title: In vitro evaluation of flavonoids from Eriodictyon californicum for antagonist activity against the bitterness receptor hTAS2R31.
abstract: The leaves of the native North American plant, Eriodictyon californicum, were once used to mask the bitter taste of pharmaceuticals, an application currently of importance. Ten flavonoids (1-10) were isolated from the leaves of E. californicum, of which the structure and absolute configuration of 6-methoxyhesperetin (8) were assigned for the first time. In addition, the absolute configurations at C-2 were established for 4'-isobutyrylhomoeriodictyol (3) and 6-methoxyhomoeriodictyol (7). Using a cell-based assay, it was determined that the 7-methoxylated flavanones, sakuranetin (2) and 6-methoxysakuranetin (9), and the flavone, jaceosidin (10), are antagonists of hTAS2R31.
authors: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, 500 West 12th Avenue, Columbus, Ohio 43210, United States.
authors: Joshua N
authors: JN
authors: Fletcher
authors: A Douglas
authors: AD
authors: Kinghorn
authors: Jay P
authors: JP
authors: Slack
authors: T Scott
authors: TS
authors: McCluskey
authors: Amy
authors: A
authors: Odley
authors: Zhonghua
authors: Z
authors: Jia
mesh_terms: D031322:Eriodictyon / Q000737:chemistry*; D005419:Flavonoids / Q000302:isolation & purification / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D043562:Receptors, G-Protein-Coupled / Q000037:antagonists & inhibitors*; D013649:Taste; D000094162:Phytoalexins
chemical_list: D005419:Flavonoids; D043562:Receptors, G-Protein-Coupled; C568609:TAS2R1 protein, human; C477508:jaceosidin; C099724:sakuranetin; D000094162:Phytoalexins