Bioorganic & medicinal chemistry

Design and synthesis of acyclic triaryl (Z)-olefins: a novel class of cyclooxygenase-2 (COX-2) inhibitors

MJ Uddin, PNP Rao, EE Knaus

Index: Uddin, Md. Jashim; Rao, P.N. Praveen; Knaus, Edward E. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 22 p. 5929 - 5940

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Citation Number: 49

Abstract

A group of acyclic 2-alkyl-1, 1-diphenyl-2-(4-methylsulfonylphenyl) ethenes was designed for evaluation as selective cyclooxygenase-2 (COX-2) inhibitors. In vitro COX-1 and COX-2 isozyme inhibition structure–activity studies identified 1, 1-diphenyl-2-(4- methylsulfonylphenyl) hex-1-ene as a highly potent (IC50= 0.014 μM), and an extremely selective [COX-2 selectivity index (SI)> 7142], COX-2 inhibitor that showed superior anti- ...