Psilostachyins as trypanocidal compounds: Bioguided fractionation of Ambrosia tenuifolia chemically modified extract

ADESSI, TONINO G.; YAMILE ANA; CINTHIA STEMPIN; MÓNICA GARCÍA; FABRICIO BISOGNO; VIVIANA NICOTRA; MANUELA GARCÍA

PHYTOCHEMISTRY

PERGAMON-ELSEVIER SCIENCE LTD

Lugar: Amsterdam; Año: 2022 vol. 194 p. 1 - 9

0031-9422

nation, aiming to unveil the chemical entity responsible for the trypanocidal activity. Besides, a revision of thephytochemical study of this species, based on previous reports of the antiparasitic psilostachyins A and C as maincompounds, was conducted. To improve the biological properties of a plant extract through a simple chemicalreaction, the oxidative diversification of the dichloromethane extract of this plant species was carried out. Abioguided fractionation of a chemically modified extract was performed by evaluating the inhibitory activityagainst Trypanosoma cruzi trypomastigotes. This experiment led to the isolation of one of the most active compounds. In general terms, epoxidized metabolites were obtained as a result of the oxidation of the majormetabolite of the species. The trypanocidal activity of some tested metabolites overperformed the reference drug,benznidazole, displaying no cytotoxicity at trypanocidal concentrations. Key structure-activity relationshipswere obtained for designing previously undescribed antiparasitic sesquiterpene lactones.