Phenolic glycosides from Sanguisorba officinalis and their anti-inflammatory effects

Nat Prod Res. 2022 Apr;36(8):2097-2104. doi: 10.1080/14786419.2020.1849202. Epub 2020 Nov 18.

Abstract

Two new phenolic glycosides 7R,8R-threo-4,7,9,9'-tetrahydroxy-3-methoxy-8-O-4'-neolignan-3'-O-(3''-α-L-arabinofuranosyl)-β-D-glucopyranoside. (1), 4-(4'-hydroxyphenyl)-2-butanone-4''-O-(6-β-D-xylosyl)-β-D-glucopyranoside (2), along with two known related analogues 7R,8R-threo-4,7,9,9'-tetrahydroxy-3-methoxy-8-O-4'-neolignan-3'-O-β-D-glucopyranoside (3), 4-(4'-hydroxyphenyl)-2-butanone-4'-O-β-D-glucopyranoside (4) were obtained from the roots of Sanguisorba officinalis. Combined with acid hydrolysis derivatization, the absolute configurations of these new compounds were elucidated by comprehensive analyses of spectroscopic data including nuclear magnetic resonance (NMR), electrospray ionization high resolution mass (HRESIMS) as well as circular dichroism (CD). Compounds 1-4 exhibited anti-inflammatory properties in vitro by attenuating the production of inflammatory mediators, such as nitric oxide (NO) as well as tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6).

Keywords: Sanguisorba officinalis; anti-inflammatory effects; phenolic glycosides; structural elucidation.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Glycosides / chemistry
  • Lignans* / chemistry
  • Molecular Structure
  • Plant Roots / chemistry
  • Sanguisorba* / chemistry

Substances

  • Anti-Inflammatory Agents
  • Glycosides
  • Lignans