Synthesis and biological evaluation of (3, 4, 5-trimethoxyphenyl) indol-3-ylmethane derivatives as potential antivascular agents

…, J Seguin, D Guénard, F Tillequin, D Scherman…

Index: Dupeyre, Gregory; Chabot, Guy G.; Thoret, Sylviane; Cachet, Xavier; Seguin, Johanne; Guenard, Daniel; Tillequin, Francois; Scherman, Daniel; Koch, Michel; Michel, Sylvie Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 13 p. 4410 - 4426

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Citation Number: 33

Abstract

Combretastatin A-4 (CSA-4), a stilbene derivative, is a potent vascular disrupting agent (VDA) with the structural requirement of a cis-configuration to maintain a molecular geometry and a correct orientation of both phenyl groups. A series of indolic analogues of CSA-4 was synthesized by means of an efficient strategy. Six compounds (20b, 25b–27b, 32b, and 35b) were identified as potent inhibitors of tubulin polymerization and also displayed cytotoxic ...