The co-catalytic effect of chlorpromazine on peroxidase-mediated oxidation of melatonin: enhanced production of N-1-acetyl-N (2)-formyl-5-methoxykynuramine

dc.contributor.authorXimenes, Valdecir Farias [UNESP]
dc.contributor.authorRodrigues, Ana Paula [UNESP]
dc.contributor.authorCabello, Claudio [UNESP]
dc.contributor.authorMenezes, Manoel Lima de [UNESP]
dc.contributor.authorFernandes, João Roberto [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T13:12:55Z
dc.date.available2014-05-20T13:12:55Z
dc.date.issued2008-03-01
dc.description.abstractAccumulating evidence points to relationships between increased production of reactive oxygen or decreased antioxidant protection in schizophrenic patients. Chlorpromazine (CPZ), which remains a benchmark treatment for people with schizophrenia, has been described as a pro-oxidant compound. Because the antioxidant compound melatonin exerts protective effects against CPZ-induced liver disease in rats, in this investigation, our main objective was to study the effect of CPZ as a co-catalyst of peroxidase-mediated oxidation of melatonin. We found that melatonin was an excellent reductor agent of preformed CPZ cation radical (CPZ(center dot+)). The addition of CPZ during the horseradish peroxidase (HRP)-catalyzed oxidation of melatonin provoked a significant increase in the rate of oxidation and production of N-1-acetyl-N-2-formyl-5-methoxykynuramine (AFMK). Similar results were obtained using myeloperoxidase. The effect of CPZ on melatonin oxidation was rather higher at alkaline pH. At pH 9.0, the efficiency of oxidation of melatonin was 15 times higher and the production of AFMK was 30 times higher as compared with the assays in the absence of CPZ. We suggest that CPZ is able to exacerbate the rate of oxidation of melatonin by an electron transfer mechanism where CPZ(center dot+), generated during the peroxidase-catalyzed oxidation, is able to efficiently oxidize melatonin.en
dc.description.affiliationUniv Estadual Paulista, Fac Ciencias Bauru, Dept Quim, BR-17033 Bauru, Brazil
dc.description.affiliationUniv Estadual Paulista, Fac Ciencias Farmaceut, Dept Analises Clin, Araraquara, SP, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Fac Ciencias Bauru, Dept Quim, BR-17033 Bauru, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Fac Ciencias Farmaceut, Dept Analises Clin, Araraquara, SP, Brazil
dc.format.extent115-120
dc.identifierhttp://dx.doi.org/10.1111/j.1600-079X.2007.00497.x
dc.identifier.citationJournal of Pineal Research. Oxford: Blackwell Publishing, v. 44, n. 2, p. 115-120, 2008.
dc.identifier.doi10.1111/j.1600-079X.2007.00497.x
dc.identifier.issn0742-3098
dc.identifier.lattes4066413997908572
dc.identifier.lattes0946361790812901
dc.identifier.lattes4659698040759224
dc.identifier.lattes8540599256820672
dc.identifier.urihttp://hdl.handle.net/11449/824
dc.identifier.wosWOS:000253257400001
dc.language.isoeng
dc.publisherBlackwell Publishing
dc.relation.ispartofJournal of Pineal Research
dc.relation.ispartofjcr11.613
dc.relation.ispartofsjr3,945
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectchlorpromazineen
dc.subjecthorseradish peroxidaseen
dc.subjectmyeloperoxidaseen
dc.subjectmelatoninen
dc.subjectN-1-acetyl-N-2-formyl-5-methoxykynuramineen
dc.titleThe co-catalytic effect of chlorpromazine on peroxidase-mediated oxidation of melatonin: enhanced production of N-1-acetyl-N (2)-formyl-5-methoxykynuramineen
dc.typeArtigo
dcterms.licensehttp://olabout.wiley.com/WileyCDA/Section/id-406071.html
dcterms.rightsHolderBlackwell Publishing
unesp.author.lattes4066413997908572
unesp.author.lattes0946361790812901
unesp.author.lattes4659698040759224
unesp.author.lattes8540599256820672
unesp.author.orcid0000-0003-2636-3080[1]
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências Farmacêuticas, Araraquarapt
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências, Baurupt

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