4-[18F]Fluoro-m-hydroxyphenethylguanidine: a radiopharmaceutical for quantifying regional cardiac sympathetic nerve density with positron emission tomography

J Med Chem. 2013 Sep 26;56(18):7312-23. doi: 10.1021/jm400770g. Epub 2013 Sep 5.

Abstract

4-[(18)F]Fluoro-m-hydroxyphenethylguanidine ([(18)F]4F-MHPG, [(18)F]1) is a new cardiac sympathetic nerve radiotracer with kinetic properties favorable for quantifying regional nerve density with PET and tracer kinetic analysis. An automated synthesis of [(18)F]1 was developed in which the intermediate 4-[(18)F]fluoro-m-tyramine ([(18)F]16) was prepared using a diaryliodonium salt precursor for nucleophilic aromatic [(18)F]fluorination. In PET imaging studies in rhesus macaque monkeys, [(18)F]1 demonstrated high quality cardiac images with low uptake in lungs and the liver. Compartmental modeling of [(18)F]1 kinetics provided net uptake rate constants Ki (mL/min/g wet), and Patlak graphical analysis of [(18)F]1 kinetics provided Patlak slopes Kp (mL/min/g). In pharmacological blocking studies with the norepinephrine transporter inhibitor desipramine (DMI), each of these quantitative measures declined in a dose-dependent manner with increasing DMI doses. These initial results strongly suggest that [(18)F]1 can provide quantitative measures of regional cardiac sympathetic nerve density in human hearts using PET.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Adrenal Glands / metabolism
  • Animals
  • Biological Transport
  • Female
  • Fluorine Radioisotopes
  • Guanidines* / chemistry
  • Guanidines* / metabolism
  • Guanidines* / pharmacokinetics
  • Haplorhini
  • Heart / innervation*
  • Humans
  • Male
  • Phenethylamines* / chemistry
  • Phenethylamines* / metabolism
  • Phenethylamines* / pharmacokinetics
  • Positron-Emission Tomography / methods*
  • Radiation Dosage
  • Radiochemistry
  • Radiopharmaceuticals* / chemistry
  • Radiopharmaceuticals* / metabolism
  • Radiopharmaceuticals* / pharmacokinetics
  • Rats
  • Sympathetic Nervous System / diagnostic imaging*

Substances

  • 4-fluoro-3-hydroxyphenethylguanidine
  • Fluorine Radioisotopes
  • Guanidines
  • Phenethylamines
  • Radiopharmaceuticals