Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)

Detalhes bibliográficos
Ano de defesa: 2008
Autor(a) principal: Lopes, Elton Luz
Orientador(a): Andrade Neto, Manoel
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Não Informado pela instituição
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: http://www.repositorio.ufc.br/handle/riufc/14076
Resumo: This work describes the identification of volatile constituents from leaves and flowers of Geoffroea spinosa Jacq. and the isolation of non-volatile constituents of its stem bark, stem wood, and root wood. This specie occurs on the riversides in Northeast Brazil and produces fruits which can be used as food. Its flowers are usually used in the form of tea to heal diarrhea and menstrual disorders. In spite of G. spinosa to be very important to the Northeastern people, as far as we know, any paper about its phytochemistry study was up to now published. The Lauric (66,54%), capric (15,39%) and miristic (13,11%) acids were the major compounds in the essential oils of its flowers, while its leaves presented palmitic acid (24,93%) and the diterpenes geranil linanool (14,97%) and phytol (17,86%) in higher concentration. The evaluation of the biological activity from the flowers of G. spinosa presented a significant nematicidal activity against the Meloidogyne incognita , but in the opposite, the volatile material of its leaves was inactive against the same nematode. The chromatographic analyses of the ethanolic extracts of the stem bark and stem wood allowed the isolation of lupeol and sucrose, respectively and the study of ethanolic extract of the root bark resulted the isolation of a mixture of -sitosterol, stigmasterol and their glycosides in addition of the oleanan triterpene, the 3- -acetoxiolean-12-en-28-oic acid, and a lactone called 3-hydroxy-1,5-dioxaciclohentriacontan-6-one. The last one never had been describe in the literature. The structural determination of the isolated metabolites, was performed by using Nuclear Magnetic Resonance of Hydrogen-1 and Carbon-13 (13C and 1H NMR - uni and two-dimensional). The oils were analyzed by GCL/MS and the identification of the components was initially done by using a MS library search with retention indices as a pre-selection routine followed by visual confirmation to reported standard MS data obtained from literature.
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spelling Lopes, Elton LuzAndrade Neto, Manoel2015-11-23T20:19:59Z2015-11-23T20:19:59Z2008LOPES, E. L. Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae). 2008. 127 f. Dissertação (Mestrado)-Universidade Federal do Ceará, Pós-graduação em Química, Fortaleza, 2008.http://www.repositorio.ufc.br/handle/riufc/14076This work describes the identification of volatile constituents from leaves and flowers of Geoffroea spinosa Jacq. and the isolation of non-volatile constituents of its stem bark, stem wood, and root wood. This specie occurs on the riversides in Northeast Brazil and produces fruits which can be used as food. Its flowers are usually used in the form of tea to heal diarrhea and menstrual disorders. In spite of G. spinosa to be very important to the Northeastern people, as far as we know, any paper about its phytochemistry study was up to now published. The Lauric (66,54%), capric (15,39%) and miristic (13,11%) acids were the major compounds in the essential oils of its flowers, while its leaves presented palmitic acid (24,93%) and the diterpenes geranil linanool (14,97%) and phytol (17,86%) in higher concentration. The evaluation of the biological activity from the flowers of G. spinosa presented a significant nematicidal activity against the Meloidogyne incognita , but in the opposite, the volatile material of its leaves was inactive against the same nematode. The chromatographic analyses of the ethanolic extracts of the stem bark and stem wood allowed the isolation of lupeol and sucrose, respectively and the study of ethanolic extract of the root bark resulted the isolation of a mixture of -sitosterol, stigmasterol and their glycosides in addition of the oleanan triterpene, the 3- -acetoxiolean-12-en-28-oic acid, and a lactone called 3-hydroxy-1,5-dioxaciclohentriacontan-6-one. The last one never had been describe in the literature. The structural determination of the isolated metabolites, was performed by using Nuclear Magnetic Resonance of Hydrogen-1 and Carbon-13 (13C and 1H NMR - uni and two-dimensional). The oils were analyzed by GCL/MS and the identification of the components was initially done by using a MS library search with retention indices as a pre-selection routine followed by visual confirmation to reported standard MS data obtained from literature.O presente trabalho descreve a identificação de constituintes voláteis das folhas e flores e o isolamento de constituintes fixos das cascas e lenho do caule e lenho da raiz de Geoffroea spinosa Jacq. Esta espécie, que ocorre nas margens de rios do Nordeste brasileiro, produz frutos que são utilizados como alimento, e suas folhas, na forma de chá, combatem diarréia e distúrbios menstruais. Apesar desta espécie ser de considerável importância para o povo nordestino, nenhum relato na literatura sobre seu estudo fitoquímico foi até agora publicado. Os ácidos láurico (66,54%), cáprico (15,39%) e mirístico (13,11%), foram os constituintes majoritários no óleo essencial das suas flores, enquanto nas folhas o ácido palmítico (24,93%), e os diterpenos geranil linalol (14,97%) e fitol (17,86%) foram predominantes. A avaliação da atividade biológica do óleo essencial das flores de G. spinosa demonstrou uma significativa atividade nematicida contra Meloidogyne incognita, mas ao contrario, o material volátil de suas folhas foi inativo contra esse mesmo nematóide. Dos extratos etanólicos das cascas do caule e do lenho do caule foram isolados o triterpeno lupeol e o dissacarídeo sacarose, respectivamente. O estudo do extrato etanólico do lenho da raiz resultou no isolamento da mistura dos esteróides -sitosterol e estigmasterol e dos seus respectivos glicosídeos, além de um triterpeno de esqueleto oleanano, o ácido 3- -acetoxiolean-12-en-28-óico, e uma lactona macrocíclica denominada 3-hidroxi- 1,5-dioxaciclohentriacontan-6-ona inédita na literatura. A determinação estrutural dos metabólitos isolados foi realizada através da utilização de técnicas de Ressonância Magnética Nuclear de Hidrogênio-1 e Carbono-13 (RMN 1H e 13C uni e bidimensionais). Os óleos essenciais foram analisados por CGL/MS e a identificação dos constituintes foi inicialmente realizada, utilizando uma biblioteca de pesquisa com índice de retenção como rotina de pré-seleção, seguida por confirmação visual de padrões publicados na literatura.Óleos essenciaisBotânicaQuímica vegetalEstudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)Phytochemical study of Geoffroea spinosa Jacq. (Leguminosae)info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisporreponame:Repositório Institucional da Universidade Federal do Ceará (UFC)instname:Universidade Federal do Ceará (UFC)instacron:UFCinfo:eu-repo/semantics/openAccessORIGINAL2008_dis_ellopes.pdf2008_dis_ellopes.pdfapplication/pdf15273795http://repositorio.ufc.br/bitstream/riufc/14076/1/2008_dis_ellopes.pdf17f22c9a5b385edc95c7dfdee1e0dba9MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81786http://repositorio.ufc.br/bitstream/riufc/14076/2/license.txt8c4401d3d14722a7ca2d07c782a1aab3MD52riufc/140762018-12-28 14:55:51.383oai:repositorio.ufc.br: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Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2018-12-28T17:55:51Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
dc.title.pt_BR.fl_str_mv Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
dc.title.en.pt_BR.fl_str_mv Phytochemical study of Geoffroea spinosa Jacq. (Leguminosae)
title Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
spellingShingle Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
Lopes, Elton Luz
Óleos essenciais
Botânica
Química vegetal
title_short Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
title_full Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
title_fullStr Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
title_full_unstemmed Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
title_sort Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae)
author Lopes, Elton Luz
author_facet Lopes, Elton Luz
author_role author
dc.contributor.author.fl_str_mv Lopes, Elton Luz
dc.contributor.advisor1.fl_str_mv Andrade Neto, Manoel
contributor_str_mv Andrade Neto, Manoel
dc.subject.por.fl_str_mv Óleos essenciais
Botânica
Química vegetal
topic Óleos essenciais
Botânica
Química vegetal
description This work describes the identification of volatile constituents from leaves and flowers of Geoffroea spinosa Jacq. and the isolation of non-volatile constituents of its stem bark, stem wood, and root wood. This specie occurs on the riversides in Northeast Brazil and produces fruits which can be used as food. Its flowers are usually used in the form of tea to heal diarrhea and menstrual disorders. In spite of G. spinosa to be very important to the Northeastern people, as far as we know, any paper about its phytochemistry study was up to now published. The Lauric (66,54%), capric (15,39%) and miristic (13,11%) acids were the major compounds in the essential oils of its flowers, while its leaves presented palmitic acid (24,93%) and the diterpenes geranil linanool (14,97%) and phytol (17,86%) in higher concentration. The evaluation of the biological activity from the flowers of G. spinosa presented a significant nematicidal activity against the Meloidogyne incognita , but in the opposite, the volatile material of its leaves was inactive against the same nematode. The chromatographic analyses of the ethanolic extracts of the stem bark and stem wood allowed the isolation of lupeol and sucrose, respectively and the study of ethanolic extract of the root bark resulted the isolation of a mixture of -sitosterol, stigmasterol and their glycosides in addition of the oleanan triterpene, the 3- -acetoxiolean-12-en-28-oic acid, and a lactone called 3-hydroxy-1,5-dioxaciclohentriacontan-6-one. The last one never had been describe in the literature. The structural determination of the isolated metabolites, was performed by using Nuclear Magnetic Resonance of Hydrogen-1 and Carbon-13 (13C and 1H NMR - uni and two-dimensional). The oils were analyzed by GCL/MS and the identification of the components was initially done by using a MS library search with retention indices as a pre-selection routine followed by visual confirmation to reported standard MS data obtained from literature.
publishDate 2008
dc.date.issued.fl_str_mv 2008
dc.date.accessioned.fl_str_mv 2015-11-23T20:19:59Z
dc.date.available.fl_str_mv 2015-11-23T20:19:59Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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dc.identifier.citation.fl_str_mv LOPES, E. L. Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae). 2008. 127 f. Dissertação (Mestrado)-Universidade Federal do Ceará, Pós-graduação em Química, Fortaleza, 2008.
dc.identifier.uri.fl_str_mv http://www.repositorio.ufc.br/handle/riufc/14076
identifier_str_mv LOPES, E. L. Estudo Fitoquímico de Geoffroea spinosa Jacq. (Leguminosae). 2008. 127 f. Dissertação (Mestrado)-Universidade Federal do Ceará, Pós-graduação em Química, Fortaleza, 2008.
url http://www.repositorio.ufc.br/handle/riufc/14076
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