Stilbenes as κ-selective, non-nitrogenous opioid receptor antagonists.
The natural stilbene pawhuskin A has been shown to function as an opioid receptor antagonist, with preferential binding to the κ receptor. This finding encouraged assembly of a set of analogues to probe the importance of key structural features. Assays on these compounds determined that one (compound 29) shows potent opioid receptor binding activity and significantly improved selectivity for the κ receptor. These studies begin to illuminate the structural features of these non-nitrogenous opioid receptor antagonists that are required for activity.
Department of Chemistry, The University of Iowa , Chemistry Building, Iowa City, Iowa 52242, United States.
Alyssa M
AM
Hartung
John A
JA
Beutler
Hernán A
HA
Navarro
David F
DF
Wiemer
Jeffrey D
JD
Neighbors
D015394:Molecular Structure; D017465:Receptors, Opioid, delta / Q000037:antagonists & inhibitors; D017473:Receptors, Opioid, kappa / Q000037:antagonists & inhibitors*; D017450:Receptors, Opioid, mu / Q000037:antagonists & inhibitors; D013267:Stilbenes / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry / Q000494:pharmacology*
D017465:Receptors, Opioid, delta; D017473:Receptors, Opioid, kappa; D017450:Receptors, Opioid, mu; D013267:Stilbenes; D013729:Terpenes; C482998:pawhuskin A