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Theoretical insight into mechanism of antioxidant capacity of atorvastatin and its o-hydroxy and p-hydroxy metabolites, using DFT methods

dc.contributor.authorDuque L
dc.contributor.authorGuerrero G
dc.contributor.authorColorado J.H
dc.contributor.authorRestrepo J.A
dc.contributor.authorVélez E.
dc.date.accessioned2023-10-24T19:26:27Z
dc.date.available2023-10-24T19:26:27Z
dc.date.created2022
dc.identifier.issn2210271X
dc.identifier.urihttp://hdl.handle.net/11407/8145
dc.description.abstractAtorvastatin (ATV) inhibits the HMG-CoA reductase. This compound is believed to exhibit high radical scavenging abilities against lipoprotein oxidation, warranting an investigation of its antioxidant capacity. In this study a series of quantum chemical parameters were calculated, at B3LYP functional and 6-31+G(d,p) basis set and integral equation formalism (IEF-PCM) method, to describe molecular properties and clarify the radical scavenging mechanism of Atorvastatin and its hydroxy ortho and para metabolites. Calculations of global reactivity descriptors and the thermodynamic parameters suggested that both the ATV and its o-OH and p-OH metabolites are favorable antioxidants, and that the main antioxidant mechanism follows the sequential proton loss electron transfer (SPLET). The hydrogen of O–H group of carboxylic acid on the three compounds is the most likely for abstraction, indicating that inhibiting free radicals is mainly due to this hydrogen. ATV and its metabolites have lower values of Proton Affinity (PA) than ascorbic acid. © 2022 The Author(s)eng
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.isversionofhttps://www.scopus.com/inward/record.uri?eid=2-s2.0-85131404986&doi=10.1016%2fj.comptc.2022.113758&partnerID=40&md5=9dcd3426e79f66d93431cbf9e2e389ec
dc.sourceComput. Theor. Chem.
dc.sourceComputational and Theoretical Chemistryeng
dc.subjectAntioxidant mechanismeng
dc.subjectAtorvastatineng
dc.subjectDFTeng
dc.subjectGlobal reactivity descriptorseng
dc.titleTheoretical insight into mechanism of antioxidant capacity of atorvastatin and its o-hydroxy and p-hydroxy metabolites, using DFT methodseng
dc.typeArticle
dc.rights.accessrightsinfo:eu-repo/semantics/restrictedAccess
dc.publisher.programCiencias Básicasspa
dc.type.spaArtículo
dc.identifier.doi10.1016/j.comptc.2022.113758
dc.relation.citationvolume1214
dc.publisher.facultyFacultad de Ciencias Básicasspa
dc.affiliationDuque, L., Laboratorios Ecar S.A. Grupo de Innovación y Desarrollo de Laboratorios Ecar GIdLE, Colombia
dc.affiliationGuerrero, G., Laboratorios Ecar S.A. Grupo de Innovación y Desarrollo de Laboratorios Ecar GIdLE, Colombia
dc.affiliationColorado, J.H., Laboratorios Ecar S.A. Grupo de Innovación y Desarrollo de Laboratorios Ecar GIdLE, Colombia
dc.affiliationRestrepo, J.A., Facultad de Ciencias Básicas, Grupo de Materiales Nanoestructurados y Biomodelación (MATBIOM), Universidad de Medellín, Medellín, Colombia
dc.affiliationVélez, E., Facultad de Ciencias Básicas, Grupo de Materiales Nanoestructurados y Biomodelación (MATBIOM), Universidad de Medellín, Medellín, Colombia
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dc.type.versioninfo:eu-repo/semantics/publishedVersion
dc.identifier.reponamereponame:Repositorio Institucional Universidad de Medellín
dc.identifier.repourlrepourl:https://repository.udem.edu.co/
dc.identifier.instnameinstname:Universidad de Medellín


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