Carbonic anhydrase inhibitors: the beta-carbonic anhydrase from Helicobacter pylori is a new target for sulfonamide and sulfamate inhibitors

Bioorg Med Chem Lett. 2007 Jul 1;17(13):3585-94. doi: 10.1016/j.bmcl.2007.04.063. Epub 2007 Apr 25.

Abstract

DNA clones for the beta-class carbonic anhydrase (CA, EC 4.2.1.1) of Helicobactor pylori (hpbetaCA) were obtained. A recombinant hpbetaCA protein lacking the N-terminal 15-amino acid residues was produced and purified, representing a catalytically efficient CA. hpbetaCA was strongly inhibited (K(I)s in the range of 24-45 nM) by many sulfonamides/sulfamates, among which acetazolamide, ethoxzolamide, topiramate, and sulpiride, all clinically used drugs. The dual inhibition of alpha- and/or beta-class CAs of H. pylori might represent a useful alternative for the management of gastritis/gastric ulcers, as well as gastric cancer. This is also the first study showing that a bacterial beta-CA can be a drug target.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Carbonic Anhydrase Inhibitors / chemical synthesis*
  • Carbonic Anhydrase Inhibitors / pharmacology*
  • Carbonic Anhydrases / chemistry*
  • Chemistry, Pharmaceutical / methods*
  • Cloning, Molecular
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Helicobacter pylori / enzymology*
  • Humans
  • Molecular Sequence Data
  • Recombinant Proteins / metabolism
  • Sequence Homology, Amino Acid
  • Stomach Neoplasms / drug therapy
  • Stomach Ulcer / drug therapy
  • Sulfonamides / antagonists & inhibitors*
  • Sulfonamides / chemistry*

Substances

  • Carbonic Anhydrase Inhibitors
  • Enzyme Inhibitors
  • Recombinant Proteins
  • Sulfonamides
  • Carbonic Anhydrases