Submitted by Sandra Pereira (srpereira@ufrrj.br) on 2016-07-27T13:08:18Z No. of bitstreams: 1 2011 - Queli Cristina Fidelis.pdf: 8250271 bytes, checksum: f51d246c251bca4327f02da1e892ff77 (MD5) / Made available in DSpace on 2016-07-27T13:08:18Z (GMT). No. of bitstreams: 1 2011 - Queli Cristina Fidelis.pdf: 8250271 bytes, checksum: f51d246c251bca4327f02da1e892ff77 (MD5) Previous issue date: 2011-02-25 / Conselho Nacional de Desenvolvimento Cient?fico e Tecnol?gico, CNPq, Brasil. / This work describes the phytochemical study of the stems and leaves of Ouratea ferruginea Engl., Ochnaceae. The material for study was collected in the campus of Embrapa in Bel?m, Par? state, and identified by Dra Silvane Taveres Rodrigues. The compounds described in this phytochemistry investigation were isolated by the solvents partition and chromatographyc techniques of the extracts obtained by maceration at room temperature with hexane, ethyl acetate and methanol. The structures were determined through analysis of data provided by IR, 1H and 13C NMR (1D an 2D techniques), mass spectrometry including GCMS and HPLC-MS of natural compounds and some derivatives. From the stem dichloromethane extract friedelin, friedelinol, sitosterol, stigmasterol, campesterol, 3-b-O-Dglucopyranosyl- stigmasterol, 2,6-dimethoxy?benzoquinine, 2,6-dimethoxy-hydroquinone, the isoflavones: 5,4'-dihydroxy-7,3',5'-trimethoxy-isoflavone, 5-hydroxy-7,3',4',5'-tetramethoxyisoflavone, 5,4'-dihydroxy-7,3'-dimethoxy-isoflavone, 7,5-dihydroxy-3',4',5'-trimethoxyisoflavone, 7,5,4?-trihydroxy-3?,5?-dimethoxy-isoflavone, and ferulic and syringic aldehyde were isolated. From the dichloromethane partition of the methanol extract of the stem vanillic acid, 4 ((1E)-3-hydroxy-1-propenyl)-2-methoxyphenol and 3,5-dimethoxy-4-hydroxydihydrocinamaldehyde were isolated. From hexane fraction of methanol extract from the leaves lupeone was isolated, and from the dichloromethane methanol partition were identified the biflavonoids amentoflavone and 7-methyl-amentoflavone, known as sequoiaflavone, along with syringic acid. From the ethyl acetate of the methanol extracts partition the epicatechin which absolute configuration was defined by circular dichroism spectral analysis was isolated. The sequioflanove is been identified in Ochnaceae for the first time. From the polar fraction the total phenol were determined by adapted Folin-Denis and precipitation with casein methods and by NMR spectral analysis. / Este trabalho descreve o estudo fitoqu?mico de caule e folhas da esp?cie vegetal Ouratea ferruginea Engl, Ochnaceae. O material para estudo foi coletado no campus da Embrapa em Bel?m do Par? e identificado pela Dra Silvane Tavares Rodrigues. As subst?ncias descritas nesta investiga??o fitoqu?mica foram isoladas atrav?s de parti??o com solventes e t?cnicas cromatogr?ficos de extratos obtidos atrav?s de macera??o a frio com hexano, acetato de etila e metanol. As estruturas foram determinadas atrav?s da an?lise de dados fornecidos por espectrometria na regi?o do infravermelho, RMN 1H e 13C (t?cnicas 1D e 2D), de massas incluindo CG-EM e CLAE-EM das subst?ncias naturais e de alguns derivados. Do extrato em diclorometano do caule foram isolados friedelina, friedelinol, sitosterol, estigmasterol, campesterol, 3-b-O-D-glicopiranosil-estigmasterol, 2,6-dimetoxi benzoquinona, 2,6-dimetoxi hidroquinona, as isoflavonas 5,4?-diidroxi-7,3?,5?-trimetoxiisoflavona, 5,4?-diidroxi-7,3?-dimetoxi-isoflavona, 5-hidroxi-7,3?,4?,5?-tetrametoxiisoflavona, 7,5-diidroxi-3?,4?,5?-trimetoxi-isoflavona, 7,5,4?-triidroxi-3?,5?-dimetoxiisoflavona, al?m dos alde?dos sir?ngico e fer?lico. Da parti??o em diclorometano do extrato metan?lico do caule foram isolados ?cido van?lico, 4((1E)-3-hidroxi-1-propenil)-2- metoxifenol e 3,5-dimetoxi-4-hidroxi-diidrocinamalde?do. Das folhas foi isolada a lupeona na parti??o em hexano do extrato metan?lico; e na parti??o em diclorometano foram identificados os biflavon?ides amentoflavona e 7-metil-amentoflavona, conhecida como sequoiaflavona, e o ?cido sir?ngico. Na parti??o em acetato de etila foi isolado a epicatequina cuja configura??o absoluta foi definida com an?lise do espectro de dicro?smo circular. A sequioflavona est? sendo registrada pela primeira vez em Ochnaceae. Das fra??es polares foram determinados o teor de fen?is totais e taninos por m?todos de Folin-Denis e precipita??o com case?na, adaptados, al?m de an?lise com espectros de RMN.

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