Selective reactivity of 2-mercaptoethanol with 5β,6β-epoxide in steroids from Withania somnifera

被引：45

作者：

Misra, Laxminarain ^{[1
]}

Lai, Payare ^{[1
]}

Chaurasia, Narayan D. ^{[1
]}

Sangwan, Rajender S. ^{[1
]}

Sinha, Sudhir ^{[2
]}

Tuli, Rakesh ^{[3
]}

机构：

[1] Cent Inst Med & Aromat Plants, Lucknow 226015, Uttar Pradesh, India

[2] Cent Drug Res Inst, Drug Target Discovery & Dev Div, Lucknow 226001, Uttar Pradesh, India

[3] Natl Bot Res Inst, Lucknow 226001, Uttar Pradesh, India

来源：

STEROIDS | 2008年 / 73卷 / 03期

关键词：

Withania somnifera L; ashwagandha; withasteroids; withanolides; mercaptoethanol; epoxide;

D O I：

10.1016/j.steroids.2007.10.006

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：

2-Mercaptoethanol reacts selectively with the 5 beta,6 beta-epoxy steroids isolated from Withania somnifera substituting the epoxide by a six-membered oxyethylene-2'-thio ring whereas it failed to show such reactivity on 6 alpha,7 alpha-epoxy withasteroids. The structure of the product has been elucidated by spectroscopic methods, especially applying extensive 2D NMR methods. The anticancer activity of withaferin A was lost in the reaction product indicating that its activity is also linked to the free 5 beta,6 beta-epoxide functional group. (C) 2007 Elsevier Inc. All rights reserved.

引用

页码：245 / 251

页数：7

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