Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf

Detalhes bibliográficos
Ano de defesa: 1998
Autor(a) principal: Velloso, Carlos Ribeiro Xavier
Orientador(a): Carvalho, Mario Geraldo de
Banca de defesa: Carvalho, Mario Geraldo de, Vieira, Ivo Jos? Curcino, Rumjanek, Victor Marcos, Castro, Rosane Nora
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal Rural do Rio de Janeiro
Programa de Pós-Graduação: Programa de P?s-Gradua??o em Qu?mica
Departamento: Instituto de Ci?ncias Exatas
País: Brasil
Palavras-chave em Português:
triterpenos
diterpenos
Parahancornia amapa
Pinus caribaea var. bahamensis
fracionamento cromatogr?fico
Área do conhecimento CNPq:
Qu?mica
Link de acesso: https://tede.ufrrj.br/jspui/handle/jspui/3913
Resumo: From the hexane extract of the roots of Parahancornia amapa, Apocynaceae, were isolated and identified stigmasterol (1), sitosterol (2), sitosterone (3), the pentacyclic triterpenes : lupeol (4), a-amirine (5), b-amirine (6), their acetyl derivatives (7, 8 and 9), and the 3 b-O-acyl-lupeol esters (10, 11 and 12). The 3'-hydroxyl group in 11 was confirmed by the acetyl and oxidation derivates. The analysis by CG-MS of the methyl esters obtained by hidrolysis and methylation led us to identify the acyl units of the esters (10a-10j, 11a-11e and 12a). Compounds 1, 2, 3 have not been previously detected in Parahancornia genus. The esters 10A-10D, 10F, 10H, 11A and 12A have not been previously registered in the literature. Solvent partition and chromatographic fractionation of the wood's hexane extract of Pinus caribaea var. bahamensis afforded dehydroabietic acid and isopimaric acid. These acids have not been previously detected in this species. The IR, 1H and 13C-NMR and Mass Spectral data of the natural compounds and derivatives were used to identify the substances.
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spelling Carvalho, Mario Geraldo deCarvalho, Mario Geraldo deVieira, Ivo Jos? CurcinoRumjanek, Victor MarcosCastro, Rosane NoraVelloso, Carlos Ribeiro Xavier2020-09-21T20:12:33Z1998-12-17VELLOSO, Carlos Ribeiro Xavier. Triterpenos isolados de parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf. 1998. 163 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1998.https://tede.ufrrj.br/jspui/handle/jspui/3913From the hexane extract of the roots of Parahancornia amapa, Apocynaceae, were isolated and identified stigmasterol (1), sitosterol (2), sitosterone (3), the pentacyclic triterpenes : lupeol (4), a-amirine (5), b-amirine (6), their acetyl derivatives (7, 8 and 9), and the 3 b-O-acyl-lupeol esters (10, 11 and 12). The 3'-hydroxyl group in 11 was confirmed by the acetyl and oxidation derivates. The analysis by CG-MS of the methyl esters obtained by hidrolysis and methylation led us to identify the acyl units of the esters (10a-10j, 11a-11e and 12a). Compounds 1, 2, 3 have not been previously detected in Parahancornia genus. The esters 10A-10D, 10F, 10H, 11A and 12A have not been previously registered in the literature. Solvent partition and chromatographic fractionation of the wood's hexane extract of Pinus caribaea var. bahamensis afforded dehydroabietic acid and isopimaric acid. These acids have not been previously detected in this species. The IR, 1H and 13C-NMR and Mass Spectral data of the natural compounds and derivatives were used to identify the substances.O fracionamento cromatogr?fico dos extratos da casca e da madeira das ra?zes de Parahancornia amapa (Apocynaceae) levou ao isolamento de estigmasterol (1) + sitosterol (2); sitosterona (3), dos triterpenos pentac?clicos lupeol (4), a-amirina (5), b-amirina (6), seus derivados acetilados (7, 8 e 9) e dos ?steres 3 b-O-acil-lupeol (10, 11 e 12). A hidr?lise dos ?steres e posterior metila??o com diazometano forneceu a mistura de ?steres met?licos cuja an?lise com cromatografia de g?s acoplada a espectr?metro de massas permitiu caracterizar as cadeias das unidades acila e identificar os ?steres 10A-10J, 11A-11E e 12A-12B. O grupo hidroxila no carbono 3'dos ?steres (11) foi confirmado pela prepara??o do derivado acetilado e pelo produto de oxida??o do composto natural. As subst?ncias 1, 2 e 3 est?o sendo registradas pela primeira vez no g?nero Parahancornia. Os ?steres 10A-10D, 10F, 10H, 11A e 12A est?o sendo registrados pela primeira vez na literatura. O fracionamento cromatogr?fico e cristaliza??o das fra??es do extrato hex?nico da madeira de Pinus caribaea var. bahamensis forneceu o ?cido isopim?rico (?cido isopimara -7,15- dien-18-?ico) (13) e o ?cido deidroabi?tico (?cido abieta-8,11,13-trien-18-?ico) (14). As estruturas das subst?ncias foram determinadas atrav?s de an?lise dos dados de IV, RMN, 1H e 13C, espectrometria de massas ou CG-EM das subst?ncias naturais ou de derivados.Submitted by Jorge Silva (jorgelmsilva@ufrrj.br) on 2020-09-21T20:12:33Z No. of bitstreams: 1 1998 - Carlos Ribeiro Xavier Velloso.pdf: 2777167 bytes, checksum: 3c71496698419207a469be462121a159 (MD5)Made available in DSpace on 2020-09-21T20:12:33Z (GMT). No. of bitstreams: 1 1998 - Carlos Ribeiro Xavier Velloso.pdf: 2777167 bytes, checksum: 3c71496698419207a469be462121a159 (MD5) Previous issue date: 1998-12-17application/pdfhttps://tede.ufrrj.br/retrieve/62065/1998%20-%20Carlos%20Ribeiro%20Xavier%20Velloso.pdf.jpgporUniversidade Federal Rural do Rio de JaneiroPrograma de P?s-Gradua??o em Qu?micaUFRRJBrasilInstituto de Ci?ncias ExatastriterpenosditerpenosParahancornia amapaPinus caribaea var. bahamensisfracionamento cromatogr?ficoQu?micaTriterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. 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dc.title.por.fl_str_mv Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
title Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
spellingShingle Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
Velloso, Carlos Ribeiro Xavier
triterpenos
diterpenos
Parahancornia amapa
Pinus caribaea var. bahamensis
fracionamento cromatogr?fico
Qu?mica
title_short Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
title_full Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
title_fullStr Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
title_full_unstemmed Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
title_sort Triterpenos isolados de Parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf
author Velloso, Carlos Ribeiro Xavier
author_facet Velloso, Carlos Ribeiro Xavier
author_role author
dc.contributor.advisor1.fl_str_mv Carvalho, Mario Geraldo de
dc.contributor.referee1.fl_str_mv Carvalho, Mario Geraldo de
dc.contributor.referee2.fl_str_mv Vieira, Ivo Jos? Curcino
dc.contributor.referee3.fl_str_mv Rumjanek, Victor Marcos
dc.contributor.referee4.fl_str_mv Castro, Rosane Nora
dc.contributor.author.fl_str_mv Velloso, Carlos Ribeiro Xavier
contributor_str_mv Carvalho, Mario Geraldo de
Carvalho, Mario Geraldo de
Vieira, Ivo Jos? Curcino
Rumjanek, Victor Marcos
Castro, Rosane Nora
dc.subject.por.fl_str_mv triterpenos
diterpenos
Parahancornia amapa
Pinus caribaea var. bahamensis
fracionamento cromatogr?fico
topic triterpenos
diterpenos
Parahancornia amapa
Pinus caribaea var. bahamensis
fracionamento cromatogr?fico
Qu?mica
dc.subject.cnpq.fl_str_mv Qu?mica
description From the hexane extract of the roots of Parahancornia amapa, Apocynaceae, were isolated and identified stigmasterol (1), sitosterol (2), sitosterone (3), the pentacyclic triterpenes : lupeol (4), a-amirine (5), b-amirine (6), their acetyl derivatives (7, 8 and 9), and the 3 b-O-acyl-lupeol esters (10, 11 and 12). The 3'-hydroxyl group in 11 was confirmed by the acetyl and oxidation derivates. The analysis by CG-MS of the methyl esters obtained by hidrolysis and methylation led us to identify the acyl units of the esters (10a-10j, 11a-11e and 12a). Compounds 1, 2, 3 have not been previously detected in Parahancornia genus. The esters 10A-10D, 10F, 10H, 11A and 12A have not been previously registered in the literature. Solvent partition and chromatographic fractionation of the wood's hexane extract of Pinus caribaea var. bahamensis afforded dehydroabietic acid and isopimaric acid. These acids have not been previously detected in this species. The IR, 1H and 13C-NMR and Mass Spectral data of the natural compounds and derivatives were used to identify the substances.
publishDate 1998
dc.date.issued.fl_str_mv 1998-12-17
dc.date.accessioned.fl_str_mv 2020-09-21T20:12:33Z
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dc.identifier.citation.fl_str_mv VELLOSO, Carlos Ribeiro Xavier. Triterpenos isolados de parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf. 1998. 163 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1998.
dc.identifier.uri.fl_str_mv https://tede.ufrrj.br/jspui/handle/jspui/3913
identifier_str_mv VELLOSO, Carlos Ribeiro Xavier. Triterpenos isolados de parahancornia amapa (Apocynaceae) e diterpenos isolados de Pinus caribaea var. Bahamensis Barr et Golf. 1998. 163 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1998.
url https://tede.ufrrj.br/jspui/handle/jspui/3913
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dc.publisher.initials.fl_str_mv UFRRJ
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Instituto de Ci?ncias Exatas
publisher.none.fl_str_mv Universidade Federal Rural do Rio de Janeiro
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