Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes.
Ano de defesa: | 2017 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , , , |
Tipo de documento: | Tese |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas |
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
|
Departamento: |
Química
|
País: |
Brasil
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/13390 |
Resumo: | In this study, fifteen complexes were synthesized from the ligands derived from the condensation of 8-hydroxy-2-quinolinecarboxaldehyde with the primary amines: 2-aminoethanol (ethanolamine), 2-amino-1,3-propanediol (serinol) and 2-amino -2- (hydroxymethyl) -1,3-propanediol (TRIS), yielding the ligands L1, L2 and L3, respectively. Three complexes were obtained with the L1 ligand: L1C1-Cu, L1C2-Ni and L1C3-Zr; L2C2-Cu, L2C3-Ni, L2C4-Ni, L2C5-Ni and L2C6-ZrL2 ligand complexes, and finally six complexes with L3 ligand: L3C1-Cu, L3C2-Cu, L3C3-Ni, L3C4-V, L3C5-Zr and L2C6-Zr. The characterization of the complexes and ligands was performed by spectroscopic and electrochemical methods, calculations of the Density Functional Theory and X-ray diffraction of monocrystals. Structural analysis showed that the ligands L2 and L3 present tautomerism, were obtained in the open (Schiff base) and cyclized (1,3-oxazolidine) forms, and the L1 ligand only in the open form. The theoretical calculations of DFT confirm this tendency of cyclization by stabilization with a lower energy. All the products obtained were tested against the photoreduction method of NBT, allowing a parallel relation to the antioxidant activity of the enzyme superoxide dismutase, thus obtaining a result of antioxidant activity in the order of 0.22 μM, considered a very promising index for further studies of in vivo activity. |
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2018-06-13T18:30:31Z2018-06-13T18:30:31Z2017-08-31http://repositorio.ufsm.br/handle/1/13390In this study, fifteen complexes were synthesized from the ligands derived from the condensation of 8-hydroxy-2-quinolinecarboxaldehyde with the primary amines: 2-aminoethanol (ethanolamine), 2-amino-1,3-propanediol (serinol) and 2-amino -2- (hydroxymethyl) -1,3-propanediol (TRIS), yielding the ligands L1, L2 and L3, respectively. Three complexes were obtained with the L1 ligand: L1C1-Cu, L1C2-Ni and L1C3-Zr; L2C2-Cu, L2C3-Ni, L2C4-Ni, L2C5-Ni and L2C6-ZrL2 ligand complexes, and finally six complexes with L3 ligand: L3C1-Cu, L3C2-Cu, L3C3-Ni, L3C4-V, L3C5-Zr and L2C6-Zr. The characterization of the complexes and ligands was performed by spectroscopic and electrochemical methods, calculations of the Density Functional Theory and X-ray diffraction of monocrystals. Structural analysis showed that the ligands L2 and L3 present tautomerism, were obtained in the open (Schiff base) and cyclized (1,3-oxazolidine) forms, and the L1 ligand only in the open form. The theoretical calculations of DFT confirm this tendency of cyclization by stabilization with a lower energy. All the products obtained were tested against the photoreduction method of NBT, allowing a parallel relation to the antioxidant activity of the enzyme superoxide dismutase, thus obtaining a result of antioxidant activity in the order of 0.22 μM, considered a very promising index for further studies of in vivo activity.Neste estudo, foram sintetizados quinze complexos a partir dos ligantes derivados da condensação do 8-hidróxi-2-quinolinacarboxaldeído com as aminas primárias: 2-aminoetanol (etanolamina), 2-amino-propan-1,3-diol (serinol) e 2-amino-2-(hidroximetil)propan-1,3-diol (TRIS), obtendo-se os ligantes L1, L2 e L3, respectivamente. Foram obtidos três complexos com o ligante L1: L1C1-Cu, L1C2-Ni e L1C3-Zr; seis complexos com o ligante L2: L2C1-Cu, L2C2-Cu, L2C3-Ni, L2C4-Ni, L2C5-Ni e L2C6-Zr e por fim, seis complexos com ligante L3: L3C1-Cu, L3C2-Cu, L3C3-Ni, L3C4-V, L3C5-Zr e L2C6-Zr. A caracterização dos complexos e ligantes foi realizada por métodos espectroscópicos e eletroquímicos, cálculos da Teoria Funcional da Densidade e difratometria de raios X de monocristais. Os resultados das análises mostraram que os ligantes L2 e L3 apresentam isomeria de função, foram obtidos nas formas aberta (base de Schiff) e ciclizada (1,3-oxazolidina), e o ligante L1 somente na forma aberta. Os cálculos teóricos de DFT confirmam essa tendência de ciclização por estabilização com uma menor energia. Todos os produtos obtidos foram testados frente ao método de fotorredução do NBT, permitindo uma relação paralela à atividade antioxidante da enzima superóxido dismutase, assim, obteve-se um resultado de atividade antioxidante na ordem 0,22 μM, considerado um índice bastante promissor para estudados posteriores de atividade in vivo.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessBases de schiff/oxazolidinasMetais de transiçãoMiméticosSuperóxido dismutase (SOD)Schiff bases / oxazolidinesTransition metalsMimeticsSuperoxide dismutase (SOD)CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes.Synthesis, structural analysis and applications of transitional metal complexes as antioxidant agents.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisOliveira, Gelson Noe Manzoni dehttp://lattes.cnpq.br/5103552511601104Back, Davi Fernandohttp://lattes.cnpq.br/3778138554788107Cargnelutti, Robertahttp://lattes.cnpq.br/7099019913953283Faoro, Eliandrohttp://lattes.cnpq.br/2482924502296959Campos, Patrick Teixeirahttp://lattes.cnpq.br/9549998755426589http://lattes.cnpq.br/1550514727269598Ceolin, Joice100600000000600f18777f7-770b-45dc-b851-ff35cd700dcf4f080528-e8c9-42bf-9fb3-e7ba46e1421419ae3041-d76f-4cf3-846a-de236bea0d393eeb3eee-6d33-4bda-9f45-562ae0474d9ffc4817d8-5925-4888-8517-0bf7453b43ac7b97e671-a249-4a83-8828-600e8cac594ereponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALTES_PPGQUIMICA_2017_CEOLIN_JOICE.pdfTES_PPGQUIMICA_2017_CEOLIN_JOICE.pdfTese de Doutoradoapplication/pdf8915597http://repositorio.ufsm.br/bitstream/1/13390/1/TES_PPGQUIMICA_2017_CEOLIN_JOICE.pdf6ec8fbd3a40a8ad197107b79532dbb75MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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dc.title.por.fl_str_mv |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
dc.title.alternative.eng.fl_str_mv |
Synthesis, structural analysis and applications of transitional metal complexes as antioxidant agents. |
title |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
spellingShingle |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. Ceolin, Joice Bases de schiff/oxazolidinas Metais de transição Miméticos Superóxido dismutase (SOD) Schiff bases / oxazolidines Transition metals Mimetics Superoxide dismutase (SOD) CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
title_full |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
title_fullStr |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
title_full_unstemmed |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
title_sort |
Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes. |
author |
Ceolin, Joice |
author_facet |
Ceolin, Joice |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Oliveira, Gelson Noe Manzoni de |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/5103552511601104 |
dc.contributor.referee1.fl_str_mv |
Back, Davi Fernando |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/3778138554788107 |
dc.contributor.referee2.fl_str_mv |
Cargnelutti, Roberta |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/7099019913953283 |
dc.contributor.referee3.fl_str_mv |
Faoro, Eliandro |
dc.contributor.referee3Lattes.fl_str_mv |
http://lattes.cnpq.br/2482924502296959 |
dc.contributor.referee4.fl_str_mv |
Campos, Patrick Teixeira |
dc.contributor.referee4Lattes.fl_str_mv |
http://lattes.cnpq.br/9549998755426589 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/1550514727269598 |
dc.contributor.author.fl_str_mv |
Ceolin, Joice |
contributor_str_mv |
Oliveira, Gelson Noe Manzoni de Back, Davi Fernando Cargnelutti, Roberta Faoro, Eliandro Campos, Patrick Teixeira |
dc.subject.por.fl_str_mv |
Bases de schiff/oxazolidinas Metais de transição Miméticos Superóxido dismutase (SOD) |
topic |
Bases de schiff/oxazolidinas Metais de transição Miméticos Superóxido dismutase (SOD) Schiff bases / oxazolidines Transition metals Mimetics Superoxide dismutase (SOD) CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
Schiff bases / oxazolidines Transition metals Mimetics Superoxide dismutase (SOD) |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
In this study, fifteen complexes were synthesized from the ligands derived from the condensation of 8-hydroxy-2-quinolinecarboxaldehyde with the primary amines: 2-aminoethanol (ethanolamine), 2-amino-1,3-propanediol (serinol) and 2-amino -2- (hydroxymethyl) -1,3-propanediol (TRIS), yielding the ligands L1, L2 and L3, respectively. Three complexes were obtained with the L1 ligand: L1C1-Cu, L1C2-Ni and L1C3-Zr; L2C2-Cu, L2C3-Ni, L2C4-Ni, L2C5-Ni and L2C6-ZrL2 ligand complexes, and finally six complexes with L3 ligand: L3C1-Cu, L3C2-Cu, L3C3-Ni, L3C4-V, L3C5-Zr and L2C6-Zr. The characterization of the complexes and ligands was performed by spectroscopic and electrochemical methods, calculations of the Density Functional Theory and X-ray diffraction of monocrystals. Structural analysis showed that the ligands L2 and L3 present tautomerism, were obtained in the open (Schiff base) and cyclized (1,3-oxazolidine) forms, and the L1 ligand only in the open form. The theoretical calculations of DFT confirm this tendency of cyclization by stabilization with a lower energy. All the products obtained were tested against the photoreduction method of NBT, allowing a parallel relation to the antioxidant activity of the enzyme superoxide dismutase, thus obtaining a result of antioxidant activity in the order of 0.22 μM, considered a very promising index for further studies of in vivo activity. |
publishDate |
2017 |
dc.date.issued.fl_str_mv |
2017-08-31 |
dc.date.accessioned.fl_str_mv |
2018-06-13T18:30:31Z |
dc.date.available.fl_str_mv |
2018-06-13T18:30:31Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/13390 |
url |
http://repositorio.ufsm.br/handle/1/13390 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.cnpq.fl_str_mv |
100600000000 |
dc.relation.confidence.fl_str_mv |
600 |
dc.relation.authority.fl_str_mv |
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dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
dc.publisher.initials.fl_str_mv |
UFSM |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Química |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
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UFSM |
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