Partial retro-inverso, retro, and inverso modifications of hydrazide linked bifunctional peptides for opioid and cholecystokinin (CCK) receptors

Sun Lee Yeon, Richard S. Agnes, Peg Davis, Shou Wu Ma, Hamid Badghisi, Josephine Lai, Frank Porreca, Victor J. Hruby

Research output: Contribution to journalArticle

22 Scopus citations

Abstract

Partially modified retro-inverso, retro, and inverso isomers of hydrazide linked bifunctional peptides were designed, synthesized, and evaluated for bioactivities at δ/μ opioid receptors and CCK-1/CCK-2 receptors. All modifications of the CCK pharmacophore moiety affected bioactivities for the CCK-1 and CCK-2 receptors (up to 180-fold increase in the binding affinity with higher selectivity) and for the δ and μ opioid receptors. The results indicate that the opioid and CCK pharmacophores in one molecule interact with each other to induce topographical changes for both pharmacophores.

Original languageEnglish (US)
Pages (from-to)165-168
Number of pages4
JournalJournal of Medicinal Chemistry
Volume50
Issue number1
DOIs
StatePublished - Jan 1 2007

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Fingerprint Dive into the research topics of 'Partial retro-inverso, retro, and inverso modifications of hydrazide linked bifunctional peptides for opioid and cholecystokinin (CCK) receptors'. Together they form a unique fingerprint.

  • Cite this