Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 18, Issue 10, Pages 3543-3550Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2010.03.069
Keywords
Coumarins; Resveratrol; Apoptosis; Antitumor; Hybrid compound
Funding
- Associazione Italiana per la Ricerca sul Cancro, Milan
- Fondazione CARIPLO, Milan, Italy
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The naturally occurring coumarins and resveratrol, attract great attention due to their wide range of biological properties, including anticancer, antileukemic, antibacterial and anti-inflammatory activities; moreover, their cancer chemopreventive property have been recently emphasized. A novel class of hybrid compounds, obtained by introducing a substituted trans-vinylbenzene moiety on a coumarin backbone, was synthesized and evaluated for the antitumor profile. A number of derivatives showed a good antiproliferative activity, in some cases higher to that of the reference compound resveratrol. The most promising compounds in this series were 14 and 17, endowed with excellent antiproliferative and proapoptotic activities. The present study suggests that the 7-methoxycoumarin nucleus, together with the 3,5-disubstitution pattern of the trans-vinylbenzene moiety, are likely promising structural features to obtain excellent antitumor compounds endowed with a apoptosis-inducing capability. (C) 2010 Elsevier Ltd. All rights reserved.
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