Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes

Detalhes bibliográficos
Autor(a) principal: Paracatu, Luana Chiquetto [UNESP]
Data de Publicação: 2014
Outros Autores: Quinello Gomes Faria, Carolina Maria [UNESP], Quinello, Camila, Renno, Camila, Palmeira, Patricia, Zeraik, Maria Luiza [UNESP], Fonseca, Luiz Marcos da [UNESP], Ximenes, Valdecir Farias [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1155/2014/793629
http://hdl.handle.net/11449/117240
Resumo: Numerous anti-inflammatory properties have been attributed to caffeic acid phenethyl ester (CAPE), an active component of propolis. NADPH oxidases are multienzymatic complexes involved in many inflammatory diseases. Here, we studied the importance of the CAPE hydrophobicity on cell-free antioxidant capacity, inhibition of the NADPH oxidase and hypochlorous acid production, and release of TNF-alpha and IL-10 by activated leukocytes. The comparison was made with the related, but less hydrophobic, caffeic and chlorogenic acids. Cell-free studies such as superoxide anion scavenging assay, triene degradation, and anodic peak potential (E-pa) measurements showed that the alterations in the hydrophobicity did not provoke significant changes in the oxidation potential and antiradical potency of the tested compounds. However, only CAPE was able to inhibit the production of superoxide anion by activated leukocytes. The inhibition of the NADPH oxidase resulted in the blockage of production of hypochlorous acid. Similarly, CAPE was the more effective inhibitor of the release of TNF-alpha and IL-10 by Staphylococcus aureus stimulated cells. In conclusion, the presence of the catechol moiety and the higher hydrophobicity were essential for the biological effects. Considering the involvement of NADPH oxidases in the genesis and progression of inflammatory diseases, CAPE should be considered as a promising anti-inflammatory drug.
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spelling Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by LeukocytesNumerous anti-inflammatory properties have been attributed to caffeic acid phenethyl ester (CAPE), an active component of propolis. NADPH oxidases are multienzymatic complexes involved in many inflammatory diseases. Here, we studied the importance of the CAPE hydrophobicity on cell-free antioxidant capacity, inhibition of the NADPH oxidase and hypochlorous acid production, and release of TNF-alpha and IL-10 by activated leukocytes. The comparison was made with the related, but less hydrophobic, caffeic and chlorogenic acids. Cell-free studies such as superoxide anion scavenging assay, triene degradation, and anodic peak potential (E-pa) measurements showed that the alterations in the hydrophobicity did not provoke significant changes in the oxidation potential and antiradical potency of the tested compounds. However, only CAPE was able to inhibit the production of superoxide anion by activated leukocytes. The inhibition of the NADPH oxidase resulted in the blockage of production of hypochlorous acid. Similarly, CAPE was the more effective inhibitor of the release of TNF-alpha and IL-10 by Staphylococcus aureus stimulated cells. In conclusion, the presence of the catechol moiety and the higher hydrophobicity were essential for the biological effects. Considering the involvement of NADPH oxidases in the genesis and progression of inflammatory diseases, CAPE should be considered as a promising anti-inflammatory drug.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, BrazilUniv Sao Paulo, Sch Med, Dept Pediat, BR-05403900 Sao Paulo, BrazilSao Paulo State Univ UNESP, Inst Chem, Dept Organ Chem, BR-14800900 Araraquara, SP, BrazilSao Paulo State Univ UNESP, Fac Sci, Dept Chem, BR-17033360 Bauru, SP, BrazilSao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, BrazilSao Paulo State Univ UNESP, Inst Chem, Dept Organ Chem, BR-14800900 Araraquara, SP, BrazilSao Paulo State Univ UNESP, Fac Sci, Dept Chem, BR-17033360 Bauru, SP, BrazilHindawi Publishing CorporationUniversidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Paracatu, Luana Chiquetto [UNESP]Quinello Gomes Faria, Carolina Maria [UNESP]Quinello, CamilaRenno, CamilaPalmeira, PatriciaZeraik, Maria Luiza [UNESP]Fonseca, Luiz Marcos da [UNESP]Ximenes, Valdecir Farias [UNESP]2015-03-18T15:55:37Z2015-03-18T15:55:37Z2014-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article13application/epub+zipapplication/pdfhttp://dx.doi.org/10.1155/2014/793629Evidence-based Complementary And Alternative Medicine. New York: Hindawi Publishing Corporation, 13 p., 2014.1741-427Xhttp://hdl.handle.net/11449/11724010.1155/2014/793629WOS:000344095800001WOS000344095800001.pdfWOS000344095800001.epub4066413997908572Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengEvidence-based Complementary And Alternative Medicine2.064info:eu-repo/semantics/openAccess2024-06-21T15:18:13Zoai:repositorio.unesp.br:11449/117240Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:04:15.053404Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
title Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
spellingShingle Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
Paracatu, Luana Chiquetto [UNESP]
title_short Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
title_full Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
title_fullStr Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
title_full_unstemmed Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
title_sort Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
author Paracatu, Luana Chiquetto [UNESP]
author_facet Paracatu, Luana Chiquetto [UNESP]
Quinello Gomes Faria, Carolina Maria [UNESP]
Quinello, Camila
Renno, Camila
Palmeira, Patricia
Zeraik, Maria Luiza [UNESP]
Fonseca, Luiz Marcos da [UNESP]
Ximenes, Valdecir Farias [UNESP]
author_role author
author2 Quinello Gomes Faria, Carolina Maria [UNESP]
Quinello, Camila
Renno, Camila
Palmeira, Patricia
Zeraik, Maria Luiza [UNESP]
Fonseca, Luiz Marcos da [UNESP]
Ximenes, Valdecir Farias [UNESP]
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade de São Paulo (USP)
dc.contributor.author.fl_str_mv Paracatu, Luana Chiquetto [UNESP]
Quinello Gomes Faria, Carolina Maria [UNESP]
Quinello, Camila
Renno, Camila
Palmeira, Patricia
Zeraik, Maria Luiza [UNESP]
Fonseca, Luiz Marcos da [UNESP]
Ximenes, Valdecir Farias [UNESP]
description Numerous anti-inflammatory properties have been attributed to caffeic acid phenethyl ester (CAPE), an active component of propolis. NADPH oxidases are multienzymatic complexes involved in many inflammatory diseases. Here, we studied the importance of the CAPE hydrophobicity on cell-free antioxidant capacity, inhibition of the NADPH oxidase and hypochlorous acid production, and release of TNF-alpha and IL-10 by activated leukocytes. The comparison was made with the related, but less hydrophobic, caffeic and chlorogenic acids. Cell-free studies such as superoxide anion scavenging assay, triene degradation, and anodic peak potential (E-pa) measurements showed that the alterations in the hydrophobicity did not provoke significant changes in the oxidation potential and antiradical potency of the tested compounds. However, only CAPE was able to inhibit the production of superoxide anion by activated leukocytes. The inhibition of the NADPH oxidase resulted in the blockage of production of hypochlorous acid. Similarly, CAPE was the more effective inhibitor of the release of TNF-alpha and IL-10 by Staphylococcus aureus stimulated cells. In conclusion, the presence of the catechol moiety and the higher hydrophobicity were essential for the biological effects. Considering the involvement of NADPH oxidases in the genesis and progression of inflammatory diseases, CAPE should be considered as a promising anti-inflammatory drug.
publishDate 2014
dc.date.none.fl_str_mv 2014-01-01
2015-03-18T15:55:37Z
2015-03-18T15:55:37Z
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://dx.doi.org/10.1155/2014/793629
Evidence-based Complementary And Alternative Medicine. New York: Hindawi Publishing Corporation, 13 p., 2014.
1741-427X
http://hdl.handle.net/11449/117240
10.1155/2014/793629
WOS:000344095800001
WOS000344095800001.pdf
WOS000344095800001.epub
4066413997908572
url http://dx.doi.org/10.1155/2014/793629
http://hdl.handle.net/11449/117240
identifier_str_mv Evidence-based Complementary And Alternative Medicine. New York: Hindawi Publishing Corporation, 13 p., 2014.
1741-427X
10.1155/2014/793629
WOS:000344095800001
WOS000344095800001.pdf
WOS000344095800001.epub
4066413997908572
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Evidence-based Complementary And Alternative Medicine
2.064
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 13
application/epub+zip
application/pdf
dc.publisher.none.fl_str_mv Hindawi Publishing Corporation
publisher.none.fl_str_mv Hindawi Publishing Corporation
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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