Estudo qu?mico de Licaria armeniaca (Nees) Kosterm
Autor(a) principal: | |
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Data de Publicação: | 1980 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações da UFRRJ |
Texto Completo: | https://tede.ufrrj.br/jspui/handle/jspui/4346 |
Resumo: | Chrornatography of a benzenic extract of Licaria armeniaca (Nees} Kosterm., Lauraceae; (wood) gave five compounds: 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone (B-1), sitosterol (B-2) , 6,7-dimethoxycoumarin (B-3), (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6--methyl-1,3-dimethoxy-7 (3',4 '-methylenedioxyphenyl) bicyclo(3,2,1)oct-3-en-2-one (B-4) and 1,2,3-trimethoxy-7-oxoaporphine (B-5). Chromatography of a ethanolic extract gave: sitosterol, 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone, 1,2,3-trimethoxy-7-oxoaporphine, isolate of the benzenic extract, and a lignan 2-(3,4,5-trimethoxyphenyl)-6-(3,4-dimethoxyphenyl)-3~7-dioxabicyclo[3,3,0] octan (E-3}. The correlation of spectral data of bicyclo 3,2,1 octanoid neolignans led to the establishment of a scheme for the structural determination. The application of these data allowed structural determination of the new neolignan (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6-methyl-1,3-dimethoxy-7(3'-4'-methylenedioxyphenyl) bicyclo[3,2,1]oct-3-en-2-one (B-4). Comparative analysis of the 1H N.M.R., 13C N.N.R., I. R. and mass spectra of two derivatives obtained by alkaline hydrolysis was also consistent with the structural proposal of the new neolignan. The probable course of biogenesis leading to bicyclo [3,2,1]octanoid neolignans and oxoaporphine alkaloids is discussed. |
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Braz Filho, RaimundoBraz Filho, RaimundoAlegrio, Leila Vilela2021-01-26T03:13:01Z1980-03-21ALEGRIO, Leila Vilela. Estudo qu?mico de Licaria armeniaca (Nees) Kosterm. 1980. 128 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1980.https://tede.ufrrj.br/jspui/handle/jspui/4346Chrornatography of a benzenic extract of Licaria armeniaca (Nees} Kosterm., Lauraceae; (wood) gave five compounds: 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone (B-1), sitosterol (B-2) , 6,7-dimethoxycoumarin (B-3), (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6--methyl-1,3-dimethoxy-7 (3',4 '-methylenedioxyphenyl) bicyclo(3,2,1)oct-3-en-2-one (B-4) and 1,2,3-trimethoxy-7-oxoaporphine (B-5). Chromatography of a ethanolic extract gave: sitosterol, 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone, 1,2,3-trimethoxy-7-oxoaporphine, isolate of the benzenic extract, and a lignan 2-(3,4,5-trimethoxyphenyl)-6-(3,4-dimethoxyphenyl)-3~7-dioxabicyclo[3,3,0] octan (E-3}. The correlation of spectral data of bicyclo 3,2,1 octanoid neolignans led to the establishment of a scheme for the structural determination. The application of these data allowed structural determination of the new neolignan (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6-methyl-1,3-dimethoxy-7(3'-4'-methylenedioxyphenyl) bicyclo[3,2,1]oct-3-en-2-one (B-4). Comparative analysis of the 1H N.M.R., 13C N.N.R., I. R. and mass spectra of two derivatives obtained by alkaline hydrolysis was also consistent with the structural proposal of the new neolignan. The probable course of biogenesis leading to bicyclo [3,2,1]octanoid neolignans and oxoaporphine alkaloids is discussed.Do extrato benz?nico da esp?cie arb?rea Licaria armeniaca (Nees) Kosterm. (Lauraceae) foram isoladas, por m?todos cromatogr?ficos, cinco subst?ncias: 1-Hidroxi-3,6-dimetoxi-8-metil-xantona (B-1), Sitosterol (B-2), 6,7-dimetoxicumarina (B-3), (1R, 5S, 6R, 7s, 8S)-8-acetoxi-5-alil-6-metil-1,3-dirnetoxi-7(3',4'-rnetilenodioxifenil) biciclo[3,2,l)oct-3-en-2-ona (B-4) e 1,2,3--trimetoxi-7-oxo-aporfina (B-5). Por processos cromatogr?ficos isolou-se do extrato etan?lico, al?m do sitosterol, 1-hidroxi-3,6-dimetoxi-8-metil-xantona e 1,2,3-trimetoxi-7-oxo-aporfina, a lignana 2(3,4,5-trimetoxifenil)-6(3,4-dimetoxifenil)-3,7-dioxa biciclo(3,3,0)octano (E-3). A sistematiza??o de dados espectrom?tricos descrito na literatura para neolignanas biciclo[3,2,l]oct?nicas, conduziu a organiza??o de dados para determina??o estrutural, permitindo inclusive, dedu??es conformacionais e configuracionais. A aplica??o destes dados permitiram elucidar a estrutura de B-4, subst?ncia in?dita. An?lise comparat?va dos espectros de R.M.N. de 1H, de R.M.N. de 13C, de I.V. e de massa dos derivados obtidos pela hidr?lise alcalina permit?u confirmar a estrutura proposta paraB-4. Considera??es sobre a origem biogen?tica de lignanas, neolignanas biciclo[3,2,1] oct?nicas e alcal?ides oxo-aporf?nicos foram descritas.Submitted by Jorge Silva (jorgelmsilva@ufrrj.br) on 2021-01-26T03:13:01Z No. of bitstreams: 1 1980 - Leila Vilela Alegrio.pdf: 3064439 bytes, checksum: f6b67d273cf1fd3d468879ee1b13ab4c (MD5)Made available in DSpace on 2021-01-26T03:13:01Z (GMT). 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dc.title.por.fl_str_mv |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
title |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
spellingShingle |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm Alegrio, Leila Vilela Licaria armeniaca m?todos cromatogr?ficos xantona lignana Qu?mica |
title_short |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
title_full |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
title_fullStr |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
title_full_unstemmed |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
title_sort |
Estudo qu?mico de Licaria armeniaca (Nees) Kosterm |
author |
Alegrio, Leila Vilela |
author_facet |
Alegrio, Leila Vilela |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Braz Filho, Raimundo |
dc.contributor.referee1.fl_str_mv |
Braz Filho, Raimundo |
dc.contributor.author.fl_str_mv |
Alegrio, Leila Vilela |
contributor_str_mv |
Braz Filho, Raimundo Braz Filho, Raimundo |
dc.subject.por.fl_str_mv |
Licaria armeniaca m?todos cromatogr?ficos xantona lignana |
topic |
Licaria armeniaca m?todos cromatogr?ficos xantona lignana Qu?mica |
dc.subject.cnpq.fl_str_mv |
Qu?mica |
description |
Chrornatography of a benzenic extract of Licaria armeniaca (Nees} Kosterm., Lauraceae; (wood) gave five compounds: 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone (B-1), sitosterol (B-2) , 6,7-dimethoxycoumarin (B-3), (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6--methyl-1,3-dimethoxy-7 (3',4 '-methylenedioxyphenyl) bicyclo(3,2,1)oct-3-en-2-one (B-4) and 1,2,3-trimethoxy-7-oxoaporphine (B-5). Chromatography of a ethanolic extract gave: sitosterol, 1-hydroxy-3,6-dimethoxy-8-methyl-xanthone, 1,2,3-trimethoxy-7-oxoaporphine, isolate of the benzenic extract, and a lignan 2-(3,4,5-trimethoxyphenyl)-6-(3,4-dimethoxyphenyl)-3~7-dioxabicyclo[3,3,0] octan (E-3}. The correlation of spectral data of bicyclo 3,2,1 octanoid neolignans led to the establishment of a scheme for the structural determination. The application of these data allowed structural determination of the new neolignan (1R,5S,6R,7S,8S)-8-acetoxy-5-allyl-6-methyl-1,3-dimethoxy-7(3'-4'-methylenedioxyphenyl) bicyclo[3,2,1]oct-3-en-2-one (B-4). Comparative analysis of the 1H N.M.R., 13C N.N.R., I. R. and mass spectra of two derivatives obtained by alkaline hydrolysis was also consistent with the structural proposal of the new neolignan. The probable course of biogenesis leading to bicyclo [3,2,1]octanoid neolignans and oxoaporphine alkaloids is discussed. |
publishDate |
1980 |
dc.date.issued.fl_str_mv |
1980-03-21 |
dc.date.accessioned.fl_str_mv |
2021-01-26T03:13:01Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
ALEGRIO, Leila Vilela. Estudo qu?mico de Licaria armeniaca (Nees) Kosterm. 1980. 128 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1980. |
dc.identifier.uri.fl_str_mv |
https://tede.ufrrj.br/jspui/handle/jspui/4346 |
identifier_str_mv |
ALEGRIO, Leila Vilela. Estudo qu?mico de Licaria armeniaca (Nees) Kosterm. 1980. 128 f. Disserta??o (Mestrado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1980. |
url |
https://tede.ufrrj.br/jspui/handle/jspui/4346 |
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por |
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info:eu-repo/semantics/openAccess |
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Universidade Federal Rural do Rio de Janeiro |
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Programa de P?s-Gradua??o em Qu?mica |
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UFRRJ |
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Brasil |
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Instituto de Ci?ncias Exatas |
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Universidade Federal Rural do Rio de Janeiro |
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