Antiproliferative withanolides from several solanaceous species

被引：37

作者：

Zhang, Huaping ^{[1
]}

Cao, Cong-Mei ^{[1
]}

Gallagher, Robert J. ^{[1
]}

Timmermann, Barbara N. ^{[1
]}

机构：

[1] Univ Kansas, Sch Pharm, Dept Med Chem, Lawrence, KS 66045 USA

来源：

NATURAL PRODUCT RESEARCH | 2014年 / 28卷 / 22期

基金：

美国国家卫生研究院;

关键词：

withanolide; Solanaceae; antiproliferative; cytotoxicity; structure-activity relationship; WITHANIA-SOMNIFERA; STEROIDAL LACTONES; SOFT CORAL; CYTOTOXICITY; WITHAFERIN; ROOTS;

D O I：

10.1080/14786419.2014.919286

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

To date, our work on solanaceous species (Datura wrightii, Jaborosa caulescens, Physalis hispida, Physalis longifolia, Vassobia breviflora and Withania somnifera) has resulted in the isolation of 65 withanolides, 31 of which were new, as well as the semi-synthesis of a further 30 withanolides. Structure identification and MTS assay-based antiproliferative evaluation of these 95 compounds revealed that a Delta(2)-1-oxo functionality in ring A, in conjunction with either a 5 beta, 6 beta-epoxy or 5 alpha-chloro-6 beta-hydroxy moiety in ring B, is the minimum structural requirement for withanolides to produce potent cytotoxic activity. Such structure-activity relationship analysis also revealed that oxygenation (the -OH or -OR groups) at C-4, 7, 11 and 12, as well as C-14 to C-28, did not contribute towards the observed antiproliferative activity. Herein, we present a complete overview of our work as it relates to the withanolides reported from 1965 to 2013.

引用

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页数：11

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