Síntese de complexos de Mg(II), atividade antioxidante e citotóxica
Ano de defesa: | 2021 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
Tipo de documento: | Dissertação |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de São Carlos
Câmpus São Carlos |
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química - PPGQ
|
Departamento: |
Não Informado pela instituição
|
País: |
Não Informado pela instituição
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | https://repositorio.ufscar.br/handle/ufscar/14321 |
Resumo: | The objective of this work was to develop metal complexes containing natural products that have antioxidant activity to be applied in the cosmetics sector. For that, 3 [Mg(phen)2PN]+ metal complexes were synthesized and characterized, where phen = 1,10-phenanthroline and PN are the natural products: caffeic acid (caf), cinnamic (cin) and cinnamic 4-dimethylamino acid (dmaca). The characterizations of ligands and complexes were carried out by electron injection mass spectrometry, UV-Vis, infrared, and 1H NMR spectroscopic techniques. The antioxidant activity of the compounds was investigated in relation to electron and hydrogen atom transfer using the free radical DPPH. In these experiments, only free caffeic acid and its [Mg(phen)2(caf)]+ complex showed antioxidant activity in relation to DPPH. An indirect test to determine the ability of superoxide dismutase (SOD) to inhibit the reactions induced by the superoxide radical anion was performed. Using the riboflavin reduction method in the presence of methionine and induced by 420 nm light irradiation, the antioxidant capacity of the complexes in relation to the superoxide radical was evaluated. In this study, antioxidant activity was observed for the phenolic compounds caffeic acid (caf) and cinnamic 4-dimethylamino acid (dmaca), as well as for their respective [Mg(phen)2(caf)]+ and [Mg(phen)2(dmaca)]+ complexes, with the highest inhibition percentages of O2.- were observed for the complexes. The antioxidant activity in relation to singlet oxygen (1O2) was performed using the paramagnetic resonance (EPR) technique. For the [Mg (phen)2(caf)]+ complex the IC50 value was 5.0 μg mL-1 and for the [Mg(phen)2(dmaca)]+ the IC50 value was 7.5 μg mL-1. The complexes did not inhibit the activity of the enzyme acetylcholinesterase. MTT assays to estimate the cytotoxicity of complexes in A375 human melanoma cells indicated IC50 around 6 μM for the 3 complexes studied. |
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Santos, Josenilton de JesusCarlos, Rose Mariahttp://lattes.cnpq.br/1589143355309943http://lattes.cnpq.br/89052934634872172021-05-28T09:22:45Z2021-05-28T09:22:45Z2021-03-09SANTOS, Josenilton de Jesus. Síntese de complexos de Mg(II), atividade antioxidante e citotóxica. 2021. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2021. Disponível em: https://repositorio.ufscar.br/handle/ufscar/14321.https://repositorio.ufscar.br/handle/ufscar/14321The objective of this work was to develop metal complexes containing natural products that have antioxidant activity to be applied in the cosmetics sector. For that, 3 [Mg(phen)2PN]+ metal complexes were synthesized and characterized, where phen = 1,10-phenanthroline and PN are the natural products: caffeic acid (caf), cinnamic (cin) and cinnamic 4-dimethylamino acid (dmaca). The characterizations of ligands and complexes were carried out by electron injection mass spectrometry, UV-Vis, infrared, and 1H NMR spectroscopic techniques. The antioxidant activity of the compounds was investigated in relation to electron and hydrogen atom transfer using the free radical DPPH. In these experiments, only free caffeic acid and its [Mg(phen)2(caf)]+ complex showed antioxidant activity in relation to DPPH. An indirect test to determine the ability of superoxide dismutase (SOD) to inhibit the reactions induced by the superoxide radical anion was performed. Using the riboflavin reduction method in the presence of methionine and induced by 420 nm light irradiation, the antioxidant capacity of the complexes in relation to the superoxide radical was evaluated. In this study, antioxidant activity was observed for the phenolic compounds caffeic acid (caf) and cinnamic 4-dimethylamino acid (dmaca), as well as for their respective [Mg(phen)2(caf)]+ and [Mg(phen)2(dmaca)]+ complexes, with the highest inhibition percentages of O2.- were observed for the complexes. The antioxidant activity in relation to singlet oxygen (1O2) was performed using the paramagnetic resonance (EPR) technique. For the [Mg (phen)2(caf)]+ complex the IC50 value was 5.0 μg mL-1 and for the [Mg(phen)2(dmaca)]+ the IC50 value was 7.5 μg mL-1. The complexes did not inhibit the activity of the enzyme acetylcholinesterase. MTT assays to estimate the cytotoxicity of complexes in A375 human melanoma cells indicated IC50 around 6 μM for the 3 complexes studied.O objetivo deste trabalho foi sintetizar complexos de magnésio contendo produtos naturais que apresentem atividade antioxidante para atuarem no setor de cosméticos. Para isso foram sintetizados e caracterizados três complexos metálicos do tipo [Mg(phen)2PN]+, em que phen representa 1,10-fenantrolina e PN são os produtos naturais: ácido cafeico (caf), ácido cinâmico (cin) e ácido 4-dimetilamino cinâmico (dmaca). As caracterizações dos ligantes e complexos foram realizadas por espectrometria de massas por injeção de elétrons e pelas técnicas espectroscópicas UV-Vis, IV e RMN de 1H. A atividade antioxidante dos compostos foi investigada em relação à transferência de elétrons e de átomo de hidrogênio usando o radical livre (DPPH). Nestes experimentos, somente o ácido cafeico livre e seu complexo [Mg(phen)2(caf)]+ apresentaram atividade antioxidante em relação ao DPPH. Um ensaio indireto para determinação da capacidade da superóxido dismutase (SOD) de inibir as reações induzidas pelo ânion radicalar superóxido foi realizado. Pelo método de redução da riboflavina na presença de metionina e induzida pela irradiação com luz de 420 nm, avaliou-se a capacidade antioxidante dos complexos em relação ao radical superóxido. Neste estudo observou-se atividade antioxidante para os compostos fenólicos ácido cafeico (caf) e ácido 4-dimetilamino cinâmico (dmaca), bem como para seus respectivos complexos [Mg(phen)2(caf)]+ e [Mg(phen)2(dmaca)]+, sendo que os maiores percentuais de inibição do O2.- foram observados nos complexos. A atividade antioxidante em relação ao oxigênio singleto (1O2 ) foi realizado utilizando a técnica de ressonância paramagnética (EPR). Para o complexo [Mg(phen)2(caf)]+ o valor de IC50 foi de 5,0 μg mL-1 e para o [Mg(phen)2(dmaca)]+ o valor de IC50 foi de 7,5 μg mL-1. Os complexos não inibiram a atividade da enzima acetilcolinesterase. Ensaios MTT para estimar a citotoxicidade dos complexos em células de melanoma humano A375 indicaram valores e IC50 ao redor 6 μM para os três complexos estudados.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)CNPq: 132263/2019-0porUniversidade Federal de São CarlosCâmpus São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarAttribution-NonCommercial-NoDerivs 3.0 Brazilhttp://creativecommons.org/licenses/by-nc-nd/3.0/br/info:eu-repo/semantics/openAccessAtividade antioxidanteFotoprotetorMagnésioAntioxidant activityPhotoprotectorMagnesiumCIENCIAS EXATAS E DA TERRA::QUIMICACIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICASíntese de complexos de Mg(II), atividade antioxidante e citotóxicaSynthesis of Mg(II) complexes, antioxidant and cytotoxic activityinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8811https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/3/license_rdfe39d27027a6cc9cb039ad269a5db8e34MD53ORIGINALDissertacao de Mestrado Academico Josenilton.pdfDissertacao de Mestrado Academico Josenilton.pdfDissertacao de mestradoapplication/pdf2477875https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/1/Dissertacao%20de%20Mestrado%20Academico%20Josenilton.pdf5bef656347a4a2618aff247079173d44MD51carta-comprovante_homologacao_Josenilton.pdfcarta-comprovante_homologacao_Josenilton.pdfCarta de homologacaoapplication/pdf129877https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/2/carta-comprovante_homologacao_Josenilton.pdf9da90464c2432a302bdebcd4f757ad66MD52TEXTDissertacao de Mestrado Academico Josenilton.pdf.txtDissertacao de Mestrado Academico Josenilton.pdf.txtExtracted texttext/plain104656https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/4/Dissertacao%20de%20Mestrado%20Academico%20Josenilton.pdf.txtf44f3d7377ccb9e94793c2c7f30201bbMD54carta-comprovante_homologacao_Josenilton.pdf.txtcarta-comprovante_homologacao_Josenilton.pdf.txtExtracted texttext/plain1368https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/6/carta-comprovante_homologacao_Josenilton.pdf.txt0847076c6ec1bac1efc85b056ea2f756MD56THUMBNAILDissertacao de Mestrado Academico Josenilton.pdf.jpgDissertacao de Mestrado Academico Josenilton.pdf.jpgIM Thumbnailimage/jpeg10493https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/5/Dissertacao%20de%20Mestrado%20Academico%20Josenilton.pdf.jpgbd772679ead5e1e2289e866230af7467MD55carta-comprovante_homologacao_Josenilton.pdf.jpgcarta-comprovante_homologacao_Josenilton.pdf.jpgIM Thumbnailimage/jpeg10889https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/14321/7/carta-comprovante_homologacao_Josenilton.pdf.jpg9f1091c3af8bcec3a93893ec7153080bMD57ufscar/143212021-05-29 03:13:30.177oai:repositorio.ufscar.br:ufscar/14321Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-05-25T13:01:23.180242Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
dc.title.alternative.eng.fl_str_mv |
Synthesis of Mg(II) complexes, antioxidant and cytotoxic activity |
title |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
spellingShingle |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica Santos, Josenilton de Jesus Atividade antioxidante Fotoprotetor Magnésio Antioxidant activity Photoprotector Magnesium CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
title_short |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
title_full |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
title_fullStr |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
title_full_unstemmed |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
title_sort |
Síntese de complexos de Mg(II), atividade antioxidante e citotóxica |
author |
Santos, Josenilton de Jesus |
author_facet |
Santos, Josenilton de Jesus |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/8905293463487217 |
dc.contributor.author.fl_str_mv |
Santos, Josenilton de Jesus |
dc.contributor.advisor1.fl_str_mv |
Carlos, Rose Maria |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/1589143355309943 |
contributor_str_mv |
Carlos, Rose Maria |
dc.subject.por.fl_str_mv |
Atividade antioxidante Fotoprotetor Magnésio |
topic |
Atividade antioxidante Fotoprotetor Magnésio Antioxidant activity Photoprotector Magnesium CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
dc.subject.eng.fl_str_mv |
Antioxidant activity Photoprotector Magnesium |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
description |
The objective of this work was to develop metal complexes containing natural products that have antioxidant activity to be applied in the cosmetics sector. For that, 3 [Mg(phen)2PN]+ metal complexes were synthesized and characterized, where phen = 1,10-phenanthroline and PN are the natural products: caffeic acid (caf), cinnamic (cin) and cinnamic 4-dimethylamino acid (dmaca). The characterizations of ligands and complexes were carried out by electron injection mass spectrometry, UV-Vis, infrared, and 1H NMR spectroscopic techniques. The antioxidant activity of the compounds was investigated in relation to electron and hydrogen atom transfer using the free radical DPPH. In these experiments, only free caffeic acid and its [Mg(phen)2(caf)]+ complex showed antioxidant activity in relation to DPPH. An indirect test to determine the ability of superoxide dismutase (SOD) to inhibit the reactions induced by the superoxide radical anion was performed. Using the riboflavin reduction method in the presence of methionine and induced by 420 nm light irradiation, the antioxidant capacity of the complexes in relation to the superoxide radical was evaluated. In this study, antioxidant activity was observed for the phenolic compounds caffeic acid (caf) and cinnamic 4-dimethylamino acid (dmaca), as well as for their respective [Mg(phen)2(caf)]+ and [Mg(phen)2(dmaca)]+ complexes, with the highest inhibition percentages of O2.- were observed for the complexes. The antioxidant activity in relation to singlet oxygen (1O2) was performed using the paramagnetic resonance (EPR) technique. For the [Mg (phen)2(caf)]+ complex the IC50 value was 5.0 μg mL-1 and for the [Mg(phen)2(dmaca)]+ the IC50 value was 7.5 μg mL-1. The complexes did not inhibit the activity of the enzyme acetylcholinesterase. MTT assays to estimate the cytotoxicity of complexes in A375 human melanoma cells indicated IC50 around 6 μM for the 3 complexes studied. |
publishDate |
2021 |
dc.date.accessioned.fl_str_mv |
2021-05-28T09:22:45Z |
dc.date.available.fl_str_mv |
2021-05-28T09:22:45Z |
dc.date.issued.fl_str_mv |
2021-03-09 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
SANTOS, Josenilton de Jesus. Síntese de complexos de Mg(II), atividade antioxidante e citotóxica. 2021. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2021. Disponível em: https://repositorio.ufscar.br/handle/ufscar/14321. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/14321 |
identifier_str_mv |
SANTOS, Josenilton de Jesus. Síntese de complexos de Mg(II), atividade antioxidante e citotóxica. 2021. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2021. Disponível em: https://repositorio.ufscar.br/handle/ufscar/14321. |
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https://repositorio.ufscar.br/handle/ufscar/14321 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ info:eu-repo/semantics/openAccess |
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Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ |
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openAccess |
dc.publisher.none.fl_str_mv |
Universidade Federal de São Carlos Câmpus São Carlos |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química - PPGQ |
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UFSCar |
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Universidade Federal de São Carlos Câmpus São Carlos |
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Universidade Federal de São Carlos (UFSCAR) |
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UFSCAR |
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UFSCAR |
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Repositório Institucional da UFSCAR |
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Repositório Institucional da UFSCAR |
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