Synthesis and carbonic anhydrase isoenzymes I and II inhibitory effects of novel benzylamine derivatives

被引:56
作者
Cetinkaya, Yasin [1 ,2 ]
Gocer, Hulya [3 ]
Goksu, Suleyman [1 ]
Gulcin, Ilhami [1 ]
机构
[1] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey
[2] Ataturk Univ, Oltu Vocat Sch, Dept Food Technol, TR-25240 Erzurum, Turkey
[3] Ibrahim Cecen Univ Agri, Cent Res Lab, Agri, Turkey
关键词
Benzylamine; carbonic anhydrase; enzyme inhibition; sulfonamide; ERYTHROCYTE ISOZYMES I; VITRO; ACETAZOLAMIDE; PERSPECTIVE; TARGETS; SERIES;
D O I
10.3109/14756366.2012.763163
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
Synthesis and carbonic anhydrase inhibitory properties of novel diarylmethylamines 22-25 and sulfonamide derivatives 26-28 were investigated. Acylation of methoxy-substituted benzenes with benzene carboxylic acids, reduction of ketones with NaBH4, conversion of alcohols to azides, Pd-C catalyzed hydrogenation of azides afforded title compounds 22-25. Compounds 22, 24 and 25 were converted to sulfonamide derivatives 26-28 with MeSO2Cl. The inhibitory effects of novel benzylamine derivatives 22-28 were tested on human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes hCA I and II. The results demonstrated that compound 28 was found to be the best inhibitor against both hCA I (K-i: 3.68 mM) and hCA II (K-i: 9.23 mM).
引用
收藏
页码:168 / 174
页数:7
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