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TFA-mediated stereoselective aza-Michael addition for the synthesis of 3β-arylamine derivatives of withaferin A and evaluation of their anticancer potential.

Authors :
Mir SA
Wani RA
Maqbool MS
Singh D
Bharitkar YP
Malik FA
Yousuf SK
Source :
Steroids [Steroids] 2023 Mar; Vol. 191, pp. 109172. Date of Electronic Publication: 2022 Dec 24.
Publication Year :
2023

Abstract

A simple and efficient protocol for the aza-Michael addition of various aromatic anilines to ring A of withaferin A has been developed. Stereoselectivity, functional group tolerance, broad substrate scope, short reaction time and moderate to high yield are the merits of the protocol. One of the synthesized compounds 11 shows an IC 50 value of 3.8 μM against aggressive, highly metastatic triple-negative breast cancer cell line MDA-MB-231.<br />Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2022 Elsevier Inc. All rights reserved.)

Details

Language :
English
ISSN :
1878-5867
Volume :
191
Database :
MEDLINE
Journal :
Steroids
Publication Type :
Academic Journal
Accession number :
36574871
Full Text :
https://doi.org/10.1016/j.steroids.2022.109172