Prokineticin receptor 1 antagonist PC-10 as a biomarker for imaging inflammatory pain

J Nucl Med. 2011 Apr;52(4):600-7. doi: 10.2967/jnumed.110.084772. Epub 2011 Mar 18.

Abstract

Prokineticin receptor 1 (PKR1) and its ligand Bv8 were shown to be expressed in inflammation-induced pain and by tumor-supporting fibroblasts. Blocking this receptor might prove useful for reducing pain and for cancer therapy. However, there is no method to quantify the levels of these receptors in vivo.

Methods: A nonpeptidic PKR1 antagonist, N-{2-[5-(4-fluoro-benzyl)-1-(4-methoxy-benzyl)-4,6-dioxo-1,4,5,6-tetrahydro-[1,3,5]triazin-2-ylamino]-ethyl}-guanidine, which contains a free guanidine group, was labeled with (18)F by reacting the guanidine function with N-succinimidyl-4-(18)F-fluorobenzoate to give the guanidinyl amide N-(4-(18)F-fluoro-benzoyl)-N'-{2-[5-(4-fluoro-benzyl)-1-(4-methoxy-benzyl)-4,6-dioxo-1,4,5,6-tetrahydro-[1,3,5]triazin-2-ylamino]-ethyl}-guanidine ((18)F-PC-10). Inflammation was induced in C57BL/6 mice by subcutaneous injection of complete Freund adjuvant in the paw. The mice were imaged with (18)F-PC-10, (18)F-FDG, and (64)Cu-pyruvaldehyde bis(4-methyl-3-thiosemicarbazone) ((64)Cu-PTSM) at 24 h after complete Freund adjuvant injection using a small-animal PET device.

Results: (18)F-PC-10 was synthesized with a radiochemical yield of 16% ± 3% (decay-corrected). (18)F-PC-10 accumulated specifically in the inflamed paw 4- to 5-fold more than in the control paw. Compared with (18)F-PC-10, (18)F-FDG and (64)Cu-PTSM displayed higher accumulation in the inflamed paw but also had higher accumulation in the control paw, demonstrating a reduced signal-to-background ratio. (18)F-PC-10 also accumulated in PKR1-expressing organs, such as the salivary gland and gastrointestinal tract.

Conclusion: (18)F-PC-10 can be used to image PKR1, a biomarker of the inflammation process. However, the high uptake of (18)F-PC-10 in the gastrointestinal tract, due to specific uptake and the metabolic processing of this highly lipophilic molecule, would restrict its utility.

Publication types

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

MeSH terms

  • Animals
  • Binding, Competitive / drug effects
  • Biomarkers
  • CHO Cells
  • Chromatography, High Pressure Liquid
  • Cricetinae
  • Cricetulus
  • Fluorine Radioisotopes
  • Foot / diagnostic imaging
  • Foot / pathology
  • Guanidines* / chemical synthesis
  • Indicators and Reagents
  • Inflammation / diagnostic imaging*
  • Isotope Labeling / methods
  • Mice
  • Mice, Inbred C57BL
  • Molecular Weight
  • Pain / diagnostic imaging*
  • Positron-Emission Tomography
  • Radiopharmaceuticals*
  • Receptors, G-Protein-Coupled / antagonists & inhibitors*
  • Tissue Distribution
  • Triazines* / chemical synthesis

Substances

  • Biomarkers
  • Fluorine Radioisotopes
  • Guanidines
  • Indicators and Reagents
  • N-(4-fluorobenzoyl)-N'-(2-(5-(4-fluorobenzyl)-1-(4-methoxybenzyl)-4,6-dioxo-1,4,5,6-tetrahydro(1,3,5)triazin-2-ylamino)ethyl)guanidine
  • PKR1 protein, mouse
  • Radiopharmaceuticals
  • Receptors, G-Protein-Coupled
  • Triazines