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
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.
