Isolamento e identificação estrutural de alcaloides aporfinoides de frações alcaloídicas das cascas de Guatteria olivacea (Annonaceae)

Abstract

The Annonaceae family is a large-scale family, being distributed among the tropics, with dominance in the American continent and encompassing more than 2400 species within more than 110 genera. Guatteria olivacea R. E. Fries is a species of predominance in the Amazon biome, popularly known as "envireira", "envira-preta", "envira-bobó", among others. It usually has long trees and dark leaves, and its fruit is called "ata" or "araticum", typical of its family. This monographic work carried out the phytochemical study of the alkaloid fraction of the G.olivacea bark (FACGO), using conventional chromatographic techniques (column chromatography, CC, analytical and preparative thin layer chromatography, CCDA and CCDP, as well as spectroscopic techniques, such as NMR of 1H and 13C, and spectrometric (MS), to help in the structural elucidation of the compounds. Since this is a continuation of the work once interrupted by Manickchand, the study sought to extensively and completely extend the study of the species, in which it made possible the isolation of seven substances, all novel in the species, among them one novel in the literature: (S1) melosmine, (S2) 9-Hydroxyiguattescine, (S5) unpublished alkaloid, (S6) lysicamine, (S7) dihydromelosmine, (S8) guattouregidine, and (S9) acanthoic acid. The previous study by Manickchand (2021) had allowed the isolation of two other substances: (S3) isopiline and (S4) O-methylisopiline, totaling 9 substances unpublished in the species at the end of the complete study, which translates great results aiming at future studies with the species, seeing its chemophenetic importance compared to other species of its genus.