Abstract
Synthesis and carbonic anhydrase inhibitory properties of novel diarylmethylamines 22-25 and sulfonamide derivatives 26-28 were investigated. Acylation of methoxy-substituted benzenes with benzene carboxylic acids, reduction of ketones with NaBH4, conversion of alcohols to azides, Pd-C catalyzed hydrogenation of azides afforded title compounds 22-25. Compounds 22, 24 and 25 were converted to sulfonamide derivatives 26-28 with MeSO2Cl. The inhibitory effects of novel benzylamine derivatives 22-28 were tested on human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes hCA I and II. The results demonstrated that compound 28 was found to be the best inhibitor against both hCA I (Ki: 3.68 µM) and hCA II (Ki: 9.23 µM).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzylamines / chemical synthesis*
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Benzylamines / chemistry
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Benzylamines / pharmacology
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Carbonic Anhydrase I / antagonists & inhibitors*
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Carbonic Anhydrase I / metabolism
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Carbonic Anhydrase II / antagonists & inhibitors*
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Carbonic Anhydrase II / metabolism
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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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Electrophoresis, Polyacrylamide Gel
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Erythrocytes / enzymology
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Humans
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Isoenzymes
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Molecular Structure
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Sulfonamides / chemical synthesis*
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Sulfonamides / chemistry
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Sulfonamides / pharmacology
Substances
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Benzylamines
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Carbonic Anhydrase Inhibitors
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Isoenzymes
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Sulfonamides
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Carbonic Anhydrase I
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Carbonic Anhydrase II