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Synthesis and biological evaluation of 2-amino-3-(3', 4', 5'-trimethoxy-phenylsulfonyl)-5-aryl thiophenes as a new class of antitubulin agents. 2007
Romeo Romagnoli, and
Pier Giovanni Baraldi, and
Vincent Remusat, and
Maria Dora Carrion, and
Carlota Lopez Cara, and
Olga Cruz-Lopez, and
Delia Preti, and
Francesca Fruttarolo, and
Mojgan Aghazadeh Tabrizi, and
Jan Balzarini, and
Ernest Hamel
Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Via Fossato di Mortara 17-19, I-44100 Ferrara, Italy. rmr@unife.it
Bioisosterism represents one approach used by the medicinal chemist for the rational modification of lead compounds into safer and more clinically effective agents. Bioisosteres are substituents or groups that have chemical or physical similarities and that produce broadly similar biological effects. The sulfone moiety is recognized as a nonclassical bioisostere for replacement of the carbonyl group. When sulfonyl derivatives 5a-e were compared with carbonyl compounds 4a-e, the sulfone substitution dramatically decreased the antiproliferative activity of the series.
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ACS omega,
