Investigação fitoquímica de Metternichia princeps J. C. Mikan (Solanaceae)

• Autor(a) principal: Brito, Thiago Araújo de Medeiros
• Data de Publicação: 2021
• Tipo de documento: Dissertação
• Idioma: por
• Título da fonte: Biblioteca Digital de Teses e Dissertações da UFPB
• Texto Completo: https://repositorio.ufpb.br/jspui/handle/123456789/22216
• topic: Fitoquímica; Metternichia; Amidas fenólicas; Amidas fenilpropanoídicas; Lignanamidas; Phytochemistry; Phenolic amides; Phenylpropanoid amides; Lignanamides; CNPQ::CIENCIAS BIOLOGICAS::FARMACOLOGIA

The position of greatest biodiversity in the world, attributed to Brazil, offers a vast potential for discovering new natural products used in the treatment of various diseases since the dawn of civilization. In addition, many products are economically important in the food, cosmetic and perfume industry. The application of plant products as sources of natural medicines requires a broad chemical and biological approach for safe use. The little knowledge of the chemical composition of the national flora is a primary obstacle to exploring this vast potential, which is noticeable in the Atlantic Forest biome where there are species of the Solanaceae family, how Metternichia princeps, that has never been the target of more detailed phytochemical studies, although existing studies animal toxicity events due to ingestion of this vegetable. Thus, this work aimed to carry out a phytochemical investigation of Metternichia princeps. Therefore, the species was collected in Boa Vista do Tupim - BA and submitted to extractive and chromatographic techniques for initial fractionation. The isolation of chemical constituents was carried out using high performance liquid chromatography in analytical and preparative scale. The structural characterization of the chemical constituents was performed by analyzing 1H and 13C one- and two dimensional NMR spectroscopic data, high-resolution mass spectrometry and comparison with data available in the literature. The first ten secondary metabolites classified as phenolic amides of the species under study were identified and identified, as phenylpropanoid amides: N-trans-sinapoiloctapamine (MP-1 and MP-3), possibly as optical isomers, N-trans-feruloiloctapamine (MP -2), N-trans-feruloyltyramine (MP 4), N-cis-feruloyltyramine (MP-5), N-trans-p-coumaroyltyramine (MP-6), N-trans feruloyl-3-methoxytyramine (MP -7) and N-trans-sinapoyltyramine (MP-8), in mixture, and as lignanamides: N-trans-grossamide (MP-9) and N-cis-grossamide (MP-10), in mixture. The present work contributed to the knowledge of the genus Metternichia, through the first phytochemical investigation of Metternichia princeps, and the isolation and identification of ten natural products classified as phenolic amides, eight phenylpropanoid amides and two lignanamides.