2-Acylamino-5-nitro-1,3-thiazoles: Preparation and in vitro bioevaluation against four neglected protozoan parasites
Por:
Nava-Zuazo C., Chávez-Silva F., Moo-Puc R., Chan-Bacab M.J., Ortega-Morales B.O., Moreno-Díaz H., Díaz-Coutiño D., Hernández-Núñez E., Navarrete-Vázquez G.
Publicada:
1 mar 2014
Resumen:
The 2-acylamino-5-nitro-1,3-thiazole derivatives (1-14) were prepared using a one step reaction. All compounds were tested in vitro against four neglected protozoan parasites (Giardia intestinalis, Trichomonas vaginalis, Leishmania amazonensis and Trypanosoma cruzi). Acetamide (9), valeroylamide (10), benzamide (12), methylcarbamate (13) and ethyloxamate (14) derivatives were the most active compounds against G. intestinalis and T. vaginalis, showing nanomolar inhibition. Compound 13 (IC50 = 10 nM), was 536-times more active than metronidazole, and 121-fold more effective than nitazoxanide against G. intestinalis. Compound 14 was 29-times more active than metronidazole and 6.5-fold more potent than nitazoxanide against T. vaginalis. Ureic derivatives 2, 3 and 5 showed moderate activity against L. amazonensis. None of them were active against T. cruzi. Ligand efficiency indexes analysis revealed higher intrinsic quality of the most active 2-acylamino derivatives than nitazoxanide and me
Filiaciones:
Nava-Zuazo C.:
Facultad de Farmacia, Universidad Autónoma Del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico
Chávez-Silva F.:
Facultad de Farmacia, Universidad Autónoma Del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico
Moo-Puc R.:
Unidad de Investigación Médica Yucatán, Unidad Médica de Alta Especialidad, IMSS Mérida, Yucatán 97000, Mexico
Chan-Bacab M.J.:
Departamento de Microbiología Ambiental y Biotecnología, Universidad Autónoma de Campeche, Campeche 24030, Mexico
Ortega-Morales B.O.:
Departamento de Microbiología Ambiental y Biotecnología, Universidad Autónoma de Campeche, Campeche 24030, Mexico
Moreno-Díaz H.:
Instituto de Química Aplicada, Universidad Del Papaloapan, Tuxtepec, Oaxaca 68301, Mexico
Díaz-Coutiño D.:
Instituto de Química Aplicada, Universidad Del Papaloapan, Tuxtepec, Oaxaca 68301, Mexico
Hernández-Núñez E.:
Facultad de Ingeniería, Universidad Autónoma de Yucatán, Mérida, Yucatán 97000, Mexico
Navarrete-Vázquez G.:
Facultad de Farmacia, Universidad Autónoma Del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico
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