来自合欢的一对具有细胞毒性的异构皂苷。

A pair of isomeric saponins with cytotoxicity from Albizzia julibrissin.

作者信息

Zou K, Cui J-R, Wang B, Zhao Y-Y, Zhang R-Y

机构信息

College of Chemistry and Life Sciences, China Three Gorges University, Yichang 443000, China.

出版信息

J Asian Nat Prod Res. 2005 Dec;7(6):783-9. doi: 10.1080/10286020310001653246.

DOI:10.1080/10286020310001653246

PMID:16308192

Abstract

Two new saponins have been isolated from the stem barks of Albizzia julibrissin Durazz, and their structures identified as 3-O-[beta-D-xylopyranosyl-(1 --> 2)-beta-D-fucopyranosyl-(1 --> 6)-beta-D-2-deoxy-2-acetoamidoglucopyranosyl]-21-O-{(6S)-2-trans-2-hydroxymethyl-6-methyl-6-O-[4-O-((6S)-2-trans-2-hydroxymethyl-6-hydroxy-6-methyl-2,7-octadienoyl)-beta-D-quinovopyranosyl]-2,7-octadienoyl}-acacic acid-28-O-beta-D-glucopyranosyl-(1 --> 3)-[alpha-L-arabinofuranosyl-(1 --> 4)]-alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranosyl ester (1) and 3-O-[beta-D-xylopyranosyl-(1 --> 2)-beta-D-fucopyranosyl-(1 --> 6)-beta-D-2-deoxy-2-acetoamidoglucopyranosyl]-21-O-{(6S)-2-trans-2-hydroxymethyl-6-methyl-6-O-[3-O-((6S)-2-trans-2-hydroxymethyl-6-hydroxy-6-methyl-2,7-octadienoyl)-beta-D-quinovopyranosyl]-2,7-octadienoyl}acacic acid 28-O-beta-D-glucopyranosyl-(1 --> 3)-[alpha-L-arabinofuranosyl-(1 --> 4)]-alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranosyl ester (2), based on chemical and spectral evidences, named as julibroside J19 and julibroside J18, respectively. Both compounds show significant inhibition action against HeLa, Bel-7402 and MDA-MB-435 cancer cell lines in vitro.

摘要

从合欢的茎皮中分离出两种新的皂苷，根据化学和光谱证据，其结构鉴定为3-O-[β-D-吡喃木糖基-(1→2)-β-D-吡喃岩藻糖基-(1→6)-β-D-2-脱氧-2-乙酰氨基葡萄糖基]-21-O-{（6S）-2-反式-2-羟甲基-6-甲基-6-O-[4-O-（（6S）-2-反式-2-羟甲基-6-羟基-6-甲基-2,7-辛二烯酰基）-β-D-奎诺吡喃糖基]-2,7-辛二烯酰基}-金合欢酸-28-O-β-D-吡喃葡萄糖基-(1→3)-[α-L-阿拉伯呋喃糖基-(1→4)]-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖基酯（1）和3-O-[β-D-吡喃木糖基-(1→2)-β-D-吡喃岩藻糖基-(1→6)-β-D-2-脱氧-2-乙酰氨基葡萄糖基]-21-O-{（6S）-2-反式-2-羟甲基-6-甲基-6-O-[3-O-（（6S）-2-反式-2-羟甲基-6-羟基-6-甲基-2,7-辛二烯酰基）-β-D-奎诺吡喃糖基]-2,7-辛二烯酰基}金合欢酸28-O-β-D-吡喃葡萄糖基-(1→3)-[α-L-阿拉伯呋喃糖基-(1→4)]-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖基酯（2），分别命名为朱利布罗苷J19和朱利布罗苷J18。两种化合物在体外对HeLa、Bel-7402和MDA-MB-435癌细胞系均表现出显著的抑制作用。