Nitric Oxide Production Inhibitory Eudesmane-Type Sesquiterpenoids from Artemisia argyi

Chem Biodivers. 2020 Jul;17(7):e2000238. doi: 10.1002/cbdv.202000238. Epub 2020 Jun 23.

Abstract

Six new eudesmane-type sesquiterpene derivatives, artemargyinins A-F were isolated from the leaves of Artemisia argyi. Their structures were elucidated based on the extensive analysis of spectroscopic data. Artemargyinins A-F feature a lactone ring-opening eudesmane-type sesquiterpene with an isoprenoid group at C(8). All compounds were tested for their inhibitory effects on lipopolysaccharide-induced nitric oxide (NO) production in RAW264.7 macrophages. Artemargyinins A-F showed more potent NO production inhibitory activity with IC50 values ranging from 7.66±0.53 to 61.19±2.54 μM than the positive control quercetin (IC50 =74.34±1.39 μM). Among them, artemargyinins C and D exhibited strong inhibitory activity with IC50 values of 8.08±0.21 and 7.66±0.53 μM, respectively.

Keywords: Artemisia argyi; NO production inhibition; artemargyinins A-F; eudesmane; sesquiterpenoid.

MeSH terms

  • Animals
  • Artemisia / chemistry*
  • Cell Survival / drug effects
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plant Leaves / chemistry
  • RAW 264.7 Cells
  • Sesquiterpenes, Eudesmane / chemistry
  • Sesquiterpenes, Eudesmane / isolation & purification
  • Sesquiterpenes, Eudesmane / pharmacology*
  • Structure-Activity Relationship

Substances

  • Lipopolysaccharides
  • Plant Extracts
  • Sesquiterpenes, Eudesmane
  • Nitric Oxide