Understanding the structural requirements of 4-anilidopiperidine analogues for biological activities at μ and δ opioid receptors

Yeon Sun Lee, Joel Nyberg, Sharif Moye, Richard S. Agnes, Peg Davis, Shou wu Ma, Josephine Lai, Frank Porreca, Ruben Vardanyan, Victor J. Hruby

Research output: Contribution to journalArticle

22 Scopus citations

Abstract

New 4-anilidopiperidine analogues in which the phenethyl group of fentanyl was replaced by several aromatic ring-contained amino acids (or acids) were synthesized to study the biological effect of the substituents on μ and δ opioid receptor interactions. These analogues showed broad (47 nM-76 μM) but selective (up to 17-fold) binding affinities at the μ opioid receptor over the δ opioid receptor, as predicted from the message-address concept.

Original languageEnglish (US)
Pages (from-to)2161-2165
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume17
Issue number8
DOIs
StatePublished - Apr 15 2007

Keywords

  • 4-Anilidopiperidine analogues
  • Analgesic effects
  • Dmt-Tic
  • Fentanyl
  • Opioid receptors

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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