来自抱茎苦荬菜的三种新三萜皂苷及其细胞毒性活性。

Three new triterpenoid saponins from Ixeris sonchifolia and their cytotoxic activity.

作者信息

Feng Xi-Zhi, Dong Mei, Gao Zhi-Jie, Xu Sui-Xu

机构信息

Department of Chemistry, University of Virginia, Charlottesville, Virginia, USA.

出版信息

Planta Med. 2003 Nov;69(11):1036-40. doi: 10.1055/s-2003-45152.

DOI:10.1055/s-2003-45152

PMID:14735443

Abstract

Bioassay-guided fractionation of an active n-BuOH extract of the whole plant of Ixeris sonchifolia, using a cytotoxicity assay, resulted in the isolation of three new triterpenoid saponins, ixeris saponins A (1), B (2), and C (3). On the basis of chemical evidence and extensive spectral studies, their structures were established as echinocystic acid 3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->3)-alpha- L-arabinopyranoside (1), 3-O-[bis[beta-D-glucopyranosyl(1-->2 and 1-->3)-alpha-L-arabinopyranosyl]]echinocystic acid 28-O-beta-D-glucopyranosyl ester (2), and 3- O-[beta-D-glucopyranosyl(1-->3)-beta- D-glucopyranosyl(1-->3)-alpha-L-arabinopyranosyl]-16alpha, 23-dihydroxyolean-12-ene 28-O-beta-D-glucopyranosyl ester (3). Compounds 2 and 3 showed significant cytotoxicity against cancer cell lines A375, L929, and HeLa with IC50 values ranging from 8.83 microM to 15.83 microM, while compound 1 was inactive against these three cell lines.

摘要

采用细胞毒性试验对苦荬菜全草活性正丁醇提取物进行生物活性导向分离，从中分离得到3个新的三萜皂苷，即苦荬菜皂苷A（1）、B（2）和C（3）。基于化学证据和广泛的光谱研究，确定它们的结构分别为海胆酸3 - O - β - D - 吡喃葡萄糖基（1→3）- β - D - 吡喃葡萄糖基（1→3）- α - L - 阿拉伯吡喃糖苷（1）、3 - O - [双[β - D - 吡喃葡萄糖基（1→2和1→3）- α - L - 阿拉伯吡喃糖基]]海胆酸28 - O - β - D - 吡喃葡萄糖基酯（2）和3 - O - [β - D - 吡喃葡萄糖基（1→3）- β - D - 吡喃葡萄糖基（1→3）- α - L - 阿拉伯吡喃糖基]- 16α,23 - 二羟基齐墩果 - 12 - 烯28 - O - β - D - 吡喃葡萄糖基酯（3）。化合物2和3对癌细胞系A375、L929和HeLa显示出显著的细胞毒性，IC50值在8.83 μM至15.83 μM之间，而化合物1对这三种细胞系无活性。