Synthesis and evaluation of some steroidal oximes as cytotoxic agents: Structure/activity studies (II)

被引：49

作者：

Cui, Jianguo ^{[1
]}

Fan, Lei ^{[1
]}

Huang, Yanmin ^{[1
]}

Xin, Yi ^{[2
]}

Zhou, Aimin ^{[2
]}

机构：

[1] Guangxi Teachers Educ Univ, Coll Chem & Life Sci, Nanning 530001, Peoples R China

[2] Cleveland State Univ, Dept Chem, Cleveland, OH 44115 USA

来源：

STEROIDS | 2009年 / 74卷 / 12期

基金：

中国国家自然科学基金;

关键词：

Steroidal oximes; Synthesis; Antiproliferative activity; Cytotoxicity; CINACHYRELLA; SPONGES;

D O I：

10.1016/j.steroids.2009.07.009

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Hydroximinosteroids isolated from marine sponges display a variety of biological functions including cytotoxicity and anti-virus. In this study, we synthesized a series of hydroximinosteroid derivatives with a different functional group on the ring A or B and various side chains at position 17, and analyzed the cytotoxicity of these compounds against sk-Hep-1, H-292, PC-3 and Hey-1B cancer cells. Our results revealed that although a cholesterol-type side chain at position 17 is required for the biological activity of the compounds as we previously confirmed, elimination of the 4,5-double bond augmented the cytotoxic activity for the steroidal oximes. In addition, the presence of a hydroxy on 3- or 6-position of the steroidal nucleus resulted in a remarkable increase of cytotoxic activity. Our findings present more evidence showing the relationship between the chemical structure and biological function. (C) 2009 Elsevier Inc. All rights reserved.

引用

页码：989 / 995

页数：7

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