Development of Macrocyclic Neurotensin Receptor Type 2 (NTS2) Opioid-Free Analgesics

Angew Chem Int Ed Engl. 2024 Nov 18;63(47):e202405941. doi: 10.1002/anie.202405941. Epub 2024 Oct 14.

Abstract

The opioid crisis has highlighted the urgent need to develop non-opioid alternatives for managing pain, with an effective, safe, and non-addictive pharmacotherapeutic profile. Using an extensive structure-activity relationship approach, here we have identified a new series of highly selective neurotensin receptor type 2 (NTS2) macrocyclic compounds that exert potent, opioid-independent analgesia in various experimental pain models. To our knowledge, the constrained macrocycle in which the Ile12 residue of NT(7-12) was substituted by cyclopentylalanine, Pro7 and Pro10 were replaced by allyl-glycine followed by side-chain to side-chain cyclization is the most selective analog targeting NTS2 identified to date (Ki 2.9 nM), showing 30,000-fold selectivity over NTS1. Of particular importance, this macrocyclic analog is also able to potentiate the analgesic effects of morphine in a dose- and time-dependent manner. Exerting complementary analgesic actions via distinct mechanisms of nociceptive transmission, NTS2-selective macrocycles can therefore be exploited as opioid-free analgesics or as opioid-sparing therapeutics, offering superior pain relief with reduced adverse effects to pain patients.

Keywords: GPCR; NTS2; analgesia; cyclic peptides; opioid-sparing; pain; structure–activity relationship.

MeSH terms

  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Analgesics / therapeutic use
  • Analgesics, Opioid / chemistry
  • Analgesics, Opioid / pharmacology
  • Analgesics, Opioid / therapeutic use
  • Animals
  • Humans
  • Macrocyclic Compounds* / chemistry
  • Macrocyclic Compounds* / pharmacology
  • Mice
  • Molecular Structure
  • Pain / drug therapy
  • Receptors, Neurotensin* / metabolism
  • Structure-Activity Relationship

Substances

  • Receptors, Neurotensin
  • Macrocyclic Compounds
  • Analgesics, Opioid
  • Analgesics
  • NTSR2 protein, human