A Complete Survey of Glycoalkaloids Using LC-FTICR-MS and IRMPD in a Commercial Variety and a Local Landrace of Eggplant (Solanum melongena L.) and their Anticholinesterase and Antioxidant Activities

Toxins (Basel). 2019 Apr 19;11(4):230. doi: 10.3390/toxins11040230.

Abstract

Eggplant contains glycoalkaloids (GAs), a class of nitrogen-containing secondary metabolites of great structural variety that may have both adverse and beneficial biological effects. In this study, we performed a complete survey of GAs and their malonylated form, in two genotypes of eggplants: A commercial cultivated type, Mirabella (Mir), with purple peel and bitter taste and a local landrace, named Melanzana Bianca di Senise (Sen), characterized by white peel with purple strip and a typical sweet aroma. Besides the analysis of their morphological traits, nineteen glycoalkaloids were tentatively identified in eggplant berry extracts based upon LC-ESI-FTICR-MS analysis using retention times, elution orders, high-resolution mass spectra, as well as high-resolution fragmentation by IRMPD. The relative signal intensities (i.e., ion counts) of the GAs identified in Mir and Sen pulp extracts showed as solamargine, and its isomers are the most abundant. In addition, anticholinesterase and antioxidant activities of the extracts were evaluated. Pulp tissue was found to be more active in inhibiting acetylcholinesterase enzyme than peel showing an inhibitory effect higher than 20% for Mir pulp. The identification of new malonylated GAs in eggplant is proposed.

Keywords: Solanum melongena L.; acetylcholinesterase; antioxidant; glycoalkaloids; malonyl-solamargine; malonylated form; secondary metabolites; solamargine; solasonine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism
  • Alkaloids* / analysis
  • Alkaloids* / chemistry
  • Alkaloids* / pharmacology
  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • Biphenyl Compounds / chemistry
  • Cholinesterase Inhibitors* / chemistry
  • Cholinesterase Inhibitors* / pharmacology
  • Chromatography, Liquid / methods
  • Fruit / chemistry
  • Lipid Peroxidation / drug effects
  • Mass Spectrometry / methods
  • Picrates / chemistry
  • Plant Extracts* / chemistry
  • Plant Extracts* / pharmacology
  • Solanum melongena*

Substances

  • Alkaloids
  • Antioxidants
  • Biphenyl Compounds
  • Cholinesterase Inhibitors
  • Picrates
  • Plant Extracts
  • 1,1-diphenyl-2-picrylhydrazyl
  • Acetylcholinesterase