Imidazo[2,1-b]thiazole carbohydrate derivatives: Synthesis and antiviral activity against Junin virus, agent of Argentine hemorrhagic fever.
Herein, we describe the syntheses of 3,5-disubstituted imidazo[2,1-b]thiazole. The cyclization step was performed in two different conditions by using either thermal or microwave heating. Comparing the results of both methodologies, we found that the microwave assistance is an improved alternative to obtain this family of heterocyclic compound. Compounds were first evaluated for cytotoxicity in Vero cells by MTT method and then, the antiviral activity was assayed by a virus yield inhibition assay in the range of concentrations lower than the corresponding CC(50), using JUNV strain IV4454 as the model system. The most active compounds (3 and 4), showed a level of antiviral activity against JUNV in monkey Vero cells better than the reference substance ribavirin. Then, they are promising lead compound for further analysis and characterization to establish their therapeutic potential against hemorrhagic fever viruses.
CIHIDECAR-CONICET - Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón II - Ciudad Universitaria, 1428 Buenos Aires, Argentina.
José Sebastián
JS
Barradas
María Inés
MI
Errea
Norma B
NB
D'Accorso
Claudia Soledad
CS
Sepúlveda
Elsa Beatriz
EB
Damonte
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002241:Carbohydrates / Q000737:chemistry*; D002522:Chlorocebus aethiops; D006478:Hemorrhagic Fever, American / Q000821:virology*; D020128:Inhibitory Concentration 50; D018051:Junin virus / Q000187:drug effects* / Q000502:physiology; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D014709:Vero Cells
D000998:Antiviral Agents; D002241:Carbohydrates; D013844:Thiazoles