1.Structure identification of two new cerebrosides from Helicia nilagirica Beed.
Tong WU ; De-Yun KONG ; Hui-Ting LI
Acta Pharmaceutica Sinica 2004;39(7):525-527
AIMTo study the bioactive components from Helicia nilagirica.
METHODSCompounds were separated with a combination of multi-chromatography. Their chemical structures were determined on the basis of spectral analysis and chemical evidence.
RESULTSTwo compounds were isolated from the leaves of Helicia nilagirica. Compound 1 was elucidated as 1-O-3-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2'R)-2'-hyd roxylignocenoyl-amino]-8-octadecene-1, 3, 4-triol. Compound 2 was an analogue of 1.
CONCLUSIONThe two compounds are new cerebrosides.
Cerebrosides ; chemistry ; isolation & purification ; Glucosylceramides ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plant Leaves ; chemistry ; Plants, Medicinal ; chemistry ; Proteaceae ; chemistry
2.A study on demyelinating effect of galactocerebroside in experimental allergic encephalomyelitis.
Shin Kwang KHANG ; Je G CHI ; Sang Kook LEE
Journal of Korean Medical Science 1988;3(3):89-98
An experimental allergic encephalomyelitis was induced by bovine myelin basic protein (MBP) and bovine galactocerebroside (GC) on male guinea pigs. Animals were divided into five experimental and one control groups. Among the five experimental groups, three were inoculated with 75 micrograms, 150 micrograms and 300 micrograms of MBP, respectively, to see the dose dependency of demyelination. The fourth group was inoculated with mixture of 75 micrograms of MBP and 180 micrograms of GC and the fifth group with 180 micrograms GC. All inocula was injected intradermally in emulsion state mixed with equal amount of complete Freund adjuvant. Control group was injected with adjuvant only. Clinical symptoms began to appear from 15th day after inoculation and animals were sacrificed on maximum neurologic deficit or 4 to 5 days after the onset of symptoms. Demyelination was observed in 6 out of 8 animals inoculated with MBP/GC mixture, while only 3 out of 24 animals inoculated with various dosage of MBP showed demyelination. The difference was statistically significant. Serum antibodies to MBP and GC were measured by ELISA method. All of the eight animals inoculated with MBP/GC mixture and two animals inoculated with GC had low titer of anti-GC antibodies, while all animals inoculated with MBP, MBP alone or MBP/GC mixture, had high titer of anti-MBP antibodies. Therefor it is concluded that the demyelination is augmented by GC and is not significantly dose-dependent on MBP.
Animals
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Autoantibodies/*immunology
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Central Nervous System/*immunology/pathology
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Cerebrosides/*immunology
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Dose-Response Relationship, Drug
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Encephalomyelitis, Autoimmune, Experimental/*metabolism/pathology
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Galactosylceramides/*immunology
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Guinea Pigs
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Male
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Myelin Basic Protein/*immunology
3.A study on demyelinating effect of galactocerebroside in experimental allergic encephalomyelitis.
Shin Kwang KHANG ; Je G CHI ; Sang Kook LEE
Journal of Korean Medical Science 1988;3(3):89-98
An experimental allergic encephalomyelitis was induced by bovine myelin basic protein (MBP) and bovine galactocerebroside (GC) on male guinea pigs. Animals were divided into five experimental and one control groups. Among the five experimental groups, three were inoculated with 75 micrograms, 150 micrograms and 300 micrograms of MBP, respectively, to see the dose dependency of demyelination. The fourth group was inoculated with mixture of 75 micrograms of MBP and 180 micrograms of GC and the fifth group with 180 micrograms GC. All inocula was injected intradermally in emulsion state mixed with equal amount of complete Freund adjuvant. Control group was injected with adjuvant only. Clinical symptoms began to appear from 15th day after inoculation and animals were sacrificed on maximum neurologic deficit or 4 to 5 days after the onset of symptoms. Demyelination was observed in 6 out of 8 animals inoculated with MBP/GC mixture, while only 3 out of 24 animals inoculated with various dosage of MBP showed demyelination. The difference was statistically significant. Serum antibodies to MBP and GC were measured by ELISA method. All of the eight animals inoculated with MBP/GC mixture and two animals inoculated with GC had low titer of anti-GC antibodies, while all animals inoculated with MBP, MBP alone or MBP/GC mixture, had high titer of anti-MBP antibodies. Therefor it is concluded that the demyelination is augmented by GC and is not significantly dose-dependent on MBP.
Animals
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Autoantibodies/*immunology
;
Central Nervous System/*immunology/pathology
;
Cerebrosides/*immunology
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Dose-Response Relationship, Drug
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Encephalomyelitis, Autoimmune, Experimental/*metabolism/pathology
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Galactosylceramides/*immunology
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Guinea Pigs
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Male
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Myelin Basic Protein/*immunology
4.New cerebroside from leaves of pineapple.
Jin-Ping WANG ; Hong-Ying WANG ; Li-Jun DU ; Yi DING ; Dong-Ming XING ; Wei WANG
China Journal of Chinese Materia Medica 2007;32(5):401-403
OBJECTIVETo study the chemical constituents of the leaves of pineapple.
METHODChromatographic methods were used to isolate compounds from the leaves of pineapple and spectral methods were used to identify the structures of the isolated compounds.
RESULTCompound 1 was isolated from the leaves of pineapple. It was identified as 1-O-beta-D-glucopyranosyl-(2S, 3R, 4E, 11E)-2-[(2(R)-hydroxydocosanoyl) amido]-4, 11-hexadecanediene-1, 3-diol.
CONCLUSIONCompound 1 was a new compound.
Ananas ; chemistry ; Cerebrosides ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plant Leaves ; chemistry ; Plants, Medicinal ; chemistry
5.A study on the chemical constituents from Polyporus ellissi.
Jin-ming GAO ; An-ling ZHANG ; Huan-ying YAO ; Jie SHEN
China Journal of Chinese Materia Medica 2003;28(10):943-946
OBJECTIVETo study the chemical constituents of Polyporus ellissi.
METHODSilica gel column chromatography was applied for the isolation and purification of the constituents. The structures were established by means of spectroscopic and chemical data.
RESULTSix compounds were obtained and identified as cerebroside B (I), cerebroside D (II), ergosterol peroxide (III), 9(11)-dehydroergosterol peroxide (IV), mannitol (V) and palmitate-1-glycerol (VI).
CONCLUSIONCompounds (I) and (II) were isolated from the genus Polyporus for the first time.
Cerebrosides ; chemistry ; isolation & purification ; Mannitol ; chemistry ; isolation & purification ; Molecular Structure ; Polyporaceae ; chemistry
6.Studies on chemical constituents in herba of Lysimachia davurica.
Jing-kui TIAN ; Zhong-mei ZOU ; Li-zhen XU ; Shi-lin YANG
China Journal of Chinese Materia Medica 2002;27(4):283-284
OBJECTIVETo study the chemical constituents from the whole plant of Lysimachia davurica.
METHODThe constituents were separated and purified by column chromatograph, and identified by spectral analysis and physical data.
RESULTSix compounds were isolated and identified as triacontanoic acid(I), palmitic acid(II), beta-amyrin(III), stigmasterol(IV), oleanolic acid(V), soya-cerebroside I (VI).
CONCLUSIONI, III, VI were isolated from this gene for the first time.
Cerebrosides ; chemistry ; isolation & purification ; Oleanolic Acid ; analogs & derivatives ; Plants, Medicinal ; chemistry ; Primulaceae ; chemistry ; Triterpenes ; chemistry ; isolation & purification
7.Chemical study on fruiting bodies of Boletus vioaceo-fuscus.
Bing-ji MA ; Yuan RUAN ; Ji-kai LIU
China Journal of Chinese Materia Medica 2007;32(17):1766-1767
OBJECTIVETo investigate the chemical constituents of Boletus vioaceo-fuscus.
METHODThe compounds were isolated with column chromatography. The structures were determined by spectroscopic techniques.
RESULTSix compounds were isolated from the fruiting bodies of Boletus vioaceo-fiuscus. They were identified as ergosta-5, 7, 22-triene-3beta-ol (1), dihydrofuran-2, 5-dione (2), (22E, 24R)-5alpha, 6alpha-epoxyergosta-8, 22-diene-3beta, 7alpha-diol (3), (22E, 24R)-5alpha, 6alpha-epoxyergosta-8 (14), 22-diene-3beta, 7alphadiol (4), cerebroside B (5) and adenosine (6), respectively.
CONCLUSIONAll the Compounds were obtained from the fruiting bodies of Boletus vioaceo-fiscus for the first time.
Adenosine ; chemistry ; isolation & purification ; Basidiomycota ; chemistry ; Cerebrosides ; chemistry ; isolation & purification ; Fruiting Bodies, Fungal ; chemistry ; Phytosterols ; chemistry ; isolation & purification
8.Effects of sea cucumber cerebroside and its long-chain base on lipid and glucose metabolism in obese mice.
Zhuang GAO ; Xin ZHOU ; Xiao-qian HU ; Chang-hu XUE ; Jie XU ; Yu-ming WANG
Journal of Zhejiang University. Medical sciences 2012;41(1):60-64
OBJECTIVETo investigate the effect of sea cucumber cerebroside(SCC) and its long-chain base(LCB) on lipid and glucose metabolism in obese mice.
METHODSThe mouse obese model was established by feeding high fat diet. The mice were randomly assigned to 4 groups: control group, model group, SCC group and LCB group. After 4 weeks, the glucose tolerance test was undertaken. After 5 weeks, the body fat content, organic indexes, serum lipid level, glycemic index and liver lipid level were determined.
RESULTSCompared with the model group, the glucose tolerance in the SCC group and LCB group was ameliorated significantly (P<0.01, P<0.05); glycemic index (P<0.01, P<0.01), the weight of adipose tissue (P<0.05, P<0.01) and the hepatic TG were reduced significantly (P<0.05, P<0.05).
CONCLUSIONSea cucumber cerebroside and its long-chain base can improve the glucose and lipid metabolism in obese mice.
Animals ; Blood Glucose ; metabolism ; Cerebrosides ; pharmacology ; Lipid Metabolism ; Lipids ; blood ; Male ; Mice ; Mice, Inbred C57BL ; Mice, Obese ; Obesity ; blood ; drug therapy ; Sea Cucumbers ; chemistry
9.Chemical constituents from flos Sesamum indicum L.
Yong-Mei HU ; Wen-Cai YE ; Zhi-Qi YIN ; Shou-Xun ZHAO
Acta Pharmaceutica Sinica 2007;42(3):286-291
Sesame (Sesamum indicum L. ) belongs to Pedaliaceae, and its dry flowers have been used to cure alopecia, frostbite and constipation as a Traditional Chinese Medicine. Interestingly, the Flos Sesamum indicum L. was usually used to cure verruca vulgaris and verruca plana in folk of China, and showed a pleasant result. Previous chemical investigations of this plant mainly concentrate on its seeds, showed the presence of proteins and fat oils, herein we make a systematic chemical research on the dry flowers of this plant. Column chromatography including silica gel, C18 and Sephadex LH-20 were used to separate the chemical constituents and the structures were determined by chemical and spectroscopic methods. Ten compounds were isolated from the 95% ethanol extract of the plant and elucidated as latifonin (1), momor-cerebroside (2), soya-cerebroside II (3), 1-O-beta-D-glucopyranosyl-(2S, 3S, 4R, 5E,9Z)-2-N-(2'-hydroxytetracosanoyl) 1,3,4-trihydroxy-5,9-octadienine (4), 1-O-beta-D-glucopyranosyl-(2S, 3S, 4R, 8Z)-2-N-(2' R) 2'-hydroxytetracosanoyl) 3,4-dihydroxy-8-octadene (5), (2S, 1" S) -aurantiamide acetate (6), benzyl alcohol-O-(2'-O-beta-D-xylopyranosyl, 3'-O-beta-D-glucopyranoside)-beta-D-glucopyranoside (7), beta-sitosterol (8), daucosterol (9) and D-galacititol (10). Among them, 4 is a new compound, and others were isolated from the flowers of the plant for the first time. Compounds 2 to 4 belong to cerebroside, which is rare to be found in land plants and was proved to possess many bioactivities.
Cerebrosides
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chemistry
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isolation & purification
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Flowers
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chemistry
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Glycolipids
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chemistry
;
isolation & purification
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Molecular Conformation
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Molecular Structure
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Plants, Medicinal
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chemistry
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Sesamum
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chemistry
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Sitosterols
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chemistry
;
isolation & purification
10.Studies on chemical constituents in seeds of Cicer arietinum.
Yong-xia TAN ; Yu-hua SUN ; Ruo-yun CHEN
China Journal of Chinese Materia Medica 2007;32(16):1650-1652
OBJECTIVETo study the chemical constituents in seeds of Cicer arietinum, so that to find bioactive natural products.
METHODDried and sprouted seeds of C. arietinum were extracted with ethanol of various concentrations respectively, then isolated and purified by silica gel, macroreticular resin D 101, Sephadex LH -20 gel column chromatography, and structures of compounds were identified by spectral analysis.
RESULTNine compounds have been isolated and identified: 3-hydroxy-olean-12-ene (1), biochanin A-7-O-beta-D-glucoside (2), cerebroside (3), 1-ethyl-alpha-L-galactoside (4), uridine (5), adenosine (6), trytophan (7), biochanin A (8), fomononetin (9).
CONCLUSIONCompounds 1, 3, 4, 6, 7 were isolated from genus Cicer for the first time.
Adenosine ; chemistry ; isolation & purification ; Cerebrosides ; chemistry ; isolation & purification ; Chromatography, Gel ; Cicer ; chemistry ; Plants, Medicinal ; chemistry ; Seeds ; chemistry ; Triterpenes ; chemistry ; isolation & purification