Synthesis and biological evaluation of a fluorine-18 derivative of dasatinib

J Med Chem. 2007 Nov 15;50(23):5853-7. doi: 10.1021/jm070342g. Epub 2007 Oct 23.

Abstract

Tyrosine kinases often play pivotal roles in the pathogenesis of cancer and are good candidates for therapeutic intervention and targeted molecular imaging. The precursor synthesis, radiosynthesis, and biological characterization of a fluorine-18 analog of dasatinib, a multitargeted kinase inhibitor, are reported. Compound 5 potently inhibits Abl, Src, and Kit kinases and inhibits K562 and M07e/p210bcr-abl human leukemic cell growth. Using positron emission tomography, we visualized K562 tumor xenografts in mice with [18F]-5.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Catalytic Domain
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dasatinib
  • Fluorine Radioisotopes*
  • Fusion Proteins, bcr-abl
  • Humans
  • Mice
  • Mice, Nude
  • Positron-Emission Tomography
  • Protein-Tyrosine Kinases / antagonists & inhibitors
  • Proto-Oncogene Proteins c-kit / metabolism
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / pharmacokinetics
  • Pyrimidines / pharmacology
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / pharmacokinetics
  • Radiopharmaceuticals / pharmacology
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacokinetics
  • Thiazoles / pharmacology
  • Transplantation, Heterologous
  • src-Family Kinases / antagonists & inhibitors

Substances

  • Fluorine Radioisotopes
  • Pyrimidines
  • Radiopharmaceuticals
  • Thiazoles
  • Protein-Tyrosine Kinases
  • Proto-Oncogene Proteins c-kit
  • Fusion Proteins, bcr-abl
  • src-Family Kinases
  • Dasatinib