Anticonvulsant 4-aminobenzenesulfonamide derivatives with branched-alkylamide moieties: X-ray crystallography and inhibition studies of human carbonic anhydrase isoforms I, II, VII, and XIV

Naama Hen, Meir Bialer*, Boris Yagen, Alfonso Maresca, Mayank Aggarwal, Arthur H. Robbins, Robert McKenna, Andrea Scozzafava, Claudiu T. Supuran

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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Abstract

Aromatic amides comprising branched aliphatic carboxylic acids and 4-aminobenzenesulfonamide were evaluated for their inhibition of carbonic anhydrase (CA) isoforms. Of the most anticonvulsant-active compounds (2, 4, 13, 16, and 17), only 13, 16, and 17 were potent inhibitors of CAs VII and XIV. Compounds 9, 14, and 19 inhibited CA II, while 10 and 12 inhibited all isoforms. Structural studies suggest that differences in the active sites' hydrophobicity modulate the affinity of the inhibitors.

Original languageEnglish
Pages (from-to)3977-3981
Number of pages5
JournalJournal of Medicinal Chemistry
Volume54
Issue number11
DOIs
StatePublished - 9 Jun 2011

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