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

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dc.contributorSistema FMUSP-HC: Faculdade de Medicina da Universidade de São Paulo (FMUSP) e Hospital das Clínicas da FMUSP
dc.contributor.authorPARACATU, Luana Chiquetto
dc.contributor.authorFARIA, Carolina Maria Quinello Gomes
dc.contributor.authorQUINELLO, Camila
dc.contributor.authorRENNO, Camila
dc.contributor.authorPALMEIRA, Patricia
dc.contributor.authorZERAIK, Maria Luiza
dc.contributor.authorFONSECA, Luiz Marcos da
dc.contributor.authorXIMENES, Valdecir Farias
dc.date.accessioned2015-04-22T22:35:12Z
dc.date.available2015-04-22T22:35:12Z
dc.date.issued2014
dc.description.abstractNumerous 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.
dc.description.indexPubMed
dc.description.sponsorshipCAPES
dc.description.sponsorshipSao Paulo Research Foundation (FAPESP)
dc.description.sponsorshipNational Council for Scientific and Technological Development (CNPq)
dc.identifier.citationEVIDENCE-BASED COMPLEMENTARY AND ALTERNATIVE MEDICINE, article ID 793629, 13p, 2014
dc.identifier.doi10.1155/2014/793629
dc.identifier.eissn1741-4288
dc.identifier.issn1741-427X
dc.identifier.urihttps://observatorio.fm.usp.br/handle/OPI/9204
dc.language.isoeng
dc.publisherHINDAWI PUBLISHING CORPORATION
dc.relation.ispartofEvidence-Based Complementary and Alternative Medicine
dc.rightsopenAccess
dc.rights.holderCopyright HINDAWI PUBLISHING CORPORATION
dc.subject.othernadph oxidase activation
dc.subject.othernf-kappa-b
dc.subject.othertnf-alpha
dc.subject.otherendothelial dysfunction
dc.subject.otherantioxidant activity
dc.subject.otherrespiratory burst
dc.subject.otheractive component
dc.subject.otherblood-cells
dc.subject.otherneutrophils
dc.subject.otherinhibition
dc.subject.wosIntegrative & Complementary Medicine
dc.titleCaffeic Acid Phenethyl Ester: Consequences of Its Hydrophobicity in the Oxidative Functions and Cytokine Release by Leukocytes
dc.typearticle
dc.type.categoryoriginal article
dc.type.versionpublishedVersion
dspace.entity.typePublication
hcfmusp.author.externalPARACATU, Luana Chiquetto:Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, Brazil
hcfmusp.author.externalFARIA, Carolina Maria Quinello Gomes:Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, Brazil
hcfmusp.author.externalZERAIK, Maria Luiza:Sao Paulo State Univ UNESP, Inst Chem, Dept Organ Chem, BR-14800900 Araraquara, SP, Brazil
hcfmusp.author.externalFONSECA, Luiz Marcos da:Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, Brazil
hcfmusp.author.externalXIMENES, Valdecir Farias:Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, Dept Clin Anal, BR-14801902 Araraquara, SP, Brazil; Sao Paulo State Univ UNESP, Fac Sci, Dept Chem, BR-17033360 Bauru, SP, Brazil
hcfmusp.citation.scopus15
hcfmusp.contributor.author-fmusphcCAMILA CRISTINA QUINELLO GOMES DE FARIA
hcfmusp.contributor.author-fmusphcCAMILA RENNO GUIMARAES
hcfmusp.contributor.author-fmusphcPATRICIA PALMEIRA DAENEKAS JORGE
hcfmusp.description.articlenumber793629
hcfmusp.origemWOS
hcfmusp.origem.scopus2-s2.0-84931023583
hcfmusp.origem.wosWOS:000344095800001
hcfmusp.publisher.cityNEW YORK
hcfmusp.publisher.countryUSA
hcfmusp.relation.referenceBaliga MS, 2012, FOOD FUNCT, V3, P1109, DOI 10.1039/c2fo30097d
hcfmusp.relation.referenceBarbacanne MA, 2000, FREE RADICAL BIO MED, V29, P388, DOI 10.1016/S0891-5849(00)00336-1
hcfmusp.relation.referenceBarth BM, 2012, CELL SIGNAL, V24, P1126, DOI 10.1016/j.cellsig.2011.12.020
hcfmusp.relation.referenceBergman M, 2010, HEART VESSELS, V25, P426, DOI 10.1007/s00380-009-1204-8
hcfmusp.relation.referenceBRANDWILLIAMS W, 1995, FOOD SCI TECHNOL-LEB, V28, P25
hcfmusp.relation.referenceCakir T, 2011, J PHARM PHARMACOL, V63, P1566, DOI 10.1111/j.2042-7158.2011.01359.x
hcfmusp.relation.referenceCelli N, 2004, J CHROMATOGR B, V810, P129, DOI 10.1016/j.jchromb.2004.07.024
hcfmusp.relation.referenceChen F, 2013, CNS NEUROSCI THER, V19, P675, DOI 10.1111/cns.12131
hcfmusp.relation.referenceCiz M, 2012, OXID MED CELL LONGEV, DOI 10.1155/2012/181295
hcfmusp.relation.referenceCsiszar A, 2008, J APPL PHYSIOL, V105, P1333, DOI 10.1152/japplphysiol.90470.2008
hcfmusp.relation.referenceCui KQ, 2013, BIOCHEM BIOPH RES CO, V435, P289, DOI 10.1016/j.bbrc.2013.04.026
hcfmusp.relation.referenceDale DC, 2008, BLOOD, V112, P935, DOI 10.1182/blood-2007-12-077917
hcfmusp.relation.referenceDang PMC, 2006, FASEB J, V20, P1504, DOI 10.1096/fj.05-5395fje
hcfmusp.relation.referencede Almeida A. C., 2012, ISRN INFLAMMATION, V2012
hcfmusp.relation.referencede Almeida AC, 2011, EUR J PHARMACOL, V660, P445, DOI 10.1016/j.ejphar.2011.03.043
hcfmusp.relation.referencede Faria CMQG, 2012, CURR MED CHEM, V19, P4885
hcfmusp.relation.referenceDewas C, 2003, J IMMUNOL, V171, P4392
hcfmusp.relation.referencedos Santos JS, 2013, J BURN CARE RES, V34, P682, DOI 10.1097/BCR.0b013e3182839b1c
hcfmusp.relation.referenceDrummond GR, 2011, NAT REV DRUG DISCOV, V10, P453, DOI 10.1038/nrd3403
hcfmusp.relation.referenceENGLISH D, 1974, J IMMUNOL METHODS, V5, P249, DOI 10.1016/0022-1759(74)90109-4
hcfmusp.relation.referenceFischer MT, 2012, BRAIN, V135, P886, DOI 10.1093/brain/aws012
hcfmusp.relation.referenceGebhard C, 2013, BIOL PHARM BULL, V36, P1032
hcfmusp.relation.referenceGHOSE AK, 1987, J CHEM INF COMP SCI, V27, P21, DOI 10.1021/ci00053a005
hcfmusp.relation.referenceGunckel S, 1998, CHEM-BIOL INTERACT, V114, P45, DOI 10.1016/S0009-2797(98)00041-6
hcfmusp.relation.referenceHuang Y, 2012, J HUAZHONG U SCI-MED, V32, P642, DOI 10.1007/s11596-012-1011-9
hcfmusp.relation.referenceJuman S, 2012, BIOL PHARM BULL, V35, P1941
hcfmusp.relation.referenceKettle A. J., 2013, BIOCHIM BIOPHYS ACTA, V1840, P781
hcfmusp.relation.referenceKhalil Mahmoud Lotfy, 2006, Asian Pac J Cancer Prev, V7, P22
hcfmusp.relation.referenceKleniewska P, 2012, ARCH IMMUNOL THER EX, V60, P277, DOI 10.1007/s00005-012-0176-z
hcfmusp.relation.referenceLaguerre M, 2008, ANAL BIOCHEM, V380, P282, DOI 10.1016/j.ab.2008.06.006
hcfmusp.relation.referenceLin CJ, 2012, CELL BIOL INT, V36, P391, DOI 10.1042/CBI20110290
hcfmusp.relation.referenceLojek A, 2002, LUMINESCENCE, V17, P1, DOI 10.1002/bio.664
hcfmusp.relation.referenceLong T, 2012, J SEX MED, V9, P1801, DOI 10.1111/j.1743-6109.2012.02739.x
hcfmusp.relation.referenceMunoz A, 2013, OXIDATIVE MED CELLUL, V2013
hcfmusp.relation.referenceNatarajan K, 1996, P NATL ACAD SCI USA, V93, P9090, DOI 10.1073/pnas.93.17.9090
hcfmusp.relation.referenceODONNELL VB, 1993, BIOCHEM J, V290, P41
hcfmusp.relation.referencePečivová Jana, 2012, Interdiscip Toxicol, V5, P81, DOI 10.2478/v10102-012-0014-5
hcfmusp.relation.referencePetronio MS, 2013, MOLECULES, V18, P2821, DOI 10.3390/molecules18032821
hcfmusp.relation.referencePhilippens IHCHM, 2013, J NEUROIMMUNE PHARM, V8, P715, DOI 10.1007/s11481-013-9450-z
hcfmusp.relation.referencePramanik KC, 2013, CARCINOGENESIS, V34, P2061, DOI 10.1093/carcin/bgt154
hcfmusp.relation.referenceRutkowska E, 2013, ACTA POL PHARM, V70, P3
hcfmusp.relation.referenceSimonyi A, 2010, MOL NEUROBIOL, V41, P73, DOI 10.1007/s12035-010-8107-7
hcfmusp.relation.referenceStefanska J, 2008, MEDIAT INFLAMM, DOI 10.1155/2008/106507
hcfmusp.relation.referenceTakac I, 2012, CURR HYPERTENS REP, V14, P70, DOI 10.1007/s11906-011-0238-3
hcfmusp.relation.referenceTan AS, 2000, J IMMUNOL METHODS, V238, P59, DOI 10.1016/S0022-1759(00)00156-3
hcfmusp.relation.referenceWinterbourn C. C., 2014, BIOCHIM BIOPHYS ACTA, V1840, P730
hcfmusp.relation.referenceXimenes VF, 2005, BRAZ J MED BIOL RES, V38, P1575, DOI 10.1590/S0100-879X2005001100003
hcfmusp.relation.referenceZeraik ML, 2012, CURR MED CHEM, V19, P5405
hcfmusp.relation.referenceZhou H, 2012, FREE RADICAL BIO MED, V52, P303, DOI 10.1016/j.freeradbiomed.2011.10.488
hcfmusp.relation.referenceZhou MJ, 1997, ANAL BIOCHEM, V253, P162, DOI 10.1006/abio.1997.2391
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