Synthesis and opioid activity of novel 6-ketolevorphanol derivatives

Zsuzsanna Gyulai, Antal Udvardy, A. Bényei, Jakub Fichna, Katarzyna Gach, Martin Storr, Géza Tóth, S. Antus, Sándor Berényi, Anna Janecka, Attila Siposa

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Novel 6-ketolevorphanol analogs with diverse substitution patterns at ring C were synthesized and their binding affinities at the μ, δ and κ opioid receptors were investigated. The in vitro activity of the new analogs was then evaluated in the functional assay based on the electrically-stimulated contractions of the mouse ileum. It was shown that analogs with δ7,8 bond had no significant potency at any of the opioid receptor types. In contrast, analogs with the saturated ring C were either potent κ agonist or antagonist depending on the absence or presence of the hydroxyl group in position 14.

Original languageEnglish
Pages (from-to)1-10
Number of pages10
JournalMedicinal Chemistry
Volume9
Issue number1
Publication statusPublished - Feb 2013

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Opioid Receptors
Opioid Analgesics
Ileum
Hydroxyl Radical
In Vitro Techniques

Keywords

  • Agonist
  • Analgesics
  • Antagonist
  • Binding Assay
  • Opioid receptors

ASJC Scopus subject areas

  • Drug Discovery

Cite this

Gyulai, Z., Udvardy, A., Bényei, A., Fichna, J., Gach, K., Storr, M., ... Siposa, A. (2013). Synthesis and opioid activity of novel 6-ketolevorphanol derivatives. Medicinal Chemistry, 9(1), 1-10.

Synthesis and opioid activity of novel 6-ketolevorphanol derivatives. / Gyulai, Zsuzsanna; Udvardy, Antal; Bényei, A.; Fichna, Jakub; Gach, Katarzyna; Storr, Martin; Tóth, Géza; Antus, S.; Berényi, Sándor; Janecka, Anna; Siposa, Attila.

In: Medicinal Chemistry, Vol. 9, No. 1, 02.2013, p. 1-10.

Research output: Contribution to journalArticle

Gyulai, Z, Udvardy, A, Bényei, A, Fichna, J, Gach, K, Storr, M, Tóth, G, Antus, S, Berényi, S, Janecka, A & Siposa, A 2013, 'Synthesis and opioid activity of novel 6-ketolevorphanol derivatives', Medicinal Chemistry, vol. 9, no. 1, pp. 1-10.
Gyulai Z, Udvardy A, Bényei A, Fichna J, Gach K, Storr M et al. Synthesis and opioid activity of novel 6-ketolevorphanol derivatives. Medicinal Chemistry. 2013 Feb;9(1):1-10.
Gyulai, Zsuzsanna ; Udvardy, Antal ; Bényei, A. ; Fichna, Jakub ; Gach, Katarzyna ; Storr, Martin ; Tóth, Géza ; Antus, S. ; Berényi, Sándor ; Janecka, Anna ; Siposa, Attila. / Synthesis and opioid activity of novel 6-ketolevorphanol derivatives. In: Medicinal Chemistry. 2013 ; Vol. 9, No. 1. pp. 1-10.
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