Structure-Based Evolution of G Protein-Biased μ-Opioid Receptor Agonists

Angew Chem Int Ed Engl. 2022 Jun 27;61(26):e202200269. doi: 10.1002/anie.202200269. Epub 2022 Apr 29.

Abstract

The μ-opioid receptor (μOR) is the major target for opioid analgesics. Activation of μOR initiates signaling through G protein pathways as well as through β-arrestin recruitment. μOR agonists that are biased towards G protein signaling pathways demonstrate diminished side effects. PZM21, discovered by computational docking, is a G protein biased μOR agonist. Here we report the cryoEM structure of PZM21 bound μOR in complex with Gi protein. Structure-based evolution led to multiple PZM21 analogs with more pronounced Gi protein bias and increased lipophilicity to improve CNS penetration. Among them, FH210 shows extremely low potency and efficacy for arrestin recruitment. We further determined the cryoEM structure of FH210 bound to μOR in complex with Gi protein and confirmed its expected binding pose. The structural and pharmacological studies reveal a potential mechanism to reduce β-arrestin recruitment by the μOR, and hold promise for developing next-generation analgesics with fewer adverse effects.

Keywords: Drug Discovery; GPCRs; Medicinal Chemistry; Opioids; cryoEM Structure.

Publication types

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

MeSH terms

  • Analgesics, Opioid / chemistry
  • Analgesics, Opioid / pharmacology
  • GTP-Binding Proteins* / metabolism
  • Receptors, Opioid, mu* / metabolism
  • Signal Transduction
  • beta-Arrestins / metabolism
  • beta-Arrestins / pharmacology

Substances

  • Analgesics, Opioid
  • Receptors, Opioid, mu
  • beta-Arrestins
  • GTP-Binding Proteins