Purificação e elucidação estrutural de acetogeninas isoladas de Annona mucosa (Jacq.) através de RMN

Abstract

Species of the genus Annona are known to have a large amount of high-cytotoxicity acetogenins (ACG). ACGs are characterized by having a long chain aliphatic of 35 to 39 carbon atoms and an unsaturated or saturated -lactonic ring. Along the aliphatic chain one, two or three rings of tetrahydrofurans (THF), or tetrahydropyrans (THP) can be found, in addition to oxygenated functional groups (hydroxyls, ketones or epoxides). In addition, many studies also demonstrate biopesticidal activity of ACGs. In view of the chemical and biological potential of this class of compounds, this work had as objective to purify and identify the carbon skeletons of AGCs present in the chloroform extract of the Annona mucosa seed that, in previous phytochemical studies carried out in the Laboratory of Synthesis and Research in Natural Resources of the Institute of Chemistry and Biotechnology, its insecticidal action and pesticide was observed in front of the mosquito Aedes aegypti and Plutella xylostella, respectively. This study resulted in the identification of four acetogenins, two of which had the identification of the carbon skeleton and two others partially identified. To date, the study has resulted in the determination of a carbon skeleton of ACG not found in the literature. The determination of the carbon skeletons of the ACG was carried out through 1D and 2D NMR spectroscopy and its mass confirmed by mass spectroscopy.