Fluorocyclopentenyl-cytosine with broad spectrum and potent antitumor activity

J Med Chem. 2012 May 10;55(9):4521-5. doi: 10.1021/jm3004009. Epub 2012 May 1.


On the basis of the potent biological activity of cyclopentenyl-pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from D-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of tumor cell lines and very potent antitumor activity in a nude mouse tumor xenograft model implanted with A549 human lung cancer cells. However, its 2'-deoxycytidine derivative 5b did not show any antigrowth effects, indicating that 2'-hydroxyl group is essential for the biological activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / pharmacology
  • Cytosine / analogs & derivatives*
  • Cytosine / pharmacology
  • Humans
  • Lung Neoplasms / drug therapy*
  • Lung Neoplasms / pathology
  • Male
  • Mice
  • Mice, Nude
  • Xenograft Model Antitumor Assays


  • Antineoplastic Agents
  • Cyclopentanes
  • Cytosine