Synthesis and antiviral activity of 1,2,3-triazolyl nucleoside analogues with < em > N < /em > -acetyl-d-glucosamine residue

Nucleosides Nucleotides Nucleic Acids. 2023 Mar 24:1-23. doi: 10.1080/15257770.2023.2189914. Online ahead of print.ABSTRACTA series of 1,2,3-triazolyl nucleoside analogues bearing N-acetyl-D-glucosamine residue was synthesized by the copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction of N1-ω-alkynyl derivatives of uracil, 6-methyluracil, thymine and 3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl azide. Antiviral assays revealed the lead compound 3f which showed both the same activity against the influenza virus A H1N1 (IC50=70.7 µM) as the antiviral drug Rimantadine in control (IC50=77 µM) and good activity against Coxsackievirus B3 (IC50=13.9 µM) which was one and a half times higher than the activity of the antiviral drug Pleconaril in control (IC50=21.6 µM). According to molecular docking simulations, the antiviral activity of the lead compound 3f against Coxsackie B3 virus can be explained by its binding to a key fragment of the capsid surface of this virus.PMID:36960941 | DOI:10.1080/15257770.2023.2189914

Source: Nucleosides, Nucleotides and Nucleic Acids - March 24, 2023 Category: Biochemistry Authors: Bulat F Garifullin Leysan R Khabibulina Maya G Belenok Liliya F Saifina Vladimir V Zarubaev Alexander V Slita Alexandrina S Volobueva Vyacheslav E Semenov Vladimir E Kataev Source Type: research