Lignans from the Twigs of Euonymus alatus (Thunb.) Siebold and Their Biological Evaluation

Chem Biodivers. 2016 Oct;13(10):1391-1396. doi: 10.1002/cbdv.201600083.

Abstract

A new sesquilignan, euonymolin A (1), and six known lignans, (-)-de-O-methylmagnolin (2), (+)-de-O-methylepimagnolin A (3), (+)-syringaresinol (4), (+)-pinoresinol (5), (+)-medioresinol (6), and (+)-lariciresinol 4'-O-β-d-glucopyranoside (7), were isolated from the twigs of Euonymus alatus (Thunb.) Siebold (Celastraceae). The structures of the isolated compounds were elucidated based on spectroscopic analyses, including extensive 1D- and 2D-NMR techniques, HR-MS analysis and circular dichroism (CD) data, and the literature data. All of the isolated compounds were evaluated for antiproliferative activity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines and inhibition of nitric oxide (NO) production in a lipopolysaccharide (LPS)-activated BV2 cell line. All compounds showed cytotoxicity against the SK-MEL-2 cell line with IC50 values of 23.24 - 48.14 μm and inhibited NO production in LPS-activated BV-2 cells with IC50 values of 6.75 - 23.53 μm.

Keywords: Euonymus alatus; Cytotoxicity; Euonymolin A; Lignans; Nitric oxide.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Euonymus / chemistry*
  • Humans
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology*
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis*
  • Plant Stems / chemistry*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents, Phytogenic
  • Lignans
  • Lipopolysaccharides
  • Nitric Oxide