Occurrence, detection, quantification, and biological activities of triterpene acids and other components in different plant families
Betulinic acid, ursolic acid, oleanolic acid, biological activity, quantification, Anacardiaceae, Laminaceae
This study reported the importance of natural products in scientific development, such as triterpene acids, alkylphenols, and biflavonoids. Concerning triterpene acids, a methodology was developed for detecting and quantifying extracts of Davilla rugosa Poir. et St. Hill (Dilleniaceae) and Eriope blanchetii (Benth.) Harley (Lamiaceae). As a result, it can be observed that betulinic acid (AB) was obtained in considerable yields (~ 2.4 x 10-2 % of dry weight) in the stem of D. rugosa as well as in the leaves of E. blanchetii (2.5 x 10-2 % of dry weight). In addition, oleanolic acid (OA) was determined in the petioles of the leaves (1.1 x 10-2% of dry weight) of E. blanchetii, and ursolic acid (AU) were identified as traces in all parts of the plant (leaves, petioles, stem, and root). Regarding the analytical validation, the chromatographic method used in the simultaneous quantification of these acids was selective and precise, presented satisfactory linearity, and, finally, the robustness and recovery values with acceptable limits. In addition, several chemical strategies for synthesizing AB (and bioactive analogs) from betulin were reviewed so that different derivatives exhibited antiplasmodial activity (compounds with modifications in the C-3 position, including dimeric derivatives), anti-Leishmania spp. (heterocycles and derived from amides in C-2/C-3) or antitrypanosomal (derivatives of amides in the C-28 position) superior to those corresponding to betulinic acid. In addition, a detailed review of the chemical composition, the different biological properties, technological and medicinal uses, and the most recent discoveries regarding the biosynthesis of alkylphenols (chemotaxonomic markers) in the Anacardiaceae family was carried out. Thus, bioactive metabolites (essential oils, terpenoids, flavonoids and biflavonoids, chalcones, and alkyl phenols) have been isolated in different species and genera. Besides, different cosmetic and pharmacological compositions have been patented, and new mechanisms for the biosynthesis of phenolic lipids have been proposed, whose results highlight the relevance of this family for the Chemistry of Natural Products and related scientific areas.