Triterpenoid saponins with anti-inflammatory activities from Ilex pubescens roots

Phytochemistry. 2017 Feb:134:122-132. doi: 10.1016/j.phytochem.2016.11.012. Epub 2016 Nov 30.

Abstract

Seven triterpenoid saponins, named ilexsaponin I-O, along with twelve known ones, were isolated from the roots of Ilex pubescens. The structures of all compounds were elucidated by use of extensive spectroscopic methods (IR, HR-ESI-MS, and 1D and 2D NMR). Sugar residues obtained after acid hydrolysis were identified by TLC and HPLC. The in vitro anti-inflammatory effects of the triterpenoid saponins were also evaluated in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages. Among the isolated saponins, seven compounds were shown to inhibit LPS-induced nitric oxide (NO) and prostaglandin E2 (PGE2) production by suppressing the expression of inducible NO synthase (iNOS) and cyclooxygenase-2 (COX-2), respectively, in LPS-stimulated RAW 264.7 cells. Ilexsaponin I and β-d-glucopyranosyl 3-β-[β-d-xylopyranosyl-(1 → 2)-β-d-glucopyranosyloxy]-olea-12-en-28-oate exerted more potent anti-inflammatory effects than the other compounds tested.

Keywords: Anti-inflammatory; Aquifoliaceae; Ilex pubescens; RAW 264.7 macrophages; Triterpenoid saponins.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Cyclooxygenase Inhibitors / chemistry
  • Cyclooxygenase Inhibitors / isolation & purification*
  • Cyclooxygenase Inhibitors / pharmacology*
  • Dinoprostone / antagonists & inhibitors
  • Ilex / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Plant Roots / chemistry
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Saponins / pharmacology*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Cyclooxygenase Inhibitors
  • Lipopolysaccharides
  • Saponins
  • Triterpenes
  • NOS2 protein, human
  • Nitric Oxide Synthase Type II
  • Dinoprostone