Synthesis and Biological Evaluation of 2- and 3-Aminobenzo[b]thiophene Derivatives as Antimitotic Agents and Inhibitors of Tubulin Polymerization.
- Authors: ROMAGNOLI R; BARALDI PG; CARRION MD; CARA CL; PRETI D; FRUTTAROLO F; PAVANI MG; TABRIZI MA; TOLOMEO M; GRIMAUDO S; DI CRISTINA A; BALZARINI J; HADFIELD JA; BRANCALE A; HAMEL E
- Publication year: 2007
- Type: Articolo in rivista (Articolo in rivista)
- OA Link: http://hdl.handle.net/10447/27728
Abstract
Two new series of inhibitors of tubulin polymerization based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene molecular skeleton and its 3-amino positional isomer were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. Although many more 3-amino derivatives have been synthesized so far, the most promising compound in this series was 2-amino-6-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene, which inhibits cancer cell growth at subnanomolar concentrations and interacts strongly with tubulin by binding to the colchicine site.