In Vitro inhibition of human carbonic anhydrase I and II isozymes with natural phenolic compounds

Chem Biol Drug Des. 2011 Jun;77(6):494-9. doi: 10.1111/j.1747-0285.2011.01104.x. Epub 2011 Mar 25.

Abstract

Inhibition of two human cytosolic carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II with some natural phenolic derivatives was investigated using the esterase assay with 4-nitrophenyl acetate as substrate. Resveratrol, catechin, silymarin, dobutamin, and curcumin showed K(I) values in the range of 4.47-9.47 mm for hCA I and of 2.86-7.44 μm against hCA II, respectively. These natural product phenols were generally competitive inhibitors with 4-nitrophenylacetate as substrate. Some natural phenols investigated here showed effective hCA II inhibitory effects, in the same range as the clinically used sulfonamide acetazolamide, and might be used as leads for generating enzyme inhibitors possibly targeting other CA isoforms that have not been yet assayed for their interactions with such agents.

Publication types

  • Letter
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry
  • Biological Products / pharmacology
  • Carbonic Anhydrase I / antagonists & inhibitors*
  • Carbonic Anhydrase I / isolation & purification
  • Carbonic Anhydrase I / metabolism
  • Carbonic Anhydrase II / antagonists & inhibitors*
  • Carbonic Anhydrase II / isolation & purification
  • Carbonic Anhydrase II / metabolism
  • Carbonic Anhydrase Inhibitors / chemistry*
  • Carbonic Anhydrase Inhibitors / pharmacology*
  • Erythrocytes / enzymology
  • Humans
  • Isoenzymes / antagonists & inhibitors
  • Isoenzymes / isolation & purification
  • Isoenzymes / metabolism
  • Phenols / chemistry*
  • Phenols / pharmacology*

Substances

  • Biological Products
  • Carbonic Anhydrase Inhibitors
  • Isoenzymes
  • Phenols
  • Carbonic Anhydrase I
  • Carbonic Anhydrase II