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Sample records for cerebrosides

  1. Structural Analysis of Fungal Cerebrosides

    Directory of Open Access Journals (Sweden)

    Eliana eBarreto-Bergter

    2011-12-01

    Full Text Available Of the ceramide monohexosides (CMHs, gluco- and galactosylceramides are the main neutral glycosphingolipids expressed in fungal cells. Their structural determination is greatly dependent on the use of mass spectrometric techniques, including fast atom bombardment-mass spectrometry (FAB-MS, electrospray ionization (ESI-MS, and energy collision-induced dissociation mass spectrometry (ESI-MS/CID-MS. Nuclear magnetic resonance (NMR has also been used successfully. Such a combination of techniques, combined with classical analytical separation, such as HPTLC and column chromatography, has led to the structural elucidation of a great number of fungal CMHs. The structure of fungal CMH is conserved among fungal species and consists of a glucose or galactose residue attached to a ceramide moiety containing 9-methyl-4,8-sphingadienine with an amidic linkage to hydroxylated fatty acids, most commonly having 16 or 18 carbon atoms and unsaturation between C-3 and C-4. Along with their unique structural characteristics, fungal CMHs have a peculiar subcellular distribution and striking biological properties. Fungal cerebrosides were also characterized as antigenic molecules directly or indirectly involved in cell growth or differentiation in Schizophyllum commune, Cryptococcus neoformans, Pseudallescheria boydii, Candida albicans, Aspergillus nidulans, A.fumigatus and Colletotrichum gloeosporioides. Besides classical techniques for cerebroside (CMH analysis, we now describe new approaches, combining conventional TLC and mass spectrometry, as well as emerging technologies for subcellular localization and distribution of glycosphingolipids by SIMS and imaging MALDI TOF .

  2. Cerebrosides and a monoacylmonogalactosylglycerol from Clinacanthus nutans.

    Science.gov (United States)

    Tuntiwachwuttikul, Pittaya; Pootaeng-On, Yupa; Phansa, Photchana; Taylor, Walter Charles

    2004-01-01

    A mixture of nine cerebrosides and a monoacylmonogalactosylglycerol were separated from the leaves of Clinacanthus nutans. The structures of the cerebrosides were characterized as 1-O-beta-D-glucosides of phytosphingosines, which comprised a common long-chain base, (2S,3S,4R,8Z)-2-amino-8(Z)-octadecene-1,3,4-triol with nine 2-hydroxy fatty acids of varying chain lengths (C(16), C(18), C(20-26)) linked to the amino group. The glycosylglyceride was characterized as (2S)-1-O-linolenoyl-3-O-beta-D-galactopyranosylglycerol. The structures were established on the basis of the spectroscopic data and chemical reactions. PMID:14709863

  3. Structure and biological functions of fungal cerebrosides

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    Barreto-Bergter Eliana

    2004-01-01

    Full Text Available Ceramide monohexosides (CMHs, cerebrosides are glycosphingolipids composed of a hydrophobic ceramide linked to one sugar unit. In fungal cells, CMHs are very conserved molecules consisting of a ceramide moiety containing 9-methyl-4,8-sphingadienine in amidic linkage to 2-hydroxyoctadecanoic or 2-hydroxyhexadecanoic acids, and a carbohydrate portion consisting of one residue of glucose or galactose. 9-Methyl 4,8-sphingadienine-containing ceramides are usually glycosylated to form fungal cerebrosides, but the recent description of a ceramide dihexoside (CDH presenting phytosphingosine in Magnaporthe grisea suggests the existence of alternative pathways of ceramide glycosylation in fungal cells. Along with their unique structural characteristics, fungal CMHs have a peculiar subcellular distribution and striking biological properties. In Pseudallescheria boydii, Candida albicans, Cryptococcus neoformans, Aspergillus nidulans, A. fumigatus, and Schizophyllum commune, CMHs are apparently involved in morphological transitions and fungal growth. The elucidation of structural and functional aspects of fungal cerebrosides may therefore contribute to the design of new antifungal agents inhibiting growth and differentiation of pathogenic species.

  4. Anti-inflammatory Cerebrosides from Cultivated Cordyceps militaris.

    Science.gov (United States)

    Chiu, Ching-Peng; Liu, Shan-Chi; Tang, Chih-Hsin; Chan, You; El-Shazly, Mohamed; Lee, Chia-Lin; Du, Ying-Chi; Wu, Tung-Ying; Chang, Fang-Rong; Wu, Yang-Chang

    2016-02-24

    Cordyceps militaris (bei-chong-chaw, northern worm grass) is a precious and edible entomopathogenic fungus, which is widely used in traditional Chinese medicine (TCM) as a general booster for the nervous system, metabolism, and immunity. Saccharides, nucleosides, mannitol, and sterols were isolated from this fungus. The biological activity of C. militaris was attributed to the saccharide and nucleoside contents. In this study, the aqueous methanolic fraction of C. militaris fruiting bodies exhibited a significant anti-inflammatory activity. Bioactivity-guided fractionation of the active fraction led to the isolation of eight compounds, including one new and two known cerebrosides (ceramide derivatives), two nucleosides, and three sterols. Cordycerebroside A (1), the new cerebroside, along with soyacerebroside I (2) and glucocerebroside (3) inhibited the accumulation of pro-inflammatory iNOS protein and reduced the expression of COX-2 protein in LPS-stimulated RAW264.7 macrophages. This is the first study on the isolation of cerebrosides with anti-inflammatory activity from this TCM. PMID:26853111

  5. Inhibition of cerebroside synthesis in the brains of mice treated with L-cycloserine

    International Nuclear Information System (INIS)

    Subcutaneous injection of L-cycloserine resulted in a 28% reduction in cerebroside levels in mouse brain but had no effect on the levels of gangliosides. In contrast, intraperitoneal injection results in a reduction of ganglioside as well as cerebroside + sulfatide levels. The route of injection influenced the degree of 3-ketodihydrosphingosine synthase inhibition. Intraperitoneal injection caused a rapid decrease in synthase activity followed by recovery over 48 hr, whereas subcutaneous injection resulted in no inhibition over this time; only after daily injection for a week was synthase activity reduced 35%. One week following cessation of L-cycloserine administration, enzyme activity had recovered, whereas the cerebroside level continued to fall. All lipids and enzymes showed normal levels 3 weeks post-cycloserine administration. L-[3H]serine incorporation into glycolipids showed that cerebroside synthesis was most affected, whereas sulfatide synthesis was less affected. One week after cessation of cycloserine treatment, cerebroside synthesis was still severely inhibited, whereas sulfatide levels were near normal. Two weeks after cessation of L-cycloserine administration, synthesis of these glycolipids was similar to that of controls

  6. The structural and functional role of myelin fast-migrating cerebrosides

    DEFF Research Database (Denmark)

    Podbielska, Maria; Levery, Steven B; Hogan, Edward L

    2011-01-01

    A family of neutral glycosphingolipids containing a 3-O-acetyl-sphingosine galactosylceramide (3-SAG) has been characterized. Seven new derivatives of galactosylceramide (GalCer), designated as fast-migrating cerebrosides (FMCs) by TLC retention factor, have been identified. The simplest compound...... including multiple sclerosis....

  7. Incorporation of 14C-linoleic acid in cerebrosides of psoriatic and normal human skin

    International Nuclear Information System (INIS)

    It was shown that the incorporation of 14C-linoleic acid in cerebrosides of normal and psoriatic human skin is different. In psoriatic epidermis and corium the turnover of this fatty acid is significantly elevated. It is suggested that in psoriasis the epidermal cell is not able to build up a regular carbohydrate sequences of lipids because the false carbohydrate chain activates the degradation of glycolipids and in compensating for the increased degradation raises the synthesis rate of glycolipids. (orig./MG)

  8. Palmitic Acid on Salt Subphases and in Mixed Monolayers of Cerebrosides: Application to Atmospheric Aerosol Chemistry

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    Ellen M. Adams

    2013-10-01

    Full Text Available Palmitic acid (PA has been found to be a major constituent in marine aerosols, and is commonly used to investigate organic containing atmospheric aerosols, and is therefore used here as a proxy system. Surface pressure-area isotherms (π-A, Brewster angle microscopy (BAM, and vibrational sum frequency generation (VSFG were used to observe a PA monolayer during film compression on subphases of ultrapure water, CaCl2 and MgCl2 aqueous solutions, and artificial seawater (ASW. π-A isotherms indicate that salt subphases alter the phase behavior of PA, and BAM further reveals that a condensation of the monolayer occurs when compared to pure water. VSFG spectra and BAM images show that Mg2+ and Ca2+ induce ordering of the PA acyl chains, and it was determined that the interaction of Mg2+ with the monolayer is weaker than Ca2+. π-A isotherms and BAM were also used to monitor mixed monolayers of PA and cerebroside, a simple glycolipid. Results reveal that PA also has a condensing effect on the cerebroside monolayer. Thermodynamic analysis indicates that attractive interactions between the two components exist; this may be due to hydrogen bonding of the galactose and carbonyl headgroups. BAM images of the collapse structures show that mixed monolayers of PA and cerebroside are miscible at all surface pressures. These results suggest that the surface morphology of organic-coated aerosols is influenced by the chemical composition of the aqueous core and the organic film itself.

  9. Penicillosides A and B: new cerebrosides from the marine-derived fungus Penicillium species

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    Samar S.A. Murshid

    2016-02-01

    Full Text Available Abstract In the course of our ongoing effort to identify bioactive compounds from marine-derived fungi, the marine fungus, Penicillium species was isolated from the Red Sea tunicate, Didemnum species. Two new cerebrosides, penicillosides A and B were isolated from the marine-derived fungus, Penicillium species using different chromatographic methods. Their structures were established by different spectroscopic data including 1D (1H NMR and 13C NMR and 2D NMR (COSY, HSQC, and HMBC studies as well as high-resolution mass spectral data. Penicilloside A displayed antifungal activity against Candida albicans while penicilloside B illustrated antibacterial activities against Staphylococcus aureus and Escherichia coli in the agar diffusion assay. Additionally, both compounds showed weak activity against HeLa cells.

  10. Cerebroside C increases tolerance to chilling injury and alters lipid composition in wheat roots.

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    Hong-Xia Li

    Full Text Available Chilling tolerance was increased in seed germination and root growth of wheat seedlings grown in media containing 20 µg/mL cerebroside C (CC, isolated from the endophytic Phyllosticta sp. TG78. Seeds treated with 20 µg/mL CC at 4 °C expressed the higher germination rate (77.78%, potential (23.46%, index (3.44 and the shorter germination time (6.19 d; root growth was also significantly improved by 13.76% in length, 13.44% in fresh weight and 6.88% in dry mass compared to controls. During the cultivation process at 4 °C for three days and the followed 24 h at 25 °C, lipid peroxidation, expressed by malondialdehyde (MDA content and relative membrane permeability (RMP was significantly reduced in CC-treated roots; activities of lipoxygenase (LOX, phospholipid C (PLC and phospholipid D (PLD were inhibited by 13.62-62.26%, 13.54-63.93% and 13.90-61.17%, respectively; unsaturation degree of fatty acids was enhanced through detecting the contents of CC-induced linoleic acid, linolenic acid, palmitic acid and stearic acid using GC-MS; capacities of superoxide dismutase (SOD, catalase (CAT and glutathione peroxidase (GSH-Px were individually increased by 7.69-46.06%, 3.37-37.96%, and -7.00-178.07%. These results suggest that increased chilling tolerance may be due, in part, to the reduction of lipid peroxidation and alternation of lipid composition of roots in the presence of CC.

  11. Dietary sea cucumber cerebroside alleviates orotic acid-induced excess hepatic adipopexis in rats

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    Zhang Bei

    2012-05-01

    Full Text Available Abstract Background Nonalcoholic fatty liver disease (NAFLD is a prevalent chronic liver disease in industrialized countries. The present study was undertaken to explore the preventive effect of dietary sea cucumber cerebroside (SCC extracted from Acaudina molpadioides in fatty liver rats. Methods Male Wistar rats were randomly divided into four groups including normal control group, NAFLD model group, and two SCC-treated groups with SCC at 0.006% and 0.03% respectively. The fatty liver model was established by administration of 1% orotic acid (OA to the rats. After 10d, serum and hepatic lipid levels were detected. And the serum alanine aminotransferase (ALT and aspartate aminotransferase (AST activities were also determined. Besides, to gain the potential mechanism, the changes of key enzymes and gene expressions related to the hepatic lipid metabolism were measured. Results Dietary SCC at the level of 0.006% and 0.03% ameliorated the hepatic lipid accumulation in fatty liver rats. SCC administration elevated the serum triglyceride (TG level and the ALT, AST activities in OA-fed rats. The activities of hepatic lipogenic enzymes including fatty acid synthase (FAS, malic enzyme (ME and glucose-6-phosphatedehydrogenase (G6PDH were inhibited by SCC treatment. And the gene expressions of FAS, ME, G6PDH and sterol-regulatory element binding protein (SREBP-1c were also reduced in rats fed SCC. However, dietary SCC didn't affect the activity and mRNA expression of carnitine palmitoyltransferase (CPT in liver. Besides, suppression of microsomal triglyceride transfer protein (MTP activity was observed in SCC-feeding rats. Conclusions These results suggested that dietary SCC could attenuate hepatic steatosis due to its inhibition of hepatic lipogenic gene expression and enzyme activity and the enhancement of TG secretion from liver.

  12. Three cerebrosides from the sea cucumber Cucumaria frondosa%叶瓜参中的三个脑苷脂

    Institute of Scientific and Technical Information of China (English)

    喇明平; 邵俊杰; 焦健; 易杨华

    2012-01-01

    目的:研究叶瓜参化学成分.方法:对叶瓜参的65%乙醇提取物中小极性部分进行行分离纯化,得到脑苷脂分子种3,对脑苷脂分子种3应用高效液相色谱进一步分离纯化,得到3个脑苷脂单体,CF-3-1 (1)、CF-3-2 (2)和CF-3-3 (3).结果:根据化合物的波谱数据和化学方法鉴定了其结构.结论:三个化合物为首次从叶瓜参中分离得到,首次得到化合物2和3的单体化合物.%AIM:To study the chemical constituents of the sea cucumber Cucumaria frondosa.METHOD:Three sphingosine-type glucocerebrosides,CF-3-1,CF-3-2 and CF-3-3 were isolated by means of high performance liquid chromatography (HPLC)from a cerebroside molecular species 3 which was obtained from the less polar fraction of the 65% EtOH extract of the sea cucumber Cucumariafrondosa Gunnerus.RESULT:The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences.CONCLUSION:Three compounds were isolated from the sea cucumber Cucumaria frondosa for the first time.CF-3-3 and CF-3-2 were obtained as pure compounds for the first time.

  13. Diagnosis of Metachromatic Leukodystrophy, Krabbe Disease, and Farber Disease after Uptake of Fatty Acid-labeled Cerebroside Sulfate into Cultured Skin Fibroblasts

    OpenAIRE

    Kudoh, Tooru; Wenger, David A

    1982-01-01

    [14C]Stearic acid-labeled cerebroside sulfate (CS) was presented to cultured skin fibroblasts in the media. After endocytosis into control cells 86% was readily metabolized to galactosylceramide, ceramide, and stearic acid, which was reutilized in the synthesis of the major lipids found in cultured fibroblasts. Uptake and metabolism of the [14C]CS into cells from typical and atypical patients and carriers of metachromatic leukodystrophy (MLD), Krabbe disease, and Farber disease were observed....

  14. The WNT/β-catenin pathway is involved in the anti-adipogenic activity of cerebrosides from the sea cucumber Cucumaria frondosa.

    Science.gov (United States)

    Xu, Hui; Wang, Fei; Wang, Jingfeng; Xu, Jie; Wang, Yuming; Xue, Changhu

    2015-07-01

    Both adipocyte hypertrophy and hyperplasia lead to obesity. Here, we isolated cerebrosides from the sea cucumber Cucumaria frondosa (CFC) and examined its anti-adipogenic activity in vitro. CFC inhibited the lipid accumulation of 3T3-L1 cells and suppressed PPARγ and C/EBPα expressions, proving its anti-adipogenic activity. Furthermore, CFC suppressed lipogenesis in mature adipocytes. The WNT/β-catenin pathway acts as an anti-adipogenic factor. CFC enhanced β-catenin expression, promoted its nuclear translocation and up-regulated the expression of CCND1 and c-myc, two target genes of β-catenin. Moreover, after cells were treated with the β-catenin inhibitor 21H7, β-catenin nuclear translocation and transcription activity can be recovered by CFC. These findings suggested that CFC promoted the activation of the WNT/β-catenin pathway. Besides, CFC enhanced the expressions of Fz1, LRP5 and LRP6, while it had no effect on the expressions of Wnt10b and GSK3β. These findings indicated that CFC exhibits anti-adipogenic activity through enhancing the activation of the WNT/β-catenin pathway, which was mediated by FZ and LRPs. PMID:26091058

  15. New cerebroside analogues from marine fungus Aspergillus flavipes%海洋真菌Aspergillus flavipes中新神经胺成分

    Institute of Scientific and Technical Information of China (English)

    蒋亭; 李军; 付宏征; 季宇彬; 林文翰

    2002-01-01

    从黄海葵Anthopleura xanthogtammica(Berkly)中分离出海洋附生真菌Aspergillus flavipes,经实验室培养和化学分离纯化,分离得到四种新颖结构的神经酰胺同系物(1-4),它们的化学结构经波谱解析(1R、UV、2D NMR、MS等)和化学降解得以确定.%From the mycelium of the marine fungus Aspergillus flavipes,isolated from its associated anemona Anthopleura xanthogtammica (Berkly),four new cerebroside analogues,namely (4E,8E)-1-O-(β-D-glucopyranosyl)-2-(2'-hydroxyheptadecanoylamideo)-3-hydroxyl-9-methyl-4,8-nonadecadiene 1,(4E,8E)-1-O-(β-D-glucopyranosyl)-2-(2'-hydroxyl-(E)-3'-heptadecenoylamideo)-3-hydroxyl-9-methyl-4,8-nonadecadiene 2;(4E,8E)-1-O-(β-D-galacpyranosyl)-2-(2'-hydroxy heptadecanoylamideo)-3-hydroxyl-9-methyl-4,8-nonadecadiene 3,(4E,8E)-1-O-(β-D-galacpyranosyl)-2-(2'-hydroxyl-(E)-3'-heptadecenoy-(amideo)-3-hydrocyl-9-methyl-4,8-nonadecadiene) 4 are isolated,their structures are identified by means of extensive spectroscopic analysis,(IR,UV,2D NMR,MS,et al)and chemical degradation.

  16. Structure and metastability of N-lignocerylgalactosylsphingosine (cerebroside) bilayers.

    Science.gov (United States)

    Reed, R A; Shipley, G G

    1987-01-26

    Differential scanning calorimetry (DSC) and X-ray diffraction have been used to study hydrated N-lignocerylgalactosylsphingosine (NLGS) bilayers. DSC of fully hydrated NLGS shows an endothermic transition at 69-70 degrees C, immediately followed by an exothermic transition at 72-73 degrees C; further heating shows a high-temperature (Tc = 82 degrees C), high-enthalpy (delta H = 15.3 kcal/mol NLGS) transition. Heating to 75 degrees C, cooling to 20 degrees C and subsequent reheating shows no transitions at 69-73 degrees C; only the high-temperature (82 degrees C), high-enthalpy (15.3 kcal/mol) transition. Two exothermic transitions are observed on cooling; for the upper transition its temperature (about 65 degrees C) and enthalpy (about 6 kcal/mol NLGS) are essentially independent of cooling rate, whereas the lower transition exhibits marked changes in both temperature (30----60 degrees C) and enthalpy (2.2----9.5 kcal/mol NLGS) as the cooling rate decreases from 40 to 0.625 Cdeg/min. On reheating, the enthalpy of the 69-70 degrees C transition is dependent on the previous cooling rate. The DSC data provide clear evidence of conversions between metastable and stable forms. X-ray diffraction data recorded at 26, 75 and 93 degrees C show clearly that NLGS bilayer phases are present at all temperatures. The X-ray diffraction pattern at 75 degrees C shows a bilayer periodicity d = 65.4 A, and a number of sharp reflections in the wide-angle region indicative of a crystalline chain packing mode. This stable bilayer form converts to a liquid-crystal bilayer phase; at 93 degrees C, the bilayer periodicity d = 59.1 A, and a diffuse reflection at 1/4.6 A-1 is observed. The diffraction pattern at 22 degrees C represents a combination of the stable and metastable low-temperature bilayer forms. NLGS exhibits a complex pattern of thermotropic changes related to conversions between metastable (gel), stable (crystalline) and liquid-crystalline bilayer phases. The structure and thermotropic properties of NLGS are compared with those of hydrated N-palmitoylgalactosylsphingosine reported previously (Ruocco, M.J., Atkinson, D., Small, D.M., Skarjune, R.P., Oldfield, E. and Shipley, G.G. (1981) Biochemistry 20, 5957-5966). PMID:3801466

  17. Antifungal Metabolites (Monorden, Monocillin IV, and Cerebrosides) from Humicola fuscoatra Traaen NRRL 22980, a Mycoparasite of Aspergillus flavus Sclerotia

    OpenAIRE

    Wicklow, Donald T.; Joshi, Biren K.; Gamble, William R.; Gloer, James B.; Dowd, Patrick F.

    1998-01-01

    The mycoparasite Humicola fuscoatra NRRL 22980 was isolated from a sclerotium of Aspergillus flavus that had been buried in a cornfield near Tifton, Ga. When grown on autoclaved rice, this fungus produced the antifungal metabolites monorden, monocillin IV, and a new monorden analog. Each metabolite produced a clear zone of inhibition surrounding paper assay disks on agar plates seeded with conidia of A. flavus. Monorden was twice as inhibitory to A. flavus mycelium extension (MIC > 28 μg/ml) ...

  18. Dicty_cDB: SSL531 [Dicty_cDB

    Lifescience Database Archive (English)

    Full Text Available 15 M60258_1( M60258 |pid:none) Human mutant cerebroside sulfate activ... 84 4e-15... (Q6IBQ6) RecName: Full=Proactivator polypeptide; Contains: Rec... 84 4e-15 M60257_1( M60257 |pid:none) Human mutant cerebro...side sulfate activ... 84 4e-15 X57108_1( X57108 |pid:none) Human gene for cerebroside sulfat

  19. Dicty_cDB: SSE760 [Dicty_cDB

    Lifescience Database Archive (English)

    Full Text Available CR861454 |pid:none) Pongo abelii mRNA; cDNA DKFZp459G1... 92 2e-17 M60258_1( M60258 |pid:none) Human mutant cerebro...e-17 M60257_1( M60257 |pid:none) Human mutant cerebroside sulfate activ... 92 2e-...17 X57108_1( X57108 |pid:none) Human gene for cerebroside sulfate act... 92 2e-17 AY892719_1( AY892719 |pid:

  20. Novel myelin penta- and hexa-acetyl-galactosyl-ceramides: structural characterization and immunoreactivity in cerebrospinal fluid

    DEFF Research Database (Denmark)

    Podbielska, Maria; Dasgupta, Somsankar; Levery, Steven B;

    2010-01-01

    Fast migrating cerebrosides (FMC) are derivatives of galactosylceramide (GalCer). The structures of the most hydrophobic FMC-5, FMC-6, and FMC-7 were determined by electrospray ionization linear ion-trap mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy complementing previous......GL-II from Mycoplasma fermentans. The cross-reactivity of highly acetylated GalCer with microbial acyl-glycolipid raises the possibility that myelin-O-acetyl-cerebrosides, bacterial infection, and neurological disease are linked....

  1. Triethyllead treatment of cultured brain cells. Effect on accumulation of radioactive precursors in galactolipids

    Energy Technology Data Exchange (ETDEWEB)

    Grundt, I.K.; Ammitzboll, T.; Clausen, J.

    1981-02-01

    Cultured cells from chick embryo brains were studied for their sensitivity to triethyllead. Triethyllead chloride (3.16 microM) was added to the nutrient medium and incubated for 48 hr with the cells. Morphological changes in light microscope and radioactive labeling of galactolipids were assayed. Triethyllead treatment reduced the number of neuronal cells with processes. Morphological changes were not observed in glial cells. The (/sup 35/S)sulfate labeling of sulfatides was reduced to 50%. The (/sup 3/H)serine labeling of cerebrosides with alpha-hydroxy fatty acids was not influenced, while the (/sup 3/H)serine labeling of cerebrosides with nonhydroxy fatty acids was inhibited 40% in one- and two- but not in three-week-old cultures. The results indicate that the nerve cell response to triethyllead in cultures is selective, since the neurons are more sensitive than the glia cells and the labeling of sulfatides is more sensitive than that of cerebrosides.

  2. Dicty_cDB: SSE882 [Dicty_cDB

    Lifescience Database Archive (English)

    Full Text Available 861454_1( CR861454 |pid:none) Pongo abelii mRNA; cDNA DKFZp459G1... 99 9e-20 M60258_1( M60258 |pid:none) Human mutant cerebro...ec... 99 9e-20 M60257_1( M60257 |pid:none) Human mutant cerebroside sulfate activ...... 99 9e-20 X57108_1( X57108 |pid:none) Human gene for cerebroside sulfate act... 99 9e-20 AY892719_1( AY89

  3. A New Sphingolipid from the Fungus Paxillus panuoides

    Institute of Scientific and Technical Information of China (English)

    GAO Jin-Ming; ZHANG Zeng-Qiang; LIU Ji-Kai

    2003-01-01

    @@ The ceramides, cleavage products of various sphingolipids, including gangliosides and cerebrosides, are in volved in various signal transduction pathways. Many extracellular stresses, such as tumor necrosis factors-α (TNFα) and human immunodeficiency virus (HIV) have been shown to activate sphingomyelinases that release ceramides which inhibit cell growth and induce apoptosis. Because of the importance of ceramides, chemistry and biology of ceramides have been the vital subject of the latest research in recent years. [1~4

  4. Hematopoietic cell transplantation in murine globoid cell leukodystrophy (the twitcher mouse): effects on levels of galactosylceramidase, psychosine, and galactocerebrosides

    International Nuclear Information System (INIS)

    Hematopoietic cell transplantation (HCT) prolongs survival in the twitcher mouse, an authentic animal model of human globoid cell leukodystrophy (Krabbe disease: galactosylceramidase deficiency), but the effects of HCT on levels of galactosylceramidase, psychosine, and cerebrosides in the tissues of twitcher mice have not been previously studied. Galactosylceramidase was less than 8% of control activity in tissues of untreated twitcher mice but reached normal values in brain and spleen and 20-30% of control kidney of 100-day-old twitchers that received HCT at age 10 days. Using a recently developed method for the simultaneous determination of psychosine and cerebrosides, the authors measured the tissue levels of these lipids in the above animals. The levels of psychosine in brain, sciatic nerve, and kidney of untreated twitcher mice were 44, 200, and 12 times control values, respectively, in 30-day-old animals and 69,500, and 14 times control levels in 40-day-old mice. On the other hand, levels of cerebroside were approximately 35% of control values in sciatic nerve, remained about the same in the brain, and were elevated 10-fold in the kidney of twitcher mice. After HCT, psychosine levels in the brains of 30-day-old twitchers were lowered to 30-35% of values in untreated twitchers, and the levels remained in that range during the post-HCT period. Similarly, brain cerebroside levels remained low in HCT-treated twitcher mice. It is not known whether the extremely high levels of psychosine in sciatic nerves ultimately contribute to the death of twitcher mice after HCT

  5. Self-assembled microstructures from 1,2-ethanediol suspensions of pure and binary mixtures of neutral and acidic biological galactosylceramides.

    Science.gov (United States)

    Archibald, D D; Mann, S

    1994-01-01

    Optical and electron microscopy were employed to characterize microstructures formed by thermal mechanical treatment of glycol suspensions of various pure and binary mixtures of the brain-derived galactosphingolipids hydroxy fatty acid cerebroside (HFA-Cer), non-hydroxy fatty acid cerebroside (NFA-Cer) and sulfatide (S-Cer). Negative staining indicated some new features of the neutral cerebroside suspensions in glycol. HFA-Cer formed a small fraction of both unilamellar cylinders (ULCs) (lumina ca. 27 nm) and giant multilamellar cochleates in addition to the typical nonhelical multilamellar cylinders (MLCs) (lumina ca. 10-30 nm). NFA-Cer formed a gel composed of a significant fraction of very long ULCs (lumina ca. 17 nm) without helical substructure, in addition to multilamellar helical structures such as ribbons and cylinders (lumina ca. 70 nm). Anisotropic lamellar micelle-shards of NFA-Cer were also detected by negative staining. S-Cer formed short ULCs (lumina ca. 44 nm) with no obvious helical substructure. Complex mixture data are thought to result from thermodynamic and kinetic factors. HFA-Cer is highly insoluble and promotes a network of rigid intralamellar hydrogen bonding that tends to exclude other lipids. NFA-Cer stabilizes helical defects in the lamellae, and S-Cer enhances disorder or micellization. The processes of microstructure nucleation and lipid phase separation were affected by mixtures such that metastable microstructures were trapped or the length of lamellar cylinders was altered. PMID:8200057

  6. High-energy collision-induced dissociation of [M+Na]+ ions desorbed by fast atom bombardment of ceramides isolated from the starfish Distolasterias nipon.

    Science.gov (United States)

    Yoo, Ji Sun; Park, Taeseong; Bang, Geul; Lee, Chulhyun; Rho, Jung-Rae; Kim, Young Hwan

    2013-02-01

    Ten ceramides and four cerebrosides were extracted from the starfish Distolasterias nipon by solvent extraction, silica gel column chromatography and reversed-phase high-performance liquid chromatography. Structural identification was conducted using tandem mass spectrometry of monosodiated ions desorbed by fast atom bombardment. The complete structures of four cerebrosides were determined by a previously reported method. The high-energy collision-induced dissociation (CID) spectral characteristics of ceramides with various structures depend on the number and positions of double bonds on both the N-acyl and sphingoid chains, the presence of a hydroxyl group or a double bond at the C-4 position of the sphingoid chain and the presence of an α-hydroxy group on the N-acyl chain. The high-energy CID of the monosodiated ion, [M+Na](+), of each ceramide molecular species generated abundant ions, providing information on the composition of the fatty acyl chains and sphingoid long-chain bases. Each homologous ion series along the fatty acyl group and aliphatic chain of the sphingoid base was used for locating the double-bond positions of both chains and hydroxyl groups on the sphingoid base chain. The double-bond positions were also confirmed by the m/z values of abundant allylic even- and odd-electron ions, and the intensity ratio of the T ion peak relative to the O ion peak. This technique could determine the complete structures of ceramides and cerebrosides in an extract mixture and has great potential for determining other sphingolipids isolated from various biological sources. PMID:23378088

  7. Pre-packed reverse phase columns for isolation of complex lipids synthesized from radioactive precursors

    International Nuclear Information System (INIS)

    Pre-packed reverse phase columns (Bond Elut) were used for the separation of complex lipids, such as phosphatidylcholine, cerebrosides, sulfatides, and gangliosides, from their respective water-soluble radioactive precursors after their in vitro biosynthesis. After an incubation in vitro, the entire reaction mixture is passed through the column, where complex lipids are retained and the hydrophilic radioactive precursors are washed away from the column. The retained lipids are then eluted with a more nonpolar organic solvent. The procedure is shown to be simpler and more efficient than the normally used Folch partitioning method or other procedures

  8. Lipid composition of pea (Pisum sativum L. and maize (Zea mays L. root plasma membrane and membrane-bound peroxidase and superoxide dismutase

    Directory of Open Access Journals (Sweden)

    Kukavica Biljana

    2007-01-01

    Full Text Available Plasma membrane was isolated from roots of pea and maize plants and used to analyze POD and SOD isoforms, as well as lipid composition. Among lipids, phospholipids were the main lipid class, with phosphatidylcho­line being the most abundant individual component in both pea and maize plasma membranes. Significant differences between the two plant species were found in the contents of cerebrosides, free sterols, and steryl glycosides. Most maize POD isoforms were with neutral and anionic pI values, but the opposite was observed in pea. While both anionic and cationic SOD isoforms were isolated from maize, only two anionic SOD isoforms were detected in pea.

  9. Alkyl phenols and saponins from the roots of Labisia pumila (Kacip Fatimah).

    Science.gov (United States)

    Ali, Zulfiqar; Khan, Ikhlas A

    2011-11-01

    Recently, there is a remarkable boom in the sales of Labisia pumila (Kacip Fatimah) in the Malaysian market, as an extract of the plant is used to gain energy and libido as well as to treat many other ailments. A chemical analysis of its roots was undertaken and three metabolites, demethylbelamcandaquinone B (1), fatimahol (2), and dexyloprimulanin (3) together with 21 known compounds including epoxyoleanane glycosides, alkenated phenolics, cerebroside, glycerogalactolipids, and lipids were isolated and identified. Structure elucidation was achieved by spectroscopic and chemical studies. The MeOH extract of KF and compounds 12 and 13 exhibited moderate in vitro antibacterial activity. PMID:21784496

  10. Calorimetric and x-ray diffraction studies of rye glucocerebroside mesomorphism.

    OpenAIRE

    Lynch, D. V.; Caffrey, M; Hogan, J. L.; Steponkus, P. L.

    1992-01-01

    Glucocerebrosides (GlcCer) isolated from the leaves of winter rye (Secale cereale L. cv Puma) differ from the more commonly investigated natural and synthetic cerebrosides, in that greater than 95% of the fatty acids are saturated and monounsaturated hydroxy fatty acids. Isomers of the trihydroxy long chain base hydroxysphingenine (t1(8:18 cis or trans)) and isomers of sphingadienine (d18:2(4trans, 8 cis or trans)) comprise 77% and 17%, respectively, of the total long chain bases. The phase b...

  11. Isolation and Identification of the Metabolites Produced by Endophytic Fungus Chaetomium globosum ZY-22 from Ginkgo biloba%银杏内生菌Chaetomium globosum ZY-22次生代谢产物分离鉴定

    Institute of Scientific and Technical Information of China (English)

    秦建春; 白莉; 李晓明; 张雅梅; 高锦明; Hartmut laatsch

    2009-01-01

    Six metabolites cerebroside B (1),cerebroside C (2),allantoin (3),9(11)-dehyoergosterol peroxide (4) and ergosta-4,6,8,22-tetraen-3-one (5),chaetoglobosin A (6) were isolated by column chromatography from the extract of cultural mycelium of fungus Chaetomium globosum ZY-22,an endophyte in the leaves of Ginkgo biloba.Structures of them were established by spectroscopic methods.Among of them,cerebroside B,cerebroside C,allantoin were firstly obtained from endophytic fungus;The result of brine shrimp bioassay showed the mortality rates of them to Artemia salina are 1.6%,4.2%,7.4%,16.9%,12.8% and 83.6% respectively at the concentration of 10 μg/mL,chaetoglobosin A showed significant toxic effect on brine shrimp.%采用柱层析方法从银杏叶内生真菌Chaetomium globosum ZY-22的培养菌丝体提取物中分离得到脑苷脂B(1)、脑苷脂C(2)、尿囊素(3)、9(11)-去氢麦角甾醇过氧化物(4)以及4,6,8,22-四烯-3-酮-麦角甾烷(5)和球毛壳甲素(6)共6个次生代谢物;经波谱分析确定了6个化合物的结构,其中脑苷脂B、脑苷脂C和尿囊素是首次从内生真菌中得到;海虾致死试验结果显示,化合物1~6在10 μg/mL浓度下对丰年虾的致死率分别为1.6%、4.2%、7.4%、16.9%、12.8%、83.6%、表明球毛壳甲素对海虾表现出很强的毒性作用.

  12. Laser desorption/ionization mass spectrometry for direct profiling and imaging of small molecules from raw biological materials

    Energy Technology Data Exchange (ETDEWEB)

    Cha, Sangwon

    2008-05-15

    Matrix-assisted laser desorption/ionization(MALDI) mass spectrometry(MS) has been widely used for analysis of biological molecules, especially macromolecules such as proteins. However, MALDI MS has a problem in small molecule (less than 1 kDa) analysis because of the signal saturation by organic matrixes in the low mass region. In imaging MS (IMS), inhomogeneous surface formation due to the co-crystallization process by organic MALDI matrixes limits the spatial resolution of the mass spectral image. Therefore, to make laser desorption/ionization (LDI) MS more suitable for mass spectral profiling and imaging of small molecules directly from raw biological tissues, LDI MS protocols with various alternative assisting materials were developed and applied to many biological systems of interest. Colloidal graphite was used as a matrix for IMS of small molecules for the first time and methodologies for analyses of small metabolites in rat brain tissues, fruits, and plant tissues were developed. With rat brain tissues, the signal enhancement for cerebroside species by colloidal graphite was observed and images of cerebrosides were successfully generated by IMS. In addition, separation of isobaric lipid ions was performed by imaging tandem MS. Directly from Arabidopsis flowers, flavonoids were successfully profiled and heterogeneous distribution of flavonoids in petals was observed for the first time by graphite-assisted LDI(GALDI) IMS.

  13. Laser desorption/ionization mass spectrometry for direct profiling and imaging of small molecules from raw biological materials

    Energy Technology Data Exchange (ETDEWEB)

    Cha, Sangwon [Iowa State Univ., Ames, IA (United States)

    2008-01-01

    Matrix-assisted laser desorption/ionization(MALDI) mass spectrometry(MS) has been widely used for analysis of biological molecules, especially macromolecules such as proteins. However, MALDI MS has a problem in small molecule (less than 1 kDa) analysis because of the signal saturation by organic matrixes in the low mass region. In imaging MS (IMS), inhomogeneous surface formation due to the co-crystallization process by organic MALDI matrixes limits the spatial resolution of the mass spectral image. Therefore, to make laser desorption/ionization (LDI) MS more suitable for mass spectral profiling and imaging of small molecules directly from raw biological tissues, LDI MS protocols with various alternative assisting materials were developed and applied to many biological systems of interest. Colloidal graphite was used as a matrix for IMS of small molecules for the first time and methodologies for analyses of small metabolites in rat brain tissues, fruits, and plant tissues were developed. With rat brain tissues, the signal enhancement for cerebroside species by colloidal graphite was observed and images of cerebrosides were successfully generated by IMS. In addition, separation of isobaric lipid ions was performed by imaging tandem MS. Directly from Arabidopsis flowers, flavonoids were successfully profiled and heterogeneous distribution of flavonoids in petals was observed for the first time by graphite-assisted LDI(GALDI) IMS.

  14. Bioactive compounds of sea cucumbers and their therapeutic effects

    Science.gov (United States)

    Shi, Shujuan; Feng, Wenjing; Hu, Song; Liang, Shixiu; An, Nina; Mao, Yongjun

    2015-11-01

    Sea cucumbers belong to the Class Holothuroidea of marine invertebrates. They are commercially valuable and prized as a food and folk medicine in Asia. Nutritionally, sea cucumbers have an impressive profile of valuable nutrients such as vitamins, minerals and amino acids. A number of unique biological and pharmacological activities/properties, including anticancer, anticoagulant/antithrombotic, antimicrobial, antioxidant, antihyperlipidemic, antihyperglycemic, anti-inflammatory, antihypertension and radioprotective, have been ascribed to various compounds isolated from sea cucumbers. The therapeutic properties and medicinal benefits of sea cucumbers can be linked to the presence of a wide array of bioactives, especially triterpene glycosides, acid mucopolysaccharide, sphingoid bases, glycolipids, fucosylated chondroitin sulfate, polysaccharides, phospholipids, cerebrosides, phosphatidylcholines, and other extracts and hydrolysates. This review highlights the valuable bioactive components as well as the multiple therapeutic properties of sea cucumbers with a view to exploring their potential uses as functional foods and a natural source of new multifunctional drugs.

  15. Order and membrane stability from magnetic resonance measurements

    International Nuclear Information System (INIS)

    This paper compares different approaches, reported in the literature, for obtaining thermodynamic statistical information from ESR and NMR measurements on the conformations of lipid bilayers. A statistical approach recently proposed by the authors has been employed to reexamine several literature values of order parameters and to calculate Helmholtz free energy and entropy. This approach was applied to egg-phosphatidycholine, cerebroside and gangliosoyds, spin labelled at different acyl chain positions, and to bilayered membranes containing phosphatidylcholine and different gangliosides (GM1, GD1a and GD1b) at increasing glycolipid mole percent. The variation of the stability of the membrane with the peroxidation is also reexamined at different intermembrane locations by various probes

  16. 苦瓜的化学成分研究%Studies on the Chemical Constituents of Momordica charantia

    Institute of Scientific and Technical Information of China (English)

    肖志艳; 陈迪华; 斯建勇

    2000-01-01

    为寻找降糖活性成分,利用多种层析技术,从苦瓜Momordica charantia果实的醇提物中分得5个化合物.根据包括2D-NMR在内的各种光谱数据,分别鉴定为:苦瓜脑苷(momor-cerebroside,Ⅰ)、大豆脑苷Ⅰ(soya-cerebrosideⅠ,Ⅱ)、苦瓜亭(charantin,Ⅲ)、尿嘧啶(uracil,Ⅳ)及β-谷甾醇.其中化合物Ⅰ、Ⅱ为本属中首次分得;化合物Ⅲ为文献报道的降糖有效成分.

  17. Glycolipids of Saccharomyces cerevisiae Cell

    Directory of Open Access Journals (Sweden)

    Renuka Malhotra

    2005-01-01

    Full Text Available Total lipids of Saccharomyces cerevisiae were isolated by chloroform and methanol (2:1. Glycolipids were separated from total lipids by silicic acid chromatography. Glycolipid’s constituent sugars and fatty acids were analyzed by using Gas Liquid Chromatography. Galactose was the prominent sugar followed by mannose. Relative concentrations of fucose, mannose, galactose and glucose in the glycolipid were 5.3, 35.2, 55.1 and 4.2%. 16:0, 18:0, 18:1, 18:2 and 18:3 were the major fatty acids of the total glycolipids. Oleic acid was the dominating fatty acid followed by linoliec acid. They were separated into different fractions by using DEAE-Sephadex ion exchange chromatography. Glycolipids were fractionated and identified as cerebrosides, ceramide polyhexosides, sulfatides, monoglucosyldiglycerides and diglucosyldiglycerides. Ceramide polyhexosides were present in higher concentration as compared to other fractions.

  18. Bioactive compounds of sea cucumbers and their therapeutic effects

    Science.gov (United States)

    Shi, Shujuan; Feng, Wenjing; Hu, Song; Liang, Shixiu; An, Nina; Mao, Yongjun

    2016-05-01

    Sea cucumbers belong to the Class Holothuroidea of marine invertebrates. They are commercially valuable and prized as a food and folk medicine in Asia. Nutritionally, sea cucumbers have an impressive profile of valuable nutrients such as vitamins, minerals and amino acids. A number of unique biological and pharmacological activities/properties, including anticancer, anticoagulant/antithrombotic, antimicrobial, antioxidant, antihyperlipidemic, antihyperglycemic, anti-inflammatory, antihypertension and radioprotective, have been ascribed to various compounds isolated from sea cucumbers. The therapeutic properties and medicinal benefits of sea cucumbers can be linked to the presence of a wide array of bioactives, especially triterpene glycosides, acid mucopolysaccharide, sphingoid bases, glycolipids, fucosylated chondroitin sulfate, polysaccharides, phospholipids, cerebrosides, phosphatidylcholines, and other extracts and hydrolysates. This review highlights the valuable bioactive components as well as the multiple therapeutic properties of sea cucumbers with a view to exploring their potential uses as functional foods and a natural source of new multifunctional drugs.

  19. Antimicrobial Activity of Sphingolipids Isolated from the Stems of Cucumber (Cucumis sativus L.

    Directory of Open Access Journals (Sweden)

    Zhu Yu

    2010-12-01

    Full Text Available Three antimicrobial sphingolipids were separated by bioassay-guided isolation from the chloroform fraction of the crude methanol extract of cucumber (Cucumis sativus L. stems and identified as (2S,3S,4R,10E-2-[(2'R-2-hydroxytetra-cosanoylamino]-1,3,4-octadecanetriol-10-ene (1, 1-O-β-D-glucopyranosyl(2S,3S,4R,10E-2-[(2'R-2-hydroxy-tetracosanoylamino]-1,3,4-octadecanetriol-10-ene (2 and soya-cerebroside I (3 by their physicochemical properties and spectroscopic analysis. They were evaluated to show antifungal and antibacterial activity on test microorganisms including four fungal and three bacterial species. Among them, compound 1, a relatively low polarity aglycone,  exhibited stronger antimicrobial activity than its corresponding glycoside 2. The results indicated that sphingolipids could be the main antimicrobial compounds in the crude methanol extract of cucumber stems.

  20. A superfamily of metalloenzymes unifies phosphopentomutase and cofactor-independent phosphoglycerate mutase with alkaline phosphatases and sulfatases.

    Science.gov (United States)

    Galperin, M. Y.; Bairoch, A.; Koonin, E. V.

    1998-01-01

    Sequence analysis of the probable archaeal phosphoglycerate mutase resulted in the identification of a superfamily of metalloenzymes with similar metal-binding sites and predicted conserved structural fold. This superfamily unites alkaline phosphatase, N-acetylgalactosamine-4-sulfatase, and cerebroside sulfatase, enzymes with known three-dimensional structures, with phosphopentomutase, 2,3-bisphosphoglycerate-independent phosphoglycerate mutase, phosphoglycerol transferase, phosphonate monoesterase, streptomycin-6-phosphate phosphatase, alkaline phosphodiesterase/nucleotide pyrophosphatase PC-1, and several closely related sulfatases. In addition to the metal-binding motifs, all these enzymes contain a set of conserved amino acid residues that are likely to be required for the enzymatic activity. Mutational changes in the vicinity of these residues in several sulfatases cause mucopolysaccharidosis (Hunter, Maroteaux-Lamy, Morquio, and Sanfilippo syndromes) and metachromatic leucodystrophy. PMID:10082381

  1. Organization of lipids in avian stratum corneum: Changes with temperature and hydration.

    Science.gov (United States)

    Champagne, Alex M; Allen, Heather C; Bautista-Jimenez, Robin C; Williams, Joseph B

    2016-02-01

    In response to increases in ambient temperature (Ta), many animals increase total evaporative water loss (TEWL) through their skin and respiratory passages to maintain a constant body temperature, a response that compromises water balance. In birds, cutaneous water loss (CWL) accounts for approximately 65% of TEWL at thermoneutral temperatures. Although the proportion of TEWL accounted for by CWL decreases to only 25% at high Ta, the magnitude of CWL still increases, suggesting changes in the barrier function of the skin. The stratum corneum (SC) is composed of flat, dead cells called corneocytes embedded in a matrix of lipids, many of which arrange in layers called lamellae. The classes of lipids that comprise these lamellae, and their attendant physical properties, determine the rate of CWL. We measured CWL at 25, 30, 35, and 40 °C in House Sparrows (Passer domesticus) caught in the winter and summer, and in sparrows acclimated to warm and cold lab environments. We then used Fourier transform infrared spectroscopy to measure lipid-lipid and lipid-water interactions in the SC under different conditions of temperature and hydration, and correlated these results with lipid classes in the SC. As CWL increased at higher temperatures, the amount of gauche defects in lipid alkyl chains increased, indicating that lipid disorder is partially responsible for higher CWL at high temperatures. However, variation in CWL between groups could not be explained by the amount of gauche defects, and this remaining variation may be attributed to greater amounts of cerebrosides in birds with low CWL, as the sugar moieties of cerebrosides lie outside lipid lamellae and form strong hydrogen bonds with water molecules. PMID:26708071

  2. Transport and uptake effects of marine complex lipid liposomes in small intestinal epithelial cell models.

    Science.gov (United States)

    Du, Lei; Yang, Yu-Hong; Xu, Jie; Wang, Yu-Ming; Xue, Chang-Hu; Kurihara, Hideyuki; Takahashi, Koretaro

    2016-04-20

    Nowadays, marine complex lipids, including starfish phospholipids (SFP) and cerebrosides (SFC) separated from Asterias amurensis as well as sea cucumber phospholipids (SCP) and cerebrosides (SCC) isolated from Cucumaria frondosa, have received much attention because of their potent biological activities. However, little information is known on the transport and uptake of these lipids in liposome forms in small intestinal cells. Therefore, this study was undertaken to investigate the effects of these complex lipid liposomes on transport and uptake in Caco-2 and M cell monolayer models. The results revealed that SFP and SCP contained 42% and 47.9% eicosapentaenoic acid (EPA), respectively. The average particle sizes of liposomes prepared in this study were from 169 to 189 nm. We found that the transport of the liposomes across the M cell monolayer model was much higher than the Caco-2 cell monolayer model. The liposomes consisting of SFP or SCP showed significantly higher transport and uptake than soy phospholipid (soy-PL) liposomes in both Caco-2 and M cell monolayer models. Our results also exhibited that treatment with 1 mM liposomes composed of SFP or SCP for 3 h tended to increase the EPA content in phospholipid fractions of both differentiated Caco-2 and M cells. Moreover, it was also found that the hybrid liposomes consisting of SFP/SFC/cholesterol (Chol) revealed higher transport and uptake across the M cell monolayer in comparison with other liposomes. Furthermore, treatment with SFP/SFC/Chol liposomes could notably decrease the trans-epithelial electrical resistance (TEER) values of Caco-2 and M cell monolayers. The present data also showed that the cell viability of differentiated Caco-2 and M cells was not affected after the treatment with marine complex lipids or soy-PL liposomes. Based on the data in this study, it was suggested that marine complex lipid liposomes exhibit prominent transport and uptake in small intestinal epithelial cell models. PMID

  3. Impaired rate of microsomal fatty acid elongation in undernourished neonatal rat brain

    International Nuclear Information System (INIS)

    Hypomyelination caused by undernourishment in characterized by low concentrations of myelin lipids and marked reduction in lignocerate (C/sub 24:0/) and nervonate (C/sub 24:1/) moiety of cerebroside and sulfatide. Since microsomal elongation is the major source of long chain (22 to 24 carbons) fatty acids in the brain, the effect of neonatal undernourishment on acyl elongation was investigated. Undernourishment of suckling rats were induced after birth by restricting maternal dietary intake to 40% of that consumed by dams fed ad libitum. Neonates suckled by the normally fed dams served as controls. Microsomal elongation was measured as nmol from [2-14C] malonyl CoA incorporated/h per mg of protein. At 19 days of age, rates of behenoyl CoA (C/sub 22:0/) and erucoyl CoA (C/sub 22:1/) elongation in whole brain of undernourished neonates were 30-40% lower than that of the control, whereas the elongation rates of acyl CoA 16, 18 and 20 carbons in length either saturated or monounsaturated were similar in both groups. Undernourishment had no effect on cytoplasmic de novo fatty acid synthesis from acetyl CoA. If there are multiple elongation factors, the results indicate that the depressed activity of elongating enzyme(s) for C/sub 22:0/ and C/sub 22:1/ is an important contributing factor in lowering S/sub 24:0/ and C/sub 24:1/ content in cerebroside and sulfatide. This impairment may be a specific lesion leading to hypomyelination in undernourished rats

  4. Chemical constituents from the root of Croton lachynocarpus%毛果巴豆根的化学成分研究

    Institute of Scientific and Technical Information of China (English)

    2014-01-01

    Eleven compounds were isolated from the root of Croton lachynocarpus .They were identified as 3-acetoxy-erythrodiol(1 ),3-acetoxy-oleanoic acid (2 ),ilexgenin A (3 ),(24S)-24-ethylcholesta-3β,5α,6β-triol (4 ),dibutyl phthalate(5),diisobutyl phthalate(6),phthalic acid butyl isobutyl ester(7),Aralia cerebroside(8),ursolic acid(9),β-sitosterol(10)and daucosterol(11)on the basis of spectroscopic data analyses.All the compounds were firstly isolated from this plant.%对大戟科巴豆属植物毛果巴豆的根进行化学成分研究,并利用多种色谱方法分离得到11个化合物,根据理化性质和波谱学手段鉴定了结构。它们分别是3-乙酰高根二醇(1),3-乙酰齐墩果酸(2),ilexgenin A (3),(24S)-24-ethylcholesta-3β,5α,6β-triol(4),邻苯二甲酸二丁酯(5),邻苯二甲酸二异丁酯(6),邻苯二甲酸正丁异丁酯(7),Aralia cerebroside(8),熊果酸(9),β-谷甾醇(10),胡萝卜苷(11)。所有化合物均为首次从该植物中分离得到。

  5. Comprehensive Profiling of Glycosphingolipid Glycans Using a Novel Broad Specificity Endoglycoceramidase in a High-Throughput Workflow.

    Science.gov (United States)

    Albrecht, Simone; Vainauskas, Saulius; Stöckmann, Henning; McManus, Ciara; Taron, Christopher H; Rudd, Pauline M

    2016-05-01

    The biological function of glycosphingolipids (GSLs) is largely determined by their glycan headgroup moiety. This has placed a renewed emphasis on detailed GSL headgroup structural analysis. Comprehensive profiling of GSL headgroups in biological samples requires the use of endoglycoceramidases with broad substrate specificity and a robust workflow that enables their high-throughput analysis. We present here the first high-throughput glyco-analytical platform for GSL headgroup profiling. The workflow features enzymatic release of GSL glycans with a novel broad-specificity endoglycoceramidase I (EGCase I) from Rhodococcus triatomea, selective glycan capture on hydrazide beads on a robotics platform, 2AB-fluorescent glycan labeling, and analysis by UPLC-HILIC-FLD. R. triatomea EGCase I displayed a wider specificity than known EGCases and was able to efficiently hydrolyze gangliosides, globosides, (n)Lc-type GSLs, and cerebrosides. Our workflow was validated on purified GSL standard lipids and was applied to the characterization of GSLs extracted from several mammalian cell lines and human serum. This study should facilitate the analytical workflow in functional glycomics studies and biomarker discovery. PMID:27033327

  6. Large alterations in ganglioside and neutral glycosphingolipid patterns in brains from cases with infantile neuronal ceroid lipofuscinosis/polyunsaturated fatty acid lipidosis.

    Science.gov (United States)

    Svennerholm, L; Fredman, P; Jungbjer, B; Månsson, J E; Rynmark, B M; Boström, K; Hagberg, B; Norén, L; Santavuori, P

    1987-12-01

    Lipid composition was studied on cerebral tissue from nine children who had died of a progressive encephalopathy called the infantile form of neuronal ceroid lipofuscinosis (INCL) or polyunsaturated fatty acid lipidosis (PFAL). In the terminal stage of the disease, the concentrations of all lipid classes were found to be significantly reduced in the cerebral and cerebellar cortex and white matter. The concentration of gangliosides of the cerebral cortex was 15% and that of cerebrosides (galactosylceramide) in white matter 0.2-5% of the normal values for the children's ages. The reduction of gangliosides mainly affected those of the gangliotetraose series, particularly GD1a. The fatty acids of the linolenic acid series were strongly reduced in ethanolamine and serine phosphoglycerides. A very large increase up to 100-fold of oligoglycosphingolipids of the globo series and two fucose-containing lipids of the neolacto series was found in the forebrain of the three advanced cases examined. The brain tissue also contained very high concentrations of mono-, di-, and trisialogangliosides of the lacto and neolacto series, gangliosides with type 1 chain dominating. The structures of the gangliosides were tentatively identified by gas chromatography-mass spectrometry and monoclonal antibodies with carefully determined epitope specificity. The gangliosides and neutral glycosphingolipids had very similar fatty acid composition, consisting of about 40% stearic acid and 40% C24-acids. PMID:3681296

  7. Lipid composition and molecular interactions change with depth in the avian stratum corneum to regulate cutaneous water loss.

    Science.gov (United States)

    Champagne, Alex M; Allen, Heather C; Williams, Joseph B

    2015-10-01

    The outermost 10-20 µm of the epidermis, the stratum corneum (SC), consists of flat, dead cells embedded in a matrix of intercellular lipids. These lipids regulate cutaneous water loss (CWL), which accounts for over half of total water loss in birds. However, the mechanisms by which lipids are able to regulate CWL and how these mechanisms change with depth in the SC are poorly understood. We used attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR) to measure lipid-lipid and lipid-water interactions as a function of depth in the SC of house sparrows (Passer domesticus Linnaeus) in the winter and summer. We then compared these molecular interactions at each depth with lipid composition at the same depth. We found that in both groups, water content increased with depth in the SC, and likely contributed to greater numbers of gauche defects in lipids in deeper levels of the SC. In winter-caught birds, which had lower rates of CWL than summer-caught birds, water exhibited stronger hydrogen bonding in deeper layers of the SC, and these strong hydrogen bonds were associated with greater amounts of polar lipids such as ceramides and cerebrosides. Based on these data, we propose a model by which polar lipids in deep levels of the SC form strong hydrogen bonds with water molecules to increase the viscosity of water and slow the permeation of water through the SC. PMID:26447196

  8. Clinacanthus nutans: A review of the medicinal uses, pharmacology and phytochemistry.

    Science.gov (United States)

    Alam, Ariful; Ferdosh, Sahena; Ghafoor, Kashif; Hakim, Abdul; Juraimi, Abdul Shukor; Khatib, Alfi; Sarker, Zaidul I

    2016-04-01

    Clinacanthus nutans Lindau is known as snake grass belonging to the Acanthaceae family. This plant has diverse and potential medicinal uses in traditional herbal medicine for treating skin rashes, insects and snake bites, lesions caused by herpes simplex virus, diabetes, and gout in Malaysia, Indonesia, Thailand and China. Phytochemical investigations documented the varied contents of bioactive compounds from this plant namely flavonoids, glycosides, glycoglycerolipids, cerebrosides and monoacylmonogalatosylglycerol. The pharmacological experiment proved that various types of extracts and pure compounds from this species exhibited a broad range of biological properties such as anti-inflammatory, antiviral, antioxidant, and anti-diabetic activities. The findings of toxicity study showed that extracts from this plant did not show any toxicity thus it can be used as strong therapeutic agents for specific diseased conditions. However, further experiments on chemical components and their mode of action showing biological activities are required to elucidate the complete phytochemical profile and assess to confirm their suitability for future drugs. This review summarizes the medicinal uses, phytochemistry and pharmacology of this plant in order to explore its therapeutic potential and gaps necessitating for prospected research work. PMID:27086161

  9. Recent Advances in Researches on Physiologically Active Substances in Holothurians

    Institute of Scientific and Technical Information of China (English)

    Hirata Takashi; Zaima Nobuhiro; Yamashita Kyoko; Noguchi Ryoko; XUE Changhu; Sugawara Tatsuya

    2005-01-01

    In this report, we reviewed recent literature on physiologically active substances from sea cucumbers (SCs) and their activities together with results obtained from our study. Preventive properties against lipid metabolism were reported in rats using a whole SC preparation with no particular constituent specified. Administration of the preparation lowered serum and hepatic cholesterol levels and improved the HDL/LDL ratio. These functions may be attributed to the stimulatory effect of the extract on the secretion of cholesterol in feces. Novel fucosylated chondroitin sulfates (FCSs) from Ludwigothurea grisea significantly induced fibroblast growth factor 2-dependent angiogenesis in human umbilical vein endothelial cells (HUVECs). The proangiogenetic activity seemed attributable to the action of the sulfated fucose branches on the polysaccharide.SCs contain mycosporine-like amino acids (MAAs) that are capable of absorbing UV. A biogenetic precursor of MAAs was first reported in SCs. The anti-proliferative effects of a branched chain fatty acid from a sea cucumber on prostate cancer cells was reported with the activity of 5-lipoxygenase. Glycosphingolipid constituents in SCs have been systematically analyzed over the past ten years. The results showed that the gangliosides in several SCs differed from those of mammals in that a sialic acid of SC gangliosides directly binded to glucose of cerebroside. Neuritogenic activity of the glycosphingolipids was demonstrated in vitro experiments and may lead to the development of therapeutic products for neurological disorders. Our study also showed that sphingoid bases, the hydrolyzed products of glycosphingolipids from SCs, induced significant apoptosis in several tumor cell lines.

  10. Altered Sphingolipid Metabolism in Patients with Metastatic Pancreatic Cancer

    Directory of Open Access Journals (Sweden)

    Todd E. Fox

    2013-07-01

    Full Text Available Although numerous genetic mutations and amplifications have been identified in pancreatic cancer, much of the molecular pathogenesis of the disease remains undefined. While proteomic and transcriptomic analyses have been utilized to probe and characterize pancreatic tumors, lipidomic analyses have not been applied to identify perturbations in pancreatic cancer patient samples. Thus, we utilized a mass spectrometry-based lipidomic approach, focused towards the sphingolipid class of lipids, to quantify changes in human pancreatic cancer tumor and plasma specimens. Subgroup analysis revealed that patients with positive lymph node metastasis have a markedly higher level of ceramide species (C16:0 and C24:1 in their tumor specimens compared to pancreatic cancer patients without nodal disease or to patients with pancreatitis. Also of interest, ceramide metabolites, including phosphorylated (sphingosine- and sphinganine-1-phosphate and glycosylated (cerebroside species were elevated in the plasma, but not the pancreas, of pancreatic cancer patients with nodal disease. Analysis of plasma level of cytokine and growth factors revealed that IL-6, IL-8, CCL11 (eotaxin, EGF and IP10 (interferon inducible protein 10, CXCL10 were elevated in patients with positive lymph nodes metastasis, but that only IP10 and EGF directly correlated with several sphingolipid changes. Taken together, these data indicate that sphingolipid metabolism is altered in human pancreatic cancer and associated with advanced disease. Assessing plasma and/or tissue sphingolipids could potentially risk stratify patients in the clinical setting.

  11. Multi-organ abnormalities and mTORC1 activation in zebrafish model of multiple acyl-CoA dehydrogenase deficiency.

    Directory of Open Access Journals (Sweden)

    Seok-Hyung Kim

    2013-06-01

    Full Text Available Multiple Acyl-CoA Dehydrogenase Deficiency (MADD is a severe mitochondrial disorder featuring multi-organ dysfunction. Mutations in either the ETFA, ETFB, and ETFDH genes can cause MADD but very little is known about disease specific mechanisms due to a paucity of animal models. We report a novel zebrafish mutant dark xavier (dxa(vu463 that has an inactivating mutation in the etfa gene. dxa(vu463 recapitulates numerous pathological and biochemical features seen in patients with MADD including brain, liver, and kidney disease. Similar to children with MADD, homozygote mutant dxa(vu463 zebrafish have a spectrum of phenotypes ranging from moderate to severe. Interestingly, excessive maternal feeding significantly exacerbated the phenotype. Homozygous mutant dxa(vu463 zebrafish have swollen and hyperplastic neural progenitor cells, hepatocytes and kidney tubule cells as well as elevations in triacylglycerol, cerebroside sulfate and cholesterol levels. Their mitochondria were also greatly enlarged, lacked normal cristae, and were dysfunctional. We also found increased signaling of the mechanistic target of rapamycin complex 1 (mTORC1 with enlarged cell size and proliferation. Treatment with rapamycin partially reversed these abnormalities. Our results indicate that etfa gene function is remarkably conserved in zebrafish as compared to humans with highly similar pathological, biochemical abnormalities to those reported in children with MADD. Altered mTORC1 signaling and maternal nutritional status may play critical roles in MADD disease progression and suggest novel treatment approaches that may ameliorate disease severity.

  12. Effect of pollution on some freshwater species. II. Bioaccumulation and toxic effects of experimental lead pollution on the ganglia in Viviparus ater (Mollusca, Gastropoda)

    Energy Technology Data Exchange (ETDEWEB)

    Bolognani Fantin, A.M.; Franchini, A.; Ottaviani, E.; Benedetti, L.

    1985-01-01

    The effect of lead on ganglia of Viviparus ater were studied by histochemical and histomorphological procedures. The pollution experiment should be considered a short-time static bioassay because of its experimental characteristics. There was considerable accumulation of lead in the ganglia as determined by atomic absorbance (A.A.S.). The cytological damage principally affected the neuronal cell bodies which undergo degenerative processes. The most serious cytopathological changes occurred in the following sequence: nuclear damage leading to pyknosis; nucleolar damage until disappearance; changes in Nissl bodies, at times forming a uniform mass. These cytological disorders led to markedly altered protein synthesis. Nerve fibers and neuroglia did not appear affected by lead exposure, even at higher doses. Membrane enzymes, phosphorylase, NADHDH, NADPHDH and SDH activities were decreased, whereas D-LDH, G-6-PDH, G-6-Pase and MAO activities increased. GDH was unchanged. Changes in polar lipid composition were also observed with an increase of phospholipids and a decrease of sulpholipids and cerebrosides.

  13. Calorimetric and x-ray diffraction studies of rye glucocerebroside mesomorphism.

    Science.gov (United States)

    Lynch, D V; Caffrey, M; Hogan, J L; Steponkus, P L

    1992-05-01

    Glucocerebrosides (GlcCer) isolated from the leaves of winter rye (Secale cereale L. cv Puma) differ from the more commonly investigated natural and synthetic cerebrosides, in that greater than 95% of the fatty acids are saturated and monounsaturated hydroxy fatty acids. Isomers of the trihydroxy long chain base hydroxysphingenine (t1(8:18 cis or trans)) and isomers of sphingadienine (d18:2(4trans, 8 cis or trans)) comprise 77% and 17%, respectively, of the total long chain bases. The phase behavior of fully hydrated and dry rye leaf GlcCer was investigated using differential scanning calorimetry (DSC) and x-ray diffraction. On initial heating, aqueous dispersions of GlcCer exhibit a single endothermic transition at 56 degrees C and have an enthalpy (delta H) of 46 J/g. Cooling to 0 degrees C is accompanied by a small exothermic transition (delta H = -8 J/g) at 8 degrees C. On immediate reheating, a broad exothermic transition (delta H = -39 J/g) is observed between 10 and 20 degrees C in addition to a transition at 56 degrees C. These transitions are not reversible, and the exothermic transition rapidly diminishes when the sample is held at low temperature. Using x-ray diffraction, it was determined that the endotherm at 56 degrees C represents a transition from a highly ordered lamellar crystalline phase (Lc) with a d-spacing of 57 A and a series of wide-angle reflections in the 3-10 A range, to a lamellar liquid crystalline (L alpha) phase having a d-spacing of 55 A and a diffuse wide-angle scattering peak centered at 4.7 A. Cooling leads to the formation of a metastable gel phase (L beta) with a d-spacing of 64.0 A and a single broad reflection at 4.28 A. Subsequent warming to above 15 degrees C restores the original Lc phase. Thus, rye GlcCer in excess water exhibit a series of irreversible transitions and gel phase metastability. Dry GlcCer undergo an initial heating endothermic transition at 130 degrees C, which is ascribed to a transformation into the HII

  14. Gaucher’s Disease in Albanian Children: Casuistics and Treatment

    Directory of Open Access Journals (Sweden)

    Behar Shehi

    2011-03-01

    Full Text Available Objective:Gaucher's disease is a rare genetic disorder that results in the accumulation of cerebrosides in the liver, spleen, kidneys, lungs, brain and bone marrow. The deficiency of the specific lysosomal enzyme glucocerebrosidase is considered as causative factor. The first effective treatment for the disease, the drug Ceredase, approved in 1995, was replaced in 2001 by the drug Cerezyme®.Methods:During the period 2004-2009 in our service 11 children were hospitalized and treated for Gaucher's disease: 9 children with type 1, and 2 children with type 3 of the disease. The enzymatic examinations of the biomarker chitotriosidase were performed in Sahlgren's University Hospital, Mölndal Sweden; the DNA analysis was performed in the Children's Hospital & Regional Medical Center, Seattle, USA.Findings:We are presenting the biological and genetic molecular data of the children. In our case series, one year after the treatment started, the hemoglobin level was normalized; the platelet count was normalized in 7 patients after one year of treatment, and in 9 patients after two years of treatment. The hemorrhagic syndrome stopped after 6 months of treatment. Chitotriosidase values decreased 10-20 times the initial value, after one year of treatment and in one case the value reached the normal range. The treatment with Cerezyme® has also improved the visceral and biological signs. Anomalies of the oculomotricity were less sensitive to the treatment.Conclusion:According to our experience, Chitotriosidase is a sensitive and specific marker in diagnosing and monitoring Gaucher's disease. The enzyme replacement therapy through Cerezyme® is an effective and safe treatment of Gaucher's disease. Blood signs (anemia, platelet count; visceral signs (splenomegaly, hepatomegaly as well as bone involvement showed decisive improvement under the therapy.

  15. Gaucher’s Disease in Albanian Children: Casuistics and Treatment

    Directory of Open Access Journals (Sweden)

    Rezar Xhepa

    2011-03-01

    Full Text Available Objective:Gauchers disease is a rare genetic disorder that results in the accumulation of cerebrosides in the liver, spleen, kidneys, lungs, brain and bone marrow. The deficiency of the specific lysosomal enzyme glucocerebrosidase is considered as causative factor. The first effective treatment for the disease, the drug Ceredase, approved in 1995, was replaced in 2001 by the drug Cerezyme®. Methods:During the period 2004-2009 in our service 11 children were hospitalized and treated for Gaucher's disease: 9 children with type 1, and 2 children with type 3 of the disease. The enzymatic examinations of the biomarker chitotriosidase were performed in Sahlgrens University Hospital, Mölndal Sweden; the DNA analysis was performed in the Childrens Hospital & Regional Medical Center, Seattle, USA. Findings:We are presenting the biological and genetic molecular data of the children. In our case series, one year after the treatment started, the hemoglobin level was normalized; the platelet count was normalized in 7 patients after one year of treatment, and in 9 patients after two years of treatment. The hemorrhagic syndrome stopped after 6 months of treatment. Chitotriosidase values decreased 10-20 times the initial value, after one year of treatment and in one case the value reached the normal range. The treatment with Cerezyme® has also improved the visceral and biological signs. Anomalies of the oculomotricity were less sensitive to the treatment. Conclusion:According to our experience, Chitotriosidase is a sensitive and specific marker in diagnosing and monitoring Gauchers disease. The enzyme replacement therapy through Cerezyme® is an effective and safe treatment of Gauchers disease. Blood signs (anemia, platelet count; visceral signs (splenomegaly, hepatomegaly as well as bone involvement showed decisive improvement under the therapy.

  16. Cerebrospinal fluid and serum antiphospholipid antibodies in multiple sclerosis, Guillain-Barré syndrome and systemic lupus arythematosus

    Directory of Open Access Journals (Sweden)

    Paulo E. Marchiorji

    1990-12-01

    Full Text Available Immuneglobulins isotypes (IgG and IgM for myelin basic protein (MBP, cerebrosides (CER, gangliosides (GANG and cardiolipin (CARD were detected in the cerebrospinal fluid (CSF from 33 patients with multiple sclerosis (MS, 18 with Guillain-Barré syndrome (GBS and 30 with systemic lupus erythematosus (SLE. In MS patients occurred positive and significant levels of IgG-MBP in 51,5% (p<0.05 and IgM-MBP in only 18.2%, IgG-CARD in 46.2%, as long as CER and GANG were detected in almost 20%. From serum samples of MS patients 20.6% presented IgG-MBP, while 53% showed positive levels foi IgM-MBP. The CSF analysis of patients with GBS showed that 56.3% revealed IgG-MBP (p<0.05, 53% for IgM-MBP. 3&.5% for IgG-CER and 23% for IgM-CER, while 50% of patients had IgG-CARD, as long -as 31% also had IgG-GANG. The serum evaluation from 14 patients showed that 18.8% had positive concentrations of IgG-MBP and 56.3% presented IgM-MBP (p<0.05 Except for 50% of patients with SLE who presented positive CSF levels of IgG-CARD. only 24.1% had positive levels of IgG-MBP. We believe that the presence of antiphosphohoid antibodies in CSF of the above mentioned diseases occurred as immune epiphenomena, but their appearance would permit the maintenance of and perpetuate the immune event.

  17. – state of play and future perspectives

    Directory of Open Access Journals (Sweden)

    Rajkumar Vutukuri

    2014-09-01

    Full Text Available Sphingolipids are a fascinating class of signaling molecules derived from the membrane lipid sphingomyelin. They show abundant expression in the brain. Complex sphingolipids such as glycosphingolipids (gangliosides and cerebrosides regulate vesicular transport and lysosomal degradation and their dysregulation can lead to storage diseases with a neurological phenotype. More recently, simple sphingolipids such ceramide, sphingosine and sphingosine 1-phosphate (S1P were discovered to signal in response to many extracellular stimuli. Forming an intricate signaling network, the balance of these readily interchangeable mediators is decisive for cell fate under stressful conditions. The immunomodulator fingolimod is the prodrug of an S1P receptor agonist. Following receptor activation, the drug leads to downregulation of the S1P1 receptor with the consequence of functional antagonism. Being the first drug to modulate the sphingolipid signaling pathway, it was marketed in 2010 for the treatment of multiple sclerosis (MS. At that time, immunomodulation was widely accepted as the key mechanism of fingolimod's efficacy in MS. But given the excellent passage of this lipophilic compound into the brain and its massive brain accumulation as well as the abundant expression of S1P receptors on brain cells, it is conceivable that fingolimod also affects brain cells directly. Indeed, a seminal study showed that the protective effect of fingolimod in experimental autoimmune encephalitis (EAE, a murine MS model, is lost in mice lacking the S1P1 receptor on astrocytes, arguing for a specific role of astrocytic S1P signaling in multiple sclerosis. In this review, we discuss the role of sphingolipid mediators and their metabolizing enzymes in neurologic diseases and putative therapeutic strategies arising thereof.

  18. Recent advances in researches on physiologically active substances in holothurians

    Science.gov (United States)

    Takashi, Hirata; Nobuhiro, Zaima; Kyoko, Yamashita; Ryoko, Noguchi; Xue, Changhu; Tatsuya, Sugawara

    2005-07-01

    In this report, we reviewed recent literature on physiologically active substances from sea cucumbers (SCs) and their activities together with results obtained from our study. Preventive properties against lipid metabolism were reported in rats using a whole SC preparation with no particular constituent specified. Administration of the preparation lowered serum and hepatic cholesterol levels and improved the HDL/LDL ratio. These functions may be attributed to the stimulatory effect of the extract on the secretion of cholesterol in feces. Novel fucosylated chondroitin sulfates (FCSs) from Ludwigothurea grisea significantly induced fibroblast growth factor 2-dependent angiogenesis in human umbilical vein endothelial cells (HU-VECs). The proangiogenetic activity seemed attributable to the action of the sulfated fucose branches on the polysaccharide. SCs contain mycosporine-like amino acids (MAAs) that are capable of absorbing UV. A biogenetic precursor of MAAs was first reported in SCs. The anti-proliferative effects of a branched chain fatty acid from a sea cucumber on prostate cancer cells was reported with the activity of 5-lipoxygenase. Glycosphingolipid constituents in SCs have been systematically analyzed over the past ten years. The results showed that the gangliosides in several SCs differed from those of mammals in that a sialic acid of SC gangliosides directly binded to glucose of cerebroside. Neuritogenic activity of the glycosphingolipids was demonstrated in vitro experiments and may lead to the development of therapeutic products for neurological disorders. Our study also showed that sphingoid bases, the hydrolyzed products of glycosphingolipids from SCs, induced significant apoptosis in several tumor cell lines.

  19. 海洋活性物质对肝损伤修复作用的研究进展%Research Progress on Hepatoprotective Effect of Marine Active Substances

    Institute of Scientific and Technical Information of China (English)

    王佳佳; 陈锐; 杨最素; 余方苗; 丁国芳

    2016-01-01

    Liver is the body's center of metabolism and the important organ of human body to detoxicate. So liver becomes an important target of various drugs and chemicals. With the change of the peoples lifestyle and dietary habit, some liver diseases cause serious damage to people's health, such as fatty liver, liver cirrho-sis, liver fibrosis and liver cancer. So it becomes a hot spot that acquire efficient and low toxicity active materi-al from Marine to protect liver in today's research. This article summarizes the new development of anti-liver injury of marine active substances such as polysaccharides, polypeptide, terpenoids, unsaturated fatty acid, cerebroside, nucleoside, taurine, vitamin, etc.%肝脏是人体重要的解毒器官,是各种药物、化学物质代谢的场所。随着人们生活方式及饮食习惯的改变,肝脏疾病如脂肪肝、肝硬化、肝纤维化及肝肿瘤等严重危害人类健康。从海洋中获得高效、低毒的保肝活性物质成为当今研究的热点。本文就国内外对肝损伤有修复作用的海洋活性物质,如多糖、多肽、萜类化合物、不饱和脂肪酸、脑苷脂、核苷类、牛磺酸、维生素等研究进展进行综述。

  20. [The biological role of sulfatides].

    Science.gov (United States)

    Suchański, Jarosław; Ugorski, Maciej

    2016-01-01

    Sulfatides (3-O-sulfogalactosylceramides, sulfated galactocerebrosides, SM4) are esters of sulfuric acid with galactosylceramides. These acidic glycosphingolipids, present at the external leaflet of the plasma membrane, are synthesized by a variety of mammalian cells. They are especially abundant in the myelin sheath of oligodendrocytes in the central nervous system and Schwann cells in the peripheral nervous system. Studies using cerebroside galactosyltransferase-deficient mice revealed that sulfatides are responsible for proper structure and functioning of myelin. Large amounts of sulfatides are also found in the kidney, gastrointestinal tract, islets of Langerhans, and membranes of erythrocytes, thrombocytes and granulocytes. They are ligands for numerous proteins, but in most cases the biological role of such interactions is poorly understood. A notable exception is their binding by P- and L-selectins. Platelet sulfatides are major ligands for P-selectin, and this interaction is critical for the formation of stable platelet aggregates. Sulfatides also bind to chemokines, and seem to play a role in regulation of cytokine expression in human lymphocytes and monocytes. Aberrant metabolism of sulfatides, could cause several important human diseases. In this article, we describe the changes in sulfatide expression associated with such nervous disorders as metachromatic leukodystrophy (MLD), Parkinson's disease and Alzheimer's disease, and several types of cancer, e.g. colon cancer, kidney cancer, and ovarian cancer. We also discuss the involvement of sulfatides in cancer progression, diabetes and autoimmune and immune disorders such as multiple sclerosis. This acidic glycosphingolipids seem to play an important role in pathogenesis of infectious diseases, serving as receptors for binding various bacteria and viruses. PMID:27180966

  1. Doenças priônicas: avaliação dos riscos envolvidos na utilização de produtos de origem bovina Prionic disease: evaluation of the risks involved in using products of bovine origin

    Directory of Open Access Journals (Sweden)

    Omar Lupi

    2003-02-01

    Full Text Available Os príons são proteínas que se mostram capazes de auto-replicação apesar de, para isso, alterar o metabolismo celular. São responsáveis por inúmeras doenças em animais e no ser humano (doenças priônicas, todas elas fatais. Essas moléstias apresentam enorme variabilidade quanto ao período de incubação, de alguns meses a 40 anos. Os príons acumulam-se e destroem os neurônios, provocando quadros conhecidos como encefalopatias espongiosiformes. Discute-se a apresentação clínica, epidemiológica e histórica das doenças priônicas. O foco maior de discussão recai, no entanto, na possibilidade teórica da transmissão iatrogênica dos príons por meio das formulações tópicas que utilizam ceramidas (cerebrosídeos ou placenta de origem bovina, assim como pelo risco representado por alguns procedimentos dermatológicos, como transplantes da pele e implantes de colágeno.A prion is a protein that is capable of self replication, thereby altering a cell's metabolism. It is responsible for a number of human and animal diseases (prionic diseases, all of which are always lethal. These diseases have enormous variability in their incubation periods, ranging from a few months to forty years. Prions accumulate and destroy nerve cells, causing spongiform encephalopathy. We discuss the clinical picture, epidemiology, and historical background of prionic diseases. The major focus of the discussion lies, however, on the theoretical possibility of iatrogenic transmission of prion infection due to topical formulations using ceramides (cerebrosides or placenta of bovine origin, as well as the risk represented by some dermatological procedures such as skin grafts and collagen implants.

  2. Specific tritium labeling of gangliosides at the 3-position of sphingosines

    International Nuclear Information System (INIS)

    GM1 and GD1a gangliosides, treated with 2,3-dichloro-5,6-dicyano benzoquinone (DDQ) in the presence of Triton X-100 and in a toluene medium were specifically oxidized at the 3-position of sphingosine. The maximum reaction yield (65%) was obtained after 40 hours at 37 degrees C with the following molar ratio of reactants: ganglioside-Triton X-100-DDQ 1:70:125. The formation of the 3-keto derivatives of GM1 and GD1a was demonstrated by: a) the appearance of a sharp peak at 1700 cm-1 and of a broad band at 1250 cm-1 (typical of allylic ketones and of carbonyl groups, respectively) in the infra-red spectrum; b) the appearance of an absorption maximum at 230 nm, identical to that featured by 3-keto-cerebrosides, in the ultraviolet spectrum; c) the degradation of long chain bases during the process of release from gangliosides and derivatization for analysis by gas-liquid chromatography (expected for long chain bases carrying a keto group in the 3-position); and d) the quantitative transformation of 3-keto-GM1 and 3-keto-GD1a to GM1 and GD1a, respectively, upon NaBH4 reduction. Reduction of 3-keto-GM1 and 3-keto-GD1a with [/sup 3/H]-NaBH4 produced /sup 3/H-labeled GM1 and GD1a. [/sup 3/H]GM1 and [/sup 3/H]GD1a maintained the same carbohydrate and fatty acid composition of the original GM1 and GD1a, and did not contain any saturated long chain bases. Direct proof that the label was at C-3 of long chain bases was given by reoxidation with DDQ, which completely removed the label, and by ozonolysis, after which label was retained on the oligosaccharide-containing fragment. More than 99% of incorporated radioactivity was carried by the long chain bases. The radiochemical purity of labeled gangliosides was greater than 95% and the specific radioactivity was 1.25 and 1.28 Ci/m mol for [/sup 3/H]GM1 and [/sup 3/H]GD1a, respectively

  3. 苦瓜叶的化学成分研究%Chemical constituents from leaves of Momordica charantia

    Institute of Scientific and Technical Information of China (English)

    李雯; 陈燕芬; 吴楠; 池墨瑶; 费佳

    2012-01-01

    目的 研究苦瓜Momordica charantia叶的化学成分.方法 采用硅胶、Sephadex LH-20等多种柱色谱方法进行分离纯化,通过理化常数和波谱分析鉴定化合物的结构.结果 从苦瓜叶95%乙醇提取物中分离得到11个化合物,分别鉴定为(19S,23E)-5β,19-epoxy-19-methoxycucurbita-6,23-diene-3β,25-diol (1)、(19R,23E)-5β,19-epoxy-19-methoxycucurbita-6,23-diene-3β,25-diol (2)、3β,7β,25-trihydroxycucurbita-5,23-dien- 19-al (3)、3β,7β,25-trihydroxycucurbita-5,23-dien-19-al-3-O-β-D-glucopyranoside (4)、苦瓜素Ⅰ(5)、苦瓜素Ⅳ (6)、大豆脑苷Ⅰ(7)、α-菠甾醇(8)、α-香树素乙酸酯(9)、β-谷甾醇(10)和胡萝卜苷(11).结论 化合物1、3、8~11为首次从该植物中分离得到.%To study the chemical constituents from the leaves of Momordica charantia. Methods The compounds were isolated and purified by column chromatography on silica gel, ODS, Sephadex LH-20, and preparative HPLC. Their structures were identified by physicochemical properties and spectral data. Results Eleven compounds were isolated from 95% ethanol extract of M. charantia and elucidated as (19S, 23E)-5β, 19-epoxy-19-methoxycucurbita-6, 23-diene-3β, 25-diol (1), (19R, 23E)5β, 19-epoxy-19-methoxycucurbita-6, 23-diene-30, 25-diol (2), 30, 70, 25-trihydroxycucurbita-5, 23-dien-19-al (3), 3β, 7β, 25-trihydroxy-cucurbita-5, 23-dien-19-al-3-O-β-D-glucopyranoside (4), momordicin I (5), momordicin IV (6), soya-cerebroside I (7), a- spinasterol (8), a-amyrin acetate (9), 0-sitosterol (10), and daucosterol (11), respectively. Conclusion Compounds 1, 3, and 8-11 are isolated from M. charantia for the first time.

  4. Isolation of cytotoxic glucoerebrosides and long-chain bases from sea cucumber Cucumaria frondosa using high speed counter-current chromatography.

    Science.gov (United States)

    Xu, Jie; Guo, Shuang; Du, Lei; Wang, Yu-Ming; Sugawara, Tatsuya; Hirata, Takashi; Xue, Chang-Hu

    2013-01-01

    Total glucocerebrosides of the sea cucumber Cucumaria frondosa (CFC) have been isolated from the less polar lipid fraction of the chloroform-methanol extract using high speed counter-current chromatography (HSCCC) with a two-phase solvent system composed of petroleum ether-methanol-water (5:4:1, v/v). Three glucocerebroside molecular species (CFC-1, CFC-2 and CFC-3) were isolated from crude total cerebrosides with repeated column chromatography. The structures of these three glucocerebroside molecular species were determined on the basis of chemical and spectroscopic evidence: fatty acids were mainly saturated (C22:0 and C18:0), monounsaturated (C24:1 and C20:1) and α-hydroxyl fatty acids (C24:1h, C23:0h, C23:1h and C22:0h), the structures of long-chain bases were dihydroxy (d17:1, d18:2 and d18:1) and trihydroxy (t17:0 and t16:0), and the glycosylation was glucose. High purity long-chain bases of sea cucumber Cucumaria frondosa (CF-LCB) were prepared from total lipids by HSCCC with a two-phase solvent system composed of n-hexane-methyl tert butyl ether-methanol-water (1:1:2:1, v/v). Compare with traditional preparative methods, the method of HSCCC is short cycle, high yield and less solvent consumption. The composition analysis of CF-LCB showed that the ratio of d18:2 and d17:1 was approximately 2:1. The four glucocerebrosides and long-chain bases from sea cucumber Cucumaria frondosa were evaluated for activity in vitro assays for the cytotoxic activities against Caco-2 colon cancer cells. The results indicated that both glucocerebrosides and long-chain bases exhibited an inhibitory effect on cell proliferation. Moreover, CFC-3 was most effective in four glucocerebrosides to Caco-2 cell viability. The inhibition effect of CF-LCB was much stronger than glucocerebrosides. PMID:23470440

  5. Structure Identification and Anti-Cancer Pharmacological Prediction of Triterpenes from Ganoderma lucidum.

    Science.gov (United States)

    Shao, Yanyan; Qiao, Liansheng; Wu, Lingfang; Sun, Xuefei; Zhu, Dan; Yang, Guanghui; Zhang, Xiaoxue; Mao, Xin; Chen, Wenjing; Liang, Wenyi; Zhang, Yanling; Zhang, Lanzhen

    2016-01-01

    Ganoderma triterpenes (GTs) are the major secondary metabolites of Ganoderma lucidum, which is a popularly used traditional Chinese medicine for complementary cancer therapy. In the present study, systematic isolation, and in silico pharmacological prediction are implemented to discover potential anti-cancer active GTs from G. lucidum. Nineteen GTs, three steroids, one cerebroside, and one thymidine were isolated from G. lucidum. Six GTs were first isolated from the fruiting bodies of G. lucidum, including 3β,7β,15β-trihydroxy-11,23-dioxo-lanost-8,16-dien-26-oic acid methyl ester (1), 3β,7β,15β-trihydroxy-11,23-dioxo-lanost-8,16-dien-26-oic acid (2), 3β,7β,15α,28-tetrahydroxy-11,23-dioxo-lanost-8,16-dien-26-oic acid (3), ganotropic acid (4), 26-nor-11,23-dioxo-5α-lanost-8-en-3β,7β,15α,25-tetrol (5) and (3β,7α)-dihydroxy-lanosta-8,24-dien- 11-one (6). (4E,8E)-N-d-2'-hydroxypalmitoyl-l-O-β-d-glucopyranosyl-9-methyl-4,8-spingodienine (7), and stigmasta-7,22-dien-3β,5α,6α-triol (8) were first reported from the genus Ganodema. By using reverse pharmacophoric profiling of the six GTs, thirty potential anti-cancer therapeutic targets were identified and utilized to construct their ingredient-target interaction network. Then nineteen high frequency targets of GTs were selected from thirty potential targets to construct a protein interaction network (PIN). In order to cluster the pharmacological activity of GTs, twelve function modules were identified by molecular complex detection (MCODE) and gene ontology (GO) enrichment analysis. The results indicated that anti-cancer effect of GTs might be related to histone acetylation and interphase of mitotic cell cycle by regulating general control non-derepressible 5 (GCN5) and cyclin-dependent kinase-2 (CDK2), respectively. This research mode of extraction, isolation, pharmacological prediction, and PIN analysis might be beneficial to rapidly predict and discover pharmacological activities of novel compounds

  6. Influence of incubation time on metabolites in mycelia of Paecilomyces militaris%培养时间对蛹拟青霉(Paecilomyces militaris)菌丝体中代谢产物的影响

    Institute of Scientific and Technical Information of China (English)

    张德龙; 李淑林; 陆瑞利; 李康乐; 罗飞飞; 彭凡; 胡丰林

    2012-01-01

    些抗生素并不相同,同时后一阶段新的抗生素的产生常常伴随着前一阶段的抗生素减少,因此前期的抗生素可能是后期产生的抗生素的前体.%To determine the secondary metabolites production in mycelia of Paecilomyces militaris. [ Methods] Mycelia were cultured in plates with sabouraud dextrose agar yeast medium at 25℃ for 9 days. Sampling was done every day from the second to the ninth day. The secondary metabolites in the mycelia of Paecilomyces militaris were extracted with either methanol or ethyl acetate. The extracts were blended and analyzed by liquid chromatography-mass spectrometry ( LC-MS) . LC-MS data were collected and analyzed by MetaboAnalyst software. [ Result ] Principal component analysis indicates different secondary metabolites accumulation with incubation times. Hierarchical clustering analysis shows that the metabolic process of cationic compounds such as alkaloids, peptides and nucleosides can be divided into three stages, and that the metabolic process of anionic compounds such as organic acids and saccharides can be divided into two stages. Metabolites difference and heat map analysis show that; (1) The number of metabolites with significant increased contents was raised significantly in mycelia of Paecilomyces militaris on the second and third incubation days. The main species with increased contents were esters and their hydrolized products, destruxin B, variotin and some unidentified nitrogin contained compounds. (2) The number of metabolites with significant raised contents was decreased significantly on the fourth and fifth incubation days. The main species with increased contents were ophiocordin and destruxin A. (3) Apart from peptide antibiotics such as several beauverolides, the content increased metabolites included also several organic acids, amino acids, rhamnose, trehalose, cerebroside and riboflavine during the sixth to ninth incubation days. [Conclusion] The secondary metabolites in