Nitecapone: a nitric oxide radical scavenger

Biochem Mol Biol Int. 1994 Oct;34(3):531-41.

Abstract

Nitecapone [3-(3,4-dihydroxy-5-nitrobenzylidene)-2,4-pentanedione], is a scavenger of nitric oxide produced in vitro. It reduced the rate of methemoglobin formation from oxyhemoglobin exposed to nitric oxide generated from the reaction of hydroxylamine with Complex I of catalase and it decreased the amount of nitrite formed in the reaction of oxygen with nitric oxide generated from sodium nitroprusside. Nitecapone also affected the L-arginine dependent accumulation of nitrite in a suspension of peritoneal rat neutrophils. The related compounds entacapone [2-cyano-N, N-diethyl-3-(3,4 dihydroxy-5-nitrobenzyl)-propenamide] and OR 1246 [3-(3,4-dihydroxy-5-nitrobenzyl)-2,4-pentanedione] were also able to scavenge nitric oxide. The action of nitecapone on nitric oxide expands the role of nitecapone as a scavenger of reactive oxygen species, and suggests nitecapone, entacapone and OR 1246 as potential therapeutic agents for the treatment of diseases connected with increased production of nitric oxide.

MeSH terms

  • Animals
  • Antioxidants / pharmacology*
  • Catechols / pharmacology*
  • Cattle
  • Free Radical Scavengers / pharmacology*
  • Hemoglobins / metabolism
  • Nitric Oxide / metabolism*
  • Nitriles
  • Oxidation-Reduction
  • Pentanones / pharmacology*
  • Rats
  • Rats, Sprague-Dawley

Substances

  • Antioxidants
  • Catechols
  • Free Radical Scavengers
  • Hemoglobins
  • Nitriles
  • Pentanones
  • OR 1246
  • Nitric Oxide
  • entacapone
  • nitecapone