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Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues
Journal article   Peer reviewed

Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues

Bart I. Roman, Tine De Ryck, Laura Dierickx, Barbara W.A. Vanhoecke, Alan R. Katritzky, Marc Bracke and Christian V. Stevens
Bioorganic & medicinal chemistry, Vol.20(15), pp.4812-4819
01/08/2012
PMID: 22743088

Abstract

Cancer Chalcone Invasion Isoxazole SAR
In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasive activity data for 3,5-isoxazoles and 4,5-isoxazoles, together with an in silico geometrical comparison, point towards an active conformation for chalcones more resembling their s-trans geometry than the s-cis counterpart.

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