Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina
Ano de defesa: | 1997 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , , , , |
Tipo de documento: | Tese |
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: | |
Área do conhecimento CNPq: | |
Link de acesso: | https://tede.ufrrj.br/jspui/handle/jspui/4228 |
Resumo: | This work reports the results from the chemical study of branches and leaves of a specimen from Ouratea semiserrata, familiy Ochnaceae, collected in Ouro Preto-MG-Brasil. The compounds were isolated from the hexane and methanol extracts by chromatographic techniques and the structures were established by analysis of spectral data including 2D NMR experiments. The hexane extract of the branches afforded sitosterol, stigmasterol, 7-oxo-stigma-5-en-3[3-ol, 7-oxo-stigma-5,22-dien-3[3-ol. The methanol extract of the branches gave eudesmine, epieudesmine, a biisoflavone derived from two units of geistein, 3',6,8-trichloro-4',5-dihydroxy- 7-methoxyflavone and 3',5',6,8-tetrachloro-4',5-dihydroxy-7-methoxyflavone. The hexane extract of the leaves afforded lupeol and friedelin. The methanol extract of the leaves afforded 3()-0-D-glucopyranosyl-[3-sitosterol, ent-16a, 17-dihydroxycauran-19-oic acid, 6, 9 ,dihydroxymegastigma-4, 7-dien-3-ona,rutin, amentoflavone, podocarpusflavone A, lanaraflavone, 7-0-methylanaraflavone, 7, 7"-di-0-methylanaraflavone, a-D-glucose, [3-Dglucose,1[3-0-( 4-hydroxyphenyl)-6-0-( 4-hydroxibenzoyl)-Dglucopyranoside, 1[3-0-( 4-hydroxyphenyl)-6-0-( 4-methoxycinammoyl )D-glucopyranoside and Hl-0-( 4-hydroxybenzoyl)-D-glucopyranoside. five new compounds were isolated and characterized. The extracts have been submited to a bioassay with Artemia salina. Treatment of the neolignan aurein with trifluoroacetic acid furnished the rearranged product 2-(2-allyl-4-hydroxy-3,5-dimethoxyphenyl)-1-(3,4,5-tri methoxy-phenyl)-propane prev?ously descr?bed ?n the literature along with ?ts der?vatives produced by addition of trifluoroacetic acid and water to the double bond of the allyl group. The products were characterized on the basis of spectroscopic data, including 20 NMR experiments and mass spectra. Mechanisms are proposed to account for the products obtained. |
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Braz Filho, Raimundohttp://lattes.cnpq.br/6747215104363265Carvalho, Mario Geraldo dehttp://lattes.cnpq.br/9794451665032168Braz Filho, RaimundoValderrama, Juan MartinezMathias, LedaVieira, Ivo Jos? C.Lima, ?urea Echevarria Aznar NevesVelandia, Javier Rinc?n2020-12-03T11:25:44Z1997-12-19VELANDIA, Javier Rinc?n. Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina. 1997. 179 f. Tese (Doutorado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997.https://tede.ufrrj.br/jspui/handle/jspui/4228This work reports the results from the chemical study of branches and leaves of a specimen from Ouratea semiserrata, familiy Ochnaceae, collected in Ouro Preto-MG-Brasil. The compounds were isolated from the hexane and methanol extracts by chromatographic techniques and the structures were established by analysis of spectral data including 2D NMR experiments. The hexane extract of the branches afforded sitosterol, stigmasterol, 7-oxo-stigma-5-en-3[3-ol, 7-oxo-stigma-5,22-dien-3[3-ol. The methanol extract of the branches gave eudesmine, epieudesmine, a biisoflavone derived from two units of geistein, 3',6,8-trichloro-4',5-dihydroxy- 7-methoxyflavone and 3',5',6,8-tetrachloro-4',5-dihydroxy-7-methoxyflavone. The hexane extract of the leaves afforded lupeol and friedelin. The methanol extract of the leaves afforded 3()-0-D-glucopyranosyl-[3-sitosterol, ent-16a, 17-dihydroxycauran-19-oic acid, 6, 9 ,dihydroxymegastigma-4, 7-dien-3-ona,rutin, amentoflavone, podocarpusflavone A, lanaraflavone, 7-0-methylanaraflavone, 7, 7"-di-0-methylanaraflavone, a-D-glucose, [3-Dglucose,1[3-0-( 4-hydroxyphenyl)-6-0-( 4-hydroxibenzoyl)-Dglucopyranoside, 1[3-0-( 4-hydroxyphenyl)-6-0-( 4-methoxycinammoyl )D-glucopyranoside and Hl-0-( 4-hydroxybenzoyl)-D-glucopyranoside. five new compounds were isolated and characterized. The extracts have been submited to a bioassay with Artemia salina. Treatment of the neolignan aurein with trifluoroacetic acid furnished the rearranged product 2-(2-allyl-4-hydroxy-3,5-dimethoxyphenyl)-1-(3,4,5-tri methoxy-phenyl)-propane prev?ously descr?bed ?n the literature along with ?ts der?vatives produced by addition of trifluoroacetic acid and water to the double bond of the allyl group. The products were characterized on the basis of spectroscopic data, including 20 NMR experiments and mass spectra. Mechanisms are proposed to account for the products obtained.O presente trabalho descreve o estudo qu?mico das folhas e galhos de um esp?cimem de Ouratea semiserrata, fam?lia Ochnaceae, coletada no Munic?pio de Ouro Preto-MG-Brasil. As subst?ncias descritas nesta investiga??o fitoqu?mica foram isoladas por processos de purifica??o cromatogr?ficos dos extratos hex?nicos e metan?licos. As estruturas foram determinadas atrav?s da an?lise de dados fornecidos por espectrometria na regi?o de ultravioleta, do infravermelho, de massas, e RMN1H e 13C uni-(1D) e bidimensional (2D) das subst?ncias naturais e de derivados. Do extrato hex?nico dos galhos foram obtidos sitosterol, estigmasterol, 7-oxo-estigma-5-en-3?-ol, 7-oxo-estigma-5,22-dien-?-ol. O extrato metan?lico dos galhos forneceu, eudesmina, epieudesmina, uma biisoflavona derivada de duas unidades de genisteina, 3',6,8-tricloro-4 ', 5-diidroxi-7-metoxiflavona e 3 ', 5' ,6 ,8-tetracloro-4',5-d iidroxi-7-metoxiflavona. Do extrato hex?nico das folhas foram isoladas lupeol e friedelina. O extrato metan?lico das folhas forneceu um 3?-O-D-glicopiranosilol-?-sitosterol, ?cido ent-16?, 17-diidroxicauran-19-?ico,6,9,diidroximegastigma-4, 7-dien-3-ona, rutina, amentoflavona, podocarpusflavona A, lanaraflavona, 7-0-metillanaraflavona,7,7"-di-0-metillanaraflavona, ?-D-glicose, ?-D-glicose, 1?-0-( 4-hidroxifenil)-6-0-( 4-hidroxibenzoil)-D-glicopiranos?deo, 1?-0-(4-hidroxifenil)-6-0-(4-metoxicinamoil)-D-glicopiranos?deo e 1?-O-(4-hidroxibenzoil)-D-glicopiranos?deo. As subst?ncias registradas pertencem a v?rios grupos de produtos naturais, sendo cinco classificadas como in?ditas. Os extratos e subst?ncias isoladas foram submetidos ao ensaio de letalidade de Artemia salina. O tratamento da neolignana aureina com ?cido trifluoroac?tico forneceu o produto de rearranjo 2-(2-alil-4-hidroxi-3,5-dimetoxifenil)-1-(3,4,5-trimetoxifenil)-propano, previamente descrito na literatura, e os seus derivados resultantes da adi??o de ?cido trifluorac?tico e ?gua ? liga??o dupla do grupo alila. Os produtos obtidos foram caracterizados com base em dados espectrosc?picos, inclusive experi?ncias de RMN uni- e bi-dimensionais. Propostas mecan?sticas justificam a forma??o dos produtos obtidos.Submitted by Celso Magalhaes (celsomagalhaes@ufrrj.br) on 2020-12-03T11:25:43Z No. of bitstreams: 1 1997 - Javier Rinc?n Velandia.pdf: 9381947 bytes, checksum: 73f95a37b8582a823bea37318677a456 (MD5)Made available in DSpace on 2020-12-03T11:25:44Z (GMT). No. of bitstreams: 1 1997 - Javier Rinc?n Velandia.pdf: 9381947 bytes, checksum: 73f95a37b8582a823bea37318677a456 (MD5) Previous issue date: 1997-12-19application/pdfhttps://tede.ufrrj.br/retrieve/63343/1997%20-%20Javier%20Rinc%c3%b3n%20Velandia.pdf.jpgporUniversidade Federal Rural do Rio de JaneiroPrograma de P?s-Gradua??o em Qu?micaUFRRJBrasilInstituto de Ci?ncias ExatasQu?micaQu?micaConstituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureinainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFRRJinstname:Universidade Federal Rural do Rio de Janeiro (UFRRJ)instacron:UFRRJTHUMBNAIL1997 - Javier Rinc?n Velandia.pdf.jpg1997 - Javier Rinc?n Velandia.pdf.jpgimage/jpeg2217http://localhost:8080/tede/bitstream/jspui/4228/4/1997+-+Javier+Rinc%C3%B3n+Velandia.pdf.jpgc7f5261c9dfe4d403aae20cd9a9ae2b5MD54TEXT1997 - Javier Rinc?n Velandia.pdf.txt1997 - Javier Rinc?n Velandia.pdf.txttext/plain422http://localhost:8080/tede/bitstream/jspui/4228/3/1997+-+Javier+Rinc%C3%B3n+Velandia.pdf.txtbac856edb7618bb47774ef4261fd9e60MD53ORIGINAL1997 - Javier Rinc?n Velandia.pdf1997 - Javier Rinc?n Velandia.pdfapplication/pdf4930939http://localhost:8080/tede/bitstream/jspui/4228/5/1997+-+Javier+Rinc%C3%B3n+Velandia.pdf81a15bebb10daca090d72f045f4cc59dMD55LICENSElicense.txtlicense.txttext/plain; charset=utf-82089http://localhost:8080/tede/bitstream/jspui/4228/1/license.txt7b5ba3d2445355f386edab96125d42b7MD51jspui/42282021-05-26 16:34:39.606oai:localhost:jspui/4228Tk9UQTogQ09MT1FVRSBBUVVJIEEgU1VBIFBSP1BSSUEgTElDRU4/QQpFc3RhIGxpY2VuP2EgZGUgZXhlbXBsbyA/IGZvcm5lY2lkYSBhcGVuYXMgcGFyYSBmaW5zIGluZm9ybWF0aXZvcy4KCkxJQ0VOP0EgREUgRElTVFJJQlVJPz9PIE4/Ty1FWENMVVNJVkEKCkNvbSBhIGFwcmVzZW50YT8/byBkZXN0YSBsaWNlbj9hLCB2b2M/IChvIGF1dG9yIChlcykgb3UgbyB0aXR1bGFyIGRvcyBkaXJlaXRvcyBkZSBhdXRvcikgY29uY2VkZSA/IFVuaXZlcnNpZGFkZSAKWFhYIChTaWdsYSBkYSBVbml2ZXJzaWRhZGUpIG8gZGlyZWl0byBuP28tZXhjbHVzaXZvIGRlIHJlcHJvZHV6aXIsICB0cmFkdXppciAoY29uZm9ybWUgZGVmaW5pZG8gYWJhaXhvKSwgZS9vdSAKZGlzdHJpYnVpciBhIHN1YSB0ZXNlIG91IGRpc3NlcnRhPz9vIChpbmNsdWluZG8gbyByZXN1bW8pIHBvciB0b2RvIG8gbXVuZG8gbm8gZm9ybWF0byBpbXByZXNzbyBlIGVsZXRyP25pY28gZSAKZW0gcXVhbHF1ZXIgbWVpbywgaW5jbHVpbmRvIG9zIGZvcm1hdG9zID91ZGlvIG91IHY/ZGVvLgoKVm9jPyBjb25jb3JkYSBxdWUgYSBTaWdsYSBkZSBVbml2ZXJzaWRhZGUgcG9kZSwgc2VtIGFsdGVyYXIgbyBjb250ZT9kbywgdHJhbnNwb3IgYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YT8/byAKcGFyYSBxdWFscXVlciBtZWlvIG91IGZvcm1hdG8gcGFyYSBmaW5zIGRlIHByZXNlcnZhPz9vLgoKVm9jPyB0YW1iP20gY29uY29yZGEgcXVlIGEgU2lnbGEgZGUgVW5pdmVyc2lkYWRlIHBvZGUgbWFudGVyIG1haXMgZGUgdW1hIGM/cGlhIGEgc3VhIHRlc2Ugb3UgCmRpc3NlcnRhPz9vIHBhcmEgZmlucyBkZSBzZWd1cmFuP2EsIGJhY2stdXAgZSBwcmVzZXJ2YT8/by4KClZvYz8gZGVjbGFyYSBxdWUgYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YT8/byA/IG9yaWdpbmFsIGUgcXVlIHZvYz8gdGVtIG8gcG9kZXIgZGUgY29uY2VkZXIgb3MgZGlyZWl0b3MgY29udGlkb3MgCm5lc3RhIGxpY2VuP2EuIFZvYz8gdGFtYj9tIGRlY2xhcmEgcXVlIG8gZGVwP3NpdG8gZGEgc3VhIHRlc2Ugb3UgZGlzc2VydGE/P28gbj9vLCBxdWUgc2VqYSBkZSBzZXUgCmNvbmhlY2ltZW50bywgaW5mcmluZ2UgZGlyZWl0b3MgYXV0b3JhaXMgZGUgbmluZ3U/bS4KCkNhc28gYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YT8/byBjb250ZW5oYSBtYXRlcmlhbCBxdWUgdm9jPyBuP28gcG9zc3VpIGEgdGl0dWxhcmlkYWRlIGRvcyBkaXJlaXRvcyBhdXRvcmFpcywgdm9jPyAKZGVjbGFyYSBxdWUgb2J0ZXZlIGEgcGVybWlzcz9vIGlycmVzdHJpdGEgZG8gZGV0ZW50b3IgZG9zIGRpcmVpdG9zIGF1dG9yYWlzIHBhcmEgY29uY2VkZXIgPyBTaWdsYSBkZSBVbml2ZXJzaWRhZGUgCm9zIGRpcmVpdG9zIGFwcmVzZW50YWRvcyBuZXN0YSBsaWNlbj9hLCBlIHF1ZSBlc3NlIG1hdGVyaWFsIGRlIHByb3ByaWVkYWRlIGRlIHRlcmNlaXJvcyBlc3Q/IGNsYXJhbWVudGUgCmlkZW50aWZpY2FkbyBlIHJlY29uaGVjaWRvIG5vIHRleHRvIG91IG5vIGNvbnRlP2RvIGRhIHRlc2Ugb3UgZGlzc2VydGE/P28gb3JhIGRlcG9zaXRhZGEuCgpDQVNPIEEgVEVTRSBPVSBESVNTRVJUQT8/TyBPUkEgREVQT1NJVEFEQSBURU5IQSBTSURPIFJFU1VMVEFETyBERSBVTSBQQVRST0M/TklPIE9VIApBUE9JTyBERSBVTUEgQUc/TkNJQSBERSBGT01FTlRPIE9VIE9VVFJPIE9SR0FOSVNNTyBRVUUgTj9PIFNFSkEgQSBTSUdMQSBERSAKVU5JVkVSU0lEQURFLCBWT0M/IERFQ0xBUkEgUVVFIFJFU1BFSVRPVSBUT0RPUyBFIFFVQUlTUVVFUiBESVJFSVRPUyBERSBSRVZJUz9PIENPTU8gClRBTUI/TSBBUyBERU1BSVMgT0JSSUdBPz9FUyBFWElHSURBUyBQT1IgQ09OVFJBVE8gT1UgQUNPUkRPLgoKQSBTaWdsYSBkZSBVbml2ZXJzaWRhZGUgc2UgY29tcHJvbWV0ZSBhIGlkZW50aWZpY2FyIGNsYXJhbWVudGUgbyBzZXUgbm9tZSAocykgb3UgbyhzKSBub21lKHMpIGRvKHMpIApkZXRlbnRvcihlcykgZG9zIGRpcmVpdG9zIGF1dG9yYWlzIGRhIHRlc2Ugb3UgZGlzc2VydGE/P28sIGUgbj9vIGZhcj8gcXVhbHF1ZXIgYWx0ZXJhPz9vLCBhbD9tIGRhcXVlbGFzIApjb25jZWRpZGFzIHBvciBlc3RhIGxpY2VuP2EuCg==Biblioteca Digital de Teses e Dissertaçõeshttps://tede.ufrrj.br/PUBhttps://tede.ufrrj.br/oai/requestbibliot@ufrrj.br||bibliot@ufrrj.bropendoar:2021-05-26T19:34:39Biblioteca Digital de Teses e Dissertações da UFRRJ - Universidade Federal Rural do Rio de Janeiro (UFRRJ)false |
dc.title.por.fl_str_mv |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
title |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
spellingShingle |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina Velandia, Javier Rinc?n Qu?mica Qu?mica |
title_short |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
title_full |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
title_fullStr |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
title_full_unstemmed |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
title_sort |
Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina |
author |
Velandia, Javier Rinc?n |
author_facet |
Velandia, Javier Rinc?n |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Braz Filho, Raimundo |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6747215104363265 |
dc.contributor.advisor-co1.fl_str_mv |
Carvalho, Mario Geraldo de |
dc.contributor.advisor-co1Lattes.fl_str_mv |
http://lattes.cnpq.br/9794451665032168 |
dc.contributor.referee1.fl_str_mv |
Braz Filho, Raimundo |
dc.contributor.referee2.fl_str_mv |
Valderrama, Juan Martinez |
dc.contributor.referee3.fl_str_mv |
Mathias, Leda |
dc.contributor.referee4.fl_str_mv |
Vieira, Ivo Jos? C. |
dc.contributor.referee5.fl_str_mv |
Lima, ?urea Echevarria Aznar Neves |
dc.contributor.author.fl_str_mv |
Velandia, Javier Rinc?n |
contributor_str_mv |
Braz Filho, Raimundo Carvalho, Mario Geraldo de Braz Filho, Raimundo Valderrama, Juan Martinez Mathias, Leda Vieira, Ivo Jos? C. Lima, ?urea Echevarria Aznar Neves |
dc.subject.por.fl_str_mv |
Qu?mica |
topic |
Qu?mica Qu?mica |
dc.subject.cnpq.fl_str_mv |
Qu?mica |
description |
This work reports the results from the chemical study of branches and leaves of a specimen from Ouratea semiserrata, familiy Ochnaceae, collected in Ouro Preto-MG-Brasil. The compounds were isolated from the hexane and methanol extracts by chromatographic techniques and the structures were established by analysis of spectral data including 2D NMR experiments. The hexane extract of the branches afforded sitosterol, stigmasterol, 7-oxo-stigma-5-en-3[3-ol, 7-oxo-stigma-5,22-dien-3[3-ol. The methanol extract of the branches gave eudesmine, epieudesmine, a biisoflavone derived from two units of geistein, 3',6,8-trichloro-4',5-dihydroxy- 7-methoxyflavone and 3',5',6,8-tetrachloro-4',5-dihydroxy-7-methoxyflavone. The hexane extract of the leaves afforded lupeol and friedelin. The methanol extract of the leaves afforded 3()-0-D-glucopyranosyl-[3-sitosterol, ent-16a, 17-dihydroxycauran-19-oic acid, 6, 9 ,dihydroxymegastigma-4, 7-dien-3-ona,rutin, amentoflavone, podocarpusflavone A, lanaraflavone, 7-0-methylanaraflavone, 7, 7"-di-0-methylanaraflavone, a-D-glucose, [3-Dglucose,1[3-0-( 4-hydroxyphenyl)-6-0-( 4-hydroxibenzoyl)-Dglucopyranoside, 1[3-0-( 4-hydroxyphenyl)-6-0-( 4-methoxycinammoyl )D-glucopyranoside and Hl-0-( 4-hydroxybenzoyl)-D-glucopyranoside. five new compounds were isolated and characterized. The extracts have been submited to a bioassay with Artemia salina. Treatment of the neolignan aurein with trifluoroacetic acid furnished the rearranged product 2-(2-allyl-4-hydroxy-3,5-dimethoxyphenyl)-1-(3,4,5-tri methoxy-phenyl)-propane prev?ously descr?bed ?n the literature along with ?ts der?vatives produced by addition of trifluoroacetic acid and water to the double bond of the allyl group. The products were characterized on the basis of spectroscopic data, including 20 NMR experiments and mass spectra. Mechanisms are proposed to account for the products obtained. |
publishDate |
1997 |
dc.date.issued.fl_str_mv |
1997-12-19 |
dc.date.accessioned.fl_str_mv |
2020-12-03T11:25:44Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
VELANDIA, Javier Rinc?n. Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina. 1997. 179 f. Tese (Doutorado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997. |
dc.identifier.uri.fl_str_mv |
https://tede.ufrrj.br/jspui/handle/jspui/4228 |
identifier_str_mv |
VELANDIA, Javier Rinc?n. Constituintes qu?micos de Ouratea semisserrata e transforma??es qu?micas da neolignana aureina. 1997. 179 f. Tese (Doutorado em Qu?mica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997. |
url |
https://tede.ufrrj.br/jspui/handle/jspui/4228 |
dc.language.iso.fl_str_mv |
por |
language |
por |
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info:eu-repo/semantics/openAccess |
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openAccess |
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dc.publisher.none.fl_str_mv |
Universidade Federal Rural do Rio de Janeiro |
dc.publisher.program.fl_str_mv |
Programa de P?s-Gradua??o em Qu?mica |
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 |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações da UFRRJ instname:Universidade Federal Rural do Rio de Janeiro (UFRRJ) instacron:UFRRJ |
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UFRRJ |
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Biblioteca Digital de Teses e Dissertações da UFRRJ |
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MD5 MD5 MD5 MD5 |
repository.name.fl_str_mv |
Biblioteca Digital de Teses e Dissertações da UFRRJ - Universidade Federal Rural do Rio de Janeiro (UFRRJ) |
repository.mail.fl_str_mv |
bibliot@ufrrj.br||bibliot@ufrrj.br |
_version_ |
1797220328806547456 |