Synthesis,antioxidant and carbonic anhydrase I and II inhibitory activities of novel sulphonamide-substituted coumarylthiazole derivatives |
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| Authors: | Belma Zengin Kurt Çi?dem Bilen Adem Ergun Nahit Gençer Oktay Arslan |
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| Institution: | 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Bezmialem Vakif University, Istanbul, Turkey,;2. Department of Chemistry, Faculty of Art and Sciences, Balikesir University, Balikesir, Turkey, and |
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| Abstract: | New secondary benzenesulphonamide-substituted coumarylthiazole derivatives were synthesized and their inhibitory effects on purified carbonic anhydrase I and II were evaluated using CO2 as a substrate. The result showed that all the synthesized compounds exhibited inhibitory activity on both hCA I and hCA II with N-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)naphthalene-2-sulphonamide (5f, IC50 value of 5.63 and 8.48?µM, against hCA I and hCA II, respectively) as the strongest inhibitor revealed from this study. Structure–activity relationship revealed that the inhibitory activity of the synthesized compounds is related to the type of the halogen and bulky substituent on the phenyl ring. In addition, the cupric reducing antioxidant capacities (CUPRAC) and ABTS cation radical scavenging abilities of the synthesized compounds were assayed. 4-methoxy-N-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)benzenesulphonamide (5e) exhibited the strongest ABTS and CUPRAC activity with IC50 value of 48.83?µM and A0.50 value of 23.29?µM, respectively. |
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| Keywords: | ABTS antioxidant carbonic anhydrase coumarin CUPRAC sulphonamide |
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