Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.

Detalhes bibliográficos
Ano de defesa: 2021
Autor(a) principal: Fioravanço, Letícia Paiva lattes
Orientador(a): Back, Davi Fernando lattes
Banca de defesa: Campos, Patrick Teixeira, Burrow, Robert Alan
Tipo de documento: Dissertação
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:
Vanádio
Piridoxal
Hidrazidas aromáticas
Tirosinase
Palavras-chave em Inglês:
Vanadium
Pyridoxal
Aromatic hydrazides
Tyrosinase
Área do conhecimento CNPq:
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Link de acesso: http://repositorio.ufsm.br/handle/1/24107
Resumo: Ten ligands were synthesized through aldol condensation of salicylic aldehyde and pyridoxal hydrochloride (C1AS, C2AS, C3AS, C4AS, C5AS, C1P, C2P, C3P, C4P and C5P) with five primary amines from p-substituted aromatic hydrazides (OH , CH 3 , NO 2 , NH 2 , H). These ligands were complexed by vanadium compounds (vanadyl acetoacetate(IV) – VO(acac)2 and vanadium pentoxide(V) – V2O5) obtaining ten new complexes, which were characterized by the following techniques: infrared spectroscopy, spectroscopy of visible ultraviolet, X-ray diffraction in single crystal and cyclic voltammetry. In addition, cyclic voltammetry experiments were carried out to observe the presence of redox processes and tests to quantify the inhibitory potential of the tyrosinase enzyme of ligands and complexes. Cyclic voltammetry results show a direct relationship between redox potentials and the inhibitory activity of the tyrosinase enzyme. While the C1AS complex had the lowest peak reduction current and the best inhibitory activity, the C1P complex had the highest peak reoxidation current and no inhibitory activity. Their respective ligands had activity contrary to them. Thus, it can be suggested that the metallic center of C1AS is responsible for the inhibitory activity of the complex, whereas in C1P the vanadium ion does not favor this activity, since the ligand alone is the one with the best activity.
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spelling 2022-04-19T19:43:42Z2022-04-19T19:43:42Z2021-10-07http://repositorio.ufsm.br/handle/1/24107Ten ligands were synthesized through aldol condensation of salicylic aldehyde and pyridoxal hydrochloride (C1AS, C2AS, C3AS, C4AS, C5AS, C1P, C2P, C3P, C4P and C5P) with five primary amines from p-substituted aromatic hydrazides (OH , CH 3 , NO 2 , NH 2 , H). These ligands were complexed by vanadium compounds (vanadyl acetoacetate(IV) – VO(acac)2 and vanadium pentoxide(V) – V2O5) obtaining ten new complexes, which were characterized by the following techniques: infrared spectroscopy, spectroscopy of visible ultraviolet, X-ray diffraction in single crystal and cyclic voltammetry. In addition, cyclic voltammetry experiments were carried out to observe the presence of redox processes and tests to quantify the inhibitory potential of the tyrosinase enzyme of ligands and complexes. Cyclic voltammetry results show a direct relationship between redox potentials and the inhibitory activity of the tyrosinase enzyme. While the C1AS complex had the lowest peak reduction current and the best inhibitory activity, the C1P complex had the highest peak reoxidation current and no inhibitory activity. Their respective ligands had activity contrary to them. Thus, it can be suggested that the metallic center of C1AS is responsible for the inhibitory activity of the complex, whereas in C1P the vanadium ion does not favor this activity, since the ligand alone is the one with the best activity.Dez ligantes foram sintetizados através da condensação aldólica do aldeído salicílico e do cloridrato de piridoxal (C1AS, C2AS, C3AS, C4AS, C5AS, C1P, C2P, C3P, C4P e C5P) com cinco aminas primárias provenientes de hidrazidas aromáticas p-substituídas (OH, CH3, NO2, NH2, H). Esses ligantes foram complexados com compostos de vanádio (acetoacetato de vanadila(IV) – VO(acac)2 e pentóxido de vanádio(V) – V2O5) obtendo-se dez novos complexos, que foram caracterizados pelas seguintes técnicas: espectroscopia de infravermelho, espectroscopia de ultravioleta visível, difração de raio X em monocristal e voltametria cíclica. Além disso, foram realizados testes de voltametria cíclica para observar a presença de processos redox e testes para quantificar o potencial inibitório da enzima tirosinase dos ligantes e complexos. Os resultados da voltametria cíclica mostram uma relação direta dos potenciais redox com a atividade inibitória da enzima tirosinase. Enquanto o complexo C1AS teve o menor pico de corrente de redução e a melhor atividade inibitória, o complexo C1P apresentou maior pico de corrente de re-oxidação e nenhuma atividade inibitória. Seus respectivos ligantes tiveram atividade contrária a eles. Desse modo, pode-se sugerir que o centro metálico do C1AS é responsável pela atividade inibitória do complexo, já no C1P o íon vanádio não favorece essa atividade, uma vez que o ligante sozinho é o que apresenta a melhor atividade.Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqporUniversidade 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/openAccessVanádioPiridoxalHidrazidas aromáticasTirosinaseVanadiumPyridoxalAromatic hydrazidesTyrosinaseCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.Synthesis, structural analysis and evaluation of the inhibitory potential against the tyrosinase enzyme by oxidovanadium(IV) and dioxidovanadium(V) complexes derived from aromatic hydrazides.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisBack, Davi Fernandohttp://lattes.cnpq.br/3778138554788107Cargnelutti, RobertaCampos, Patrick TeixeiraBurrow, Robert Alanhttp://lattes.cnpq.br/4421804477699609Fioravanço, Letícia Paiva1006000000006006006006006006006028c486-84b0-44fc-aa73-1e49cc9c8fbb99921150-d779-4ed7-8d37-e052a264ab8f59d5d1ee-dfd5-40de-b551-f8f3ecc4670ed88e9274-19de-488a-97e3-44b0757c9e57f81f69fe-d5fc-40dd-bcf5-aa57730fc4c1reponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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dc.title.por.fl_str_mv Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
dc.title.alternative.eng.fl_str_mv Synthesis, structural analysis and evaluation of the inhibitory potential against the tyrosinase enzyme by oxidovanadium(IV) and dioxidovanadium(V) complexes derived from aromatic hydrazides.
title Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
spellingShingle Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
Fioravanço, Letícia Paiva
Vanádio
Piridoxal
Hidrazidas aromáticas
Tirosinase
Vanadium
Pyridoxal
Aromatic hydrazides
Tyrosinase
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
title_full Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
title_fullStr Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
title_full_unstemmed Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
title_sort Síntese, análise estrutural e avaliação do potencial inibitório frente à enzima tirosinase por complexos de oxidovánadio(IV) e dioxidovanádio(V) derivados de hidrazidas aromáticas.
author Fioravanço, Letícia Paiva
author_facet Fioravanço, Letícia Paiva
author_role author
dc.contributor.advisor1.fl_str_mv Back, Davi Fernando
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/3778138554788107
dc.contributor.advisor-co1.fl_str_mv Cargnelutti, Roberta
dc.contributor.referee1.fl_str_mv Campos, Patrick Teixeira
dc.contributor.referee2.fl_str_mv Burrow, Robert Alan
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/4421804477699609
dc.contributor.author.fl_str_mv Fioravanço, Letícia Paiva
contributor_str_mv Back, Davi Fernando
Cargnelutti, Roberta
Campos, Patrick Teixeira
Burrow, Robert Alan
dc.subject.por.fl_str_mv Vanádio
Piridoxal
Hidrazidas aromáticas
Tirosinase
topic Vanádio
Piridoxal
Hidrazidas aromáticas
Tirosinase
Vanadium
Pyridoxal
Aromatic hydrazides
Tyrosinase
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Vanadium
Pyridoxal
Aromatic hydrazides
Tyrosinase
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description Ten ligands were synthesized through aldol condensation of salicylic aldehyde and pyridoxal hydrochloride (C1AS, C2AS, C3AS, C4AS, C5AS, C1P, C2P, C3P, C4P and C5P) with five primary amines from p-substituted aromatic hydrazides (OH , CH 3 , NO 2 , NH 2 , H). These ligands were complexed by vanadium compounds (vanadyl acetoacetate(IV) – VO(acac)2 and vanadium pentoxide(V) – V2O5) obtaining ten new complexes, which were characterized by the following techniques: infrared spectroscopy, spectroscopy of visible ultraviolet, X-ray diffraction in single crystal and cyclic voltammetry. In addition, cyclic voltammetry experiments were carried out to observe the presence of redox processes and tests to quantify the inhibitory potential of the tyrosinase enzyme of ligands and complexes. Cyclic voltammetry results show a direct relationship between redox potentials and the inhibitory activity of the tyrosinase enzyme. While the C1AS complex had the lowest peak reduction current and the best inhibitory activity, the C1P complex had the highest peak reoxidation current and no inhibitory activity. Their respective ligands had activity contrary to them. Thus, it can be suggested that the metallic center of C1AS is responsible for the inhibitory activity of the complex, whereas in C1P the vanadium ion does not favor this activity, since the ligand alone is the one with the best activity.
publishDate 2021
dc.date.issued.fl_str_mv 2021-10-07
dc.date.accessioned.fl_str_mv 2022-04-19T19:43:42Z
dc.date.available.fl_str_mv 2022-04-19T19:43:42Z
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dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
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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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