Caffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
Autor(a) principal: | |
---|---|
Data de Publicação: | 2014 |
Outros Autores: | , , , , , , |
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. |
id |
UNSP_549b2d72de802573af5cc849e4ebee60 |
---|---|
oai_identifier_str |
oai:repositorio.unesp.br:11449/117240 |
network_acronym_str |
UNSP |
network_name_str |
Repositório Institucional da UNESP |
repository_id_str |
2946 |
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) |
repository.mail.fl_str_mv |
|
_version_ |
1808128311281319936 |