Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity

Farmaco. 2003 Dec;58(12):1277-81. doi: 10.1016/j.farmac.2003.08.002.

Abstract

Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.

MeSH terms

  • Aniline Compounds / chemical synthesis*
  • Aniline Compounds / pharmacology
  • Biological Assay / methods*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Polyisoprenyl Phosphates / chemical synthesis*
  • Polyisoprenyl Phosphates / pharmacology
  • Proteins / metabolism
  • Sesquiterpenes
  • Transferases / antagonists & inhibitors*
  • Transferases / metabolism

Substances

  • Aniline Compounds
  • Enzyme Inhibitors
  • Polyisoprenyl Phosphates
  • Proteins
  • Sesquiterpenes
  • farnesyl pyrophosphate
  • Transferases