Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.3390/molecules22091441 http://hdl.handle.net/11449/165804 |
Resumo: | Rhamnetin (Rhm), 3-O-methylquercetin (3MQ), and Rhamnazin (Rhz) are methylated derivatives of quercetin commonly found in fruits and vegetables that possess antioxidant and anti-inflammatory properties. Phospholipase A2 (PLA2) displays several important roles during acute inflammation; therefore, this study aimed at investigating new compounds able to inhibit this enzyme, besides evaluating creatine kinase (CK) levels and citotoxicity. Methylated quercetins were compared with quercetin (Q) and were incubated with secretory PLA2 (sPLA2) from Bothrops jararacussu to determine their inhibitory activity. Cytotoxic studies were performed by using the J774 cell lineage incubated with quercertins. In vivo tests were performed with Swiss female mice to evaluate decreasing paw edema potential and compounds' CK levels. Structural modifications on sPLA2 were made with circular dichroism (CD). Despite Q and Rhz showing greater enzymatic inhibitory potential, high CK was observed. Rhm exhibited sPLA2 inhibitory potential, no toxicity and, remarkably, it decreased CK levels. The presence of 3OH on the C-ring of Rhm may contribute to both its anti-inflammatory and enzymatic inhibition of sPLA2, and the methylation of ring A may provide the increase in cell viability and low CK level induced by sPLA2. These results showed that Rhm can be a candidate as a natural compound for the development of new anti-inflammatory drugs. |
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Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2rhamnetinmethylated quercetinsphospholipase A2anti-inflammatoryBothrops jararacussuRhamnetin (Rhm), 3-O-methylquercetin (3MQ), and Rhamnazin (Rhz) are methylated derivatives of quercetin commonly found in fruits and vegetables that possess antioxidant and anti-inflammatory properties. Phospholipase A2 (PLA2) displays several important roles during acute inflammation; therefore, this study aimed at investigating new compounds able to inhibit this enzyme, besides evaluating creatine kinase (CK) levels and citotoxicity. Methylated quercetins were compared with quercetin (Q) and were incubated with secretory PLA2 (sPLA2) from Bothrops jararacussu to determine their inhibitory activity. Cytotoxic studies were performed by using the J774 cell lineage incubated with quercertins. In vivo tests were performed with Swiss female mice to evaluate decreasing paw edema potential and compounds' CK levels. Structural modifications on sPLA2 were made with circular dichroism (CD). Despite Q and Rhz showing greater enzymatic inhibitory potential, high CK was observed. Rhm exhibited sPLA2 inhibitory potential, no toxicity and, remarkably, it decreased CK levels. The presence of 3OH on the C-ring of Rhm may contribute to both its anti-inflammatory and enzymatic inhibition of sPLA2, and the methylation of ring A may provide the increase in cell viability and low CK level induced by sPLA2. These results showed that Rhm can be a candidate as a natural compound for the development of new anti-inflammatory drugs.UNESPUNIFESPConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Univ Fed Sao Paulo, Postgrad Program Food Nutr & Hlth, BR-11015020 Sao Paulo, BrazilUniv Estadual Paulista, Biosci Inst, BR-11330900 Sao Paulo, BrazilBrazil Univ, Prorector Res, BR-08230030 Sao Paulo, BrazilUniv Sao Paulo, Pathol Lab Infect Dis LIM50, Dept Pathol, Sch Med, BR-01246903 Sao Paulo, BrazilUniv Estadual Paulista, Biosci Inst, BR-11330900 Sao Paulo, BrazilMdpi AgUniversidade Federal de São Paulo (UNIFESP)Universidade Estadual Paulista (Unesp)Brazil UnivUniversidade de São Paulo (USP)Belchor, Mariana Novo [UNESP]Gaeta, Henrique Hessel [UNESP]Bittencourt Rodrigues, Caroline Fabri [UNESP]Cruz Costa, Caroline Ramos da [UNESP]Toyama, Daniela de OliveiraDomingues Passero, Luiz Felipe [UNESP]Laurenti, Marcia DalastraToyama, Marcos Hikari [UNESP]2018-11-28T21:36:46Z2018-11-28T21:36:46Z2017-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article13application/pdfhttp://dx.doi.org/10.3390/molecules22091441Molecules. Basel: Mdpi Ag, v. 22, n. 9, 13 p., 2017.1420-3049http://hdl.handle.net/11449/16580410.3390/molecules22091441WOS:000411499400046WOS000411499400046.pdf8573195327542061Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules0,855info:eu-repo/semantics/openAccess2024-01-01T06:18:21Zoai:repositorio.unesp.br:11449/165804Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-01-01T06:18:21Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
title |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
spellingShingle |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 Belchor, Mariana Novo [UNESP] rhamnetin methylated quercetins phospholipase A2 anti-inflammatory Bothrops jararacussu |
title_short |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
title_full |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
title_fullStr |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
title_full_unstemmed |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
title_sort |
Evaluation of Rhamnetin as an Inhibitor of the Pharmacological Effect of Secretory Phospholipase A2 |
author |
Belchor, Mariana Novo [UNESP] |
author_facet |
Belchor, Mariana Novo [UNESP] Gaeta, Henrique Hessel [UNESP] Bittencourt Rodrigues, Caroline Fabri [UNESP] Cruz Costa, Caroline Ramos da [UNESP] Toyama, Daniela de Oliveira Domingues Passero, Luiz Felipe [UNESP] Laurenti, Marcia Dalastra Toyama, Marcos Hikari [UNESP] |
author_role |
author |
author2 |
Gaeta, Henrique Hessel [UNESP] Bittencourt Rodrigues, Caroline Fabri [UNESP] Cruz Costa, Caroline Ramos da [UNESP] Toyama, Daniela de Oliveira Domingues Passero, Luiz Felipe [UNESP] Laurenti, Marcia Dalastra Toyama, Marcos Hikari [UNESP] |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Federal de São Paulo (UNIFESP) Universidade Estadual Paulista (Unesp) Brazil Univ Universidade de São Paulo (USP) |
dc.contributor.author.fl_str_mv |
Belchor, Mariana Novo [UNESP] Gaeta, Henrique Hessel [UNESP] Bittencourt Rodrigues, Caroline Fabri [UNESP] Cruz Costa, Caroline Ramos da [UNESP] Toyama, Daniela de Oliveira Domingues Passero, Luiz Felipe [UNESP] Laurenti, Marcia Dalastra Toyama, Marcos Hikari [UNESP] |
dc.subject.por.fl_str_mv |
rhamnetin methylated quercetins phospholipase A2 anti-inflammatory Bothrops jararacussu |
topic |
rhamnetin methylated quercetins phospholipase A2 anti-inflammatory Bothrops jararacussu |
description |
Rhamnetin (Rhm), 3-O-methylquercetin (3MQ), and Rhamnazin (Rhz) are methylated derivatives of quercetin commonly found in fruits and vegetables that possess antioxidant and anti-inflammatory properties. Phospholipase A2 (PLA2) displays several important roles during acute inflammation; therefore, this study aimed at investigating new compounds able to inhibit this enzyme, besides evaluating creatine kinase (CK) levels and citotoxicity. Methylated quercetins were compared with quercetin (Q) and were incubated with secretory PLA2 (sPLA2) from Bothrops jararacussu to determine their inhibitory activity. Cytotoxic studies were performed by using the J774 cell lineage incubated with quercertins. In vivo tests were performed with Swiss female mice to evaluate decreasing paw edema potential and compounds' CK levels. Structural modifications on sPLA2 were made with circular dichroism (CD). Despite Q and Rhz showing greater enzymatic inhibitory potential, high CK was observed. Rhm exhibited sPLA2 inhibitory potential, no toxicity and, remarkably, it decreased CK levels. The presence of 3OH on the C-ring of Rhm may contribute to both its anti-inflammatory and enzymatic inhibition of sPLA2, and the methylation of ring A may provide the increase in cell viability and low CK level induced by sPLA2. These results showed that Rhm can be a candidate as a natural compound for the development of new anti-inflammatory drugs. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-09-01 2018-11-28T21:36:46Z 2018-11-28T21:36:46Z |
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/10.3390/molecules22091441 Molecules. Basel: Mdpi Ag, v. 22, n. 9, 13 p., 2017. 1420-3049 http://hdl.handle.net/11449/165804 10.3390/molecules22091441 WOS:000411499400046 WOS000411499400046.pdf 8573195327542061 |
url |
http://dx.doi.org/10.3390/molecules22091441 http://hdl.handle.net/11449/165804 |
identifier_str_mv |
Molecules. Basel: Mdpi Ag, v. 22, n. 9, 13 p., 2017. 1420-3049 10.3390/molecules22091441 WOS:000411499400046 WOS000411499400046.pdf 8573195327542061 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Molecules 0,855 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
13 application/pdf |
dc.publisher.none.fl_str_mv |
Mdpi Ag |
publisher.none.fl_str_mv |
Mdpi Ag |
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 |
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1803047212180045824 |