Design, synthesis, and anticancer activity of fluorocyclopentenyl-pyrimidines

Nucleic Acids Symp Ser (Oxf). 2005;(49):107-8. doi: 10.1093/nass/49.1.107.


Novel pyrimidine nucleosides with fluorocyclopentene ring were synthesized from D-ribose via stereoselective Grignard reaction and electrophilic vinyl fluorination as key steps. Among compounds tested, cytosine derivative 15a was found to show high growth inhibition against a broad range of human tumor cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cyclopentanes / chemistry
  • Humans
  • Pyrimidine Nucleosides / chemical synthesis*
  • Pyrimidine Nucleosides / chemistry
  • Pyrimidine Nucleosides / pharmacology*


  • 4-amino-1-(1-fluoro-3,4-dihydroxy-2-hydroxymethylcyclohexen-5-yl)-2(1H)-pyrimidinone
  • Antineoplastic Agents
  • Cyclopentanes
  • Pyrimidine Nucleosides