Effect of linker substitution on the binding of butorphan univalent and bivalent ligands to opioid receptors

Bioorg Med Chem Lett. 2010 Mar 1;20(5):1507-9. doi: 10.1016/j.bmcl.2010.01.101. Epub 2010 Jan 25.

Abstract

A series of bivalent hydroxy ether butorphan ligands were prepared and their binding affinities at the opioid receptors determined. Addition of a hydroxy group to a hydrocarbon chain can potentiate binding affinity up to 27- and 86-fold at the mu and kappa opioid receptors, respectively. Two bivalent ligands with sub-nanomolar binding affinity at the mu and kappa opioid receptors were discovered.

Publication types

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

MeSH terms

  • Analgesics / chemical synthesis
  • Analgesics / chemistry*
  • Analgesics / pharmacology
  • Animals
  • CHO Cells
  • Cricetinae
  • Cricetulus
  • Ligands*
  • Morphinans / chemical synthesis
  • Morphinans / chemistry*
  • Morphinans / pharmacology
  • Protein Binding
  • Receptors, Opioid, kappa / antagonists & inhibitors
  • Receptors, Opioid, kappa / metabolism*
  • Receptors, Opioid, mu / antagonists & inhibitors
  • Receptors, Opioid, mu / metabolism*

Substances

  • Analgesics
  • Ligands
  • Morphinans
  • Receptors, Opioid, kappa
  • Receptors, Opioid, mu
  • butorphan