麝香百合×超级百合‘星星凝视者’鳞茎中的甾体皂苷及其抗肿瘤促进活性。

Steroidal saponins from the bulbs of Lilium speciosum x L. nobilissimum 'Star Gazer' and their antitumour-promoter activity.

作者信息

Nakamura O, Mimaki Y, Nishino H, Sashida Y

机构信息

Tokyo College of Pharmacy, Japan.

出版信息

Phytochemistry. 1994 May;36(2):463-7. doi: 10.1016/s0031-9422(00)97096-1.

DOI:10.1016/s0031-9422(00)97096-1

PMID:7764884

Abstract

The fresh bulbs of the oriental hybrid lily, Lilium speciosum x L. nobilissimum 'Star Gazer' yielded a new steroidal saponin, (25R,26R)-26-methoxyspirost-5-en-3 beta-ol 3-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-O-[6-O-acetyl-beta-D-glucopyranos yl- (1-->4)]-beta-D-glucopyranoside], along with four known steroidal saponins, (25R,26R)-26-methoxyspirost-5-en-3 beta-ol 3-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-O-]beta-D-glucopyranosyl-(1-->4)] - beta-D-glucopyranoside], (25R)-27-O-[(S)-3-hydroxy-3-methylglutaryl]- spirost-5-ene-3 beta, 27-diol 3-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D- glucopy-ranoside] and (25R)-27-O-[(S)-3-hydroxy-3-methylglutaryl]- spirost-5-eene-3 beta, 27-diol 3-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-O- O-[beta-D-glucoyranosyl-(1-->4)]-beta-D-glucoyranoside]. The structure of The structure of the new saponin was determined by means of spectroscopic analysis and hydrolysis. The methyl ester of 5 showed potent inhibitory activity on 12-O-tetradecanoylphorbol-13-acetate (TPA)-stimulated 32P incorporation into phospholipids of HeLa cells.

摘要

东方杂交百合‘星象家’（Lilium speciosum x L. nobilissimum 'Star Gazer'）的新鲜鳞茎产生了一种新的甾体皂苷，(25R,26R)-26-甲氧基螺旋甾-5-烯-3β-醇3-O-[O-α-L-鼠李吡喃糖基-(1→2)-O-[6-O-乙酰基-β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖苷]，以及四种已知的甾体皂苷，(25R,26R)-26-甲氧基螺旋甾-5-烯-3β-醇3-O-[O-α-L-鼠李吡喃糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖苷、(25R)-27-O-[(S)-3-羟基-3-甲基戊二酰基]-螺旋甾-5-烯-3β,27-二醇3-O-[O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷]和(25R)-27-O-[(S)-3-羟基-3-甲基戊二酰基]-螺旋甾-5-烯-3β,27-二醇3-O-[O-α-L-鼠李吡喃糖基-(1→2)-O-O-[β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖苷]。通过光谱分析和水解确定了新皂苷的结构。化合物5的甲酯对12-O-十四烷酰佛波醇-13-乙酸酯（TPA）刺激的32P掺入HeLa细胞磷脂具有较强的抑制活性。