Flavonoids from Perovskia atriplicifolia and Their in Vitro Displacement of the Respective Radioligands for Human Opioid and Cannabinoid Receptors

J Nat Prod. 2015 Jun 26;78(6):1461-5. doi: 10.1021/acs.jnatprod.5b00218. Epub 2015 Jun 2.

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.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Flavones / chemistry
  • Flavones / isolation & purification
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Humans
  • In Vitro Techniques
  • Lamiaceae / chemistry*
  • Ligands
  • Molecular Structure
  • Pakistan
  • Plant Leaves / chemistry
  • Receptors, Cannabinoid / drug effects*
  • Receptors, Opioid, delta / drug effects

Substances

  • 5,7-dihydroxy-6,3',4'-trimethoxyflavone
  • 5,7-dihydroxy-6,4'-dimethoxyflavone
  • Flavones
  • Flavonoids
  • Ligands
  • Receptors, Cannabinoid
  • Receptors, Opioid, delta
  • salvigenin