Prospesçao química e farmacológica das folhas de Nicandra physalodes Garent (L)

Abstract

This work describes the isolation and characterization of nine compounds isolated from dichloromethane and ethyl acetate from leaves of Nicandra physalodes. The study was initiated with extract preparations, followed by successive classics chromatographic fractionations as: chromatography over silica gel, Sephadex LH- 20 gel and C18 cartridge solid phase extraction (SPE), as well as high-performance liquid chromatography (HPLC). The isolated compounds were analyzed by spectroscopic techniques 1H and 13C NMR, one and two-dimensional, and spectrometric techniques as IR and HR-ESI-MS. In total were isolated nine withanolides which are derivates from ergostane skeleton, being four belonging withanolides to group II, named as Np1, Np2, Np7 and Np9 (withanolides with the basic skeleton modified) and five belonging to group I, named as Np3, Np4, Np5, Np6 and Np8 (withanolides with the basic skeleton unmodified). According with a literature survey compounds nic-10 (Np1), nicandrenone (Np2), nic-7 (Np3), nic-2 (Np4) and nicaphysaline B (Np5) were previously reported to this species, but compounds 15 oxo-nicaphysaline B (Np6), 6-7dihidroxy-nicandrenone-10, (Np7), 24 -25dihidroxy-nicandrenone-2 (Np8), and 17-(1-metylpropan-2-one)- nicandrenone-10 (Np9) are being reported for the first time in the literature. Biological assays (antimicrobial, antifungal and larvicidal) were performed for the main compounds; however, the results were either negative or weakly active.