Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.

Detalhes bibliográficos
Autor(a) principal: JoÃo Henrique Chaves
Data de Publicação: 2008
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFC
Texto Completo: http://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=4711
Resumo: This work describes the phytocemical investigation of the extracts from roots of Piper divaricatum (Piperaceae), and, the volatile chemical composition of the essential oils Schinus terebinhtifolius Raddi (Anacardiaceae). The chemical investigation of the extracts of P. divaricatum, using classic methods of chromatography on sÃlica gel, yelded an amide, (2E,4E)-pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)- (piperlonguminine), and two benzoic acid derivatives , 3,4-dy-hidroxy- 5-(2âE,6âZ,10âE)-7â-(hydroxymethyl)-3â,11â,15â-trimethyl-hexadeca-2â,6â,10â,14â- tetraenyl), and the Ãcid 3,4-dyhydroxy-5-(2âE,6âE,10âE)-3â,7â,11â,15â- tetramethylhexadeca-2â,6â,10â,14â-tetraenyl) benzoic, this being reported for the first time in the literature. The structures of all isolated compounds were elucidated by spectroscopic methods, such as ME, IR and INMR, including 1D and 2D experimentals NMR spectroscopy and, comparison with published data for closely related compounds. The chemical composition of the essential oils from leaves of Schinus terebinthifolius , was analyzed by CG-MS and GC-FID. Fourteen components of plant 1, representing an average of more than 81.0% of the chemical compositions of the oils, were identified and eight compounds of plant 2, representing more than 98,0% in average. Both oils showed higher concentrations of monoterpenoids, but they showed different chemical compositions, whereas cis-ocimene (52%) and Ã-ocimene (19%) were major constituents of plant 1, while limonene (93%) is the major component of plant 2.
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spelling info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisContribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.ContribuiÃÃo ao estudo quÃmico de Piper divaricatum e Schinus terebinthifolius.2008-12-18OtÃlia DeusdÃnia Loiola Pessoa38004747353http://lattes.cnpq.br/0350618700512864Francisco Geraldo Barbosa56168250344Maria Teresa Salles Trevisan05006874805http://lattes.cnpq.br/910919530746129600414009339http://lattes.cnpq.br/0824523153301005JoÃo Henrique ChavesUniversidade Federal do CearÃPrograma de PÃs-GraduaÃÃo em QuÃmica UFCBRPiper divaricatum Schinus terebinhtifolius essentials oilsPiper divaricatum Schinus terebinhtifolius Ãleos essenciaisQUIMICAThis work describes the phytocemical investigation of the extracts from roots of Piper divaricatum (Piperaceae), and, the volatile chemical composition of the essential oils Schinus terebinhtifolius Raddi (Anacardiaceae). The chemical investigation of the extracts of P. divaricatum, using classic methods of chromatography on sÃlica gel, yelded an amide, (2E,4E)-pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)- (piperlonguminine), and two benzoic acid derivatives , 3,4-dy-hidroxy- 5-(2âE,6âZ,10âE)-7â-(hydroxymethyl)-3â,11â,15â-trimethyl-hexadeca-2â,6â,10â,14â- tetraenyl), and the Ãcid 3,4-dyhydroxy-5-(2âE,6âE,10âE)-3â,7â,11â,15â- tetramethylhexadeca-2â,6â,10â,14â-tetraenyl) benzoic, this being reported for the first time in the literature. The structures of all isolated compounds were elucidated by spectroscopic methods, such as ME, IR and INMR, including 1D and 2D experimentals NMR spectroscopy and, comparison with published data for closely related compounds. The chemical composition of the essential oils from leaves of Schinus terebinthifolius , was analyzed by CG-MS and GC-FID. Fourteen components of plant 1, representing an average of more than 81.0% of the chemical compositions of the oils, were identified and eight compounds of plant 2, representing more than 98,0% in average. Both oils showed higher concentrations of monoterpenoids, but they showed different chemical compositions, whereas cis-ocimene (52%) and Ã-ocimene (19%) were major constituents of plant 1, while limonene (93%) is the major component of plant 2.Este trabalho descreve a investigaÃÃo fitoquÃmica dos extratos das raÃzes de Piper divaricatum (Piperaceae), bem como a composiÃÃo quÃmica volÃtil dos Ãleos essenciais das folhas da espÃcie diÃica Schinus terebinhtifolius Raddi (Anacardiaceae). Foram realizadas duas coletas de P. divaricatum em locais e perÃodos distintos e o estudo quÃmico dos extratos, utilizando tÃcnicas clÃssicas de cromatografia em gel de sÃlica, resultou no isolamento de uma amida com atividade citotÃxica anti-tumoral em cÃlulas de sarcoma 180, (2E,4E)-5-(1,3-benzodioxol-5-il)-N-(2-metilpropil)-2,4- pentadienamida (piperlonguminina) da primeira coleta e dois derivados do Ãcido benzÃico: Ãcido-5-(2âE,6âZ,10âE)-3â,11â,15â-trimetil-hexadeca-2â,6â,10â,14â-tetraenil) 3,4-di-hidroxi-7â-(hidroximetil)-benzÃico, inÃdito na literatura, e o Ãcido 5- (2âE,6âE,10âE)-3â,7â,11â,15â-tetrametil-hexadeca-2â,6â,10â,14â-tetraenil)-3,4-dihidroxi benzÃico na segunda coleta. A determinaÃÃo estrutural dos compostos isolados baseouse em tÃcnicas espectroscÃpicas tais como: espectro de massa, espectro de infravermelho e ressonÃncia magnÃtica nuclear de 1H e 13C uni e bidimensionais. A composiÃÃo quÃmica dos Ãleos essenciais das folhas de dois indivÃduos de S. terebinthifolius, uma espÃcie diÃica (planta 1 = macho; planta 2 = fÃmea) foi analisada por CG/EM e CG/DIC. Para a planta 1, um total de 14 compostos foram identificados, representando em mÃdia mais que 81% da composiÃÃo quÃmica dos Ãleos , enquanto que para a planta 2 foram identificados 8 compostos, representando em mÃdia mais de 98% da composiÃÃo dos Ãleos. Os mesmos mostraram composiÃÃes quÃmicas distintas com grandes concentraÃÃes de monoterpenos, sendo o cis-ocimeno (52%) e o Ãocimeno (19%) os componentes majoritÃrios da planta 1, e o limoneno (93%) o constituinte principal dos Ãleos da planta 2.CoordenaÃÃo de AperfeiÃoamento de Pessoal de NÃvel Superiorhttp://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=4711application/pdfinfo:eu-repo/semantics/openAccessporreponame:Biblioteca Digital de Teses e Dissertações da UFCinstname:Universidade Federal do Cearáinstacron:UFC2019-01-21T11:17:42Zmail@mail.com -
dc.title.en.fl_str_mv Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
dc.title.alternative.pt.fl_str_mv ContribuiÃÃo ao estudo quÃmico de Piper divaricatum e Schinus terebinthifolius.
title Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
spellingShingle Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
JoÃo Henrique Chaves
Piper divaricatum
Schinus terebinhtifolius
Ãleos essenciais
QUIMICA
title_short Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
title_full Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
title_fullStr Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
title_full_unstemmed Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
title_sort Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
author JoÃo Henrique Chaves
author_facet JoÃo Henrique Chaves
author_role author
dc.contributor.advisor1.fl_str_mv OtÃlia DeusdÃnia Loiola Pessoa
dc.contributor.advisor1ID.fl_str_mv 38004747353
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/0350618700512864
dc.contributor.referee1.fl_str_mv Francisco Geraldo Barbosa
dc.contributor.referee1ID.fl_str_mv 56168250344
dc.contributor.referee2.fl_str_mv Maria Teresa Salles Trevisan
dc.contributor.referee2ID.fl_str_mv 05006874805
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/9109195307461296
dc.contributor.authorID.fl_str_mv 00414009339
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/0824523153301005
dc.contributor.author.fl_str_mv JoÃo Henrique Chaves
contributor_str_mv OtÃlia DeusdÃnia Loiola Pessoa
Francisco Geraldo Barbosa
Maria Teresa Salles Trevisan
dc.subject.por.fl_str_mv Piper divaricatum
Schinus terebinhtifolius
Ãleos essenciais
topic Piper divaricatum
Schinus terebinhtifolius
Ãleos essenciais
QUIMICA
dc.subject.cnpq.fl_str_mv QUIMICA
dc.description.sponsorship.fl_txt_mv CoordenaÃÃo de AperfeiÃoamento de Pessoal de NÃvel Superior
dc.description.abstract.por.fl_txt_mv This work describes the phytocemical investigation of the extracts from roots of Piper divaricatum (Piperaceae), and, the volatile chemical composition of the essential oils Schinus terebinhtifolius Raddi (Anacardiaceae). The chemical investigation of the extracts of P. divaricatum, using classic methods of chromatography on sÃlica gel, yelded an amide, (2E,4E)-pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)- (piperlonguminine), and two benzoic acid derivatives , 3,4-dy-hidroxy- 5-(2âE,6âZ,10âE)-7â-(hydroxymethyl)-3â,11â,15â-trimethyl-hexadeca-2â,6â,10â,14â- tetraenyl), and the Ãcid 3,4-dyhydroxy-5-(2âE,6âE,10âE)-3â,7â,11â,15â- tetramethylhexadeca-2â,6â,10â,14â-tetraenyl) benzoic, this being reported for the first time in the literature. The structures of all isolated compounds were elucidated by spectroscopic methods, such as ME, IR and INMR, including 1D and 2D experimentals NMR spectroscopy and, comparison with published data for closely related compounds. The chemical composition of the essential oils from leaves of Schinus terebinthifolius , was analyzed by CG-MS and GC-FID. Fourteen components of plant 1, representing an average of more than 81.0% of the chemical compositions of the oils, were identified and eight compounds of plant 2, representing more than 98,0% in average. Both oils showed higher concentrations of monoterpenoids, but they showed different chemical compositions, whereas cis-ocimene (52%) and Ã-ocimene (19%) were major constituents of plant 1, while limonene (93%) is the major component of plant 2.
Este trabalho descreve a investigaÃÃo fitoquÃmica dos extratos das raÃzes de Piper divaricatum (Piperaceae), bem como a composiÃÃo quÃmica volÃtil dos Ãleos essenciais das folhas da espÃcie diÃica Schinus terebinhtifolius Raddi (Anacardiaceae). Foram realizadas duas coletas de P. divaricatum em locais e perÃodos distintos e o estudo quÃmico dos extratos, utilizando tÃcnicas clÃssicas de cromatografia em gel de sÃlica, resultou no isolamento de uma amida com atividade citotÃxica anti-tumoral em cÃlulas de sarcoma 180, (2E,4E)-5-(1,3-benzodioxol-5-il)-N-(2-metilpropil)-2,4- pentadienamida (piperlonguminina) da primeira coleta e dois derivados do Ãcido benzÃico: Ãcido-5-(2âE,6âZ,10âE)-3â,11â,15â-trimetil-hexadeca-2â,6â,10â,14â-tetraenil) 3,4-di-hidroxi-7â-(hidroximetil)-benzÃico, inÃdito na literatura, e o Ãcido 5- (2âE,6âE,10âE)-3â,7â,11â,15â-tetrametil-hexadeca-2â,6â,10â,14â-tetraenil)-3,4-dihidroxi benzÃico na segunda coleta. A determinaÃÃo estrutural dos compostos isolados baseouse em tÃcnicas espectroscÃpicas tais como: espectro de massa, espectro de infravermelho e ressonÃncia magnÃtica nuclear de 1H e 13C uni e bidimensionais. A composiÃÃo quÃmica dos Ãleos essenciais das folhas de dois indivÃduos de S. terebinthifolius, uma espÃcie diÃica (planta 1 = macho; planta 2 = fÃmea) foi analisada por CG/EM e CG/DIC. Para a planta 1, um total de 14 compostos foram identificados, representando em mÃdia mais que 81% da composiÃÃo quÃmica dos Ãleos , enquanto que para a planta 2 foram identificados 8 compostos, representando em mÃdia mais de 98% da composiÃÃo dos Ãleos. Os mesmos mostraram composiÃÃes quÃmicas distintas com grandes concentraÃÃes de monoterpenos, sendo o cis-ocimeno (52%) e o Ãocimeno (19%) os componentes majoritÃrios da planta 1, e o limoneno (93%) o constituinte principal dos Ãleos da planta 2.
description This work describes the phytocemical investigation of the extracts from roots of Piper divaricatum (Piperaceae), and, the volatile chemical composition of the essential oils Schinus terebinhtifolius Raddi (Anacardiaceae). The chemical investigation of the extracts of P. divaricatum, using classic methods of chromatography on sÃlica gel, yelded an amide, (2E,4E)-pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)- (piperlonguminine), and two benzoic acid derivatives , 3,4-dy-hidroxy- 5-(2âE,6âZ,10âE)-7â-(hydroxymethyl)-3â,11â,15â-trimethyl-hexadeca-2â,6â,10â,14â- tetraenyl), and the Ãcid 3,4-dyhydroxy-5-(2âE,6âE,10âE)-3â,7â,11â,15â- tetramethylhexadeca-2â,6â,10â,14â-tetraenyl) benzoic, this being reported for the first time in the literature. The structures of all isolated compounds were elucidated by spectroscopic methods, such as ME, IR and INMR, including 1D and 2D experimentals NMR spectroscopy and, comparison with published data for closely related compounds. The chemical composition of the essential oils from leaves of Schinus terebinthifolius , was analyzed by CG-MS and GC-FID. Fourteen components of plant 1, representing an average of more than 81.0% of the chemical compositions of the oils, were identified and eight compounds of plant 2, representing more than 98,0% in average. Both oils showed higher concentrations of monoterpenoids, but they showed different chemical compositions, whereas cis-ocimene (52%) and Ã-ocimene (19%) were major constituents of plant 1, while limonene (93%) is the major component of plant 2.
publishDate 2008
dc.date.issued.fl_str_mv 2008-12-18
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
status_str publishedVersion
format masterThesis
dc.identifier.uri.fl_str_mv http://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=4711
url http://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=4711
dc.language.iso.fl_str_mv por
language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal do CearÃ
dc.publisher.program.fl_str_mv Programa de PÃs-GraduaÃÃo em QuÃmica
dc.publisher.initials.fl_str_mv UFC
dc.publisher.country.fl_str_mv BR
publisher.none.fl_str_mv Universidade Federal do CearÃ
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UFC
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reponame_str Biblioteca Digital de Teses e Dissertações da UFC
collection Biblioteca Digital de Teses e Dissertações da UFC
instname_str Universidade Federal do Ceará
instacron_str UFC
institution UFC
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