The American trypanosomiasis known as Chagas disease (CD) has been recognized by the WHO as one of the 13 most neglected tropical diseases in the world and by PAHO as a disease of poverty, representing a relevant social and economic problem in many countries of Latin America.This research work describes the synthesis and chemical characterization of new compounds derived from methylidene-1-tetralone analogs and their possible anti-chagasic activity. Intermediates3-6 were generated through simple nucleophilic substitution of 2-chloropyridine-3-carbaldehyde with 4-halophenol respective. Final compounds 7-22 were generated through a Claisen-Schmidt cross aldol condensation between 3-6 and the 1-tetralone respective. Biological evaluation was performed in vitro on the viability of T. cruziepimastigotes, VERO and MBDM cell lines using the MTT method. Compounds 19 – 22 showed an inhibitory effect on the growth of T. cruziepimastigotes, however, compounds21 and 22 showed a marked inhibitory effect on the growth of T. cruzi, even proving to be more active than beznidazole (Bnz)used as referencedrug.Thisstudy shows theimportanceofmethylidene-1-tetralone derivatives as an alternative treatment for this specie, which is the most important from the epidemiological point of viewin America.
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Synthesis of methylidene-1-tetralone derivatives with potential anti-chagasic activity
Published:
03 November 2021
by MDPI
in 7th International Electronic Conference on Medicinal Chemistry
session Round table on infectious diseases
Abstract:
Keywords: antichagasic, epimastigote, protozoan, tetralones, Trypanosoma cruzi.