Thioether benzenesulfonamide inhibitors of carbonic anhydrases II and IV: Structure-based drug design, synthesis, and biological evaluation

被引：41
|
作者：
Vernier, William [1 ]
Chong, Wesley [1 ]
Rewolinski, David [1 ]
Greasley, Samantha [1 ]
Pauly, Thomas [1 ]
Shaw, Morena [1 ]
Dinh, Dac [1 ]
Ferre, Rose Ann [1 ]
Nukui, Seiji [1 ]
Ornelas, Martha [1 ]
Reyner, Eric [1 ]
机构：
[1] Pfizer Global Res & Dev, La Jolla Labs, San Diego, CA 92121 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 09期
关键词：
Carbonic anhydrase; Thioether benzenesulfonamide; Glaucoma; DORZOLAMIDE; PERMEABILITY; TIMOLOL; ACETAZOLAMIDE; SULFONAMIDES; DERIVATIVES; REFINEMENT; SIMULATION; CHEMISTRY; BINDING;
D O I：
10.1016/j.bmc.2010.03.014
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A novel series of potent thioether benzenesulfonamide inhibitors of carbonic anhydrases II and IV was discovered using structure-based drug design. Synthesis, structure-activity relationship, and optimization of physicochemical properties are described. Low nanomolar potency was achieved, and selected compounds with improved thermodynamic solubility showed promising in vitro inhibition of carbonic anhydrase activity in rabbit iris ciliary body homogenate. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3307 / 3319
页数：13
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