Carbonic anhydrase inhibitors; Phosphoryl-sulfonamides - A new class of high affinity inhibitors of isozymes I and II

Ioan Fenesan, Rodica Popescu, Andrea Scozzafava, Viorica Crucin, Elena Mateiciuc, Roland Bauer, Marc A. Ilies, Claudiu T. Supuran

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

A series of phosphorylated aromatic/heterocyclic sulfonamides with the general formula ArSO2NHPO3H2 have been prepared by condensing ArSO2NH2 with phosphorus pentachloride, followed by controlled hydrolysis in the presence of formic acid. The new derivatives generally act as stronger inhibitors of two carbonic anhydrase (CA) isozymes, CA I and CA II, as compared to the parent unsubstituted sulfonamides from which they were obtained. The inhibition mechanism by this new class of CA inhibitors, as well as structure activity correlations for the series of investigated derivatives, are also discussed.

Original languageEnglish
Pages (from-to)297-309
Number of pages13
JournalJournal of Enzyme Inhibition
Volume15
Issue number3
DOIs
StatePublished - 2000

Keywords

  • Carbonic Anhydrase Inhibitors/pharmacology
  • Carbonic Anhydrases/drug effects
  • Catalytic Domain/drug effects
  • Humans
  • Isoenzymes/antagonists & inhibitors
  • Organophosphates/pharmacology
  • Recombinant Proteins/drug effects
  • Structure-Activity Relationship
  • Sulfonamides/pharmacology

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