Outros constituintes isolados de esp?cies de Ouratea, estudo de Ochna serrulata e avalia??o de atividades biol?gicas

• Autor(a) principal: Fidelis, Queli Cristina
• Data de Publicação: 2015
• Tipo de documento: Tese
• Idioma: por
• Título da fonte: Biblioteca Digital de Teses e Dissertações da UFRRJ
• Texto Completo: https://tede.ufrrj.br/jspui/handle/jspui/3150
• topic: Ouratea; Ochna; biflavonoides; antic?ncer; fluido supercr?tico; biflavonoids; anticancer; supercritical fluid; Qu?mica

This work describes the phytochemical study of five Ouratea species and Ochna serrulata, Ochnaceae, beside of the critical analyze from chemical and pharmacological aspects. This is the first phytochemical study of the context of a specimen of Ouratea stipulata with identification of four biflavonoids, amentoflavone, podocarpusflavone, putraflavone and 7,7??-di-O-methyl-lanaraflavone, by HPLC. Compounds obtained from Ouratea hexasperma, O. ferruginea, O. semisserrata, O. cuspidata and Ochna serrulata were isolated by the solvents partition and chromatographyc techniques of the extracts obtained by maceration at room temperature with hexane, dichloromethane, ethyl acetate and methanol. The structures were determined through analysis of data provided by IR, 1H and 13C NMR (1D and 2D techniques), mass spectrometry including GC-MS and HPLC-MS of natural compounds and some derivatives. From the leaves ethyl acetate extract of O. cuspidate were isolated three triterpene: 3 -O-acyl-maslinic acid, 2 -O-acyl-maslinic acid and maslinic acid. From leaves dichloromethane fraction of O. semisserrata was isolated a biflavonoid, heveaflavone, and from leaves ethyl acetate fraction the benzoic acid, p-hydroxy-benzoic acid, 2-hydroxy-5-O-(6?-O-(4-hydroxybenzoyl)-b-D-glucopiranosyl)-benzoic acid and 2-hydroxy-5-O-(b-D-glucopiranosyl)-benzoic acid were isolated. From leaves dichloromethane fraction of O. ferruginea was isolated putraflavone. Dichloromethane extract of O. hexasperma yielded the compounds: 2,6-dimethoxybenzoquinone, betulin and prunetin. The inflorescence methanol extract of O. hexasperma obtained amentoflavona, apigenin and luteolin. From stem ethyl acetate fraction of O. hexasperma afforded lithospermosideo and from fraction of the dichloromethane trans- 3-O-methyl-resveratrol-2-C- -glucoside. The leaves methanol extract of Ochna serrulata afforded two biflavones, 2??,3??-dihydroochnaflavone and ochnaflavone. Five different fraction containing moisture of biflavonoids were obtained de O. hexasperma, O. ferruginea and O. semisserrata. Thoses fractions were analyzed by HPLC and LC-MS, and evaluated by anticancer and enzymatic assays. Biflavonoids fractions showed antiproliferative activity against all cancer cell lines evaluated. The enzymatic assays (realized biflavonoids fractions) showed moderate inhibitory activity against CYP1A enzymes and high inhibitory activity against cathepsins enzymes. This study also evaluated the technical feasibility of carbon dioxide use, as a solvent in supercritical state, in the oil extraction containing biflavonoids from leaves of Ouratea hexasperma. The experiment led to obtain extracts with high concentration of biflavonoids used supercritical carbon dioxide and ethanol as co-solvent.