Neolignan glycosides from Spiraea salicifolia and their inhibitory activity on pro-inflammatory cytokine interleukin-6 production in lipopolysaccharide-stimulated RAW 264.7 cells

Nat Prod Res. 2019 Nov;33(22):3215-3222. doi: 10.1080/14786419.2018.1468329. Epub 2018 May 4.

Abstract

Phytochemical investigation of the ethanol extract from the roots of Spiraea salicifolia L. (Rosaceae) led to the isolation of one new neolignan glycoside, (7S,8R)-3,5-dimethoxy-4',7-epoxy-8,5'-neolignan-3',4,9,9'-tetraol 9-O-α-L-rhamnopyranoside (1), along with two known neolignan glycosides, (7S,8R)-3-methoxy-4',7-epoxy-8,5'-neolignan-3',4,9,9'-tetraol 9-O-α-L-rhamnopyranoside (2) and (7R,8S)-dihydrodehydrodiconiferyl alcohol 9'-O-β-d-glucopyranoside (3). The structural characterisations of the isolated compounds were elucidated by spectroscopic data and comparison with the literatures reported on the chemical constituents from Juniperus communis var. depressa. All compounds were isolated for the first time from the Spiraea genus. Furthermore, the isolated compounds were subjected to assay inhibitory activity on pro-inflammatory cytokine interleukin-6 production in lipopolysaccharide-stimulated RAW 264.7 cells and all the compounds showed anti-inflammatory effects.

Keywords: L.; anti-inflammatory activity; neolignan glycoside.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Interleukin-6 / biosynthesis*
  • Juniperus / chemistry
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Lipopolysaccharides
  • Mice
  • Molecular Structure
  • Phytochemicals / analysis
  • Plant Roots / chemistry
  • RAW 264.7 Cells
  • Spiraea / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Glycosides
  • Interleukin-6
  • Lignans
  • Lipopolysaccharides
  • Phytochemicals