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

Adessi, Tonino G. ¹Ana, Yamile ¹Stempin, Cinthia C. ¹Garcia, Monica C. ¹Bisogno, Fabricio R. ¹Nicotra, Viviana E. ¹Garcia, Manuela E.¹

扫码查看

作者信息

1. Univ Nacl Cordoba UNC
折叠

Abstract

This work focusses on the chemical diversification of an Ambrosia tenuifolia extract and its bioguided fractionation, aiming to unveil the chemical entity responsible for the trypanocidal activity. Besides, a revision of the phytochemical study of this species, based on previous reports of the antiparasitic psilostachyins A and C as main compounds, was conducted. To improve the biological properties of a plant extract through a simple chemical reaction, the oxidative diversification of the dichloromethane extract of this plant species was carried out. A bioguided fractionation of a chemically modified extract was performed by evaluating the inhibitory activity against Trypanosoma cruei 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 major metabolite of the species. The trypanocidal activity of some tested metabolites overperformed the reference drug, benznidazole, displaying no cytotoxicity at trypanocidal concentrations. Key structure-activity relationships were obtained for designing previously undescribed antiparasitic sesquiterpene lactones.

Key words

Ambrosia tenuifolia/Asteraceae/Bioguided fractionation/Extract modifications/Trypanocidal compounds/Structure activity relationships/Sesquiterpene lactones/Psilostachyins/SESQUITERPENE LACTONES/NATURAL-PRODUCTS/TRYPANOSOMA-CRUZI/CONSTITUENTS

引用本文复制引用

出版年

2022

Phytochemistry

CCR

ISSN：0031-9422

被引量3

参考文献量51

段落导航