吊兰地下部分的甾体皂苷及其对肿瘤启动子诱导的HeLa细胞磷脂代谢的抑制活性。

Steroidal saponins from the underground parts of Chlorophytum comosum and their inhibitory activity on tumour promoter-induced phospholipids metabolism of HeLa cells.

作者信息

Mimaki Y, Kanmoto T, Sashida Y, Nishino A, Satomi Y, Nishino H

机构信息

School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.

出版信息

Phytochemistry. 1996 Mar;41(5):1405-10. doi: 10.1016/0031-9422(95)00789-x.

DOI:10.1016/0031-9422(95)00789-x

PMID:8729463

Abstract

Three new spirostanol pentaglycosides embracing beta-D-apiofuranose were isolated from the fresh underground parts of Chlorophytum comosum together with four known saponins. The structures of new compounds were determined by spectroscopic data, including two-dimensional NMR, and partial acid-catalysed hydrolysis to be (25R)-5 alpha-spirostane-2 alpha,3 beta-diol 3-O-[O-beta-D-glucopyranosyl- (1-->2)-O-[O-beta-D-apiofuranosyl-(1-->4)-beta-D-glucopyranosyl-(1 -->3)]-O- beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside], (25R)-3 beta-hydroxy-5 alpha-spirostan-12-one (hecogenin) 3-O-[O-beta-D-glucopyranosyl-(1-->2)-O-[O-beta-D-apiofuranosyl-(1- ->4)- beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D- galactopyranoside] and hecogenin 3-O-[O-beta-D-glucopyranosyl-(1-->2)-O-[O-beta-D- apiofuranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)]-O-beta-D-gluc opyranosyl- (1-->4)-beta-D-galactopyranoside], respectively. The isolated saponins were examined for inhibitory activity using 12-O-tetradecanoylphorbor-13-acetate-stimulated 32P-incorporation into phospholipids of HeLa cells as the primary screening test to identify new antitumour-promoter compounds.

摘要

从吊兰新鲜地下部分分离得到三种含β-D-芹菜呋喃糖的新螺甾烷醇五糖苷以及四种已知皂苷。通过光谱数据（包括二维核磁共振）和部分酸催化水解确定了新化合物的结构，分别为(25R)-5α-螺甾烷-2α,3β-二醇3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[O-β-D-芹菜呋喃糖基-(1→4)-β-D-吡喃葡萄糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]、(25R)-3β-羟基-5α-螺甾烷-12-酮（海柯皂苷元）3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[O-β-D-芹菜呋喃糖基-(1→4)-β-D-吡喃木糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]和海柯皂苷元3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[O-β-D-芹菜呋喃糖基-(1→4)-β-D-吡喃葡萄糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]。以12-O-十四烷酰佛波醇-13-乙酸酯刺激HeLa细胞磷脂中32P掺入作为初步筛选试验，检测分离得到的皂苷的抑制活性，以鉴定新的抗肿瘤促进剂化合物。