Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Binding Sites
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Carbonic Anhydrase Inhibitors / chemical synthesis
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Carbonic Anhydrase Inhibitors / pharmacology*
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Carbonic Anhydrases / metabolism*
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Escherichia coli / genetics
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Heterocyclic Compounds / chemical synthesis
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Heterocyclic Compounds / pharmacology
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Humans
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Isoenzymes / antagonists & inhibitors
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Magnetic Resonance Spectroscopy
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Models, Molecular
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Molecular Structure
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Protein Binding
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Recombinant Proteins / metabolism
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Spectrophotometry, Infrared
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Sulfonamides / chemical synthesis
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Sulfonamides / chemistry
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Sulfonamides / pharmacology*
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Zinc / chemistry
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Zinc / metabolism
Substances
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Carbonic Anhydrase Inhibitors
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Heterocyclic Compounds
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Isoenzymes
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Recombinant Proteins
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Sulfonamides
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Carbonic Anhydrases
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Zinc