Synthesis and antiviral activity of some imidazo[1,2-b][1,3,4]thiadiazole carbohydrate derivatives

• Published in: Carbohydrate research Vol. 480; pp. 61 - 66
• Main Authors: Fascio, Mirta L., Sepúlveda, Claudia S., Damonte, Elsa B., D'Accorso, Norma B.
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier Ltd 01-07-2019
• Subjects: Antiviral activity; D-Ribo derivatives; D-Xilo derivatives; Imidazo[2,1-b][1,3,4]thiadiazole; Junín virus; Junín virus; D-Xilo derivatives; Imidazo[2,1-b][1,3,4]thiadiazole; D-Ribo derivatives; Antiviral activity
• ISSN: 0008-6215; 1873-426X
• DOI: 10.1016/j.carres.2019.05.003

Herein we describe the synthesis of imidazo[2,1-b][1,3,4]thiadiazoles from carbohydrates with D-ribo and D-xylo configuration. The antiviral activity of these compounds was tested against Junín virus (the etiological agent of Argentine hemorrhagic fever). The p-chlorophenyl derivatives showed antiviral activity in a range of micromolar concentration.
[Display omitted]
•New D-xilo and D-ribo imidazothiazoles derivatives were synthesized from d-glucose.•The nitro compounds only could be obtained at highest temperatures.•Heterocyclization gave better yields when N,N-dimethylformamide is used as solvents.