Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors

被引:119
作者
Akincioglu, Akin [1 ]
Akbaba, Yusuf [1 ]
Gocer, Hulya [2 ]
Goksu, Suleyman [1 ]
Gulcin, Ilhami [1 ]
Supuran, Claudiu T. [3 ]
机构
[1] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey
[2] Ibrahim Cecen Univ Agri, Cent Researching Lab, TR-04200 Agri, Turkey
[3] Univ Florence, Dipartimento Sci Farmaceut, I-50019 Florence, Italy
关键词
Aminoindane; Aminotetralin; Sulfamide; Carbonic anhydrase; Inhibitors; ERYTHROCYTES IN-VITRO; ISOZYMES I; ENZYME-ACTIVITY; DANTROLENE; LACTOPEROXIDASE; PURIFICATION; MELATONIN; PROPOFOL; SERIES; XII;
D O I
10.1016/j.bmc.2013.01.019
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Sulfamides represent an important class of biologically active compounds. A series of novel sulfamides were synthesized from 1-aminoindanes, 1-aminotetralin, 2-aminoindanes and 2-aminotetralin via the reactions of free amines, benzyl alcohol and chlorosulfonyl isocyanate (CSI) followed by hydrogenolysis of the obtained sulfamoylcarbamates. Carbonic anhydrase (CA, EC 4.2.1.1) inhibitory effects of the new sulfamides have been investigated. The human (h) isozymes hCA I and hCA II have been investigated in this study by using an esterase assay with 4-nitrophenyl acetate as substrate. The new sulfamides showed inhibition constants in the micro-submicromolar range, with one compound (N-(indane-1-yl) sulfamide) showing a K-i of 0.45 mu M against hCA I and of 1.07 mu M against hCA II. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1379 / 1385
页数:7
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