An alternative route to the arylvinyltriazole nucleosides

Mikhail V Chudinov; Alexander N Prutkov; Andrey V Matveev; Lyubov E Grebenkina; Irina D Konstantinova; Yulia V Berezovskaya

doi:10.1016/j.bmcl.2016.05.072

An alternative route to the arylvinyltriazole nucleosides

Bioorg Med Chem Lett. 2016 Jul 15;26(14):3223-3225. doi: 10.1016/j.bmcl.2016.05.072. Epub 2016 May 26.

Authors

Mikhail V Chudinov¹, Alexander N Prutkov², Andrey V Matveev², Lyubov E Grebenkina², Irina D Konstantinova³, Yulia V Berezovskaya⁴

Affiliations

¹ Lomonosov Institute of Fine Chemical Tehnologies, Moscow Technological University, Vernadskogo Pr. 78, 119454, Russia. Electronic address: [email protected].
² Lomonosov Institute of Fine Chemical Tehnologies, Moscow Technological University, Vernadskogo Pr. 78, 119454, Russia.
³ Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya St. 16/10, 117997 GSP, Moscow B-437, Russia.
⁴ Moscow Institute of Physics and Technology (State University), 9 Institutskiy per., Dolgoprudny, Moscow Region 141700, Russia.

PMID: 27262598
DOI: 10.1016/j.bmcl.2016.05.072

Abstract

A new pathway to synthesis of arylvinyl ribavirin analogues is developed which makes it possible to obtain not only trans- but also cis-isomers at vinyl bond. By this route eight ribavirin 5-arylvinyl analogues are synthesized and their antiviral activity is evaluated.

Keywords: HCV; Nucleoside analogues; Triazole nucleosides.

MeSH terms

Animals
Antiviral Agents / chemical synthesis
Antiviral Agents / chemistry
Antiviral Agents / pharmacology*
Chlorocebus aethiops
Dose-Response Relationship, Drug
Hepacivirus / drug effects*
Microbial Sensitivity Tests
Molecular Structure
Nucleosides / chemical synthesis
Nucleosides / chemistry
Nucleosides / pharmacology*
Structure-Activity Relationship
Triazoles / chemical synthesis
Triazoles / chemistry
Triazoles / pharmacology*
Vero Cells

Substances

Antiviral Agents
Nucleosides
Triazoles