Synthesis of 4-(2-substituted hydrazinyl)benzenesulfonamides and their carbonic anhydrase inhibitory effects. (3rd July 2016)

• Record Type: Journal Article
• Authors: Gul, Halise Inci; Kucukoglu, Kaan; Yamali, Cem; Bilginer, Sinan; Yuca, Hafize; Ozturk, Iknur; Taslimi, Parham; Gulcin, Ilhami; Supuran, Claudiu T.
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 31(2016.)Supplement 4
• Page Start: 568
• Page End: 573
• Publication Date: 2016-07-03
• Subjects: 2-Acethylfuran -- 2-acethylthiophene -- acetophenones -- carbonic anhydrase -- enzyme inhibition -- indanone -- sulfonamide; Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.3109/14756366.2015.1047359
• Languages: English
• ISSNs: 1475-6366

Abstract

Abstract: In this study, 4-(2-substituted hydrazinyl)benzenesulfonamides were synthesized by microwave irradiation and their chemical structures were confirmed by 1 H NMR, 13 CNMR, and HRMS. Ketones used were: Acetophenone (S1 ), 4-methylacetophenone (S2 ), 4-chloroacetophenone (S3 ), 4-fluoroacetophenone (S4 ), 4-bromoacetophenone (S5 ), 4-methoxyacetophenone (S6 ), 4-nitroacetophenone (S7 ), 2-acetylthiophene (S8 ), 2-acetylfuran (S9 ), 1-indanone (S10 ), 2-indanone (S11 ). The compoundsS9, S10 andS11 were reported for the first time, whileS1 –S8 was synthesized by different method than literature reported using microwave irradiation method instead of conventional heating in this study. The inhibitory effects of 4-(2-substituted hydrazinyl)benzenesulfonamide derivatives (S1 –S11 ) against hCA I and II were studied. Cytosolic hCA I and II isoenzymes were potently inhibited by new synthesized sulphonamide derivatives with K is in the range of 1.79 ± 0.22–2.73 ± 0.08 nM against hCA I and in the range of 1.72 ± 0.58–11.64 ± 5.21 nM against hCA II, respectively.