Abstract
Several aromatic/heterocyclic sulfonamides possessing free amino, imino or hydrazino moieties were transformed into the corresponding N-morpholylthiocarbonylsulfenyl derivatives, by reaction with N-morpholyldithiocarbamate in the presence of oxidizing agents (NaClO or iodine). These compounds showed nanomolar inhibition against three CA isozymes, and interesting in vitro tumor cell growth inhibitory properties, against several leukemia, non-small cell lung, ovarian, melanoma, colon, CNS, renal, prostate and breast cancer cell lines.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Carbonic Anhydrase Inhibitors / chemical synthesis*
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Carbonic Anhydrase Inhibitors / metabolism
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Carbonic Anhydrase Inhibitors / pharmacology*
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Carbonic Anhydrases / metabolism
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Cell Division / drug effects
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Drug Screening Assays, Antitumor
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Heterocyclic Compounds / chemistry*
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Heterocyclic Compounds / pharmacology
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Humans
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Morpholines / chemical synthesis*
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Morpholines / metabolism
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Morpholines / pharmacology*
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Structure-Activity Relationship
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Sulfonamides / chemical synthesis*
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Sulfonamides / chemistry
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Sulfonamides / metabolism
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Sulfonamides / pharmacology*
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Tumor Cells, Cultured
Substances
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4-((4-morpholinyl-thiocarbonylsulfenylamino)ethyl)benzenesulfonamide
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4-((4-morpholinylthiocarbonylsulfenylamino)methyl)benzenesulfonamide
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Carbonic Anhydrase Inhibitors
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Heterocyclic Compounds
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Morpholines
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Sulfonamides
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Carbonic Anhydrases