Synthesis and biological evaluation of 2-(3',4',5'-trimethoxybenzoyl)-3-amino 5-aryl thiophenes as a new class of tubulin inhibitors
Romagnoli, Romeo × Baraldi, Pier Giovanni Remusat, Vincent Carrion, Maria Dora Cara, Carlota Lopez Preti, Delia Fruttarolo, Francesca Pavani, Maria Giovanna Tabrizi, Mojgan Aghazadeh Tolomeo, Manlio Grimaudo, Stefania Balzarini, Jan Jordan, Mary Ann Hamel, Ernest #
Journal of Medicinal Chemistry vol:49 issue:21 pages:6425-6428
2-(3',4',5'-Trimethoxybenzoyl)-3-amino-5-aryl/heteroaryl thiophene derivatives were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. SARs were elucidated with various substitutions on the aryl moiety 5-position of the thienyl ring. Substituents at the para-position of the 5-phenyl group showed antiproliferative activity in the order of F=CH(3) > OCH(3)=Br=NO(2) > CF(3)=I > OEt. Several of these compounds led to arrest of HL-60 cells in the G2/M phase of the cell cycle and induction of apoptosis.