Biological active analogues of the opioid peptide biphalin: Mixed α/β3-peptides

Adriano Mollica, Francesco Pinnen, Roberto Costante, Marcello Locatelli, Azzurra Stefanucci, Stefano Pieretti, Peg Davis, Josephine Lai, David Rankin, Frank Porreca, Victor J. Hruby

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

Natural residues of the dimeric opioid peptide Biphalin were replaced by the corresponding homo-β3 amino acids. The derivative 1 containing hβ3 Phe in place of Phe showed good μ- and δ-receptor affinities (Kiδ = 0.72 nM; K iμ = 1.1 nM) and antinociceptive activity in vivo together with an increased enzymatic stability in human plasma.

Original languageEnglish (US)
Pages (from-to)3419-3423
Number of pages5
JournalJournal of Medicinal Chemistry
Volume56
Issue number8
DOIs
StatePublished - Apr 25 2013

    Fingerprint

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

Mollica, A., Pinnen, F., Costante, R., Locatelli, M., Stefanucci, A., Pieretti, S., Davis, P., Lai, J., Rankin, D., Porreca, F., & Hruby, V. J. (2013). Biological active analogues of the opioid peptide biphalin: Mixed α/β3-peptides. Journal of Medicinal Chemistry, 56(8), 3419-3423. https://doi.org/10.1021/jm301456c