title: Synthesis of novel sulfonamides under mild conditions with effective inhibitory activity against the carbonic anhydrase isoforms I and II.
abstract: Novel sulfonamide derivatives 6a-i, as new carbonic anhydrase inhibitors which candidate for glaucoma treatment, were synthesized from the reactions of 4-amino-N-(4-sulfamoylphenyl) benzamide 4 and sulfonyl chloride derivatives 5a-i with high yield (71-90%). The structures of these compounds were confirmed by using spectral analysis (FT-IR, (1)H NMR, (13)C NMR, LC/MS and HRMS). The inhibition effects of 6a-i on the hydratase and esterase activities of human carbonic anhydrase isoenzymes, hCA I and II, which were purified from human erythrocytes with Sepharose®4B-l-tyrosine-p-aminobenzene sulfonamide affinity chromatography, were studied as in vitro, and IC50 and Ki values were determined. The results show that newly synthesized compounds have quite powerful inhibitory properties.
authors.affiliation: a Chemistry Department and.
authors.forename: Erhan
authors.initials: E
authors.lastname: Başar
authors.affiliation: b Biochemistry Department , Faculty of Arts and Science, Dumlupınar University , Kütahya , Turkey.
authors.forename: Ekrem
authors.initials: E
authors.lastname: Tunca
authors.affiliation: b Biochemistry Department , Faculty of Arts and Science, Dumlupınar University , Kütahya , Turkey.
authors.forename: Metin
authors.initials: M
authors.lastname: Bülbül
authors.affiliation: b Biochemistry Department , Faculty of Arts and Science, Dumlupınar University , Kütahya , Turkey.
authors.forename: Muharrem
authors.initials: M
authors.lastname: Kaya
mesh_terms: D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors*; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D004912:Erythrocytes / Q000201:enzymology; D006801:Humans; D020128:Inhibitory Concentration 50; D013057:Spectrum Analysis / Q000379:methods; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D013449:Sulfonamides; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II
keywords: Amidation reaction; carbonic anhydrase; enzyme inhibition; glaucoma; sulfonamide