Synthesis and anti-Trypanosoma cruzi activity of new 3-phenylthio-nor-β-lapachone derivatives.

Basic Information

ID: ALA3593167

Journal: Bioorg Med Chem

Title: Synthesis and anti-Trypanosoma cruzi activity of new 3-phenylthio-nor-β-lapachone derivatives.

Authors: Cardoso MF, Salomão K, Bombaça AC, da Rocha DR, da Silva Fde C, Cavaleiro JA, de Castro SL, Ferreira VF.

Abstract: We report herein a straightforward and efficient one-step reaction to prepare new nor-β-lapachone derivatives tethered with phenylthio groups at position 3 of the furan ring. We have screened the compounds on bloodstream trypomastigotes of Trypanosoma cruzi, the causative agent of Chagas disease, aimed at finding a new prototype with high trypanocidal activity. The new compounds possess a broad range of activity (IC50/24h from 9.2 to 182.7 μM), higher than the original quinone (391.5 μM) and four of them higher than standard drug benznidazole (103.6 μM). The most active was compound 13b (9.2 μM), being 11 times active than benznidazole and the less toxic derivative to heart muscle cells.

CiteXplore: 26118339

DOI: 10.1016/j.bmc.2015.05.039

Patent ID: