An Unusual Tetrahydrofuran Lignan from the Roots of Zanthoxylum planispinum and the Potential Anti-inflammatory Effects

Chem Biodivers. 2017 Jan;14(1). doi: 10.1002/cbdv.201600214. Epub 2017 Jan 3.

Abstract

An unusual tetrahydrofuran lignin, zanthplanispine (1), together with 14 known lignans (2 - 15) were isolated from the AcOEt-soluble fraction from the MeOH extract of Z. planispinum roots. The structures of 1 was elucidated on the basis of 1D- and 2D-NMR experiments as well as HR-ESI-MS analysis. The known compounds were identified by the comparison of their NMR data with previously reported in the literatures. Bioassay showed that compounds 1 - 4 could inhibit nitric oxide (NO) production in lipopolysaccharide (LPS) stimulated RAW 264.7 cells. In particular, compound 1 showed significant inhibitory activity with an IC50 value of 36.8 μm.

Keywords: Zanthoxylum planispinum; Anti-inflammatory activity; Tetrahydrofuran lignan; Zanthplanispine.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Furans
  • Inhibitory Concentration 50
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Mice
  • Nitric Oxide / antagonists & inhibitors
  • Plant Extracts / chemistry
  • Plant Roots / chemistry
  • RAW 264.7 Cells
  • Zanthoxylum / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Furans
  • Lignans
  • Plant Extracts
  • Nitric Oxide
  • tetrahydrofuran