Estudo Fitoquímico de Licania rígida Benth (Chrysobalanaceae)

Abstract

This work describes the phytochemical study of Licania rigida (Chrysobalanaceae), popularly known as oiticica. In this study we used the bark and wood of roots, woody stem, leaves and flowers. The extracts were subjected to liquid-liquid partition chromatography, conventional (adsorption and exclusion) and modern, high performance liquid chromatography (HPLC). The chemical investigation of the root of L. rigida resulted in the isolation of compounds: squalene (LR-01), lupeol (LR-02), betulinic acid (LR-03), niruriflavone (LR-11) and the binary mixture of steroids, β-sitosterol and stigmasterol glycoside (LR-06). From stem was isolated the acid licanic (LR-09), while from leaves were isolated the following metabolites: α-tocopherol (LR-07), the binary mixture of α-tocopherol and α-tocotrienol (LR-08), the mixture binary steroid β-sitosterol and stigmasterol (LR-05) and the flavonoids afzelin (LR- 12), myricetin-3-ramnoside (LR-15) and myricetin-3-glucoside (LR-16). From flowers were isolated the followed compounds: kaempferol (LR-10), tiliroside (LR-13), licanolin (LR-14) and the diterpene 1β,16α,17-trihydroxy-ent-kaurane (LR-04). This chemical investigation resulted in the isolation of novel substances for literature, the species and Licania genus. Structure determination of isolated compounds was obtained by analysis of nuclear magnetic resonance spectra of a hydrogen-1 and carbon-13 one and two dimensional, mass spectra obtained by electron impact (MS-IE) and electronSpray ionization (ESI-MS) and Infrared spectra (IR) and by comparison with literature data.