1. Academic Validation
  2. Design, synthesis, and biological evaluation of new 2'-deoxy-2'-fluoro-4'-triazole cytidine nucleosides as potent antiviral agents

Design, synthesis, and biological evaluation of new 2'-deoxy-2'-fluoro-4'-triazole cytidine nucleosides as potent antiviral agents

  • Eur J Med Chem. 2013 May:63:739-45. doi: 10.1016/j.ejmech.2013.02.042.
Jie Wu 1 Wenquan Yu Leixia Fu Wu He Yao Wang Baoshan Chai Chuanjun Song Junbiao Chang
Affiliations

Affiliation

  • 1 College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, PR China.
Abstract

A series of 4'-[1,2,3]triazole-2'-deoxy-2'-fluoro-β-d-arabinofuranosylcytosines (9-17) were prepared by Cu(I)-mediated [3 + 2] cycloaddition reactions (CuAAC) of 1-(4'-azido-2'-deoxy-2'-fluoro-β-d-arabinofuranosyl)cytosine (1) with appropriate alkynes in good yields. Their structures were fully established by (1)H NMR, (13)C NMR, HRMS, and elemental analysis. Most of these nucleoside analogs exhibited potent anti-HIV-1 activity with no cytotoxicity observed at the highest tested concentration up to 25 μM. Among them, compounds 9, 10 and 13 exhibited extremely potent Antiviral activity, thus had a great potential for further development as novel nucleoside Reverse Transcriptase inhibitors (NRTIs) for the treatment of HIV-1 Infection. Besides, the anti-HBV activity of compounds 10, 11 and 17 had been investigated.

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