Synthesis of some natural sulphonamide derivatives as carbonic anhydrase inhibitors

Abstract

Carbonic anhydrase inhibitor; sulphonamides; p-hydroxybenzoic acid; 3,4,5-trihydroxybenzoic acid (gallic acid).Carbonic anhydrase inhibitors are both in clinical use as antiglaucoma, diuretics, antiepileptics and management of altitude sickness, and under investigation as anticancer, anticonvulsant and antiobesity agents. Sulphonamides have been known for decades as carbonic anhydrase inhibitors and are in clinical use. Sulphonamide derivatives of p-hydroxybenzoic acid and 3,4,5-trihydroxybenzoic acid (gallic acid) were synthesized and their inhibition values over hCA I and hCA II isozymes, purified from human erythrocyte cells by Sepharose-4B-L-tyrosine-sulphanilamide, were determined. Compounds synthesized showed efficient carbonic anhydrase inhibition activity at low nM levels.This article is a part of the PhD thesis of Taner Gokcen. We gratefully acknowledge financial support from the TUBITAK UME and sincere appreciation to Prof. Dr. Ramazan Altundas for technical discussions, Gokhan Bilsel for HRMS and Ilker Un for NMR spectra.TUBITAK UMETurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK)WOS:0004115983000052-s2.0-85011290464