Synthesis and in vitro evaluation of 18F labeled tyrosine derivatives as potential positron emission tomography (PET) imaging agents

Bioorg Med Chem Lett. 2010 Jun 15;20(12):3482-5. doi: 10.1016/j.bmcl.2010.05.007.

Abstract

Three new 18F labeled fluoroalkyl tyrosine derivatives, O-(2-[18F]fluoroethyl)-alpha-methyltyrosine (FEMT, [18F]2), O-(2-[18F]fluoroethyl)-2-L-azatyrosine (FEAT, [18F]3), O-(2-[18F]fluoroethyl)-L-tyrosineamide (FETA, [18F]4) have been synthesized and radiofluorinated with 5-34% decay-corrected yield. In vitro studies were carried out in U-138 MG human glioblastoma. Cellular uptake of new tracers was compared to clinically utilized imaging agent O-(2-[18F]fluoroethyl)-L-tyrosine (FET, [18F]1). The uptake of tracers followed the order of FET ([18F]1) > FEAT([18F]3) > FEMT ([18F]2) approximately FETA ([18F]4).

MeSH terms

  • Cell Line, Tumor
  • Fluorine Radioisotopes / pharmacokinetics
  • Glioblastoma / diagnosis
  • Humans
  • Isotope Labeling
  • Positron-Emission Tomography / methods*
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / pharmacokinetics
  • Tyrosine / analogs & derivatives
  • Tyrosine / pharmacokinetics

Substances

  • Fluorine Radioisotopes
  • Radiopharmaceuticals
  • Tyrosine