Synthesis and antiviral activity of azoles obtained from carbohydrates.
Herein we describe the synthesis of 1,2,4-triazolyl-3-thione;1,3,4-oxadiazole, and imidazo[2,1-b]thiazole derivatives from carbohydrates. The antiviral activity of these compounds was tested against Dengue and Junin virus (the etiological agent of Argentine hemorrhagic fever). The 3-(p-bromobenzoyl)-5-(1,2-O-isopropylidene-3-O-methyl-alpha-d-xylofuranos-5-ulos-5-yl)imidazo[2,1-b]thiazole was able to inhibit the replication of both viruses in Vero cells at concentration significantly lower than the CC(50).
Barradas
José Sebastián
JS
CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina.
Errea
María Inés
MI
D'Accorso
Norma B
NB
Sepúlveda
Claudia S
CS
Talarico
Laura B
LB
Damonte
Elsa B
EB
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D002241:Carbohydrates / Q000737:chemistry*; D002522:Chlorocebus aethiops; D003716:Dengue Virus / Q000187:drug effects*; D020128:Inhibitory Concentration 50; D018051:Junin virus / Q000187:drug effects*; D018675:Toxicity Tests; D014709:Vero Cells / Q000187:drug effects
D000998:Antiviral Agents; D001393:Azoles; D002241:Carbohydrates