来自黄山药根茎的两种新甾体皂苷及其细胞毒性活性。

Two new steroidal saponins from the rhizomes of Dioscorea panthaica and their cytotoxic activity.

作者信息

Dong M, Feng X Z, Wu L J, Wang B X, Ikejima T

机构信息

Research Center of New Drugs, Changchun College of Traditional Chinese Medicine, Changchun, People's Republic of China.

出版信息

Planta Med. 2001 Dec;67(9):853-7. doi: 10.1055/s-2001-18856.

DOI:10.1055/s-2001-18856

PMID:11745024

Abstract

Two new steroidal saponins, dioscoresides C (1) and D (2), along with a new natural product, pregnadienolone 3-O-beta-gracillimatriose (3), and two known compounds, pregnadienolone 3-O-beta-chacotrioside (4) and pseudoprotodioscin (5), were isolated from the rhizomes of Dioscorea panthaica Prain et Burkill. On the basis of extensive NMR studies and chemical evidence, dioscoresides C and D were determined to be 26-O-beta-D-glucopyranosyl-3 beta,26-dihydroxy-23(S)-methoxy-25(R)-furosta-5,20(22)-dien-3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->4)]-beta-D-glucopyranoside and 26-O-beta-D-glucopyranosyl-3 beta,26-dihydroxy-20,22-seco-25(R)-furosta-5-en-20,22-dine-3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1--> 4)]-beta-D-glucopyranoside. These compounds showed mild cytotoxicity against the cancer cell lines, A375, L929, and HeLa, in a dose-dependent manner.

摘要

从黄山药（Dioscorea panthaica Prain et Burkill）的根茎中分离出两种新的甾体皂苷，薯蓣皂苷C（1）和D（2），以及一种新的天然产物孕甾二烯醇酮3 - O - β - 纤细薯蓣三糖（3），还有两种已知化合物孕甾二烯醇酮3 - O - β - 查考三糖苷（4）和伪原薯蓣皂苷（5）。基于广泛的核磁共振研究和化学证据，确定薯蓣皂苷C和D分别为26 - O - β - D - 吡喃葡萄糖基 - 3β,26 - 二羟基 - 23(S) - 甲氧基 - 25(R) - 呋甾 - 5,20(22) - 二烯 - 3 - O - α - L - 吡喃鼠李糖基 - (1→2) - [α - L - 吡喃鼠李糖基 - (1→4)] - β - D - 吡喃葡萄糖苷和26 - O - β - D - 吡喃葡萄糖基 - 3β,26 - 二羟基 - 20,22 - 开环 - 25(R) - 呋甾 - 5 - 烯 - 20,22 - 二烯 - 3 - O - α - L - 吡喃鼠李糖基 - (1→2) - [α - L - 吡喃鼠李糖基 - (1→4)] - β - D - 吡喃葡萄糖苷。这些化合物对癌细胞系A375、L929和HeLa表现出温和的剂量依赖性细胞毒性。