Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/9350 |
Resumo: | The present study reports the electrochemical behavior of several phenolic and catecholic-substituted 2,3-diarylxanthones on a glassy carbon electrode, challenged by cyclic voltammetry at different pH values (4.0, 7.4, and 11.0). Higher pH values required lower anodic and cathodic peak voltages. The oxidation of catecholic groups occurred at lower peak potentials in a reversible and pH dependent manner. Anodic peak potentials appeared at higher pH values and were attributed to the electrochemically irreversible oxidation of the phenolic groups. The number and position of hydroxyl substituents were the determinants for the electrochemical behavior and found to correlate with the scavenging activity for reactive oxygen (ROS) and nitrogen species (RNS). A xanthone with two catechol units presented the lowest anodic potential voltage (Epa = 0.15 V) and proved to be the most effective ROS and RNS scavenger. |
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Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetryXanthonesCyclic voltammetryScavenging activity for ROS and RNSCatecholGlassy carbonThe present study reports the electrochemical behavior of several phenolic and catecholic-substituted 2,3-diarylxanthones on a glassy carbon electrode, challenged by cyclic voltammetry at different pH values (4.0, 7.4, and 11.0). Higher pH values required lower anodic and cathodic peak voltages. The oxidation of catecholic groups occurred at lower peak potentials in a reversible and pH dependent manner. Anodic peak potentials appeared at higher pH values and were attributed to the electrochemically irreversible oxidation of the phenolic groups. The number and position of hydroxyl substituents were the determinants for the electrochemical behavior and found to correlate with the scavenging activity for reactive oxygen (ROS) and nitrogen species (RNS). A xanthone with two catechol units presented the lowest anodic potential voltage (Epa = 0.15 V) and proved to be the most effective ROS and RNS scavenger.Faculdade de Farmácia da Universidade do Porto, Universidade de Aveiro, Fundação para a Ciência e a Tecnologia (Portugal) and FEDER for funding the Organic Chemistry Research Unit (project PEst-C/QUI/UI0062/2011) and also to the Portuguese National NMR Network (RNRMN).ElsevierBiblioteca Digital do IPBSantos, Clementina M.M.Garcia, BeatrizSilva, ArturSantus, RenéMorlière, PatriceFernandes, Eduarda2014-03-11T11:14:00Z20132013-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10198/9350engSantos, Clementina M.M.; Garcia, Beatriz; Silva, Artur M. S.; Santus, Rene; Morliere, Patrice; Fernandes, Eduarda (2013). Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry. Tetrahedron Letters. ISSN 0040-4039. 54:1, p. 85-90.10.1016/j.tetlet.2012.10.103info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:22:08Zoai:bibliotecadigital.ipb.pt:10198/9350Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:00:26.180185Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
title |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
spellingShingle |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry Santos, Clementina M.M. Xanthones Cyclic voltammetry Scavenging activity for ROS and RNS Catechol Glassy carbon |
title_short |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
title_full |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
title_fullStr |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
title_full_unstemmed |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
title_sort |
Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry |
author |
Santos, Clementina M.M. |
author_facet |
Santos, Clementina M.M. Garcia, Beatriz Silva, Artur Santus, René Morlière, Patrice Fernandes, Eduarda |
author_role |
author |
author2 |
Garcia, Beatriz Silva, Artur Santus, René Morlière, Patrice Fernandes, Eduarda |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Santos, Clementina M.M. Garcia, Beatriz Silva, Artur Santus, René Morlière, Patrice Fernandes, Eduarda |
dc.subject.por.fl_str_mv |
Xanthones Cyclic voltammetry Scavenging activity for ROS and RNS Catechol Glassy carbon |
topic |
Xanthones Cyclic voltammetry Scavenging activity for ROS and RNS Catechol Glassy carbon |
description |
The present study reports the electrochemical behavior of several phenolic and catecholic-substituted 2,3-diarylxanthones on a glassy carbon electrode, challenged by cyclic voltammetry at different pH values (4.0, 7.4, and 11.0). Higher pH values required lower anodic and cathodic peak voltages. The oxidation of catecholic groups occurred at lower peak potentials in a reversible and pH dependent manner. Anodic peak potentials appeared at higher pH values and were attributed to the electrochemically irreversible oxidation of the phenolic groups. The number and position of hydroxyl substituents were the determinants for the electrochemical behavior and found to correlate with the scavenging activity for reactive oxygen (ROS) and nitrogen species (RNS). A xanthone with two catechol units presented the lowest anodic potential voltage (Epa = 0.15 V) and proved to be the most effective ROS and RNS scavenger. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013 2013-01-01T00:00:00Z 2014-03-11T11:14:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10198/9350 |
url |
http://hdl.handle.net/10198/9350 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Santos, Clementina M.M.; Garcia, Beatriz; Silva, Artur M. S.; Santus, Rene; Morliere, Patrice; Fernandes, Eduarda (2013). Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry. Tetrahedron Letters. ISSN 0040-4039. 54:1, p. 85-90. 10.1016/j.tetlet.2012.10.103 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799135232281018368 |