Two new 14, 15-secopregnane-type steroidal glycosides from the roots of Cynanchum limprichtii

• Published in: Natural product research Vol. 32; no. 3; pp. 261 - 267
• Main Authors: Liu, Jia-chuan, Yu, Li-li, Chen, Shao-fei, Lu, Xiao-jie, Zhao, Dan, Wang, Hai-feng, Chen, Gang, Pei, Yue-hu
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 01.02.2018; Taylor & Francis Ltd
• Subjects: Caco-2 Cells; Cancer; Cynanchum; Cynanchum - chemistry; Cynanchum limprichtii; Cytotoxicity; Ethanol; Glycosides; Glycosides - chemistry; Glycosides - pharmacology; HL-60 Cells; Humans; Inhibitory Concentration 50; Molecular Structure; Plant Roots - chemistry; Pregnanes - chemistry; Pregnanes - pharmacology; Roots; steroidal glycoside; Toxicity; steroidal glycoside; cytotoxicity; Cynanchum limprichtii
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2017.1353506

Two new steroidal glycosides 1 and 2, along with three known ones (3-5), were isolated from the 95% ethanol extract of the roots of Cynanchum limprichtii Schltr. The structure of the new compounds was elucidated as 3-O-α-L-diginopyranosyl-(1→4)-β-D-digitoxopyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-thevetopyranosyl-14, 16:15, 20:18, 20-triepoxy-14, 15-secopregn-4, 6, 8 (14)-triene (1) and 3-O-α-L-cymaropyranosyl-(1→4)-β-D-digitoxopyranosyl- (1→4)-β-D-3-demethyl-2-deoxythevetopyranosyl-14, 16: 15, 20: 8, 20-triepoxy-14, 15-secopregn-5, 8 (14)-diene (2) on the basis of spectroscopic analysis together with acidic hydrolysis. All compounds showed cytotoxic activity against the human cancer cell line HL60, with IC 50 values of 55.36, 65.41, 17.88, 17.68 and 33.5 μM, respectively. While, only compound 3 showed cytotoxicity against the Caco-2 cell line, with an IC 50 value of 67.47 μM.