Synthesis and antiviral activity of homodimers of 1,2,3-triazolyl nucleoside analogs

• Published in: Russian chemical bulletin Vol. 73; no. 6; pp. 1789 - 1800
• Main Authors: Andreeva, O. V., Shulaeva, M. M., Saifina, L. F., Garifullin, B. F., Belenok, M. G., Zarubaev, V. V., Slita, A. V., Semenov, V. E., Kataev, V. E.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.06.2024; Springer Nature B.V
• Subjects: Analogs; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Full Articles; Inorganic Chemistry; Lead compounds; Nucleosides; Organic Chemistry; click chemistry; nucleosides; nucleoside analogs; antiviral activity; 1,2,3-triazoles
• ISSN: 1066-5285; 1573-9171
• DOI: 10.1007/s11172-024-4296-5

New homodimers of 1,2,3-triazolyl nucleoside analogs based on 6-methyluracil, which are linked by the polymethylene linker at the N(1) or N(3) atoms, were synthesized. Screening of in vitro antiviral activity against influenza A virus (H1N1) and Coxsackievirus B3 revealed the lead compound that in vitro inhibited the replication of Coxsackievirus B3 with a half-maximal inhibitory concentration (IC 50 ) and a half-maximal cytotoxic concentration (CC 50 ) of 30.1 and >374 µmol L −1 , respectively. A dependence of the antiviral activity on the length of the polymethylene linker connecting the 6-methyluracil and 1,2,3-triazolyl-β- d -ribofuranosyl fragments was found.