Synthesis and cytotoxicity of novel fatty acid-nucleoside conjugates

Bioorg Med Chem Lett. 2007 Mar 15;17(6):1613-5. doi: 10.1016/j.bmcl.2006.12.092. Epub 2007 Jan 4.

Abstract

N(3)-Hydroxyethyltegafur (3) was synthesized in 91.0% yield under a new condition. A series of novel fatty acid esters of 3 were synthesized. These fatty acid-nucleoside conjugates have shown cytotoxicities against Ec9706 cells and A549 cells, and the structure activity relationship was discussed.

MeSH terms

  • Antimetabolites, Antineoplastic / chemical synthesis*
  • Antimetabolites, Antineoplastic / pharmacology*
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Esters / chemical synthesis
  • Esters / pharmacology
  • Fatty Acids / chemical synthesis*
  • Fatty Acids / pharmacology*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Nucleosides / chemical synthesis*
  • Nucleosides / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization
  • Structure-Activity Relationship
  • Tegafur / analogs & derivatives*
  • Tegafur / chemical synthesis*
  • Tegafur / pharmacology

Substances

  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Esters
  • Fatty Acids
  • Nucleosides
  • Tegafur