Synthesis and carbonic anhydrase I-II activity studies of 1,2,3-triazolyl-1,3-dioxoisoindoline sulfonamides

Sulfonamides are a group of synthetic antibacterial agents that are structurally related to p-amino benzoic acid (PABA). Sulfonamides have a broad range of biological applications. Sulfonamide derivatives; differ mainly in substitution at the sulfonamide side chain. Discovering the first sulfonamide drug, prontosil, opened a new era in medicine. Prontosil was the first drug to successfully treat bacterial infections and the first of many sulfa drugs, which are major antibiotics. Sulfonamide derivatives show extensive pharmacological properties. Examples of derivatives that are used clinically:- are acetazolamide (AAZ), ethoxzolamid (EZA), and indisulfam (IND). Heterocyclic compounds have a wide range of applications and are a major class of organic compounds, possessing physiological and pharmacological properties. These compounds are mostly used as medicinal drugs, agrochemicals, and veterinary products. The best known simple heterocyclic compounds are pyridine, pyrrole, furan, and thiophene. A new series of twelve sulfonamide derivative 7a-l compounds was synthesized. New heterocyclic compounds 7a-l containing a 1,2,3-triazole ring and bearing a benzene sulfonamide moiety were characterized via 1HNMR, 13CNMR, and IR spectroscopy. Acetazolamide was used as the standard inhibitor in the enzyme inhibition assay. The Ki values of these inhibitors were determined to be 20.92 ± 2.60 nm for 7d against human carbonic anhydrase hCA I and 9.72 ± 1.91 nm for 7e against hCA II.