Oxidation of melatonin by AAPH-derived peroxyl radicals: Evidence of a pro-oxidant effect of melatonin

Página do item simplificado
dc.contributor.authorXimenes, Valdecir Farias [UNESP]
dc.contributor.authorPessoa, Adriano S. [UNESP]
dc.contributor.authorPadovan, Camila Z. [UNESP]
dc.contributor.authorAbrantes, Daniele C. [UNESP]
dc.contributor.authorGomes, Fabiana Helena F. [UNESP]
dc.contributor.authorMaticoli, Michele A. [UNESP]
dc.contributor.authorMenezes, Manoel Lima de [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T13:26:55Z
dc.date.available2014-05-20T13:26:55Z
dc.date.issued2009-08-01
dc.description.abstractBackground: Melatonin is well-established as a powerful reducing agent of oxidant generated in the cell medium. We aimed to investigate how readily melatonin is oxidized by peroxyl radicals ROO(-) generated by the thermolysis of 2,2'-azobis(2-amidinopropane) hydrochloride (AAPH) and the role of glutathione (GSH) during the reaction course.Methods: Chromatographic, mass spectroscopy, and UV-visible spectrometric techniques were used to study the oxidation of melatonin by ROO(-) or horseradish peroxidase (HRP)/H(2)O(2). Our focus was the characterization of products and the study of features of the reaction.Results: We found that N(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK) and a monohydroxylated derivative of melatonin were the main products of the reaction between melatonin and ROO(-). Higher pH or saturation of the medium with molecular oxygen increased the yield of AFMK but did not affect the reaction rate. Melatonin increased the depletion of intracellular GSH mediated by AAPH. Using the HRP/H(2)O(2) as the oxidant system, the addition of melatonin promoted the oxidation of GSH to GSSG.Conclusions: These results show, for the first time, that melatonin radical is able to oxidize GSH.General significance: We propose that this new property of melatonin could explain or be related to the recently reported pro-oxidant activities of melatonin. (C) 2009 Elsevier B.V. All rights reserved.en
dc.description.affiliationUniv Estadual Paulista, Fac Ciencias, Dept Quim, Bauru, SP, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Fac Ciencias, Dept Quim, Bauru, SP, Brazil
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.format.extent787-792
dc.identifierhttp://dx.doi.org/10.1016/j.bbagen.2009.03.021
dc.identifier.citationBiochimica Et Biophysica Acta-general Subjects. Amsterdam: Elsevier B.V., v. 1790, n. 8, p. 787-792, 2009.
dc.identifier.doi10.1016/j.bbagen.2009.03.021
dc.identifier.issn0304-4165
dc.identifier.lattes4066413997908572
dc.identifier.lattes4659698040759224
dc.identifier.urihttp://hdl.handle.net/11449/8746
dc.identifier.wosWOS:000268264200006
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofBiochimica et Biophysica Acta: General Subjects
dc.relation.ispartofjcr3.679
dc.relation.ispartofsjr1,671
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectMelatoninen
dc.subjectN(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK)en
dc.subject2,2 '-azobis(2-methylpropionamidine) dihydrochloride (AAPH)en
dc.subjectGlutathioneen
dc.subjectpro-oxidant activityen
dc.titleOxidation of melatonin by AAPH-derived peroxyl radicals: Evidence of a pro-oxidant effect of melatoninen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.
unesp.author.lattes4066413997908572
unesp.author.lattes4659698040759224
unesp.author.orcid0000-0003-2636-3080[1]
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências, Baurupt
unesp.departmentQuímica - FCpt

Arquivos

Licença do Pacote
Agora exibindo 1 - 2 de 2
Nenhuma Miniatura disponível
Nome:
license.txt
Tamanho:
1.71 KB
Formato:
Item-specific license agreed upon to submission
Descrição:
Nenhuma Miniatura disponível
Nome:
license.txt
Tamanho:
1.71 KB
Formato:
Item-specific license agreed upon to submission
Descrição:

Coleções

Bauru - FC - Faculdade de Ciências