Nitecapone: a nitric oxide radical scavenger.
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.
Marcocci
L
L
Department of Molecular & Cell Biology, University of California, Berkeley 94720-3200.
Maguire
J J
JJ
Packer
L
L
D000818:Animals; D000975:Antioxidants / Q000494:pharmacology*; D002396:Catechols / Q000494:pharmacology*; D002417:Cattle; D016166:Free Radical Scavengers / Q000494:pharmacology*; D006454:Hemoglobins / Q000378:metabolism; D009569:Nitric Oxide / Q000378:metabolism*; D009570:Nitriles; D010084:Oxidation-Reduction; D010422:Pentanones / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley
D000975:Antioxidants; D002396:Catechols; D016166:Free Radical Scavengers; D006454:Hemoglobins; D009570:Nitriles; D010422:Pentanones; C088170:OR 1246; D009569:Nitric Oxide; C071192:entacapone; C057364:nitecapone