Two new γ-pyrone glucosides from Paeonia albiflora

J Asian Nat Prod Res. 2016;18(2):153-8. doi: 10.1080/10286020.2015.1082548. Epub 2015 Oct 11.

Abstract

Two new γ-pyrone glucosides, along with three known compounds, were isolated from the roots of Paeonia albiflora, and their structures were elucidated by spectral experiments, chemical analysis, and comparison with literature data. The structures of the new compounds were established as 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside (1), and 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-galloyl-β-D-glucopyranoside (2). The inhibitory activity on the release of TNF-α of compounds 1-5 was evaluated in vitro. This is the first report of the presence of γ-pyrone glucoside in P. albiflora.

Keywords: Paeonia albiflora; chemical constituents; γ-pyrone glucosides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Paeonia / chemistry*
  • Plant Roots / chemistry
  • Pyrones / chemistry
  • Pyrones / isolation & purification*
  • Stereoisomerism
  • Tumor Necrosis Factor-alpha / drug effects

Substances

  • 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
  • 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-galloyl-beta-D-glucopyranoside
  • Drugs, Chinese Herbal
  • Glucosides
  • Pyrones
  • Tumor Necrosis Factor-alpha