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Authordc.contributor.authorLópez Alarcón, Camilo 
Authordc.contributor.authorSpeisky Cosoy, Hernán es_CL
Authordc.contributor.authorSquella Serrano, Juanes_CL
Authordc.contributor.authorOlea Azar, Claudioes_CL
Authordc.contributor.authorCamargo Grandón, Rodrigo es_CL
Authordc.contributor.authorNúñez Vergara, Luis es_CL
Admission datedc.date.accessioned2008-09-01T17:14:24Z
Available datedc.date.available2008-09-01T17:14:24Z
Publication datedc.date.issued2004-10
Cita de ítemdc.identifier.citationPHARMACEUTICAL RESEARCH 21(10):1750-1757en
Identifierdc.identifier.issn0724-8741
Identifierdc.identifier.urihttp://repositorio.uchile.cl/handle/2250/120491
Abstractdc.description.abstractPurpose. To study the reactivity of C4-substituted 1,4-dihydropyridines (1,4-DHP), with either secondary or tertiary nitrogen in the dihydropyridine ring, toward SIN-1-derived peroxynitrite in aqueous media at pH 7.4. Methods. Reactivity was followed by changes in the absorptivity of the UV-Vis bands corresponding to 1,4-DHP. Gas Chromatography/Mass Spectrometer (GC-MS) and Electron Paramagnetic Resonance (EPR) spin trap techniques were used to characterize the final product and the intermediates of the reaction, respectively. Results. 1,4-DHPs significantly reacted toward peroxynitrite at varied rates, according to the calculated kinetic rate constants. By EPR spectroscopy, a carbon-centered radical from the 1,4-DHP was intercepted with N-tert-butylamine-alpha-phenylnitrone (PBN), as the intermediate for the reaction with peroxynitrite. Likewise, the oxidized derivative (i.e., the pyridine) was identified as the final product of the reaction by GC-MS. By using the technique of deuterium kinetic isotope effect, the participation of the hydrogen of the 1-position on the 1,4-DHP ring was shown not to be the rate-limiting step of the reaction. Conclusions. The direct participation of the 1,4-DHP derivatives in the quenching of SIN-1-derived peroxynitrite has been demonstrated. Kinetic rate constant of tested 1,4-DHP toward peroxynitrite showed a direct relationship with the oxidation peak potential values; that is, compounds reacting faster were more easily oxidized.en
Lenguagedc.language.isoenen
Publisherdc.publisherKLUWER ACADEMIC/PLENUM PUBLen
Keywordsdc.subject1,4-dihydropyridinesen
Títulodc.titleReactivity of 1,4-dihydropyridines toward SIN-1-derived peroxynitriteen
Document typedc.typeArtículo de revistaen


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