Journal
STEROIDS
Volume 76, Issue 10-11, Pages 1213-1222Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.steroids.2011.05.012
Keywords
Withaferin A; Michael addition; 3+2 Cycloaddition; alpha,beta-Unsaturated group; Cytotoxicity
Funding
- CSIR [SIP0027]
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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-beta-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 mu M) 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. (C) 2011 Elsevier Inc. All rights reserved.
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