Stilbene Glycoside Oligomers from the Roots of Polygonum multiflorum

Chem Biodivers. 2019 Jun;16(6):e1900192. doi: 10.1002/cbdv.201900192. Epub 2019 Jun 3.

Abstract

Five new trans-2,3,5,4'-tetrahydroxystilbene 2-O-β-d-glucopyranoside (TSG)-based stilbene glycoside oligomers (1-5) were isolated from the roots of Polygonum multiflorum. Their structures were elucidated by comprehensive spectroscopic analyses and chemical evidences. The absolute configurations of 1, 2, 4, and 5 were established by quantum-chemical electronic circular dichroism (ECD) calculations. Putative biosynthetic pathways of 1-5 were proposed using TSG as the key precursor. In addition, compounds 1 (multiflorumiside H) and 3 (multiflorumiside J) exhibited moderate inhibitory activities against NO production in LPS-stimulated RAW264.7 cells.

Keywords: Polygonum multiflorum; TSG; anti-inflammatory activity; biological activity; oligomeric stilbene; phytochemistry.

MeSH terms

  • Animals
  • Circular Dichroism
  • Fallopia multiflora / chemistry*
  • Fallopia multiflora / metabolism
  • Glycosides / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / cytology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Conformation
  • Nitric Oxide / metabolism
  • Oligosaccharides / chemistry*
  • Oligosaccharides / isolation & purification
  • Oligosaccharides / pharmacology
  • Plant Roots / chemistry*
  • Plant Roots / metabolism
  • RAW 264.7 Cells
  • Stilbenes / chemistry*

Substances

  • Glycosides
  • Lipopolysaccharides
  • Oligosaccharides
  • Stilbenes
  • Nitric Oxide