Misra, Laxminarain ; Lal, Payare ; Chaurasia, Narayan D. ; Sangwan, Rajender S. ; Sinha, Sudhir ; Tuli, Rakesh (2008) Selective reactivity of 2-mercaptoethanol with 5β,6β-epoxide in steroids from Withania somnifera Steroids, 73 (3). pp. 245-251. ISSN 0039-128X
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.steroids.2007.10.006
Abstract
2-Mercaptoethanol reacts selectively with the 5β,6β-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 6α,7α-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 5β,6β-epoxide functional group.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Withania somnifera L.; Ashwagandha; Withasteroids; Withanolides; Mercaptoethanol; Epoxide |
| ID Code: | 54461 |
| Deposited On: | 11 Aug 2011 10:45 |
| Last Modified: | 11 Aug 2011 10:45 |
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