Synthesis and anti-CVB3 activity of 4-amino acid derivative substituted pyrimidine nucleoside analogues

  • Bioorg Med Chem Lett. 2020 Jan 1;30(1):126770. doi: 10.1016/j.bmcl.2019.126770.
Le Tao  1 ,  Yujiang Li  1 ,  Xiaohe Guo  2 ,  Lihong Dong  1 ,  Luping Liu  1 ,  Qiang Wang  1 ,  Xuejun Yu  1 ,  Chuanjun Song  3 ,  Junbiao Chang  4
Affiliations
  • 1. High & New Technology Research Center of Henan Academy of Sciences, Zhengzhou, Henan Province 450002, PR China.
  • 2. High & New Technology Research Center of Henan Academy of Sciences, Zhengzhou, Henan Province 450002, PR China. Electronic address: [email protected].
  • 3. College of Chemistry, Zhengzhou University, Zhengzhou, Henan Province 450001, PR China.
  • 4. Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Henan Normal University, Xinxiang 453007, PR China. Electronic address: [email protected].
PMID: 31735601 DOI: 10.1016/j.bmcl.2019.126770
Abstract

Seven novel 4-amino acid derivative substituted pyrimidine nucleoside analogues were designed, synthesized, and tested for their anti-CVB3 activity. Initial biological studies indicated that among these 4-amino acid derivative substituted pyrimidine nucleoside analogues, 4-N-(2'-amino-glutaric acid-1'-methylester)-1-(2'- deoxy-2'-β-fluoro-4'-azido)-furanosyl-cytosine 2 exhibited the most potent anti-CVB activity (IC50 = 9.3 μM). The cytotoxicity of these compounds has also been assessed. The toxicity of compound 2 was similar to that of ribavirin.

Keywords
Amino acid; Anti-CVB3 activity; Pyrimidine nucleoside; Synthesis.