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Synthesis and Antiviral Activity of 2′-Modified L-Nucleoside Analogues
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SYSNO ASEP 0582961 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis and Antiviral Activity of 2′-Modified L-Nucleoside Analogues Author(s) Penjarla, S. (IN)
Reddy, P.Y. (IN)
Penta, S. (IN)
Sanghvi, Y.S. (US)
Eyer, Luděk (BC-A) RID, ORCID
Štefánik, M. (CZ)
Krátká, Z. (CZ)
Růžek, Daniel (BC-A) RID, ORCID
Banerjee, S. (IN)Number of authors 9 Article number e202303585 Source Title ChemistrySelect. - : Wiley - ISSN 2365-6549
Roč. 8, č. 48 (2023)Number of pages 11 s. Publication form Online - E Language eng - English Country US - United States Keywords scale synthesis ; pyrimidine ; uridine ; Antiviral Agent ; L-2, 2'-anhydrouridine ; L-Arabinose ; Cytotoxicity ; L-Nucleoside Subject RIV EE - Microbiology, Virology OECD category Microbiology R&D Projects LTAUSA18016 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Limited access Institutional support BC-A - RVO:60077344 UT WOS 001128722500001 EID SCOPUS 85180209542 DOI 10.1002/slct.202303585 Annotation 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. Workplace Biology Centre (since 2006) Contact Dana Hypšová, eje@eje.cz, Tel.: 387 775 214 Year of Publishing 2024 Electronic address https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202303585
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