Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell

Detalhes bibliográficos
Ano de defesa: 2016
Autor(a) principal: Fortes , Gilmara Aparecida Corrêa lattes
Orientador(a): Santos , Suzana da Costa lattes
Banca de defesa: Santos , Suzana da Costa, Costa , Maísa Borges, Moraes , Moemy Gomes de, Leandro , Wilson Mozena, Queiros Júnior , Luiz Henrique Keng
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Goiás
Programa de Pós-Graduação: Programa de Pós-graduação em Química (IQ)
Departamento: Instituto de Química - IQ (RG)
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.bc.ufg.br/tede/handle/tede/6347
Resumo: The species Eucalyptus microcorys has important medicinal potential, since its leaves are rich in 1,8-cineole and hydrolysable tannins. The isolation of phenolic compounds from the leaves of this species was carried out using chromatographic methods and structural elucidation of the compounds was made by spectroscopic analysis, such as UV, IR, MS and 1H NMR and 13C, 1D and 2-D experiments. Seventeen compounds were isolated and identified, among them seven ellagitannins, four galloyl esters, four phenolic acids and two flavonoids. The acylated glycoside, 4-O-(4’,6’-di-O-galloyl -D-glucopyranosyl)-trans-p-coumaric acid, named microcoryn was first isolated in this work. Antioxidant activity of the isolated compounds was determined by two in vitro methods, free radical scavenging (DPPH) and the oxygen radical absorption capacity (ORAC). The results indicated that compounds with more phenolic hydroxyls exhibited the highest antioxidant activity, and the macrocyclic dimer oenothein B, major compound of this species, showed the highest activity. Seasonal factors and plant nutrient levels can influence the biosynthesis of secondary metabolites. This study also evaluated the temporal variability of phenolic compounds based on foliar nutrients and climatic changes in the period of two years with quarterly collections. The data were subjected to analysis of variance (ANOVA two-way); where the concentrations of oenothein B and total phenols did not show significant variations within each year, only between different years, while total tannin (astringency) varied only within the first year. Data were also analyzed by the multivariate statistical technique of time series, called primary response curve (PRC). This analysis showed that the variables that contributed most to the difference between the two years of study were copper, potassium, phosphorus, iron and magnesium as foliar nutrients, moisture and precipitation as climatic factors. Joining the results of two analyzes may suggest that variations in oenothein B levels and total phenols were influenced inversely by nutrients magnesium and iron, and directly by copper and potassium. The humidity can be an important climatic factor to the changes in total tannins, between months and years, while rainfall cannot be considered a determining factor in the variation of phenolic compounds, as it showed conflicting trends.
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spelling Santos , Suzana da Costahttp://lattes.cnpq.br/7811945085200334Santos , Suzana da CostaCosta , Maísa BorgesMoraes , Moemy Gomes deLeandro , Wilson MozenaQueiros Júnior , Luiz Henrique Kenghttp://lattes.cnpq.br/2810965101712067Fortes , Gilmara Aparecida Corrêa2016-10-04T13:43:10Z2016-08-19FORTES, Gilmara Aparecida Corrêa. Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell. 2016. 103 f. Tese (Doutorado em Química) - Universidade Federal de Goiás, Goiânia, 2016.http://repositorio.bc.ufg.br/tede/handle/tede/6347The species Eucalyptus microcorys has important medicinal potential, since its leaves are rich in 1,8-cineole and hydrolysable tannins. The isolation of phenolic compounds from the leaves of this species was carried out using chromatographic methods and structural elucidation of the compounds was made by spectroscopic analysis, such as UV, IR, MS and 1H NMR and 13C, 1D and 2-D experiments. Seventeen compounds were isolated and identified, among them seven ellagitannins, four galloyl esters, four phenolic acids and two flavonoids. The acylated glycoside, 4-O-(4’,6’-di-O-galloyl -D-glucopyranosyl)-trans-p-coumaric acid, named microcoryn was first isolated in this work. Antioxidant activity of the isolated compounds was determined by two in vitro methods, free radical scavenging (DPPH) and the oxygen radical absorption capacity (ORAC). The results indicated that compounds with more phenolic hydroxyls exhibited the highest antioxidant activity, and the macrocyclic dimer oenothein B, major compound of this species, showed the highest activity. Seasonal factors and plant nutrient levels can influence the biosynthesis of secondary metabolites. This study also evaluated the temporal variability of phenolic compounds based on foliar nutrients and climatic changes in the period of two years with quarterly collections. The data were subjected to analysis of variance (ANOVA two-way); where the concentrations of oenothein B and total phenols did not show significant variations within each year, only between different years, while total tannin (astringency) varied only within the first year. Data were also analyzed by the multivariate statistical technique of time series, called primary response curve (PRC). This analysis showed that the variables that contributed most to the difference between the two years of study were copper, potassium, phosphorus, iron and magnesium as foliar nutrients, moisture and precipitation as climatic factors. Joining the results of two analyzes may suggest that variations in oenothein B levels and total phenols were influenced inversely by nutrients magnesium and iron, and directly by copper and potassium. The humidity can be an important climatic factor to the changes in total tannins, between months and years, while rainfall cannot be considered a determining factor in the variation of phenolic compounds, as it showed conflicting trends.A espécie Eucalyptus microcorys apresenta importante potencial medicinal, pois suas folhas são ricas em 1,8-cineol e taninos hidrolisáveis. O isolamento de compostos fenólicos das folhas desta espécie foi realizado utilizando-se métodos cromatográficos e a elucidação estrutural dos compostos foi feita através de análises espectroscópicas, tais como UV, IV, EM e RMN de 1H e 13C, experimentos uni e bidimensionais. Foram isolados e identificados dezessete compostos: sete elagitaninos, quatro galoil ésteres, quatro ácidos fenólicos e dois flavonoides, sendo que o ácido trans-p-cumárico-4-O-(4’,6’-di-O-galoil-β-D-glicopiranosil), chamado de microcoryna, foi isolado pela primeira vez neste trabalho. A atividade antioxidante dos compostos isolados foi determinada através de dois métodos in vitro, o sequestro de radicais livres (DPPH) e a capacidade de absorção do radical oxigênio (ORAC). Os resultados indicaram que compostos com maior número de hidroxilas fenólicas exibiram as maiores atividades antioxidantes, sendo que o dímero macrocíclico oenoteina B, composto majoritário desta espécie, apresentou a maior atividade. A biossíntese de metabólitos secundários pode ser influenciada por fatores sazonais e níveis nutricionais da planta. Neste estudo, também foi avaliada a variabilidade temporal de compostos fenólicos em função dos nutrientes foliares e variações climáticas no período de dois anos, com coletas quadrimestrais. Os dados obtidos foram submetidos a análise de variância (ANOVA two-way), onde observou-se que as concentrações de oenoteina B e fenóis totais não apresentaram variações significativas dentro de cada ano, somente entre os diferentes anos, enquanto taninos totais (adstringência) variou apenas no primeiro ano. Os dados também foram analisados pela técnica estatística multivariada de séries temporais, denominada curva de resposta principal (PRC). Esta análise mostrou que as variáveis que mais contribuíram para a diferenciação entre os dois anos de estudo foram: cobre, potássio, fósforo, ferro e magnésio como nutrientes foliares e umidade e precipitação como fatores climáticos. Unindo-se os resultados das duas análises pode-se sugerir que as variações nos teores de oenoteina B e fenóis totais foram influenciadas inversamente pelos nutrientes magnésio e ferro e diretamente por cobre e potássio. A umidade do ar pode ser um fator climático importante para a variação de taninos totais entre meses e anos, enquanto a precipitação pluviométrica não pode ser considerada como um fator determinante na variação dos compostos fenólicos, pois mostrou tendências conflitantes.Submitted by Luciana Ferreira (lucgeral@gmail.com) on 2016-10-04T13:42:49Z No. of bitstreams: 2 Tese - Gilmara Aparecida Corrêa Fortes - 2016.pdf: 4350812 bytes, checksum: 06230578445de2e6ec598f1e82225979 (MD5) license_rdf: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2016-10-04T13:43:10Z (GMT) No. of bitstreams: 2 Tese - Gilmara Aparecida Corrêa Fortes - 2016.pdf: 4350812 bytes, checksum: 06230578445de2e6ec598f1e82225979 (MD5) license_rdf: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5)Made available in DSpace on 2016-10-04T13:43:10Z (GMT). No. of bitstreams: 2 Tese - Gilmara Aparecida Corrêa Fortes - 2016.pdf: 4350812 bytes, checksum: 06230578445de2e6ec598f1e82225979 (MD5) license_rdf: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5) Previous issue date: 2016-08-19Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfporUniversidade Federal de GoiásPrograma de Pós-graduação em Química (IQ)UFGBrasilInstituto de Química - IQ (RG)http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessEucalyptus microcorysCompostos fenólicosElagitaninosAtividade antioxidanteCurva de resposta principalEucalyptus microcorysPhenolic compoundsEllagitanninsAntioxidant activityPrincipal response curvesCIENCIAS EXATAS E DA TERRA::QUIMICAIsolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. MuellIsolation, identification, antioxidant activity and temporal variability of phenolic compounds in leaves of Eucalyptus microcorys F. 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dc.title.por.fl_str_mv Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
dc.title.alternative.eng.fl_str_mv Isolation, identification, antioxidant activity and temporal variability of phenolic compounds in leaves of Eucalyptus microcorys F. Muell
title Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
spellingShingle Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
Fortes , Gilmara Aparecida Corrêa
Eucalyptus microcorys
Compostos fenólicos
Elagitaninos
Atividade antioxidante
Curva de resposta principal
Eucalyptus microcorys
Phenolic compounds
Ellagitannins
Antioxidant activity
Principal response curves
CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
title_full Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
title_fullStr Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
title_full_unstemmed Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
title_sort Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell
author Fortes , Gilmara Aparecida Corrêa
author_facet Fortes , Gilmara Aparecida Corrêa
author_role author
dc.contributor.advisor1.fl_str_mv Santos , Suzana da Costa
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/7811945085200334
dc.contributor.referee1.fl_str_mv Santos , Suzana da Costa
dc.contributor.referee2.fl_str_mv Costa , Maísa Borges
dc.contributor.referee3.fl_str_mv Moraes , Moemy Gomes de
dc.contributor.referee4.fl_str_mv Leandro , Wilson Mozena
dc.contributor.referee5.fl_str_mv Queiros Júnior , Luiz Henrique Keng
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/2810965101712067
dc.contributor.author.fl_str_mv Fortes , Gilmara Aparecida Corrêa
contributor_str_mv Santos , Suzana da Costa
Santos , Suzana da Costa
Costa , Maísa Borges
Moraes , Moemy Gomes de
Leandro , Wilson Mozena
Queiros Júnior , Luiz Henrique Keng
dc.subject.por.fl_str_mv Eucalyptus microcorys
Compostos fenólicos
Elagitaninos
Atividade antioxidante
Curva de resposta principal
topic Eucalyptus microcorys
Compostos fenólicos
Elagitaninos
Atividade antioxidante
Curva de resposta principal
Eucalyptus microcorys
Phenolic compounds
Ellagitannins
Antioxidant activity
Principal response curves
CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Eucalyptus microcorys
Phenolic compounds
Ellagitannins
Antioxidant activity
Principal response curves
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA
description The species Eucalyptus microcorys has important medicinal potential, since its leaves are rich in 1,8-cineole and hydrolysable tannins. The isolation of phenolic compounds from the leaves of this species was carried out using chromatographic methods and structural elucidation of the compounds was made by spectroscopic analysis, such as UV, IR, MS and 1H NMR and 13C, 1D and 2-D experiments. Seventeen compounds were isolated and identified, among them seven ellagitannins, four galloyl esters, four phenolic acids and two flavonoids. The acylated glycoside, 4-O-(4’,6’-di-O-galloyl -D-glucopyranosyl)-trans-p-coumaric acid, named microcoryn was first isolated in this work. Antioxidant activity of the isolated compounds was determined by two in vitro methods, free radical scavenging (DPPH) and the oxygen radical absorption capacity (ORAC). The results indicated that compounds with more phenolic hydroxyls exhibited the highest antioxidant activity, and the macrocyclic dimer oenothein B, major compound of this species, showed the highest activity. Seasonal factors and plant nutrient levels can influence the biosynthesis of secondary metabolites. This study also evaluated the temporal variability of phenolic compounds based on foliar nutrients and climatic changes in the period of two years with quarterly collections. The data were subjected to analysis of variance (ANOVA two-way); where the concentrations of oenothein B and total phenols did not show significant variations within each year, only between different years, while total tannin (astringency) varied only within the first year. Data were also analyzed by the multivariate statistical technique of time series, called primary response curve (PRC). This analysis showed that the variables that contributed most to the difference between the two years of study were copper, potassium, phosphorus, iron and magnesium as foliar nutrients, moisture and precipitation as climatic factors. Joining the results of two analyzes may suggest that variations in oenothein B levels and total phenols were influenced inversely by nutrients magnesium and iron, and directly by copper and potassium. The humidity can be an important climatic factor to the changes in total tannins, between months and years, while rainfall cannot be considered a determining factor in the variation of phenolic compounds, as it showed conflicting trends.
publishDate 2016
dc.date.accessioned.fl_str_mv 2016-10-04T13:43:10Z
dc.date.issued.fl_str_mv 2016-08-19
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.citation.fl_str_mv FORTES, Gilmara Aparecida Corrêa. Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell. 2016. 103 f. Tese (Doutorado em Química) - Universidade Federal de Goiás, Goiânia, 2016.
dc.identifier.uri.fl_str_mv http://repositorio.bc.ufg.br/tede/handle/tede/6347
identifier_str_mv FORTES, Gilmara Aparecida Corrêa. Isolamento, identificação, atividade antioxidante e variabilidade temporal de compostos fenólicos de folhas de Eucalyptus microcorys F. Muell. 2016. 103 f. Tese (Doutorado em Química) - Universidade Federal de Goiás, Goiânia, 2016.
url http://repositorio.bc.ufg.br/tede/handle/tede/6347
dc.language.iso.fl_str_mv por
language por
dc.relation.program.fl_str_mv 663693921325415158
dc.relation.confidence.fl_str_mv 600
600
600
600
dc.relation.department.fl_str_mv 7826066743741197278
dc.relation.cnpq.fl_str_mv 1571700325303117195
dc.relation.sponsorship.fl_str_mv 2075167498588264571
dc.rights.driver.fl_str_mv http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal de Goiás
dc.publisher.program.fl_str_mv Programa de Pós-graduação em Química (IQ)
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dc.publisher.country.fl_str_mv Brasil
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