Prospecção química e biológica de espécies coletadas na caatinga: Euphorbia tirucalli Linneau, Bredemeyera floribunda Willd. e Bredemeyera brevifolia Benth

The Caatinga biome constitutes an important potential of vegetal formation, with numerous species reported in the literature for the broad spectrum of biological activities and chemical diversity presented. Due chemistry and biological potential of this biome, the present study approaches the phy...

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Autor principal: Lima, Maria de Fátima Rocha de
Outros Autores: Araújo, Renata Mendonça
Formato: doctoralThesis
Idioma:pt_BR
Publicado em: Universidade Federal do Rio Grande do Norte
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Endereço do item:https://repositorio.ufrn.br/handle/123456789/33208
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Resumo:The Caatinga biome constitutes an important potential of vegetal formation, with numerous species reported in the literature for the broad spectrum of biological activities and chemical diversity presented. Due chemistry and biological potential of this biome, the present study approaches the phytochemical investigation of three plant species collected in the northeastern caatinga: Euphorbia tirucalli Linn., Bredemeyera floribunda Willd. and Bredemeyera brevifolia Benth. The LC-MS analysis, in negative mode, applied to the extracts of the three species allowed the evaluation of the phytochemical profile of the species and thus found the flavonoids as the predominant class of metabolites. The chemical study of the hexane and ethanolic extracts from aerial parts and roots of E. tirucalli, respectively, using chromatographic techniques, allowed the isolation of five constituents: two already isolated in the species, β-amyrin and 4-O-methyl-gallic acid, and three unpublished compounds in the species, ampelopsin, myricetin and 3,3'-dimethoxyellagic acid-4-O-α-rhamnopyranoside. The evaluation of the antioxidant activity from E. tirucalli extracts against DPPH and ABTS showed the potential of the ethanolic root extract against both radicals, whereas among the compounds isolated myricetin showed the best inhibition of radicals with IC50 of 22.62 μg/mL for DPPH and 53.22 μg/mL for ABTS. The evaluation of antimicrobial activities showed antibacterial and antifungal potential of the ethanolic extracts, while all the isolated compounds showed inhibitory effect against strains of S. aureus, E. coli, S.brasiliensis and C. Albicans, with greater effect for myricetin and ampelopsin. The study of species of the genus Bredemeyera was also promising. Chromatographic treatments applied to the hydroalcoholic extract of B. floribunda roots allowed the isolation of two compounds, methyl (2E)-3'-(3,4,5-trimethoxyphenyl)-prop-2-enoate and 1,7- dihydroxy-3,4,8-trimethoxixantone both already isolated in the species, while the chromatographic procedure applied to the ethanolic extract of the stems led to the isolation of three flavonoids, rutin, canferol and quercetin being the last two isolates for the first time in the species. The study of the hydroalcoholic extract from B. brevifolia roots allowed the identification and isolation of two flavones, 5,7,4'-trihydroxy-3'- methoxyflavone and 5,7,2',3',4'-pentahydroxy-6, 4'-dimethoxyflavone. The evaluation of the in vitro enzymatic activity against Bothrops jararaca venom showed relevant results, since it was verified that B. jararaca venom was totally inhibited by the hydroalcoholic extract of B. brevifolia roots, proving to be a very interesting data because the relevance of this class of toxins in snake poisoning. This study contributed to the chemical and biological knowledge of the three species studied, with new isolated molecules for each species, as well as unpublished biological data associated with Bredemeyera antiofidic activity and Euphorbia tirucalli antimicrobial activity.