Abstract

In the present study, twelve salicylic acid derivatives were obtained through Fischer esterification, the Mitsunobu reaction, and the acid chloride reactions. The products were structurally characterized using infrared, 1H NMR, 13C NMR spectroscopy, and high resolution mass spectrometry of three unpublished compounds. Then they were evaluated against the parasites Leishmania braziliensis, Trypanosoma cruzi, and Plasmodium falciparum. Some compounds were weakly bioactive against L. braziliensis amastigotes, such as N-cyclohexyl-2-hydroxybenzamide (10), EC50 = 15.60 ± 2.69 µM and SI = 2.67, and against T. cruzi such as 4-methoxybenzyl 2-hydroxybenzoate (8) EC50 > 23.23 µM and SI < 2.41. The compounds did not present significant activity against P. falciparum. The data obtained indicate that salicylic acid derivatives can be structurally modified for the synthesis of more potent and selective compounds against parasites that cause several neglected diseases.

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