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.
Department of Molecular & Cell Biology, University of California, Berkeley 94720-3200.
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Marcocci
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Maguire
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Packer
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