Objective:Dichocarpum auriculatum,an endangered perennial herb,is endemic to China and has been used as folk medicines for the treatment of cough,hepatitis,scrofula,and epilepsy.However,there is no phytochemical repor...Objective:Dichocarpum auriculatum,an endangered perennial herb,is endemic to China and has been used as folk medicines for the treatment of cough,hepatitis,scrofula,and epilepsy.However,there is no phytochemical report on this herbal so far.For the resource development and protective importance of this endangered medicinal plant,a phytochemical study was undertaken.Methods:The chemical constituents were purified by silica gel column,Sephadex LH-20 column,and semi-preparative reversed phase HPLC.NMR and MS spectra were used for structural identification.Results:Thirteen compounds were isolated from D.auriculatum.Their structures were characterized as jatrorrhizine(1),berberine(2),steponine(3),magnoflorine(4),coclauril(5),menisdaurin(6),menisdaurilide(7),aquilegiolide(8),(6 R,9 S)-3-oxo-α-ionol-β-D-glucopyranoside(9),blumenol C glucoside(10),palmitic acid(11),dibutylphthalate(12),and auriculatum A(13).Conclusion:Compound 13 is a new diester terephthalate derivative.All the compounds are obtained from the genus Dichocarpum for the first time,and compounds 9 and 10 have potential chemotaxonomic significance to the genus Dichocarpum.展开更多
Two new megastigmane O-glucopyranosides, named （2R,3R,5R,6S,9R）-3-hydroxy-5,6-epoxy-β-ionol-2-O-β-D-glucopyrano- side （1） and （2R,3R,5R,6S,9R）-3-hydroxyl-5,6-epoxy-acety-β-ionol-2-O-β-D-glucopyranoside （2）...Two new megastigmane O-glucopyranosides, named （2R,3R,5R,6S,9R）-3-hydroxy-5,6-epoxy-β-ionol-2-O-β-D-glucopyrano- side （1） and （2R,3R,5R,6S,9R）-3-hydroxyl-5,6-epoxy-acety-β-ionol-2-O-β-D-glucopyranoside （2） together with six known mega- stigmanes, were isolated from the leaves of Broussonetia papyrifera （Linn.） Vent. Their structures were established by chemical methods and spectroscopic techniques including 2D NMR.展开更多
Our continued works on the chemical constituents of Ginkgo biloba(G.biloba)leaves has led to the isolation of two novel phenylbutenoids(1,2),along with five previously unidentified terpene glycosides(3−7).Among them,c...Our continued works on the chemical constituents of Ginkgo biloba(G.biloba)leaves has led to the isolation of two novel phenylbutenoids(1,2),along with five previously unidentified terpene glycosides(3−7).Among them,compounds 1 and 2 represent unique(Z)-phenylbutenoids,3−6 are megastigmane glycosides,and 7 is identified as a rare bilobanone glycoside(Fig.1).This study marks the first reported isolation of phenylbutenoid and bilobanone glycoside from G.biloba.The chemical structures of these compounds were elucidated through extensive spectroscopic analysis,including HR-ESI-MS and various 1D and 2D NMR experiments.Furthermore,the absolute configurations of these molecules were determined using Mosher’s method,ECD experiments,and Cu-KαX-ray crystallographic analyses.展开更多
From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to ...From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to be megastig-mane glycosides, named symplocosionosides A-C. The absolute structure of 1 was determined by the modified Mosher’s method. Compound 4 was found to be a neolignan glucoside and named symplocosneolignan. The structures of com-pounds 5 and 6, named symplocosins A and B, were elucidated to be the saponins of hederagenin sugar esters. The structures of the remaining known compounds (7 - 12) were identified by comparison of spectroscopic data with those reported in the literature.展开更多
Two new megastigmane glycosides,7Z-roseoside,and 7Z-trifostigmanoside Ⅰ,as well as,four known compounds,trifostigmanoside Ⅱ,epimedin C,3＇,7-dihydroxy-4＇-methoxyisoflavone-7-D-glucopyranoside,and formenonetin,were ...Two new megastigmane glycosides,7Z-roseoside,and 7Z-trifostigmanoside Ⅰ,as well as,four known compounds,trifostigmanoside Ⅱ,epimedin C,3＇,7-dihydroxy-4＇-methoxyisoflavone-7-D-glucopyranoside,and formenonetin,were isolated from Polygala hongkongensis Hemsl.The structures of the isolated compounds were established on the basis of UV,IR,NMR,and MS spectral data.Megastigmane glycosides（1-3）were isolated from the family Polygalaceae for the first time.展开更多
Abstract: Schisandra rubriflora Rehd. et Wils. is a traditional Chinese medicine. To search for new and bioactive components from traditional Chinese medicines and provide scientific evidence for taxonomy, the chemica...Abstract: Schisandra rubriflora Rehd. et Wils. is a traditional Chinese medicine. To search for new and bioactive components from traditional Chinese medicines and provide scientific evidence for taxonomy, the chemical constituents of the plant were investigated by various column chromatography methods (silica gel, Sephadex LH-20, and RP-18). From the aerial parts of S. rubriflora, three new megastigmane glycosides, namely (3S, 5R, 6S, 9R)-megastigmane-3, 9-diol 3-O-[α-L-arabionfuranosyl-(1→6)-β-D-glucopyranoside] (1), 7-megastigmene-3-ol-9-one 3-O-[α-L-arabionfuranosyl-(1→6)-β-D-glucopyranoside] (2), and megastigmane-3α, 4β, 9σ-triol 3-O-β-D-glucopyranoside (3), along with 14 known compounds, were isolated. The structures of the new compounds were elucidated by a combination of spectroscopic and chemical methods.展开更多
The present study was designed to investigate the chemical constituents of the whole herb of Dichrocephala benthamii. A new megastigmane glucoside(compound 1), together with its four known analogues(compounds 2-5), wa...The present study was designed to investigate the chemical constituents of the whole herb of Dichrocephala benthamii. A new megastigmane glucoside(compound 1), together with its four known analogues(compounds 2-5), was obtained. Their structures were elucidated on the basis of spectroscopic analyses(UV, IR, MS, and 1D and 2D NMR). The absolute configuration of compound 1was assigned on the basis of CD method and chemical evidence. In addition, their cytotoxicity against human hepatoma cells(Hep G-2) was evaluated by the MTT method. Compound 5 showed weak activity against Hep G-2, while the other compounds did not show remarkable inhibitory effects.展开更多
文摘目的:研究核桃种皮的化学成分。方法:采用硅胶,MCI凝胶,Sephadex LH-20柱色谱和制备高效液相色谱进行单体化合物分离,采用EI-MS,FAB-MS,NMR对化合物结构进行鉴定,并采用气质联用对核桃种皮中的挥发性成分进行分析。结果:通过经典色谱方法分离得到15个化合物,经光谱分析方法分别鉴定为红景天苷(1),(6S,9S)-长寿花糖苷(2),(6S,9R)-长寿花糖苷(3),blumenol C glucoside(4),byzantionoside B(5),5-羟基-2-甲氧基-1,4-萘醌(6),没食子酸(7),甘油-1-(9Z-十八碳烯酯)-2-(9Z,12Z-十八碳二烯酯)-3-(9Z,12Z,15Z-十八碳三烯酯)(8),甘油-1,2,3-三-(9Z,12Z-十八碳二烯酯)(9),甘油-1,2,3-三-(9Z,12Z,15Z-十八碳三烯酯)(10),甘油-1-十六碳烷酯-2,3-二-(9Z,12Z-十八碳二烯酯)(11),并通过GC-MS指认了35个化合物。结论:化合物1～5,8～11首次核桃中分离得到,并首次采用GC-MS研究了核桃种皮中的挥发性成分。
基金funded by the CAMS Innovation Fund for Medical Sciences(CIFMS)ID:2016-I2M-1012Major Scientific and Technological Special Project for“Significant New Drugs Creation”(No.2018ZX09711001-008007).
文摘Objective:Dichocarpum auriculatum,an endangered perennial herb,is endemic to China and has been used as folk medicines for the treatment of cough,hepatitis,scrofula,and epilepsy.However,there is no phytochemical report on this herbal so far.For the resource development and protective importance of this endangered medicinal plant,a phytochemical study was undertaken.Methods:The chemical constituents were purified by silica gel column,Sephadex LH-20 column,and semi-preparative reversed phase HPLC.NMR and MS spectra were used for structural identification.Results:Thirteen compounds were isolated from D.auriculatum.Their structures were characterized as jatrorrhizine(1),berberine(2),steponine(3),magnoflorine(4),coclauril(5),menisdaurin(6),menisdaurilide(7),aquilegiolide(8),(6 R,9 S)-3-oxo-α-ionol-β-D-glucopyranoside(9),blumenol C glucoside(10),palmitic acid(11),dibutylphthalate(12),and auriculatum A(13).Conclusion:Compound 13 is a new diester terephthalate derivative.All the compounds are obtained from the genus Dichocarpum for the first time,and compounds 9 and 10 have potential chemotaxonomic significance to the genus Dichocarpum.
文摘Two new megastigmane O-glucopyranosides, named （2R,3R,5R,6S,9R）-3-hydroxy-5,6-epoxy-β-ionol-2-O-β-D-glucopyrano- side （1） and （2R,3R,5R,6S,9R）-3-hydroxyl-5,6-epoxy-acety-β-ionol-2-O-β-D-glucopyranoside （2） together with six known mega- stigmanes, were isolated from the leaves of Broussonetia papyrifera （Linn.） Vent. Their structures were established by chemical methods and spectroscopic techniques including 2D NMR.
基金supported by the National Natural Science Foundation of China(Nos.82141203,82003624,82004003,82004215)the Science and Technology Commission of Shanghai Municipality(Nos.20YF1458700,20YF1459000)+1 种基金the Innovation Team and Talents Cultivation Program of National Administration of Traditional Chinese Medicine(No.ZYYCXTDD-202004)Shanghai Frontiers Science Center of TCM Chemical Biology,Shanghai Engineering Research Center for the Preparation of Bioactive Natural Products(No.16DZ2280200).
文摘Our continued works on the chemical constituents of Ginkgo biloba(G.biloba)leaves has led to the isolation of two novel phenylbutenoids(1,2),along with five previously unidentified terpene glycosides(3−7).Among them,compounds 1 and 2 represent unique(Z)-phenylbutenoids,3−6 are megastigmane glycosides,and 7 is identified as a rare bilobanone glycoside(Fig.1).This study marks the first reported isolation of phenylbutenoid and bilobanone glycoside from G.biloba.The chemical structures of these compounds were elucidated through extensive spectroscopic analysis,including HR-ESI-MS and various 1D and 2D NMR experiments.Furthermore,the absolute configurations of these molecules were determined using Mosher’s method,ECD experiments,and Cu-KαX-ray crystallographic analyses.
文摘From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to be megastig-mane glycosides, named symplocosionosides A-C. The absolute structure of 1 was determined by the modified Mosher’s method. Compound 4 was found to be a neolignan glucoside and named symplocosneolignan. The structures of com-pounds 5 and 6, named symplocosins A and B, were elucidated to be the saponins of hederagenin sugar esters. The structures of the remaining known compounds (7 - 12) were identified by comparison of spectroscopic data with those reported in the literature.
文摘Two new megastigmane glycosides,7Z-roseoside,and 7Z-trifostigmanoside Ⅰ,as well as,four known compounds,trifostigmanoside Ⅱ,epimedin C,3＇,7-dihydroxy-4＇-methoxyisoflavone-7-D-glucopyranoside,and formenonetin,were isolated from Polygala hongkongensis Hemsl.The structures of the isolated compounds were established on the basis of UV,IR,NMR,and MS spectral data.Megastigmane glycosides（1-3）were isolated from the family Polygalaceae for the first time.
文摘Abstract: Schisandra rubriflora Rehd. et Wils. is a traditional Chinese medicine. To search for new and bioactive components from traditional Chinese medicines and provide scientific evidence for taxonomy, the chemical constituents of the plant were investigated by various column chromatography methods (silica gel, Sephadex LH-20, and RP-18). From the aerial parts of S. rubriflora, three new megastigmane glycosides, namely (3S, 5R, 6S, 9R)-megastigmane-3, 9-diol 3-O-[α-L-arabionfuranosyl-(1→6)-β-D-glucopyranoside] (1), 7-megastigmene-3-ol-9-one 3-O-[α-L-arabionfuranosyl-(1→6)-β-D-glucopyranoside] (2), and megastigmane-3α, 4β, 9σ-triol 3-O-β-D-glucopyranoside (3), along with 14 known compounds, were isolated. The structures of the new compounds were elucidated by a combination of spectroscopic and chemical methods.
基金supported financially by the Chinese National S&T Special Project on Major New Drug Innovation(No.2013ZX09508104)Innovative Research Team in Institute of Medicinal Plant Development(IMPLD)
文摘The present study was designed to investigate the chemical constituents of the whole herb of Dichrocephala benthamii. A new megastigmane glucoside(compound 1), together with its four known analogues(compounds 2-5), was obtained. Their structures were elucidated on the basis of spectroscopic analyses(UV, IR, MS, and 1D and 2D NMR). The absolute configuration of compound 1was assigned on the basis of CD method and chemical evidence. In addition, their cytotoxicity against human hepatoma cells(Hep G-2) was evaluated by the MTT method. Compound 5 showed weak activity against Hep G-2, while the other compounds did not show remarkable inhibitory effects.
