Affinity profiles of novel δ-receptor selective benzofuran derivatives of non-peptide opioids

Mariana Spetea, Simon T. Nevin, Sándor Hosztafi, A. Rónai, Geza Tóth, A. Borsodi

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Highly selective heterocyclic opioid ligands with potent δ-antagonist activity have been developed on the basis of the 'message-address' concept. Using this strategy, benzofuran derivatives corresponding to the non- selective opioid antagonist, naloxone, and to the μ-opioid receptor selective agonists, oxymorphone and oxycodone, were synthesized. In vitro opioid receptor binding profiles and agonist/antagonist character of these compounds were determined in rat brain membrane preparations with highly selective radioligands. All three benzofuran derivatives displayed high affinities for the δ-opioid receptor, much less potency toward the μ- binding site, and were the least effective at the κ-site. The results indicated that the addition of the bezofuran moiety to these fused ring opioids confers δ-receptor selectivity. The Na+ indices suggested a partial agonist character for oxymorphone- and oxycodone-benzofuran, and an antagonist character for naloxone-benzofuran. These compounds were capable of irreversible inhibition of opioid binding sites in a dose-dependent.

Original languageEnglish
Pages (from-to)1211-1216
Number of pages6
JournalNeurochemical Research
Volume23
Issue number9
DOIs
Publication statusPublished - 1998

Fingerprint

Opioid Receptors
Opioid Analgesics
Oxymorphone
Oxycodone
Derivatives
Naloxone
Binding Sites
Narcotic Antagonists
Rats
Brain
Ligands
Membranes
benzofuran

Keywords

  • δ-selectivity
  • Binding
  • Naloxone-benzofuran
  • Opioid receptor
  • Oxycodone- benzofuran
  • Oxymorphone-benzofuran

ASJC Scopus subject areas

  • Neuroscience(all)
  • Biochemistry

Cite this

Affinity profiles of novel δ-receptor selective benzofuran derivatives of non-peptide opioids. / Spetea, Mariana; Nevin, Simon T.; Hosztafi, Sándor; Rónai, A.; Tóth, Geza; Borsodi, A.

In: Neurochemical Research, Vol. 23, No. 9, 1998, p. 1211-1216.

Research output: Contribution to journalArticle

Spetea, Mariana ; Nevin, Simon T. ; Hosztafi, Sándor ; Rónai, A. ; Tóth, Geza ; Borsodi, A. / Affinity profiles of novel δ-receptor selective benzofuran derivatives of non-peptide opioids. In: Neurochemical Research. 1998 ; Vol. 23, No. 9. pp. 1211-1216.
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