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
Autor(a) principal: | |
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Data de Publicação: | 2010 |
Outros Autores: | , , , , |
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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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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1808128804094214144 |