Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)

Detalhes bibliográficos
Ano de defesa: 2008
Autor(a) principal: Silva, Francisca Karen Souza da
Orientador(a): Silveira, Edilberto Rocha
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/9404
Resumo: The present work reports the study on the volatile chemical constitution of the leaves, twigs and roots of Croton rhamnifolius (Euphorbiaceae), popularly known in the Northeast of Brazil as “quebra-faca” (Port. Lit. = knife breaker) as well as of the non-volatile constituints of the roots. GC-MS analysis of the essential oil from leaves of C. rhamnifolius (OEFCR) allowed the identification of 21 constituents from which 1,8-cineol (31,81%) and - phelandrene (11,84%) were the major components. For the essential oil from twigs (OETCR) all 14 components were identified and - pinene (30,81%) and - cariophyllene (12,86%) were the major ones. For the essential oil from roots (OERCR) jsut 8 components were identified with valencene (25,97%) and borneol (20,05%) arising as the chief components. The phytochemical analysis of the ethanol extract from the roots led to the isolations and characterization of a diterpenoid incorporating an indol alkaloid moiety that hás been named as rhamnifolin (1), two beierene diterpenes, stachenone (2) and 12-oxostachenone (3), and two pentacyclic triterpenes: one, the 3-acetyl-olean-14-ene-28-oic acid (aleuritolic acid, AAA) (4) belonging to the oleanane and the other, lupeol (5), belonging to the lupane series. The structure determination of all non-volatile constituents was performed by mean of spectroscopic techniques such as MS, IR, 1H and 13C NMR, including uni and bidimensional pulse sequences. The identification of the volatile constitution was performed by GC-MS for the qualitative analysis while GC-FID was used for the quantitative analysis. Comparison to data published in the literature was also used for identification wherever the case.
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spelling Silva, Francisca Karen Souza daSilveira, Edilberto Rocha2014-10-10T20:50:39Z2014-10-10T20:50:39Z2008SILVA, F. K. S. Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae). 2008. 161 f. Dissertação (Mestrado em Química Orgânica) - Centro de Ciências, Universidade Federal do Ceará, Fortaleza, 2008.http://www.repositorio.ufc.br/handle/riufc/9404The present work reports the study on the volatile chemical constitution of the leaves, twigs and roots of Croton rhamnifolius (Euphorbiaceae), popularly known in the Northeast of Brazil as “quebra-faca” (Port. Lit. = knife breaker) as well as of the non-volatile constituints of the roots. GC-MS analysis of the essential oil from leaves of C. rhamnifolius (OEFCR) allowed the identification of 21 constituents from which 1,8-cineol (31,81%) and - phelandrene (11,84%) were the major components. For the essential oil from twigs (OETCR) all 14 components were identified and - pinene (30,81%) and - cariophyllene (12,86%) were the major ones. For the essential oil from roots (OERCR) jsut 8 components were identified with valencene (25,97%) and borneol (20,05%) arising as the chief components. The phytochemical analysis of the ethanol extract from the roots led to the isolations and characterization of a diterpenoid incorporating an indol alkaloid moiety that hás been named as rhamnifolin (1), two beierene diterpenes, stachenone (2) and 12-oxostachenone (3), and two pentacyclic triterpenes: one, the 3-acetyl-olean-14-ene-28-oic acid (aleuritolic acid, AAA) (4) belonging to the oleanane and the other, lupeol (5), belonging to the lupane series. The structure determination of all non-volatile constituents was performed by mean of spectroscopic techniques such as MS, IR, 1H and 13C NMR, including uni and bidimensional pulse sequences. The identification of the volatile constitution was performed by GC-MS for the qualitative analysis while GC-FID was used for the quantitative analysis. Comparison to data published in the literature was also used for identification wherever the case.O presente trabalho relata o estudo dos constituintes químicos voláteis das folhas, talos e raízes de Croton rhamnifolius (Euphorbiaceae), popularmente conhecida no nordeste do Brasil por “Quebra-faca”, como também os constituintes químicos não-voláteis das raízes. A análise por CGL/EM do óleo essencial das folhas de C. rhamnifolius (OEFCR) permitiu a identificação de 21 constituintes químicos, dos quais os componentes majoritários foram identificados como sendo o 1,8 – cineol (31,81%) e o – felandreno (11,84 %). O óleo essencial dos talos (OETCR) apresentou 14 constituintes, todos identificados, onde o -pineno (30,81%) e o –cariofileno (12,86 %) foram os componentes principais. No óleo essencial das raízes (OERCR), foram identificados 8 constituintes químicos, sendo majoritários, o valenceno (25,97%), e o borneol (20,05%). A análise fitoquímica do extrato etanólico da raiz resultou no isolamento de um alcalóide indólico diterpenoídico de caráter inédito que foi denominado rhamnifolina (1), dois diterpenos do tipo beiereno, denominado de estachenona (2) e 12-oxo-estachenona (3), e de dois triterpenos pentacíclicos, um da série oleanano, o ácido 3-acetil-olean-14-en-28-óico (ácido acetil aleuritólico, AAA) (4) e o lupeol (5) da série lupano. A determinação estrutural dos constituintes não voláteis foi realizada através de métodos espectrométricos EM, IV e RMN 1H e 13C, inclusive técnicas uni e bidimensionais (HMBC e HSQC), enquanto a identificação da constituição volátil foi utilizada cromatografia gás-líquido acoplada à espectrometria de massa (CGL/EM) e cromatografia gás-líquido com detecção por ionização em chama (CGL/DIC) e comparação com dados descritos na literatura.Essências e óleos essenciaisQuímica vegetalContribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)Contribution to the phytochemical study of Croton rhamnifolius(Euphorbiaceae)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/openAccessLICENSElicense.txtlicense.txttext/plain; charset=utf-81786http://repositorio.ufc.br/bitstream/riufc/9404/2/license.txt8c4401d3d14722a7ca2d07c782a1aab3MD52ORIGINAL2008_dis_fkssilva.pdf2008_dis_fkssilva.pdfapplication/pdf5739439http://repositorio.ufc.br/bitstream/riufc/9404/1/2008_dis_fkssilva.pdf045e9fdade4c16b499966fa53026ddf4MD51riufc/94042019-07-12 12:38:46.445oai:repositorio.ufc.br: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Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2019-07-12T15:38:46Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
dc.title.pt_BR.fl_str_mv Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
dc.title.en.pt_BR.fl_str_mv Contribution to the phytochemical study of Croton rhamnifolius(Euphorbiaceae)
title Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
spellingShingle Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
Silva, Francisca Karen Souza da
Essências e óleos essenciais
Química vegetal
title_short Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
title_full Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
title_fullStr Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
title_full_unstemmed Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
title_sort Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae)
author Silva, Francisca Karen Souza da
author_facet Silva, Francisca Karen Souza da
author_role author
dc.contributor.author.fl_str_mv Silva, Francisca Karen Souza da
dc.contributor.advisor1.fl_str_mv Silveira, Edilberto Rocha
contributor_str_mv Silveira, Edilberto Rocha
dc.subject.por.fl_str_mv Essências e óleos essenciais
Química vegetal
topic Essências e óleos essenciais
Química vegetal
description The present work reports the study on the volatile chemical constitution of the leaves, twigs and roots of Croton rhamnifolius (Euphorbiaceae), popularly known in the Northeast of Brazil as “quebra-faca” (Port. Lit. = knife breaker) as well as of the non-volatile constituints of the roots. GC-MS analysis of the essential oil from leaves of C. rhamnifolius (OEFCR) allowed the identification of 21 constituents from which 1,8-cineol (31,81%) and - phelandrene (11,84%) were the major components. For the essential oil from twigs (OETCR) all 14 components were identified and - pinene (30,81%) and - cariophyllene (12,86%) were the major ones. For the essential oil from roots (OERCR) jsut 8 components were identified with valencene (25,97%) and borneol (20,05%) arising as the chief components. The phytochemical analysis of the ethanol extract from the roots led to the isolations and characterization of a diterpenoid incorporating an indol alkaloid moiety that hás been named as rhamnifolin (1), two beierene diterpenes, stachenone (2) and 12-oxostachenone (3), and two pentacyclic triterpenes: one, the 3-acetyl-olean-14-ene-28-oic acid (aleuritolic acid, AAA) (4) belonging to the oleanane and the other, lupeol (5), belonging to the lupane series. The structure determination of all non-volatile constituents was performed by mean of spectroscopic techniques such as MS, IR, 1H and 13C NMR, including uni and bidimensional pulse sequences. The identification of the volatile constitution was performed by GC-MS for the qualitative analysis while GC-FID was used for the quantitative analysis. Comparison to data published in the literature was also used for identification wherever the case.
publishDate 2008
dc.date.issued.fl_str_mv 2008
dc.date.accessioned.fl_str_mv 2014-10-10T20:50:39Z
dc.date.available.fl_str_mv 2014-10-10T20:50:39Z
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 SILVA, F. K. S. Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae). 2008. 161 f. Dissertação (Mestrado em Química Orgânica) - Centro de Ciências, Universidade Federal do Ceará, Fortaleza, 2008.
dc.identifier.uri.fl_str_mv http://www.repositorio.ufc.br/handle/riufc/9404
identifier_str_mv SILVA, F. K. S. Contribuição ao estudo fitoquímico de Cróton rhamnifolius (Euphorbiaceae). 2008. 161 f. Dissertação (Mestrado em Química Orgânica) - Centro de Ciências, Universidade Federal do Ceará, Fortaleza, 2008.
url http://www.repositorio.ufc.br/handle/riufc/9404
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