Literature DB >> 21669217

Ring A structural modified derivatives of withaferin A and the evaluation of their cytotoxic potential.

Syed Khalid Yousuf1, Rabiya Majeed, Mudassier Ahmad, Payare lal Sangwan, Basant Purnima, A K Saxsena, K A Suri, Debaraj Mukherjee, Subhash Chandra Taneja.   

Abstract

Regio-/stereoselective Michael addition to ring A of withaferin-A was performed using an optimized reaction procedure to synthesise a library of 2,3-dihydro,3-β-substituted withaferin-A derivatives. The analogues thus obtained were evaluated for in vitro cytotoxicity against various human cancer cell lines. 3-Azido analogue exhibited 35-fold increase (IC(50)=0.02-1.9 μM) in cytotoxicity against almost the entire cell lines tested when compared to the parent molecule. However, further modifications of 3-azido analogue with various alkynes under Husigen's cycloaddition conditions generated a variety of triazole derivatives with reduced cytotoxicity.
Copyright © 2011 Elsevier Inc. All rights reserved.

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Year:  2011        PMID： 21669217     DOI： 10.1016/j.steroids.2011.05.012

Source DB:  PubMed          Journal:  Steroids        ISSN： 0039-128X            Impact factor:   2.668


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