Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes

Detalhes bibliográficos
Autor(a) principal: Ximenes, Valdecir F. [UNESP]
Data de Publicação: 2010
Outros Autores: Lopes, Mariana G. [UNESP], Petrônio, Maicon Segalla [UNESP], Regasini, Luis Octavio [UNESP], Siqueira Silva, Dulce H. [UNESP], Da Fonseca, Luiz M. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1021/jf100233y
http://hdl.handle.net/11449/225844
Resumo: The protective effect of gallic acid and its esters, methyl, propyl, and lauryl gallate, against 2,2'-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione (GSH) in erythrocytes was studied. The inhibition of hemolysis was dose-dependent, and the esters were significantly more effective than gallic acid. Gallic acid and its esters were compared with regard to their reactivity to free radicals, using the DPPH and AAPH/pyranine free-cell assays, and no significant difference was obtained. Gallic acid and its esters not only failed to inhibit the depletion of intracellular GSH in erythrocytes induced by AAPH but exacerbated it. Similarly, the oxidation of GSH by AAPH or horseradish peroxidase/H 2O2 in cell-free systems was exacerbated by gallic acid or gallates. This property could be involved in the recent findings on pro-apoptotic and pro-oxidant activities of gallates in tumor cells. We provide evidence that lipophilicity and not only radical scavenger potency is an important factor regarding the efficiency of antihemolytic substances. © 2010 American Chemical Society.
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spelling Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytesAntioxidantErythrocytesGallatesGallic acidGlutathioneHemolysisPeroxyl radicalPro-oxidant activityThe protective effect of gallic acid and its esters, methyl, propyl, and lauryl gallate, against 2,2'-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione (GSH) in erythrocytes was studied. The inhibition of hemolysis was dose-dependent, and the esters were significantly more effective than gallic acid. Gallic acid and its esters were compared with regard to their reactivity to free radicals, using the DPPH and AAPH/pyranine free-cell assays, and no significant difference was obtained. Gallic acid and its esters not only failed to inhibit the depletion of intracellular GSH in erythrocytes induced by AAPH but exacerbated it. Similarly, the oxidation of GSH by AAPH or horseradish peroxidase/H 2O2 in cell-free systems was exacerbated by gallic acid or gallates. This property could be involved in the recent findings on pro-apoptotic and pro-oxidant activities of gallates in tumor cells. We provide evidence that lipophilicity and not only radical scavenger potency is an important factor regarding the efficiency of antihemolytic substances. © 2010 American Chemical Society.Departamento de Química Faculdade de Ciências UNESP, Bauru, SP, CEP 17033-360Departamento de Análises Clínicas Faculdade de Ciências Farmacêuticas Unesp-Univ Estadual Paulista, Araraquara, São Paulo (SP)Departamento de Química Orgânica Instituto de Química Unesp-Univ Estadual Paulista, Araraquara, São Paulo (SP)Departamento de Química Faculdade de Ciências UNESP, Bauru, SP, CEP 17033-360Departamento de Análises Clínicas Faculdade de Ciências Farmacêuticas Unesp-Univ Estadual Paulista, Araraquara, São Paulo (SP)Departamento de Química Orgânica Instituto de Química Unesp-Univ Estadual Paulista, Araraquara, São Paulo (SP)Universidade Estadual Paulista (UNESP)Ximenes, Valdecir F. [UNESP]Lopes, Mariana G. [UNESP]Petrônio, Maicon Segalla [UNESP]Regasini, Luis Octavio [UNESP]Siqueira Silva, Dulce H. [UNESP]Da Fonseca, Luiz M. [UNESP]2022-04-28T21:01:17Z2022-04-28T21:01:17Z2010-05-12info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article5355-5362http://dx.doi.org/10.1021/jf100233yJournal of Agricultural and Food Chemistry, v. 58, n. 9, p. 5355-5362, 2010.0021-85611520-5118http://hdl.handle.net/11449/22584410.1021/jf100233y2-s2.0-77952117239Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of Agricultural and Food Chemistryinfo:eu-repo/semantics/openAccess2024-06-21T15:18:46Zoai:repositorio.unesp.br:11449/225844Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T17:23:40.200863Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
title Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
spellingShingle Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
Ximenes, Valdecir F. [UNESP]
Antioxidant
Erythrocytes
Gallates
Gallic acid
Glutathione
Hemolysis
Peroxyl radical
Pro-oxidant activity
title_short Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
title_full Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
title_fullStr Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
title_full_unstemmed Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
title_sort Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2- amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
author Ximenes, Valdecir F. [UNESP]
author_facet Ximenes, Valdecir F. [UNESP]
Lopes, Mariana G. [UNESP]
Petrônio, Maicon Segalla [UNESP]
Regasini, Luis Octavio [UNESP]
Siqueira Silva, Dulce H. [UNESP]
Da Fonseca, Luiz M. [UNESP]
author_role author
author2 Lopes, Mariana G. [UNESP]
Petrônio, Maicon Segalla [UNESP]
Regasini, Luis Octavio [UNESP]
Siqueira Silva, Dulce H. [UNESP]
Da Fonseca, Luiz M. [UNESP]
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (UNESP)
dc.contributor.author.fl_str_mv Ximenes, Valdecir F. [UNESP]
Lopes, Mariana G. [UNESP]
Petrônio, Maicon Segalla [UNESP]
Regasini, Luis Octavio [UNESP]
Siqueira Silva, Dulce H. [UNESP]
Da Fonseca, Luiz M. [UNESP]
dc.subject.por.fl_str_mv Antioxidant
Erythrocytes
Gallates
Gallic acid
Glutathione
Hemolysis
Peroxyl radical
Pro-oxidant activity
topic Antioxidant
Erythrocytes
Gallates
Gallic acid
Glutathione
Hemolysis
Peroxyl radical
Pro-oxidant activity
description The protective effect of gallic acid and its esters, methyl, propyl, and lauryl gallate, against 2,2'-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione (GSH) in erythrocytes was studied. The inhibition of hemolysis was dose-dependent, and the esters were significantly more effective than gallic acid. Gallic acid and its esters were compared with regard to their reactivity to free radicals, using the DPPH and AAPH/pyranine free-cell assays, and no significant difference was obtained. Gallic acid and its esters not only failed to inhibit the depletion of intracellular GSH in erythrocytes induced by AAPH but exacerbated it. Similarly, the oxidation of GSH by AAPH or horseradish peroxidase/H 2O2 in cell-free systems was exacerbated by gallic acid or gallates. This property could be involved in the recent findings on pro-apoptotic and pro-oxidant activities of gallates in tumor cells. We provide evidence that lipophilicity and not only radical scavenger potency is an important factor regarding the efficiency of antihemolytic substances. © 2010 American Chemical Society.
publishDate 2010
dc.date.none.fl_str_mv 2010-05-12
2022-04-28T21:01:17Z
2022-04-28T21:01:17Z
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/10.1021/jf100233y
Journal of Agricultural and Food Chemistry, v. 58, n. 9, p. 5355-5362, 2010.
0021-8561
1520-5118
http://hdl.handle.net/11449/225844
10.1021/jf100233y
2-s2.0-77952117239
url http://dx.doi.org/10.1021/jf100233y
http://hdl.handle.net/11449/225844
identifier_str_mv Journal of Agricultural and Food Chemistry, v. 58, n. 9, p. 5355-5362, 2010.
0021-8561
1520-5118
10.1021/jf100233y
2-s2.0-77952117239
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Agricultural and Food Chemistry
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 5355-5362
dc.source.none.fl_str_mv Scopus
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
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