Synthesis and trypanocide activity of chloro- l -tyrosine and bromo- l -tyrosine derivatives

AbstractTwenty-two halogenatedl-tyrosine derivatives were synthesized to examine new substances for the treatment of Chagas disease. The synthesis of these derivatives with different degree of substitution in the amino group with methyl iodide, giving primary, tertiary, and quaternary amino acids. All compounds were tested in vitro against intracellular amastigotes ofTrypanosoma cruzi, and the cytotoxicity were evaluated over monocytic cell line U-937. Compound25 was the most active againstT. cruzi with a EC50 of 75.52  µM compared with benznidazole with a EC50 of 58.79  µM. Compounds3,4,7, and15 were the derivatives with the best selectivity index (SI) with values of 7.5, 8.3,12.1, and 8.6, respectively. Finally, compound7 was the safer and the more promising derivative againstT. cruzi.
Source: Medicinal Chemistry Research - Category: Chemistry Source Type: research