Synthesis and Biological Evaluation of 2-(3‘,4‘,5‘-Trimethoxybenzoyl)-3-Amino 5-Aryl Thiophenes as a New Class of Tubulin Inhibitors
Journal of Medicinal Chemistry2006Vol. 49(21), pp. 6425–6428
Citations Over TimeTop 10% of 2006 papers
Romeo Romagnoli, Pier Giovanni Baraldi, Vincent Rémusat, María Dora Carriòn, M Cara, Delia Preti, Francesca Fruttarolo, Maria Giovanna Pavani, Mojgan Aghazadeh Tabrizi, Manlio Tolomeo, Stefania Grimaudo, Jan Balzarini, Mary Ann Jordan, Ernest Hamel
Abstract
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.
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