Sesquiterpenes and lignans from the flower buds of Daphne genkwa and their nitric oxide inhibitory activities

Nat Prod Res. 2018 Dec;32(24):2893-2899. doi: 10.1080/14786419.2017.1389937. Epub 2017 Oct 20.

Abstract

Chemical investigation of the Daphne genkwa has led to the isolation of four sesquiterpenes (1a/1b, 2 and 3), including one pair of sesquiterpene enantiomers (1a/1b), 1a is a new compound (+)-4-hydroxy-10-epirotundone, and twelve lignans (4-15). Their structures were elucidated by spectroscopic analysis, and the absolute configurations of 1a/1b were determined by CD analysis. All compounds were examined for their inhibitory effects on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in BV-2 microglial cells, and compounds 7-10 exhibited pronounced inhibition on NO production with IC50 values in the range of 5.8-10.2 μM, being more active than the positive control, quercetin (IC50 = 17.0 μM).

Keywords: lignan; nitric oxide; sesquiterpene.

MeSH terms

  • Animals
  • Cell Line
  • Daphne / chemistry*
  • Flowers / chemistry
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Mice
  • Microglia / drug effects
  • Microglia / metabolism
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Stereoisomerism

Substances

  • Lignans
  • Sesquiterpenes
  • Nitric Oxide