Electrochemical characterization of bioactive hydroxyxanthones by cyclic voltammetry

Bibliographic Details
Main Author: Santos, Clementina M.M.
Publication Date: 2013
Other Authors: Garcia, Beatriz, Silva, Artur, Santus, René, Morlière, Patrice, Fernandes, Eduarda
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10198/9350
Summary: 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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spelling 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:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2025-02-25T12:00:42Zoai:bibliotecadigital.ipb.pt:10198/9350Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T11:24:57.358879Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
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
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dc.format.none.fl_str_mv application/pdf
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dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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