Rationale for the observed COX-2/COX-1 selectivity of celecoxib from Monte Carlo simulations

被引：21
|
作者：
Price, MLP [1 ]
Jorgensen, WL [1 ]
机构：
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 12期
关键词：
D O I：
10.1016/S0960-894X(00)00522-9
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Computational studies have yielded an analysis of the contributions to the free energy difference between the binding of celecoxib to COX-1 and to COX-2. The energetic and structural results point to the Ile to Val mutation at residue 523 as the key contributor to COX-2 selectivity; unfavorable steric contact between a sulfonamide oxygen and the delta methyl group of Ile523 destabilizes the complex with COX-1. The His to Arg change at residue 513 is less significant. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1541 / 1544
页数：4
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