Synthesis and trypanocide activity of chloro-l-tyrosine and bromo-l-tyrosine derivatives
| Autor: | Alejandro Martínez, Sara María Robledo Restrepo, Manuel Pastrana Restrepo, Elkin Galeano Jaramillo |
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| Rok vydání: | 2018 |
| Předmět: |
Chagas disease
chemistry.chemical_classification biology 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry 010402 general chemistry medicine.disease biology.organism_classification 01 natural sciences In vitro 0104 chemical sciences Amino acid chemistry.chemical_compound Benznidazole parasitic diseases medicine General Pharmacology Toxicology and Pharmaceutics Tyrosine Cytotoxicity Trypanosoma cruzi medicine.drug Methyl iodide |
| Zdroj: | Medicinal Chemistry Research. 27:2454-2465 |
| ISSN: | 1554-8120 1054-2523 |
| Popis: | Twenty-two halogenated l-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 of Trypanosoma cruzi, and the cytotoxicity were evaluated over monocytic cell line U-937. Compound 25 was the most active against T. cruzi with a EC50 of 75.52 µM compared with benznidazole with a EC50 of 58.79 µM. Compounds 3, 4, 7, and 15 were the derivatives with the best selectivity index (SI) with values of 7.5, 8.3,12.1, and 8.6, respectively. Finally, compound 7 was the safer and the more promising derivative against T. cruzi. |
| Databáze: | OpenAIRE |
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