Abstract
Some 2-mercapto-substituted-benzenesulfonamides and their disulfides/sulfones were prepared and investigated as inhibitors of four isoforms of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1), that is, CA I and II (cytosolic enzymes), and the tumor-associated CA IX and XII. Some mercaptans led to a consistent increase of inhibitory power (52.8- to 243-fold) over the corresponding oxidized (S-S type) derivatives, acting as potential hypoxia-activatable drugs.
MeSH terms
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Carbonic Anhydrase Inhibitors / chemical synthesis*
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Carbonic Anhydrase Inhibitors / chemistry
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Carbonic Anhydrase Inhibitors / pharmacology*
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Cell Hypoxia / drug effects
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Cell Membrane / drug effects
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Cell Membrane / enzymology*
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Cytosol / drug effects
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Cytosol / enzymology*
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Humans
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Isoenzymes / antagonists & inhibitors
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Isoenzymes / metabolism
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Molecular Structure
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Neoplasms / enzymology*
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Sulfonamides / chemical synthesis
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Sulfonamides / chemistry*
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Sulfonamides / pharmacology*
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Water
Substances
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Carbonic Anhydrase Inhibitors
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Isoenzymes
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Sulfonamides
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Water