Novel aromatic/heterocyclic sulfonamides and their metal complexes as inhibitors of carbonic anhydrase isozymes I, II and IV.
Reaction of five aromatic/heterocyclic sulfonamides containing free amino, groups with 5-nitro-alpha-2-toluenesultone and diethyl pyrocarbonate, respectively, afforded novel inhibitors of the zinc enzyme carbonic anhydrase (CA). Zn(II) complexes of the new sulfonamides were prepared. Excellent inhibition of three CA isozymes (CA I, II and IV respectively) were observed with some of the new sulfonamides, but especially with their Zn(II) complexes. Structure-activity correlations in this series of inhibitors are discussed.
Supuran
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Università degli Studi, Laboratorio di Chimica Inorganica e Bioinorganica, Firenze, Italy.
Scozzafava
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D001665:Binding Sites; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000378:metabolism*; D004926:Escherichia coli / Q000235:genetics; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011485:Protein Binding; D011994:Recombinant Proteins / Q000378:metabolism; D013055:Spectrophotometry, Infrared; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015032:Zinc / Q000737:chemistry / Q000378:metabolism
D002257:Carbonic Anhydrase Inhibitors; D006571:Heterocyclic Compounds; D007527:Isoenzymes; D011994:Recombinant Proteins; D013449:Sulfonamides; D002256:Carbonic Anhydrases; D015032:Zinc