Síntese, análise estrutural e aplicações de complexos de metais de transição como agentes antioxidantes.

Detalhes bibliográficos
Ano de defesa: 2017
Autor(a) principal: Ceolin, Joice lattes
Orientador(a): Oliveira, Gelson Noe Manzoni de lattes
Banca de defesa: Back, Davi Fernando lattes, Cargnelutti, Roberta lattes, Faoro, Eliandro lattes, Campos, Patrick Teixeira lattes
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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spelling 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
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rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
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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
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