In vitro evaluation of flavonoids from Eriodictyon californicum for antagonist activity against the bitterness receptor hTAS2R31

J Agric Food Chem. 2011 Dec 28;59(24):13117-21. doi: 10.1021/jf204359q. Epub 2011 Nov 17.

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.

MeSH terms

  • Eriodictyon / chemistry*
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Plant Leaves / chemistry
  • Receptors, G-Protein-Coupled / antagonists & inhibitors*
  • Taste

Substances

  • Flavonoids
  • Receptors, G-Protein-Coupled
  • TAS2R1 protein, human
  • jaceosidin
  • sakuranetin