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dc.contributor.authorSilva, Virginia Claudia
dc.date.accessioned2023-12-21T18:59:07Z-
dc.date.available2023-12-21T18:59:07Z-
dc.date.issued2006-11-24
dc.identifier.citationSilva, Virginia Claudia. Metabólitos especiais isolados das raízes de Andira anthelmia (VELL.) MACBR., Andira fraxinifolia BENTH. (Leguminosae) e das folhas de Palicourea coriacea (Cham.) K. Schum. (Rubiacea). 2006. [236 f.. Tese( Programa de Pós-Graduação em Química) - Universidade Federal Rural do Rio de Janeiro, [Seropédica-RJ] .por
dc.identifier.urihttps://rima.ufrrj.br/jspui/handle/20.500.14407/10217-
dc.description.abstractA análise das frações obtidas através de partição com solventes e técnicas cromatográficas dos extratos das raízes de Andira anthelmia, Andira fraxinifolia (Leguminosae) e das folhas de Palicourea coriacea (Rubiaceae) conduziu ao isolamento de constituintes de diferentes classes de metabólitos especiais. De Andira anthelmia foram isolados o ácido ursólico, biochanina A (5,7-diidroxi-4’-metoxiisoflavona), calicosina (4’,7-diidroxi-3’- metoxiisoflavona), genisteína (4’,5,7-triidroxiisoflavona), biochanina A 7-O-β-Dglicopiranosídeo, biochanina A 7-O-α-L-ramnopiranosil-(1 6)- β-D-glicopiranosídeo, biochanina A 7-O-β-D-apiofuranosil-(1 5)-β-D-apiofuranosil-(1 6)-β-D-glicopiranosíde, genisteína 7-O-β-D-glicopi-ranosídeo, engeletina (rel-2R,3R-4’,5,7-triidroxi-3-O-α-Lramnopiranosil-flavanonol) e astilbina (rel-2R,3R-3’,4’,5,7-tetraidroxi-3-O-α-Lramnopiranosilflava-nonol), ácido p-hidroxibenzóico e o cerebrosídeo, 1-O-β−Dglicopiranosil-2-(N-2’-hidroxiacil-cis-en-amida)-3,4-dihidroxi-cis-alquenil. Das raízes de Andira fraxinifolia isolaram-se sitosterol, estigmasterol, β-amirina, lupeol, uma mistura de ésteres 3β-Ο-acil-lupeol, ácido betulínico, 3-β-O-β-D-glicopiranosilsitosterol, biochanina A, prateseína (3’,5,7-triidroxi-4’-metoxiisoflavona), isoengeletina (rel-2R,3S-4’,5,7-triidroxi-3- O-α-L-ramnopiranosilflavanonol), isoastilbina (rel-2R,3S-3’,4’,5,7-tetraidroxi-3-O-α-Lramnopiranosilflavanonol) e a 5,7-diidroxi-3-O-α-L-ramnopiranosilcromona. Das folhas de Palicourea coriacea foram isolados o ácido ursólico; o alcalóide calicantina, a 2-hidroxi-3- metil-antraquinona, a carboximidina conhecida como alantoína e os ésteres (E)-4-hidroxi-3,5- dimetoxicinamato de metila, (E)-4-hidroxi-3-metoxicinamato de metila, (E)-4- hidroxicinamato de metila, (Z)-4-hidroxicinamato de metila, 4-hidroxi-3,5-dimetoxibenzoato de metila e 4-metoxibenzoato de metila. As estruturas foram identificadas pela análise de espectros de IV, Massas e RMN 1H e 13C, incluindo técnicas especiais 1D e 2D das substâncias naturais e derivados. Foram preparados alguns derivados que serviram para auxiliar nas conclusões das estruturas. O tratamento da isoflavona biochanina A com diazometano seguido da reação com iodo/KOH em metanol, conduziu a formação de dois novos derivados da isoflavona: rel-2R,3S-2,3,7,4’-tetrametoxi-6,8-diiodoisoflavanona e rel- 2R ,3S-2,3,7,4’-tetrametoxi-8-iodoisoflavanona. Foi realizado teste de atividade antihelmíntica com a espécie Andira anthelmia e ensaio de atividade antioxidante com as espécies Andira anthelmia e Andira fraxinifoliapor
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESpor
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico - CNPqpor
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado do Rio de Janeiro - FAPERJpor
dc.formatapplication/pdf*
dc.languageporpor
dc.publisherUniversidade Federal Rural do Rio de Janeiropor
dc.rightsAcesso Abertopor
dc.subjectAndira anthelmiapor
dc.subjectAndira fraxinifoliapor
dc.subjectPalicourea coriaceapor
dc.subjectderivados de isoflavonóidespor
dc.subjectanti-helmínticopor
dc.subjectantioxidante.por
dc.subjectisoflavone derivativeseng
dc.subjectanti-helminticeng
dc.subjectantioxidanteng
dc.titleMetabólitos especiais isolados das raízes de Andira anthelmia (VELL.) MACBR., Andira fraxinifolia BENTH. (Leguminosae) e das folhas de Palicourea coriacea (Cham.) K. Schum. (Rubiacea)por
dc.title.alternativeSpecial Metabolites Isolated from Roots of Andira anthelmia (Vell.) Macbr., Andira fraxinifolia Benth. (Leguminosae) and the Leaves of Palicourea coriacea (Cham.) K. Schum. (Rubiaceae)por
dc.typeTesepor
dc.description.abstractOtherThe analysis of fractions obtained by solvent partition and chromatographic tecniques of the extracts from the roots of Andira anthelmia, Andira fraxinifolia (Leguminosae) and from the leaves of Palicourea coriacea (Rubiaceae) led to the isolation of chemical constituents which belong to different classes of special metabolites. From the Andira anthelmia were isolated the ursolic acid, biochanin A (5,7-dihydroxy-4’-methoxyisoflavone), calycosin (4’,7- dihydroxy-3’-methoxyisoflavone), genistein (4’,5,7-trihydroxyisoflavone), biochanin A 7-O- β-D-glucopyranoside, biochanina A 7-O-α-L-rhamnopyranosyl-(1 6)- β-D-glucopyranoside, biochanina A 7-O-β-D-apiofuranosyl-(1 5)-β-D-apiofuranosyl-(1 6)-β-D-glucopyranoside and genistein 7-O-β-D-glucopyiranoside, engeletin (rel-2R,3R-4’,5,7-trihydroxy-3-O-α-Lrhamnopyranosylflavanonol), astilbin (rel-2R,3R-3’,4’,5,7, -tetrahydroxy-3-O-α-Lrhamnopyranosylflavanonol), catechin; p-hydroxybenzoic acid and a cerebroside, 1-O-β−Dglicopyranosyl-2-N(2’-hydroxyacyl-cis-en-amide)-cis-alkenyl-3,4-dihydroxy. From the Andira fraxinifolia were isolated β-sitosterol, stigmasterol, β-amyrin, lupeol, a mixture of 3- β-O-acyl-lupeol esters, betulinic acid, 3-β-O-β-D-glucopyranosylsitosterol, biochanin A, pratesein (3’,5,7-trihydroxy-4’-methoxyisoflavone), isoengeletin (rel-2R,3S-4’,5,7, - trihydroxy-3-O-α-L-rhamnopyranosylflavanonol), isoastilbin (rel-2R,3S-3’,4’,5,7- tetrahydroxy-3-O-α-L-rhamnopyranosylflavanonol) and 5,7-dihydroxy-3-O-α-Lrhamnopyranosylchromone. From the leaves of the Palicourea coriacea were isolated the ursolic acid; the alkaloid calycanthine; allantoin; 2-hydroxy-3-methylanthraquinone; besides the esters, (E) methyl 4-hydroxy-3,5-dimethoxycinnamate, methyl (E)-4-hydroxy-3- methoxycinnamate, methyl (E)-4-hydroxycinnamate, methyl (Z)-4-hydroxycinnamate, methyl-4-hydroxy-3,5-dimethoxybenzoate and methyl-4-methoxybenzoate. The structures were identified by the IR, MS and NMR 1H and 13C spectra data analysis, including special 1D and 2D techniques of the natural substances and some derivatives. The treatment of the isoflavone biochanin A with diazomethane followed by the reaction with I2/KOH in methanol yield two new isoflavone derivatives: rel-2R,3S-2,3,7,4'-tetramethoxy-6,8- diiodineisoflavanone and rel-2R,3S-2,3,7,4'-tetramethoxy-8-iodineisoflavanona. The antihelminthic activity with Andira anthelmia and the antioxidant activity assay with Andira anthelmia and Andira fraxinifolia species were testedeng
dc.contributor.advisor1Carvalho, Mario Geraldo de
dc.contributor.advisor1Latteshttp://lattes.cnpq.br/9794451665032168por
dc.contributor.referee1Carvalho, Mário Geraldo de
dc.contributor.referee2Lima, Marco Edilson Freire de
dc.contributor.referee3Garcez, Walmir Silva
dc.contributor.referee4Freire, Ronald Bastos
dc.contributor.referee5Parente, José Paz
dc.creator.Latteshttp://lattes.cnpq.br/0840002018932533por
dc.publisher.countryBrasilpor
dc.publisher.departmentInstituto de Ciências Exataspor
dc.publisher.initialsUFRRJpor
dc.publisher.programPrograma de Pós-Graduação em Químicapor
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