Picrotoxane Sesquiterpene Glycosides and a Coumarin Derivative from Coriaria nepalensis and Their Neurotrophic Activity

Molecules. 2016 Oct 12;21(10):1344. doi: 10.3390/molecules21101344.

Abstract

Two picrotoxane sesquiterpene lactone glycosides, nepalactones A (1) and B (2), and one new coumarin, nepalarin (3), were isolated from the root barks of the poisonous plant Coriarianepalensis. Their structures were elucidated via HRESIMS and 1D and 2D NMR spectroscopic analyses, and further verified via transformation methods. In addition, compounds 1-3 and five semisynthetic congeners (1a-e) were assayed for the activity to induce neurite outgrowth in rat pheochromocytoma (PC12) cells. As a result, nepalactone A derivative 1c and nepalarin (3) significantly enhanced nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells.

Keywords: Coriaria nepalensis; Coriariaceae; natural products; neurite outgrowth-potentiating activity; neurotrophic activity; picrotoxane; sesquiterpene.

MeSH terms

  • Animals
  • Coumarins / chemistry
  • Coumarins / isolation & purification
  • Coumarins / pharmacology*
  • Drug Synergism
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Magnoliopsida / chemistry*
  • Molecular Structure
  • Nerve Growth Factor / pharmacology
  • Neurites / drug effects*
  • Neurites / metabolism
  • PC12 Cells
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry
  • Plants, Toxic / chemistry
  • Rats
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*

Substances

  • Coumarins
  • Glycosides
  • Plant Extracts
  • Sesquiterpenes
  • Nerve Growth Factor