Synthesis and Antiviral Activity of 2′-Modified L-Nucleoside Analogues.

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Authors

PENJARLA Srishylam REDDY Paidi Yella PENTA Santhosh SANGHVI Yogesh S EYER Luděk ŠTEFÁNIK Michal KRÁTKA Zuzana RŮŽEK Daniel BANERJEE Shyamapada

Year of publication 2023
Type Article in Periodical
Magazine / Source ChemistrySelect
MU Faculty or unit

Faculty of Science

Citation
Web https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/slct.202303585
Doi http://dx.doi.org/10.1002/slct.202303585
Keywords Antiviral Agent; L-2 2'-anhydrouridine; L-Arabinose; Cytotoxicity; L-Nucleoside
Description Nucleoside analogues have been the foundation of antiviral therapy over the past few decades. D-nucleosides with natural stereochemistry occupies the lion share of the marketed antiviral agents. However, much less effort have been put towards the development of L-nucleosides as antiviral agents. Herein, our effort towards the synthesis of 2' -substituted L-nucleoside analogues is reported as an emerging class of antiviral agents. Biological activity of the synthesized L-nucleosided was evaluated against two viruses of importance, tick-borne encephalitis virus (TBEV) and Severe Acute Respiratory Syndrome Coronavirus-2 (SARS-CoV-2) in adenocarcinomic human alveolar basal epithelial cells (A459) and Vero cells. Ring opening of L-2, 2'-Anhydrouridine (2) with various nucleophiles to make several 2‘-substituted L-nucleosides is the key synthetic outcome. This development has paved the way in the synthesis of many new analogues of 2‘-substituted L-nucleosides for numerous applications.
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