大罗伞树中的四种新三萜皂苷及其细胞毒性活性。

Four new triterpenoid saponins from Ardisia gigantifolia Stapf. and their cytotoxic activity.

作者信息

Wen Ping, Zhang Xiao-Ming, Yang Zhu, Wang Nai-Li, Yao Xin-Sheng

机构信息

College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China.

出版信息

J Asian Nat Prod Res. 2008 Sep-Oct;10(9-10):873-80. doi: 10.1080/10286020802144719.

DOI:10.1080/10286020802144719

PMID:18985500

Abstract

Four new oleanane-type triterpenoid saponins, cyclamiretin A 3beta-O-alpha-L-rhamnopyranosyl-(1 --> 3)-[beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl-(1 --> 4)-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranoside (1), cyclamiretin A 3beta-O-alpha-L-rhamnopyranosyl-(1 --> 3)-[beta-D-glucopyranosyl-(1 --> 3)-beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl-(1 --> 4)-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranoside (2), cyclamiretin A 3beta-O-alpha-L-rhamnopyranosyl-(1 --> 3)-[beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl-(1 --> 4)-[beta-D-6-O-acetylglucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranoside (3) and 3beta-O-[alpha-L-rhamnopyranosyl-(1 --> 3)-[beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl-(1 --> 4)-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranoside]-16,28-dihydroxy-30-acetoxyoleana-12-en (4), along with one known triterpene saponin and ardisiacrispin A (5) were isolated from the rhizome of Ardisia gigantifolia. Their structures were established with the help of extensive spectroscopic techniques. Furthermore, the inhibitory effects of compounds on tumor cells (MTT based) in vitro were evaluated, and compounds 1, 2, and 5 showed potent anti-tumor activities.

摘要

从大罗伞的根茎中分离得到了4个新的齐墩果烷型三萜皂苷，即环紫金牛素A 3β -O-α-L-鼠李吡喃糖基-(1→3)-[β-D-木吡喃糖基-(1→2)]-β-D-吡喃葡萄糖基-(1→4)-[β-D-吡喃葡萄糖基-(1→2)]-α-L-阿拉伯吡喃糖苷（1）、环紫金牛素A 3β -O-α-L-鼠李吡喃糖基-(1→3)-[β-D-吡喃葡萄糖基-(1→3)-β-D-木吡喃糖基-(1→2)]-β-D-吡喃葡萄糖基-(1→4)-[β-D-吡喃葡萄糖基-(1→2)]-α-L-阿拉伯吡喃糖苷（2）、环紫金牛素A 3β -O-α-L-鼠李吡喃糖基-(1→3)-[β-D-木吡喃糖基-(1→2)]-β-D-吡喃葡萄糖基-(1→4)-[β-D-6-O-乙酰基吡喃葡萄糖基-(1→2)]-α-L-阿拉伯吡喃糖苷（3）和3β -O-[α-L-鼠李吡喃糖基-(1→3)-[β-D-木吡喃糖基-(1→2)]-β-D-吡喃葡萄糖基-(1→4)-[β-D-吡喃葡萄糖基-(1→2)]-α-L-阿拉伯吡喃糖苷]-16,28-二羟基-30-乙酰氧基齐墩果-12-烯（4），以及1个已知的三萜皂苷和紫金牛双黄酮A（5）。借助广泛的光谱技术确定了它们的结构。此外，评估了这些化合物在体外对肿瘤细胞的抑制作用（基于MTT法），化合物1、2和5表现出较强的抗肿瘤活性。