title: Flavonoids from Perovskia atriplicifolia and Their in Vitro Displacement of the Respective Radioligands for Human Opioid and Cannabinoid Receptors.
abstract: Bioassay-guided fractionation of the leaves of Perovskia atriplicifolia (Russian sage) resulted in the isolation of four previously known flavonoid derivatives, 5-hydroxy-6,7,3',4'-tetramethoxyflavone (1), 5,7-dihydroxy-6,3',4'-trimethoxyflavone (2), 5-hydroxy-6,7,4'-trimethoxyflavone (3), and 5,7-dihydroxy-6,4'-dimethoxyflavone (4). Compounds 1, 3, and 4 showed displacement of the radioligand for the cloned human δ opioid receptor with Ki values ranging from 3.1 to 26.0 μM. In addition, the binding mode of the compounds in the active site of the δ opioid receptor was investigated through molecular modeling algorithms. This study may have implications in better understanding non-nitrogenous δ opioid receptor ligands.
authors.affiliation: †Department of BioMolecular Sciences, Division of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
authors.forename: Amer
authors.initials: A
authors.lastname: Tarawneh
authors.affiliation: †Department of BioMolecular Sciences, Division of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
authors.forename: Francisco
authors.initials: F
authors.lastname: León
authors.affiliation: †Department of BioMolecular Sciences, Division of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
authors.forename: Sara
authors.initials: S
authors.lastname: Pettaway
authors.affiliation: ‡Institute for Computational Molecular Science and Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, United States.
authors.forename: Khaled M
authors.initials: KM
authors.lastname: Elokely
authors.affiliation: ‡Institute for Computational Molecular Science and Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, United States.
authors.forename: Michael L
authors.initials: ML
authors.lastname: Klein
authors.affiliation: †Department of BioMolecular Sciences, Division of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
authors.forename: Janet
authors.initials: J
authors.lastname: Lambert
authors.affiliation: §Department of Biochemistry, Bolan Medical College, Quetta, Pakistan.
authors.forename: Arsala
authors.initials: A
authors.lastname: Mansoor
authors.affiliation: †Department of BioMolecular Sciences, Division of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi 38677, United States.
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Cutler
mesh_terms: D047309:Flavones / Q000737:chemistry / Q000302:isolation & purification; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D066298:In Vitro Techniques; D019686:Lamiaceae / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010154:Pakistan; D018515:Plant Leaves / Q000737:chemistry; D043882:Receptors, Cannabinoid / Q000187:drug effects*; D017465:Receptors, Opioid, delta / Q000187:drug effects
chemical_list: C522638:5,7-dihydroxy-6,3',4'-trimethoxyflavone; C522637:5,7-dihydroxy-6,4'-dimethoxyflavone; D047309:Flavones; D005419:Flavonoids; D008024:Ligands; D043882:Receptors, Cannabinoid; D017465:Receptors, Opioid, delta; C014049:salvigenin