title: Synthesis and opioid activity of novel 6-substituted-6-demethoxy-ethenomorphinans.
abstract: A set of novel 6-substituted orvinols was synthesized and pharmacologically characterized in order to explore the effect of the polarity and steric effects of these new moieties on the opioid activity. It was revealed that longer 6-O-alkyl chains led to increased agonistic activities, while the lack of C6-etheral oxygen gave rise to an antagonistic profile at the opioid receptors in the mouse ileum.
authors.affiliation: Department of Organic Chemistry, University of Debrecen, PO Box 20, H-4010, Debrecen, Hungary.
authors.forename: Barbara
authors.initials: B
authors.lastname: Czakó
authors.forename: János
authors.initials: J
authors.lastname: Marton
authors.forename: Sándor
authors.initials: S
authors.lastname: Berényi
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Gach
authors.forename: Jakub
authors.initials: J
authors.lastname: Fichna
authors.forename: Martin
authors.initials: M
authors.lastname: Storr
authors.forename: Géza
authors.initials: G
authors.lastname: Tóth
authors.forename: Attila
authors.initials: A
authors.lastname: Sipos
authors.forename: Anna
authors.initials: A
authors.lastname: Janecka
mesh_terms: D000701:Analgesics, Opioid / Q000494:pharmacology*; D000818:Animals; D015195:Drug Design; D007082:Ileum / Q000187:drug effects* / Q000502:physiology; D008297:Male; D051379:Mice; D015394:Molecular Structure; D009119:Muscle Contraction / Q000187:drug effects*; D009130:Muscle, Smooth / Q000187:drug effects* / Q000502:physiology; D009292:Narcotic Antagonists / Q000494:pharmacology*; D011957:Receptors, Opioid / Q000819:agonists; D017450:Receptors, Opioid, mu / Q000819:agonists
chemical_list: D000701:Analgesics, Opioid; D009292:Narcotic Antagonists; D011957:Receptors, Opioid; D017450:Receptors, Opioid, mu