6,8-di-C-glycosyl flavones with β-furanoarabinose from Scutellaria baicalensis and their anti-inflammatory activities

Nat Prod Res. 2019 May;33(9):1243-1250. doi: 10.1080/14786419.2018.1466126. Epub 2018 Apr 23.

Abstract

Two flavone di-C-glycosides, a pair of isomers, were isolated from Scutellaria baicalensis. The structures of compounds 1 and 2 were elucidated by means of physical data, including 1D and 2D NMR and HR-ESI-MS. Supporting theoretical calculations of the compound conformational landscape has also been conducted for geometry optimization. This is the first report of the natural occurrence of β-furanoarabinoside. In addition, the effects of compounds 1 and 2 on NO, pro-inflammatory cytokines, PGE2 and COX-2 levels were measured in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells. The pair of isomers exhibited significant inhibitory effects on inflammation.

Keywords: -furanoarabinose; anti-inflammation.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology*
  • Dinoprostone / biosynthesis
  • Flavones / chemistry
  • Flavones / isolation & purification*
  • Flavones / pharmacology
  • Interleukin-6 / biosynthesis
  • Lipopolysaccharides / pharmacology
  • Mice
  • RAW 264.7 Cells
  • Scutellaria baicalensis / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Flavones
  • Interleukin-6
  • Lipopolysaccharides
  • Dinoprostone