Contribuition to chemical study of Piper divaricatum and Schinus terebinthifolius.
Autor(a) principal: | |
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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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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 Cearà |
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 Cearà |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações da UFC instname:Universidade Federal do Ceará instacron:UFC |
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Biblioteca Digital de Teses e Dissertações da UFC |
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Biblioteca Digital de Teses e Dissertações da UFC |
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Universidade Federal do Ceará |
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UFC |
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UFC |
repository.name.fl_str_mv |
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repository.mail.fl_str_mv |
mail@mail.com |
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1643295139713515520 |