Towards the PET radiotracer for p75 neurotrophin receptor: [(11)C]LM11A-24 shows biological activity in vitro, but unfavorable ex vivo and in vivo profile

Bioorg Med Chem. 2016 Oct 1;24(19):4759-4765. doi: 10.1016/j.bmc.2016.08.020. Epub 2016 Aug 13.

Abstract

Mature neurotrophins as well as their pro forms are critically involved in the regulation of neuronal functions. They are signaling through three distinct types of receptors: tropomyosin receptor kinase family (TrkA/B/C), p75 neurotrophin receptor (p75(NTR)) and sortilin. Aberrant expression of p75(NTR) in the CNS is implicated in a variety of neurodegenerative diseases, including Alzheimer's disease. The goal of this work was to evaluate one of the very few reported p75(NTR) small molecule ligands as a lead compound for development of novel PET radiotracers for in vivo p75(NTR) imaging. Here we report that previously described ligand LM11A-24 shows significant inhibition of carbachol-induced persistent firing (PF) of entorhinal cortex (EC) pyramidal neurons in wild-type mice via selective interaction with p75(NTR). Based on this electrophysiological assay, the compound has very high potency with an EC50<10nM. We optimized the radiosynthesis of [(11)C]LM11A-24 as the first attempt to develop PET radioligand for in vivo imaging of p75(NTR). Despite some weak interaction with CNS tissues, the radiolabeled compound showed unfavorable in vivo profile presumably due to high hydrophilicity.

Keywords: Electrophysiological assay; Imaging; Neurotrophin factors; Positron emission tomography; p75 neurotrophin receptor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Caffeine / analogs & derivatives*
  • Caffeine / metabolism
  • Caffeine / pharmacokinetics
  • Carbon Radioisotopes / metabolism
  • Carbon Radioisotopes / pharmacokinetics
  • Central Nervous System / diagnostic imaging
  • Central Nervous System / metabolism
  • Mice, Inbred C57BL
  • Positron-Emission Tomography / methods*
  • Receptor, Nerve Growth Factor / metabolism*

Substances

  • Carbon Radioisotopes
  • LM11A-24
  • Receptor, Nerve Growth Factor
  • Caffeine