Two new C21 steroidal glycosides, cynanauriculoside I and cynanauriculoside II, were isolated from the roots of Cynanchum aurichulatum. Their structures were established using spectroscopic methods including one and ...Two new C21 steroidal glycosides, cynanauriculoside I and cynanauriculoside II, were isolated from the roots of Cynanchum aurichulatum. Their structures were established using spectroscopic methods including one and two-dimensional NMR.展开更多
Two new steroidal glycosides named Lm-4 （1） and Lm-5 （2） were isolated from the tubers of Liriope muscari. Their structures were elucidated by 1D and 2D NMR, ESI/MALDIMS techniques, and chemical methods.
Two new C-27 steroidal: glycosides, named ophiopojaponin A(1)and B(2), were isolated from the tubers of famous traditional Chinese herb-Ophiopogon japonicus. The spectroscopic and chemical evidences revealed their str...Two new C-27 steroidal: glycosides, named ophiopojaponin A(1)and B(2), were isolated from the tubers of famous traditional Chinese herb-Ophiopogon japonicus. The spectroscopic and chemical evidences revealed their structures to be Pennogenin 3-O-[2'-O-acetyl-alpha-L-rhamnopyranosyl (1-->2)]-beta-D-xylopyranosyl (1-->3)-beta-D-glucopyranoside (1) and 26-O-beta-D-glucopyranosyl-(22 xi, 25R)-3 beta, 14 alpha, 22 xi, 26-tetrahydroxyfurost-5-ene 3-O-alpha-L-rhamnopyranosyl (1-->2)-beta-D-glucopyranoside (2), respectively.展开更多
Two new C21 steroidal glycosides,paniculatumosides H and I,together with four known ones were isolated from the roots of Cynanchum paniculatum(Bge.)Kitag.Their structures were identifed by spectroscopic methods includ...Two new C21 steroidal glycosides,paniculatumosides H and I,together with four known ones were isolated from the roots of Cynanchum paniculatum(Bge.)Kitag.Their structures were identifed by spectroscopic methods including extensive 1D and 2D NMR techniques.All compounds were subjected to detect the anti-tobacco mosaic virus(TMV)activities and their cytotoxities against three human tumor cell lines(SMMC-7721,MDA-MB-231 and A549).The results showed that compounds 1 and 5 exhibited potent protective activities against TMV,while 2,4 and 6 had moderate efects on the SMMC7721 cancer cells viability.展开更多
Two new spirostanol glycosides named agamenoside A and B, were isolated from the fermented leaves of Agave americana. Their structures were elucidated as (23S, 25R)-5a -spirostan-3b, 6a, 23-triol 3-O-a-L-rhamnopyrano...Two new spirostanol glycosides named agamenoside A and B, were isolated from the fermented leaves of Agave americana. Their structures were elucidated as (23S, 25R)-5a -spirostan-3b, 6a, 23-triol 3-O-a-L-rhamnopyranosyl-(13)- b-D-glucopyranosyl-(12)-[b-D- xylopyranosyl-(13)]-b-D-glucopyranosyl-(14)-b-D-galactopyranoside (1) and (25R)-5a-spiro- stan-3b, 6a-diol 3-O-b-D-glucopyranosyl-(12)-[ b-D-xylopyranosyl-(13)]- b-D-glucopyra- nosyl-(14)- b-D-galactopyranoside (2) by a combination of chemical and spectral methods.展开更多
Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl...Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl) hexacosanate 1 and 6-(stigmasteroyl-3-O-β-glucopy-ranosidy1) linolenate 2, respectively.展开更多
Two new steroidal glycosides named cyanoauriculoside A （1） and B （2）, have been isolated from the roots of Cynanchum auriculatum Royle ex Wight. The structure of cyanoauriculoside A （1） was determined to be 20-O...Two new steroidal glycosides named cyanoauriculoside A （1） and B （2）, have been isolated from the roots of Cynanchum auriculatum Royle ex Wight. The structure of cyanoauriculoside A （1） was determined to be 20-O-acetyl-penupogenin-3-O-β-D- glucopyranosyl-（ 1 →4）-β-D-glucopyranosyl-（ 1 →4）-α -L-cymaropyranosyl- （ 1 →4）-β-D-cymaropyranosyl- （ 1 →4）-α-L-diginopyranosyl-（1→4）-β-D-cymaropyranoside. Cyanoauriculoside B （2） was characterized as 20-O-acetylpenupogenin-3-O-β-D-gluco- pyranosyl-（ 1 →4）-α-L-cymaropyranosyl-（ 1 →4）-β-D-cymaropyranosyl-（ 1 →4）-α-L-diginopyranosyl-（ 1 →4）-β-D-cymaropyranoside. The structures of these compounds were elucidated based on the chemical and spectroscopic evidence.展开更多
To study the chemical constituents from traditional Chinese herb Ophiopogon japonicus （Thunb.） Ker-Gawl., a new steroidal glycoside, named ophiopojaponin C （1）, together with two known ones, was isolated by column...To study the chemical constituents from traditional Chinese herb Ophiopogon japonicus （Thunb.） Ker-Gawl., a new steroidal glycoside, named ophiopojaponin C （1）, together with two known ones, was isolated by column chromatography. Spectroscopic and chemical evidence revealed the structures to be ophiopogenin 3-O-[α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→4）-β-D-glucopyranoside （1）, diosgenin 3-O-[2-O-acetyl-α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→3）-β-D-glucopyranoside （2）, and ruscogenin 1-O-[2-O-acetyl-α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→3）-β-D-fucopyranoside （3）.展开更多
Two new C-22 steroidal lactone glycosides, named dracaenoside A and B were isolated from the methanol extract of the fresh stem of Dracaena cochinchinensis. Their structures were established as (20S)3b,14a,16b-trihyd...Two new C-22 steroidal lactone glycosides, named dracaenoside A and B were isolated from the methanol extract of the fresh stem of Dracaena cochinchinensis. Their structures were established as (20S)3b,14a,16b-trihydroxy pregn-5-ene-22-carboxylic acid (22,16)-lactone 3-O-a- L-rhamnopyranosyl (1→2)[ a-L-rhamnopyranosyl (1→4)]-b-D-glucopyranoside and (20S)3b, 14a, 16b-trihydroxy pregn-5-ene-22-carboxylic acid (22,16)-lactone 3-O-a-L-rhamnopyranosyl (1→2) [b-D-glucopyranosyl(1→3)]-b-D-glucopyranoside by means of 2D NMR spectral and chemical methods. It is the first time that steroidal lactone glycosides were isolated from the genus Dracaena.展开更多
Two new C-21 steroidal glycosides, mucronatosides M（1） and N（2）, were isolated from the stems of Stephanotis mucronata, together with one known compound stephanoside M（3）. On the basis of chemical evidence and e...Two new C-21 steroidal glycosides, mucronatosides M（1） and N（2）, were isolated from the stems of Stephanotis mucronata, together with one known compound stephanoside M（3）. On the basis of chemical evidence and extensive spectroscopic methods, including one-dimensional and two-dimensional NMR, the structures of the two new compounds were identified as 12-O-tigloyl-20-O-N-methylanthraniloyl sarcoslin 3-O-β-D-glucopyranosyl-（1→4）-6- deoxy-3-O-methyl-β-D-allopyranosyl-（→4）-β-D-cymaropyranosyl-（1→4）-β-D-cymaropyranoside （1）, and 12-O- cinnamoyl-20-O-nicotinoyl（ 2OS）-pregn-6-ene-3 β,5α,8βm12 β,14β,17β,20-heptanol 3-O-β-D-glucopyranosyl-（1→4）-6- deoxy-3-O-methyl-β-D-allopyranosyl-（1→4）-β-D-cymaropyranosyl-（1→4）-β-D-cymaropyranoside （2）.展开更多
Objective To study the chemical constituents of Cynanchum auriculatum.Methods Two steroidal glycosides were purified by column chromatography and their structures were elucidated by spectroscopic analysis.Results and ...Objective To study the chemical constituents of Cynanchum auriculatum.Methods Two steroidal glycosides were purified by column chromatography and their structures were elucidated by spectroscopic analysis.Results and Conclusion Compound 1 is a new steroidal glycoside,named kidjoranin-3-O-β-D-cymaropyranoside.Compound 2 is isolated from this plant for the first time.展开更多
Objective To investigate the chemical structures of glycosides in the roots of Cynanchum otophyllum（Asclepiadaceae） and to find new glycosides. Methods The total glycosides in the roots of C. olophyllum were separat...Objective To investigate the chemical structures of glycosides in the roots of Cynanchum otophyllum（Asclepiadaceae） and to find new glycosides. Methods The total glycosides in the roots of C. olophyllum were separated by silica gel column chromatography. The structures of the resulting compounds were determined by NMR and FAB-MS spectra. Results Three C21 steroidal glycosides were separated. Their structures were determined as caudatin 3-O-（4-O-methyl-β-D-cymaropyranosyl）-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-D-glucopyranosyl-（1→4）-ɑ-L-rhamnopyranoside（1）, caudatin 3-O-β-D-digitoxopyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-Ddiginopyranosyl-（1→4）-β-D-glucopyranoside（2）, and caudatin 3-O-β-D-diginopyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-Dglucopyranoside（3）, respectively. Conclusion Glycosides 1-3 are new compounds.展开更多
Objective To investigate the structures of compounds in the rhizome of Cynanchum otophyllum（Asclepiadaceae）, and to find new C21 steroidal glycosides. Methods The ethyl acetate extract from the rhizome was subjected...Objective To investigate the structures of compounds in the rhizome of Cynanchum otophyllum（Asclepiadaceae）, and to find new C21 steroidal glycosides. Methods The ethyl acetate extract from the rhizome was subjected to acidic hydrolysis and isolated by column chromatography; The structures of the purified compounds were determined by spectral methods. Literature search confirmed whether those compounds were of new structures. Results Three compounds were isolated and their structures were deacetylmetaplexigenin 3-O-β-D-oleandropyranosyl-（1→4）-α-D-oleandropyranosyl-（1→4）-α-D-oleandropyranoside（1）, deacetylmetaplexigenin 3-O-α-D-oleandropyranosyl-（1→4）-β-D-thevetopyranosyl-（1→4）-α-D-oleandropyranoside（2）, and deacetylmeta-plexigenin 3-O-β-D-cymaropyranosyl-（1→4）-α-D-oleandropyranoside（3）, respectively. Conclusion Compounds 1-3 are new compounds.展开更多
Phytochemical investigations from the roots of Cynanchum stauntonii led to obtain four new C_（21） steroidal glycosides（1–4） and one known compound stauntoside F（5）. Their chemical structures were characterized ...Phytochemical investigations from the roots of Cynanchum stauntonii led to obtain four new C_（21） steroidal glycosides（1–4） and one known compound stauntoside F（5）. Their chemical structures were characterized by sophisticated analyses of IR, HRESI-TOF-MS, 1D, and 2D-NMR data, together with chemical methods, which showed interesting 13,14：14,15-disecopregnane-type skeleton or 14,15-secopregnane-type skeleton C_（21） steroidal glycosides. Among them, compound 1 was determined to be glaucogenin C 3-O-b-D-glucopyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-thevetopyranoside. Compound 2 was characterized to be hirundigenin 3-O-a-L-diginopyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-30-demethyl-thevetopyranoside. Compound 3 was identified to be（14S,16 S,20R）-14,16-14,20-15,20-triepoxy-14,15-secopregn-5-en-3-ol-3-O-a-L-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-oleandropyranoside.Compound 4 was identified to be（14S,16 S,20R）-14,16-14,20-15,20-triepoxy-14,15-secopregn-5-en-3-ol-3-O-a-L-cymaropyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-Dthevetopyranoside. Among them, compound 2 was hirundigenin type C21 steroidal glycoside that existed in nature as epimers due to the presence of 14-hemiketal hydroxyl group in its structure. In addition, the anti-inflammatory and cardiomyocyte protective effects of compounds 1–4 were evaluated. We found that they exhibited significant protective effects on hypoxia/reoxygenation induced cardiomyocyte injury, but did not showed obvious anti-inflammatory function.展开更多
A new kind of fluorine-containing amphiphiles -- perfluoroalkyl-containing steroidal glycos- ides were synthesized in good yield through perfluoroalkylation by means of sodium dithionite-initiated addition of R_FI to ...A new kind of fluorine-containing amphiphiles -- perfluoroalkyl-containing steroidal glycos- ides were synthesized in good yield through perfluoroalkylation by means of sodium dithionite-initiated addition of R_FI to olefinic system. Preliminary study showed that these glycosides could form vesicles in aqueous medium as observed by electron microscopy.展开更多
Two new 24-hydroxylated asterosaponins, sodium （20R,24S）-6α-O-（4-O-sodiumsulfato-β-D-quinovopyranosyl）-5α-cholest- 9（11）-en-3β,24-diol 3-sulfate （1） and sodium （20R,24S）-6α-O-β-O-methyl-β-D-quinovopyr...Two new 24-hydroxylated asterosaponins, sodium （20R,24S）-6α-O-（4-O-sodiumsulfato-β-D-quinovopyranosyl）-5α-cholest- 9（11）-en-3β,24-diol 3-sulfate （1） and sodium （20R,24S）-6α-O-β-O-methyl-β-D-quinovopyranosyl-（1→2）-β-D-xylopyranosyl- （1 → 3）-[3-D-glucopyranosyl]-5α-cholest-9（11）-en-3β,24-diol 3-sulfate （2）, were isolated from the starfish Culcita novaeguineae. Their structures were elucidated by extensive spectral analysis and chemical evidences.展开更多
The roots of the plant Cynanchum otophyllum C. K. Schneid(Apocynaceae), known as Qingyangshen in Chinese, are used for a long time as a traditional medicine by different ethnic communities in the Yunnan province(China...The roots of the plant Cynanchum otophyllum C. K. Schneid(Apocynaceae), known as Qingyangshen in Chinese, are used for a long time as a traditional medicine by different ethnic communities in the Yunnan province(China). The multiple properties and applications of this herbal medicine have been analyzed. C. otophyllum is a perennial herbal liana, nonedible, and generally wild harvested. A cultivation method has been proposed to increase the fruit set level. Qingyangshen is used essentially to treat epilepsy, rheumatism, or other inflammatory diseases. The plant can be found also in diverse polyherbal preparations used in cosmetic or as food supplement(detox products), and in phyto-preparations claimed to reduce hair loss. The plant is a rich reservoir of C-21 steroidal glycosides. Many bioactive compounds have been isolated from this plant and some of them have been pharmacologically characterized, such as otophyllosides, cynotophyllosides, cynanotins, cynotogenins, cynanchins, all briefly evocated here. The plant presents also interesting features in other domains. In particular, leave extracts of C. otophyllum C. K. Schneid contain proteases which are exploited for the local preparation of a cheese-like milk cake. Qingyangshen herbal preparation can be useful to treat epilepsy and inflammation. It has applications beyond medicine in the cosmetic and food industry.展开更多
文摘Two new C21 steroidal glycosides, cynanauriculoside I and cynanauriculoside II, were isolated from the roots of Cynanchum aurichulatum. Their structures were established using spectroscopic methods including one and two-dimensional NMR.
文摘Two new steroidal glycosides named Lm-4 （1） and Lm-5 （2） were isolated from the tubers of Liriope muscari. Their structures were elucidated by 1D and 2D NMR, ESI/MALDIMS techniques, and chemical methods.
基金a key project of Chinese Academy of sciences. We are grateful to the members of Instrument Group of Phytochemistry Laboratory, K
文摘Two new C-27 steroidal: glycosides, named ophiopojaponin A(1)and B(2), were isolated from the tubers of famous traditional Chinese herb-Ophiopogon japonicus. The spectroscopic and chemical evidences revealed their structures to be Pennogenin 3-O-[2'-O-acetyl-alpha-L-rhamnopyranosyl (1-->2)]-beta-D-xylopyranosyl (1-->3)-beta-D-glucopyranoside (1) and 26-O-beta-D-glucopyranosyl-(22 xi, 25R)-3 beta, 14 alpha, 22 xi, 26-tetrahydroxyfurost-5-ene 3-O-alpha-L-rhamnopyranosyl (1-->2)-beta-D-glucopyranoside (2), respectively.
基金supported financially by grants from the National Natural Science Foundation of China(Nos.31770389,81703393).
文摘Two new C21 steroidal glycosides,paniculatumosides H and I,together with four known ones were isolated from the roots of Cynanchum paniculatum(Bge.)Kitag.Their structures were identifed by spectroscopic methods including extensive 1D and 2D NMR techniques.All compounds were subjected to detect the anti-tobacco mosaic virus(TMV)activities and their cytotoxities against three human tumor cell lines(SMMC-7721,MDA-MB-231 and A549).The results showed that compounds 1 and 5 exhibited potent protective activities against TMV,while 2,4 and 6 had moderate efects on the SMMC7721 cancer cells viability.
基金This work was financially supported by the National Natural Science Foundation of China (NSFC) (39969005)The authors wish to thanks the members of analytic group of Laboratory of Phytochemistry,Kunming Institute of Botany for spectral measurements.
文摘Two new spirostanol glycosides named agamenoside A and B, were isolated from the fermented leaves of Agave americana. Their structures were elucidated as (23S, 25R)-5a -spirostan-3b, 6a, 23-triol 3-O-a-L-rhamnopyranosyl-(13)- b-D-glucopyranosyl-(12)-[b-D- xylopyranosyl-(13)]-b-D-glucopyranosyl-(14)-b-D-galactopyranoside (1) and (25R)-5a-spiro- stan-3b, 6a-diol 3-O-b-D-glucopyranosyl-(12)-[ b-D-xylopyranosyl-(13)]- b-D-glucopyra- nosyl-(14)- b-D-galactopyranoside (2) by a combination of chemical and spectral methods.
文摘Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl) hexacosanate 1 and 6-(stigmasteroyl-3-O-β-glucopy-ranosidy1) linolenate 2, respectively.
基金financial support of this work by the National Key Technology R&D Program in the 11th Five Year Plan of China(No.2007BAI48B08)
文摘Two new steroidal glycosides named cyanoauriculoside A （1） and B （2）, have been isolated from the roots of Cynanchum auriculatum Royle ex Wight. The structure of cyanoauriculoside A （1） was determined to be 20-O-acetyl-penupogenin-3-O-β-D- glucopyranosyl-（ 1 →4）-β-D-glucopyranosyl-（ 1 →4）-α -L-cymaropyranosyl- （ 1 →4）-β-D-cymaropyranosyl- （ 1 →4）-α-L-diginopyranosyl-（1→4）-β-D-cymaropyranoside. Cyanoauriculoside B （2） was characterized as 20-O-acetylpenupogenin-3-O-β-D-gluco- pyranosyl-（ 1 →4）-α-L-cymaropyranosyl-（ 1 →4）-β-D-cymaropyranosyl-（ 1 →4）-α-L-diginopyranosyl-（ 1 →4）-β-D-cymaropyranoside. The structures of these compounds were elucidated based on the chemical and spectroscopic evidence.
文摘To study the chemical constituents from traditional Chinese herb Ophiopogon japonicus （Thunb.） Ker-Gawl., a new steroidal glycoside, named ophiopojaponin C （1）, together with two known ones, was isolated by column chromatography. Spectroscopic and chemical evidence revealed the structures to be ophiopogenin 3-O-[α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→4）-β-D-glucopyranoside （1）, diosgenin 3-O-[2-O-acetyl-α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→3）-β-D-glucopyranoside （2）, and ruscogenin 1-O-[2-O-acetyl-α-L-rhamnopyranosyl（1→2）]-β-D-xylopyranosyl（1→3）-β-D-fucopyranoside （3）.
文摘Two new C-22 steroidal lactone glycosides, named dracaenoside A and B were isolated from the methanol extract of the fresh stem of Dracaena cochinchinensis. Their structures were established as (20S)3b,14a,16b-trihydroxy pregn-5-ene-22-carboxylic acid (22,16)-lactone 3-O-a- L-rhamnopyranosyl (1→2)[ a-L-rhamnopyranosyl (1→4)]-b-D-glucopyranoside and (20S)3b, 14a, 16b-trihydroxy pregn-5-ene-22-carboxylic acid (22,16)-lactone 3-O-a-L-rhamnopyranosyl (1→2) [b-D-glucopyranosyl(1→3)]-b-D-glucopyranoside by means of 2D NMR spectral and chemical methods. It is the first time that steroidal lactone glycosides were isolated from the genus Dracaena.
文摘Two new C-21 steroidal glycosides, mucronatosides M（1） and N（2）, were isolated from the stems of Stephanotis mucronata, together with one known compound stephanoside M（3）. On the basis of chemical evidence and extensive spectroscopic methods, including one-dimensional and two-dimensional NMR, the structures of the two new compounds were identified as 12-O-tigloyl-20-O-N-methylanthraniloyl sarcoslin 3-O-β-D-glucopyranosyl-（1→4）-6- deoxy-3-O-methyl-β-D-allopyranosyl-（→4）-β-D-cymaropyranosyl-（1→4）-β-D-cymaropyranoside （1）, and 12-O- cinnamoyl-20-O-nicotinoyl（ 2OS）-pregn-6-ene-3 β,5α,8βm12 β,14β,17β,20-heptanol 3-O-β-D-glucopyranosyl-（1→4）-6- deoxy-3-O-methyl-β-D-allopyranosyl-（1→4）-β-D-cymaropyranosyl-（1→4）-β-D-cymaropyranoside （2）.
基金support of National Natural Science Foundation of China (30370292)Natural Science Foundation of Jiangsu Province (BK2004062, BE2003329, BG200611)
文摘Objective To study the chemical constituents of Cynanchum auriculatum.Methods Two steroidal glycosides were purified by column chromatography and their structures were elucidated by spectroscopic analysis.Results and Conclusion Compound 1 is a new steroidal glycoside,named kidjoranin-3-O-β-D-cymaropyranoside.Compound 2 is isolated from this plant for the first time.
基金National Natural Science Foundation of China(30572322)Natural Science Foundation of Yunnan Province(2005C0036Q)
文摘Objective To investigate the chemical structures of glycosides in the roots of Cynanchum otophyllum（Asclepiadaceae） and to find new glycosides. Methods The total glycosides in the roots of C. olophyllum were separated by silica gel column chromatography. The structures of the resulting compounds were determined by NMR and FAB-MS spectra. Results Three C21 steroidal glycosides were separated. Their structures were determined as caudatin 3-O-（4-O-methyl-β-D-cymaropyranosyl）-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-D-glucopyranosyl-（1→4）-ɑ-L-rhamnopyranoside（1）, caudatin 3-O-β-D-digitoxopyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-Ddiginopyranosyl-（1→4）-β-D-glucopyranoside（2）, and caudatin 3-O-β-D-diginopyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-ɑ-D-oleandropyranosyl-（1→4）-β-Dglucopyranoside（3）, respectively. Conclusion Glycosides 1-3 are new compounds.
基金National Natural Science Foundation of China (30572322)Natural Science Foundation of Yunnan Province (2005C0036Q)
文摘Objective To investigate the structures of compounds in the rhizome of Cynanchum otophyllum（Asclepiadaceae）, and to find new C21 steroidal glycosides. Methods The ethyl acetate extract from the rhizome was subjected to acidic hydrolysis and isolated by column chromatography; The structures of the purified compounds were determined by spectral methods. Literature search confirmed whether those compounds were of new structures. Results Three compounds were isolated and their structures were deacetylmetaplexigenin 3-O-β-D-oleandropyranosyl-（1→4）-α-D-oleandropyranosyl-（1→4）-α-D-oleandropyranoside（1）, deacetylmetaplexigenin 3-O-α-D-oleandropyranosyl-（1→4）-β-D-thevetopyranosyl-（1→4）-α-D-oleandropyranoside（2）, and deacetylmeta-plexigenin 3-O-β-D-cymaropyranosyl-（1→4）-α-D-oleandropyranoside（3）, respectively. Conclusion Compounds 1-3 are new compounds.
基金supported by grants from Science and Technology Planning Project of Guangdong Province,China(No.2015B030301005)
文摘Phytochemical investigations from the roots of Cynanchum stauntonii led to obtain four new C_（21） steroidal glycosides（1–4） and one known compound stauntoside F（5）. Their chemical structures were characterized by sophisticated analyses of IR, HRESI-TOF-MS, 1D, and 2D-NMR data, together with chemical methods, which showed interesting 13,14：14,15-disecopregnane-type skeleton or 14,15-secopregnane-type skeleton C_（21） steroidal glycosides. Among them, compound 1 was determined to be glaucogenin C 3-O-b-D-glucopyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-thevetopyranoside. Compound 2 was characterized to be hirundigenin 3-O-a-L-diginopyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-30-demethyl-thevetopyranoside. Compound 3 was identified to be（14S,16 S,20R）-14,16-14,20-15,20-triepoxy-14,15-secopregn-5-en-3-ol-3-O-a-L-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-D-oleandropyranoside.Compound 4 was identified to be（14S,16 S,20R）-14,16-14,20-15,20-triepoxy-14,15-secopregn-5-en-3-ol-3-O-a-L-cymaropyranosyl-（1 → 4）-b-D-cymaropyranosyl-（1 → 4）-b-D-digitoxopyranosyl-（1 → 4）-b-Dthevetopyranoside. Among them, compound 2 was hirundigenin type C21 steroidal glycoside that existed in nature as epimers due to the presence of 14-hemiketal hydroxyl group in its structure. In addition, the anti-inflammatory and cardiomyocyte protective effects of compounds 1–4 were evaluated. We found that they exhibited significant protective effects on hypoxia/reoxygenation induced cardiomyocyte injury, but did not showed obvious anti-inflammatory function.
基金This work was pedially sapported by the National Natural Science Foundation of China.
文摘A new kind of fluorine-containing amphiphiles -- perfluoroalkyl-containing steroidal glycos- ides were synthesized in good yield through perfluoroalkylation by means of sodium dithionite-initiated addition of R_FI to olefinic system. Preliminary study showed that these glycosides could form vesicles in aqueous medium as observed by electron microscopy.
基金the National Nature Science Foundation of China(No.20502035)the National High-Tech Research and Development Project(No.2006AA09Z423)
文摘Two new 24-hydroxylated asterosaponins, sodium （20R,24S）-6α-O-（4-O-sodiumsulfato-β-D-quinovopyranosyl）-5α-cholest- 9（11）-en-3β,24-diol 3-sulfate （1） and sodium （20R,24S）-6α-O-β-O-methyl-β-D-quinovopyranosyl-（1→2）-β-D-xylopyranosyl- （1 → 3）-[3-D-glucopyranosyl]-5α-cholest-9（11）-en-3β,24-diol 3-sulfate （2）, were isolated from the starfish Culcita novaeguineae. Their structures were elucidated by extensive spectral analysis and chemical evidences.
文摘The roots of the plant Cynanchum otophyllum C. K. Schneid(Apocynaceae), known as Qingyangshen in Chinese, are used for a long time as a traditional medicine by different ethnic communities in the Yunnan province(China). The multiple properties and applications of this herbal medicine have been analyzed. C. otophyllum is a perennial herbal liana, nonedible, and generally wild harvested. A cultivation method has been proposed to increase the fruit set level. Qingyangshen is used essentially to treat epilepsy, rheumatism, or other inflammatory diseases. The plant can be found also in diverse polyherbal preparations used in cosmetic or as food supplement(detox products), and in phyto-preparations claimed to reduce hair loss. The plant is a rich reservoir of C-21 steroidal glycosides. Many bioactive compounds have been isolated from this plant and some of them have been pharmacologically characterized, such as otophyllosides, cynotophyllosides, cynanotins, cynotogenins, cynanchins, all briefly evocated here. The plant presents also interesting features in other domains. In particular, leave extracts of C. otophyllum C. K. Schneid contain proteases which are exploited for the local preparation of a cheese-like milk cake. Qingyangshen herbal preparation can be useful to treat epilepsy and inflammation. It has applications beyond medicine in the cosmetic and food industry.
