalytic efficiency values k(cat)/K(M) obtained in the RMs systems are higher than that reported in water. Furthermore, there is a remarkable increase in alpha-CT efficiency in the cationic RMs in comparison with the anionic system, presumably due to the unique water properties found in these confined media. The results show that in cationic RMs the hydrogen-bond donor capacity of water is enhanced due to its interaction with the cationic interface. Hence, entrapped water can be converted into "super-water" for the enzymatic reaction studied in this work.

  7. Synthesis, spectroscopic characterization and photophysics of a novel environmentally sensitive dye 3-naphthyl-1-phenyl-5-(4-carboxyphenyl)-2-pyrazoline

    Energy Technology Data Exchange (ETDEWEB)

    Varghese, Beena; Al-Busafi, Saleh N.; Suliman, FakhrEldin O., E-mail: fsuliman@squ.edu.om; Al-Kindy, Salma M.Z., E-mail: alkindy@squ.edu.om

    2015-03-15

    Synthesis and photophysical properties of a novel pyrazoline – containing fluorophore, 3-naphthyl-1-phenyl-5-(4-carboxyphenyl)-2-pyrazoline (NPCP) A, and its proline derivative (NPCP-P) B are presented in this work. The highlight of this fluorescent dye is that, it can be prepared from available starting material via two synthetic steps, easily converted to the corresponding amide derivative by in situ nucleophilic acyl substitution of the corresponding acid chloride, and its purification by simple chromatographic techniques. The structures of the new compounds were verified using various spectroscopic tools. Furthermore, photophysical properties of the new fluorophores were studied and interesting solvatochromic behaviour was observed. Due to the presence of proton acceptor linked to the fluorophore, NPCP displays pH-sensitive absorption and fluorescence emission. The interaction of NPCP and NPCP-P with various micelles has been studied by steady state fluorescence. All results reflect the importance of the medium effect on the analytical application of NPCP as a potential fluorescent label for derivatization of analytes having amine (–NH{sub 2}) group. Theoretical calculations were performed for both compounds using time dependent density functional theory (TD-DFT) at B3LYP/6-31G(d, p) level. The calculations indicate that the exited state dipole moments are larger than those of the ground state in line with the experimental findings. - Highlights: • Synthesis of a naphthalene-pyrazoline fluorescence reagent for –NH{sub 2} containing compounds. • The fluorescence of the compounds exhibit interesting solvatochromism. • TD-DFT calculations at B3LYP/6-31G(d, p) was performed on the probe and its derivative.

  8. Effect of the addition of a nonaqueous polar solvent (glycerol) on enzymatic catalysis in reverse micelles. Hydrolysis of 2-naphthyl acetate by alpha-chymotrypsin.

    Science.gov (United States)

    Falcone, R Darío; Biasutti, M Alicia; Correa, N Mariano; Silber, Juana J; Lissi, Eduardo; Abuin, Elsa

    2004-07-06

    The kinetics of hydrolysis of 2-naphthyl acetate (2-NA) catalyzed by alpha-chymotrypsin (alpha-CT), in reverse micellar solutions formed by glycerol (GY)-water (38% v/v) mixture/sodium bis(2-ethylhexyl)sulfosuccinate (AOT)/n-heptane has been determined by spectroscopic measurements. To compare the efficiency of this reaction with that observed in micelles with water in the core, as well as in the corresponding homogeneous media, the reaction was also studied in water/AOT/n-heptane reverse micellar solutions and in both homogeneous media (water and GY-water, 38% v/v mixture). In every media, alpha-CT was characterized by the absorption and emission spectra, the fluorescence lifetimes, and the fluorescence anisotropy of its tryptophan residues. The effect of AOT concentration on the kinetic parameters obtained in the micellar systems was determined, at a constant molar ratio of the inner polar solvent and surfactant. Moreover, the data obtained allowed the evaluation of the 2-NA partition constant between the organic and the micellar pseudophase. It is shown that the addition of GY to the micelle interior results in an increase in the catalytic properties of alpha-CT. The fluorescence anisotropy studies in the different media show that the addition of GY increases the viscosity as compared with the aqueous systems. It seems that the GY addition to the reverse micellar aggregates results in a decrease of the conformational mobility of alpha-CT, which leads to an increase of the enzyme stability and activity.

  9. Shifting the Azo-hydrazone tautomeric equilibrium of methyl yellow in acidic medium by the formation of inclusion complexes with cyclodextrins

    Science.gov (United States)

    Ferreira, Ivania R.; Ando, Rômulo A.

    2012-01-01

    The protonation of methyl yellow (MY) leads to a tautomeric equilibrium involving the azo and hydrazone species, where the latter is predominant. Electronic and Raman spectroscopic data show that when MY in acidic medium is included in cyclodextrins, there is an inversion in the relative ratio of tautomers, in which the azo species become the major species. This indicates that the azo bond is included in cyclodextrin precluding its protonation. The understanding of the protonation, tautomeric and inclusion equilibria of these systems plays an important role in the designing of cyclodextrin based molecular machines controlled by light.

  10. In vitro antimicrobial activity of benzoyl peroxide against Propionibacterium acnes assessed by a novel susceptibility testing method.

    Science.gov (United States)

    Okamoto, Kazuaki; Ikeda, Fumiaki; Kanayama, Shoji; Nakajima, Akiko; Matsumoto, Tatsumi; Ishii, Ritsuko; Umehara, Masatoshi; Gotoh, Naomasa; Hayashi, Naoki; Iyoda, Takako; Matsuzaki, Kaoru; Matsumoto, Satoru; Kawashima, Makoto

    2016-06-01

    Benzoyl peroxide (BPO), a therapeutic agent for acne vulgaris, was assessed for in vitro antimicrobial activity against Propionibacterium acnes using a novel broth microdilution testing that improved BPO solubility. We searched for a suitable culture medium to measure the minimum inhibitory concentration (MIC) of BPO against P. acnes and finally found the Gifu anaerobic medium (GAM) broth supplemented with 0.1(v/v)% glycerol and 2(v/v)% Tween 80, in which BPO dissolved up to 1250 μg/mL and P. acnes grew well. The MICs and minimum bactericidal concentrations (MBCs) of BPO against 44 clinical isolates of P. acnes collected from Japanese patients with acne vulgaris were determined by our testing method using the supplemented GAM broth. The MICs of BPO were 128 or 256 μg/mL against all isolates of P. acnes regardless of susceptibility to nadifloxacin or clindamycin. The MBCs of BPO were also 128 or 256 μg/mL against the same isolates. Moreover, BPO at the MIC showed a rapid bactericidal activity against P. acnes ATCC11827 in time-kill assay. In conclusion, we could develop a novel assay for the MIC and MBC determinations of BPO against P. acnes, which is reliable and reproducible as a broth microdilution testing and the present results suggest that BPO has a potent bactericidal activity against P. acnes.

  11. The efficacy, safety and tolerability of adapalene versus benzoyl peroxide in the treatment of mild acne vulgaris; a randomized trial.

    Science.gov (United States)

    Babaeinejad, S H; Fouladi, R F

    2013-09-01

    Topical treatments, such as adapalene and benzoyl peroxide (BPO), are popular in mild-to-moderate acne vulgaris. This study aimed to compare the efficacy, safety and tolerability of adapalene and BPO in mild acne vulgaris. In this single-center, randomized, double-blind, clinical trial, 60 patients with mild acne vulgaris received either topical adapalene 0.1% gel or topical BPO 2.5% gel on their face once daily for two months. The changes of acne lesion count (efficacy), any adverse effect (safety), and the patients' overall satisfaction (tolerability) were compared after 3 months of follow-up. In both groups the mean number of noninflammatory, inflammatory and total lesions decreased significantly from baseline (10.77±5.54, 9.73±5.09, and 20.50±7.54, respectively in adapalene group; 11.50±5.92, 8.43±5.45, and 19.93±9.01, respectively in BPO group) to the third month (1.70±1.68, 0.33±0.66, and 0.50±0.78, respectively in adapalene group; 4.23±4.14, 0.33±0.71, and 4.13±4.44, respectively in BPO group; Pacne vulgaris, with a marginal tendency toward the former.

  12. The efficacy, safety, and tolerability of adapalene versus benzoyl peroxide in the treatment of mild acne vulgaris: a randomized trial.

    Science.gov (United States)

    Babaeinejad, S H; Fouladi, R F

    2013-07-01

    Topical treatments, such as adapalene and benzoyl peroxide (BPO), are popular in mild-to-moderate acne vulgaris. This study aimed to compare the efficacy, safety and tolerability of adapalene and BPO in mild acne vulgaris. In this single-center, randomized, double-blind, clinical trial, 60 patients with mild acne vulgaris received either topical adapalene 0.1% gel or topical BPO 2.5% gel on their face once daily for two months. The changes of acne lesion count (efficacy), any adverse effect (safety), and the patients' overall satisfaction (tolerability) were compared after 3 months of follow-up. In both groups the mean number of noninflammatory, inflammatory and total lesions decreased significantly from baseline (10.77±5.54, 9.73±5.09, and 20.50±7.54, respectively in adapalene group; 11.50±5.92, 8.43±5.45, and 19.93±9.01, respectively in BPO group) to the third month (1.70±1.68, 0.33±0.66, and 0.50±0.78, respectively in adapalene group; 4.23±4.14, 0.33±0.71, and 4.13±4.44, respectively in BPO group; Pacne vulgaris, with a marginal tendency toward the former.

  13. Synthesis and Bioactivity of N-Benzoyl-N'-[5-(2'-substituted phenyl-2-furoyl] Semicarbazide Derivatives

    Directory of Open Access Journals (Sweden)

    Zining Cui

    2010-06-01

    Full Text Available In order to find novel chitin synthesis inhibitors (CSIs with good activity, benzoylphenylurea, a typical kind of CSIs, was chosen as the lead compound and 15 novel derivatives containing furan moieties were designed by converting the urea linkage of benzoylphenylureas into a semicarbazide and changing the aniline part into furoyl groups. The title compounds were synthesized by the reaction of substituted benzoyl isocyanates with 5-(substituted phenyl-2-furoyl hydrazine, and the structures were confirmed by IR, 1H-NMR, elemental analysis and single crystal X-ray diffraction analyses (compound E2. The bioassay results indicated that the title compounds exhibit good insecticidal activity, especially towards Plutella xylostella L., but had lower fungicidal activity. Inspiringly, the title compounds possessed obvious anticancer activity against human promyelocytic leukemic cell line (HL-60, and some of the title compounds also had activity against human hepatocellular carcinoma cell line (Bel-7402, human gastric carcinoma cell line (BGC-823, and human nasopharyngeal carcinoma cell line (KB. The results indicated that the linkage in the lead compounds was important to the bioactivity and spectra. The modification on the urea linkage is an effective strategy to discover new pesticide and drug candidates.

  14. 1-(2-Methyl-5H-chromeno[2,3-b]pyridin-5-ylidene) hydrazone as fluorescent probes for selective zinc sensing in DMSO

    Energy Technology Data Exchange (ETDEWEB)

    Nouri, Hela [URCA—Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Groupe Chimie de Coordination, UFR Sciences, BP 1039, 51687 Reims Cedex 2 (France); LACReSNE—Université de Carthage, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte (Tunisia); Cadiou, Cyril, E-mail: cyril.cadiou@univ-reims.fr [URCA—Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Groupe Chimie de Coordination, UFR Sciences, BP 1039, 51687 Reims Cedex 2 (France); Henry, Axelle; Déchamps-Olivier, Isabelle [URCA—Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Groupe Chimie de Coordination, UFR Sciences, BP 1039, 51687 Reims Cedex 2 (France); Ternane, Riadh; Trabelsi-Ayadi, Malika [LACReSNE—Université de Carthage, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte (Tunisia); Lemercier, Gilles; Chuburu, Françoise [URCA—Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Groupe Chimie de Coordination, UFR Sciences, BP 1039, 51687 Reims Cedex 2 (France)

    2014-04-15

    Two methyl-chromeno-pyridinylidene hydrazone derivatives L1, a cyclen derivative, and L2 were studied as potential fluorescent OFF–ON sensors towards Zn{sup 2+} in DMSO. Upon addition of one equivalent of Zn{sup 2+}, L1 fluorescence was quenched, but addition of a second equivalent of Zn{sup 2+} restored partially the signal. Therefore ZnL1 behaved as a OFF–ON sensor for zinc. By comparison, L2 behaved as a very sensitive probe for zinc. ZnL1 and L2 sensor efficiencies were correlated to Zn{sup 2+} coordination via the hydrazone moiety of the fluorophore, which prevented a photoinduced electron transfer (PET), and allowed an efficient CHelation-Enhanced Fluorescence (CHEF) effect. -- Highlights: • According to Zn{sup 2+} concentration, L1 behaves as an on-off-on sensor. • Given that L1 concentration is known, its fluorescence response could give an immediate suggestion about the range of Zn{sup 2+} concentration. • L2 exhibited a strong fluorescence enhancement upon Zn{sup 2+} addition. • It was demonstrated that L2 was highly specific to Zn{sup 2+}, which rendered this very straightforward ligand as an efficient and selective probe for this ion.

  15. Self-assembled micelles composed of doxorubicin conjugated Y-shaped PEG-poly(glutamic acid)2 copolymers via hydrazone linkers.

    Science.gov (United States)

    Sui, Bowen; Xu, Hui; Jin, Jian; Gou, Jingxin; Liu, Jingshuo; Tang, Xing; Zhang, Yu; Xu, Jinghua; Zhang, Hongfeng; Jin, Xiangqun

    2014-08-11

    In this work, micelles composed of doxorubicin-conjugated Y-shaped copolymers (YMs) linked via an acid-labile linker were constructed. Y-shaped copolymers of mPEG-b-poly(glutamate-hydrazone-doxorubicin)2 and linear copolymers of mPEG-b-poly(glutamate-hydrazone-doxorubicin) were synthesized and characterized. Particle size, size distribution, morphology, drug loading content (DLC) and drug release of the micelles were determined. Alterations in size and DLC of the micelles could be achieved by varying the hydrophobic block lengths. Moreover, at fixed DLCs, YMs showed a smaller diameter than micelles composed of linear copolymers (LMs). Also, all prepared micelles showed sustained release behaviors under physiological conditions over 72 h. DOX loaded in YMs was released more completely, with 30% more drug released in acid. The anti-tumor efficacy of the micelles against HeLa cells was evaluated by MTT assays, and YMs exhibited stronger cytotoxic effects than LMs in a dose- and time-dependent manner. Cellular uptake studied by CLSM indicated that YMs and LMs were readily taken up by HeLa cells. According to the results of this study, doxorubicin-conjugated Y-shaped PEG-(polypeptide)2 copolymers showed advantages over linear copolymers, like assembling into smaller nanoparticles, faster drug release in acid, which may correspond to higher cellular uptake and enhanced extracellular/intracellular drug release, indicating their potential in constructing nano-sized drug delivery systems.

  16. Investigation of the azo-hydrazone tautomeric equilibrium in an azo dye involving the naphthalene moiety by UV-vis spectroscopy and quantum chemistry

    Science.gov (United States)

    Ünal, Arslan; Eren, Bilge; Eren, Erdal

    2013-10-01

    Photophysical properties of the azo-hydrazone tautomerism of Eriochrome Blue Black B (1-(1-hydroxy-2-naphthylazo)-2-naphthol-4-sulphonic acid) in DMF, MeCN and water were investigated using UV-visible spectroscopy and quantum chemical calculations. The optimized molecular structure parameters, relative energies, mole fractions, electronic absorption spectra and HOMO-LUMO energies for possible stable tautomeric forms of EBB were theoretically calculated by using hybrid density functional theory, (B3LYP) methods with 6-31G(d) basis set level and polarizable continuum model (PCM) for solvation effect. The effects of varying pH-, dye concentration-, solvent-, temperature-, and time-dependences on the UV-vis spectra of Eriochrome Blue Black B were also investigated experimentally. The calculations showed that the dye exhibited acid-base, azo-hydrazone and aggregate equilibria in DMF solution, while the most probably preferred form in MeCN solution was azo form. Thermodynamic parameters of dimerization reaction in DMF solution proved that entropy was the driving force of this reaction.

  17. Correlation of the solid-state reactivities of racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate and its 4,4'-bipyridine cocrystal with their crystal structures.

    Science.gov (United States)

    Tamboli, Majid I; Bahadur, Vir; Gonnade, Rajesh G; Shashidhar, Mysore S

    2014-11-01

    Racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate, C21H18O8, (1), shows a very efficient intermolecular benzoyl-group migration reaction in its crystals. However, the presence of 4,4'-bipyridine molecules in its cocrystal, C21H18O8·C10H8N2, (1)·BP, inhibits the intermolecular benzoyl-group transfer reaction. In (1), molecules are assembled around the crystallographic twofold screw axis (b axis) to form a helical self-assembly through conventional O-H···O hydrogen-bonding interactions. This helical association places the reactive C6-O-benzoyl group (electrophile, El) and the C4-hydroxy group (nucleophile, Nu) in proximity, with a preorganized El···Nu geometry favourable for the acyl transfer reaction. In the cocrystal (1)·BP, the dibenzoate and bipyridine molecules are arranged alternately through O-H···N interactions. The presence of the bipyridine molecules perturbs the regular helical assembly of the dibenzoate molecules and thus restricts the solid-state reactivity. Hence, unlike the parent dibenzoate crystals, the cocrystals do not exhibit benzoyl-transfer reactions. This approach is useful for increasing the stability of small molecules in the crystalline state and could find application in the design of functional solids.

  18. Dimethyl-Aluminium Complexes Bearing Naphthyl-Substituted Pyridine-Alkylamides as Pro-Initiators for the Efficient ROP of ε-Caprolactone

    Directory of Open Access Journals (Sweden)

    Andrew P. Armitage

    2015-08-01

    Full Text Available Three sterically-enhanced 2-imino-6-(1-naphthylpyridines, 2-{CMe=N(Ar}-6-(1-C10H7C5H3N [Ar = 2,6-i-Pr2C6H3 (L1dipp, 2,4,6-i-Pr3C6H2 (L1tripp, 4-Br-2,6-i-Pr2C6H2 (L1Brdipp], differing only in the electronic properties of the N-aryl group, have been prepared in high yield by the condensation reaction of 2-{CMe=O}-6-(1-C10H7C5H3N with the corresponding aniline. Treatment of L1dipp, L1tripp and L1Brdipp with two equivalents of AlMe3 at elevated temperature affords the distorted tetrahedral 2-(amido-prop-2-yl-6-(1-naphthylpyridine aluminum dimethyl complexes, [2-{CMe2N(Ar}-6-(1-C10H7C5H3N]AlMe2 [Ar = 2,6-i-Pr2C6H3 (1a, 2,4,6-i-Pr3C6H2 (1b, 4-Br-2,6-i-Pr2C6H2 (1c], in good yield. The X-ray structures of 1a–1c reveal that complexation has resulted in concomitant C–C bond formation via methyl migration from aluminum to the corresponding imino carbon in L1aryl; in solution, the restricted rotation of the pendant naphthyl group in 1 confers inequivalent methyl ligand environments. The ring opening polymerization of ε-caprolactone employing 1, in the presence of benzyl alcohol, proceeded efficiently at 30 °C producing polymers of narrow molecular weight distribution with the catalytic activities dependent on the nature of the substituent located at the 4-position of the N-aryl group with the most electron donating i-Pr derivative exhibiting the highest activity (1b > 1a > 1c; at 50 °C 1b mediates 100% conversion of the monomer to polycaprolactone (poly(CL in one hour. In addition to 1a, 1b and 1c, the single crystal X-ray structures are reported for L1dipp and L1tripp.

  19. Synthesis, PASS-Predication and in Vitro Antimicrobial Activity of Benzyl 4-O-benzoyl-α-l-rhamnopyranoside Derivatives.

    Science.gov (United States)

    Matin, Mohammed Mahbubul; Nath, Amit R; Saad, Omar; Bhuiyan, Mohammad M H; Kadir, Farkaad A; Abd Hamid, Sharifah Bee; Alhadi, Abeer A; Ali, Md Eaqub; Yehye, Wageeh A

    2016-08-27

    Benzyl α-l-rhamnopyranoside 4, obtained by both conventional and microwave assisted glycosidation techniques, was subjected to 2,3-O-isopropylidene protection to yield compound 5 which on benzoylation and subsequent deprotection of isopropylidene group gave the desired 4-O-benzoylrhamnopyranoside 7 in reasonable yield. Di-O-acetyl derivative of benzoate 7 was prepared to get newer rhamnopyranoside. The structure activity relationship (SAR) of the designed compounds was performed along with the prediction of activity spectra for substances (PASS) training set. Experimental studies based on antimicrobial activities verified the predictions obtained by the PASS software. Protected rhamnopyranosides 5 and 6 exhibited slight distortion from regular ¹C₄ conformation, probably due to the fusion of pyranose and isopropylidene ring. Synthesized rhamnopyranosides 4-8 were employed as test chemicals for in vitro antimicrobial evaluation against eight human pathogenic bacteria and two fungi. Antimicrobial and SAR study showed that the rhamnopyranosides were prone against fungal organisms as compared to that of the bacterial pathogens. Interestingly, PASS prediction of the rhamnopyranoside derivatives 4-8 were 0.49 < Pa < 0.60 (where Pa is probability 'to be active') as antibacterial and 0.65 < Pa < 0.73 as antifungal activities, which showed significant agreement with experimental data, suggesting rhamnopyranoside derivatives 4-8 were more active against pathogenic fungi as compared to human pathogenic bacteria thus, there is a more than 50% chance that the rhamnopyranoside derivative structures 4-8 have not been reported with antimicrobial activity, making it a possible valuable lead compound.

  20. Synthesis, PASS-Predication and in Vitro Antimicrobial Activity of Benzyl 4-O-benzoyl-α-l-rhamnopyranoside Derivatives

    Science.gov (United States)

    Matin, Mohammed Mahbubul; Nath, Amit R.; Saad, Omar; Bhuiyan, Mohammad M. H.; Kadir, Farkaad A.; Abd Hamid, Sharifah Bee; Alhadi, Abeer A.; Ali, Md. Eaqub; Yehye, Wageeh A.

    2016-01-01

    Benzyl α-l-rhamnopyranoside 4, obtained by both conventional and microwave assisted glycosidation techniques, was subjected to 2,3-O-isopropylidene protection to yield compound 5 which on benzoylation and subsequent deprotection of isopropylidene group gave the desired 4-O-benzoylrhamnopyranoside 7 in reasonable yield. Di-O-acetyl derivative of benzoate 7 was prepared to get newer rhamnopyranoside. The structure activity relationship (SAR) of the designed compounds was performed along with the prediction of activity spectra for substances (PASS) training set. Experimental studies based on antimicrobial activities verified the predictions obtained by the PASS software. Protected rhamnopyranosides 5 and 6 exhibited slight distortion from regular 1C4 conformation, probably due to the fusion of pyranose and isopropylidene ring. Synthesized rhamnopyranosides 4–8 were employed as test chemicals for in vitro antimicrobial evaluation against eight human pathogenic bacteria and two fungi. Antimicrobial and SAR study showed that the rhamnopyranosides were prone against fungal organisms as compared to that of the bacterial pathogens. Interestingly, PASS prediction of the rhamnopyranoside derivatives 4–8 were 0.49 < Pa < 0.60 (where Pa is probability ‘to be active’) as antibacterial and 0.65 < Pa < 0.73 as antifungal activities, which showed significant agreement with experimental data, suggesting rhamnopyranoside derivatives 4–8 were more active against pathogenic fungi as compared to human pathogenic bacteria thus, there is a more than 50% chance that the rhamnopyranoside derivative structures 4–8 have not been reported with antimicrobial activity, making it a possible valuable lead compound. PMID:27618893

  1. Para-(benzoyl)-phenylalanine as a potential inhibitor against LpxC of Leptospira spp.: homology modeling, docking, and molecular dynamics study.

    Science.gov (United States)

    Pradhan, Dibyabhaba; Priyadarshini, Vani; Munikumar, Manne; Swargam, Sandeep; Umamaheswari, Amineni; Bitla, Aparna

    2014-01-01

    Leptospira interrogans, a Gram-negative bacterial pathogen is the main cause of human leptospirosis. Lipid A is a highly immunoreactive endotoxic center of lipopolysaccharide (LPS) that anchors LPS into the outer membrane of Leptospira. Discovery of compounds inhibiting lipid-A biosynthetic pathway would be promising for dissolving the structural integrity of membrane leading to cell lysis and death of Leptospira. LpxC, a unique enzyme of lipid-A biosynthetic pathway was identified as common drug target of Leptospira. Herein, homology modeling, docking, and molecular dynamics (MD) simulations were employed to discover potential inhibitors of LpxC. A reliable tertiary structure of LpxC in complex with inhibitor BB-78485 was constructed in Modeller 9v8. A data-set of BB-78485 structural analogs were docked with LpxC in Maestro v9.2 virtual screening workflow, which implements three stage Glide docking protocol. Twelve lead molecules with better XP Gscore compared to BB-78485 were proposed as potential inhibitors of LpxC. Para-(benzoyl)-phenylalanine - that showed lowest XP Gscore (-10.35 kcal/mol) - was predicted to have best binding affinity towards LpxC. MD simulations were performed for LpxC and para-(benzoyl)-phenylalanine docking complex in Desmond v3.0. Trajectory analysis showed the docking complex and inter-molecular interactions was stable throughout the entire production part of MD simulations. The results indicate para-(benzoyl)-phenylalanine as a potent drug molecule against leptospirosis. An animated Interactive 3D Complement (I3DC) is available in Proteopedia at http://proteopedia.org/w/Journal:JBSD:10.

  2. Antischistosomal activity of acridanone- hydrazones in Cebus monkeys experimentally infected with the SJ strain of Schistosoma mansoni

    Directory of Open Access Journals (Sweden)

    Paulo Marcos Zech Coelho

    1995-09-01

    Full Text Available In this study, four compounds were utilized at the dose of 12.5mg/kg body weight, p.o., to treat Cebus monkeys experimentally infected with about 200 cercariae of Schistosoma mansoni (SJ strain, via transcutaneous route. The oograms performed with rectal snips, as well as stool examinations carried out periodically, showed no viable eggs of the parasite, from day 29 to 226post-treatment. The perfusion undertaken after killing the animals showed absence of worms in the treated monkeys, whereas 83 worms were recovered from the control, thus corroborating the results obtained by means of oograms and coproscopy. These results confirm the efficacy of 9-acridanone- hydrazones previously tested against the LE strain of S. mansoni. The low curative dose and apparent absence of toxicity render these dmgs an important therapeutic reserve, taking into consideration the reports on the resistance of S. mansoni to the modern drugs oxamniquine and praziquantel.No presente trabalho, quatro compostos foram utilizados na dose de 12,5mg/kg de peso, por via oral, em macacos infectados transcutaneamente com cerca de 200 cercárias de Schistosoma mansoni. Os oogramas realizados com fragmentos de mucosa retal e os exames de fezes realizados, periodicamente, demonstraram a ausência de ovos viáveis do parasito a partir do 29- até o 226a dia pós-tratamento. A perfusão, apôs sacrifício dos animais tratados, não detectou vermes, enquanto que do macaco cotztrole 83 vermes foram recuperados, confirmando assim os resultados dos oogramas e da coproscopia. Estes resultados confirmam a eficácia das 9-acridanonas- hydrazonas já observada anteriormente contra a cepa LE de S. mansoni. A baixa dosagem curativa e aparente ausência de toxicidade colocam estas drogas como uma reserva terapêutica importante, tendo em vista o relato de resistência do S. mansoni às drogas modernas oxamniquína e praziquantel.

  3. N-benzoyl-1,5-benzothiazepine and its S-oxide as vasopressin receptor ligands: insight into the active stereochemistry around the seven-membered ring.

    Science.gov (United States)

    Yoneda, Tetsuya; Tabata, Hidetsugu; Tasaka, Tomohiko; Oshitari, Tetsuta; Takahashi, Hideyo; Natsugari, Hideaki

    2015-04-09

    The stereochemistry of N-benzoyl-1,5-benzothiazepine and its S-oxide derivatives as vasopressin receptor ligands was examined in detail by freezing the conformation with a methyl group at the C6 or C9 of 1,5-benzothiazepine. It was revealed that the active forms recognized by the receptors are (cis,aS) for 1,5-benzothiazepine (5-7)-II and (cis,1S,aS) (syn) for its S-oxide (8-10)-II. The C9-methyl derivative of 1,5-benzothiazepine S-oxide (10-II) was designed and synthesized, achieving the putative active syn-isomer.

  4. Synthesis of new 2-acetyl and 2-benzoyl quinoxaline 1,4-di-N-oxide derivatives as anti-Mycobacterium tuberculosis agents.

    Science.gov (United States)

    Jaso, Andrés; Zarranz, Belén; Aldana, Ignacio; Monge, Antonio

    2003-09-01

    A series of 2-acetyl and 2-benzoyl-6(7)-substituted quinoxaline 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. The results show that 2-acetyl-3-methylquinoxaline 1,4-di-N-oxide derivatives with chlorine, methyl or methoxy group in position 7 of the benzene moiety (compounds 2, 4 and 6, respectively) and unsubstituted (3) have good antitubercular activity, exhibiting EC(90)/MIC values between 0.80 and 4.29. In conclusion, the potency, selectivity and low cytotoxicity of these compounds make them valid leads for synthesizing new compounds that possess better activity.

  5. Dependence of Adhesion Property of Epoxidized Natural Rubber (ENR 25)/Ethylene-Propylene-Diene Rubber Blend Adhesives Crosslinked by Benzoyl Peroxide

    OpenAIRE

    B. T. Poh; Y. Y. Teh

    2014-01-01

    The loop tack, peel strength, and shear strength of crosslinked epoxidized natural rubber (ENR 25)/ethylene-propylene-diene rubber (EPDM) blend adhesives were investigated. Coumarone-indene resin, toluene, and benzoyl peroxide were used as the tackifier, solvent, and crosslinking agent, respectively, throughout the experiment. The adhesive was coated on a polyethylene terephthalate (PET) substrate using a SHEEN hand coater at 60 μm and 120 μm coating thickness. It was cured at 80°C for 30 min...

  6. Determination of Benzoyl Peroxide Content in Wheat Flour Based on Spectrophotometry%分光光度法测定小麦面粉中过氧化苯甲酰含量

    Institute of Scientific and Technical Information of China (English)

    张建夫; 任凯; 赵小萍

    2011-01-01

    [目的]用分光光度法测定面粉及面制品中过氧化笨甲酰含量.[方法]在磷酸介质中,过氧化苯甲酰氧化碘化钾生成的碘与淀粉显色,在520 nm波长处有最大吸收峰,建立了淀粉碘化钾体系光度法间接测定微量过氧化苯甲酰的方法.[结果]面粉用无水乙醇溶解通过离心提取过氧化苯甲酰,过氧化苯甲酰的质量浓度在0.032 g/L以内呈线性.[结论]该方法应用于新制小麦面粉中过氧化苯甲酰的测定,回收率在94.3%以上,步骤简单,易操作,现象明显.%[ Objective ]The aim was to determine benzoyl peroxide content in wheat flour and flour products based on spectrophotometry. [ Method] In phosphoric acid medium,potassium iodide oxidized by benzoyl peroxide oxidation,then generated colored iodine and starch,there was maximum absorption peak in 585 nm wavelength,thereby,the starch potassium iodide system spectrophotometry was established to determine benzoyl peroxide. [ Result ] Flour dissolved by ethanol extraction through centrifugal benzoyl peroxid, benzoyl peroxide concentration in the 0.032 g/L or less linearly. [Conclusion]The new method has been applied to wheat flour produced in the determination of benzoyl peroxide,and the recovery is 94.3% and above. The experimental results show that the steps of the method is simple and easy to operate,the phenomenon is obvious.

  7. Formulation and evaluation of a topical niosomal gel containing a combination of benzoyl peroxide and tretinoin for antiacne activity.

    Science.gov (United States)

    Gupta, Ankush; Singh, Sima; Kotla, Niranjan G; Webster, Thomas J

    2015-01-01

    A skin disease, like acne, is very common and normally happens to everyone at least once in their lifetime. The structure of the stratum corneum is often compared with a brick wall, with corneocytes surrounded by the mortar of the intercellular lipid lamellae. One of the best options for successful drug delivery to the affected area of skin is the use of elastic vesicles (niosomes) which can be transported through the skin through channel-like structures. In this study, a combination of tretinoin (keratolytic agent) and benzoyl peroxide (BPO) (a potent antibacterial) was given by using niosomes as promising carriers for the effective treatment of acne by acting on a pathogenic site. In this section, niosomal gel formulation encapsulated drugs have been evaluated for in vitro, ex vivo, and in vivo, for their predetermined characteristics; and finally the stability of the niosome gel was tested at different temperature conditions for understanding of the storage conditions required for maintaining the quality of formulation attributes. The prepared niosome was found to be in the range of 531 nm with a zeta potential of -43 mV; the entrapment efficiencies of tretinoin (TRA) and BPO niosomes were found to be 96.25%±0.56% and 98.75%±1.25%, respectively. The permeated amount of TRA and BPO from the niosomal gel after 24 hours was calculated as 6.25±0.14 μg/cm(2) and 5.04±0.014 μg/cm(2), respectively. A comparative drug retention study in Wistar rat skin using cream, an alcoholic solution, and a niosomal gel showed 11.54 μg, 2.68 μg, and 15.54 μg amounts of TRA and 68.85 μg, 59.98 μg, and 143.78 μg amounts of BPO were retained in the layers of skin, respectively. In vivo studies of the niosomal gel and antiacne cream of TRA and BPO showed that the niosomal gel was more efficacious than the antiacne cream because niosomal gels with a 4.16-fold lower dose of BPO provided the same therapeutic index at targeted sites in comparison to the antiacne cream.

  8. Synthesis and Characterization of Lanthanide(III Nitrate Complexes with Terdentate ONO Donor Hydrazone Derived from 2-Benzimidazolyl Mercaptoaceto Hydrazide and o-Hydroxy Aromatic Aldehyde

    Directory of Open Access Journals (Sweden)

    Vinayak M. Naik

    2011-01-01

    Full Text Available A few eight coordinated complexes of lanthanide(III nitrate with 2-benzimidazolyl mercaptoaceto hydrazone ligand (LH2 with the general formula [Ln(LH2NO2]H2O (where Ln = La, Pr, Nd, Sm and Gd have been synthesized and characterized by elemental analysis, magnetic susceptibility, molar conductance, UV-Visible, IR and 1H NMR spectral studies. The experimental data sustain stoichiometry of 1:2 (metal/ligand for the complexes. The spectral data shows that the ligand reacts in keto form and behaves as monobasic terdentate in nature. The nitrate appears to coordinate in the bidentate fashion to the metal ion. The thermal stabilities of the complexes have been studied by TGA and their kinetic parameters were calculated using Coats-Redfern and MKN methods. The antimicrobial activity studies have been under taken and results are discussed.

  9. Facile green synthesis and potent antimicrobial efficacy of -aminoheteronapthol via tailored Betti’s protocol and their bis-aryl hydrazone click products

    Indian Academy of Sciences (India)

    K M Khandarkar; M D Shanti; M Ahmed; J S Meshram

    2013-11-01

    A series of novel Mannich base and their hydrazone derivatives were synthesized by highly resourceful, chic, simple and green technique with exceptionally facile reaction conditions of one-pot, three component reaction with an array of biologically and pharmaceutically active novel heterocycles. The protocol offers a valuable alternative to known methods and will find applications in the field of green synthesis and antimicrobial study against pathogenic microbes, supporting the development of bioinformatical database of novel and derelict heterocycles. These data indicate their potential to become antifungal agents. The novel products were established by elemental, IR, mass spectroscopic and NMR analysis. The environmental advantages of the method include short reaction time, excellent yield, easy work-up, absence of extraction and chromatographic purification steps.

  10. Computational and ¹³C investigations of the diazadienes and oxazadienes formed via the rearrangement of methylenecyclopropyl hydrazones and oximes.

    Science.gov (United States)

    Chen, Bo; Scott, Mark E; Adams, Bruce A; Hrovat, David A; Borden, Weston Thatcher; Lautens, Mark

    2014-08-01

    Computational and further experimental investigations of the previously reported diazadienes, obtained via the rearrangement of methylenecyclopropyl hydrazone 1 are reported. Calculations at the CCSD(T)/cc-pVTZ//B3LYP/6-31G(d) level of theory indicate that the initially reported product 3 would, if formed, undergo rapid electrocyclic ring opening and, hence, would be unstable under the reaction conditions. Based on this computational prediction, further analysis of the (13)C NMR spectrum, previously attributed to 3, led to the revision of structure 3 to that of its N-tosylaminopyrrole constitutional isomer 11. Similarly, structure 8, formed in the rearrangement of oxime 6, was revised to that of N-hydroxypyrrole 12.

  11. Impact of physicochemical properties of porous silica materials conjugated with dexamethasone via pH-responsive hydrazone bond on drug loading and release behavior

    Science.gov (United States)

    Numpilai, Thanapha; Witoon, Thongthai; Chareonpanich, Metta; Limtrakul, Jumras

    2017-02-01

    The conjugation of dexamethasone (DEX) onto modified-porous silica materials via a pH-responsive hydrazone bond has been reported to be highly efficient method to specifically deliver the DEX to diseased sites. However, the influence of physicochemical properties of porous silica materials has not yet been fully understood. In this paper, the impact of pore sizes, particle sizes and silanol contents on surface functionalization, drug loading and release behavior of porous silica materials conjugated with dexamethasone via pH-responsive hydrazone bond was investigated. The grafting density was found to relate to the number of silanol groups on the surface of porous silica materials. The particle size and macropores of the porous silica materials played an vital role on the drug loading and release behavior. Although the porous silica materials with larger particle sizes possessed a lower grafting density, a larger amount of drug loading could be achieved. Moreover, the porous silica materials with larger particle sizes showed a slower release rate of DEX due to a longer distance for cleaved DEX diffusion out of pores. DEX release rate exhibited pH-dependent, sustained release. At pH 4.5, the amount of DEX release within 10 days could be controlled in the range of 12.74-36.41%, depending on the host material. Meanwhile, less than 1.5% of DEX was released from each of type of the porous silica materials at pH 7.4. The results of silica dissolution suggested that the degradation of silica matrix did not significantly affect the release rate of DEX. In addition, the kinetic modeling studies revealed that the DEX releases followed Korsmeyer-Peppas model with a release exponent (n) ranged from 0.3 to 0.47, indicating a diffusion-controlled release mechanism.

  12. 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

  13. Tuning the constrained photophysics of a pyrazoline dye 3-naphthyl-1-phenyl-5-(4-carboxyphenyl)-2-pyrazoline inside the cyclodextrin nanocavities: A detailed insight via experimental and theoretical approach

    Science.gov (United States)

    Varghese, Beena; Al-Busafi, Saleh N.; Suliman, FakhrEldin O.; Al-Kindy, Salma M. Z.

    2017-02-01

    The modulation in the photophysics of a pyrazoline dye 3-naphthyl-1-phenyl-5-(4-carboxyphenyl)-2-pyrazoline (NPCP), when it drifts from bulk water into the nanocages of aqueous cyclodextrin solutions was investigated. The intramolecular charge transfer (ICT) fluorescence band intensity was found to increase with a blue shift in the presence of cyclodextrins. The results from 1H NMR and 1Hsbnd H COSY NMR spectral analysis clearly points out the position of pyrazoline ring inside the cavity and its role in complexation process. A quantitative assessment of the emission intensity data on Benesi-Hildebrand (B-H) equation along with ESI-MS spectra reveals the probable stoichiometry of NPCP-CD complexes. Molecular docking and molecular dynamics studies were conducted for β/γ cyclodextrin associated inclusion complexes of NPCP. The results obtained by computational studies are in good relation with the data obtained through experimental methods and both ascertain the encapsulation of NPCP into cyclodextrins.

  14. KINETICS OF HYDROLYSIS IN AQUEOUS-SOLUTION OF 1-BENZOYL-1,2,4-TRIAZOLE - THE ROLE OF PAIRWISE AND TRIPLET GIBBS ENERGY INTERACTION PARAMETERS IN DESCRIBING THE EFFECTS OF ADDED SALTS AND ADDED ALCOHOLS

    NARCIS (Netherlands)

    NOORDMAN, WH; BLOKZIJL, W; ENGBERTS, JBF; BLANDAMER, MJ

    1995-01-01

    Kinetic data are reported for the spontaneous hydrolysis of 1-benzoyl-1,2,4-triazole in aqueous solutions at ambient-pressure and 298.2 K, in aqueous solutions containing added ethanol, propanol and sodium chloride. Kinetic-data are also reported for the same reaction in aqueous mixtures of sodium c

  15. Kinetics of hydrolysis in aqueous solution of 1-benzoyl-1,2,4-triazole; the role of pairwise and triplet Gibbs energy interaction parameters in describing the effects of added salts and added alcohols

    NARCIS (Netherlands)

    Noordman, Wouter H.; Blokzijl, Wilfried; Engberts, Jan B.F.N.; Blandamer, Michael J.

    1995-01-01

    Kinetic data are reported for the spontaneous hydrolysis of 1-benzoyl-1,2,4-triazole in aqueous solutions at ambient pressure and 298.2 K, in aqueous solutions containing added ethanol, propanol and sodium chloride. Kinetic data are also reported for the same reaction in aqueous mixtures of sodium c

  16. Correlations Between retention indices and molecular structure of aliphatic alcohols and of their benzoyl derivatives on phenyl substituted polysiloxane stationary phases; Cromatografia en fase gaseosa sobre metilfenilpolisiloxanos. Estructura molecular y parametros de retencion para alcoholes y sus derivados benzoilados

    Energy Technology Data Exchange (ETDEWEB)

    Pias, J. B.; Gasco, L.

    1976-07-01

    The retention indices of aliphatic alcohols of carbon number up to C{sub g}, and of their benzoyl derivatives up to C{sub 7}, were determined in columns packed with Chromo sorb G (AW-DMCS-HP) coated previously with 5% methyl, and methyl phenyl polysiloxanes with increasing polarity (SE-30, 0V-3, 0V-7, 0V-11, 0V-17 and OV-25). Correlations between retention indices and chain length for 1-alcohols, 2-alcohols, 3-alcohols, 1 , on -3-alcohols, 2-methyl-1-alcohols and for their corresponding benzoyl derivatives were calculated at 100, 120 and 140 degree centigree. In alcohols, a -CH{sub 2}- group increases I approximately 100 units, and in their benzoyl derivatives from 80 to 100 units. Dispersion indices {delta}l , and positional and structural increments {delta}I, were evaluated for -OH and benzoyl groups in terms of phase polarity and chain length. Effects of chain length, chain branching and double bond location on retention parameters were also studied. (Author) 23 refs.

  17. Determination of the Tautomeric Equilibria of Pyridoyl Benzoyl -Diketones in the Liquid and Solid State through the use of Deuterium Isotope Effects on 1H and 13C NMR Chemical Shifts and Spin Coupling Constants

    DEFF Research Database (Denmark)

    Hansen, Poul Erik; Borisov, Eugeny V.; Lindon, John C.

    2015-01-01

    The tautomeric equilibria for 2-pyridoyl-, 3-pyridoyl-, and 4-pyridoyl-benzoyl methane have been investigated using deuterium isotope effects on 1H and 13C chemical shifts both in the liquid and the solid state. Equilibria are established both in the liquid and the solid state. In addition, in th...

  18. Low-valent Titanium Induced Reductive Coupling of o-Nitro-phenylazide with Benzoyl Substituted Ketene Dithioacetals: a Novel Synthesis of 4-Aryl-2-methylthio-3H-1,5-benzodiazepines

    Institute of Scientific and Technical Information of China (English)

    李志芳; 张永敏

    2001-01-01

    Treated with the low-valent titanium derived from TiCl4/Sm system, o-nitrophenylazide could produce the intermediate 2in situ, which reacted with benzoyl substituted ketene dithioacetals to afford 4-aryl-2-methylthio-3H-1,5-benzodiazepines in good yields under mild and neutral conditions.

  19. Kinetics of hydrolysis of 1-benzoyl-1,2,4-triazole in aqueous solution as a function of temperature near the temperature of maximum density, and the isochoric controversy

    NARCIS (Netherlands)

    Blandamer, MJ; Buurma, NJ; Engberts, JBFN; Reis, JCR; Buurma, Niklaas J.; Reis, João C.R.

    2003-01-01

    At temperatures above and below the temperature of maximum density, TMD, for water at ambient pressure, pairs of temperatures exist at which the molar volumes of water are equal. First-order rate constants for the pH-independent hydrolysis of 1-benzoyl-1,2,4-triazole in aqueous solution at pairs of

  20. 2-羟基萘甲醛苯甲酰腙衍生物对Al3+的裸眼识别和荧光传感%"Naked-eye" and Fluorescence "Turn-on" Recognition of Al3 + Based on 2-Hydroxy-Naphthalene-Formaldehyde Benzoyl-Hydrazone Derivatives

    Institute of Scientific and Technical Information of China (English)

    陈虹蓉; 伍亚男; 陈仕焰; 马培华; 倪新龙

    2016-01-01

    设计合成了化合物4-羟基苯甲酰-(2-羟基萘甲醛)腙(L)探针,经金属离子识别研究发现探针L对Al3+具有良好的荧光增强识别效果且不受其它金属离子的干扰,且识别过程中溶液的颜色发生了明显变化,可以实现Al3+的可视法检测,核磁滴定、job-plot、基质辅助激光解吸电离飞行时间质谱(MALDI-TOF)等实验结果显示,探针L与Al3+以摩尔比2∶1的方式进行配位.通过对紫外滴定数据的非线性拟合分析,探针L与Al3+的结合常数为1.3×104 L/mol,最低检测限为3.71×10-6 L/mol.因此,该腙类衍生物作为Al3的荧光及比色探针,识别体系线性范围较宽,检测限低,在痕量Al3的检测方面具有潜在的应用价值.

  1. Study on polarities of methylphenylpolysiloxanes in gas chromatography; Estudio sobre las polaridades de metilfenilpolisiloxanos en cromatografia de gases

    Energy Technology Data Exchange (ETDEWEB)

    Pias Barbeira, J. B.; Gasco Sanchez, L.

    1975-07-01

    When studying the correlations between molecular structure and retention parameters in alcohols, alcohol benzoyl derivatives and carbonyl 2,4-dinitrophe nyl hydrazones some anomalies probably due to polarities of methylphenylpolysiloxane stationary phases have been observed. (Author) 31 refs.

  2. Use of neutral capillaries for the enantioseparation of N-benzoylated amino acids by capillary electrophoresis with bromobalhimycin as chiral selector.

    Science.gov (United States)

    Peng, Yongbo; Zhang, Tingting; Wang, Tingting; Liu, Zhenghua; Crommen, Jacques; Jiang, Zhengjin

    2013-05-01

    In this study, the partial filling technique on both polycationic polymer hexadimethrine bromide (HDB) modified capillary and eCAP neutral capillary were systematically compared in order to enhance the enantioseparation ability of bromobalhimycin as CE additive. The separation conditions, such as pH, the plug length, and the concentration of bromobalhimycin, etc., were optimized in order to obtain satisfactory separations. As expected, for all tested 28 N-benzoylated amino acids, up to five times higher enantioresolutions were obtained on the eCAP neutral capillary compared to that on the polycationic polymer hexadimethrine bromide modified capillary. Moreover, 26 of 28 tested racemic compounds were almost baseline- resolved without observing any interference from the front of the plug of bromobalhimycin. Although the limitation of longer running time on the neutral capillary, it allows the use of higher content of bromobalhimycin in the running buffer without any interference on the detection of analytes when enantioseparations are more difficult to obtain.

  3. Synthesis, Structure Characterization, and Cu2+ Recognition of 3-{[3-(Phenylsulfonamido)benzoyl]methylidene}-3,4-dihydroquinoxaline-2(1H)-one

    Institute of Scientific and Technical Information of China (English)

    2006-01-01

    Aryl diketo acid derivatives are one of the most promising HIV-1 integrase(IN) inhibitors. With a view to substitute the critical diketo acid pharmacophore with the diketo benzimidazole unit, the coupling reaction of compound 4 with o -phenylenediamine was carried out. However, the reaction product, compound 5, was confirmed to be 3-{[3-(phenylsulfonamido)benzoyl]methylidene}-3,4-dihydroquinoxaline-2(1H)-one rather than the2-benzimidazole derivative by using X-ray diffraction. Owing to its low solubility in water, the evaluation of the anti-HIV IN activity of the synthesized compound 5 could not be carried out. Consequently, the ion-binding properties of compound 5 in the absence of HIV-1 IN were investigated with UV-Vis spectroscopy in organic solvents. The results show that such a compound can selectively recognize Cu2+ .

  4. SYNTHESIS, COMPUTATIONAL STUDY AND PRELIMINARY PHARMACOLOGICAL EVALUATION OF 2-[4-(2-CHLOROBENZYL/BENZOYL SUBSTITUTED PIPERAZIN-1-YL]-N-PHENYLACETAMIDE: POTENTIAL ANTIPSYCHOTICS

    Directory of Open Access Journals (Sweden)

    Tomar Amita

    2011-06-01

    Full Text Available Benzyl and benzoyl substituted acetamides have been synthesized and evaluated as potential antipsychotic agents. The target compounds (4a-b were prepared by reaction of substituted anilines with chloroacetylchloride which further treated with 2-chlorobenzyl or 2-chlorobenzoyl piperazine in presence of potassium carbonate and potassium iodide as catalyst in acetonitrile. The structures of the target compounds (4a-b were characterized on the basis of their M.P., TLC, IR and 1H-NMR data. Computational studies of target compounds (4a-b were carried out by using software programs. The target compounds showed good similarity with respect to standard drugs. The target compounds (4a-b showed inhibition of 5-HTP induced head twitches behavior and low induction of catalepsy in mice.

  5. Vibrational and theoretical analysis of pentyl-4-benzoyl-1-[2,4-dinitrophenyl]-5-phenyl-1H-pyrazole-3-carboxylate

    Science.gov (United States)

    Arı, Hatice; Büyükmumcu, Zeki; Özpozan, Talat; İlhan, İlhan Özer; Bahadır, Özlem

    2013-06-01

    Infrared spectrum of the compound, pentyl-4-benzoyl-1-[2,4-dinitrophenyl]-5-phenyl-1H-pyrazole-3-carboxylate (PBDPPC) has been measured. Conformational search through relaxed scan has been carried out to find the most stable conformational isomer. After the full geometry optimization for the most stable conformer using B3LYP and BLYP hybrid functionals of Density Functional Theory (DFT), vibrational normal modes have been calculated at the same theoretical levels. Potential Energy Distribution (PED) of each normal mode has been calculated by means of VEDA4 to obtain contributions of internal coordinates to the normal modes. Natural Bond Orbital (NBO) analysis has been performed to get insights into the possible hydrogen bonding sites for all the conformational isomers.

  6. Ultrasound-assisted phase-transfer catalysis: benzoylation of sodium 4-acetylphenoxide by dual-site phase-transfer catalyst in a tri-liquid system.

    Science.gov (United States)

    Yang, Hung-Ming; Chiu, Chun-Cheng

    2011-01-01

    A novel dual-site phase-transfer catalyst (PTC) was prepared and used to conduct the benzoylation of sodium 4-acetylphenoxide by ultrasound-assisted third-liquid phase-transfer catalysis. The catalyst 1,4-bis(tributylammoniomethyl)benzene dibromide (BTBAMBB) was synthesized from the reaction of p-xylylene dibromide and tributylamine in toluene at 70°C. The dual-site PTC was employed to form the third-liquid phase by extra addition of 0.04-0.05 mol of NaCl into 10 cm(3) of water. In the condition of 0.0425 mol of NaCl at 30°C, the catalytic intermediate in the third-liquid phase reached a maximum value. Almost 80% of the catalyst was transferred from the aqueous phase into the third-liquid phase. The distributions of the catalytic intermediate and dual-site PTC between phases and the kinetics of benzoylation of sodium 4-acetylphenoxide catalyzed by BTBAMBB with ultrasound irradiation were performed. The pseudo-first-order kinetic equation was applied to describe the overall reaction. Under ultrasound irradiation (28 kHz/300 W) in a batch reactor, the yield of product 4-acetylphenyl benzoate in the organic phase was 98.1% in 2 min at 30°C and 250 rpm with the apparent rate constant k(app) to be 0.0075 s(-1), which was 6 times faster than that without using ultrasound (yield=14.4%, k(app)=0.0013 s(-1)). The present study provides a green method to synthesize esters by ultrasound-assisted third-liquid phase-transfer catalysis.

  7. Studies on Synthesis of Some Novel Heterocyclic Chalcone, Pyrazoline, Pyrimidine - 2 - One, Pyrimidine - 2 - Thione, para-Acetanilide Sulphonyl and Benzoyl Derivatives and their Antimicrobial Activity

    Directory of Open Access Journals (Sweden)

    Rakesh N. Mistry

    2005-01-01

    Full Text Available 1, 2 - Dichloro benzene on chlorosulphonation by chlorosulphonic acid gives 1, 2 - [dichloro] - benzene sulphonyl chloride which on condensation with p –amino acetophenone gives 1-[acetyl] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative. This derivative undergo condensation with 2,4- dichloro benzaldehyde gives 1- [3” - (sub. phenyl - 2” - propene - 1” - one] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative which on reaction with 99% hydrazine hydrate and glacial acetic acid gives 1-[acetyl]-3- [1’ , 2’ - (dichloro - dibenz sulphonamide] -5 - [2” , 4” - dichloro phenyl] - 2 - pyrazoline derivative. This derivative reacts with various substituted aldehydes to give corresponding substituted chalcone derivatives [1(a-j]. Now, these chalcone derivatives [1(a-j] on condensation with urea gives corresponding substituted pyrimidine - 2 - one derivatives [2(a-j] and on condensation with thio-urea gives corresponding substituted pyrimidine- 2 -thione derivatives [3(a-j]. Further, these chalcone derivatives [1(a-j] on reaction with 99% hydrazine hydrate gives 1 - [1’ - (H - 5’ - (sub. phenyl - 2’ - pyrazoline]- 3 - [1” , 2” - (dichloro - dibenz sulphonamide] - 5 - [2’’’ , 4’’’ - dichloro phenyl]-2- pyrazoline derivatives [4(a-j] as an intermediate compounds, which on condensation with p-acetanilide sulphonyl chloride gives corresponding substituted p - acetanilide sulphonyl derivatives [5(a-j] and on condensation with benzoyl chloride gives corresponding substituted benzoyl derivatives [6(a-j]. Structure elucidation of synthesised compounds has been made on the basis of elemental analysis, I.R. spectral studies and 1H N.M.R. spectral studies. The antimicrobial activity of the synthesised compounds has been studied against the cultures “Staphylococcus aureus”, “Escherichia coli” and “Candela albicans”.

  8. An efficient PEGylated liposomal nanocarrier containing cell-penetrating peptide and pH-sensitive hydrazone bond for enhancing tumor-targeted drug delivery

    Directory of Open Access Journals (Sweden)

    Ding Y

    2015-10-01

    Full Text Available Yuan Ding,1,* Dan Sun,1,* Gui-Ling Wang,1 Hong-Ge Yang,1 Hai-Feng Xu,1 Jian-Hua Chen,2 Ying Xie,1,3 Zhi-Qiang Wang4 1Beijing Key Laboratory of Molecular Pharmaceutics and New Drug Delivery Systems, School of Pharmaceutical Sciences, Peking University, Beijing, 2School of Medicine, Jianghan University, Wuhan, 3State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing, People’s Republic of China; 4Department of Chemistry and Biochemistry, Kent State University Geauga, Burton, OH, USA *These authors contributed equally to this work Abstract: Cell-penetrating peptides (CPPs as small molecular transporters with abilities of cell penetrating, internalization, and endosomal escape have potential prospect in drug delivery systems. However, a bottleneck hampering their application is the poor specificity for cells. By utilizing the function of hydration shell of polyethylene glycol (PEG and acid sensitivity of hydrazone bond, we constructed a kind of CPP-modified pH-sensitive PEGylated liposomes (CPPL to improve the selectivity of these peptides for tumor targeting. In CPPL, CPP was directly attached to liposome surfaces via coupling with stearate (STR to avoid the hindrance of PEG as a linker on the penetrating efficiency of CPP. A PEG derivative by conjugating PEG with STR via acid-degradable hydrazone bond (PEG2000-Hz-STR, PHS was synthesized. High-performance liquid chromatography and flow cytometry demonstrated that PHS was stable at normal neutral conditions and PEG could be completely cleaved from liposome surface to expose CPP under acidic environments in tumor. An optimal CPP density on liposomes was screened to guaranty a maximum targeting efficiency on tumor cells as well as not being captured by normal cells that consequently lead to a long circulation in blood. In vitro and in vivo studies indicated, in 4 mol% CPP of lipid modified system, that CPP exerted higher efficiency on internalizing the liposomes into

  9. Ammonia-treated N-(1-naphthyl) ethylenediamine dihydrochloride as a novel matrix for rapid quantitative and qualitative determination of serum free fatty acids by matrix-assisted laser desorption/ionization-Fourier transform ion cyclotron resonance mass spectrometry

    Energy Technology Data Exchange (ETDEWEB)

    Zhang, Yaping [Department of Biophysics and Structural Biology, Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences and School of Basic Medicine, Peking Union Medical College, 5 Dongdan San Tiao, Beijing 100005 (China); Wang, Yanmin [Department of Clinical Laboratory, Heze Municipal Hospital, Shandong (China); Guo, Shuai; Guo, Yumei; Liu, Hui [Department of Biophysics and Structural Biology, Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences and School of Basic Medicine, Peking Union Medical College, 5 Dongdan San Tiao, Beijing 100005 (China); Li, Zhili, E-mail: lizhili@ibms.pumc.edu.cn [Department of Biophysics and Structural Biology, Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences and School of Basic Medicine, Peking Union Medical College, 5 Dongdan San Tiao, Beijing 100005 (China)

    2013-09-10

    Graphical abstract: -- Highlights: •A novel MALDI matrix for the detection of serum free fatty acids is ammonia-treated N-(1-naphthyl) ethylenediamine dihydrochloride. •Multiple point internal standard calibration curves were constructed for nine FFAs, respectively, with excellent correlation coefficients between 0.991 and 0.999. •The MALDI-MS approach was used to rapidly differentiate the patients with and without hyperglycemia and healthy controls. -- Abstract: The blood free fatty acids (FFAs), which provide energy to the cell and act as substrates in the synthesis of fats, lipoproteins, liposaccharides, and eicosanoids, involve in a number of important physiological processes. In the present study, matrix-assisted laser desorption/ionization-Fourier transform ion cyclotron resonance mass spectrometry (MALDI-FTICR MS) with ammonia-treated N-(1-naphthyl) ethylenediamine dihydrochloride (ATNEDC) as a novel MALDI matrix in a negative ion mode was employed to directly quantify serum FFAs. Multiple point internal standard calibration curves between the concentration ratios of individual fatty acids to internal standard (IS, C{sub 17:0}) versus their corresponding intensity ratios were constructed for C{sub 14:0}, C{sub 16:1}, C{sub 16:0}, C{sub 18:0}, C{sub 18:1}, C{sub 18:2}, C{sub 18:3}, C{sub 20:4}, and C{sub 22:6}, respectively, in their mixture, with correlation coefficients between 0.991 and 0.999 and limits of detection (LODs) between 0.2 and 5.4 μM, along with the linear dynamic range of more than two orders of magnitude. The results indicate that the multiple point internal standard calibration could reduce the impact of ion suppression and improve quantification accuracy in the MALDI mode. The quantitative results of nine FFAs from 339 serum samples, including 161 healthy controls, 118 patients with hyperglycemia and 60 patients without hyperglycemia show that FFAs levels in hyperglycemic patient sera are significantly higher than those in healthy

  10. Effect of the protonophore carbonyl cyanide-p-trifluoromethoxyphenyl-hydrazon on the glutamate release from rat brain nerve terminals under altered gravity conditions.

    Science.gov (United States)

    Borisova, T.; Krisanova, N.

    L-glutamate acts within the mammalian central nervous system as the predominant excitatory neurotransmitter and as a potent neurotoxin The balance between these physiological and pathological actions of glutamate is thought to be kept in check by the rapid removal of the neurotransmitter from the synaptic cleft The majority of uptake is mediated by the high-affinity Na -dependent glutamate transporters Depolarization leads to stimulation of glutamate efflux mediated by reversal of the high-affinity glutamate transporters The effects of the protonophore carbonyl cyanide-p-trifluoromethoxyphenyl-hydrazon FCCP on the glutamate release from isolated nerve terminals rat brain synaptosomes were investigated in control and after centrifuge-induced hypergravity rats were rotated in a long-arm centrifuge at ten-G during one-hour period The treatment of synaptosomes with 1 mu M FCCP during 11 min resulted in the increase in L- 14 C glutamate release by 23 0 pm 2 3 of total accumulated synaptosomal label in control animals and 24 0 pm 2 3 animals subjected to hypergravity FCCP evoked release of L- 14 C glutamate from synaptosomes was not altered in animals exposed to hypergravity as compared to control Glutamate transport is of electrogenic nature and thus depends on the membrane potential The high-KCl stimulated L- 14 C glutamate release in Ca 2 -free media occurred due to reversal of the glutamate transporters Carrier --mediated release of L- 14 C glutamate 6 min slightly increased as a result of

  11. Antimicrobial Activity and Spectral, Magnetic and Thermal Studies of Some Transition Metal Complexes of a Schiff Base Hydrazone Containing a Quinoline Moiety

    Directory of Open Access Journals (Sweden)

    Nora H Al-Sha’alan

    2007-05-01

    Full Text Available A series of new copper(II, cobalt(II, nickel(II, manganese(II, iron(III, and uranyl(VI complexes of the Schiff base hydrazone 7-chloro-4-(benzylidene-hydrazoquinoline (HL were prepared and characterized. The Schiff base behaves as a monobasic bidentate ligand. Mononuclear complexes with the general composition [ML2(Clm(H2O2(OEtn]·xEtOH (M = Cu(II, Co(II, Ni(II, Mn(II, Fe(III or UO2(VI; m and n = 0-1; x = 1-3 were obtained in the presence of Li(OH as a deprotonating agent. The nature of bonding and the stereochemistry of the complexes have been deduced from elemental analyses, infrared, electronic spectra, magnetic susceptibility and conductivity measurements. An octahedral geometry was suggested for all the complexes except the Cu(II and UO2(VI ones. The Cu(II complex has a square-planar geometry distorted towards tetrahedral, while the UO2(VI complex displays its favored heptacoordination. The Schiff base ligand, HL, and its complexes were tested against one strain Gram +ve bacteria (Staphylococcus aureus, Gram -ve bacteria (Escherichia coli, and Fungi (Candida albicans. The prepared metal complexes exhibited higher antibacterial activities than the parent ligand and their biopotency is discussed.

  12. Conjugating an anticancer drug onto thiolated hyaluronic acid by acid liable hydrazone linkage for its gelation and dual stimuli-response release.

    Science.gov (United States)

    Fu, Chaoping; Li, Hailiang; Li, Nannan; Miao, Xiangwan; Xie, Minqiang; Du, Wenjun; Zhang, Li-Ming

    2015-09-05

    A prodrug gelation strategy was developed for the sustained and dual stimuli-response release of doxorubicin hydrochloride (DOX·HCl), a commonly used anticancer drug. For this purpose, the chemical conjugation of DOX·HCl onto thiolated hyaluronic acid (HA) was carried out by an acid liable hydrazone linkage and verified by (1)H NMR analyses. When exposed to the air, such a polysaccharide conjugate showed unique self-gelation ability in aqueous solution. The gelation time and extent depended mainly on the content of thiol groups on thiolated HA. The resultant hydrogel exhibited a dominant elastic response and a thixotropic property. In particular, it could release sustainably conjugated DOX·HCl in dual pH- and reduction-responsive modes. The cumulative drug release was found to be significantly accelerated under the conditions mimicking the intracellular environments of cancer cells. The in vitro cytotoxicity assays for the human nasopharyngeal carcinoma CNE2 cells treated with various release media confirmed the effectiveness of this conjugate hydrogel for cancer cell inhibition.

  13. Simple and sensitive method for the quantification of total bilirubin in human serum using 3-methyl-2-benzothiazolinone hydrazone hydrochloride as a chromogenic probe

    Science.gov (United States)

    Nagaraja, Padmarajaiah; Avinash, Krishnegowda; Shivakumar, Anantharaman; Dinesh, Rangappa; Shrestha, Ashwinee Kumar

    2010-11-01

    We here describe a new spectrophotometric method for measuring total bilirubin in serum. The method is based on the cleavage of bilirubin giving formaldehyde which further reacts with diazotized 3-methyl-2-benzothiazolinone hydrazone hydrochloride giving blue colored solution with maximum absorbance at 630 nm. Sensitivity of the developed method was compared with Jendrassik-Grof assay procedure and its applicability has been tested with human serum samples. Good correlation was attained between both methods giving slope of 0.994, intercept 0.015, and R2 = 0.997. Beers law obeyed in the range of 0.068-17.2 μM with good linearity, absorbance y = 0.044 Cbil + 0.003. Relative standard deviation was 0.006872, within day precision ranged 0.3-1.2% and day-to-day precision ranged 1-6%. Recovery of the method varied from 97 to 102%. The proposed method has higher sensitivity with less interference. The obtained product was extracted and was spectrally characterized for structural confirmation with FT-IR, 1H NMR.

  14. Interaction of Di-2-pyridylketone 2-pyridine Carboxylic Acid Hydrazone and Its Copper Complex with BSA: Effect on Antitumor Activity as Revealed by Spectroscopic Studies.

    Science.gov (United States)

    Li, Cuiping; Huang, Tengfei; Fu, Yun; Liu, Youxun; Zhou, Sufeng; Qi, Zhangyang; Li, Changzheng

    2016-04-28

    The drug, di-2-pyridylketone-2-pyridine carboxylic acid hydrazone (DPPCAH) and its copper complex (DPPCAH-Cu) exhibit significant antitumor activity. However, the mechanism of their pharmacological interaction with the biological molecule bovine serum albumin (BSA) remains poorly understood. The present study elucidates the interactions between the drug and BSA through MTT assays, spectroscopic methods and molecular docking analysis. Our results indicate that BSA could attenuate effect on the cytotoxicity of DPPCAH, but not DPPCAH-Cu. Data from fluorescence quenching measurements demonstrated that both DPPCAH and DPPCAH-Cu could bind to BSA, with a reversed effect on the environment of tryptophan residues in polarity. CD spectra revealed that the DPPCAH-Cu exerted a slightly stronger effect on the secondary structure of BSA than DPPCAH. The association constant of DPPCAH with BSA was greater than that of DPPCAH-Cu. Docking studies indicated that the binding of DPPCAH to BSA involved a greater number of hydrogen bonds compared to DPPCAH-Cu. The calculated distances between bound ligands and tryptophans in BSA were in agreement with fluorescence resonance energy transfer results. Thus, the binding affinity of the drug (DPPCAH or DPPCAH-Cu) with BSA partially contributes to its antitumor activity; the greater the drug affinity is to BSA, the less is its antitumor activity.

  15. Effect of acetate and nitrate anions on the molecular structure of 3-(hydroxyimino)-2-butanone-2-(1H-benzimidazol-2-yl)hydrazone

    Science.gov (United States)

    Kamat, Vinayak; Naik, Krishna; Revankar, Vidyanand K.

    2017-04-01

    A novel Schiff base ligand 3-(hydroxyimino)-2-butanone-2-(1H-benzimidazol-2-yl)hydrazone has been synthesized by the condensation reaction of 2-Hydrazinobenzimidazole with diacetyl monoxime in presence of acetic acid catalyst. The ligand has crystallized as its acetate salt, due to the charge-assisted hydrogen bonding between protonated benzimidazole ring and acetate anion. Efforts to synthesize the zinc(II) complex of the title compound, has resulted in the formation of a nitrate salt of the ligand, instead of coordination complex of zinc(II). Acetate salt has crystallized in monoclinic P 21/n, while the nitrate salt has crystallized in a triclinic crystal system with P -1 space group. Hirshfeld surface analysis is presented for both of the crystal structures. Structures of synthesized molecules are even computationally optimized using DFT. A comparative structural approach between the synthesized molecules and DFT optimized structure of bare ligand without any counterions is analyzed in terms of bond parameters. Hydrogen bonding is explained keeping the anions as the central dogma. Mass fragmentation pattern of the organic molecule and comparative account of IR, 1H and 13C NMR chemical shifts are also presented. Compounds are screened for their antibacterial and antifungal potencies against few pathogenic microorganisms. The organic motif is found be an excellent antifungal agent.

  16. Nickel(II) diacetyl monoxime-2-pyridyl hydrazone complex can inhibit Ehrlich solid tumor growth in mice: A potential new antitumor drug.

    Science.gov (United States)

    Saad, Entsar A; Hassanien, Mohamed M; El-Lban, Faten W

    2017-03-11

    The chief chemotherapeutic drug, cisplatin had common bad effects such as nephrotoxicity, ototoxicity and bone marrow depression. This led us to develop a new potential anticancer drug based on nickel metal ion that may be less toxic. Nickel(II) diacetyl monoxime-2-pyridyl hydrazone complex cytoprotective effect, superoxide dismutase (SOD)-like activity and anticancer activities were studied. In vitro, the complex showed SOD-like activity of 86.62%. It was capable to kill 90.2% of Ehrlich ascites carcinoma (EAC) cells and to protect 92.48% of human RBCs. In vivo, the complex lowered the tumor burden markedly in a concentration-dependent manner. Noticeably, solid tumor growth was suppressed; tumor volume and weight were reduced and mice life span was lengthened. The hematological indices were improved, catalase activity was re-elevated and malondialdehyde (MDA) level was reversed towards normal. Nucleic acids, cholesterol, triglycerides, liver enzymes, urea and creatinine contents were reduced to near normal ranges. Glutathione (GSH), SOD, albumin and total protein levels were increased. In conclusion, our results revealed that the complex has the ability to suppress Ehrlich solid tumor growth in mice with minimal side effects. This may possibly via its redox activity. Surprisingly, nickel complex antitumor activities were more potent than those of cisplatin.

  17. Reactivity Differences between [alpha, beta]-Unsaturated Carbonyls and Hydrazones Investigated by Experimental and Theoretical Electron Density and Electron Localizability Analyses

    Energy Technology Data Exchange (ETDEWEB)

    Grabowsky, Simon; Weber, Manuela; Jayatilaka, Dylan; Chen, Yu-Sheng; Grabowski, Matthias T.; Brehme, Rainer; Hesse, Malte; Schirmeister, Tanja; Luger, Peter (UWA); (Wurzburg); (UC); (Berlin)

    2012-10-11

    It is still a challenge to predict a compound's reactivity from its ground-state electronic nature although Bader-type topological analyses of the electron density (ED) and electron localizability indicator (ELI) give detailed and useful information on electron concentration and electron-pair localization, respectively. Both ED and ELI can be obtained from theoretical calculations as well as high-resolution X-ray diffraction experiments. Besides ED and ELI descriptors, the delocalization index is used here; it is likewise derived from theoretical calculations as well as from experimental X-ray results, but in the latter case, demonstrated here for the first time. We investigate {alpha},{beta}-unsaturated carbonyl and hydrazone compounds because resonance exhibited by these compounds in the electronic ground-state determines their reactive behavior. The degree of resonance as well as the reactivity contrast are quantified with the electronic descriptors. Moreover, competitive mesomeric substituent effects are studied using the two biologically important compounds acrolein and acrylamide. The reactivity differences predicted from the analyses are in line with the known reactivity of these compounds in organic synthesis. Hence, the capability of the ED and ELI for rationalizing and predicting different and competing substituent effects with respect to reactivity is demonstrated.

  18. A moderate metal-binding hydrazone meets the criteria for a bioinorganic approach towards Parkinson's disease: Therapeutic potential, blood-brain barrier crossing evaluation and preliminary toxicological studies.

    Science.gov (United States)

    Cukierman, Daphne Schneider; Pinheiro, Ana Beatriz; Castiñeiras-Filho, Sergio L P; da Silva, Anastácia Sá P; Miotto, Marco C; De Falco, Anna; de P Ribeiro, Thales; Maisonette, Silvia; da Cunha, Alessandra L M C; Hauser-Davis, Rachel A; Landeira-Fernandez, J; Aucélio, Ricardo Q; Outeiro, Tiago F; Pereira, Marcos D; Fernández, Claudio O; Rey, Nicolás A

    2017-02-22

    Alzheimer's and Parkinson's diseases share similar amyloidogenic mechanisms, in which metal ions might play an important role. In this last neuropathy, misfolding and aggregation of α-synuclein (α-Syn) are crucial pathological events. A moderate metal-binding compound, namely, 8-hydroxyquinoline-2-carboxaldehyde isonicotinoyl hydrazone (INHHQ), which was previously reported as a potential 'Metal-Protein Attenuating Compound' for Alzheimer's treatment, is well-tolerated by healthy Wistar rats and does not alter their major organ weights, as well as the tissues' reduced glutathione and biometal levels, at a concentration of 200mgkg(-1). INHHQ definitively crosses the blood-brain barrier and can be detected in the brain of rats so late as 24h after intraperitoneal administration. After 48h, brain clearance is complete. INHHQ is able to disrupt, in vitro, anomalous copper-α-Syn interactions, through a mechanism probably involving metal ions sequestering. This compound is non-toxic to H4 (human neuroglioma) cells and partially inhibits intracellular α-Syn oligomerization. INHHQ, thus, shows definite potential as a therapeutic agent against Parkinson's as well.

  19. A highly selective turn-on fluorescent probe for hypochlorous acid based on hypochlorous acid-induced oxidative intramolecular cyclization of boron dipyrromethene-hydrazone

    Energy Technology Data Exchange (ETDEWEB)

    Chen, Wei-Chieh; Venkatesan, Parthiban; Wu, Shu-Pao, E-mail: spwu@mail.nctu.edu.tw

    2015-07-02

    Highlights: • A BODIPY-based fluorescent probe for sensing HOCl was developed. • The probe utilizes the HOCl-promoted cyclization in response to the amount of HOCl. • The probe might have application in the investigation of HOCl in biological systems. - Abstract: A BODIPY-based fluorescent probe, HBP, was developed for the detection of hypochlorous acid based on the specific hypochlorous acid-promoted oxidative intramolecular cyclization of heterocyclic hydrazone in response to the amount of HOCl. The reaction is accompanied by a 41-fold increase in the fluorescent quantum yield (from 0.004 to 0.164). The fluorescence intensity of the reaction between HOCl and HBP is linear in the HOCl concentration range of 1–8 μM with a detection limit of 2.4 nM (S/N = 3). Confocal fluorescence microscopy imaging using RAW264.7 cells showed that the new probe HBP could be used as an effective fluorescent probe for detecting HOCl in living cells.

  20. KINETICS OF NEUTRAL HYDROLYSIS OF 1-BENZOYL-3-PHENYL-1,2,4-TRIAZOLE IN HIGHLY AQUEOUS-MEDIA - ANALYSIS OF EFFECTS OF ADDED ETHANOL AND PROPAN-1-OL IN TERMS OF PAIRWISE GROUP-INTERACTION PARAMETERS

    NARCIS (Netherlands)

    BENAK, H; ENGBERTS, JBFN; BLANDAMER, MJ

    1992-01-01

    Over the range 288.15 less-than-or-equal-to T/K less-than-or-equal-to 333.15, the first-order rate constant for the neutral hydrolysis of 1-benzoyl-3-phenyl-1,2,4-triazole in aqueous solutions (pH ca. 4) decreases when either ethanol or propan-1-ol is added. The kinetic data are analysed in terms of

  1. Characterization and heterologous expression of hydroxycinnamoyl/benzoyl-CoA:anthranilate N-hydroxycinnamoyl/benzoyltransferase from elicited cell cultures of carnation, Dianthus caryophyllus L.

    Science.gov (United States)

    Yang, Q; Reinhard, K; Schiltz, E; Matern, U

    1997-12-01

    Benzoyl-CoA:anthranilate N-benzoyltransferase catalyzes the first committed reaction of phytoalexin biosynthesis in carnation (Dianthus caryophyllus L.), and the product N-benzoylanthranilate is the precursor of several sets of dianthramides. The transferase activity is constitutively expressed in suspension-cultured carnation cells and can be rapidly induced by the addition of yeast extract. The enzyme was purified to homogeneity from yeast-induced carnation cells and shown to consist of a single polypeptide chain of 53 kDa. Roughly 20% of the sequence was identified by micro-sequencing of tryptic peptides, and some of these sequences differed in a few amino acid residues only suggesting the presence of isoenzymes. A specific 0.8 kb cDNA probe was generated by RT-PCR, employing degenerated oligonucleotide primers complementary to two of the tryptic peptides and using poly(A)+ RNA from elicited carnation cells. Five distinct benzoyltransferase clones were isolated from a cDNA library, and three cDNAs, pchcbt1-3, were sequenced and shown to encode full-size N-benzoyltransferases. The translated peptide sequences revealed more than 95% identity among these three clones. The additional two clones harbored insert sequences mostly homologous with pchcbt 1 but differing in the 3'-flanking regions due to variable usage of poly(A) addition sites. The identity of the clones was confirmed by matching the translated polypeptides with the tryptic enzyme sequences as well as by the activity of the benzoyltransferase expressed in Escherichia coli. Therefore, carnation encodes a small family of anthranilate N-benzoyltransferase genes. In vitro, the benzoyltransferases exhibited narrow substrate specificity for anthranilate but accepted a variety of aromatic acyl-CoAs. Catalytic rates with cinnamoyl- or 4-coumaroyl-CoA exceeded those observed with benzoyl-CoA, although the corresponding dianthramides did not accumulate in vivo. Thus the cDNAs described represent also the first

  2. The characterization of electroplex generated from the interface between 2-(4-trifluoromethyl-2-hydroxyphenyl)benzothiazole] zinc and N,N'-diphenyl-N,N'- bis(1-naphthyl)-(1,1'-biphenyl)-4,4'-diamine

    Science.gov (United States)

    Zhang, Ye; Hao, Yuying; Meng, Weixin; Xu, Huixia; Wang, Hua; Xu, Bingshe

    2012-03-01

    The electroplex between (2-(4-trifluoromethyl-2-hydroxyphenyl)benzothiazole) zinc [Zn(4-TfmBTZ)2] as an electron-acceptor and N,N'-diphenyl-N,N'-bis(1-naphthyl)-(1,1'-biphenyl)-4,4'-diamine (NPB) as an electron-donor was characterized by bilayer, blend, and multilayer quantum-well (MQW) device, respectively. The blend composition and quantum-well number are effective parameters for tuning electroluminescence color. White light with high color purity and color rendering index (CRI) was observed from these devices based on Zn(4-TfmBTZ)2/NPB. Moreover, the blend and MQW devices all exhibit high operation stability, hence excellent color stability. For the device with 5 mol% NPB in blend layer, its Commission International Del'Eclairage (CIE) coordinate region is x=0.28-0.31, y=0.33-0.35 and CRI is 83.3-91.2 at 5-9 V. For MQW structure device with NPB of 60 nm thickness, its CIE coordinate region is x=0.29-0.32, y=0.31-0.34 and CRI=87.9-92.5 at 10-15 V. Such high color stability and purity and CRI, being close to ideal white light, are of current important for white OLED.

  3. C60/N,N'-bis(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine:MoO3 as the interconnection layer for high efficient tandem blue fluorescent organic light-emitting diodes.

    Science.gov (United States)

    Wu, Xiaoming; Bi, Wentao; Hua, Yulin; Sun, Jin'e; Xiao, Zhihui; Wang, Li; Yin, Shougen

    2013-06-17

    The high efficient tandem blue fluorescent organic light emitting diodes (OLEDs) with the transparent interconnection layer (ICL) of fullerence (C60)/Molybdenum oxide (MoO3)-doped N,N'-bis(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine (NPB) were presented. A stack consisting of 0.5 nm of LiF and 1 nm of Ca, which is located from C60 to adjacent electron transporting layer is used as an electron injection layer. The experiment results indicate that the luminance of the tandem device is basically equal to that of the traditional single-unit device, but the current density of the tandem device is much less than that of the single-unit device under a same luminance. The current efficiency and the maximal power efficiency of tandem device with LiF/Ca/C60/NPB:MoO3/MoO3-based interconnection layer have been approximately enhanced by 250% and 126%, respectively. In addition, we also analyze that the mechanism of the efficiency enhancement is ascribed to the effective charge separation and transport of the ICL in tandem OLEDs.

  4. Photo-Fries rearrangements of 1-naphthyl (R-2-phenylpropanoate in poly(vinyl acetate and ethyl acetate: influence of medium polarity and polymer relaxation on motions of singlet radical pairs

    Directory of Open Access Journals (Sweden)

    Xu Jinqi

    2006-01-01

    Full Text Available Both the regio- and stereo-chemistries of the photoreactions of 1-naphthyl (R-2-phenylpropanoate have been investigated in poly(vinyl acetate films in their glassy (at 5masculineC and melted (at 50masculineC states and in ethyl acetate. These results are compared with those from irradiations in polyethylene films and in n-hexane. The regioselectivity of the intermediate 1-naphthoxy/(R-2-phenylpropanoyl radical pair combinations is much higher in both the melt and glassy states of poly(vinyl acetate films than that in the melt state of completely amorphous polyethylene films, but the stereoselectivity of intermediate prochiral 1-naphthoxy/1-phenylethyl radical pair combinations is much lower in poly(vinyl acetate. The results emphasize the need to control the ratio between the rates of radical tumbling and translation, as well as the ratio between the rates of in-cage motions and cage-escape, if high stereo- and regio-selectivities of combination products are to be achieved. A mechanistic picture of how the radicals of the intermediate pairs are affected by and interact with the various media is advanced.

  5. Recent advances in the use of adapalene 0.1%/benzoyl peroxide 2.5% to treat patients with moderate to severe acne.

    Science.gov (United States)

    Leyden, James

    2016-01-01

    The central role of inflammation in acne is now more clearly understood. Adapalene, a third-generation topical retinoid, down-regulates toll-like receptor 2 expression and inhibits activator protein-1 activity. In a fixed-dose combination, adapalene and benzoyl peroxide (BPO) act synergistically on inflammatory patterns through regulation of innate immunity. In addition to reducing inflammatory and non-inflammatory lesions, adapalene/BPO helps prevent lesion and microcomedone formation. The combination of a topical retinoid and antimicrobial agent remains the preferred approach for almost all patients with acne. In cases of more severe disease, there is a clinical benefit in combining adapalene/BPO with an oral antibiotic for 12 weeks. Most recently, adapalene/BPO plus doxycycline 200 mg was found to be highly effective when compared with isotretinoin in the treatment of patients with severe acne with nodules. Long-term maintenance therapy is needed for most patients. Retinoids are the preferred agents, with BPO added in patients with more severe disease if needed. Adapalene is anticomedogenic, reduces comedones and has anti-inflammatory properties, while BPO is a unique antimicrobial agent not shown to induce microbial resistance after more than 50 years of use. Maintenance therapy for 6 months with adapalene/BPO prevents relapse among patients with severe acne and continues to reduce disease symptoms.

  6. Synthesis, Characterization and Antimicrobial Activity of Potassium Hydro(benzoyl)(phthalyl)borate and Its Cobalt(Ⅱ), Nickel(Ⅱ), and Copper(Ⅱ) Complexes

    Institute of Scientific and Technical Information of China (English)

    SHARMA, Guruaribam, Shashikumar; SHEIKH, Rayees, Ahmad; SHREAZ, Sheikh; HASHMI, Athar, Adil; KHAN, Luqrnan, Ahmad

    2009-01-01

    A new organoborate ligand, hydro(benzoyl)(phthalyl)borate has been synthesized as its potassium salt (KL) and M=Cu(Ⅱ)]. All compounds were characterized by elemental analysis, DTIR, 1H NMR, ESI MS, UV-Vis techniques, conductivity and magnetic data measurements. Spectroscopic results suggest a square planar geometry in the Cu(Ⅱ) complex, while the Co(Ⅱ) and Ni(Ⅱ) complexes possess an octahedral geometry. Antibacterial activities (in vitro) of the ligand and its metal complexes were studied against two Gram positive (B. subtillis and B. magterium) and two Gram negative bacteria (E. Coli and S. boydi) at a single concentration (75 μg/mL) by using the Disc diffusion method. Antifungal activities (in vitro) were also checked for the compounds by using the same method against Candida albicans 10261, Penicillium sp. and Asperjillius niger., at a single concentration (50 μg/mL). The results showed that all the metal complexes, specially the nickel(Ⅱ) complex, have higher antibacterial and antifungal ac- tivities than the corresponding potassium salt.

  7. 5-Benzoyl-2-(5-bromo-1H-indol-3-yl-4-(4-methoxyphenyl-1H-pyrrole-3-carbonitrile

    Directory of Open Access Journals (Sweden)

    G. Vimala

    2016-05-01

    Full Text Available In the title compound, C27H18BrN3O, the indole and central pyrrole ring systems are inclined to one another by 13.15 (15°. The carbonitrile group is almost coplanar with its attached pyrrole ring, the C[triple-bond]N bond making a dihedral angle of 1.9 (2° with the ring plane. The 4-methoxybenzene ring and the benzoyl ring are inclined to the central pyrrole ring by 55.1 (2 and 51.5 (2°, respectively. The dihedral angle between these two benzene rings is 37.68 (17°. In the crystal, molecules are linked by pairs of N—H...N hydrogen bonds, forming inversion dimers with an R22(16 ring motif. The dimers are linked by offset π–π interactions [intercentroid distance = 3.614 (2 Å], which leads to the formation of chains propagating in the [010] direction.

  8. Synthesis and anticancer activity evaluation of new 2-alkylcarbonyl and 2-benzoyl-3-trifluoromethyl-quinoxaline 1,4-di-N-oxide derivatives.

    Science.gov (United States)

    Zarranz, Belén; Jaso, Andrés; Aldana, Ignacio; Monge, Antonio

    2004-07-01

    As a continuation of our research in quinoxaline 1,4-di-N-oxide and with the aim of obtaining new anticancer agents, which can improve the current chemotherapeutic treatments, new series of 2-alkylcarbonyl and 2-benzoyl-3-trifluoromethylquinoxaline 1,4-di-N-oxide derivatives have been synthesized and evaluated for in vitro antitumor activity against a 3-cell line panel, consisting of MCF7 (breast), NCI-H460 (lung), and SF-268 (CNS). These active compounds were then evaluated in the full panel of 60 human tumor cell lines derived from nine cancer cell types. The results have shown that, in general, anticancer activity depends on the substituents in the carbonyl group, improving in the order: ethyl

  9. Interaction Study of 2,6-Bis[4-(4-amino-2-trifluoromethyl phenoxy)benzoyl] Pyridine with Human Immunoglobulin by Optical Spectroscopy and Molecular Modeling

    Institute of Scientific and Technical Information of China (English)

    HE Wenying; ZHANG Qiongmei; GAO Wenhua; DONG Yuming; YAO Xiaojun

    2009-01-01

    The interaction between human immunoglobulin (HIgG) and BAFP (2,6-bis[4-(4-amino-2-trifluoromethyl phenoxy)benzoyl] pyridine was studied by fluorescence quenching, Fourier transform infrared (FT-IR) spectra and molecule modeling. The synchronous fluorescence spectra indicated the information on qualitative changes of the pro-tein secondary structure in the presence of BAFP in aqueous solution. The quantitative alterations of the protein sec-ondary structure were estimated by the evidences from FT-IR spectra with increases of α helices by about 2.6%-10.2%, increases of β-sheet structure by about 13.6%-27.7%, and reductions of β-turn structure by about 23.8%-30.3%. Molecular docking suggests that BAFP can strongly bind to HIgG. There are four hydrogen bond interac-tions between the drug and the residues Trp 170, Val 105, Met 139 and Asn 52. It was also considered that BAFP bound to HIgG mainly by a hydrophobic interaction, which is in good agreement with the results from the experi-mental thermodynamic parameters (the enthalpy change △Hθ and the entropy change △Sθ were calculated to be-6.70 kJ·mol-1 and 71.93 J·mol-1·K-1,respectively, according to the Van't Holf equation).

  10. Benzoyl peroxide formulated polycarbophil/carbopol 934P hydrogel with selective antimicrobial activity, potentially beneficial for treatment and prevention of bacterial vaginosis.

    Science.gov (United States)

    Xu, Shiqi; Cavera, Veronica L; Rogers, Michael A; Huang, Qingrong; Zubovskiy, Konstantin; Chikindas, Michael L

    2013-01-01

    The human vagina is colonized by a variety of indigenous microflora; in healthy individuals the predominant bacterial genus is Lactobacillus while those with bacterial vaginosis (BV) carry a variety of anaerobic representatives of the phylum Actinobacteria. In this study, we evaluated the antimicrobial activity of benzoyl peroxide (BPO) encapsulated in a hydrogel against Gardnerella vaginalis, one of the causative agents of BV, as well as indicating its safety for healthy human lactobacilli. Herein, it is shown that in well diffusion assays G. vaginalis is inhibited at 0.01% hydrogel-encapsulated BPO and that the tested Lactobacillus spp. can tolerate concentrations of BPO up to 2.5%. In direct contact assays (cells grown in a liquid culture containing hydrogel with 1% BPO or BPO particles), we demonstrated that hydrogels loaded with 1% BPO caused 6-log reduction of G. vaginalis. Conversely, three of the tested Lactobacillus spp. were not inhibited while L. acidophilus growth was slightly delayed. The rheological properties of the hydrogel formulation were probed using oscillation frequency sweep, oscillation shear stress sweep, and shear rate sweep. This shows the gel to be suitable for vaginal application and that the encapsulation of BPO did not alter rheological properties.

  11. Investigation of the formation of benzoyl peroxide, benzoic anhydride, and other potential aerosol products from gas-phase reactions of benzoylperoxy radicals

    Science.gov (United States)

    Strollo, Christen M.; Ziemann, Paul J.

    2016-04-01

    The secondary organic aerosol (SOA) products of the reaction of benzaldehyde with Cl atoms and with OH radicals in air in the absence of NOx were investigated in an environmental chamber in order to better understand the possible role of organic peroxy radical self-reactions in SOA formation. SOA products and authentic standards were analyzed using mass spectrometry and liquid chromatography, and results show that the yields of benzoyl peroxide (C6H5C(O)OO(O)CC6H5) and benzoic anhydride (C6H5C(O)O(O)CC6H5), two potential products from the gas-phase self-reaction of benzoylperoxy radicals (C6H5C(O)OO·), were less than 0.1%. This is in contrast to results of recent studies that have shown that the gas-phase self-reactions of β-nitrooxyperoxy radicals formed from reactions of isoprene with NO3 radicals form dialkyl peroxides that contribute significantly to gas-phase and SOA products. Such reactions have also been proposed to explain the gas-phase formation of extremely low volatility dimers from autooxidation of terpenes. The results obtained here indicate that, at least for benzoylperoxy radicals, the self-reactions form only benzoyloxy radicals. Analyses of SOA composition and volatility were inconclusive, but it appears that the SOA may consist primarily of oligomers formed through heterogeneous/multiphase reactions possibly involving some combination of phenol, benzaldehyde, benzoic acid, and peroxybenzoic acid.

  12. Densities, Ultrasonic Speeds, Viscosities and Refractive Indices of Binary Mixtures of Benzene with Benzyl Alcohol,Benzonitrile, Benzoyl Chloride and Chlorobenzene at 303.15 K

    Institute of Scientific and Technical Information of China (English)

    ALI,A.; PANDEY,J.D.; SONI,N.K.; NAIN,A.K.; LAL,B.; CHAND,D.

    2005-01-01

    Densities, p, ultrasonic speeds, u, viscosities, η, and refractive indices, n, of pure benzene, benzyl alcohol (BA),benzonitrile (BN), benzoyl chloride (BC), chlorobenzene (CB) and their thirty six binary mixtures, with benzene as common component, were measured at 303.15 K over the entire mole fraction range. From these experimental data the values of deviations in ultrasonic speed, Au, isentropic compressibility, Δks, excess acoustic impedance, ZE, deviation in viscosity, Δη, and excess Gibbs free energy of activation of viscous flow, G*E, and partial molar isentropic compressibility, Kφ,2 of BA, BN, BC and CB in benzene were computed. The variation of these derived functions with composition of the mixtures suggested the increased cohesion (molecular order) in the solution and that interaction (A-B)>(A-A) or (B-B). Moreover, theoretical prediction of ultrasonic speed, viscosity and refractive index of all the four binary mixtures was made on the basis of empirical and semi-empirical relations by using the experimental values of the pure components. Comparison of theoretical results with the experimental values was made in order to assess the suitability of these relations in reproducing the experimental values of u, η and n. Also, molecular radii of pure liquids and the average molecular radii of binary mixtures were evaluated using the corresponding refractive indices of pure liquids and binary mixtures. The average molecular radii of binary mixtures were found to be additive with respect to mole fraction of the pure component.

  13. Synthesis and Structural Studies on Transition Metal Complexes Derived from 4-Hydroxy-4-methyl–2-pentanone-1H-benzimidazol-2-yl-hydrazone

    Directory of Open Access Journals (Sweden)

    M. Neelamma

    2011-01-01

    Full Text Available Transition metal complexes of Cr(III, Fe(III, Mn(II, Co(II, Ni(II, Cu(II and Zn(II with a tridentate ligand, 4-hydroxy-4-methyl-2-pentanone-1H-benzimidazole-2yl-hydrazone (H-HPBH derived from the condensation of 2-hydrazinobenzimidazole and diacetone alcohol was synthesized. Characterization has been done on the basis of analytical, conductance, thermal and magnetic data, infrared, 1H NMR, electronic, mass and ESR spectral data. From analytical and thermal data, the stoichiometry of the complexes has been found to be 1:1 (metal: ligand. Divalent complexes have the general formula [M(HPBHCl(H2O2] in octahedral geometry, [M(HPBHCl] in tetrahedral and square planar stereochemistries and trivalent complexes [M(HPBHCl2(H2O] in octahedral disposition. Infrared spectral data suggest that the ligand HPBH behaves as a monobasic tridentate ligand with N: N: O donor sequence towards the metal ions. On the basis of the above physicochemical data, octahedral, tetrahedral and square planar geometries were assigned for the complexes. The ligand and metal complexes were screened for their physiological activities against E. coli and S. aureus. The order of physiological activity has been found to be Cu(II > Ni(II > Zn(II > Co(II > Cr(III > Mn(II > Fe (III > ligand against E.coli and Ni(II > Cu(II > Zn(II > Mn(II > Cr(III > Fe(III > Co(II > ligand against S. aureus.

  14. Bivalent transition metal complexes of o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone: Spectroscopic, antibacterial, antifungal activity and thermogravimetric studies

    Science.gov (United States)

    Zaky, R. R.; Ibrahim, K. M.; Gabr, I. M.

    2011-10-01

    Schiff base complexes of Cu(II), Ni(II) and Zn(II) with the o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H 2o-HAHNH) containing N and O donor sites have been synthesized. Both ligand and its metal complexes were characterized by different physicochemical methods, elemental analysis, molar conductivity ( 1H NMR, 13C NMR, IR, UV-visible, ESR, MS spectra) and also thermal analysis (TG and DTG) techniques. The discussion of the outcome data of the prepared complexes indicates that the ligand behave as a bidentate and/or tridentate ligand. The electronic spectra of the complexes as well as their magnetic moments suggest octahedral geometries for all isolated complexes. The room temperature solid state ESR spectrum of the Cu(II) complex shows d x2- y2 as a ground state, suggesting tetragonally distorted octahedral geometry around Cu(II) centre. The molar conductance measurements proved that the complexes are non-electrolytes. The kinetic thermodynamic parameters such as: E#, Δ H#, Δ G#, Δ S# are calculated from the DTG curves, for the [Ni(H O-HAHNH) 2] and [Zn(H 2 O-HAHNH)(OAc) 2]·H 2O complexes using the Coats-Redfern equation. Also, the antimicrobial properties of all compounds were studied using a wide spectrum of bacterial and fungal strains. The [Cu(H o-HAHNH)(OAc)(H 2O) 2] complex was the most active against all strains, including Aspergillus sp., Stemphylium sp. and Trichoderma sp. Fungi; E. coli and Clostridium sp. Bacteria.

  15. Synthesis and structure characterization of a new aromatic hydrazone%一种新型芳香酰腙的合成与结构表征

    Institute of Scientific and Technical Information of China (English)

    唐小冬; 郑长征; 田晓雪

    2011-01-01

    The title compound of l-(4-methoxyphenyl) ethanone 4-chlorob-en2oyl hydrazone was synthesized by the reaction of 4-methoxyphenyl ethyl ketone and 4-chlorobenzoyl hydrazine. The structure of the compound was characterized by elemental analysis and X-ray diffraction. It was assigned to orthorhombic crystal sy-stem, space group Pca2(l),cell data:a=0. 850 7(5)nm,a =90°,6 =0.557 1 (3)nm,£ = 90°, c = 3.215 4(18)nm,y = 90°,V = 1.523 9(14)nm3,Z=4,F(000) =632,/?, =0.031 7 [/ >2sigma(/)] ,wR2 =0.089 6. CCDC is 826 435.%目标化合物1-(4-甲氧基苯基)乙酮4-氯苯甲酰腙,由4-甲氧基苯基乙酮和4-氯苯甲酰肼通过脱水缩合反应制得,通过元素分析和X射线单晶衍射对目标化合物进行结构表征.检测数据表明,该新型酰腙为正交晶系,空间群为Pca2(1),晶胞学数据为α=0.850 7(5)nm,α=90°,b=0.557 1 (3) nm,β=90 °,c=3.215 4(18)nm,y=90°,V=1.523 9(14)nm3,Z =4,F(000)=632,R1 =0.031 7 [I>2sigma(I)],wR2=0.089 6.CCDC为826 435.

  16. Effect of etodolac hydrazone, a new compound synthesised from etodolac, on spermatozoon quality, testicular lipid peroxidation, apoptosis and spermatozoon DNA integrity.

    Science.gov (United States)

    Sarıözkan, S; Türk, G; Çıkla-Süzgün, P; Güvenç, M; Yüce, A; Yay, A H; Cantürk, F; Küçükgüzel, Ş G

    2016-03-01

    The aim of this study was to investigate the effect of etodolac hydrazone (EH), a new compound synthesised from etodolac, on spermatozoon quality, testicular lipid peroxidation, apoptosis and spermatozoon DNA integrity in rats. Group 1 (n = 8) received 1 ml dimethyl sulfoxide (DMSO) daily (Control); group 2 (n = 8) was treated with 5 mg kg(-1)  day(-1) EH, dissolved in 1 ml DMSO (EH-5); and group 3 (n = 8) was treated with 10 mg kg(-1)  day(-1) EH, dissolved in 1 ml DMSO (EH-10). All administrations were performed by gavage and maintained for 8 weeks. Both doses of EH administration caused significant decreases in absolute and relative weights of testis, whole epididymis, right cauda epididymis, and spermatozoon motility, spermatozoon count in comparison with the control group. Only 10 mg kg(-1)  day(-1) EH administration caused significant decreases in absolute and relative weights of seminal vesicles and serum testosterone level, and significant increases in testicular lipid peroxidation level, and numbers of TUNEL+ apoptotic germ cells and spermatozoa with damaged DNA along with some histopathological damages when compared to the control group. However, body and ventral prostate weight, and testicular antioxidant markers (glutathione, glutathione-peroxidase and catalase), were unaffected significantly by both doses of EH administration. In conclusion, two different doses of EH, in particular its high dose, damage to testicular spermatogenic cells and spermatozoon DNA and, it decreases spermatozoon motility, count and testosterone level in healthy rats.

  17. Solvent assisted formation of ruthenium(III) and ruthenium(II) hydrazone complexes in one-pot with potential in vitro cytotoxicity and enhanced LDH, NO and ROS release.

    Science.gov (United States)

    Jayanthi, Eswaran; Kalaiselvi, Sivalingam; Padma, Viswanatha Vijaya; Bhuvanesh, Nattamai S P; Dharmaraj, Nallasamy

    2016-01-28

    A set each of new bivalent and trivalent ruthenium complexes, [Ru(III)(HL)Cl2(EPh3)2] and [Ru(II)(L)(CO)(EPh3)2] (E = P (complexes and ) or As (complexes and )) were synthesised from the reactions of [Ru(III)Cl3(EPh3)3] with 2-hydroxynaphthaldehyde benzoic acid hydrazone (H2L) in methanol-chloroform and characterized by elemental analysis, spectral data and XRD study. A suitable mechanism to account for the formation of bivalent ruthenium carbonyl complexes from the corresponding trivalent precursors is provided by considering the role of added base in the reaction. Interaction of complexes with CT-DNA/bovine serum albumin was analysed with absorption and emission spectral titration studies. In vitro cytotoxic potential of the above ruthenium hydrazone complexes assayed against the A549 cell line revealed a significant growth inhibition. The test complexes added in IC50 concentration into the cell culture medium enhanced the release of lactate dehydrogenase, NO and reactive oxygen species in comparison with the control. Cell death induced by the complexes was studied using a propidium iodide staining assay and showed noticeable changes in the cell morphology which resembled apoptosis.

  18. Spectral characterization, molecular modeling and antimicrobial studies on hydrazone metal complexes of 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)dione and S-methyl dithiocarbazate.

    Science.gov (United States)

    Taha, Ali; Emara, Adel A A; Mashaly, Mahmoud M; Adly, Omima M I

    2014-09-15

    Metal complexes of copper(II), nickel(II), cobalt(II), oxovanadium(IV), chromium(III) and cadmium(II) with a new bridged ONS dibasic tridentate hydrazone (H2L) derived from 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione with S-methyl dithiocarbazate have been synthesized and characterized by elemental analysis, molar conductance, magnetic susceptibility measurements, spectral (infrared, electronic, mass, 1H NMR and ESR) studies as well as thermal gravimetric analysis (TGA). The synthesized complexes have dimeric structures with the general formula [ML(NO3)m(H2O)x]2·nH2O·zMeOH, L=dianion of the hydrazone, m=0-1, x=0-2, n=0-4 and z=0-1. The metal complexes exhibited square planar, tetrahedral and octahedral geometrical arrangements, the molar conductivity data indicates that all complexes are neutral. The Coats-Redfern equation was used to calculate the kinetic and thermodynamic parameters for the different thermal decomposition stages of some complexes. Structural parameters of the ligand and its metal complexes have been theoretically computed on the basis of semiempirical PM3 level and the results were correlated with their experimental data. Antibacterial activities of the free ligand and its metal complexes were screened against various organisms.

  19. NIR-luminescence from ternary lanthanide [Ho{sup III}, Pr{sup III} and Tm{sup III}] complexes with 1-(2-naphthyl)-4,4,4-trifluoro-1,3-butanedionate

    Energy Technology Data Exchange (ETDEWEB)

    Dang Song [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China); Graduate School of the Chinese Academy of Sciences, Beijing (China); Yu Jiangbo [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China); Wang Xiaofei [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China); Graduate School of the Chinese Academy of Sciences, Beijing (China); Sun Lining [Research Center of Nano Science and Technology, Shanghai University, Shanghai 200444 (China); Deng Ruiping; Feng Jing [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China); Fan Weiqiang [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China); Graduate School of the Chinese Academy of Sciences, Beijing (China); Zhang Hongjie, E-mail: hongjie@ciac.jl.cn [State Key Laboratory of Rare Earth Chemistry and Physics, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022 (China)

    2011-09-15

    The ligand 1-(2-naphthyl)-4,4,4-trifluoro-1,3-butanedionate (Htfnd) has been employed to synthesize six novel ternary-lanthanide complexes in which the synergic ligands were 1,10-phenanthroline-5,6-dione (dione) and 4,5-diazafluoren-9-one (dafone), respectively. Two series of complexes Ln(tfnd){sub 3}dione and Ln(tfnd){sub 3}dafone (Ln=Ho, Pr, Tm) were obtained. These complexes were characterized by elemental analysis, Fourier Transform Infrared spectra and diffused reflectance. After ligand-mediated excitation, Ln(tfnd){sub 3}dione and Ln(tfnd){sub 3}dafone all show the characteristic NIR luminescence of the corresponding Ln{sup 3+} ions (Ln=Ho, Pr, Tm). This can be attributed to the efficient energy transfer from ligands to central Ln{sup 3+} ions, via an antenna effect. The indirect energy transfer in the complexes has been investigated and the differences in the luminescence intensity between Ln(tfnd){sub 3}dione and Ln(tfnd){sub 3}dafone were discussed in detail. The excellent luminescent performances enable these NIR-luminescent complexes to have potential applications in optical amplification operating at 1300 or 1500 nm. - Highlights: > We study on Ln(tfnd){sub 3}dione and Ln(tfnd){sub 3}dafone complexes (Ln=Ho, Pr, Tm) based on different synergistic ligands. > Characteristic NIR luminescence of complexes has been obtained upon excitation of the ligand absorption bands. > Differences in the luminescence intensity of complexes were further discussed. > Dione ligand with lower triplet-state energy level than that of Htfnd discourage the luminescence of Ln(tfnd){sub 3}dione.

  20. The effect of benzoyl peroxide 9.8% emollient foam on reduction of Propionibacterium acnes on the back using a short contact therapy approach.

    Science.gov (United States)

    Leyden, James J; Del Rosso, James Q

    2012-07-01

    Benzoyl peroxide (BP) exerts its therapeutic effect for acne vulgaris through reduction of Propionibacterium acnes. A 1.0 to 2.0 log reduction in P acnes has been demonstrated primarily on the face with use of "leave-on" BP formulations, but also with some BP cleansers. In addition to use for facial acne vulgaris, cleanser formulations of BP are commonly used for truncal acne vulgaris due to ease of use on a large body-surface area and to avoid bleaching of fabric. To date, evaluation of P acnes reduction on the trunk has not been well studied with BP formulations, especially with the use of recognized and standardized methods to accurately determine P acnes colony counts. A previous study demonstrated that a BP 8% cleanser did not reduce counts of P acnes on the back when subjects were instructed to apply the cleanser in the shower, allow it to dry for 20 seconds on the skin, and then rinse off the cleanser. Evaluation of specified time intervals between application on the back and rinsing with BP formulations would help to better define the necessary skin contact time associated with high reductions of P acnes (>90%), recognizing also the potential roles of BP concentration and vehicle. This 2 week study using quantitative bacteriologic cultures evaluates the effectiveness of BP 9.8% emollient foam in reducing P acnes levels on the back with 2 minutes of skin contact time and compares results with a BP 5.3% "leave-on" emollient foam formulation. Short contact therapy utilizing a 2 minute skin contact time with BP 9.8% emollient foam used once daily over a 2 week duration was highly effective in reducing the quantity of P acnes organisms on the back and provided comparable colony count reduction to "leave on" therapy using BP 5.3% emollient foam.

  1. Dinuclear manganese(II) complexes of hexaazamacrocycles bearing N-benzoylated pendant separated by aromatic spacers: Antibacterial, DNA interaction, cytotoxic and molecular docking studies.

    Science.gov (United States)

    Arthi, P; Shobana, S; Srinivasan, P; Prabhu, D; Arulvasu, C; Kalilur Rahiman, A

    2015-12-01

    Three new homodinuclear manganese(II) complexes of the type [Mn2L(1-3)(ClO4)(H2O)](ClO4)3 (1-3) have been synthesized via cyclocondensation of terephthalaldehyde with three different benzoylated pendants in the presence of manganese(II) perchlorate and characterized by spectroscopic methods. Cyclic voltammetric investigation of complexes (1-3) depict two quasi-reversible one electron reduction processes in the cathodic potential region (E(1)pc=-0.73 to-0.83 V, E(2)pc=-1.31 to -1.40 V) and two quasi-reversible one electron oxidation processes in the anodic potential region (E(1)pa=1.03 to 1.10 V, E(2)pa=1.69 to 1.77 V). Electronic absorption spectra of the complexes suggested tetrahedral geometry around the central metal ion. The observed low magnetic moment values (μeff, 5.60-5.68 B.M.) of the complexes indicate the presence of an antiferromagnetic spin-exchange interaction between two metal centers, which was also supported by the broad EPR signal. All the compounds were tested for antibacterial activity against Gram (-ve) and Gram (+ve) bacterial strains. The binding studies of complexes with CT-DNA suggested minor-groove mode of interaction. Molecular docking studies were carried out in order to find the binding affinity of complexes with DNA and protein EGFR Kinase. The complexes are stabilized by additional electrostatic and van der Waals interaction with the DNA, and support minor groove mode of binding. The cleavage activity of complexes on pBR322 plasmid DNA displays efficient activity through a mechanistic pathway involving hydroxyl radicals. The cytotoxicity of complexes 2 and 3 have been tested against human liver adenocarcinoma (HepG2) cell line. Nuclear-chromatin cleavage has also been observed with propidium iodide (PI) staining and alkaline single-cell gel electrophoresis (comet assay) techniques.

  2. Metal complexes of the nanosized ligand N-benzoyl-N‧-(p-amino phenyl) thiourea: Synthesis, characterization, antimicrobial activity and the metal uptake capacity of its ligating resin

    Science.gov (United States)

    Elhusseiny, Amel F.; Eldissouky, Ali; Al-Hamza, Ahmed M.; Hassan, Hammed H. A. M.

    2015-11-01

    The new nanosized N-benzoyl-N‧-(p-amino phenyl) thiourea ligand H2L was synthesized by nanoprecipitation method. The [Cu (H2L)2 Cl]·2H2O, [Zn (H2L)2(OAc)2], [Cd (H2L)2Cl2] and [Hg (H2L)2Cl2] complexes were synthesized and characterized by various physicochemical methods. Results revealed that the ligand act as hypodentate and bonded to the metal ion via the sulfur atom forming mononuclear non-electrolyte diamagnetic complex. Magnetic moment results indicated a reduction of Cu (II) to Cu (I) during the coordination process. Thermal studies demonstrated variable stabilities of the complexes and [Zn (H2L)2(OAc)2] exhibited the highest thermal stability while [Hg (H2L)2Cl2] was volatile. The prepared compounds were screened against different pathogenic microorganisms. The ligand performed high antibacterial activity against certain bacterial strain compared to its complexes, and the standard bacteriocide in use. The ligand was successfully immobilized on modified Amberlite XAD-16 forming the hypodentate ligating resin PS-SO2-H2L. The new resin was characterized and the extent of metal adsorption reached maximum at pH 6.0 for Cu (II), Cd (II) and Ag (I), with an adsorption amount of 4.3, 4.0 and 3.7 mmol g-1 respectively. The nanosized H2L represents a new category of promising adsorbent that would have a practical impact on biological and water treatment applications.

  3. Formation of a dinuclear copper(II) complex through the cleavage of CN bond of 1-benzoyl-3-(pyridin-2-yl)-1H-pyrazole

    Science.gov (United States)

    Shardin, Rosidah; Pui, Law Kung; Yamin, Bohari M.; Kassim, Mohammad B.

    2014-09-01

    A simple mononuclear octahedral copper(II) complex was attempted from the reaction of three moles of 1-benzoyl-3-(pyridin-2-yl)-1H-pyrazole and one mole of copper(II) perchlorate hexahydrate in methanol. However, the product of the reaction was confirmed to be a dinuclear copper(II) complex with μ-{3-(pyridin-2-yl)-pyrazolato} and 3-(pyridin-2-yl)-1H-pyrazole ligands attached to each of the Cu(II) centre atom. The copper(II) ion assisted the cleavage of the CbenzoylN bond afforded a 3-(pyridin-2-yl)-1H-pyrazole molecule. Deprotonation of the 3-(pyridin-2-yl)-1H-pyrazole gave a 3-(pyridin-2-yl)-pyrazolato, which subsequently reacted with the Cu(II) ion to give the {3-(pyridin-2-yl)-pyrazolato}{3-(pyridin-2-yl)-1H-pyrazole}Cu(II) product moiety. The structure of the dinuclear complex was confirmed by x-ray crystallography. The complex crystallized in a monoclinic crystal system with P2(1)/n space group and cell dimensions of a = 12.2029(8) Å, b = 11.4010(7) Å, c = 14.4052(9) Å and β = 102.414(2)°. The compound was further characterized by mass spectrometry, CHN elemental analysis, infrared and UV-visible spectroscopy and the results concurred with the x-ray structure. The presence of d-d transition at 671 nm (ɛ = 116 dm3 mol-1 cm-1) supports the presence of Cu(II) centres.

  4. Coordination behavior of new bis(tridentate ONO, ONS and ONN) donor hydrazones towards some transition metal ions: Synthesis, spectral, thermal, antimicrobial and antitumor studies

    Science.gov (United States)

    Shebl, Magdy

    2017-01-01

    Three new hydrazone ligands, H2L1, H2L2 and H4L3, were prepared by condensation of 4,6-bis(1-hydrazonoethyl)benzene-1,3-diol with furan-2-carboxaldehyde, thiophene-2-carboxaldehyde and 1H-pyrrole-2-carboxaldehyde, respectively. The ligands reacted with copper(II), nickel(II), cobalt(II), zinc(II), cadmium(II) and dioxouranium(VI) ions to yield binuclear complexes formulated as [(L)M2(OAc)2(H2O)n(EtOH)m]·xH2O·yEtOH where L = L1 or L2; M = Cu, Ni, Co, Zn or Cd; n = nil, 1 or 4; m, x and y = nil or 1, [(H2L2)Cd2(OAc)4(H2O)2]·EtOH, [(L)(UO2)2(OAc)2(H2O)2Y2]·nH2O where L = L1 or L2; Y = nil or H2O; n = 2.5 or 7, [(L3)M2(H2O)6]·nH2O where M = Cu or Zn; n = 1 or 6, [(L3)(UO2)2(H2O)4]·2.5H2O and dimeric complexes; [(L1)2Ni2]·3H2O and [(H2L3)2M2]·nH2O where M = Ni or Co; n = 1.5 or 3. The ligands and their metal complexes were characterized by elemental analyses, IR, 1H and 13C NMR, electronic, ESR and mass spectra, conductivity, magnetic susceptibility measurements and powder XRD as well as thermal analysis. The coordinating sites are phenolic oxygens, azomethine nitrogens and the hetero O/N/S atoms. Octahedral, tetrahedral and square planar geometrical arrangements are proposed for metal complexes whilst the uranium ion is hepta- or octa-coordinated. The kinetics of the thermal decomposition for some metal complexes were studied and their thermodynamic parameters were calculated using Coats-Redfern method. The antimicrobial activity of the ligands and their complexes was screened. The antitumor activity of the ligands and their complexes was tested on Ehrlich Ascites Carcinoma. Copper(II) complexes showed promising IC50 values, which are comparable to that of cisplatin.

  5. Sensitivity of silver(I) complexes of a pyrimidine-hydrazone ligand to solvent, counteranion, and metal-to-ligand ratio changes.

    Science.gov (United States)

    Hutchinson, Daniel J; Cameron, Scott A; Hanton, Lyall R; Moratti, Stephen C

    2012-05-07

    Metal complexation studies were performed with AgSO(3)CF(3) and AgBF(4) and the ditopic pyrimidine-hydrazone ligand 6-(hydroxymethyl)pyridine-2-carboxaldehyde (2-methylpyrimidine-4,6-diyl)bis(1-methylhydrazone) (1) in both CH(3)CN and CH(3)NO(2) in a variety of metal-to-ligand ratios. The resulting complexes were studied in solution by NMR spectroscopy and in the solid state by X-ray crystallography. Reacting either AgSO(3)CF(3) or AgBF(4) with 1 in either CH(3)CN or CH(3)NO(2) in a 1:1 metal-to-ligand ratio produced a double helicate in solution. This double helicate could be converted into a linear complex by increasing the metal-to-ligand ratio; however, the degree of conversion depended on the solvent and counteranion used. Attempts to crystallize the linear AgSO(3)CF(3) complex resulted in crystals with the dimeric structure [Ag(2)1(CH(3)CN)(2)](2)(SO(3)CF(3))(4) (2), while attempts to crystallize the AgSO(3)CF(3) double helicate from CH(3)CN resulted in crystals of another dimeric complex, [Ag(2)1(SO(3)CF(3))(CH(3)CN)(2)](2)(SO(3)CF(3))(2)·H(2)O (3). The AgSO(3)CF(3) double helicate was successfully crystallized from a mixture of CH(3)CN and CH(3)NO(2) and had the structure [Ag(2)1(2)](SO(3)CF(3))(2)·3CH(3)NO(2) (4). The linear AgBF(4) complex could not be isolated from the double helicate in solution; however, crystals grown from a solution containing both the AgBF(4) double helicate and linear complexes in CH(3)CN had the structure [Ag(2)1(CH(3)CN)(2)](BF(4))(2) (5). The AgBF(4) double helicate could only be crystallized from CH(3)NO(2) and had the structure [Ag(2)1(2)](BF(4))(2)·2CH(3)NO(2) (6).

  6. A hydrazone covalent organic polymer based micro-solid phase extraction for online analysis of trace Sudan dyes in food samples.

    Science.gov (United States)

    Zhang, Chengjiang; Li, Gongke; Zhang, Zhuomin

    2015-11-06

    Covalent organic polymers (COPs) connected by covalent bonds are a new class of porous network materials with large surface area and potential superiority in sample pretreatment. In this study, a new hydrazone linked covalent organic polymer (HL-COP) adsorbent was well-designed and synthesized based on a simple Schiff-base reaction. The condensation of 1,4-phthalaldehyde and 1,3,5-benzenetricarbohydrazide as organic building blocks led to the synthesis of HL-COP with uniform particle size and good adsorption performance. This HL-COP adsorbent with high hydrophobic property and rich stacking π electrons contained abundant phenyl rings and imine (CN) groups throughout the entire molecular framework. The adsorption mechanism was explored and discussed based on π-π affinity, hydrophobic effect, hydrogen bonding and electron-donor-acceptor (EDA) interaction, which contributed to its strong recognition affinity to target compounds. Enrichment factors were 305-757 for six Sudan dyes by HL-COP micro-solid phase extraction (μ-SPE), indicating its remarkable preconcentration ability. Furthermore, the adsorption amounts by HL-COP μ-SPE were 1.0-11.0 folds as those by three commonly used commercial adsorbents. Then, HL-COP was applied as adsorbent of online μ-SPE coupled with high performance liquid chromatography (HPLC) for enrichment and analysis of trace Sudan dyes in food samples with detection limit of 0.03-0.15μg/L. The method was successfully applied for online analysis of chilli powder and sausage samples. Sudan II and Sudan III in one positive chilli powder sample were actually found and determined with concentrations of 8.3 and 6.8μg/kg, respectively. The recoveries of chilli powder and sausage samples were in range of 75.8-108.2% and 73.8-112.6% with relative standard deviations of 1.2-8.5% and 1.9-9.4% (n=5), respectively. The proposed method was accurate, reliable and convenient for the online simultaneous analysis of trace Sudan dyes in food samples.

  7. Comparison of clindamycin 1% and benzoyl peroxide 5% gel to a novel composition containing salicylic acid, capryloyl salicylic acid, HEPES, glycolic acid, citric acid, and dioic acid in the treatment of acne vulgaris.

    Science.gov (United States)

    Baumann, Leslie S; Oresajo, Christian; Yatskayer, Margarita; Dahl, Amanda; Figueras, Kristian

    2013-03-01

    This study evaluated the tolerance and efficacy of 2 facial skin products in subjects with acne using the following acne treatments: 1) treatment A, a combination of salicylic acid, capryloyl salicylic acid, HEPES, glycolic acid, citric acid, and dioic acid, and 2) treatment B (BenzaClin®, clindamycin 1% and benzoyl peroxide 5% gel). The treatment design included the split-face application of treatment A and treatment B and the full-face application of the cleanser, moisturizer, and sunscreen. Data were collected through physician visual assessments, subject irritation questionnaires and assessments, along with clinical photography. Results showed similar tolerance and efficacy for both treatments.

  8. Mass Spectrometry of 2a,4-Disubstituted 5-Benzoyl-2a,3,4,5-tetrahydro-2-phenoxy-azeto[1,2-a][1,5]benzodiazepin-1(2H)-ones Under Electron Impact Ionization Conditions

    Institute of Scientific and Technical Information of China (English)

    XU Jia-xi; HUANG Xu

    2005-01-01

    The mass spectrometric fragmentation of 2a,4-disubstituted 5-benzoyl-2a,3,4,5-tetrahydro-2-phenoxy-azeto[1,2-a][1,5]benzodiazepin-1(2H)-ones has been investigated by means of mass-analyzed ion kinetic energy spectrometry under electron impact ionization conditions. All compounds tend to lose different moieties, such as phenoxy, phenoxy and H, and phenoxyketene. Both [M+-PhO] and [M+-PhOH] ions could further lose CO, and the [M+-PhOCH=C=O] ions could lose propene or styrene, PhCON, PhCOHN, and other fragments.

  9. Synthesis, spectroscopic and theoretical studies of ethyl (2E)-3-amino-2-({[(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-yl)carbonyl]amino}carbonothioyl)but-2-enoate butanol solvate

    Science.gov (United States)

    Koca, İrfan; Sert, Yusuf; Gümüş, Mehmet; Kani, İbrahim; Çırak, Çağrı

    2014-01-01

    We have synthesized ethyl (2E)-3-amino-2-({[(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-yl)carbonyl]amino}carbonothioyl)but-2-enoate (2) by the reaction of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carbonyl chloride (1), ammonium thiocyanate and ethyl 3-aminobut-2-enoate and then characterized by elemental analyses, IR, Raman, 1H NMR, 13C NMR and X-ray diffraction methods. The experimental and theoretical vibrational spectra of 2 were investigated. The experimental FT-IR (4000-400 cm-1) and Laser-Raman spectra (4000-100 cm-1) of the molecule in the solid phase were recorded. Theoretical vibrational frequencies and geometric parameters (bond lengths, bond angles) were calculated using Ab Initio Hartree Fock (HF), Density Functional Theory (B3LYP) methods with 6-311++G(d,p) basis set by Gaussian 09W program. The computed values of frequencies are scaled using a suitable scale factor to yield good coherence with the observed values. The assignments of the vibrational frequencies were performed by potential energy distribution (PED) analysis by using VEDA 4 program. The theoretical optimized geometric parameters and vibrational frequencies were compared with the corresponding experimental X-ray diffraction data, and they were seen to be in a good agreement with each other. Also, the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energies were calculated.

  10. Gibbs energy of activation for thermal isomerization of (1Z)-acetaldehyde hydrazone and (1Z)-acetaldehyde N,N-dimethylhydrazone by Gaussian-4 theory and CCSD(T)/CBS computations.

    Science.gov (United States)

    Lu, Shih-I

    2009-11-15

    In this article, we examined the Gibbs energy of activation for the Z/E thermal isomerization reaction of (1Z)-acetaldehyde hydrazone and (1Z)-acetaldehyde N,N-dimethylhydrazone, at 298.15 K in the solvent of cyclohexane. We carried out computations employing both the Gaussian-4 (G4) theory and the coupled cluster method using both single and double substitutions and triple excitations noniteratively, CCSD(T). The CCSD(T) energy is extrapolated to the complete basis set (CBS). We compared the calculated results to the available experimental observation. It appeared that both G4 and CCSD(T)/CBS computations overestimated the experimental value by as much as about 6 and 12 kcal/mol in the present two cases. We discussed possible sources of error and proposed the experimental kinetic data could be questionable.

  11. Efficacy of combined therapy of oral minocycline and benzoyl peroxide for acne%口服米诺环素联合过氧化苯甲酰治疗痤疮疗效观察

    Institute of Scientific and Technical Information of China (English)

    梁新亮; 张守民

    2011-01-01

    目的 探讨米诺环素联合外用过氧化苯甲酰治疗痤疮的疗效性,分析两者联合用药与单独口服米诺环素在治疗痤疮疗效方面的差异性,从而为痤疮临床治疗提供较好的方案.方法 将45名患者随机分为治疗组和对照组,治疗组接受米诺环素联合过氧化苯甲酰治疗,对照组接受米诺环素治疗,对治疗组和对照组不同疗程(用药后2、4、6、8周及1个月)治愈率的比较,作出评价.结果 治疗2周、4周后,米诺环素联合过氧化苯甲酰组总有效率明显高于单口服米诺环素组(P<0.05),6周、8周及1个月时两组无明显差异(P>0.05),说明米诺环素联合过氧化苯甲酰组起效快于单口服米诺环素组.结论 米诺环素联合过氧化苯甲酰较单独口服米诺环素起效快,明显缩短病程,较快减轻炎症反应,降低愈后遗留瘢痕的可能性.%Objective To explore the curative effect of combined therapy of oral minocycline and benzoyl peroxide for external use for acne, and to analyze the difference in the efficacy of acne treatment between the combined therapy and single oral minocycline treatment group, all these will provide us a better scheme for acne treatment. Methods Totally 45 patients were randomly divided into treatment and contrast groups. The treatment group accepted the therapy of minocycline combined with benzoyl peroxide, while the contrast group were treated with minocycline alone. Then an evaluation was made by comparing the curative ratio at different time point between the two groups. Results The total effective rate of the group treated with minocycline combined with benzoyl peroxide was significantly higher than that of single oral minocycline group at 2 weeks and 4 weeks after treatment, while the values at different time of 6 weeks,8 weeks and 1 month after treatment had no significant difference between two groups. It showed that treatment with oral minocycline and benzoyl peroxide for external use

  12. Naphthyl azomesogens with lateral chloro groups†

    Indian Academy of Sciences (India)

    A K Prajapati; H M Pandya; N L Bonde

    2004-06-01

    A homologous series of azomesogens, 2"-[4-(4'--alkoxybenzoyloxy)-2-chlorophenylazo] naphthalenes, with lateral chloro groups was synthesised. All the homologues synthesized exhibit enantiotropic nematic mesophase. The mesomorphic properties of the present series are compared with other structurally related series to evaluate the effect of lateral chloro group and its position on mesomorphism.

  13. Drug efficiency of 18 % benzoyl propiconazole WG against rice sheath blight in field trials%18%苯甲·丙环唑WG防治水稻纹枯病的田间药效试验

    Institute of Scientific and Technical Information of China (English)

    陈建成; 张世平

    2012-01-01

    A field trial of drug efficiency using 18% benzoyl propiconazole WG against rice sheath blight was carried out. The results showed that the control efficiency of 18% benzoyl propiconazole WG with the dosages of 30 g, 40 g and 50 g per 667 m^2 was 78.68%, 80.08% and 84.36%, respectively, in the fifteenth day after the second medication. The dosages of 50 g and 40 g had good control efficiency (84.36% and 80.08%, respectively) and had no bad effect on the growth of crops, safety after treating. It also had no harmfull effect on the other organism, insects and non-target organism. In the pro- duction practice, it was suggested that to control rice sheath blight by using 18% benzoyl propiconazole WG with dosages of 40-50 g per 667 m^2, the pesticide was applied at peak of rice tillering stage.%进行18%苯甲·丙环唑WG防治水稻纹枯病的药效试验,结果表明:每667m。使用18%苯甲·丙环唑WG30、40、50g第2次药后15d对水稻纹枯病的防效分别为78.68%、80.08%和84.36%;每667m。使用18%苯甲·丙环唑WG50g及40g的防效较高,且对作物生长无不良的影响,药后较安全,对其他生物、其他病虫害及其他非靶标生物均无影响。生产上建议每667m。使用18%苯甲·丙环唑WG40—50g(制剂量)防治水稻纹枯病,于水稻分蘖盛期施药。

  14. Synthesis and Characterization of Dinuclear Vanadyl Hydrazone Complex [VO(C14H10N202) ]2(μ-O)%双核钒酰腙配合物[VO(C14H1oN202]2(μ-O)的合成与表征

    Institute of Scientific and Technical Information of China (English)

    高山; 刘世雄

    2001-01-01

    The dinuclear complex [VO (L)]2 (μ-O) (HL = salicylaldehyde benzoylhydrazone) was synthesized and characterized by elemental analysis, IR, UV, cyclic voltammetry. The results showed that two oxygen atoms and one nitrogen atom of the tridentate hydrazone ligand are coordinated to vanadium(Ⅴ) atom. The vanadium atom approximates to a distorted square pyramidal coordination sphere. The redox potentials of the title complex in different solvents follow the order:CH2Cl2<CH3CN<DMF.

  15. Interaction of (4-hydroxyphenyl)pyruvate dioxygenase with the specific inhibitor 2-[2-nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione.

    Science.gov (United States)

    Kavana, Michael; Moran, Graham R

    2003-09-01

    (4-Hydroxyphenyl)pyruvate dioxygenase (HPPD) is a non-heme Fe(II) enzyme that catalyzes the conversion of (4-hydroxyphenyl)pyruvate (HPP) to homogentisate as part of the tyrosine catabolism pathway. Inhibition of HPPD by the triketone 2-[2-nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione (NTBC) is used to treat type I tyrosinemia, a rare but fatal defect in tyrosine catabolism. Although triketones have been used for many years as HPPD inhibitors for both medical and herbicidal purposes, the mechanism of inhibition is not well understood. The following work provides mechanistic insight into NTBC binding. The tautomeric population of NTBC in aqueous solution is dominated by a single enol as determined by NMR spectroscopy. NTBC preferentially binds to the complex of HPPD and FeII [HPPD.Fe(II)] as evidenced by a visible absorbance feature centered at 450 nm. The binding of NTBC to HPPD.Fe(II) was observed using a rapid mixing method and was shown to occur in two phases and comprise three steps. A hyperbolic dependence of the first observable process with NTBC concentration indicates a pre-equilibrium binding step followed by a limiting rate (K(1) = 1.25 +/- 0.08 mM, k(2) = 8.2 +/- 0.2 s(-1)), while the second phase (k(3) = 0.76 +/- 0.02 s(-1)) had no dependence on NTBC concentration. Neither K(1),k(2), nor k(3) was influenced by pH in the range of 6.0-8.0. Isotope effects on both k(2) and k(3) were observed when D(2)O is used as the solvent (for k(2), k(h)/k(d) = 1.3; for k(3), k(h)/k(d) = 3.2). It is therefore proposed that the bidentate association of NTBC with the active site metal ion (k(2)) precedes the Lewis acid-assisted conversion of the bound enol to the enolate (k(3)). Although the native enzyme without substrate reacts with molecular oxygen to form the oxidized holoenzyme, the HPPD.Fe(II).NTBC complex does not. When the complex is exposed to atmospheric oxygen, the absorbance feature associated with NTBC binding does not diminish over the course of 2

  16. Bis(4-benzoyl-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-olato-κ2O,O′(methanol-κOdioxidouranium(VI methanol monosolvate

    Directory of Open Access Journals (Sweden)

    Ouarda Dehbi

    2012-04-01

    Full Text Available In the title compound, [U(C17H13N2O22O2(CH3OH]·CH3OH, the UVI ion is coordinated by seven O atoms in a distorted pentagonal–bipyramidal geometry with two 3-methyl-1-phenyl-4-benzoyl-4,5-dihydro-1H-pyrazol-5-olate groups with two O atoms in a bidentate chelating coordination mode and by three O atoms, one of which is from a methanol ligand. The crystal packing can be described by alternating layers of complex molecules along the a axis. The structure is stabilized by O—H...N and O—H...O hydrogen bonding and van der Waals interactions.

  17. 超临界水中添加过氧化苯甲酰对聚丙烯降解的促进作用%An Investigation on Polypropylene Degradation in Supercritical Water Adding Benzoyl Peroxide

    Institute of Scientific and Technical Information of China (English)

    苏磊; 吴学华; 刘秀茹; 陈丽英; 陈克宇; 洪时明

    2005-01-01

    The effect of benzoyl peroxide (BPO) on polypropylene (PP) degradation in supercritical water was investigated with the aim of developing a process for recycling of waste plastics. A series of experiments with and without BPO were carried out at temperatures of 653K and 673K under pressure about 26 MPa for 30, 75 and 120 min respectively. Products were analyzed by an Ostward-type viscometer, gas chromatography and spectrometry (GC/MS) etc. The results indicated that mean molecular weight of the samples decreased greatly along with the time elapsing or with the temperature increasing, and PP was decomposed to aliphatic and cycloparaffinic hydrocarbons but a few benzenoid hydrocarbons. By comparing the experiments with and without BPO, it was made clear that BPO is an effective additive on PP degradation in supercritical water.

  18. (3-Benzoyl-1,7,7-trimethylbicyclo[2.2.1]heptan-2-olato-κ2O,Obis[2-(2-pyridylphenyl-κ2C1,N]iridium(III

    Directory of Open Access Journals (Sweden)

    Kaijun Luo

    2011-11-01

    Full Text Available The title compound, [Ir(C11H8N2(C17H19O2], has an octahedral coordination geometry around the IrIII atom, retaining the cis-C,C,trans–N,N chelate disposition of the two 2-phenylpyridine ligands. The chelate rings are nearly mutually perpendicular [the interplanar angles range from 85.48 (17 to 89.17 (19°]. The two 2-(2-pyridylphenyl ligands are approximately planar, with the plane of the phenyl ring being inclined to that of the pyridine ring by 2.3 (3 and 5.1 (3° in the two ligands. The interplanar angle between the phenyl ring in 3-benzoyl-camphor and the IrO2C3 chelate ring is 35.5 (2°.

  19. Solid State Structure and Solution Thermodynamics of Three-Centered Hydrogen Bonds (O∙∙∙H∙∙∙O Using N-(2-Benzoyl-phenyl Oxalyl Derivatives as Model Compounds

    Directory of Open Access Journals (Sweden)

    Carlos Z. Gómez-Castro

    2014-09-01

    Full Text Available Intramolecular hydrogen bond (HB formation was analyzed in the model compounds N-(2-benzoylphenylacetamide, N-(2-benzoylphenyloxalamate and N1,N2-bis(2-benzoylphenyloxalamide. The formation of three-center hydrogen bonds in oxalyl derivatives was demonstrated in the solid state by the X-ray diffraction analysis of the geometric parameters associated with the molecular structures. The solvent effect on the chemical shift of H6 [δH6(DMSO-d6–δH6(CDCl3] and Δδ(ΝΗ/ΔT measurements, in DMSO-d6 as solvent, have been used to establish the energetics associated with intramolecular hydrogen bonding. Two center intramolecular HB is not allowed in N-(2-benzoylphenylacetamide either in the solid state or in DMSO-d6 solution because of the unfavorable steric effects of the o-benzoyl group. The estimated ΔHº and ΔSº values for the hydrogen bonding disruption by DMSO-d6 of 28.3(0.1 kJ·mol−1 and 69.1(0.4 J·mol−1·K−1 for oxalamide, are in agreement with intramolecular three-center hydrogen bonding in solution. In the solid, the benzoyl group contributes to develop 1-D and 2-D crystal networks, through C–H∙∙∙A (A = O, π and dipolar C=O∙∙∙A (A = CO, π interactions, in oxalyl derivatives. To the best of our knowledge, this is the first example where three-center hydrogen bond is claimed to overcome steric constraints.

  20. 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

  1. Comparative ligational, optical band gap and biological studies on Cr(III) and Fe(III) complexes of hydrazones derived from 2-hydrazinyl-2-oxo-N-phenylacetamide with both vanillin and O-vanillin

    Science.gov (United States)

    Yousef, T. A.; Abu El-Reash, G. M.; Attia, M. I.; El-Tabai, M. N.

    2015-09-01

    The Cr(III) and Fe(III) complexes of hydrazones derived from the condensation of 2-hydrazinyl-2-oxo-N-phenylacetamide with both vanillin and o-vanillin synthesized and characterized by different conventional physicochemical techniques. The kinetic and thermodynamic parameters for the different decomposition steps were calculated using Coats-Redfern and Horowitz-Metzger equations. The bond lengths, bond angles, HOMO, LUMO, dipole moment and binding energy calculated by DFT calculations. The optical band gap (Eg) values equal 3.28, 3.03, 3.58 and 3.57 eV for [Cr(HL1)Cl2(H2O)2](0.75H2O), [Cr(HL2)Cl2(H2O)](H2O), [Fe(HL1)Cl2(H2O)2](0.5H2O) and [Fe(HL2)2Cl(H2O)](3H2O) complexes, respectively. The antibacterial activities tested against Bacillus subtilis and Escherichia coli bacteria.

  2. Simple,Selective,and Sensitive Spectrophotometric Method for Determination of Trace Amounts of Nickel(Ⅱ),Copper(Ⅱ), Cobalt(Ⅱ),and Iron(Ⅲ)with a Novel Reagent 2-Pyridine Carboxaldehyde Isonicotinyl Hydrazone

    Institute of Scientific and Technical Information of China (English)

    Sajid H.Guzar; JIN Qin-han

    2008-01-01

    A selective and sensitive reagent of 2-pyridine carboxaldehyde isonicotinyl hydrazone(2-PYAINH)was synthesized and studied for the spectrophotometric determination of nickel,copper,cobalt,and iron in detail.At a pH value of 7.0,9.0,9.0,and 8.0,respectively,which greatly increased the selectivity;nickel,copper,cobalt, and iron reacted with 2-PYAINH to form a 1:2 yellow-orange,1:2 yellow-green,1:2 yellow and 1:1 yellow complexes,with absorption peaks at 363,352,346,and 359 nm,respectively.Under the optimal conditions,Beer's law was obeyed over the ranges of 0.01-1.4,0.01-1.5,0.01-2.7,and 0.01-5.4 mg/L,respectively.The apparent molar absorptivity and Sandell's sensitivities were 8.4×104,5.2x104,7.1×104,and 3.9×104L·mol-1.cm-1,respectively,and 0.00069,0.0012,0.00078,and 0.0014 μ g·cm-2,respectively.The detection limits were found to be 0.001,O.002,0.003,and 0.01 mg/L,respectively.The detailed study of various interfering ions to make the method more sensitive was carried out and selective and several real samples were analyzed with satisfactory results.

  3. 某些3-腙与22-腙胆甾烷芳杂环化合物的合成%Synthesis of 3-and 22-hydrazone cholestane aromatic heterocycle compounds

    Institute of Scientific and Technical Information of China (English)

    戚斌斌; 刘亮; 赵丹丹; 杨雷; 甘春芳; 黄燕敏; 崔建国

    2015-01-01

    The steroidal drugs were widely applied in the cure of various diseases because of their special bioactivity. Using cholest-4-en-3,6-dione and 22-seco-3β-hydroxycholest-5-en-22-al as starting materials,some steroidal aromatic heterocycle hydrazones were synthesized by the reaction with hydrazine hydrate and various aromatic aldehydes. The structures of all compounds were character-ized by IR,NMR and MS. The antiproliferative activity of compounds was evaluated against human gastric cancer(SGC-7901)and human liver cancer(Bel-7404)cells.%甾体类药物由于其特有的生理活性而被广泛应用于各种疾病的治疗。本文采用一锅法及分步合成法,通过胆甾-4-烯-3,6-二酮及22-降-3β-羟基胆甾-5-烯-22醛与水合肼反应,然后进一步与不同的芳香醛反应,合成了5个新的具有不同结构特征的甾体芳杂环腙化合物,合成物经IR、NMR及HRMS进行结构表征。同时对合成物进行了体外抑制肿瘤细胞生长增殖活性测试。

  4. Synthesis and crystal structure of complex of Ce(NO3)3 with N-(3-methyl-pyridin-2-yl)-formimidoyl-(3-methyl- pyridin-2-yl) hydrazone

    Institute of Scientific and Technical Information of China (English)

    JIANG; Yinzhi; HU; Weixiao

    2004-01-01

    The reaction of 3,6-di-(3-methyl-pyridin-2-yl)-s-tetrazine (DMPTZ, II) with CeIII salt [Ce(NO3)3·6H2O] generates a new ligand, N-(3-methyl-pyridin-2-yl)-formimidoyl-(3-methyl- pyridin-2-yl) hydrazone (L), and forms a new complex: a mononuclear complex [Ce(L)(NO3)2 (H2O)3]·NO3 (III). Crystal data for III: space group P-1, with a = 0.7133(4) nm, b = 1.1139(2) nm, c = 1.4572(3) nm, β= 102.13(2)°, β= 99.81(3)°, γ= 91.10(3)°, Z = 2, V = 1113.6(7) nm3, μ = 2.123 mm-1 and F(000) = 630. L acts as a tri-dentate chelating ligand in III. There are 10 coordination sites around Ce3+ of III, which are respectively occupied by seven oxygen atoms (four from two nitrate anions and three from three H2O molecules) and three nitrogen atoms (all from L). The cerium atom and three chelating nitrogen atoms are coplanar. The mechanism of the metal assisted decomposition is discussed briefly.

  5. Extraction studies of selected actinide ions from aqueous solutions with 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione and tri-n-octylphosphine oxide

    Energy Technology Data Exchange (ETDEWEB)

    Hannink, N.J.; Hoffman, D.C. [Lawrence Berkeley Lab., CA (United States)]|[California Univ., Berkeley, CA (United States). Dept. of Chemistry; Smith, B.F. [Los Alamos National Lab., NM (United States)

    1991-11-01

    The first measurements of distribution coefficients (K{sub d}) for Cm(III), Bk(III), Cf(III), Es(III), and Fm(III) between aqueous perchlorate solutions and solutions of 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione (BMPPT) and the synergist tri-n-octylphosphine oxide (TOPO) in toluene are reported. Curium-243, berkelium-250, californium-249, einsteinium-254, and fermium-253 were used in these studies. The K{sub d} for {sup 241}Am was also measured and is in agreement with previously published results. Our new results show that the K{sub d}`s decrease gradually with increasing atomic number for the actinides with a dip at Cf. In general, the K{sub d}`s for these actinides are about a factor of 5 to 10 greater than the K{sub d}`s for the homologous lanthanides at a pH of 2.9, a BMPPT concentration of 0.2 M, and a TOPO concentration of 0.04 M. The larger K{sub d}`s for the actinides are consistent with greater covalent bonding between the actinide metal ion and the sulfur bonding site in the ligand.

  6. Extraction studies of selected actinide ions from aqueous solutions with 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione and tri-n-octylphosphine oxide

    Energy Technology Data Exchange (ETDEWEB)

    Hannink, N.J.; Hoffman, D.C. (Lawrence Berkeley Lab., CA (United States) California Univ., Berkeley, CA (United States). Dept. of Chemistry); Smith, B.F. (Los Alamos National Lab., NM (United States))

    1991-11-01

    The first measurements of distribution coefficients (K{sub d}) for Cm(III), Bk(III), Cf(III), Es(III), and Fm(III) between aqueous perchlorate solutions and solutions of 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione (BMPPT) and the synergist tri-n-octylphosphine oxide (TOPO) in toluene are reported. Curium-243, berkelium-250, californium-249, einsteinium-254, and fermium-253 were used in these studies. The K{sub d} for {sup 241}Am was also measured and is in agreement with previously published results. Our new results show that the K{sub d}'s decrease gradually with increasing atomic number for the actinides with a dip at Cf. In general, the K{sub d}'s for these actinides are about a factor of 5 to 10 greater than the K{sub d}'s for the homologous lanthanides at a pH of 2.9, a BMPPT concentration of 0.2 M, and a TOPO concentration of 0.04 M. The larger K{sub d}'s for the actinides are consistent with greater covalent bonding between the actinide metal ion and the sulfur bonding site in the ligand.

  7. Separation studies of yttrium(III) and lanthanide(III) ions with 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione and trioctylphosphine oxide using a robotic extraction system

    Energy Technology Data Exchange (ETDEWEB)

    Nekimken, H.L.; Smith, B.F.; Jarvinen, G.D.; Bartholdi, C.S. [Los Alamos National Lab., NM (United States)

    1992-07-01

    We studied the extraction of trivalent Y, La, Pr, Nd, Sm, Eu, Gd, Dy, Er, and Lu from aqueous perchlorate solutions using a mixture of 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione (HBMPPT) and trioctylphosphine oxide (TOPO). The metal ion distribution coefficients (D-values) as a function of increasing lanthanide atomic number increased initially, reached a maximum value at Nd, then decreased to a nearly constant value for Gd and the later lanthanides. The D-values vary slightly across the lanthanide series, the maximum difference being a factor of 14 between La and Nd. Analysis of slopes of plots of log D versus pH, log [HBMPPT], and log [TOPO] indicated that the stoichiometries of the extraction complexes varied across the lanthanide series showing a decrease in the number of HBMPPT (and/or BMPPT) units and an increase in the number of TOPO molecules involved in the major extraction species. This extraction system can provide a good way to separate the trivalent actinides from the trivalent lanthanides. 21 refs., 2 figs., 3 tabs.

  8. Extraction studies of selected actinide ions from aqueous solutions with 4-benzoyl-2,4-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione and Tri-n-octylphosphine oxide

    Energy Technology Data Exchange (ETDEWEB)

    Hannink, N.J.; Hoffman, D.C. [Lawrence Berkeley Lab., CA (United States); Smith, B.F. [Los Alamos National Lab., NM (United States)

    1992-07-01

    The first measurements of distribution coefficients (k{sub d}) for Cm(III), Bk(III), Cf(III), Es(III), and Fm(III) between aqueous perchlorate solutions and solutions of 4-benzoyl-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-thione (BMPPT) and the synergist tri-n-octylphosphine oxide (TOPO) in toluene are reported. Curium-243, berkelium-250, californium-249, einsteinium-254, and fermium-253 were used in these studies. The K{sub d} for {sup 241}Am was also measured and is in agreement with previously published results. Our new results show that the K{sub d}`s decrease gradually with increasing atomic number for the actinides with a dip at Cf. In general, the K{sub d}`s for these actinides are about about a factor of 10 greater than the K{sub d}`s for the homologous lanthanides at a pH of 2.9, a BMPPT concentration of 0.2 M, and a TOPO concentration of 0.04 M. The larger K{sub d}`s for the actinides are consistent with greater covalent bonding between the actinide metal ion and the sulfur bonding site in the ligand. 9 refs., 2 figs., 1 tab.

  9. (2-Benzoyl-1-phenylethenolato-κ2O,O′bis[2-(1-phenyl-1H-benzimidazol-2-ylphenyl-κC1]iridium(III dichloromethane disolvate

    Directory of Open Access Journals (Sweden)

    Stanislav I. Bezzubov

    2016-12-01

    Full Text Available We present here synthesis and crystal structure of a neutral IrIII complex, [Ir(C19H13N22(C15H11O2]·2CH2Cl2 or [Ir(C^N2O^O]·2CH2Cl2, where C^N is 1,2-diphenyl-1H-benzimidazole and O^O is 2-benzoyl-1-phenylethenolate. The coordination sphere of the IrIII atom, located on a twofold rotation axis, is that of a slighlty distorted C2N2O2 octahedron, with the N atoms in a trans configuration. In the crystal, complex molecules assemble through weak C—H...π interactions in the range 2.699 (3–2.892 (3 Å. The solvent CH2Cl2 molecules reside in channels aligned along the a axis and are connected to the complex molecules by C—H...O interactions.

  10. Selective preconcentration/separation of copper(II), iron(III), and lead(II) as their N'-benzoyl-N,N-diisobutylthiourea chelates on Amberlite XAD-16 resin.

    Science.gov (United States)

    Soylak, Mustafa; Kariper, I Afsin

    2010-01-01

    A preconcentration/separation procedure for copper(II), iron(III), and lead(II) ions has been established for use prior to their flame atomic absorption spectrometric determination. The presented procedure is based on adsorption of analyte ions on Amberlite XAD-16 resin as their N'-benzoyl-N,N-diisobutylthiourea chelates. The influence of analytical parameters including pH of the solutions and type of eluent on the recoveries of Cu(II), Fe(III), and Pb(II) ions was investigated. The recoveries of the analytes were generally > 95%. No interference effects were observed from alkaline, earth alkaline, or transition metals on the recoveries of the studied metals. The LODs based on 3sigma were 1.9 microg/L for Cu, 5.9 microg/L for Fe, and 3.1 microg/L for Pb. Validation of the procedure was carried out by analyzing standard reference material 1568a (rice flour). The procedure was applied to the determination of analytes in natural water samples.

  11. Synthesis, molecular modeling, thermal and spectral studies of metal complexes of hydrazone derived from 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione and thiosemicarbazide.

    Science.gov (United States)

    Adly, Omima M I

    2011-09-01

    Metal complexes with the general formula [ML(H2O)(CH3OH)x]·nH2O·(CH3OH)y(NO3)z [M=Cu(II), Ni(II), Co(II), VO(IV), Cr(III), Cd(II), Zn(II) or UO2(VI); x=0-2; y=0,1; z=0,1; n=0-2, 6 and L=hydrazone (H2L) derived from condensation of thiosemicarbazide with 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione. The synthesized ligand and its metal complexes have been characterized on the basis of elemental analyses, spectral and magnetic studies as well as thermal gravimetric analysis (TGA). The deprotonated ligand acts as a dibasic tridentate (ONS) via phenolate oxygen, azomethine (CN), and thiolate (C-S) groups. Copper(II) complex exhibits square planar geometry. Nickel(II), chromium(III) and dioxouranium(VI) complexes exhibit octahedral geometry. Cobalt(II), cadmium(II) and zinc(II) complexes showed tetrahedral geometry, whereas oxovanadium(IV) reveals square pyramidal geometry. Thermal analysis are investigated and showed either three or four thermal decomposition steps. Kinetic parameters (Ea, A, ΔH, ΔS and ΔG) of the thermal decomposition stages have been evaluated using Coats-Redfern equations. The molecular parameters of the ligand and its metal complexes have been calculated and correlated with the experimental data such as IR and TGA results.

  12. Synthesis, spectroscopic and X-ray structural characterization, quantum chemical studies and investigation of gama-irradiated effects of the novel hydrazone compound: [(E)-3-(2-nitrophenyl)-(E)-1-(2-phenylhydrazono)]-1-phenylallylidene

    Science.gov (United States)

    Yakalı, Gül; Çakıcı, Abban; Eke, Canel; Cin, Günseli Turgut; Aygün, Muhittin

    2017-04-01

    The novel hydrazone compound, [(E)-3-(2-nitrophenyl)-(E)-1-(2-phenylhydrazono)]-1-phenylallylidene (2), has been synthesized, characterized by FTIR, 1H NMR, 13C NMR techniques, elemental analysis, X-ray structure analysis and has been investigated gama-irradiated effect. Additionally, the molecular geometrical parameters, frontier molecular orbital energies (HOMO, LUMO), their energy gap (Δ E) , molecular electrostatic potential analysis of the compound have been calculated by using DFT/B3LYP with 6-311G (d, p) level. Also, IR frequencies, 1H and 13C NMR chemical shifts of the compound were calculated by using DFT calculations at the same level basis and changing in lattice parameters, unit cell volume and density of the compound are observed after gama irradiated at XRD data. Unirradiated state of the title compound (C21H17N3O2) crystallizes in the monoclinic space group P21/n with a = 9.1782(7) Å, b = 16.1359(12) Å, c = 11.9709(12) Å, β = 101.022(8)o, V = 1740.2(3) Å3, Dcalc = 1.3106 g/cm3 and Z = 4 while irradiated state of title compound showed significant changes in lattice parameters, crystal volume and density. In contrast, the crystal system is found to be the same at after and before irradiation. The calculated geometrical parameters, IR frequencies, 1H and 13C NMR chemical shifts of the compound were in good agreement with the observed single crystal- XRD data, IR, 1H and 13C NMR spectra.

  13. Redox cycling of a copper complex with benzaldehyde nitrogen mustard-2-pyridine carboxylic acid hydrazone contributes to its enhanced antitumor activity, but no change in the mechanism of action occurs after chelation.

    Science.gov (United States)

    Yang, Yinli; Li, Cuiping; Fu, Yun; Liu, Youxun; Zhang, Yu; Zhang, Yanfang; Zhou, Pingxin; Yuan, Yanbin; Zhou, Sufeng; Li, Shaoshan; Li, Changzheng

    2016-03-01

    Many anticancer drugs used in the clinical have potent metal chelating ability. The formed metal complex(es) may exhibit improved (or antagonistic) antitumor activity. However, the underlying mechanism has received limited attention. Therefore, investigation of the mechanism involved in the change upon chelation is required to extend our understanding of the effects of various drugs. In the present study, the proliferation inhibition effect of benzaldehyde nitrogen mustard-2-pyridine carboxylic acid hydrazone (BNMPH) and its copper complex on tumor cell lines was investigated. The copper chelate exhibited almost a 10-fold increase in antitumor activity (with IC50 copper complex induced reactive oxygen species (ROS) generation, and caused upregulation of caspase 8 and Bax as well as the downregulation of Bcl-2, indicating that apoptosis was involved in the cytotoxic effects. DNA fragmentation noted in the comet assay further supported ROS involvement. The present study indicated that BNMPH and its copper complex effectively induced S phase arrest and the cell cycle arrest was associated with the downregulation of cyclin D1. The formation of acidic vesicular organelles (AVOs) and an increase in cleaved LC3-II demonstrated that autophagy occurred in the HepG2 cells treated with the agents. Taken together, BNMPH and its copper complex exhibited proliferation inhibition via apoptosis, cell cycle arrest and autophagy, which was dependent on ROS. The enhanced antitumor activity of the copper complex was due to its redox-cycling ability, but the mechanism was not altered compared to BNMPH. Our findings may significantly contribute to the understanding of the anti-proliferative effect of BNMPH and its copper complex.

  14. Structures of hydrazones, (E)-2-(1,3-benzothiazolyl)-NHsbnd Ndbnd CHsbnd Ar, [Ar = 4-(pyridin-2-yl)phenyl, pyrrol-2-yl, thien-2-yl and furan-2-yl]: Difference in conformations and intermolecular hydrogen bonding

    Science.gov (United States)

    Lindgren, Eric B.; Yoneda, Julliane D.; Leal, Katia Z.; Nogueira, Antônio F.; Vasconcelos, Thatyana R. A.; Wardell, James L.; Wardell, Solange M. S. V.

    2013-03-01

    Structures of hydrazones, (E)-2-(1,3-benzothiazolyl)-NHsbnd Ndbnd CHsbnd Ar(Ar = pyridine-2-yl (1), pyrrol-2-yl (2), thien-2-yl (3) and furan-2-yl (4), prepared from 2-hydrazinyl-1,3-benzothiazole and ArCHO, followed by recrystallisation from alcohol solutions, are reported. No significant intramolecular hydrogen bonds are present in any of the four molecules. Different conformations were found between 2 and 3, on one hand and for 4, on the other. Thus for 4, the oxygen atom of the furanyl ring is on the same side of the molecule as is the sulfur atom of the benzothiazole unit, while in contrast, each of the heteroatoms of the thienyl and pyrrole rings lies on opposite sides to the benzothiazole sulphur atom. In addition to the conformational variations, differences are noted in the connections between molecules. Despite the presence in each case of N(hydrazono)sbnd H---N(benzothiazolo) intermolecular hydrogen bonds, molecules of 4 are linked into spiral chains, while molecules of 2 and 3 (and indeed all compounds having Ar = substituted phenyl) form symmetric dimers. Further intermolecular interactions, albeit weaker ones, are found in 2 [Csbnd H··N and Nsbnd H··π], 3 [Csbnd H··π] and 4 [π··π], while dimers of 1 remain essentially free. Calculations carried out using the DFT(B3LYP)/6-311++G(d,p) method indicated that the conformations determined by crystallography for 2-4 were the more stable.

  15. Probing space charge effect on electroluminescence of indium tin oxide (ITO)/N,N′-di-[(1-naphthyl)-N,N′-diphenyl]-(1,1′-biphenyl)-4, 4′-diamine (α-NPD)/tris(8-hydroxy-quinolinato) aluminum (III) (Alq{sub 3})/Al diodes by time-resolved electric-field-induced optical second-harmonic generation measurement

    Energy Technology Data Exchange (ETDEWEB)

    Sadakata, Atsuo; Osada, Kenshiro; Taguchi, Dai; Manaka, Takaaki; Iwamoto, Mitsumasa, E-mail: iwamoto@pe.titech.ac.jp

    2014-03-03

    By using time-resolved electric-field-induced optical second-harmonic generation measurement, we studied the electroluminescence (EL) mechanism which is activated in double-layer organic light-emitting diodes (indium tin oxide/N,N′-di-[(1-naphthyl)-N,N′-diphenyl]-(1,1′-biphenyl)-4,4′-diamine (α-NPD)/tris(8-hydroxy-quinolinato) aluminum (III) (Alq{sub 3})/Al) in the high frequency region with application of AC square voltages at various duty-ratios. Results showed that holes were accumulated at the α-NPD/Alq{sub 3} interface in proportion to the duty-ratio, and corresponded well to the increasing EL enhancement at the high frequency. Our previous proposed model on the EL enhancement assisted by electron injection from the Al electrode in the presence of the space charge field was well confirmed. - Highlights: • We studied space charge (SC) effects in double-layer organic light emitting diodes. • The second-harmonic generation measurement was used to directly probe the SC field. • Space charge fields due to interfacial accumulated charge were verified. • We showed that SC electric fields contribute to electroluminescence emissions.

  16. End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells.

    Science.gov (United States)

    Das, Kuheli; Datta, Amitabha; Sinha, Chittaranjan; Huang, Jui-Hsien; Garribba, Eugenio; Hsiao, Ching-Sheng; Hsu, Chin-Lin

    2012-04-01

    The reactions of the tridentate hydrazone ligand, N'-[1-(pyridin-2-yl)ethylidene]acetohydrazide (HL), obtained by condensation of 2-acetylpyridine with acetic hyadrazide, with copper nitrate trihydrate in the presence of thiocyanate, or with CuCl2 produce two distinct coordination compounds, namely a one-dimensional helical coordination chain of [CuL(NCS)] n (1) units, and a doubly chlorido-bridged dinuclear complex [Cu2L2Cl2] (2) (where L=CH3C(O)=N-N=CCH3C5H4N). Single-crystal X-ray structural determination studies reveal that in complex 1, a deprotonated hydrazone ligand L(-) coordinates a copper(II) ion that is bridged to two neighbouring metal centres by SCN(-) anions, generating a one-dimensional helical coordination chain. In complex 2, two symmetry-related, adjacent copper(II) coordination entities are doubly chlorido-bridged, producing a dicopper entity with a Cu⋅⋅⋅Cu distance of 3.402 (1) Å. The two coordination compounds have been fully characterised by elemental analysis, spectroscopic techniques including IR, UV-vis and electron paramagnetic resonance, and variable-temperature magnetic studies. The biological effects of 1 and 2 on the viability of human colorectal carcinoma cells (COLO-205 and HT-29) were evaluated using an MTT assay, and the results indicate that these complexes induce a decrease in cell-population growth of human colorectal carcinoma cells with apoptosis.

  17. Is benzoyl peroxide 3% topical gel effective and safe in the treatment of acne vulgaris in Japanese patients? A multicenter, randomized, double-blind, vehicle-controlled, parallel-group study.

    Science.gov (United States)

    Kawashima, Makoto; Hashimoto, Hirofumi; Alio Sáenz, Alessandra B; Ono, Makoto; Yamada, Masahiro

    2014-09-01

    Benzoyl peroxide (BPO) as an anti-acne medication is not yet approved in Japan. This study evaluated the efficacy and safety of a once-daily topical application of BPO 3% gel versus an inert vehicle gel in Japanese acne patients. Three hundred and sixty patients were randomized to receive BPO 3% or vehicle for 12 weeks. The primary efficacy end-point was absolute change in number of total lesions (TL) from baseline to week 12 to demonstrate the superiority of BPO 3% versus vehicle. Secondary efficacy end-points were absolute and percent change in TL, inflammatory lesions (IL), non-inflammatory lesions (non-IL) and Investigator's Static Global Assessment (ISGA). Change in TL counts from baseline to week 12 for BPO 3% was superior to vehicle (difference, -21.0; P BPO 3% at all study visits. The proportion of patients with improvement in ISGA scores was significantly higher with BPO 3% than with vehicle from week 2. All adverse events were mild or moderate. Adverse drug-related reactions were higher for BPO 3% (30%) than with vehicle (5%). Local tolerability scores of grade 1 or more (slight to moderate) were more frequent with BPO 3% than vehicle with the most significant differences observed in dryness (56% vs 27% at week 1-4), peeling (19% vs 9% at week 1-2) and burning/stinging (58% vs 15% at week 1-12). These results indicate that BPO 3% is effective while maintaining a favorable safety and tolerability profile in Japanese acne patients.

  18. A cross-sectional pilot study of antibiotic resistance in Propionibacterium acnes strains in Indian acne patients using 16s-RNA polymerase chain reaction: A comparison among treatment modalities including antibiotics, benzoyl peroxide, and isotretinoin

    Directory of Open Access Journals (Sweden)

    Kabir Sardana

    2016-01-01

    Full Text Available Background: Antibiotic resistance is a worldwide problem in acne patients due to regional prescription practices, patient compliance, and genomic variability in Propionibacterium acnes, though the effect of treatment on the resistance has not been comprehensively analyzed. Aims: Our primary objective was to assess the level of antibiotic resistance in the Indian patients and to assess whether there was a difference in the resistance across common treatment groups. Subjects and Methods: A cross-sectional, institutional based study was undertaken and three groups of patients were analyzed, treatment naοve, those on antibiotics and patients on benzoyl peroxide (BPO and/isotretinoin. The follicular content was sampled and the culture was verified with 16S rRNA polymerase chain reaction, genomic sequencing, and pulsed-field gel electrophoresis. Minimum inhibitory concentration (MIC assessment was done for erythromycin (ERY, azithromycin (AZI, clindamycin (CL, tetracycline (TET, doxycycline (DOX, minocycline (MINO, and levofloxacin (LEVO. The four groups of patients were compared for any difference in the resistant strains. Results: Of the 52 P. acnes strains isolated (80 patients, high resistance was observed to AZI (100%, ERY (98%, CL (90.4%, DOX (44.2%, and TETs (30.8%. Low resistance was observed to MINO (1.9% and LEVO (9.6%. Statistical difference was seen in the resistance between CL and TETs; DOX/LEVO and DOX/MINO (P < 0.001. High MIC90 (≥256 μg/ml was seen with CL, macrolides, and TETs; moreover, low MIC90 was observed to DOX (16 μg/ml, MINO (8 μg/ml, and LEVO (4 μg/ml. Though the treatment group with isotretinoin/BPO had the least number of resistant strains there was no statistical difference in the antibiotic resistance among the various groups of patients. Conclusions: High resistance was seen among the P. acnes strains to macrolides-lincosamides (AZI and CL while MINO and LEVO resistance was low.

  19. Cross-sectional Pilot Study of Antibiotic Resistance in Propionibacterium Acnes Strains in Indian Acne Patients Using 16S-RNA Polymerase Chain Reaction: A Comparison Among Treatment Modalities Including Antibiotics, Benzoyl Peroxide, and Isotretinoin

    Science.gov (United States)

    Sardana, Kabir; Gupta, Tanvi; Kumar, Bipul; Gautam, Hemant K; Garg, Vijay K

    2016-01-01

    Background: Antibiotic resistance is a worldwide problem in acne patients due to regional prescription practices, patient compliance, and genomic variability in Propionibacterium acnes, though the effect of treatment on the resistance has not been comprehensively analyzed. Aims: Our primary objective was to assess the level of antibiotic resistance in the Indian patients and to assess whether there was a difference in the resistance across common treatment groups. Subjects and Methods: A cross-sectional, institutional based study was undertaken and three groups of patients were analyzed, treatment naïve, those on antibiotics and patients on benzoyl peroxide (BPO) and/isotretinoin. The follicular content was sampled and the culture was verified with 16S rRNA polymerase chain reaction, genomic sequencing, and pulsed-field gel electrophoresis. Minimum inhibitory concentration (MIC) assessment was done for erythromycin (ERY), azithromycin (AZI), clindamycin (CL), tetracycline (TET), doxycycline (DOX), minocycline (MINO), and levofloxacin (LEVO). The four groups of patients were compared for any difference in the resistant strains. Results: Of the 52 P. acnes strains isolated (80 patients), high resistance was observed to AZI (100%), ERY (98%), CL (90.4%), DOX (44.2%), and TETs (30.8%). Low resistance was observed to MINO (1.9%) and LEVO (9.6%). Statistical difference was seen in the resistance between CL and TETs; DOX/LEVO and DOX/MINO (P < 0.001). High MIC90 (≥256 μg/ml) was seen with CL, macrolides, and TETs; moreover, low MIC90 was observed to DOX (16 μg/ml), MINO (8 μg/ml), and LEVO (4 μg/ml). Though the treatment group with isotretinoin/BPO had the least number of resistant strains there was no statistical difference in the antibiotic resistance among the various groups of patients. Conclusions: High resistance was seen among the P. acnes strains to macrolides-lincosamides (AZI and CL) while MINO and LEVO resistance was low. PMID:26955094

  20. Spiro-oxindole derivative 5-chloro-4',5'-diphenyl-3'-(4-(2-(piperidin-1-yl) ethoxy) benzoyl) spiro[indoline-3,2'-pyrrolidin]-2-one triggers apoptosis in breast cancer cells via restoration of p53 function.

    Science.gov (United States)

    Saxena, Ruchi; Gupta, Garima; Manohar, Murli; Debnath, Utsab; Popli, Pooja; Prabhakar, Yenamandra S; Konwar, Rituraj; Kumar, Sandeep; Kumar, Atul; Dwivedi, Anila

    2016-01-01

    Breast cancer remains a significant health problem due to the involvement of multiple aberrant and redundant signaling pathways in tumorigenesis and the development of resistance to the existing therapeutic agents. Therefore, the search for novel chemotherapeutic agents for effective management of breast cancer is still warranted. In an effort to develop new anti-breast cancer agents, we have synthesized and identified novel spiro-oxindole derivative G613 i.e. 5-chloro-4',5'-diphenyl-3'-(4-(2-(piperidin-1-yl) ethoxy) benzoyl) spiro[indoline-3,2'-pyrrolidin]-2-one, which has shown growth inhibitory activity in breast cancer cells. The present study was aimed to explore the mechanism of anti-tumorigenic action of this newly identified spiro-oxindole compound. Compound G613 inhibited the Mdm2-p53 interaction in breast cancer cells and tumor xenograft. It caused restoration of p53 function by activating its promoter activity, triggering its nuclear accumulation and preventing its ubiquitination and proteasomal degradation. Supportively, molecular docking studies revealed considerable homology in the docking mode of G613 and the known Mdm2 inhibitor Nutlin-3, to p53 binding pocket of Mdm2. The activation of p53 led to upregulation of p53 dependent pro-apoptotic proteins, Bax, Pumaα and Noxa and enhanced interaction of p53 with bcl2 member proteins thus triggering both transcription-dependent and transcription-independent apoptosis, respectively. Additionally, the compound decreased estrogen receptor activity through sequestration of estrogen receptor α by p53 thereby causing a decreased transcriptional activation and expression of proliferation markers. In conclusion, G613 represents a potent small-molecule inhibitor of the Mdm2-p53 interaction and can serve as a promising lead for developing a new class of anti-cancer therapy for breast cancer patients.

  1. Upregulation of DR5 receptor by the diaminothiazole DAT1 [4-amino-5-benzoyl-2-(4-methoxy phenyl amino) thiazole] triggers an independent extrinsic pathway of apoptosis in colon cancer cells with compromised pro and antiapoptotic proteins.

    Science.gov (United States)

    Thomas, Sannu A; Vasudevan, Smreti; Thamkachy, Reshma; Lekshmi, Swathi U; Santhoshkumar, Thankayyan R; Rajasekharan, Kallikat N; Sengupta, Suparna

    2013-06-01

    Mitochondria mediated signalling is the more common way of apoptosis induction exhibited by many chemotherapeutic agents in cancer cells. Death receptor mediated signalling for apoptosis in many cells also requires further amplification from the mitochondrial pathway activation through tBid. Thus the potential of most chemotherapeutic agents in tumours with intrinsic apoptosis resistance due to changes in molecules involved in the mitochondrial pathway is limited. Diaminothiazoles were shown earlier to bind to tubulin thereby exhibiting cytotoxicity towards different cancer cells. We observed that the lead diaminothiazole, DAT1 [4-amino-5-benzoyl-2-(4-methoxy phenyl amino) thiazole] could induce apoptosis in the colon cancer cell line HCT116 by both pathways. However, in contrast to many other chemotherapeutic agents, DAT1 triggered apoptosis where the intrinsic pathway was blocked by changing the pro and antiapoptotic proteins. An independent extrinsic pathway activation triggered by the upregulation of DR5 receptor accounted for that. The induction of DR5 occurred in the transcriptional level and the essential role of DR5 was confirmed by the fact that siRNA downregulation of DR5 significantly reduced DAT1 induced apoptosis. HCT116 cells were earlier shown to have a type II response for apoptosis induction where extrinsic pathway was connected to the intrinsic pathway via the mediator protein tBid. Our finding thus indicates that the signalling events in the manifestation of apoptosis depend not only on the cancer cell type, but also on the inducer. Our results also place diaminothiazoles in a promising position in the treatment of tumours with compromised apoptotic factors.

  2. Influence of terminal acryloyl arms on the coordination chemistry of a ditopic pyrimidine-hydrazone ligand: comparison of Pb(II), Zn(II), Cu(II), and Ag(I) complexes.

    Science.gov (United States)

    Hutchinson, Daniel J; Hanton, Lyall R; Moratti, Stephen C

    2013-03-01

    A new ditopic pyrimidine-hydrazone ligand, 6-hydroxymethylacryloyl-2-pyridinecarboxaldehyde, 2,2'-[2,2'-(2-methyl-4,6-pyrimidinediyl)bis(1-methylhydrazone)] (L2), was synthesized with terminal acryloyl functional groups to allow incorporation into copolymer gel actuators. NMR spectroscopy was used to show that L2 adopted a horseshoe shape with transoid-transoid pym-hyz-py linkages. Metal complexation studies were performed with L2 and salts of Pb(II), Zn(II), Cu(II), and Ag(I) ions in CH3CN in a variety of metal to ligand ratios. Reacting L2 with an excess amount of any of the metal ions resulted in linear complexes where the pym-hyz-py linkages were rotated to a cisoid-cisoid conformation. NMR spectroscopy showed that the acryloyl arms of L2 did not interact with the bound metal ions in solution. Seven of the linear complexes (1-7) were crystallized and analyzed by X-ray diffraction. Most of these complexes (4-7) also showed no coordination between the acryloyl arms and the metal ions; however, complexes 1-3 showed some interactions. Both of the acryloyl arms were coordinated to Pb(II) ions in [Pb2L2(SO3CF3)4] (1), one through the carbonyl oxygen donor and the other through the alkoxy oxygen donor. One of the acryloyl arms of [Cu2L2(CH3CN)3](SO3CF3)4 (2) was coordinated to one of the Cu(II) ions through the carbonyl oxygen donor. There appeared to be a weak association between the alkoxy donors of the acryloyl arms and the Pb(II) ions of [Pb2L2(ClO4)4]·CH3CN (3). Reaction of excess AgSO3CF3 with L2 was repeated in CD3NO2, resulting in crystals of {[Ag7(L2)2(SO3CF3)6(H2O)2] SO3CF3}∞ (8), the polymeric structure of which resulted from coordination between the carbonyl donors of the acryloyl arms and the Ag(I) ions. In all cases the coordination and steric effects of the acryloyl arms did not inhibit isomerization of the pym-hyz bonds of L2 or the core shape of the linear complexes.

  3. Biotransformation of 6-methoxy-3-(3',4',5'-trimethoxy-benzoyl)-1H-indole (BPR0L075), a novel antimicrotubule agent, by mouse, rat, dog, and human liver microsomes.

    Science.gov (United States)

    Yao, Hsien-Tsung; Wu, Yu-Shan; Chang, Yi-Wei; Hsieh, Hsing-Pang; Chen, Wei-Cheng; Lan, Shih-Jung; Chen, Chiung-Tong; Chao, Yu-Sheng; Chang, Ling; Sun, Hsu-Yi; Yeh, Teng-Kuang

    2007-07-01

    6-Methoxy-3-(3',4',5'-trimethoxy-benzoyl)-1H-indole (BPR0L075) is a novel synthetic indole compound with microtubule binding activity. Incubation of BPR0L075 with mouse, rat, dog, and human liver microsomes in the presence of NADPH resulted in the formation of six metabolites. Liquid chromatography-tandem mass spectrometry and comparison with the synthetic reference standards identified two metabolites (M1 and M5) as the products derived from hydroxylation on the indole moiety of the molecule. M3 was also identified as a product derived from hydroxylation, but the structure of this metabolite was not identified because of the lack of a reference standard. M2, M4, and M6 were identified as the products derived from O-demethylation. M2, 6-desmethyl-BPR0L075, was the major metabolite formed by the liver microsomes of the four species. No qualitative species difference in the metabolism of BPR0L075 was observed. There was quantitative species difference in the metabolism of BPR0L075 among the four species. Whereas mouse and rat liver microsomes metabolized BPR0L075 predominantly via O-demethylation, dog liver microsomes metabolized BPR0L075 by O-demethylation and hydroxylation to about the same extent. The rank order of intrinsic clearance rates for the conversion of BPR0L075 to 6-desmethyl-BPR0L075 was mouse > rat > human > dog. Incubation of BPR0L075 with baculovirus-insect cell-expressed human cytochrome P450 (P450) isozymes showed that CYP1A2, 2C9, 2C19, 2D6, 2E1, and 3A4 all catalyzed the O-demethylation and hydroxylation of BPR0L075 but to a different degree. Among the six P450 isozymes tested, CYP1A2 and 2D6 were most active on catalyzing the metabolism of BPR0L075. CYP1A2 catalyzed mainly the formation of M1, M2, and M3. M2 was the predominant metabolite formed by CYP2D6.

  4. 21 CFR 184.1157 - Benzoyl peroxide.

    Science.gov (United States)

    2010-04-01

    ...; milk used for production of Asiago fresh and Asiago soft cheese (§ 133.102), Asiago medium cheese... chapter; and annatto-colored whey, such that the final bleached product conforms to the descriptions and specifications for whey, concentrated whey, or dried whey in § 184.1979(a) (1), (2), or (3), respectively....

  5. 1-(2-Naphthyl-3-phenylprop-2-en-1-one

    Directory of Open Access Journals (Sweden)

    Si-Ping Tang

    2009-08-01

    Full Text Available The title compound, C19H14O, contains two independent molecules with the same s-cis conformation for the ketone unit. Both molecules are non-planar with dihedral angles of 51.9 (1 and 48.0 (1° between the benzene ring and the naphthalene ring system. In the crystal, neighboring molecules are stabilized by intermolecular C—H...π interactions, giving a two-dimensional supramolecular array parallel to the ab plane.

  6. N-[(2-Hydroxy-1-naphthyl(3-nitrophenylmethyl]acetamide

    Directory of Open Access Journals (Sweden)

    M. NizamMohideen

    2009-04-01

    Full Text Available The title compound, C19H16N2O4, is of interest as a precursor to biologically active substituted quinolines and related compounds. The dihedral angle between the naphthalene ring system and the benzene ring is 81.9 (1°. The crystal structure is stabilized by N—H...O intermolecular hydrogen bonds, linking the molecules into pairs around a center of symmetry. The crystal structure is further stabilized by intermolecular O—H...O hydrogen bonds, which link the molecules into chains running along a axis. An intramolecular C—H...O short contact is also present.

  7. (8-Bromo-2-hydroxy-7-methoxy-1-naphthyl(4-chlorobenzoylmethanone

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    Noriyuki Yonezawa

    2010-03-01

    Full Text Available In the title compound, C18H12BrClO3, the naphthalene ring system and the benzene ring make a dihedral angle of 82.18 (9°. The conformation around the central C=O group is such that the C=O bond vector forms a larger angle to the plane of the naphthalene ring system than to the plane of the benzene ring, viz. 60.91 (16° versus 13.94 (16°. In the crystal structure, two π–π interactions formed between the naphthalene ring systems [centroid–centroid distances of 3.8014 (13 and 3.9823 (13 Å] and intermolecular O—H...O and C—H...O hydrogen bonds are present.

  8. 3-(1-Naphthyl-N-phenyloxirane-2-carboxamide

    Directory of Open Access Journals (Sweden)

    Tai-Ran Kang

    2009-12-01

    Full Text Available In the title compound, C19H15NO2, the molecule adopts a syn configuration with the naphthalene and N-phenylformamide units located on the same side of the epoxy ring. The epoxy ring makes dihedral angles of 58.73 (9 and 65.18 (9°, respectively, with the naphthalene ring system and the benzene ring. Intermolecular N—H...O and C—H...O hydrogen bonding is present in the crystal structure.

  9. Formation of a dinuclear copper(II) complex through the cleavage of CN bond of 1-benzoyl-3-(pyridin-2-yl)-1H-pyrazole

    Energy Technology Data Exchange (ETDEWEB)

    Shardin, Rosidah; Pui, Law Kung; Yamin, Bohari M. [School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, UKM 43600 Bangi, Selangor (Malaysia); Kassim, Mohammad B. [School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, UKM 43600 Bangi, Selangor, Malaysia and Fuel Cell Institute, Universiti Kebangsaan Malaysia, UKM 43600 Bangi, Selangor (Malaysia)

    2014-09-03

    A simple mononuclear octahedral copper(II) complex was attempted from the reaction of three moles of 1-benzoyl-3-(pyridin-2-yl)-1H-pyrazole and one mole of copper(II) perchlorate hexahydrate in methanol. However, the product of the reaction was confirmed to be a dinuclear copper(II) complex with μ-(3-(pyridin-2-yl)-pyrazolato) and 3-(pyridin-2-yl)-1H-pyrazole ligands attached to each of the Cu(II) centre atom. The copper(II) ion assisted the cleavage of the C{sub benzoyl}N bond afforded a 3-(pyridin-2-yl)-1H-pyrazole molecule. Deprotonation of the 3-(pyridin-2-yl)-1H-pyrazole gave a 3-(pyridin-2-yl)-pyrazolato, which subsequently reacted with the Cu(II) ion to give the (3-(pyridin-2-yl)-pyrazolato)(3-(pyridin-2-yl)-1H-pyrazole)Cu(II) product moiety. The structure of the dinuclear complex was confirmed by x-ray crystallography. The complex crystallized in a monoclinic crystal system with P2(1)/n space group and cell dimensions of a = 12.2029(8) Å, b = 11.4010(7) Å, c = 14.4052(9) Å and β = 102.414(2)°. The compound was further characterized by mass spectrometry, CHN elemental analysis, infrared and UV-visible spectroscopy and the results concurred with the x-ray structure. The presence of d-d transition at 671 nm (ε = 116 dm{sup 3} mol{sup −1} cm{sup −1}) supports the presence of Cu(II) centres.

  10. Microwave assisted solid-state synthesis, crystal structure and properties of the dialkyltin 2-Naphthyl benzoate%微波固相合成二正丁基锡2-萘甲酸酯配合物{[n-Bu2Sn(O2CC10H9)]2O}2及其结构与性质研究

    Institute of Scientific and Technical Information of China (English)

    张复兴; 王剑秋; 邝代治; 冯泳兰; 张志坚; 李俊华; 张可

    2011-01-01

    二正丁基氧化锡和2-萘甲酸按物质的量比1∶1,通过微波固相合成法合成了二正丁基锡2-萘甲酸酯配合物{[n-Bu2Sn(O2CC10H9)]2O}2.经X-射线衍射方法测定了其晶体结构,配合物属三斜晶系,空间群为π,晶体学参数a=1.19564(7)nm,b=1.26634(7)nm,c=1.42679(9)nm,α=79.7120(10),β=69.0330(10)°,γ=72.1050(10)°,V=1.9146(2)nm3,Z=1,Dc=1.430 g/cra3,μ(MoKa)=13.42 cm-1,F(000)=836,R1=0.0426,wR2=0.1189.配合物是以Sn2O2构成的平面四元环为中心环的二聚体结构,锡原子均为五配位的畸变三角双锥构型.对其结构进行量子化学从头计算,探讨了配合物的稳定性、分子轨道能量以及一些前沿分子轨道的组成特征.通过循环伏安法研究了其电化学性质.%The dialkyltin 2-Naphthyl benzoate Compound {[n-Bu2Sn(O2CC10H9)]2I}2 was synthesized by Microwave assisted solid-state synthesis. Its structure has been determined by X-ray single crystal diffraction. The crystal belongs to triclinic with space groupPI-, a = 1.19564(7) nm, b =1.26634(7) nm, c =1. 42679(9) nm, α = 79.7120(10),βi = 69.0330(10)°, γ=72.1050(10)°, V= 1.9146(2) nm3, Z=1, Dc = 1.430 g/cm3, μ(UoKa)=l3A2 cm-1, F(000)=836, R1=0.0426, wR2=0.1189. In the complex, the tin atoms are rendered five-coordination in a distorted tigonal bipyram idalstructure, and the dimer structure is shaped by one Sn2O2 planar. The study on title complex has been performed, with quantum chemistry calculation by means of G98W package and taking Lanl2dz basis set. The stabilities of the complex, the orbital energies and composition characteristics of some frontier molecular orbitals have been investigated. The electrochemistry propertieswere studied by cyclic voltammetry.

  11. Spectroscopic and biological studies of new binuclear metal complexes of a tridentate ONS hydrazone ligand derived from 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 4,6-diacetylresorcinol.

    Science.gov (United States)

    Adly, Omima M I; Emara, Adel A A

    2014-11-11

    The binuclear hydrazone, H2L, ligand derived from 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 4,6-diacetylresorcinol, in the molar ratio 2:1, and its copper(II), nickel(II), cobalt(II), zinc(II), cadmium(II), cerium(III), iron(III), oxovanadium(IV) and dioxouranium(VI) complexes have been synthesized. Structures of the ligand and its metal complexes were characterized by elemental analyses, spectral (infrared, electronic, mass, 1H NMR and ESR) data, magnetic susceptibility, molar conductivity measurements and thermal gravimetric analysis (TGA). The ligand acts as dibasic with two ONS tridentate sites. The bonding sites are the azomethine nitrogen, phenolate oxygen and sulfur atoms. The metal complexes exhibit different geometrical arrangements such as square planer, tetrahedral and octahedral. The Coats-Redfern equation was used to calculate the kinetic and thermodynamic parameters for the different thermal decomposition steps of some complexes. The ligand and its metal complexes showed antimicrobial activity towards Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans) and fungus (Aspergillus fumigatus). Structural parameters of the ligand and its metal complexes were theoretically computed on the basis of semiempirical PM3 level, and the results were correlated with their experimental data.

  12. Spectroscopic and biological studies of new binuclear metal complexes of a tridentate ONS hydrazone ligand derived from 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 4,6-diacetylresorcinol

    Science.gov (United States)

    Adly, Omima M. I.; Emara, Adel A. A.

    2014-11-01

    The binuclear hydrazone, H2L, ligand derived from 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 4,6-diacetylresorcinol, in the molar ratio 2:1, and its copper(II), nickel(II), cobalt(II), zinc(II), cadmium(II), cerium(III), iron(III), oxovanadium(IV) and dioxouranium(VI) complexes have been synthesized. Structures of the ligand and its metal complexes were characterized by elemental analyses, spectral (infrared, electronic, mass, 1H NMR and ESR) data, magnetic susceptibility, molar conductivity measurements and thermal gravimetric analysis (TGA). The ligand acts as dibasic with two ONS tridentate sites. The bonding sites are the azomethine nitrogen, phenolate oxygen and sulfur atoms. The metal complexes exhibit different geometrical arrangements such as square planer, tetrahedral and octahedral. The Coats-Redfern equation was used to calculate the kinetic and thermodynamic parameters for the different thermal decomposition steps of some complexes. The ligand and its metal complexes showed antimicrobial activity towards Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans) and fungus (Aspergillus fumigatus). Structural parameters of the ligand and its metal complexes were theoretically computed on the basis of semiempirical PM3 level, and the results were correlated with their experimental data.

  13. Forced twin-chair conformation in 7-benzoyl- and 7-phenylacetyl-r-2,c-4,t-6,t-8-tetraphenyl-3-thia-7-azabicyclo[3.3.1]nonanes with 1,3-diaxial phenyl groups in the piperidine ring: single- and double-layered supramolecular sheets built from C-H...O and C-H...pi(arene) hydrogen bonds.

    Science.gov (United States)

    Sakthivel, Chinniah; Jeyaraman, Ramasubbu

    2010-08-01

    The crystal structures of 7-benzoyl-r-2,c-4,t-6,t-8-tetraphenyl-3-thia-7-azabicyclo[3.3.1]nonane, C(38)H(33)NOS, (I), and r-2,c-4,t-6,t-8-tetraphenyl-7-phenylacetyl-3-thia-7-azabicyclo[3.3.1]nonane [systematic name: 2-phenyl-1-(r-2,c-4,t-6,t-8-tetraphenyl-3-thia-7-azabicyclo[3.3.1]nonan-7-yl)ethanone], C(39)H(35)NOS, (II), both reveal a forced twin-chair conformation with the 1,3-diaxial phenyl groups in the piperidine ring, and flattening at the N-atom end of the piperidine ring of the bicyclic system. In the crystal structure of (I), molecules are linked into sheets by a combination of two weak C-H...O and one C-H...pi(arene) hydrogen bond, while in the crystal structure of (II), the molecules extend into double-layered sheets assisted by three C-H...pi(arene) hydrogen bonds.

  14. 2′-硼酸基苯甲醛-7-(8-羟基-5-磺酸基)喹啉腙衍生物的合成及对Pb2+的识别%Synthesis of 2′-Borono-benzaldehyde-7- (8-hydroxy-5-sulfoacid)Qninoline Hydrazone and Recognition of Pb2 +

    Institute of Scientific and Technical Information of China (English)

    肖敏; 张丽娜; 吴芳英

    2012-01-01

    合成了2 ′,3′和4′-硼酸基苯甲醛-7-(8-羟基-5-磺酸基)喹啉腙衍生物(化合物1~3),研究了硼酸基团取代位置对主体分子识别金属离子客体性能的影响,比较了不同主体分子与Pb2+结合能力的差异.研究结果表明,在pH=7.0的KH2 PO4 -NaOH缓冲溶液中,3种腙衍生物对Pb2+均具有选择性识别作用,主客体分子间形成1∶1型的发光配合物.其中邻位取代的化合物1与Pb2+的结合能力比化合物2和3强,配合物1-P2+的最大发射波长为477 nm,稳定常数为1.1 ×103 L/mol.其它金属离子如Cu2+,Mn2+,Mg2+,Fe2+,Ca2+,C02+,Ni2+,Hg2+,Cd2+和Ag+等对主体分子荧光光谱的影响较小.同时,荧光强度的变化值与p2+浓度在0.36~ 10 μmol/L范围内呈现良好的线性关系,相关系数R=0.9976(n=16),检出限为0.23 μmol/L.将此方法用于环境水样中Pb2+的测定,回收率为92%~108%.%2', 3' and 4'-borono-benzaldehyde-7-( 8-hydroxy-5-sulfoacid) quinoline hydrazone derivatives (1-3) were synthesized. The influences of host molecules with boric acid at different replace positions on the recognition of metal ions was investigated. The combining ability of host compounds with lead ion was compared. Research results showed that 2'-borono benzaldehyde-7-(8-hydroxy-5-sulfoacid) quinoline hydrazone (1) possessed highly selective binding and recognition to Pb.2+in the KH2PO4-NaOH buffer solution with a pH value of 7. 0. The 1 : 1 complexes between host 1 and lead ion formed and they emitted strong fluorescence. The binding ability of host 1 with Pb2+ was the strongest among hosts 1-3. The emission wavelength of complex 1-Pb2+ was 477 nm and the binding constant was 1. l×l03 L/mol. The presence of the other metal ions led fluorescent spectra of hosts 1-3 little change, for example Mn2+ , Cu2+, Mg2+, Fe2+, Ca2+, Co2+, Hg2+, Ni2+, Cd2+, Ag+ and so on. Fluorescence intensity and the concentration of Pb2 + presented good linear relationship from 0. 36 μrnol/L to 10

  15. Synthesis and Fungicidal Activities of N-[(3-(4-Quinazolinyl)-amino-1H-pyrazole-4-formyl)aldehyde Hydrazones%N-[3-(4-喹唑啉基)氨基-1H-吡唑-4-甲酰基]醛腙类衍生物的合成及抗菌活性研究

    Institute of Scientific and Technical Information of China (English)

    高元磊; 林选福; 韩菲菲; 鲍小平

    2011-01-01

    Using 4-chloroquinazoline, ethyl 3-amino-4-pyrazolecarboxylate and aromatic aldehyde as starting compounds, thirteen novel N-[(3-(4-quinazolinyl)amino-1H-pyrazole-4-formyl]aldehyde hydrazones were synthesized. Their structures were confirmed by IR, 1H NMR, 13C NMR spectra and elemental analysis. Preliminary bioassay indicated that compound 5d exhibited similar antifungal activities against Gibber-ella zeae and Cytospora mandshurica at 50 μg/mL, compared with control agent (hymexazol). In addition, compound 5k possessed higher inhibition rate against G. Zeae than hymexazol.%以4-氯喹唑啉、3-氨基-4-吡唑甲酸乙酯和芳醛为原料,合成了13个新型的N-[3-(4-喹唑啉基)氨基-1H-吡唑-4-甲酰基]醛腙类化合物,通过IR,1H NMR,13C NMR和元素分析对其结构进行了确认.初步生物活性测试结果表明,在50 μg/mL浓度下,化合物5d对小麦赤霉菌和苹果腐烂菌的抑制率与对照药剂嗯霉灵相当;化合物5k对小麦赤霉菌的抑制率则高于噁霉灵.

  16. Estudo clínico, prospectivo, aberto, randomizado e comparativo para avaliar a segurança e a eficácia da luz azul versus peróxido de benzoíla 5% no tratamento da acne inflamatória graus II e III A prospective, randomized, open and comparative study to evaluate the safety and efficacy of blue light treatment versus a topical benzoyl peroxide 5% formulation in patients with acne grade II and III

    Directory of Open Access Journals (Sweden)

    Lúcia H. F. de Arruda

    2009-10-01

    Full Text Available FUNDAMENTOS: Muitos pacientes relatam melhora da acne com a exposição à luz solar, e vários estudos demonstram que a luz azul é efetiva no tratamento da acne. OBJETIVOS: Verificar a segurança e a eficácia da luz azul (espectro eletromagnético de 407 a 420 nm no tratamento da acne inflamatória graus II e III, comparada à terapêutica tópica com peróxido de benzoíla a 5%. MÉTODOS: O estudo avaliou 60 pacientes em cinco visitas: uma de seleção, uma com 7, 14 e 28 dias de tratamento e uma última de seguimento, 14 dias após o término do tratamento. Trinta foram randomizados para luz azul (oito sessões, duas vezes por semana, e outros 30, para peróxido de benzoíla a 5%, duas vezes ao dia, diariamente. A avaliação foi por meio da contagem das lesões e fotografias. RESULTADOS: A redução no número médio de lesões foi semelhante com os dois tratamentos, independente do tipo de lesão (p 0,05, porém o tratamento com a luz azul apresentou menos efeitos colaterais. CONCLUSÕES: A luz azul foi um tratamento tão eficaz quanto o peróxido de benzoíla a 5% para o tratamento da acne graus II e III, mas com menos efeitos adversos.BACKGROUND: Many acne patients improve after exposure to sunlight and there are many reports about the efficacy of blue light phototherapy on acne lesions. OBJECTIVES - The purpose of this study was to evaluate efficacy and safety of blue light treatment versus topical benzoyl peroxide 5% formulation in patients with acne grades II and III. METHODS - Sixty volunteers with facial acne were included and evaluated in 5 visits: the first one for screening, another 3 held on days 7, 14 and 28 of treatment, and the last one after 14 days of the end of treatment. Thirty of them were irradiated with Blue Light (8 times, twice a week and the other thirty were treated with topical Benzoyl Peroxide 5% formulation, auto-applied twice a day, every day. We assessed the severity of acne by counting the lesions and

  17. A Novel Benzoyl Peroxide Biosensor Based on the Synergistic Effects of Gold Nanorods and Horseradish Peroxidase Composite Membrane%基于金纳米棒-辣根过氧化物酶协同效应的过氧化苯甲酞生物传感器

    Institute of Scientific and Technical Information of China (English)

    曾云龙; 李霞飞; 黄昊文; 唐春然; 赵环; 胡娅梅; 李进

    2011-01-01

    将金纳米棒(AuNRs)和辣根过氧化物酶(HRP)以自组装的方式依次修饰到Au电极表面,构建了响应过氧化苯甲酸(BPO)生物传感器.采用循环伏安法和电流时间法研究了传感器的电化学性质和最佳工作条件;由于HRP/AuNRs复合膜的协同效应,电极性能得到显著改善.在最佳工作条件下(工作电压-0.02 V,pH 7的磷酸盐缓冲体系),BPO浓度在5.0×10-6-1.0×10-4mol/L范围内与电极的电流响应值呈良好的线性关系,线性回归方程为:i(μA) =12.6796C(mmol/L) + 0.2406,R= 0.9993.电极的检出限为8.5×10-7mol/L.电极用于面粉中BPO的测定,平行测定6次,平均回收率为97.9%-100.1%,相对标准偏差(RSD)为0.5%-2.1%.本方法用于商品面粉中的BPO测定,取得满意结果.%A novel benzoyl peroxide (BPO) biosensor was prepared by self-assembling of gold nano-rods (AuNRs) and horseradish peroxidase (HRP) on the surface of gold electrode by layer-by-layer. The electrocatalytic behavior and the optimum conditions of the biosensor were investigated by cyclic voltammetry and I-t curves in PBS. Taking the advantages of synergistic effect between AuNRs and HRP, the performance of the biosensor has been improved remarkably. Under the optimum condi-tions, -0. 02 V and PBS pH 7, the current response of the biosensor was linearly proportional to BPO concentration ranged from 5.0× 10-6 mol/L to 1.0×10-4 mol/L with a correlation coefficient of 0. 9993 for benzoyl peroxide determination, and a detection limit of 8. 5×10-7 mol/L. The linear regression equation was I(μA) = 12. 6796C(mmol/L)+0. 2406. The recovery of the BPO in flour and the RSD were 97. 9% - 100. 1% and 0. 5% - 2. 1% with 6 times determinations, respectively. The method was applied to the determination of BPO in flour in the market with satisfactory results.

  18. Anti-diabetic and anti-adipogenic effects of a novel selective 11β-hydroxysteroid dehydrogenase type 1 inhibitor, 2-(3-benzoyl)-4-hydroxy-1,1-dioxo-2H-1,2-benzothiazine-2-yl-1-phenylethanone (KR-66344).

    Science.gov (United States)

    Park, Ji Seon; Rhee, Sang Dal; Kang, Nam Sook; Jung, Won Hoon; Kim, Hee Youn; Kim, Jun Hyoung; Kang, Seung Kyu; Cheon, Hyae Gyeong; Ahn, Jin Hee; Kim, Ki Young

    2011-04-15

    The selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) have considerable potential for treating type 2 diabetes mellitus and metabolic syndrome. In the present study, we investigated the anti-diabetic and anti-adipogenic effects of 2-(3-benzoyl)-4-hydroxy-1,1-dioxo-2H-1,2-benzothiazine-2-yl-1-phenylethanone (KR-66344), as a 11β-HSD1 inhibitor; we also investigated the underlying molecular mechanisms in the cortisone-induced 3T3-L1 adipogenesis model system and C57BL/6-Lep(ob/ob) mice. KR-66344 concentration-dependently inhibited 11β-HSD1 activity in human liver microsome, mouse C2C12 myotube and human SW982 cells. In the C57BL/6-Lep(ob/ob) mice study, the administration of KR-66344 (200mg/kg/d, orally for 5 days) improved the glucose intolerance as determined by the oral glucose tolerance test, in which the area under the curve (AUC) of the plasma glucose concentration was significantly reduced by 27% compared with the vehicle treated group. Further, KR-66344 suppressed adipocyte differentiation on cortisone-induced adipogenesis in 3T3-L1 cells is associated with the suppression of the cortisone-induced mRNA levels of FABP4, G3PD, PPARγ2 and Glut4, and 11β-HSD1 expression and activity. Our results additionally demonstrate evidence showing that KR-66344 improved glycemic control and inhibited adipogenesis via 11β-HSD1 enzyme activity. Taken together, these results may provide evidence of the therapeutic potential of KR-66344, as a 11β-HSD1 inhibitor, in obesity and type 2 diabetes patients with metabolic syndrome.

  19. Synthesis of N-(2,4-Dinitrophenyl)-N'-(substituted-phenyl)hydrazones and Their Anion Sensing%N-(2,4-二硝基苯基)-N'-取代苯腙衍生物对阴离子识别研究

    Institute of Scientific and Technical Information of China (English)

    聂丽; 胡蕾; 傅绪成; 江云宝

    2011-01-01

    Four N-(2,4-dinitrophenyl)-N'-(substituted-phenyl)hydrazones (substituent R=H, o-OCH3, o-Cl and o-OH) were synthesized as absorption spectral chemosensors for receptors. The binding properties of these receptors with anions such as F- and AcO- in CH3CN were investigated by UV-visible absorption spectroscopy. Results showed that a distinct color change occurred from yellow to light yellow upon addition of F- and AcO-. Substituent was found to exert influence on the spectral response sensitivity and selectivity, with receptor 2 bearing an o-OCH3 substiment showing the highest selectivity and good sensitivity for F-. Job plots indicated a 1: 1 anion binding stoichiometry of the receptors, for which a hydrogen bonding interaction was identified from the 1H NMR titrations and the effect of competitive solvent MeOH on anion binding. As a distinct solution color change occurs it is possible to detect anions such as fluoride by naked eyes.%合成了4种N-(2,4-二硝基苯基)-N'-取代苯腙类阴离子结合受体(1~4,取代基R=H,o-OCH3,o-Cl,o-OH),应用紫外吸收光谱方法研究了其与阴离子的相互作用,以及考察N'-苯环取代基对受体分子之阴离子亲合力和选择性的影响.实验显示:乙腈中F-、CH3CO2-等阴离子使受体分子吸收光谱红移,溶液由黄色转变为红色,其中受体分子2对F-表现出高选择性的灵敏响应.实验表明受体-阴离子间形成了氢键型超分子配合物,Job作图法给出了受体分子与阴离子的1:1结合计量比,1H NMR滴定为受体分子与阴离子间的氢键作用本质提供了直接证据.

  20. 4 '-acetyl benzo-15-crown-5 2-naphthyloxyacetyl hydrazone

    Institute of Scientific and Technical Information of China (English)

    ZHOU Yan-qing; WEI Tai-bao; ZHANG You-ming; ZONG Guo-qiang

    2004-01-01

    Aryloxyacetic acid and its derivatives often possess many important biological activities.Some of them are used as herbicides and plant-growth regulators. In continuation of our previous work on synthesis and biological activities1,2,3, we decided to design series of compounds containing the aryloxyacetyl group and crown ether to study the variation of bioactivities and the effect of the substituents on the ability of the crown ether to bind metal ions4,5. Recently, we determined related crystal structures6,7,8 , in order to study both bioactivities and coordination behaviour. In view of these encouraging results, the structure of the title compound (Figure 1), was obtained and is reported here.Figure 1 The molecule configuration and atom-numbering schem for the title compound,showing ellipsoids at the 50% probability level.Crystals of the ritle compound, C28H32N2O7, is monoclinic, space group P2(1)/c, a = 8.808(3), b =24.579(7), c =11.984(4), α = 90.00, β = 97.248(6), γ = 90.00, Z = 4, Dx= 1. 313 Mg m-3 ,Mo K α, λ =0.71073 , = 9.5mm-1 , F(000) = 1080, T =293(2) K, R = 0.0594, wR=0.1184 for 2575reflections [I>2 σ (Ⅰ) ] .The title compound adopts a syn-anti conformation, which enables N2-H...O6 intermolecule hydrogen bonds to be formed between centrosymmetrically related molecules. The resulting eight-membered rings join these molecules together as characteristic dimmers.

  1. Synthesis, structural and fungicidal studies of hydrazone based coordination compounds.

    Science.gov (United States)

    Sharma, Amit Kumar; Chandra, Sulekh

    2013-02-15

    The coordination compounds of the Co(II), Ni(II) and Cu(II) metal ions derived from imine based ligand, benzil bis(carbohydarzone) were structurally and pharmaceutically studied. The compounds have the general stoichiometry [M(L)]X(2) and [Co(L)X(2)], where M=Ni(II) and Cu(II), and X=NO(3)(-) and Cl(-) ions. The analytical techniques like elemental analyses, molar conductance measurements, magnetic susceptibility measurements, IR, UV/Visible, NMR, ESI mass and EPR were used to study the compounds. The key IR bands, i.e., amide I, amide II and amide III stretching vibrations accounts for the tetradentate metal binding nature of the ligand. The electronic and EPR spectral results suggest the square planar Ni(II) and Cu(II) complexes (g(iso)=2.11-2.22) and tetragonal geometry Co(II) complexes (g(iso)=2.10-2.17). To explore the compounds in the biological field, they were examined against the opportunistic pathogens, i.e., Alternaria brassicae, Aspergillus niger and Fusarium oxysporum. The partial covalent character of metal-ligand bond is supported by the orbital reduction factor k (0.62-0.92) and nephalauxetic parameter β (0.55-0.57).

  2. Synthesis, Characterization, Thermochromism, and Photochromism of Aromatic Aldehyde Hydrazone Derivatives

    Directory of Open Access Journals (Sweden)

    ShaoPing Zhu

    2016-01-01

    Full Text Available The Schiff bases N-(5-phenylthiazole-2-yl-2-hydroxylnaphthaldehydehydrazone (1, N-(4′-chloro-5-phenylthiazole-2-yl-2-hydroxylnaphthaldehydehydrazone (2, and N-(4′-nitro-5-phenylthiazole-2-yl-2-hydroxylnaphthaldehydehydrazone (3 were synthesized. These compounds were characterized by using IR, 1H NMR, 13C NMR, and MS. The photochromism of the compounds was investigated by IR and UV-visible spectrometry which is time variable under irradiation of 254 nm UV light. The thermochromism of the compounds was studied using temperature-variable IR, UV-visible spectrometry, TG, and differential scanning calorimetry (DSC. The results suggested that compound 2 showed thermochromism properties and compounds 2 and 3 displayed photochromism properties. The relationship between the substituents species and photochromic or thermochromic properties of these compounds was revealed as well.

  3. Benzoyl peroxide-induced damage to DNA and its components

    DEFF Research Database (Denmark)

    Hazlewood, C; Davies, Michael Jonathan

    1996-01-01

    , sugars, nucleosides, nucleotides, RNA, and DNA have been examined and the intermediate species have been identified in many cases. Comparison of these data with those obtained with Ph. alone has allowed the reactions of PhCO2. and Ph. to be distinguished. Evidence has been obtained which is consistent...... with both the addition of these radicals to the C5-C6 double bond of the pyrimidines to give adduct species, and hydrogen abstraction from the sugar rings. The former process is the major reaction for nucleosides and nucleotides. Studies with RNA and DNA also provide strong evidence for the formation...

  4. Photocarcinogenesis promotion studies with benzoyl peroxide (BPO) and croton oil.

    Science.gov (United States)

    Epstein, J H

    1988-08-01

    Previous studies demonstrated that BPO can promote chemically initiated tumor formation in SENCAR mice. In addition, a number of chemicals have been shown to promote and/or enhance UVR induced carcinogenesis. This study examined the effect of BPO on UVR initiated tumor formation. One hundred and forty-eight Uscd mice received 270 mJ/cm2 of UVB radiation to the posterior halves of their backs 3 times a week for 8 weeks. Four weeks later the mice were divided into 4 groups. Group I received croton oil in acetone applications to the back 5 times a week for the duration of the study. Group II received acetone, Group III received the BPO diluent, and Group IV received the BPO in an aqueous diluent applications as in Group I. One mouse in Group II (acetone) and one in Group IV (BPO) developed tumors in unirradiated skin. In the UVR initiated skin 38% of the survivors developed tumors in Group I (croton oil), whereas 5% did in Group II (acetone), 8% in Group III (BPO base), and 8% group IV (BPO). Thus under the circumstances of this study croton oil did promote UV initiated tumor formation but BPO did not. These results are consistent with those recently reported by Iversen.

  5. ADSORPTION OF LATERALLY INTERACTING 1-NAPHTHOL/1-NAPHTHYL AMINE MIXTURES ON NONPOLAR SURFACES FROM AQUEOUS SOLUTIONS

    Institute of Scientific and Technical Information of China (English)

    Wei-ming Zhang; Jin-long Chen; Qun Chen; Ming-yang He; Bing-cai Pan; Quan-xing Zhang

    2006-01-01

    The binary adsorption behavior of 1-naphthol/1-naphthylamine mixtures in water on nonpolar adsorbent Amberlite XAD4 was investigated at 293 K, 303 K and 313 K, respectively. The experimental uptakes of 1-naphthol and 1-naphthylamine in all binary-component systems of different molar ratios were obviously higher than the corresponding uptakes predicted by the extended Langmuir model, assuming no interaction between the adsorbed molecules of the two components. This phenomenon was attributed to the cooperative adsorption effect arising from the hydrogen bonding interaction between 1-naphthol and 1-naphthylamine molecules. A modified extended Langmuir model was proposed to describe the binary adsorption behavior by means of introducing a fitting parameter related with the cooperative adsorption effect of the adsorbates.

  6. 3-[(2-Hydroxy-1-naphthyl(pyrrolidin-1-ylmethyl]benzonitrile

    Directory of Open Access Journals (Sweden)

    Meng Wei Xue

    2010-08-01

    Full Text Available The title compound, C22H20N2O, was obtained from the condensation reaction of 3-formylbenzonitrile, 2-naphthol and pyrrolidine. There are two molecules in the asymmetric unit, having similar conformations. Intramolecular O—H...N and C—H...O hydrogen bonds occur, with only van der Waals forces between molecules. The dihedral angles between the naphthalene ring system and the phenyl ring in the two molecules are 75.28 (10 and 76.07 (11°. The five-membered rings adopt half-chair conformations.

  7. 4-[(2-Hydroxy-1-naphthyl(piperidin-1-ylmethyl]benzonitrile

    Directory of Open Access Journals (Sweden)

    Yuan Zhang

    2009-09-01

    Full Text Available In the title compound, C23H22N2O, obtained from the condensation reaction of 4-formylbenzonitrile, 2-naphthol and piperidine, the dihedral angle between the naphthalene ring system and the benzene ring is 75.31 (4°. The piperidine ring adopts a chair conformation. The crystal structure is stabilized by intermolecular C—H...N hydrogen bonds, which link the molecules into centrosymmetric dimers. An intramolecular O—H...N hydrogen bond is also present.

  8. Synthesis of Some Novel Amino Phenols with Octahydro-1 ,1'-bi-naphthyl Backbone

    Institute of Scientific and Technical Information of China (English)

    郭辉; 王以; 丁奎岭

    2001-01-01

    A series of new octahydro-1, 1'-binaphthyl derivatives, namely ( R )-( + )-2-( N , N-dialkylamino)-2'-hydroxy-5, 5' , 6, 6' , 7 ,7' ,8,8'-octahydro-1,1'-binaphthyis (7,9), have been synthesized. Their asymmetric induction for enantioselectiuve addition of Et2 Zn to benzaldehyde was examined and it was found that ( R )-( + )-2-( N- cyclohexyl-N-methylamino)-2'-hydroxy-5,5' ,6,6',7,7', 8, 8'-octahydro- 1,1'binaphthyl(9c) exhibited the best asymmetric induction among the ligands prepared, up to 55% ee of 1-phenylpropanol being obtained.

  9. rac-3,4-trans-Dichloro-1,2,3,4-tetrahydro-2-naphthyl acetate

    Directory of Open Access Journals (Sweden)

    Yunus Kara

    2008-12-01

    Full Text Available The title compound, C12H12Cl2O2, has a bicyclic skeleton containing cyclohexene and benzene fragments. The cyclohexene ring adopts a half-chair conformation with displacements of two atoms out of the least-squares plane of 0.311 (2 and −0.336 (2 Å. The Cl atoms are trans-positioned.

  10. Synthesis, physico-chemical studies of manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II) complexes with some p-substituted acetophenone benzoylhydrazones and their antimicrobial activity.

    Science.gov (United States)

    Singh, Vinod P; Singh, Shweta; Katiyar, Anshu

    2009-04-01

    Complexes of the type [M(pabh)(H2O)Cl], [M(pcbh)(H2O)Cl] and [M(Hpabh)(H2O)2 (SO4)] where, M = Mn(II), Co(II), Ni(II), Cu(II) and Zn(II); Hpabh = p-amino acetophenone benzoyl hydrazone and Hpcbh = p-chloro acetophenone benzoyl hydrazone have been synthesized and characterized with the help of elemental analyses, electrical conductance, magnetic susceptibility measurements, electronic, ESR and IR spectra, thermal (TGA & DTA) and X-ray diffraction studies. Co(II), Ni(II) and Cu(II) chloride complexes are square planar, whereas their sulfate complexes have spin-free octahedral geometry. ESR spectra of Cu(II) complexes with Hpabh are axial and suggest d(x(2)-y(2) as the ground state. The ligand is bidentate bonding through > C = N--and deprotonated enolate group in all the chloro complexes, whereas, >C = N and >C = O groups in all the sulfato complexes. Thermal studies (TGA & DTA) on [Cu(Hpabh)(H2O)2(SO4)] indicate a multistep decomposition pattern, which are both exothermic and endothermic in nature. X-ray powder diffraction parameters for [Co(pabh)(H2O)Cl] and [Ni(Hpabh)(H2O)2(SO4)] correspond to tetragonal and orthorhombic crystal lattices, respectively. The ligands as well as their complexes show a significant antifungal and antibacterial activity. The metal complexes are more active than the ligand.

  11. catena-Poly[[[pyridinecopper(II)]-(μ-2-oxidonaphthalene-1-carbaldehyde pico­linoylhydrazonato)-[pyridinecopper(II)]-μ-sulfato] diethyl ether hemisolvate

    Science.gov (United States)

    Wang, Quanchang; Li, Dacheng; Wang, Daqi

    2009-01-01

    The title compound, {[Cu2(C17H11N3O)(SO4)(C5H5N)2]·0.5C4H10O}n, was syn­thesized by the reaction of 2-hydr­oxy-1-naphthyl­aldehyde-2-pyridine­carboxyl­hydrazone with copper sulfonate. A one-dimensional polymer was obtained via self-assembly. Each Cu ion is located in a distorted square-pyramidal coordination environment, with one Cu ion coordinated by two N and three O atoms, while the other links to two O and three N atoms. In the crystal, weak inter­molecular C—H⋯O inter­actions connect the chains into a two-dimensional network. PMID:21583763

  12. Cytotoxicity, anti-angiogenic, apoptotic effects and transcript profiling of a naturally occurring naphthyl butenone, guieranone A

    Directory of Open Access Journals (Sweden)

    Kuete Victor

    2012-06-01

    Full Text Available Abstract Background Malignant diseases are responsible of approximately 13% of all deaths each year in the world. Natural products represent a valuable source for the development of novel anticancer drugs. The present study was aimed at evaluating the cytotoxicity of a naphtyl butanone isolated from the leaves of Guiera senegalensis, guieranone A (GA. Results The results indicated that GA was active on 91.67% of the 12 tested cancer cell lines, the IC50 values below 4 μg/ml being recorded on 83.33% of them. In addition, the IC50 values obtained on human lymphoblastic leukemia CCRF-CEM (0.73 μg/ml and its resistant subline CEM/ADR5000 (1.01 μg/ml and on lung adenocarcinoma A549 (0.72 μg/ml cell lines were closer or lower than that of doxorubicin. Interestingly, low cytotoxicity to normal hepatocyte, AML12 cell line was observed. GA showed anti-angiogenic activity with up to 51.9% inhibition of the growth of blood capillaries on the chorioallantoic membrane of quail embryo. Its also induced apotosis and cell cycle arrest. Ingenuity Pathway Analysis identified several pathways in CCRF-CEM cells and functional group of genes regulated upon GA treatment (P , the Cell Cycle: G2/M DNA Damage Checkpoint Regulation and ATM Signaling pathways being amongst the four most involved functional groups. Conclusion The overall results of this work provide evidence of the cytotoxic potential of GA and supportive data for its possible use in cancer chemotherapy.

  13. New synthesis of 3-(β-D-glucopyranosyl)-5-substituted-1,2,4-triazoles, nanomolar inhibitors of glycogen phosphorylase.

    Science.gov (United States)

    Kun, Sándor; Bokor, Éva; Varga, Gergely; Szőcs, Béla; Páhi, András; Czifrák, Katalin; Tóth, Marietta; Juhász, László; Docsa, Tibor; Gergely, Pál; Somsák, László

    2014-04-09

    O-Perbenzoylated 5-(β-D-glucopyranosyl)tetrazole was reacted with N-benzyl carboximidoyl chlorides to give the corresponding 4-benzyl-3-(β-D-glucopyranosyl)-5-substituted-1,2,4-triazoles. Removal of the O-benzoyl and N-benzyl protecting groups by base catalysed transesterification and catalytic hydrogenation, respectively, furnished a series of 3-(β-D-glucopyranosyl)-5-substituted-1,2,4-triazoles with aliphatic, mono- and bicyclic aromatic, and heterocyclic substituents in the 5-position. Enzyme kinetic studies revealed these compounds to inhibit rabbit muscle glycogen phosphorylase b: best inhibitors were the 5-(4-aminophenyl)- (Ki 0.67 μM) and the 5-(2-naphthyl)-substituted (Ki 0.41 μM) derivatives. This study uncovered the C-glucopyranosyl-1,2,4-triazoles as a novel skeleton for nanomolar inhibition of glycogen phosphorylase.

  14. Photocatalytic and luminescent properties of three novel complexes based on a pyridine-pyrimidine-hydrazone ligand

    Science.gov (United States)

    Xu, Zhouqing; Mao, Xianjie; Zhang, Peiling; Li, Huijun; Wang, Yuan; Liu, Miaomiao; Jia, Lei

    2017-01-01

    Three novel complexes, namely {[Zn3(L)2(SO4)2(H2O)4]·2H2O}n (1), {[Cd(L)(OAc)]}n (2) and [Hg2(L)(I)3]2 (3) (HL = N‧ - isonicotinoylpyrimidine -2- carbohydrazonamide), have been synthesized and characterized by elemental analyses, infrared spectra and single-crystal X-ray diffraction analyze. The 1D complex 1 and complex 2, and the binuclear complex 3 are expanded to 3D networkers by the strong hydrogen bonds and π-π stacking interactions. The photocatalytic degradation of methylene blue (MB) results indicate that complexes 1-3 are excellent candidates as photocatalysts in decomposing MB with the presence of H2O2. In addition, the luminescent properties of these three complexes have been studied in the solid state.

  15. Transition Metal Complexes of Isonicotinoyl–hydrazone-4-diphenylaminobenzaldehyde: Synthesis, Characterization and Antimicrobial Studies

    Directory of Open Access Journals (Sweden)

    L. Mitu

    2012-01-01

    Full Text Available A series of complexes of Cu(II, Ni(II, Co(II, Mn(II and Cd(II with Isonicotinoylhydrazone-4-diphenylaminobenzaldehyde (INHDAB has been reported. The complexes have been characterized by analytical data, IR, UV-Vis, NMR spectra, magnetic susceptibility values, thermal analysis and for the Cu(II complex the ESR spectrum has been registered. The biological activity of these complexes were investigated against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella enteritidis and Shigella flexneri bacteria. The INHDAB ligand is coordinate at the metallic ions by oxygen amide (O=C and the azomethine nitrogen.

  16. Synthesis, spectroscopic characterization, molecular modeling and eukaryotic DNA degradation of new hydrazone complexes

    Directory of Open Access Journals (Sweden)

    Ahmed A. El-Asmy

    2017-02-01

    Full Text Available 2,5-Hexanedione bis(salicyloylhydrazone [H4L] formed novel complexes with some transition metal ions. H4L and its complexes were characterized by elemental analyses, spectral (IR, 1H NMR, ESR and MS, thermal and magnetic measurements. The complexes have the formulae [VO(H2L]·2H2O, [Ni(H2L]·3H2O, [Zn(H2L], [Ni(H4LCl2]·2H2O and [Cr2(H2L(OAc2(OH2]–·2H2O, [Cu(H4L (H2L(EtOH2]·2H2O, [Co2(H2L(OAc2]·H2O, [Mn2(H2L–(OH2]·H2O [Cu2(H2L(OAc2(H2O6], and [Co2(H2L(H2O4Cl2]·2H2O. H4L released its OH or NH protons during the complex formation. Acetate and hydroxo groups bridged the two chromium in [Cr2(H2L(OAc2(OH2]·2H2O. The magnetic moments and electronic spectra of all complexes provide: tetrahedral for [Co2(H2L(OAc2]·H2O, [Ni(H2L]·3H2O and [Zn(H2L]; square-pyramidal for [VO(H2L]·2H2O and octahedral for the rest. In DMF solution, the bands are shifted to higher energy suggesting a weak interaction with the solvent. The ESR spectra support the mononuclear geometry for [VO(H2L]·2H2O and [Cu(H3L2(EtOH2]·2H2O. The thermal decomposition of the complexes revealed the outer and inner solvents as well as the end product which in most cases is metal oxide.

  17. Bis-isatin hydrazones with novel linkers: Synthesis and biological evaluation as cytotoxic agents.

    Science.gov (United States)

    Ibrahim, Hany S; Abou-Seri, Sahar M; Ismail, Nasser S M; Elaasser, Mahmoud M; Aly, Mohamed H; Abdel-Aziz, Hatem A

    2016-01-27

    Many bis-isatins and isatins with hydrazide extension were reported to have a potential anti-proliferative effects against different cancer cell lines and cancer targets. In this study, four series of bis-isatins with hydrazide linkers were synthesized. These compounds were investigated for their antitumor activity by assessing their cytotoxic potency against HepG2, MCF-7 and HCT-116 cancer cell lines. Compound 21c possessed significant cytotoxic activity against MCF-7 (IC50 = 1.84 μM) and HCT-116 (IC50 = 3.31 μM) that surpasses the activity of doxorubicin against both cell lines (MCF-7; IC50 = 2.57 μM and HCT-116; IC50 = 3.70 μM). Cell cycle analysis and annexin V-FITC staining of MCF-7 cells treated with 21c suggested that the cytotoxic effect of the compound could be attributed to its pro-apoptotic activity.

  18. Dynamic Combinatorial Chemistry and Organocatalysis with Thiosemicarbazones and Organocatalysts for Hydrazone and Oxime Bioconjugations

    DEFF Research Database (Denmark)

    Larsen, Dennis

    is presented. This represents the first use, to the best of the author’s knowledge, of thiosemicarbazones for organocatalysis. Guided by kinetics studies, a range of catalysts were developed and evaluated, and this showed that thiosemicarbazone catalysts are highly tuneable. The best thiosemicarbazone catalyst......The first part of this thesis describes the use of thiosemicarbazones for dynamic combinatorial chemistry. Building blocks incorporating thiosemicarbazides and acetalprotected aldehydes were synthesised and conditions where these building blocks formed dynamic combinatorial libraries under...... gave a 50-fold higher second-order rate constant than the best thiourea catalyst reported for this transformation. A dual Hammett plot analysis and interaction studies by NMR spectroscopy lends support to a reaction mechanism proceeding via an asynchronous [2+2] cycloaddition. The third and final part...

  19. The DFT investigations of the electron injection in hydrazone-based sensitizers

    KAUST Repository

    Al-Sehemi, Abdullah G.

    2012-03-01

    Quantum chemical calculations were carried out by using density functional theory and time-dependant density functional theory at B3LYP/6-31G(d) and TD-B3LYP/6-31G(d) level of theories. The absorption spectra have been computed with and without solvent. The calculated absorption spectra in ethanol, acetonitrile, and methanol are in good agreement with experimental evidences. The absorption spectra are red shifted compared to System1. On the basis of electron injection and electronic coupling constant, we have shed light on the nature of different sensitizers. The coplanarity between the benzene near anchoring group having LUMO and the bridge (N-N) is broken in System6 and System7 that would hamper the recombination process. The electron injection of System2-System10 is superior to System1. The highest electronic coupling constant has been observed for System6 that followed the System7 and System8. The light-harvesting efficiency of all the sensitizers enlarged in acetonitrile and ethanol. The long-range-corrected functional (LC-BLYP), Coulomb-attenuating method (CAM-B3LYP), and BH and HLYP functional underestimate the excitation energies while B3LYP is good to reproduce the experimental data. Moreover, we have investigated the effect of cyanoacetic acid as anchoring group on the electron injection. © 2012 Springer-Verlag.

  20. Synthesis and Larvicidal and Adult Topical Activity of Some Hydrazide-Hydrazone Derivatives Against Aedes aegypti

    Science.gov (United States)

    2014-01-01

    anticancer, antifungal, antiviral, antitumoral, antibacterial and antimalarial activities [11-13]. Recently, our group has been investigating the...Chromatography (HPLC). TLC was performed on 60 F-254 silica gel plates with visualization by UV-light using chloroform and methanol as solvent system

  1. Construction of an Asymmetric Quaternary Carbon Center via Allylation of Hydrazones

    Energy Technology Data Exchange (ETDEWEB)

    Kim, Jin Bum; Satyender, Apuri; Jang, Doo Ok [Yonsei Univ., Wonju (Korea, Republic of)

    2013-11-15

    Asymmetric indium-mediated allylation of imine derivatives bearing a chiral auxiliary is a reliable strategy for the synthesis of chiral homoallylic amines. Various techniques for indium-mediated stereoselective allylation of imines bearing a chiral auxiliary have been reported. In 1997 Loh and co-workers reported indium-mediated allylation with imines derived from L-valine methyl ester. Since then, many forms of indium-mediated allylation bearing a chiral auxiliary have been reported, including imines derived from (S)-valinol, (R)-phenylglycinol, uracil, (R)-phenylglycinol methyl ester, N-tert-butanesufinamide, and (1R,2S)-1-amino-2-indanol. However, the synthesis of chiral auxiliaries often involves a laborious multi-step synthesis with expensive reagents. Therefore, the development of readily accessible chiral auxiliaries for asymmetric indium-mediated all-ylation is in high demand.

  2. SOLID-STATE SYNTHESIS OF HETEROCYCLIC HYDRAZONES USING MICROWAVES UNDER CATALYST-FREE CONDITIONS

    Science.gov (United States)

    The reaction of neat 5- or 8-oxobenzopyran-2(1H)-ones with a variety of aromatic and heteroaromatic hydrazines are remarkably accelerated upon irradiation in a household microwave oven in the absence of any catalyst, solid support or solvent. The approach provides an attractive a...

  3. Crystal structure, complexation, spectroscopic characterization and antimicrobial evaluation of 3,4-dihydroxybenzylidene isonicotinyl-hydrazone

    Science.gov (United States)

    Jeragh, Bakir; Ali, Mayada S.; El-Asmy, Ahmed A.

    2015-06-01

    A single crystal of 3,4-dihydroxybenzylidene isonicotinylhydrazone, HBINH, has been grown and solved by X-ray crystallography. The VO2+, Zr4+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+ and Pd2+ complexes of HBINH have been prepared and spectroscopically characterized. The data confirmed the formulae [Co(HBINH)(H2O)Cl]Cl·H2O, [Pd(HBINH)Cl2], [Zn(HBINH)2Cl2], [Cd(HBINH)(H2O)2Cl2]·1½H2O, [(VO)2(HBINH-3H)(OH)(H2O)], [Ni2(HBINH)(H2O)6Cl2]Cl2, [Cu2(HBINH-3H)(H2O)2(OAc)]·3H2O, [Zr2(HBINH-3H)Cl4]Cl, [Hg2(HBINH)Cl4] and the dimer {[Cu(HBINH)Cl]Cl}2. Most of the complexes have intense colors and high melting points and some are electrolytes in DMSO solution. The ligand behaves as a neutral bidentate in the Co(II), Cu(II), Pd(II), Zn(II) and Cd(II) complexes; dibasic tetradentate in [Ni2(HBINH)(H2O)6Cl2]Cl2 and tribasic tetradentate in [Cu2(HBINH-3H)(OAc)]·5H2O, [(VO)2(HBINH-3H)(OH)(H2O)] and [Zr2(HBINH-3H)Cl4]Cl by the loss of 3H+ due to the deprotonation of the two hydroxyl groups and the enolization of the amide (Odbnd CNH) group. A tetrahedral geometry was proposed for the Co(II), Cu(II), Zn(II) and Hg(II) complexes; square-planar for the Pd(II) complex; square-pyramid for the VO2+ complex and octahedral for the Ni(II) and Cd(II) complexes. The complexes [Cd(HBINH)(H2O)2Cl2]·1½H2O, [(VO)2(HBINH-3H)(OH)(H2O)] and [Cu2(HBINH-3H)-(H2O)2(OAc)]·3H2O have activities against Bacillus sp. M3010, Candida albicans, Escherichia coli, Staphylococcus aureus and Slamonella sp. PA393.

  4. A new silver nanorod SPR probe for detection of trace benzoyl peroxide

    Science.gov (United States)

    Jiang, Zhiliang; Wen, Guiqing; Luo, Yanghe; Zhang, Xinghui; Liu, Qingye; Liang, Aihui

    2014-06-01

    The stable silver nanorod (AgNR) sol in red was prepared by the two-step procedure of NaBH4-H2O2 and citrate heating reduction. The AgNR had a transverse and a longitudinal surface plasmon resonance (SPR) absorption peak at 338 nm and 480 nm. Meanwhile, two transverse and longitudinal SPR Rayleigh scattering (SPR-RS) peaks at 340 nm and 500 nm were observed firstly using common fluorescence spectrometer. The SPR absorption, RS, surface enhanced Raman scattering (SERS) and electron microscope technology were used to study the formation mechanism of red silver nanorods and the SERS enhancement mechanism of nano-aggregation. The AgNR-BPO SPR absorption and AgNR-NaCl-BPO SPR-RS analytical systems were studied to develop two new simple, rapid, and low-cost SPR methods for the detection of trace BPO.

  5. Bis(3-benzoyl-1,1-di-sec-butylthioureato-κ2O,Spalladium(II

    Directory of Open Access Journals (Sweden)

    Edward R. T. Tiekink

    2011-10-01

    Full Text Available The complex molecule of the title complex, [Pd(C16H23N2OS2], is completed by crystallographic twofold symmetry with the metal atom lying on the rotation axis. The PdII atom exists within a slightly distorted square-planar geometry defined by a cis-O2S2 donor set. The dihedral angle formed between the mean planes of the symmetry-related six-membered chelate rings is 12.88 (7° and the bond lengths within the rings are indicative of significant electron delocalization. In the crystal, molecules aggregate into dimers linked by four C—H...O interactions.

  6. (N-Benzoyl-N′-phenylthiourea-κSchlorido(η4-1,5-cyclooctadienerhodium(I

    Directory of Open Access Journals (Sweden)

    P. D. Riekert Kotze

    2010-08-01

    Full Text Available The title compound, [RhCl(C8H12(C14H12N2OS], is a rhodium(I derivative with a functionalized thiourea ligand. Despite the presence of several heteroatoms, the thiourea ligand coordinates only in a monodentate fashion via the S atom. The geometry of the coordination sphere is approximately square planar about the RhI atom, with two bonds to the π-electrons of the 1,5-cyclooctadiene ligand, one bond to the Cl− ligand and one bond to the S atom of the thiourea ligand. The molecular structure is stabilized by intramolecular N—H...O and N—H...Cl hydrogen bonding. Intermolecular N—H...O hydrogen-bonding interactions lead to the formation of layers extending parallel to (011.

  7. Copper-mediated electrophilic imination of alkenylzirconocenes with O-benzoyl ketoximes and aldoximes.

    Science.gov (United States)

    Liu, Hailan; Yan, Xiaoyu; Chen, Chao; Liu, Qingbin; Xi, Chanjuan

    2013-06-18

    Copper-mediated electrophilic imination of alkenylzirconocenes generated in situ from alkynes and zirconocenes is accomplished under mild reaction conditions. The reaction can be used to prepare various 2-azadienes.

  8. Discovery of Novel Orally Active Tetrahydro-Naphthyl-N-Acylhydrazones with In Vivo Anti-TNF-α Effect and Remarkable Anti-Inflammatory Properties

    Science.gov (United States)

    Cordeiro, Natália M.; Freitas, Rosana H. C. N.; Fraga, Carlos A. M.

    2016-01-01

    LASSBio-1524 was designed as inhibitor of the IKK-β (kappa β kinase inhibitor) enzyme, which participates in the activation of the nuclear factor κB (NF-κB) canonical pathway, and its three N-acylhydrazone new analogues, LASSBio-1760, LASSBio-1763 and LASSBio-1764 are now being tested on their anti-inflammatory potential. The activity of these compounds was evaluated with the subcutaneous air pouch induced by carrageenan and by subsequent measurement of tumor necrosis factor-α (TNF-α), nitric oxide (NO) and reactive oxygen species (ROS). In the acute inflammation model, the oral pretreatment with doses from 0.3 to 30 mg/kg of N-acylhydrazone derivatives was able to significantly reduce leukocyte migration to the cavity. Pretreatment with LASSBio-1524 and its analogues also decreased NO, TNF-α and ROS biosynthesis an events closely involved with NF-kB pathway. The tetrahydronaphthyl-N-acylhydrazone derivative LASSBio-1764 was the most promising compound from this series, surpassing even LASSBio-1524. Additionally, none of the compounds demonstrated myelotoxicity or cytotoxicity. Cell viability was assayed and these compounds demonstrated to be safe at different concentrations. Western blot analysis demonstrated that LASSBio-1524 and LASSBio-1760 inhibited NF-κB expression in RAW 264.7 cell lineage. Our data indicate that the tested compounds have anti-inflammatory activity, which may be related to inhibition of leukocyte migration, reducing the production of NO, TNF-α and ROS. LASSBio-1524 and LASSBio-1760, in addition to these features, also reduced p65 nuclear expression assessed by western blot in RAW 264.7 murine cells. PMID:27227468

  9. (1R*,2R*-1-(4-Chlorophenyl-4-dimethylamino-1-(3-methoxy-2-naphthyl-2-(1-naphthylbutan-2-ol

    Directory of Open Access Journals (Sweden)

    Ping Liu

    2010-07-01

    Full Text Available In the title compound, C33H32ClNO2, the benzene ring is oriented at dihedral angles of 6.23 (5 and 66.44 (5° with respect to the two naphthalene ring systems. An intramolecular O—H...N hydrogen bond between the hydroxy H atom and the amine N atom generates an S(6 ring.

  10. 高性能萘基环氧树脂的合成%Synthesis of novel high property naphthyl epoxy resin systems

    Institute of Scientific and Technical Information of China (English)

    张奎; 朱宏; 方燕青; 陈艳

    2009-01-01

    采用化学结构改性的方法,以萘酚和福尔马林溶液为原料,合成了分子骨架中相对于苯基体积较大、刚性强、平面结构、疏水性高的萘环为主链结构环氧树脂-2,2'-二缩水甘油醚基-1,1'-联萘(DGEBN)和邻邻'-二缩水甘油醚基-二萘基-亚甲基(DGEFN);然后分别以双氰双胺(DICY)、4,4'-二氨基-二苯基甲烷(DDM)、4,4'-二氨基-二苯基砜(DDS)作为固化剂,对DGEBN、DGEFN、DGEBA固化体系性质进行研究;研究结果表明,萘基环氧树脂固化物比苯基环氧树脂(DGEBA)固化物具有更高的玻璃化转变温度(Tg),极好的热稳定性和较低的吸湿性,是一种高性能的新型环氧树脂体系.

  11. Syntheses, structural elucidation, thermal properties, theoretical quantum chemical studies (DFT and biological studies of barbituric–hydrazone complexes

    Directory of Open Access Journals (Sweden)

    Amina A. Soayed

    2015-03-01

    Full Text Available Condensation of barbituric acid with hydrazine hydrate yielded barbiturichydrazone (L which was characterized using IR, 1H NMR and mass spectra. The Co(II, Ni(II and Cu(II complexes derived from this ligand have been synthesized and structurally characterized by elemental analyses, spectroscopic methods (IR, UV–Vis and ESR and thermal analyses (TGA, DTG and DTA and the structures were further elucidated using quantum chemical density functional theory. Complexes of L were found to have the ML.nH2O stoichiometry with either tetrahedral or octahedral geometry. The ESR data showed the Cu(II complex to be in a tetragonal geometry. Theoretical investigation of the electronic structure of metal complexes at the TD-DFT/B3LYP level of theory has been carried out and discussed. The fundamental vibrational wavenumbers were calculated and a good agreement between observed and scaled calculated wavenumbers was achieved. Thermal studies were performed to deduce the stabilities of the ligand and complexes. Thermodynamic parameters, such as the order of reactions (n, activation energy ΔE∗, enthalpy of reaction ΔH∗ and entropy ΔS∗ were calculated from DTA curves using Horowitz–Metzger method. The ligand L and its complexes have been screened for their antifungal and antibacterial activities and were found to possess better biological activities compared to those of unsubstituted barbituric acid complexes.

  12. Some aromatic hydrazone derivatives as inhibitors for the corrosion of C-steel in phosphoric acid solution.

    Science.gov (United States)

    Fouda, Abd El-Aziz S; Al-Sarawy, Ahmed A; Radwan, Mohamed S

    2006-01-01

    The effect of furfural benzoylhydrazone and its derivatives (I-VII) as corrosion inhibitors for C-steel in 1M phosphoric acid solution has been studied by weight-loss and galvanostatic polarization techniques. A significant decrease in the corrosion rate of C-steel was observed in the presence of the investigated inhibitors. This study revealed that, the inhibition efficiency increases with increasing the inhibitor concentration, and the addition of iodide ions enhances it to a considerable extent. The effect of temperature on the inhibition efficiency of these compounds was studied using weight-loss method. Activation energy (E(a)*) and other thermodynamic parameters for the corrosion process were calculated and discussed. The galvanostatic polarization data indicated that, the inhibitors were of mixed-type, but the cathode is more polarized than the anode. The adsorption of these compounds on C-steel surface has been found to obey Frumkin's adsorption isotherm. The mechanism of inhibition was discussed in the light of the chemical structure of the undertaken inhibitors.

  13. Interaction of Two Water Soluble Heterocyclic Hydrazones on Copper in Nitric Acid: Electrochemical, Surface Morphological, and Quantum Chemical Investigations

    Directory of Open Access Journals (Sweden)

    Vinod P. Raphael

    2016-01-01

    Full Text Available Two novel heterocyclic compounds (E-2-(1-(pyridin-3-ylethylidenehydrazinecarbothioamide (3APTSC and (E-3-(1-(2-phenylhydrazonoethylpyridine (3APPH derived from 1-(pyridin-3-ylethanone were synthesized and characterized by various spectroscopic techniques. The corrosion inhibition efficacies of these compounds on copper in 0.1 M HNO3 were screened by electrochemical corrosion monitoring techniques such as potentiodynamic polarization studies and impedance spectroscopy. Investigations clearly established that 3APPH displayed higher corrosion inhibition efficiency on Cu than 3APTSC at all concentrations. The mechanism of inhibition was verified with the help of adsorption isotherms. 3APTSC and 3APPH obeyed Langmuir adsorption isotherm on Cu surface. Thermodynamic parameters such as adsorption equilibrium constant (Kads and free energy of adsorption (ΔGads were also evaluated. Potentiodynamic polarization investigations confirmed that the 3APTSC and 3APPH act as mixed type inhibitors. Surface analysis of the metal specimens was performed by scanning electron microscopy. Energy of HOMO and LUMO, their difference, number of electrons transferred, electronegativity, chemical hardness, and so forth were evaluated by quantum chemical studies. Agreeable correlation was observed between the results of quantum chemical calculations and other corrosion monitoring techniques.

  14. Synthesis and Crystal Structure of a New cis-Dioxovanadium (V) Complex with Pyruvic Acid Isonicotinyl Hydrazone (PAINH)

    Institute of Scientific and Technical Information of China (English)

    CHEN Rui-Jin; ZHOU Yin-Zhuang; HU Dai-Di; TU Shu-Jie; XIAO Ling-Mei

    2006-01-01

    A new cis-dioxovanadium (V) complex [VO2(C9H8N3O3)](C5H5N) involving a carboxyl group coordination employing a tridentate Schiff Base derived from pyruvic acid and isonicotinyl hydrazide is reported. This complex crystallizes in triclinic, space group P(1-) with a = 7.3522 (12), b = 7.8376(13), c = 14.898(2)(A), α= 84.010(2),β= 86.568(2), γ = 64.586(2)°, V = 771.1(2)(A)3, Z = 2, F(000) = 376, Mr = 368.22, Dc = 1.586 g/cm3, μ = 0.677 mm-1, R = 0.0421 and wR = 0.1253. The vanadium atom of the dioxovanadium (V) is five-coordinated to furnish a distorted trigonal bipyramid geometry.

  15. Molecular design of new hydrazone dyes for dye-sensitized solar cells: Synthesis, characterization and DFT study

    KAUST Repository

    Al-Sehemi, Abdullah G.

    2012-07-01

    Three new sensitizers 2-{4-[2-(4-Nitrobenzylidene)hydrazino)]phenyl} ethylene-1,1,2-tricarbonitrile (NBHPET), 2-{4-[2-p-Chlorobenzylidenehydrazino] phenyl}- ethylene-1,1,2-tri carbonitrile (CBHPET) and 2-{4-[2-p- Bromobenzylidenehydrazino] phenyl}ethylene-1,1,2-tricarbonitrile (BBHPET) have been synthesized. The dyes showed pronounced solvatochromic effects as the polarity of the solvents increased. The structures have been optimized at B3LYP/6-31G(d) level of theory. The torsion in E-isomer is smaller than Z-isomer and azo isomers. The highest occupied molecular orbitals are delocalized on whole molecule while lowest unoccupied molecular orbitals are distributed on the tricarbonitrile. The lowest unoccupied molecular orbital energies are above the conduction band of titanium dioxide, highest occupied molecular orbitals of the dyes are below the redox couple of new synthesized dyes and small energy gap revealed these dyes would be better sensitizers for dye-sensitized solar cells. © 2012 Elsevier B.V. All rights reserved.

  16. DESIGN AND SYNTHESIS OF 4-[2’-(5’- NITRO] IMIDAZOLYL BENZOYL (N-METHYL AMINO ACIDS AND PEPTIDES

    Directory of Open Access Journals (Sweden)

    PARAMITA DAS

    2010-06-01

    Full Text Available In the past two decades, a wide variety of bioactive peptides have been discovered. Condensation of heterocyclic moieties viz nicotinic acid, thiazole coumarin, quinolin, furan, imidazole etc. with amino acids and peptides resulted in compounds with potent biological activities. Many of the heterocyclic found to exhibit antifungal, antibacterial, cytotoxic, antineoplastic, insectisidal, antiinflammatory, anthelmintic, tyrosinase inhibitory and melanin production inhibitory activities. Metronidazole, serconidazole, flucanazole are well known marketed drugs. Introduction of D-amino acids and N-methylation of amino acids like tyrosine, valine, alanine etc enhanced antimicrobial activity. Hence an attempt is made towards the synthesis of 5-nitroimidazolyl-benzoic acid derivative of N-methylamino acids and peptide using solution phase technique of peptide synthesis. The method includes the introduction of tert-butyloxy carboxyl group (Boc to amino acids to protect the amino group forming Boc-amino acids .The protection of carboxyl group was done by converting the amino acids into corresponding methyl ester. The protected amino acids were coupled using diisopropylcarbodimide and triethylamine to get protected dipeptides. N-methylation was done by treating with methyl iodide and sodium hydride. The ester group was then removed by lithium hydroxide. The Boc(N-methyldipetide were coupled to amino acids or Boc(Nmethyl dipeptide were coupled to 4-[2-(5-nitroimidazoly]benzoic acids.

  17. Rapid determination and chemical change tracking of benzoyl peroxide in wheat flour by multi-step IR macro-fingerprinting

    Science.gov (United States)

    Guo, Xiao-Xi; Hu, Wei; Liu, Yuan; Sun, Su-Qin; Gu, Dong-Chen; He, Helen; Xu, Chang-Hua; Wang, Xi-Chang

    2016-02-01

    BPO is often added to wheat flour as flour improver, but its excessive use and edibility are receiving increasing concern. A multi-step IR macro-fingerprinting was employed to identify BPO in wheat flour and unveil its changes during storage. BPO contained in wheat flour (BPO all close to 0.98. By applying second derivative spectroscopy, obvious differences among wheat flour and wheat flour contained BPO before and after storage in the range of 1500-1400 cm- 1 were disclosed. The peak of 1450 cm- 1 which belonged to BPO was blue shifted to 1453 cm- 1 (1455) which belonged to benzoic acid after one week of storage, indicating that BPO changed into benzoic acid after storage. Moreover, when using two-dimensional correlation infrared spectroscopy (2DCOS-IR) to track changes of BPO in wheat flour (0.05 mg/g) within one week, intensities of auto-peaks at 1781 cm- 1 and 669 cm- 1 which belonged to BPO and benzoic acid, respectively, were changing inversely, indicating that BPO was decomposed into benzoic acid. Moreover, another autopeak at 1767 cm- 1 which does not belong to benzoic acid was also rising simultaneously. By heating perturbation treatment of BPO in wheat flour based on 2DCOS-IR and spectral subtraction analysis, it was found that BPO in wheat flour not only decomposed into benzoic acid and benzoate, but also produced other deleterious substances, e.g., benzene. This study offers a promising method with minimum pretreatment and time-saving to identify BPO in wheat flour and its chemical products during storage in a holistic manner.

  18. Rapid determination and chemical change tracking of benzoyl peroxide in wheat flour by multi-step IR macro-fingerprinting.

    Science.gov (United States)

    Guo, Xiao-Xi; Hu, Wei; Liu, Yuan; Sun, Su-Qin; Gu, Dong-Chen; He, Helen; Xu, Chang-Hua; Wang, Xi-Chang

    2016-02-01

    BPO is often added to wheat flour as flour improver, but its excessive use and edibility are receiving increasing concern. A multi-step IR macro-fingerprinting was employed to identify BPO in wheat flour and unveil its changes during storage. BPO contained in wheat flour (BPO all close to 0.98. By applying second derivative spectroscopy, obvious differences among wheat flour and wheat flour contained BPO before and after storage in the range of 1500-1400 cm(-1) were disclosed. The peak of 1450 cm(-1) which belonged to BPO was blue shifted to 1453 cm(-1) (1455) which belonged to benzoic acid after one week of storage, indicating that BPO changed into benzoic acid after storage. Moreover, when using two-dimensional correlation infrared spectroscopy (2DCOS-IR) to track changes of BPO in wheat flour (0.05 mg/g) within one week, intensities of auto-peaks at 1781 cm(-1) and 669 cm(-1) which belonged to BPO and benzoic acid, respectively, were changing inversely, indicating that BPO was decomposed into benzoic acid. Moreover, another autopeak at 1767 cm(-1) which does not belong to benzoic acid was also rising simultaneously. By heating perturbation treatment of BPO in wheat flour based on 2DCOS-IR and spectral subtraction analysis, it was found that BPO in wheat flour not only decomposed into benzoic acid and benzoate, but also produced other deleterious substances, e.g., benzene. This study offers a promising method with minimum pretreatment and time-saving to identify BPO in wheat flour and its chemical products during storage in a holistic manner.

  19. (2R,3R-3-O-Benzoyl-N-benzyltartramideTartaric acid and its O-acyl derivatives. Part 13.

    Directory of Open Access Journals (Sweden)

    Izabela D. Madura

    2012-06-01

    Full Text Available The title compound, C18H17NO6 [systematic name: (2R,3R-4-benzylamino-2-benzoyloxy-3-hydroxy-4-oxobutanoic acid], is the first structurally characterized unsymmetrical monoamide–monoacyl tartaric acid derivative. The molecule shows a staggered conformation around the tartramide Csp3—Csp3 bond with trans-oriented carboxyl and amide groups. The molecular conformation is stabilized by an intramolecular N—H...O hydrogen bond. In the crystal, molecules are linked by O—H...O hydrogen bonds between the carboxyl and amide carbonyl groups, forming translational chains along [001]. Further O—H...O and N—H...O hydrogen bonds as well as weaker C—H...O and C—H...π intermolecular interactions extend the supramolecular assembly into a double-layer structure parallel to (100. There are no directional interactions between the double layers.

  20. Structures and vibrational spectra of the N-benzoyl N‧-dialkylthiourea derivative and their complexes with Hg(II)

    Science.gov (United States)

    Weiqun, Zhou; Wen, Yang; Lihua, Qiu; Yong, Zhang; Zhengfeng, Yu

    2005-07-01

    The complex Hg (MTCB) 2 (MTCB= N-(morpholinothiocarbonyl) benzamide) and Hg (PTCB) 2 (PTCB= N-(piperidylthiocarbonyl) benzamide) have been synthesized and characterized by elemental analysis, FT-IR, FT-Raman spectra and NMR methods. The complex, Hg (MTCB) 2, crystallizes in the triclinic space group P1¯, with Z=2. Unit cell parameters, a=10.3621(11) Å, b=11.5738(11) Å, c=12.7722(7) Å, α=64.493(8)°, β=66.132(8)°, γ=85.811(11)°, V=1254.7(2) Å 3. The FT-Infrared and FT-Raman spectra were used in study of the structures of MTCB, PTCB and their complexes with mercury cation, which were agreement with the result of X-ray diffraction.

  1. 75 FR 9767 - Classification of Benzoyl Peroxide as Safe and Effective and Revision of Labeling to Drug Facts...

    Science.gov (United States)

    2010-03-04

    ... the results and extrapolate to human use. The relevance of the animal tumor promoter study results to... to Drug Facts Format; Topical Acne Drug Products for Over-The-Counter Human Use; Final Rule AGENCY... Panel on OTC Antimicrobial (II) Drug Products SKU: Stock Keeping Unit--an identifier that is used...

  2. An ESR study of the gamma radiolysis of aromatic polyesters containing isomeric naphthalene links

    Science.gov (United States)

    Hill, David J. T.; Choi, Bong-Ku; Ahn, Hung-Kun; Choi, E.-Joon

    2001-07-01

    Six polyesters were synthesised from 4,4'-oxy-bis(benzoyl chloride) and 1,4-, 1,5-, 1,6-, 2,3-, 2,6-, and 2,7-naphthalenediol isomers. The structures of the polyesters were characterised by means of IR, inherent viscosities in tetrachloroethane (TCE), solutions at 303 K and thermal analysis. The glass transition temperatures were in the range of 425-494 K by DSC thermal analysis. All of the polyesters were irradiated in an AECL Gammacell 220 unit at a dose rate of approximately 6.7 kGy/h to doses in the range of 0-15 kGy at 77 and 300 K. ESR spectroscopy was used to examine the radicals formed during radiolysis and to measure their yields. The G-values for radical formation in the polyesters were found to be in the range 0.18-1.41 at 77 K and 0.19-0.78 at 300 K. At 77 K, up to 15% of the radicals formed on radiolysis were found to be photo-bleachable anion radicals. Annealing experiments were carried out in order to identify the neutral radicals, which were assigned to naphthyl- or phenyl- and phenoxyl-type radicals.

  3. Synthesis, anti-inflammatory, analgesic and anticonvulsant activities of some new 4,6-dimethoxy-5-(heterocyclesbenzofuran starting from naturally occurring visnagin

    Directory of Open Access Journals (Sweden)

    E.R. El-Sawy

    2014-12-01

    Full Text Available Novel 3-(4,6-dimethoxybenzofuran-5-yl-1-phenyl-1H-pyrazole-4-carboxaldehyde (3 and 3-chloro-3-(4,6-dimethoxybenzofuran-5-ylpropenal (4 were prepared via Vilsmeier–Haack reaction of 1-(4,6-dimethoxybenzofuran-5-ylethanone (1 and its hydrazone derivative 2. Reaction of compound 4 with some hydrazine derivatives, namely hydrazine hydrate, phenylhydrazine and benzylhydrazine hydrochloride led to the formation of pyrazole derivatives 5–8, respectively. On the other hand, reaction of compound 4 with thiourea, urea or guanidine gave the pyrimidine derivatives 9–11, respectively. Reaction of amino compound 11 with acetic anhydride, benzoyl chloride and benzenesulphonyl chloride yielded N-substituted pyrimidine derivatives 12–14, respectively. Reaction of diazonium salt of compound 11 with sodium azide afforded azidopyrimidine derivative 15, which upon reaction with ethyl acetoacetate gave 1,2,3-triazole derivative 16. Acid catalyzed reaction of 11 with p-nitrobenzaldehyde gave Schiff base 17, which cyclized upon reaction with thioglycolic acid or chloroacetyl chloride to give thiazolidin-4-one 18 and azetidin-2-one 19, respectively. The newly synthesized compounds were tested for their anti-inflammatory, analgesic and anticonvulsant activities. Depending on the obtained results, the newly synthesized compounds possess significant anti-inflammatory, analgesic and anticonvulsant activities.

  4. Copper(II) complexes with 4-hydroxyacetophenone-derived acylhydrazones: Synthesis, characterization, DNA binding and cleavage properties

    Science.gov (United States)

    Gup, Ramazan; Gökçe, Cansu; Aktürk, Selçuk

    2015-01-01

    Two new Cu(II) complexes of Schiff base-hydrazone ligands, hydroxy-N‧-[(1Z)-1-(4-hydroxyphenyl)ethylidene]benzohydrazide [H3L1] and ethyl 2-(4-(1-(2-(4-(2-ethoxy-2-oxoethoxy)benzoyl)hydrazono)ethyl)phenoxy)acetate (HL2) have been synthesized and then characterized by microcopy and spectral studies. X-ray powder diffraction illustrates that [Cu(L2)2] complex is crystalline in nature whereas [Cu(H2L1)2]·2H2O has an amorphous structure. Binding of the copper complexes with Calf thymus DNA (CT-DNA) has been investigated by UV-visible spectra, exhibiting non-covalent binding to CT-DNA. DNA cleavage experiments have been also investigated by agarose gel electrophoresis in the presence and absence of an oxidative agent (H2O2). The effect of complex concentration on the DNA cleavage reaction has been also studied. Both copper complexes show nuclease activity, which significantly depends on concentrations of the complexes, in the presence of H2O2 through oxidative mechanism whereas they slightly cleavage DNA in the absence an oxidative agent.

  5. Developing Anticancer Copper(II) Pro-drugs Based on the Nature of Cancer Cells and the Human Serum Albumin Carrier IIA Subdomain.

    Science.gov (United States)

    Gou, Yi; Qi, Jinxu; Ajayi, Joshua-Paul; Zhang, Yao; Zhou, Zuping; Wu, Xiaoyang; Yang, Feng; Liang, Hong

    2015-10-01

    To synergistically enhance the selectivity and efficiency of anticancer copper drugs, we proposed and built a model to develop anticancer copper pro-drugs based on the nature of human serum albumin (HSA) IIA subdomain and cancer cells. Three copper(II) compounds of a 2-hydroxy-1-naphthaldehyde benzoyl hydrazone Schiff-base ligand in the presence pyridine, imidazole, or indazole ligands were synthesized (C1-C3). The structures of three HSA complexes revealed that the Cu compounds bind to the hydrophobic cavity in the HSA IIA subdomain. Among them, the pyridine and imidazole ligands of C1 and C2 are replaced by Lys199, and His242 directly coordinates with Cu(II). The indazole and Br ligands of C3 are replaced by Lys199 and His242, respectively. Compared with the Cu(II) compounds alone, the HSA complexes enhance cytotoxicity in MCF-7 cells approximately 3-5-fold, but do not raise cytotoxicity levels in normal cells in vitro through selectively accumulating in cancer cells to some extent. We find that the HSA complex has a stronger capacity for cell cycle arrest in the G2/M phase of MCF-7 by targeting cyclin-dependent kinase 1 (CDK1) and down-regulating the expression of CDK1 and cyclin B1. Moreover, the HSA complex promotes MCF-7 cell apoptosis possibly through the intrinsic reactive oxygen species (ROS) mediated mitochondrial pathway, accompanied by the regulation of Bcl-2 family proteins.

  6. Novel pyrazole integrated 1,3,4-oxadiazoles: synthesis, characterization and antimicrobial evaluation.

    Science.gov (United States)

    Ningaiah, Srikantamurthy; Bhadraiah, Umesha K; Doddaramappa, Shridevi D; Keshavamurthy, Shubakara; Javarasetty, Chethan

    2014-01-01

    A novel series of 2-(5-methyl-1,3-diphenyl-1H-pyrazol-4-yl)-5-phenyl-1,3,4-oxadiazoles 7(a-m) were synthesized either by cyclization of N'-benzoyl-5-methyl-1,3-diphenyl-1H-pyrazole-4-carbohydrazide 4a using POCl3 at 120°C or by oxidative cyclization of hydrazones derived from various arylaldehyde and (E)-N'-benzylidene-5-methyl-1,3-diphenyl-1H-pyrazole-4-carbohydrazide 5(a-d) using chloramine-T as oxidant. Newly synthesized compounds were characterized by analytical and spectral (IR, (1)H NMR, (13)C NMR and LC-MS) methods. The synthesized compounds were evaluated for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Among the synthesized compounds, compound 7m emerged as an effective antimicrobial agent, while compounds 7d, 7f, 7i and 7l showed good to moderate activity. The minimum inhibitory concentration of the compounds was in the range of 20-50μgmL(-1) against bacteria and 25-55μgmL(-1) against fungi. The title compounds represent a novel class of potent antimicrobial agents.

  7. Rapid 'one-pot' synthesis of a novel benzimidazole-5-carboxylate and its hydrazone derivatives as potential anti-inflammatory and antimicrobial agents.

    Science.gov (United States)

    Vasantha, Kumar; Basavarajaswamy, Guru; Vaishali Rai, M; Boja, Poojary; Pai, Vinitha R; Shruthi, N; Bhat, Mahima

    2015-04-01

    A novel series of N-arylidene-2-(2,4-dichloro phenyl)-1-propyl-1H-benzo[d] imidazole-5-carbohydrazides having different substitution on the arylidene part were synthesized in good yield. The core nucleus benzimidazole-5-carboxylate (5) was efficiently synthesized by 'one-pot' nitro reductive cyclization reaction between ethyl-3-nitro-4-(propylamino)benzoate and 2,4-dichlorobenzaldehyde using sodium dithionite in dimethylsulfoxide. This 'one-pot' reaction was proceeded very smoothly, in short reaction time with an excellent yield. All the compounds (7a-r) were screened for their in vivo anti-inflammatory and in vitro antimicrobial activity. Most of the compounds exhibited remarkable paw-edema inhibition in the initial one hour of administration indicating the higher potentiality of these molecules. In particular, compounds 7a, 7d, 7f and 7g displayed a high level of carrageenan-induced paw edema inhibition compared to that of indomethacin. Compound 7p exhibited very good antibacterial activity and antifungal activity with a MIC of 3.12 μg/mL against most of the tested organisms. Furthermore, compounds 7d, 7f, 7h and 7p found to be good inhibitors of Aspergillus niger with MIC of 3.12 μg/mL. Cytotoxicity of the potent compounds 7d, 7f and 7p was checked using MDA MB-231 breast cancer cell line and are found to be non toxic at the highest concentration used (i.e., 10 μg/mL).

  8. A Novel and Expedient Approach to New Thiazoles, Thiazolo[3,2-a]pyridines, Dihydrothiophenes, and Hydrazones Incorporating Thieno[2,3-b]thiophene Moiety

    Directory of Open Access Journals (Sweden)

    Taleb T. Al-Nahary

    2012-04-01

    Full Text Available This paper reports details about the synthesis of a series of novel functionalized symmetrical bis-heterocyclic compounds containing a thieno[2,3-b]thiophene motif. Bis-thiazole derivatives 2, 3a-c and thiazolo[3,2-a]pyridine derivatives 4a-c are achieved. The hitherto unknown dihydrothiophene derivatives 6a-d via bis-pyridimium salt 5 are obtained. Additionally, the novel hydrazonothieno[2,3-b]thiophene derivatives 10a-c are obtained via bis-tosylacetylthieno[2,3-b]thiophene derivative 9. All compounds are characterized by 1H-, 13C-NMR, GCMS, IR, and UV-vis spectrometry. These compounds represent a new class of sulfur and nitrogen containing heterocycles that should also be of interest as new materials.

  9. Synthesis, structure, magnetic properties and EPR spectroscopy of a copper(II) coordination polymer with a ditopic hydrazone ligand and acetate bridges.

    Science.gov (United States)

    Bikas, Rahman; Aleshkevych, Pavlo; Hosseini-Monfared, Hassan; Sanchiz, Joaquín; Szymczak, Ritta; Lis, Tadeusz

    2015-01-28

    A new one dimensional coordination polymer of copper(II), [Cu4(L)2(μ2-1,1-OAc)2(μ2-1,3-OAc)4]n (1), has been synthesized and characterized by spectroscopic methods and single crystal X-ray analysis [HL = (E)-N'-(phenyl(pyridin-2-yl)methylene)isonicotinhydrazide, OAc = acetate anion]. The coordination polymer contains two kinds of Cu(II) dimers which are connected by two types of acetate (μ2-1,1- and μ2-1,3-) bridging groups. The ditopic isonicotinhydrazone ligand coordinates to the Cu1 center through the N2O-donor set and connects to the Cu2 center by a pyridine group of the isonicotine part. The EPR and magnetic susceptibility measurements confirm the existence of two kinds of Cu(II) dimers. The intradimer isotropic exchange was estimated to be +0.80(1) cm(-1) for the ferromagnetic Cu1···Cu1 dimeric unit and -315 (1) cm(-1) for the antiferromagnetic Cu2···Cu2 dimeric unit.

  10. Monoterpene indole alkaloid hydrazone derivatives with apoptosis inducing activity in human HCT116 colon and HepG2 liver carcinoma cells.

    Science.gov (United States)

    Paterna, Angela; Borralho, Pedro M; Gomes, Sofia E; Mulhovo, Silva; Rodrigues, Cecília M P; Ferreira, Maria-José U

    2015-09-01

    The derivatization of dregamine (1) and tabernaemontanine (2), two epimeric monoterpene indole alkaloids isolated from the methanol extract of the roots of Tabernaemontana elegans, with several hydrazines and hydroxylamine gave rise to ten new derivatives (3-12). Their structures were assigned by spectroscopic methods, including 2D NMR experiments. The compounds were tested for their ability to induce apoptosis in HCT116 colon and HepG2 liver cancer cells. Firstly, the cytotoxicity of all compounds (1-12) was evaluated in both cell lines by the MTS assay. The most active compounds (6, 9, 10) along with 1 and 2 were further investigated for their apoptosis induction capability by Guava ViaCount flow cytometry assays, nuclear morphology evaluation by Hoechst staining, and caspase-3/7 activity assays. Compounds 9 and 10 showed promising apoptosis induction profile, displaying higher activities than 5-fluorouracil, the mainstay in colon cancer treatment.

  11. Carbazole Hydrazone as Fluorescence Sensor for Nitrite%咔唑腙为荧光指示剂的亚硝酸根传感器

    Institute of Scientific and Technical Information of China (English)

    焦晨旭; 焦东旭

    2010-01-01

    合成了一种共轭的咔唑二聚体荧光载体9-乙基-3-咔唑亚甲基-咔唑腙(ECCH),用PVC包埋的方法可以将它固定在光纤传感器的表面,在溶液pH值为2.0时,亚硝酸根(NO-2)与过量的碘离子(I-)反应生成的碘三离子(I-3)能猝灭此ECCH光极膜的荧光.得到了可以检测NO-2的传感器,并讨论了此传感器的传感机理.传感器具有较好的稳定性、重现性和选择性,使用寿命长等优点.NO-2测定的线性范围为1.0×10-6~1.0×10-4mol·L-1;检出限为4.0 X10-7mol·L-1.将传感器用于水样中NO-2的直接测定,回收率在96.O%~103.6%.

  12. Synthesis and biological evaluation of Schiff’s bases and 2-azetidinones of isonocotinyl hydrazone as potential antidepressant and nootropic agents

    Directory of Open Access Journals (Sweden)

    Asha B. Thomas

    2016-09-01

    Full Text Available The synthesis and pharmacological activity of N′-[(1Z-(substituted aromatic methylidene] pyridine-4-carbohydrazides (3a–k and N-[3-chloro-2-(substituted aromatic-4-oxoazetidin-1-yl]pyridine-4-carboxamides (5a–k are described. Synthesis of 2-azetidinones was performed by novel methods of stirring and sonication involving the cyclocondensation of the appropriate Schiff’s bases (3a–k with chloroacetyl chloride, followed by the addition of triethyl amine in the presence of molecular sieves. The compounds were investigated for their antidepressant activity, compounds N′-[(1Z-(2,5-dimethoxyphenylmethylidene]pyridine-4-carbohydrazide (3k and N-[3-chloro-2-(2,5-dimethoxyphenyl-4-oxoazetidin-1-yl]pyridine-4-carboxamide (5k with 2,5-dimethoxy substitution on the aryl ring exhibited the highest antidepressant activity. In the elevated plus maze test and passive avoidance test in mice for the evaluation of nootropic activity N′-[(1Z-(4-nitrophenylmethylidene]pyridine-4-carbohydrazide (3d and N-[3-chloro-2-(4-nitrophenyl-4-oxoazetidin-1-yl]pyridine-4-carboxamide (5d with para nitro substitution on the aryl ring exhibited the highest activity. All synthesised Schiff’s bases and azetidinone analogues exhibited antidepressant and nootropic activities in a dose dependant manner. The results confirmed the fact that the 2-azetidinone skeleton has potential as a CNS active agent and can be explored for the development of more potent and safe CNS active agents for therapeutic use.

  13. (5-Benzoyl-2-methyl-4-{[1-(pyridin-4-yl-1H-1,2,3-triazol-4-yl]methoxy}-1-benzofuran-7-yl(phenylmethanone

    Directory of Open Access Journals (Sweden)

    Xiao-qin Zhang

    2012-06-01

    Full Text Available The crystal structure of the title compound, C31H22N4O4, features weak C—H...O interactions. The dihedral angle between the fused benzene and furan rings is 2.49 (15°, while that between the triazole and pyridine rings is 10.23(18°.

  14. 5-Benzoyl-2-(1H-indol-3-yl-4-[4-(propan-2-ylphenyl]-4,5-dihydrofuran-3-carbonitrile

    Directory of Open Access Journals (Sweden)

    V. Rajni Swamy

    2012-12-01

    Full Text Available In the title compound, C29H24N2O2, the hydrofuran ring is twisted with puckering parameters Q = 0.1553 (16 Å and ϕ = 305.0 (6°. In the crystal, the graph-set motifs of the interaction pattern are an R22(16 motif involving dimers through N—H...N hydrogen bonds across centres of inversion and a C(6 motif through C—H...O hydrogen-bond between glide-related molecules. Together, these generate [101] ladder-like chains.

  15. Structure of enzyme-bound substrates: resonance Raman and kinetic evidence for differential enzyme-substrate contacts in N-(Pentafluoro-benzoyl)glycine dithioacyl and thioacyl papain

    Science.gov (United States)

    Lee, H.; Angus, R. H.; Storer, A. C.; Carey, P. R.

    1989-12-01

    Resonance Raman (RR) spectroscopy is used to probe the structure of the substrate in the substrate-enzyme complex N-pentafluorobenzoyl) glycine (dithioacyl) papain (C 6F 5C(=O) NHCH 2C(=S)S-papain). This system was chosen since the high electron withdrawing capacity of the C 6F 5 group markedly affects electron density of the -NH- moiety which, in turn, is known to change catalytic activity. The RR spectrum of the enzyme-substrate complex is interpreted by reference to the model compound N-(pentafluorobenzoyl) glycine ethyl dithioester (C 6F 5(CO))NHCH 2C(=S)SC 2H 5. The RR spectra of this compound in aqueous or organic solvents can be understood in terms of the known conformational states of N-acylglycine dithioesters. Comparison of model with enzyme-substrate RR spectra shows that the substrate is binding in the active site in a conformer known as conformer B characterized by a small-NHCH 2CS(thiol) torsional angle and close N-to-S (thiol) contact. Kinetic rate-structure correlations are developed involving k3, the rate constant for deacylation, and the strength of the N-to-S (thiol) interaction. N-(Pentafluorobenzoyl) glycine dithioacyl papain fits the rate-structure correlation whereas the corresponding pentafluorobenzoyl glycine thiol intermediate does not. It is proposed that the difference in the size of the CS compared to the CO group brings about a small change in the dithioacyl papain compared to the thiolacyl papain conformation such that enzyme-substrate contacts involving ortho and meta F atoms in the thiol acyl enzyme case are weakened or removed in the case of the dithioacyl papain.

  16. p-Tolyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-l-idopyranoside

    Directory of Open Access Journals (Sweden)

    Graeme J. Gainsford

    2010-07-01

    Full Text Available The title compound, C34H32O6S, is an ido-configured thioglycoside building block for heparan sulfate fragments. It contains disordered tolyl and O-benzyl groups with occupancy ratios of 0.539 (13:0.461 (13 and 0.613 (13:0.387 (13, respectively, as determined from a weakly diffracting crystal. The fused rings adopt chair conformations with the molecules packing into a three-dimensional network via C—H...O and three C—H...π interactions. The former interactions, occuring between molecules related by a twofold axis, define an R22(26 motif.

  17. Structure and spectroscopic properties of ruthenium(II) bipyridyl N-benzoyl-N'-(1,10-phenanthrolin-5-Yl)-thiourea

    Energy Technology Data Exchange (ETDEWEB)

    Tan, Siew San [School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor (Malaysia); Kassim, Mohammad B. [School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor (Malaysia); Fuel Cell Institute, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor (Malaysia)

    2015-09-25

    Ruthenium bipyridyl incorporating phenanthroline with thiourea molecules, [Ru(bpy){sub 2}(Phen-BT)](PF{sub 6}){sub 2}], has been synthesized and characterized by spectroscopic and electrochemical techniques. The infrared spectra of the complex shows the characteristics stretching frequencies for N-H at 3646 and 3585 cm{sup −1}, ν(C-N){sub phen} 1426 cm{sup −1}, ν(C=O) 1675 cm{sup −1}, ν(C=S) 1246 cm{sup −1}, ν(C-H){sub aromatic} 3353-3086 cm{sup −1}, ν(C-N){sub aliphatic} 1169-1026 cm{sup −1}, ν(C-H){sub bend} 764 cm{sup −1} and ν(PF{sub 6}{sup −}){sub free} 842 cm{sup −1}. The complex reveals two π→π* absorption bands at 237 (ε=26,302) and 286 nm (ε=36,848), which were assigned to the phenanthroline and bipyridyl moieties, respectively. A slightly broad and low energy band in the UV-vis spectrum at 450 nm (ε=7,209) of the complex was assigned to a MLCT transition. Besides, the complex also exhibits an emission band at 615 nm that arises from an excitation with a 440 nm light energy. The cyclic voltammetry of the complex shows an oxidation potential at +1.305 V vs. SCE that corresponds to the formal oxidation of Ru(II) to Ru(III)

  18. 新型2-苯甲酰基苯并呋喃类似物的合成%Synthesis of Novel 2-benzoyl Benzo [b] furan Derivatives

    Institute of Scientific and Technical Information of China (English)

    毛泽伟; 郭文恋; 姜圆; 饶高雄

    2014-01-01

    以水杨醛与2-溴-4'-氟苯乙酮为原料,经取代和分子内缩合反应合成了中间体2-苯甲酰基苯并呋喃(1);在碱性条件下,1分别与咪唑,N-甲基哌嗪和二乙胺等反应,合成了6个新型的2-苯甲酰基苯并呋喃含氮类似物,收率63%~82%,其结构经1H NMR,13C NMR,IR和HR-MS表征.

  19. Determination of Benzoyl Peroxide in Wheat Flour Using Colorimetric Method%面粉中过氧化苯甲酰的比色测定方法

    Institute of Scientific and Technical Information of China (English)

    刘荣琴; 高磊红; 李荣芬

    2013-01-01

    利用过氧化苯甲酰(BPO)的氧化还原性质,提出了对面粉中的BPO进行测定的简易方法.采用乙醇为提取剂对面粉中BPO进行提取;使用KI为还原剂与BPO进行反应,生成的I2与淀粉指示剂反应生成蓝紫色络合物,通过比较颜色的深浅,对面粉中的BPO进行定性和半定量测定.方法的检出限为0.008 g/kg.

  20. 5-Benzoyl-4-hydroxy-6-(4-nitrophenyl-4-trifluoromethyl-3,4,5,6-tetrahydropyrimidin-2(1H-one monohydrate

    Directory of Open Access Journals (Sweden)

    Feng-Ling Yang

    2009-01-01

    Full Text Available The asymmetric unit of the title compound, C18H14F3N3O5·H2O, contains two independent formula units. The two heterocyclic molecules differ in the orientations of the benzoylphenyl group with respect to the tetrahydropyrimidine ring [C—C—C—C torsion angles of 64.5 (3 and 67.1 (3°]. In both molecules the pyrimidine ring adopts a half-chair conformation. The molecules are linked into a two-dimensional network parallel to (001 by N—H...O and O—H...O hydrogen bonds.

  1. 1′-Methyl-4′-(1-naphthyl-3′′-(1-naphthylmethyleneacenaphthene-1-spiro-2′-pyrrolidine-3′-spiro-1′′-cyclohexane-2,2′′-dione

    Directory of Open Access Journals (Sweden)

    S. Athimoolam

    2008-01-01

    Full Text Available In the title compound, C42H33NO2, the six-membered cyclohexanone ring adopts a slightly distorted chair conformation and the five-membered pyrrolidine ring is in an envelope conformation. The molecular structure features four intramolecular C—H...O interactions and an intramolecular C—H...π interaction. Furthermore, the crystal packing is stabilized by an intermolecular C—H...O and three intermolecular C—H...π interactions.

  2. Determination of nucleosome number of β-naphthyl sulfonate formaldehyde condensate with infra-red spectrum method%红外光谱法测定β-萘磺酸盐甲醛缩合物的核体数

    Institute of Scientific and Technical Information of China (English)

    李润; 刘红彦; 张秀荣; 李泉

    2001-01-01

    研究了用红外光谱法测定β-萘磺酸盐甲醛缩合物核体数的原理和方法,对不同萘与甲醛配比下合成的β-萘磺酸盐甲醛缩合物进行核体数测定,结果显示核体数随着甲醛摩尔数增加而增加.

  3. 含萘和脂环烃结构单元环氧树脂的固化反应及性质%THE CURE REACTIONS AND PROPERTIES OF NAPHTHYL-CYCLOALIPHATIC BASED EPOXY RESIN

    Institute of Scientific and Technical Information of China (English)

    许凯; 张奎; 陈鸣才

    2005-01-01

    用动态差示扫描量热(DSC)方法研究了一种分子骨架中含有萘基和脂环基结构的环氧树脂的固化反应行为,其固化反应活性较双酚A二缩水甘油醚(DGEBA)低.以动态力学热分析(DMTA)、热重分析(TGA)热机械分析(TMA)对所得交联聚合物的物理性质进行了评价.与DGEBA相比,文中所介绍的环氧树脂固化物具有较高的玻璃化转变温度(Tg),较好的热稳定性,较低的热膨胀系数、介电常数和吸湿性,这些良好的性能有可能使其在印刷线路板和电子封装料方面获得应用.

  4. Synthesis and characterization of phenyl menthol derivatives and naphthyl menthol derivatives%苯薄荷醇衍生物和萘薄荷醇衍生物的合成与表征

    Institute of Scientific and Technical Information of China (English)

    麦尔布合·阿布都热西提; 迪丽菲嘎尔·阿布都热一木

    2009-01-01

    主要研究二环[4.2.0]辛酮中间体薄荷醇衍生物的合成工艺.以(-)-1 R,2S,5R-8-苯薄荷醇和(-)-1R,2S,5R -8-萘薄荷醇为原料,通过酯化反应合成目标化合物,产率分别为58.7%、92%.其结构经 1HNMR、13CNMR进行了表征,并对标题化合物的构象稳定性和晶体结构进行了研究.

  5. Reductive metabolism of nabumetone by human liver microsomal and cytosolic fractions: exploratory prediction using inhibitors and substrates as marker probes.

    Science.gov (United States)

    Matsumoto, Kaori; Hasegawa, Tetsuya; Koyanagi, Junichi; Takahashi, Tamiko; Akimoto, Masayuki; Sugibayashi, Kenji

    2015-06-01

    The metabolic reduction of nabumetone was examined by inhibition and correlation studies using human liver microsomes and cytosol. This reduction was observed in both fractions, with the V(max) values for reduction activity being approximately fourfold higher, and the V(max)/K(m) values approximately three-fold higher, in the microsomes than in the cytosol. The reduction of nabumetone was inhibited by 18β-glycyrrhetinic acid, an 11β-hydroxysteroid dehydrogenase (11β-HSD) inhibitor, in the microsomal fraction. The reduction activity was also inhibited by quercetin and menadione [carbonyl reductase (CBR) inhibitors], and by phenolphthalein and medroxyprogesterone acetate [potent inhibitors of aldo-keto reductase (AKR) 1C1, 1C2 and 1C4] in the cytosol. A good correlation (r² = 0.93) was observed between the reduction of nabumetone and of cortisone, as a marker of 11β-HSD activity, in the microsomal fractions. There was also an excellent relationship between reduction of nabumetone and of the AKR1C substrates, acetohexamide, and ethacrynic acid (r 2 = 0.92 and 0.93, respectively), in the cytosol fractions. However, a poor correlation was observed between the formation of 4-(6-methoxy-2-naphthyl)-butan-2-ol (MNBO) from nabumetone and CBR activity (with 4-benzoyl pyridine reduction as a CBR substrate) in the cytosol fractions (r² = 0.24). These findings indicate that nabumetone may be metabolized by 11β-HSD in human liver microsomes, and primarily by AKR1C4 in human liver cytosol, although multiple enzymes in the AKR1C subfamily may be involved. It cannot be completely denied that CBR is involved to some extent in the formation of MNBO from nabumetone in the cytosol fraction.

  6. Syntheses, crystal structures and DNA-binding studies of Cu(II) and Zn(II) complexes bearing asymmetrical aroylhydrazone ligand

    Science.gov (United States)

    Li, Yueqin; Yang, Zhiwei; Zhou, Minya; He, Jing; Wang, Xuehong; Wu, Yanlong; Wang, Zhuye

    2017-02-01

    Zn(II) and Cu(II) complexes with benzophenone benzoyl hydrazone (HBBH) and benzophenone salicylylhydrazone (HBSH) have been synthesized and characterized by different physico-chemical and spectroscopic techniques (UV-vis, IR and NMR). The molecular structures of these complexes [Zn(BBH)2, Cu(BBH)2 and Cu(BSH)2Cl2H2O] have also been determined by single X-ray diffraction technique. In Zn(BBH)2 and Cu(BBH)2 complexes, each ligand coordinates to metal through enol tautomeric form by azomethine-N and carbonylate-O resulting a 4-coordinate distorted tetrahedral geometry. While in Cu(BSH)2Cl2H2O, each ligand coordinates to metal through keto tautomeric form resulting distorted octahedral geometry in which two chlorine atoms occupy the axial positions. The DNA interaction propensity of the complexes with Herring sperm DNA, studied at physiological pH by spectrophotometric, spectrofluorometric, viscometric techniques and cyclic voltammetry, revealed intercalation as the possible binding mode. Fascinatingly, Cu(BSH)2Cl2H2O was found to exhibit greater binding strength than the others. A strong hyperchromism effect and a slight red shift were exhibited by all complexes. The intrinsic binding constants are of moderate values and are about 3.28 × 104 M-1, 4.73 × 104 M-1 and 5.80 × 104 M-1, respectively. Cyclic voltammetry studies of the complexes binding with DNA indicate quasireversible oxidation and reduction potentials. The results suggest that the binding affinity of complexes lies in the order Cu(BSH)2Cl2H2O > Cu(BBH)2 > Zn(BBH)2.

  7. Synthesis, characterization and extraction studies of some metal (II) complexes containing (hydrazoneoxime and bis-acylhydrazone) moieties

    Science.gov (United States)

    Al-Ne'aimi, Mohammed Mahmmod; Al-Khuder, Mohammed Moudar

    2013-03-01

    In this study, diacetylmonoximebenzoylhydrazone (L1H2) and 1,4-diacetylbenzene bis(benzoyl hydrazone) (L2H2) were synthesized by the condensation of benzohydrazide with diacetyl monoxime and 1,4-diacetylbenzene, respectively. Complexes of these ligands with Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) inos were prepared with a metal:ligand ratio of 1:2 for L1H2 ligand, and 1:1 for L2H2 ligand. The ligands and their complexes were elucidated on the basis of elemental analyses CHN, AAS, FT-IR, 1H- and 13C NMR spectra, UV-vis spectra and magnetic susceptibility measurements. Results show the L1H2 ligand act as monoanionic O,N,N-tridentate and coordination takes place in the enol form through the oxime nitrogen, the imine nitrogen and the enolate oxygen atoms with a N4O2 donor environment, while the L2H2 ligand act as a dianionic O,N,N,O-tetradentate and coordination takes place in the enol form through the enolate oxygen and the azomethine nitrogen atoms with a N2O2 donor environment. These results are consistent with the formation of mononuclear metal (II) complexes [M(L1H)2], and binuclear polymeric metal (II) complexes [{M2(L2)}n]. The extraction ability of both ligands were examined in chloroform by the liquid-liquid extraction of selected transition metal [Co2+, Ni2+, Cu2+, Zn2+ and Pb2+] cations. The effects of pH and contact time on the percentage extraction of metal (II) ions were studied under the optimum extraction conditions. The (L1H2) ligand shows strong binding ability toward copper(II) and lead(II) ions, while the (L2H2) ligand shows strong binding ability toward nickel(II) and zinc(II) ions.

  8. Biting Deterrence and Insecticidal Activity of Hydrazide-Hydrazones and Their Corresponding 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazoles Against Aedes aegypti

    Science.gov (United States)

    2012-09-11

    2,5-disubstituted-2,3-dihydro-1,3,4- oxadiazoles against Aedes aegypti Nurhayat Tabanca,a∗ Abbas Ali,a Ulrich R Bernier,b Ikhlas A Khan,a,c,d Bedia...biting deterrent and larvicidal activities against Aedes aegypti for the first time. RESULTS: The compound 3-acetyl-5-(4-fluorophenyl)-2-[4-(dimethylamino...phenyl]-2,3-dihydro-1,3,4-oxadiazole (17) produced the highest biting deterrent activity (BDI = 1.025) against Ae. Aegypti , followed by 4

  9. 新型腙类Schiff碱及其铜配合物的合成、结构和荧光性质%Synthesis,crystal structure and fluorescence of a new hydrazone schiff base and its copper(II)complex

    Institute of Scientific and Technical Information of China (English)

    张有娟; 马辉; 韩玉民; 张秀英

    2010-01-01

    @@ 金属Schiff碱配合物在生物、催化、材料及分析化学领域的应用引起人们广泛的兴趣[1-3].近年来由胺、氨基酸等与醛缩合而成的Schiff碱及其配合物的研究已取得了相当的进展,而由腙与醛缩合成的Schiff碱及其配合物报道相对较少.腙类化合物本身因具有特殊的生物活性、强配位能力和荧光性,在医药、农药和分析化学等方面有着广泛的应用[4].

  10. 微波辐射下固相合成乙酰基二茂铁-2,4-二硝基苯腙%Solid state synthesis of acetyl ferrocence-2,4-dinitrophenyl hydrazone under microwave irradiation

    Institute of Scientific and Technical Information of China (English)

    吴校彬

    2009-01-01

    在固载体的存在下,以乙酰基二茂铁-2,4-二硝基苯肼为原料,用微波辐射加热并经研磨,合成了乙酰基二茂铁-2,4-二硝基苯腙.通过元素分析、红外光谱和核磁共振谱对产物的结构进行了表征.探讨了固载体种类与用量、微波功率与辐射总时间对反应产率的影响.本方法反应时间短,产率高,操作简便,对环境友好.

  11. Synthesis and Antifungal Activity of Two Hydrazones Derived from Vanillin%两种香兰素腙类化合物的合成及抑菌活性初步研究

    Institute of Scientific and Technical Information of China (English)

    邹怀波; 周蓉; 梁辉; 南建忠

    2011-01-01

    Reactions of vanillin with phenylhydrazine and 4-nitrophenylhydrazine in methanol or acetic acid resulted in the vanillinphenylhydrazone,and vanillin-4-nitrophenylhydrazone, respectively. These products were identified by IR and 1H-NMR.And the preliminary antifungal experiments indicated that these compounds had some antifungal activity against E. coli and S. aureus.%以香兰素为原料,与苯肼和对硝基苯肼缩合得到两种香兰素腙类化合物,其结构经1H-NMR、IR表征.初步的抑菌试验表明,这些化合物对大肠杆菌(Escherichia coli)和金黄色葡萄球菌(Staphylococcus aureus)具有一定的抑菌效果.

  12. Functional polyester materials with tunable degradability: Investigations into the use of reductive amination, ketoxime ether, and hydrazone linkages for functionalization, covalent stabilization and crosslinking of poly(epsilon-caprolactone) materials

    Science.gov (United States)

    van Horn, Brooke Angela

    Aliphatic polyesters represent one class of degradable, polymeric materials that is receiving significant attention in the search for, and design of, biocompatible and bioresorbable synthetic substances. Functional and crosslinked polyesters, having potential biomedical value, are the target of many avenues of current research. This dissertation work expands the utility of a specific aliphatic polyester, poly(epsilon-caprolactone-co-2-oxepane-1,5-dione) (P(CL-co-OPD)), which contains backbone ketone units that can be reacted with various functional, nucleophilic agents. Results presented in this dissertation convey both the successes had and the challenges encountered in the employment of different "iminyl" chemistries for the synthesis of functional and crosslinked materials. Specifically, the ketone-functionalized polyester was investigated as a general substrate designed to undergo solution-state intramolecular crosslinking and functionalization upon reductive amination with 1,6-hexanediamine and hexylamine, respectively, in the presence of NaCNBH3. Through detailed analysis of the products from these reactions, and simpler systems including small molecule model compounds, the polymeric gamma-keto ester functionality was determined to be incompatible with the reductive amination chemistry, resulting in chain cleavage via intramolecular lactam formation. Subsequent investigation of ketoxime ether formation using synthetic model hydroxylamines, 1-aminooxydodecane and 1,6-bis(aminooxy)hexane, in solution and in the presence of an acid catalyst, resulted in the targeted graft and crosslinked particulate/gel materials, respectively. With the significant interest in the development of synthetic polymer materials of increasing degrees of complexity, attention has been focused on the efficient and high-yielding conversion of polyesters into multi-functional materials. Facile conjugation of aminooxy- and sulfonyl hydrazide model ligands with P(CL-co-OPD) were also explored by both sequential and single-step approaches. The benefits of the characterization of intermediates in a functionalization sequence were then weighed against the corresponding challenges faced by the establishment of equilibria between coupled and uncoupled species in solution. Additionally, in this dissertation, the advantages of a single-step reaction for the construction of multi-functionalization are stressed. Finally, the synthesis and basic characterization of specific functional materials are highlighted with regard to the preparation of novel ligand-bearing graft and particulate nanostructures, decorated with poly(ethylene oxide), chromophores, fluorophores, and radio-labeled molecules, for potential use in diagnostic imaging and drug delivery.

  13. Synthesis of a new heterocyclic Schiff base ligand "(E)-5-benzoyl-4-phenyl-1-((pyridin-2-ylmethylene) amino) pyrimidin-2(1H)-one": An experimental and computational modeling study

    Science.gov (United States)

    Ozdemir, Mecit; Sonmez, Mehmet; Sen, Fatih; Dincer, Muharrem; Ozdemir, Namık

    2017-01-01

    In this study, a new heterocyclic Schiff base has been synthesized and characterized using FT-IR, NMR (1H NMR, 13C NMR), UV-Vis, Mass spectroscopies and single-crystal X-ray diffraction method. The molecular geometry obtained from the X-ray structure determination was optimized using Density Functional Theory (DFT/B3LYP) method with the 6-31G+(d, p) basis set in ground state. From the optimized geometry of the title molecule, the geometric parameters (bond lengths, bond angles and torsion angles), vibrational wavenumbers and chemical shifts were computed. In addition, the molecular electrostatic potential (MEP), frontier molecular orbitals (FMOs) and nonlinear optical (NLO) property of this molecule were determined using a DFT protocol at the B3LYP/6-31+G (d, p) level. For the purpose of the structural conformity of the title molecule, the theoretical results were compared with the experimental values. This comparison indicated that the theoretically calculated results are in agreement with the experimental data on the whole.

  14. N-苯甲酰-L-精氨酸乙酯测定水蛭提取物生物活性%Determination of biological activity of extract from hirudo by N-benzoyl-L-arginine ethyl ester

    Institute of Scientific and Technical Information of China (English)

    关世侠; 彭灿; 李海刚; 许淑芹; 袁中文

    2010-01-01

    目的:建立水蛭提取液生物活性测定方法.方法:用N-苯甲酰-L-精氨酸乙酯(BAEE)为底物,通过测定反应体系中未被水蛭提取物抑制的凝血酶的量,间接测定水蛭提取物抗凝血酶的生物活性.结果:水蛭提取物的生物活性测定曲线线性关系良好,回归方程为Y=0.001 4X+0.019 6,r=0.999 4.结论:本方法于30 ℃条件下反应25 min进行测定,日间、日内精密度分别为2.6%和1.9%,适宜作为提取物生物活性测定方法.

  15. Neuroimaging of the vesicular acetylcholine transporter by a novel 4-[{sup 18}F]fluoro-benzoyl derivative of 7-hydroxy-6-(4-phenyl-piperidin-1-yl)-octahydro-benzo[1,4]oxazines

    Energy Technology Data Exchange (ETDEWEB)

    Sorger, Dietlind [Department of Nuclear Medicine, University of Leipzig, Leipzig 04103 (Germany)], E-mail: sord@medizin.uni-leipzig.de; Scheunemann, Matthias; Vercouillie, Johnny [Institute of Interdisciplinary Isotope Research, Leipzig 04318 (Germany); Grossmann, Udo [Department of Nuclear Medicine, University of Leipzig, Leipzig 04103 (Germany); Fischer, Steffen; Hiller, Achim; Wenzel, Barbara [Institute of Interdisciplinary Isotope Research, Leipzig 04318 (Germany); Roghani, Ali [Department of Pharmacology and Neuroscience, Texas Tech University Health Sciences Center, Lubbock TX 39430 (United States); Schliebs, Reinhard [Paul Flechsig Institute of Brain Research, University of Leipzig, Leipzig 04109 (Germany); Steinbach, Joerg; Brust, Peter [Institute of Interdisciplinary Isotope Research, Leipzig 04318 (Germany); Sabri, Osama [Department of Nuclear Medicine, University of Leipzig, Leipzig 04103 (Germany)

    2009-01-15

    Phenylpiperidinyl-octahydro-benzo[1,4]oxazines represent a new class of conformationally restrained vesamicol analogues. Derived from this morpholine-fused vesamicol structure, a new fluorine-18-labeled 4-fluorobenzoyl derivative ([{sup 18}F]FBMV) was synthesized with an average specific activity of 75 GBq/{mu}mol and a radiochemical purity of 99%. The radiolabeling method included an exchange reaction of a 4-nitro group of the precursor by fluorine-18, a reduction procedure to eliminate excess of the nitro compound, followed by a high-performance liquid chromatography purification. [{sup 18}F]FBMV demonstrates (i) a moderate lipophilic character with a logD{sub pH7.0} 1.8{+-}0.10; (ii) a considerable binding affinity to the vesicular acetylcholine transporter (VAChT) (K{sub i}=27.5 nM), as determined using PC12 cells transfected with a VAChT cDNA, and a low affinity to {sigma}{sub 1,2} receptors (K{sub i} >3000 nM); (iii) a good uptake into the rat and pig brains; (iv) a typical accumulation in the VAChT-containing brain regions; and (v) an approximately 20% reduction in cortical tracer binding after a specific cholinergic lesion using 192IgG-saporin. [{sup 18}F]FBMV exhibits another PET marker within the group of vesamicol derivatives that demonstrates potentials in imaging brain cholinergic deficits, while its usefulness in clinical practice must await further investigation.

  16. Synthesis, Spectroscopic Characterization, and In Vitro Antimicrobial Studies of Pyridine-2-Carboxylic Acid N′-(4-Chloro-Benzoyl-Hydrazide and Its Co(II, Ni(II, and Cu(II Complexes

    Directory of Open Access Journals (Sweden)

    Jagvir Singh

    2012-01-01

    Full Text Available N-substituted pyridine hydrazide (pyridine-2-carbonyl chloride and 4-chloro-benzoic acid hydrazide undergoes hydrazide formation of the iminic carbon nitrogen double bond through its reaction with cobalt(II, nickel(II, and copper(II metal salts in ethanol which are reported and characterized based on elemental analyses, IR, solid reflectance, magnetic moment, molar conductance, and thermal analysis (TG. From the elemental analyses data, 1 : 2 metal complexes are formed having the general formulae [MCl2(HL2] · yH2O (where M = Co(II, Ni(II, and Cu(II, y = 1–3. The important infrared (IR spectral bands corresponding to the active groups in the ligand and the solid complexes under investigation were studied. IR spectra show that ligand is coordinated to the metal ions in a neutral bidentate manner with ON donor sites. The solid complexes have been synthesized and studied by thermogravimetric analysis. All the metal chelates are found to be nonelectrolytes. From the magnetic and solid reflectance spectra, the complexes (cobalt(II, nickel(II, and copper(II have octahedral and square planner geometry, respectively. The antibacterial and antifungal activity’s data show that the metal complexes have a promising biological activity comparable with the parent ligand against bacterial and fungal species.

  17. Study on Antibacterial Activitiy of Biguanide Benzoyl Chitosan%邻、间、对双胍基苯甲酸盐酸盐抗菌活性的研究

    Institute of Scientific and Technical Information of China (English)

    金绍娣

    2012-01-01

    以邻、间、对氨基苯甲酸为起始原料,在盐酸存在下分别与双氰胺合成了中间体邻、间、对双胍基苯甲酸盐酸盐,分别研究了邻、间、对双胍基苯甲酸盐酸盐对革兰氏菌的抗菌活性.实验表明,邻、间、对双胍基苯甲酸盐酸盐对大肠杆菌、金黄色葡萄球菌都具有抑制作用,抗菌活性随浓度的增加而增强;邻双胍基苯甲酸盐酸盐对大肠杆菌、金黄色葡萄球菌最低抑菌浓度分别为0.064 mg·mL-1和0.032 mg·mL-1,优于间、对双胍基苯甲酸盐酸盐.

  18. Preparation and Study on Low Molecular Weight Biguanide Benzoyl Chitosan%低分子量双胍基苯甲酰壳聚糖的制备及表征

    Institute of Scientific and Technical Information of China (English)

    吕灯勇; 金绍娣

    2013-01-01

    在简单均相体系下,研究了壳聚糖及双胍基苯甲酰壳聚糖在双氧水中的降解特性.采用高效凝胶渗透色谱法测量了降解过程中壳聚糖及双胍基苯甲酰壳聚糖的分子量变化,讨论了该体系下双胍基苯甲酰低聚壳聚糖及双胍基苯甲酰壳聚糖的胍基化取代度的变化,通过红外光谱分析了低分子量双胍基苯甲酰壳聚糖结构.结果表明,在降解反应温度为65℃、H2O2质量百分浓度为3.0%、盐酸浓度为1.0%时,反应时间的延长会导致低聚壳聚糖或对双胍基苯甲酰壳聚糖低分子化产物相对分子量的逐渐降低,胍基化取代度也随之降低;红外光谱表明,采用该降解体系制备的降解产物主链结构基本没有发生变化.

  19. Synthesis of o-[N-(Substituted benzoyl)-N-methylamino]phenyl Disulfides by the Spontaneous Coupling of N-Methyl-2-mono(substituted phenyl)benzothiazolines in Solution and Their VEGF Inhibitory Activities

    Institute of Scientific and Technical Information of China (English)

    TANG Jian; ZHANG Bei-Na; GE Mei; ZHU Li; WANG Yang; CHEN Ying; XIA Peng

    2008-01-01

    The solid N-methyl-2-mono(substituted phenyl)benzothiazolines (1) are stable and can be stored in atmosphere, whereas they present different behavior in different solvents. They are relatively stable in alcohol and DMSO-H2O. However, in other organic solvents such as acetone, CH2Cl2, CHCl3, EtOAc etc., the oxidation-coupling reactions occurred spontaneously to give the corresponding disulfide dimers 2. The substituents at 2-phenyl rings, reaction temperature and the acidities of the solutions exerted obvious impacts on the reaction rates and yields of 2. 12 sam-ples of N-methyl-2-(substituted phenyi)benzothiazolines (1) and 11 dimers 2 were evaluated in vitro vascular endo-thelial growth factor (VEGF) inhibitory activity in human breast cancer cell MDA-MB-231 with 2-methoxyestra-diol (2-ME) as the positive reference and most of them showed potent VEGF inhibitory activity with the EC50 values of sub-millimolar range. Among them, the compounds 11, li, and 2d showed potent VEGF inhibitory activities and selectivities with EC50 values of 0.07, 32 and >32, respectively, which were about 10 times of those of 2-ME (EC50=0.49 mmol/L, SI=3.37). The results further demonstrated that the scaffolds of 1 and 2 were privileged and merited further investigation as VEGF inhibitors.

  20. Biosynthesis and molecular structure characterization of polyhydroxyalkanoates containing benzoyl group%含苯聚羟基脂肪酸酯的生物合成及其分子结构表征

    Institute of Scientific and Technical Information of China (English)

    黄锦标; 尚龙安

    2011-01-01

    聚羟基脂肪酸酯(PHA)具有可生物降解性和生物相容性,是潜在的医学材料。对聚羟基脂肪酸酯进行改性,可提高其应用范围.采用以苯戊酸和蔗糖为混合碳源培养基培养Pseudomonas putida KT2442,对其细胞内合成的聚羟基脂肪酸酯进行生物改性,并利用核磁共振、红外色谱和气相色谱分析方法表征了改性的PHA分子结构。结果表明合成的聚羟基脂肪酸酯为含有3-羟基苯戊酸单体的中长链聚羟基脂肪酸酯(PHPhA),该单体在PHA链中含量为1.04%,为进一步的研究打下基础。%Polyhydroxyalkanoates(PHA)with the biodegradability and biocompatibility has become one of the potential medical materials.Its application fields can be enlarged by modifying the PHA's properties.For this purpose,the PHA was synthesized by the culture of Pseudomonas putida KT2442 with phenylvaleric acid and sucrose as mixed carbon source.The molecular structure of this biomodified PHA was characterized by NMR,IR and GC.The analysis result indicates that the biomodificated PHA is medium-length PHA which contains 3-hydroxyphenylvalerate monomer,and this monomer accounts for 1.04% of the PHA chain.This will be useful reference for further PHA study.

  1. Directed evolution of a thermostable l-aminoacylase biocatalyst

    DEFF Research Database (Denmark)

    Parker, Brenda M.; Taylor, Ian N.; Woodley, John

    2011-01-01

    Enzymes from extreme environments possess highly desirable traits of activity and stability for application under process conditions. One such example is l-aminoacylase (E.C. 3.5.1.14) from Thermococcus litoralis (TliACY), which catalyzes the enantioselective amide hydrolysis of N-protected l...... strategies to identify improved variants. Mutants P237S and F251Y were 2.4-fold more active towards N-benzoyl valine relative to the wild type at 65°C. F251 mutations to basic residues resulted in 4.5–11-fold shifts in the substrate preference towards N-benzoyl phenylalanine relative to N-benzoyl valine......-benzoyl valine and N-benzoyl phenylalanine. Mutations that favoured N-benzoyl-phenylalanine appeared at the active site entrance, whereas those improving activity towards N-benzoyl-valine occurred in the hinge region loops linking the dimerization and zinc-binding domains in each monomer. These observations...

  2. Non-specific esterases and esterproteases in masticatory muscles from the muscular dystrophic mouse

    DEFF Research Database (Denmark)

    Kirkeby, S; Moe, D; Vilmann, H

    1989-01-01

    With the aid of histochemical and electrophoretic techniques activities for esterase and esterprotease were investigated in the digastric and masseter muscles from normal and dystrophic mice. The substrates used were alpha-naphthyl acetate and N-acetyl-L-alanine alpha-naphthyl ester. According to...

  3. Differentially selective chemosensor with fluorescence off-on responses on Cu(2+) and Zn(2+) ions in aqueous media and applications in pyrophosphate sensing, live cell imaging, and cytotoxicity.

    Science.gov (United States)

    Anbu, Sellamuthu; Ravishankaran, Rajendran; Guedes da Silva, M Fátima C; Karande, Anjali A; Pombeiro, Armando J L

    2014-07-01

    A new benzoyl hydrazone based chemosensor R is synthesized by Schiff base condensation of 2,6-diformyl-4-methylphenol and phenyl carbohydrazide and acts as a highly selective fluorescence sensor for Cu(2+) and Zn(2+) ions in aqueous media. The reaction of R with CuCl2 or ZnCl2 forms the corresponding dimeric dicopper(II) [Cu2(R)(CH3O)(NO3)]2(CH3O)2 (R-Cu(2+)) and dizinc(II) [Zn2(R)2](NO3)2 (R-Zn(2+)) complexes, which are characterized, as R, by conventional techniques including single-crystal X-ray analysis. Electronic absorption and fluorescence titration studies of R with different metal cations in a CH3CN/0.02 M HEPES buffer medium (pH = 7.3) show a highly selective binding affinity only toward Cu(2+)and Zn(2+) ions even in the presence of other commonly coexisting ions such as Na(+), K(+), Mg(2+), Ca(2+), Mn(2+), Fe(2+), Fe(3+), Co(2+), Ni(2+), Cd(2+), and Hg(2+). Quantification of the fluorescence titration analysis shows that the chemosensor R can indicate the presence of Cu(2+)and Zn(2+) even at very low concentrations of 17.3 and 16.5 ppb, respectively. R-Zn(2+) acts as a selective metal-based fluorescent sensor for inorganic pyrophosphate ion (PPi) even in the presence of other common anions such as F(-), Cl(-), Br(-), I(-), CH3COO(-), CO3(2-), HCO3(-), N3(-), SO4(2-), PPi, AMP, ADP, and ATP in an aqueous medium. The propensity of R as a bioimaging fluorescent probe to detect Cu(2+) and Zn(2+) ions in human cervical HeLa cancer cell lines and their cytotoxicity against human cervical (HeLa), breast cancer (MCF7), and noncancer breast epithelial (MCF10a) cells have also been investigated. R-Cu(2+) shows better cytotoxicity and sensitivity toward cancer cells over noncancer cells than R and R-Zn(2+) under identical conditions, with the appearance of apoptotic bodies.

  4. Synthesis of 3- (1-Naphthyl) -2,5-diphenyl-2H-tetrazolium Chloride%氯化3-(1-萘基)-2,5-二苯基-2H-四唑鎓的制备

    Institute of Scientific and Technical Information of China (English)

    谷保祥; 王明亮

    2006-01-01

    氯化3-(1-萘基)-2,5-二苯基-2H-四唑鎓(1)在细胞脱氢酶等氧化还原酶作用下可生成不溶性的紫色甲[月朁]类物(formazan,4),进而用于细胞着色,可直接用于微生物或哺乳动物活性组织的研究。

  5. 新型氮杂2-β萘基苯并噁唑分子设计与光物理性质的研究%Molecular design and photophysic properties investigation of novel nitrogen heteroatom 2-beta-naphthyl-benzoxazoles

    Institute of Scientific and Technical Information of China (English)

    冯玉玲; 孙京国; 张之佩

    2002-01-01

    为了寻找新的有效光敏材料,设计了一系列新型氮杂2-β萘基苯并眂唑分子,用改进的PPP-SCF-CI方法,对设计分子的第一激发单线态、三线态、振子强度和跃迁矩等光物理性质进行了较为详细的研究.筛选出了一些新型的具有特殊光物理特性的分子,并预测了有可能产生新型氮杂2-β萘基苯并眂唑分子类光敏感功能材料的取代基部位.

  6. Effect of surface modification of Grewia optiva fibres on their physicochemical and thermal properties

    Indian Academy of Sciences (India)

    Amar S Singha; Ashvinder K Rana

    2012-12-01

    This paper deals with the surface modification of Grewia optiva fibre through benzoylation and graft copolymerization process. Benzoylation of Grewia optiva fibre has been carried out on mercerized fibre with varying concentrations of benzoyl chloride solution. Graft copolymerization of acrylonitrile (AN) onto Grewia optiva fibre was carried out with ceric ammonium nitrate as the redox initiator in aqueous medium under the influence of microwave radiation. Raw, graft copolymerized and benzoylated fibres were subjected to evaluation of some of their properties like swelling behaviour, moisture absorbance and chemical resistance behaviour. It has been observed that 5% benzoyl chloride treated and graft copolymerized Grewia optiva show more resistance towards moisture, water and chemicals when compared with that of raw fibre. Further morphological, structural changes, thermal stability and crystallinity of raw, graft copolymerized, pretreated and benzoylated fibres have also been studied by SEM, FTIR, TGA and XRD techniques.

  7. Chiral Recognition for the Two Enantiomers of Phenylalanine and Four Amino Acid Derivatives with (S)-Phenylethylamine Derived Nickel(II) Macrocyclic Complex

    Energy Technology Data Exchange (ETDEWEB)

    Yu, Jeong Jae; Ryoo, Jae Jeong [Kyungpook National Univ., Daegu (Korea, Republic of)

    2013-11-15

    The potency of new chiral selector candidate was assessed by this simple chiral discrimination test. This experiment showed that the macrocyclic molecule can be a powerful candidate as a chiral selector to obtain optically pure amino acid or amino acid derivatives, particularly phenylalanine and N-benzoyl-phenylalanine enantiomers from racemic mixtures. This study attempted to use the chiral metal organic framework (MOF), 1, as a good chiral selector candidate for the chiral discrimination of racemic phenylalanine, N-benzoyl-alanine, N-benzoyl-phenylalanine, N-benzoyl-methionine, N-CBZ-alanine. The chiral recognition ability of the chiral macromolecule, was examined by varying the molar ratio of the macromolecule and racemates.

  8. Synthesis and Biological Activity of Novel (E-N’-(Substituted-3,4,5-Trimethoxybenzohydrazide Analogs

    Directory of Open Access Journals (Sweden)

    Namala Rambabu

    2017-02-01

    Full Text Available The hydrazide-hydrazone analogs 4a-4l is described via the condensation of3,4,5-trimethoxybenzohydrazide 3 with various aromatic and hetero aromatic aldehydes a-l. Various spectroscopic techniques viz., (1H NMR, 13C NMR, IR and MS were utilized to determine the structures of synthesized compounds. These compounds were evaluated for antibacterial, antifungal screening against S.aureus, S.pyogenes, E.coli, P.aeruginosa, Aspergillusnigerand Candida albicans(Fungal strains. The results revealed that most of the hydrazone derivatives exhibited significant antibacterial activity. Furthermore, the synthesized hydrazone derivatives were found to exhibit significant antidiabetic activity when compared to insulin.

  9. A novel asymmetric synthesis of cinacalcet hydrochloride

    OpenAIRE

    Arava, Veera R; Laxminarasimhulu Gorentla; Pramod K. Dubey

    2012-01-01

    A novel route to asymmetric synthesis of cinacalcet hydrochloride by the application of (R)-tert-butanesulfinamide and regioselective N-alkylation of the naphthyl ethyl sulfinamide intermediate is described.

  10. A novel asymmetric synthesis of cinacalcet hydrochloride

    Directory of Open Access Journals (Sweden)

    Veera R. Arava

    2012-08-01

    Full Text Available A novel route to asymmetric synthesis of cinacalcet hydrochloride by the application of (R-tert-butanesulfinamide and regioselective N-alkylation of the naphthyl ethyl sulfinamide intermediate is described.

  11. A novel asymmetric synthesis of cinacalcet hydrochloride

    Science.gov (United States)

    Gorentla, Laxminarasimhulu; Dubey, Pramod K

    2012-01-01

    Summary A novel route to asymmetric synthesis of cinacalcet hydrochloride by the application of (R)-tert-butanesulfinamide and regioselective N-alkylation of the naphthyl ethyl sulfinamide intermediate is described. PMID:23019473

  12. Pairwise Gibbs energies of interaction involving N-alkyl-2- pyrrolidinones and related compounds in aqueous solution obtained from kinetic medium effects

    NARCIS (Netherlands)

    Apperloo, Joke J.; Streefland, Lisette; Engberts, Jan B.F.N.; Blandamer, Michael J.

    2000-01-01

    Kinetic solvent effects of N-alkyl-2-pyrrolidinones and structurally related compounds on the water-catalyzed hydrolysis reactions of p-methoxyphenyl dichloroacetate (MPDA), 1-benzoyl-3-phenyl-1,2,4-triazole (BPhT), and 1-benzoyl-1,2,4-triazole (BT) in highly dilute aqueous solutions at pH 4 and 298

  13. Carboxylic ester hydrolases in mitochondria from rat skeletal muscle

    DEFF Research Database (Denmark)

    Kirkeby, S; Moe, D; Zelander, T

    1990-01-01

    A mitochondrial pellet, prepared from rat skeletal muscle, contained a number of carboxylic ester hydrolase isoenzymes. The esterases which split alpha-naphthyl acetate were organophosphate sensitive, whereas two out of three indoxyl acetate hydrolysing enzymes were resistant to both organophosph......A mitochondrial pellet, prepared from rat skeletal muscle, contained a number of carboxylic ester hydrolase isoenzymes. The esterases which split alpha-naphthyl acetate were organophosphate sensitive, whereas two out of three indoxyl acetate hydrolysing enzymes were resistant to both...

  14. Synthesis of α-D-GlcpNAc-(1→2)-[α-D-ManpNAc-(1→3)-]α-L-Rhap-(1→2)-α-L-Rhap-(1→3)-α-L-Rhap,the repeating unit of O10 antigen from Acinetobacter baumannii

    Institute of Scientific and Technical Information of China (English)

    Jian Jun Zhang; Guang Hui Zong; Xiao Mei Liang; Yun Qi Li; Dao Quan Wang; Fan Zuo Kong

    2008-01-01

    An efficient synthesis of α-D-GlcpNAc-(1→2)-[α-D-ManpNAc-(1→3)-]α-L-Rhap-(1→2)-α-L-Rhap-(1→3)-α-L-Rhap (1),the repeating unit of the O10 antigen from Acinetobacter baumannii was achieved via sequential assembly of the building blocks,pmethoxylphenyl 2,4-di-O-benzoyl-a-L-rhamnopyranoside (2);2-O-allyloxycarbonyl-3,4-di-O-benzoyl-α-L-rhanmopyranosyl trichloroacetimidate (3);4-methoxylphenyl 3-O-allyloxycarbonyl-4-O-benzoyl-α-L-rhamnopyranoside (4);2-azido-3-O-benzoyl-2-deoxy-4,6-O-isopropylidene-α-D-mannopyranosyl trichloroacetimidate (5);2-azido-3,4,6-tri-O-benzoyl-2-deoxy-α,β-D-glucopyrano syl trichloroacetimidate (6).The total yield of 1 from 4 was 4.7%.

  15. Novel N-benzoyltyramines of Swinglea glutinosa (Rutaceae); Novas N-benzoiltiraminas de Swinglea glutinosa (Rutaceae).

    Energy Technology Data Exchange (ETDEWEB)

    Cerqueira, Cristovam do Nascimento; Santos, Djalma A.P. dos; Malaquias, Karla da Silva; Lima, Murilo Marinho de Castro; Silva, Maria Fatima das Gracas Fernandes da; Fernandes, Joao Batista; Vieira, Paulo Cezar, E-mail: dmfs@ufscar.br [Universidade Federal de Sao Carlos (UFSCAR), SP (Brazil). Dept. de Quimica

    2012-07-01

    Phytochemical studies of the leaves and fruits have led to the identification of the known amides (E)-N-methyl-cinnamamide, N-benzoyltyramine, N-benzoyl-O-geranyl tyramine, N-benzoyl-O-(4-acetoxyl)-geranyl tyramine, in addition to the new N-{l_brace}2-[4-(butoxyl-3-one)phenyl]ethyl{r_brace}benzamide, N-{l_brace}2-[4-(2,3-dihydroxy-2-methyl-butoxylanal)phenyl]ethyl{r_brace}benzamide, N-{l_brace}2-[4-(2,3-dihydroxy-2-methyl-butoxyloic) phenyl]ethyl{r_brace}benzamide, N-benzoyl-O-(4-acetoxyl-6,7-epoxy)-geranyltyramine, N-benzoyl-O-(4-acetoxyl-6,7-dihydroxy)-geranyltyramine and N-benzoyl-O-(6-acetoxyl-4,7-dihydroxy)-geranyltyramine. The isolated compounds clearly point to Swinglea phytochemical affinities with other Aurantioideae species. (author)

  16. Microwave-Assisted Rapid Access to Bio-active Heterocycles: Synthesis of 1,3,4-Oxadiazoles, 1,3,4-Thiadiazoles, 1,3-Dioxanes, Pyrazoles, Hydrazones and 3,4-Dihydropyrimidin-2(1H)-ones under Benign Conditions

    Science.gov (United States)

    Green chemistry is a rapidly developing new field that provides us a proactive avenue for the sustainable development of future science and technologies.1 It emphasis the use of highly efficient and environmental benign synthetic protocols to deliver bio-active heterocycles, acc...

  17. Copper-Promoted Oxidative C-H Bond Amination of Hydrazones: Synthesis of 1H-Indazoles and 1H-Pyrazoles%铜促进下腙的氧化胺化反应:1H-吲唑和1H-吡唑的合成

    Institute of Scientific and Technical Information of China (English)

    丁正伟; 谭启涛; 刘秉新; 张可; 许斌

    2015-01-01

    吲唑和吡唑是两类重要的含氮杂环化合物,具有广泛的生物活性.发展了一类铜促进下腙的C(sp2)-H键氧化胺化反应,简便、高效地构建了一系列1H-吲唑和1H-吡唑衍生物.该反应条件温和,具有广泛的底物适用范围和较好的官能团兼容性.

  18. 过氧化苯甲酰联合多磺酸黏多糖对寻常痤疮患者血清性激素水平、免疫指标的影响%Effect of benzoyl peroxide combining with Hirudoid on serum sex hormone levels, immune index of patients with acne vulgaris

    Institute of Scientific and Technical Information of China (English)

    李琳; 孙婕; 虞伟衡; 胡贇皓

    2015-01-01

    目的:观察过氧化苯甲酰联合多磺酸黏多糖对寻常痤疮患者血清性激素水平、免疫指标的影响.方法:将185例纳入研究的重度寻常痤疮患者抽签分为观察组(85例)和对照组(80例),观察组给予过氧化苯甲酰联合多磺酸黏多糖外用治疗,对照组仅给予过氧化苯甲酰,治疗2个月,观察性激素(T、FSH、LH、E2)及免疫指标(IgG、IgA、IgM、C3、C4、IL-2、sIL-2R)的变化.结果:观察组治疗后IgG、C3、C4、IL-2与本组治疗前比较下降明显,差异有统计学意义(P<0.05),对照组所有指标变化不明显,差异无统计学意义(P>0.05);两组治疗后IgG、C3、C4、IL-2水平比较,差异均有统计学意义(P<0.05).两组治疗前后性激素各指标比较,差异均无统计学意义(P>0.05).结论:过氧化苯甲酰联合多磺酸黏多糖方案对寻常痤疮患者的免疫功能有一定的影响,治疗作用可能也与此有关,但对性激素无明显影响.

  19. Quinoxaline chemistry. Part 16. 4-substituted anilino and 4-substituted phenoxymethyl pyrrolo[1,2-a]quinoxalines and N-[4-(pyrrolo[1,2-a]quinoxalin-4-yl)amino and hydroxymethyl]benzoyl glutamates. Synthesis and evaluation of in vitro biological activity.

    Science.gov (United States)

    Alleca, Sergio; Corona, Paola; Loriga, Mario; Paglietti, Giuseppe; Loddo, Roberta; Mascia, Valeria; Busonera, Bernardetta; La Colla, Paolo

    2003-09-01

    Twenty eight pyrrolo[1,2-a]quinoxalines bearing at position 4 various substituents related to the moieties present in classical and non classical antifolic agents were prepared and evaluated in vitro for antiproliferative activity. In an in vitro screening performed at NCI, several compounds emerged as potent antiproliferative agents at concentrations ranging between 10 and 100 microM. Interestingly, some of these compounds proved active also against bovine and murine DHFR (Farmaco 53 (1998) 480). More recently, a compound of classical antifolate type has been reported to be a potent inhibitor of hDHFR in vitro (Farmaco 58 (2003) 51). We then synthesized new derivatives that, in our hands, were endowed with in vitro antiproliferative activities as low as 3.4 microM against a panel of cell lines derived from hematological and solid tumours. In addition, a complete screening of cytotoxicity, antiretroviral HIV-1 and antimicrobial activity has been carried out.

  20. Synergistic Extraction of La(Ⅲ) by Mixtures of(1-Phenyl-3-methyl- 4-benzoyl)-(pyrazolone-5) and Neutral Organphosphorus Extractants%1-苯基-3-甲基-4-苯甲酰基-吡唑酮-5与中性磷(膦)萃取剂协同萃取镧(Ⅲ)

    Institute of Scientific and Technical Information of China (English)

    贾琼; 李德谦; 牛春吉

    2004-01-01

    研究了1-苯基-3-甲基- 4-苯甲酰基-吡唑酮-5(HPMBP)和中性有机磷(膦)类萃取剂Cyanex 471X(TIBPS,B)在硝酸介质中对稀土元素La(Ⅲ)的萃取,用斜率法和恒摩尔法探讨了萃取机理,确定了萃合物的组成为La(NO3)2·PMBP·B,计算了萃取平衡常数.比较了HPMBP与Cyanex 471X、Cyanex 921、Cyanex 923、Cyanex 925、DEH/EHP、P350及TBP的单独及混合体系萃取La(Ⅲ)的性能,结果表明:所有混合体系对La(Ⅲ)均有协同效应,其中HPMBP与Cyanex 923、Cyanex 921、Cyanex 925的混合体系是萃取La(Ⅲ)的有效体系.