Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships.
Flavonoids have been recognized as the active ingredients of many medicinal plant extracts due to interactions with proteins via phenolic groups and low toxicity. Here, we report the investigation of the flavonoid core as a potential new scaffold for the development of opioid receptor ligands. Biological results suggest that stereochemistry of the C2 and C3 positions is important for antagonist activity and selectivity. Our results also suggest that the actions of Hypericum perforatum may be mediated in part by opioid receptors.
Division of Medicinal & Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, Iowa 52242, USA.
Peter L
PL
Katavic
Kenneth
K
Lamb
Hernan
H
Navarro
Thomas E
TE
Prisinzano
D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000493:pharmacokinetics / Q000494:pharmacology*; D006801:Humans; D020902:Hypericum / Q000737:chemistry*; D008024:Ligands; D009292:Narcotic Antagonists; D010946:Plants, Medicinal / Q000737:chemistry*; D011957:Receptors, Opioid / Q000187:drug effects; D017473:Receptors, Opioid, kappa / Q000187:drug effects; D013329:Structure-Activity Relationship
D005419:Flavonoids; D008024:Ligands; D009292:Narcotic Antagonists; D011957:Receptors, Opioid; D017473:Receptors, Opioid, kappa