Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários

Detalhes bibliográficos
Autor(a) principal: Ferreira, Vanuzia Rodrigues Fernandes
Data de Publicação: 2018
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Repositório Institucional da UFLA
Texto Completo: http://repositorio.ufla.br/jspui/handle/1/28911
Resumo: Oxidative processes and reactive oxygen species areresponsible for numerous pathologies and economic losses in the food and cosmetic industries. The number of chemical additives, drugs and supplements based on antioxidants, which slow or inhibit such processes, are increasing because they are capable of stabilizing or inhibiting the formation of free radicals. The most widely used antioxidants are the synthetic butyl hydroxyanisole (BHA), 2,6-di-tert-butyl-4-hydroxytoluene (BHT) and propyl gallate (PQ). In addition, the industry also uses ascorbic acid and α-tocopherol. However, the quest for a better quality of life has driven research to replace or associate synthetic products with products of natural origin. There are several compounds of natural origin that have the characteristics required of a good antioxidant, among them phenolic compounds, tannins, alkaloids, anthocyanins and essential oils. Essential oils, secondary metabolites produced by plants, have attracted attention because of their complex chemical compositions, and they can act in the stabilizationor inhibition of free radicals. The objective of the present work was to extract and characterize the essential oils from clove, oregano, spearmint and candeia, as well as to evaluate the antioxidant activities of these oils and their major constituents: eugenol, carvacrol, carvone and α-bisabolol, respectively, using colorimetric, electroanalytical and theoretical methods. The essential oils were extracted by hydrodistillation using a modified Clevenger apparatus for a period of two hours. They were identified and quantified by gas chromatography coupled to a mass spectrometer and a flame ionization detector. The colorimetric evaluation ofthe antioxidant activity was accomplished by means of the stabilization of DPPH radicals, protection of the β-carotene/linoleic acid system, sequestration of hydroxyl radicals and reducing power in relation to Fe +3 ions. The cyclic voltammetry technique was used to evaluate the electrochemical behavior of the samples and their chelating effect on Fe +2 ions. Vitreous carbon was used as the working electrode, platinum wire as the auxiliary electrode and Ag/AgCl as the reference electrode. The evaluations were performed in phosphate buffer (pH 7.4) and sodium sulfate (pH 5.0) as supportive electrolytes, respectively. The enthalpy of dissociation of the OH bond was calculated after the optimization of the structuresby the DFT/ωB97X-D method. Frequency calculations were performed to obtain standard enthalpy values and zero point energy corrections. The enthalpy of solvation was obtained from the thermodynamic cycle. The essential oils of clove and orégano, along with their principal eugenol and carvacrol components, presented antioxidant responses similarto those of the synthetic products, ascorbic acid and BHT. Eugenol and the essential oil from clove yielded better results than those carvacrol and oil of oregano. The other oils and their principal components did not present antioxidante characteristics. Eugenol was shown to be a promising molecule for substitution or association with the antioxidants used in the market.
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spelling Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritáriosColorimetric, eletroanalitic and theoretical evaluation of the antioxidant activity of essential oils and its majority constituentsEstresse oxidativoPeroxidação lipídicaÓleos essenciais - Caracterização químicaOxidative stressLipid peroxidationEssential oils - Chemical characterizationQuímicaOxidative processes and reactive oxygen species areresponsible for numerous pathologies and economic losses in the food and cosmetic industries. The number of chemical additives, drugs and supplements based on antioxidants, which slow or inhibit such processes, are increasing because they are capable of stabilizing or inhibiting the formation of free radicals. The most widely used antioxidants are the synthetic butyl hydroxyanisole (BHA), 2,6-di-tert-butyl-4-hydroxytoluene (BHT) and propyl gallate (PQ). In addition, the industry also uses ascorbic acid and α-tocopherol. However, the quest for a better quality of life has driven research to replace or associate synthetic products with products of natural origin. There are several compounds of natural origin that have the characteristics required of a good antioxidant, among them phenolic compounds, tannins, alkaloids, anthocyanins and essential oils. Essential oils, secondary metabolites produced by plants, have attracted attention because of their complex chemical compositions, and they can act in the stabilizationor inhibition of free radicals. The objective of the present work was to extract and characterize the essential oils from clove, oregano, spearmint and candeia, as well as to evaluate the antioxidant activities of these oils and their major constituents: eugenol, carvacrol, carvone and α-bisabolol, respectively, using colorimetric, electroanalytical and theoretical methods. The essential oils were extracted by hydrodistillation using a modified Clevenger apparatus for a period of two hours. They were identified and quantified by gas chromatography coupled to a mass spectrometer and a flame ionization detector. The colorimetric evaluation ofthe antioxidant activity was accomplished by means of the stabilization of DPPH radicals, protection of the β-carotene/linoleic acid system, sequestration of hydroxyl radicals and reducing power in relation to Fe +3 ions. The cyclic voltammetry technique was used to evaluate the electrochemical behavior of the samples and their chelating effect on Fe +2 ions. Vitreous carbon was used as the working electrode, platinum wire as the auxiliary electrode and Ag/AgCl as the reference electrode. The evaluations were performed in phosphate buffer (pH 7.4) and sodium sulfate (pH 5.0) as supportive electrolytes, respectively. The enthalpy of dissociation of the OH bond was calculated after the optimization of the structuresby the DFT/ωB97X-D method. Frequency calculations were performed to obtain standard enthalpy values and zero point energy corrections. The enthalpy of solvation was obtained from the thermodynamic cycle. The essential oils of clove and orégano, along with their principal eugenol and carvacrol components, presented antioxidant responses similarto those of the synthetic products, ascorbic acid and BHT. Eugenol and the essential oil from clove yielded better results than those carvacrol and oil of oregano. The other oils and their principal components did not present antioxidante characteristics. Eugenol was shown to be a promising molecule for substitution or association with the antioxidants used in the market.Fundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)Os processos oxidativos e as espécies reativas de oxigênio são responsáveis por inúmeras patologias, além de perdas econômicas nas indústrias alimentícias e cosméticas. É crescente o número de aditivos químicos, medicamentos e suplementos à base de substâncias antioxidantes, que retardam ou inibem tais processos, por serem capazes de estabilizar ou inibir a formação de radicais livres. Os antioxidantes mais utilizados são os sintéticos butil hidroxianisol (BHA), 2,6-ditertbutil-4-hidroxitolueno (BHT) e galato de propila (PQ); além desses, a indústria faz uso do ácido ascórbico e α-tocoferol. Entretanto, a busca por maior qualidadede vida, tem impulsionado as pesquisas no sentido de substituir ou associar os sintéticos aos produtos de origem natural. Existem vários compostos de origem natural que apresentam as características requeridas de um bom antioxidante, destacando-se entre eles os compostos fenólicos, taninos, alcaloides, antocianinas e os óleos essenciais. Os óleos essenciais, metabolitos secundários, produzidos pelas plantas, têm atraído a atenção devido à sua complexa constituição química, podendo atuar na estabilização de radicais livres ou na sua inibição. No presente trabalho, tevese como objetivos extrair e caracterizar quimicamente os óleos essenciais de cravo-da-índia, orégano, hortelã e candeia, bem como avaliar a atividade antioxidante dos mesmos e de seus constituintes majoritários, eugenol, carvacrol, carvona e α-bisabolol, respectivamente, utilizando métodos de análise colorimétrico, eletroanalítico e teórico. Os óleos essenciais foram extraídos por hidrodestilação utilizando-se um aparelho de Clevenger modificado, por um período de duas horas. Os óleos essenciais foram identificados por cromatografia gasosa acoplada a espectrômetro de massas e quantificados por cromatografia gasosa acoplada a detector de ionização de chamas. A avaliação colorimétrica da atividade antioxidante foi realizada mediante os ensaios de estabilização de radicais DPPH, proteção do sistema β-caroteno/ácido linoleico, sequestro de radicais hidroxila e poder redutor em relação a íons Fe +3 . A técnica de voltametria cíclica foi utilizada paraavaliar o comportamento eletroquímico das amostras e o seu efeito quelante sobre íons Fe +2 , tendo carbono vítreo como eletrodo de trabalho, fio de platina como auxiliar e Ag/ AgCl como eletrodo de referência. As avaliações foram realizadas em meio de tampão fosfato (pH 7,4) e sulfato de sódio (pH 5,0) como eletrólitos, respectivamente. A entalpia de dissociação da ligação OH foi calculada, após a otimização das estruturas pelo método DFT/ωB97X-D. Foram realizados cálculos de frequência para obtenção dos valores de entalpia padrão e correções de energia no ponto zero. A entalpia de solvatação foi obtida a partir do ciclo termodinâmico. Foi possível observar que os óleos essenciais de cravo-da-índia e orégano, juntamente com seus majoritários eugenol e carvacrol, apresentaram respostas antioxidantes semelhantes aos sintéticos, ácido ascórbico e BHT, sendo que eugenol e o óleo essencial de cravo exibiram melhores resultados que carvacrol e óleo de orégano. Os demais óleos e seus majoritários não apresentaram características de moléculas antioxidantes. De toda a avaliação, pode-se concluir que o eugenol é uma molécula promissora para a substituição ou associação com osantioxidantes utilizados no mercado.Universidade Federal de LavrasPrograma de Pós-Graduação em AgroquímicaUFLAbrasilDepartamento de QuímicaCardoso, Maria das GraçasSaczk, Adelir AparecidaFreitas, Matheus Puggina deFelix, Fabiana da SilvaMiguel, Maria Graça CostaFerreira, Vanuzia Rodrigues Fernandes2018-03-26T19:13:17Z2018-03-26T19:13:17Z2018-03-262018-02-19info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfFERREIRA, V. R. F. Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários. 2018. 117 p. Dissertação (Mestrado em Agriquímica)-Universidade Federal de Lavras, Lavras, 2018.http://repositorio.ufla.br/jspui/handle/1/28911porinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFLAinstname:Universidade Federal de Lavras (UFLA)instacron:UFLA2023-05-04T13:36:52Zoai:localhost:1/28911Repositório InstitucionalPUBhttp://repositorio.ufla.br/oai/requestnivaldo@ufla.br || repositorio.biblioteca@ufla.bropendoar:2023-05-04T13:36:52Repositório Institucional da UFLA - Universidade Federal de Lavras (UFLA)false
dc.title.none.fl_str_mv Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
Colorimetric, eletroanalitic and theoretical evaluation of the antioxidant activity of essential oils and its majority constituents
title Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
spellingShingle Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
Ferreira, Vanuzia Rodrigues Fernandes
Estresse oxidativo
Peroxidação lipídica
Óleos essenciais - Caracterização química
Oxidative stress
Lipid peroxidation
Essential oils - Chemical characterization
Química
title_short Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
title_full Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
title_fullStr Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
title_full_unstemmed Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
title_sort Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários
author Ferreira, Vanuzia Rodrigues Fernandes
author_facet Ferreira, Vanuzia Rodrigues Fernandes
author_role author
dc.contributor.none.fl_str_mv Cardoso, Maria das Graças
Saczk, Adelir Aparecida
Freitas, Matheus Puggina de
Felix, Fabiana da Silva
Miguel, Maria Graça Costa
dc.contributor.author.fl_str_mv Ferreira, Vanuzia Rodrigues Fernandes
dc.subject.por.fl_str_mv Estresse oxidativo
Peroxidação lipídica
Óleos essenciais - Caracterização química
Oxidative stress
Lipid peroxidation
Essential oils - Chemical characterization
Química
topic Estresse oxidativo
Peroxidação lipídica
Óleos essenciais - Caracterização química
Oxidative stress
Lipid peroxidation
Essential oils - Chemical characterization
Química
description Oxidative processes and reactive oxygen species areresponsible for numerous pathologies and economic losses in the food and cosmetic industries. The number of chemical additives, drugs and supplements based on antioxidants, which slow or inhibit such processes, are increasing because they are capable of stabilizing or inhibiting the formation of free radicals. The most widely used antioxidants are the synthetic butyl hydroxyanisole (BHA), 2,6-di-tert-butyl-4-hydroxytoluene (BHT) and propyl gallate (PQ). In addition, the industry also uses ascorbic acid and α-tocopherol. However, the quest for a better quality of life has driven research to replace or associate synthetic products with products of natural origin. There are several compounds of natural origin that have the characteristics required of a good antioxidant, among them phenolic compounds, tannins, alkaloids, anthocyanins and essential oils. Essential oils, secondary metabolites produced by plants, have attracted attention because of their complex chemical compositions, and they can act in the stabilizationor inhibition of free radicals. The objective of the present work was to extract and characterize the essential oils from clove, oregano, spearmint and candeia, as well as to evaluate the antioxidant activities of these oils and their major constituents: eugenol, carvacrol, carvone and α-bisabolol, respectively, using colorimetric, electroanalytical and theoretical methods. The essential oils were extracted by hydrodistillation using a modified Clevenger apparatus for a period of two hours. They were identified and quantified by gas chromatography coupled to a mass spectrometer and a flame ionization detector. The colorimetric evaluation ofthe antioxidant activity was accomplished by means of the stabilization of DPPH radicals, protection of the β-carotene/linoleic acid system, sequestration of hydroxyl radicals and reducing power in relation to Fe +3 ions. The cyclic voltammetry technique was used to evaluate the electrochemical behavior of the samples and their chelating effect on Fe +2 ions. Vitreous carbon was used as the working electrode, platinum wire as the auxiliary electrode and Ag/AgCl as the reference electrode. The evaluations were performed in phosphate buffer (pH 7.4) and sodium sulfate (pH 5.0) as supportive electrolytes, respectively. The enthalpy of dissociation of the OH bond was calculated after the optimization of the structuresby the DFT/ωB97X-D method. Frequency calculations were performed to obtain standard enthalpy values and zero point energy corrections. The enthalpy of solvation was obtained from the thermodynamic cycle. The essential oils of clove and orégano, along with their principal eugenol and carvacrol components, presented antioxidant responses similarto those of the synthetic products, ascorbic acid and BHT. Eugenol and the essential oil from clove yielded better results than those carvacrol and oil of oregano. The other oils and their principal components did not present antioxidante characteristics. Eugenol was shown to be a promising molecule for substitution or association with the antioxidants used in the market.
publishDate 2018
dc.date.none.fl_str_mv 2018-03-26T19:13:17Z
2018-03-26T19:13:17Z
2018-03-26
2018-02-19
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
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dc.identifier.uri.fl_str_mv FERREIRA, V. R. F. Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários. 2018. 117 p. Dissertação (Mestrado em Agriquímica)-Universidade Federal de Lavras, Lavras, 2018.
http://repositorio.ufla.br/jspui/handle/1/28911
identifier_str_mv FERREIRA, V. R. F. Avaliação colorimétrica, eletroanalítica e teórica da atividade antioxidante de óleos essenciais e seus constituintes majoritários. 2018. 117 p. Dissertação (Mestrado em Agriquímica)-Universidade Federal de Lavras, Lavras, 2018.
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dc.publisher.none.fl_str_mv Universidade Federal de Lavras
Programa de Pós-Graduação em Agroquímica
UFLA
brasil
Departamento de Química
publisher.none.fl_str_mv Universidade Federal de Lavras
Programa de Pós-Graduação em Agroquímica
UFLA
brasil
Departamento de Química
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