Dissociation and electrooxidation of primaquine diphosphate as an approach to the study of anti-chagas prodrugs mechanism of action

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dc.contributor.authorLa-Scalea, M. A.
dc.contributor.authorChin, Chung Man [UNESP]
dc.contributor.authorCruz, M. L.
dc.contributor.authorSerrano, SHP
dc.contributor.authorFerreira, E. I.
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionPontifícia Universidade Católica de Campinas (PUC-CAMPINAS)
dc.date.accessioned2014-05-20T15:24:03Z
dc.date.available2014-05-20T15:24:03Z
dc.date.issued2001-01-01
dc.description.abstractThis paper describes the voltammetric behavior of primaquine as a previous support to the further understanding of the delivery and action mechanisms of its respective synthesized prodrugs. There are few papers describing the drug behavior and most of the time no correlation between oxidation process and pH is done. Our results showed that primaquine oxidation is a one-step reaction involving two electrons with the charge transfer process being strongly pH-dependent in acid medium and pH-independent in a weak basic medium, with the neutral form being easily oxidized.This leads to the conclusion that quinoline nitrogen ring neutralization is a determinant step to the formation of the oxidized primaquine form. The existence of a relationship between the primaquine dissociation equilibrium and its electrooxidation process is shown.This work points the importance of voltammetric methodology as a tool for further studies on quantitative relationship studies between chemical structure and biological activity (QSAR) for electroactive drugs. (C) 2000 Elsevier B.V. S.A. All rights reserved.en
dc.description.affiliationUniv São Paulo, Fac Ciências Farmaceut, Dept Farm, BR-05508900 São Paulo, Brazil
dc.description.affiliationUNESP, Fac Ciências Farmaceut, Dept Farm & Med, BR-14801902 São Paulo, Brazil
dc.description.affiliationPUCCAMP, Fac Ciências Med, Dept Farm, BR-13059740 São Paulo, Brazil
dc.description.affiliationUSP, Inst Quim, Dept Quim Fundamental, BR-05599970 São Paulo, Brazil
dc.description.affiliationUnespUNESP, Fac Ciências Farmaceut, Dept Farm & Med, BR-14801902 São Paulo, Brazil
dc.format.extent55-59
dc.identifierhttp://dx.doi.org/10.1016/S0302-4598(00)00093-3
dc.identifier.citationBioelectrochemistry. Lausanne: Elsevier B.V. Sa, v. 53, n. 1, p. 55-59, 2001.
dc.identifier.doi10.1016/S0302-4598(00)00093-3
dc.identifier.issn0302-4598
dc.identifier.lattes9734333607975413
dc.identifier.orcid0000-0003-4141-0455
dc.identifier.urihttp://hdl.handle.net/11449/34708
dc.identifier.wosWOS:000167203400006
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofBioelectrochemistry
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectprimaquinept
dc.subjectelectrooxidationpt
dc.subjectproton dissociationpt
dc.titleDissociation and electrooxidation of primaquine diphosphate as an approach to the study of anti-chagas prodrugs mechanism of actionen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.
unesp.author.lattes9734333607975413[2]
unesp.author.orcid0000-0003-4141-0455[2]
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências Farmacêuticas, Araraquarapt

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Artigos - Fármacos e Medicamentos - FCFAR