Determination of sinapine in rapeseed pomace extract: Its antioxidant and acetylcholinesterase inhibition properties

Food Chem. 2019 Mar 15:276:768-775. doi: 10.1016/j.foodchem.2018.10.045. Epub 2018 Oct 10.

Abstract

Sinapine is the main secondary metabolite present in rapeseed pomace (RSP) with its concentration being dependent on rapeseed processing, growing conditions, extraction parameters and the country of origin. Here we report, the concentration of sinapine from an extract of defatted RSP harvested in the North East of Scotland. Using liquid chromatography tandem mass spectrometry, the most abundant phenolic compound in the RSP extract was, as expected, sinapine (109.1 mg/g RSP extract). Additionally, sinapic, caffeic, ferulic and syringic acids were identified (0.159-3.91 mg/g RSP extract). Sinapine together with the phenolics at the concentration present in the RSP extract, exhibited ≥50% activity relative to the extract in antioxidant assays. Furthermore, sinapine provided plasmid DNA (pBR322) protection, from 2,2'-azobis(2-amidinopropane) dihydrochloride and inhibited acetylcholinesterase activity by 85%. Molecular docking was utilised to explain the inhibitory activity. RSP can be an excellent source of bioactive compounds for pharmaceuticals, food additive and nutraceutical applications.

Keywords: Acetylcholinesterase (AChE); Antioxidant assays; Canola; LC-MS/MS; Phenolic acids; Plasmid DNA (pBR322); Rapeseed pomace; Sinapine.

MeSH terms

  • Acetylcholinesterase / chemistry
  • Acetylcholinesterase / metabolism
  • Antioxidants / analysis
  • Antioxidants / pharmacology*
  • Brassica rapa / chemistry*
  • Choline / analogs & derivatives*
  • Choline / analysis
  • Choline / chemistry
  • Choline / pharmacology
  • Cholinesterase Inhibitors / analysis
  • Cholinesterase Inhibitors / pharmacology
  • Chromatography, Liquid
  • Gallic Acid / analogs & derivatives
  • Gallic Acid / analysis
  • Molecular Docking Simulation
  • Phenols / analysis
  • Plant Extracts / analysis
  • Plant Extracts / chemistry
  • Scotland
  • Tandem Mass Spectrometry

Substances

  • Antioxidants
  • Cholinesterase Inhibitors
  • Phenols
  • Plant Extracts
  • sinapine
  • Gallic Acid
  • syringic acid
  • Acetylcholinesterase
  • Choline