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Insights in the antioxidant activity of diarylamines from the 2,3-dimethylbenzo[b]thiophene through the redox profile

dc.contributor.authorAbreu, Rui M.V.
dc.contributor.authorFalcão, Soraia
dc.contributor.authorFerreira, Isabel C.F.R.
dc.contributor.authorQueiroz, Maria João R.P.
dc.contributor.authorVilas-Boas, Miguel
dc.date.accessioned2010-10-28T15:08:41Z
dc.date.available2010-10-28T15:08:41Z
dc.date.issued2009
dc.description.abstractCyclic voltammetry was used to evaluate the antioxidant activity of 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes previously synthesized by some of us, comparing their oxidation potentials with those of the well-known synthetic standards (BHA, BHT). Compounds with electron-donating groups on the arylamine moiety have lower Ep/2 than compounds with electron-withdrawing groups or electron-deficient rings (pyridines). The position of the methoxy group on the arylamine moiety also changes the oxidation potential: lower Ep/2 for the diarylamines with methoxy groups in the para position. Comparing the first peak potential with the ones of BHA and BHT, the diarylamine compounds show lower oxidation potential, and therefore higher reducing power. A reasonable inverse correlation was also observed between the Ep/2 values and the pEC50 values obtained in antioxidant activity chemical assays. It can be generalized that compounds with lower Ep/2 values have better antioxidant activity (DPPH assay) and higher reducing power.por
dc.identifier.citationAbreu, Rui M.V.; Falcão, Soraia; Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.; Vilas-Boas, Miguel (2009). Insights in the antioxidant activity of diarylamines from the 2,3-dimethylbenzo[b]thiophene through the redox profile. Journal of Electroanalytical Chemistry. ISSN 1572-6657. 628:1-2, p. 43-47por
dc.identifier.doi10.1016/j.jelechem.2009.01.004
dc.identifier.issn1572-6657
dc.identifier.urihttp://hdl.handle.net/10198/2717
dc.language.isoengpor
dc.publisherElsevierpor
dc.relationEVALUATION OF ANTIOXIDANT ACTIVITY OF DI HETEROARYLAMINES AND ANTITUMORAL ACTIVITY OF POLTCYCLIC HETEROAROMATIC COMPOUNDS, INCLUDING MOLECULAR MODELLING STUDIES
dc.relationSÍNTESE DE NOVOS COMPOSTOS HETEROCÍCLICOS INCLUINDO DERIVADOS DE AMINOÁCIDOS E ESTUDO DE POTENCIAIS APLICAÇÕES
dc.relation.ispartofseries628;
dc.subjectBenzo[b]thiophenepor
dc.subjectDiarylaminespor
dc.subjectAntioxidant propertiespor
dc.subjectElectrochemical assayspor
dc.titleInsights in the antioxidant activity of diarylamines from the 2,3-dimethylbenzo[b]thiophene through the redox profilepor
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleEVALUATION OF ANTIOXIDANT ACTIVITY OF DI HETEROARYLAMINES AND ANTITUMORAL ACTIVITY OF POLTCYCLIC HETEROAROMATIC COMPOUNDS, INCLUDING MOLECULAR MODELLING STUDIES
oaire.awardTitleSÍNTESE DE NOVOS COMPOSTOS HETEROCÍCLICOS INCLUINDO DERIVADOS DE AMINOÁCIDOS E ESTUDO DE POTENCIAIS APLICAÇÕES
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/POCI/POCI%2FQUI%2F59407%2F2004/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F27430%2F2006/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F29274%2F2006/PT
oaire.citation.endPage47por
oaire.citation.startPage43por
oaire.citation.titleJournal of Electroanalytical Chemistrypor
oaire.fundingStreamPOCI
person.familyNameAbreu
person.familyNameFalcão
person.familyNameFerreira
person.familyNameVilas-Boas
person.givenNameRui M.V.
person.givenNameSoraia
person.givenNameIsabel C.F.R.
person.givenNameMiguel
person.identifier711432
person.identifier144781
person.identifier1693134
person.identifier.ciencia-id0F19-0DE2-12A2
person.identifier.ciencia-idD41A-6BED-4CBB
person.identifier.ciencia-id9418-CF95-9919
person.identifier.ciencia-idA918-C6FF-81A4
person.identifier.orcid0000-0002-7745-8015
person.identifier.orcid0000-0003-3735-6951
person.identifier.orcid0000-0003-4910-4882
person.identifier.orcid0000-0002-8665-5280
person.identifier.ridE-8500-2013
person.identifier.ridI-5949-2013
person.identifier.scopus-author-id7003290613
person.identifier.scopus-author-id14832459200
person.identifier.scopus-author-id36868826600
person.identifier.scopus-author-id6602648497
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspor
rcaap.typearticlepor
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