title: Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors.
abstract: 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 Ki of 0.45μM against hCA I and of 1.07μM against hCA II.
authors: Faculty of Science, Department of Chemistry, Atatürk University, 25240 Erzurum, Turkey.
authors: Akın
authors: A
authors: Akıncıoğlu
authors: Yusuf
authors: Y
authors: Akbaba
authors: Hülya
authors: H
authors: Göçer
authors: Süleyman
authors: S
authors: Göksu
authors: İlhami
authors: İ
authors: Gülçin
authors: Claudiu T
authors: CT
authors: Supuran
mesh_terms: D024401:Carbonic Anhydrase I / Q000737:chemistry / Q000378:metabolism; D024402:Carbonic Anhydrase II / Q000737:chemistry / Q000378:metabolism; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D004912:Erythrocytes / Q000201:enzymology; D006801:Humans; D007700:Kinetics; D009596:Nitrophenols / Q000737:chemistry / Q000378:metabolism; D011485:Protein Binding; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D009596:Nitrophenols; D013449:Sulfonamides; C008642:4-nitrophenyl acetate; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II