Structural determinants of resveratrol for cell proliferation inhibition potency: Experimental and docking studies of new analogs

作者: Frédéric Mazué , Didier Colin , Jessica Gobbo , Maria Wegner , Antonio Rescifina

DOI: 10.1016/J.EJMECH.2010.03.024

关键词:

摘要: Resveratrol is the subject of intense research because abundance this compound in human diet and as one most valuable natural chemopreventive agents. Further advances require new resveratrol analogs be used to identify structural determinants for inhibition potency cell proliferation by comparing experimental docking studies. Therefore, we synthesized trans/(E)- cis/(Z)-resveratrol - not reported date modifying hydroxylation pattern a double bond geometry. We included them larger panel 14 molecules, including (Z)-3,5,4'-trimethoxystilbene, powerful molecule that reference. Using model complementary studies on colorectal tumor SW480 line, show methylation determinant substitution efficacy, but only molecules bearing Z configuration. Most synthetic methylated derivatives (E or Z) stop mitosis at M phase lead polyploid cells, while (E)-resveratrol inhibits cells S phase. Docking almost all docked structures (Z)-polymethoxy isomers, (E)-polymethoxy isomers substantially overlap structure combretastatin A-4, taken reference ligand colchicine-tubulin binding site.

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