Cultivated Winter-Type Lunaria annua L. Seed: Deciphering the Glucosinolate Profile Integrating HPLC, LC-MS and GC-MS Analyses, and Determination of Fatty Acid Composition

Molecules. 2024 Aug 10;29(16):3803. doi: 10.3390/molecules29163803.

Abstract

Lunaria annua L. (Brassicaceae) is an ornamental plant newly identified in Europe as a promising industrial oilseed crop for its valuable very-long-chain monounsaturated fatty acids (MUFAs), especially erucic acid (EA) and nervonic acid (NA). L. annua seeds were obtained from annual winter-type plants selected and cultivated in Northern France. Using a systematic multiple-method approach, we set out to determine the profile and content of glucosinolates (GSLs), which are the relevant chemical tag of Brassicaceae. Intact GSLs were analyzed through a well-established LC-MS method. Identification and quantification were performed by HPLC-PDA of desulfo-GSLs (dGLs) according to the official EU ISO method. Moreover, GSL structures were confirmed by GC-MS analysis of the related isothiocyanates (ITCs). Seven GSLs were identified, directly or indirectly, as follows: 1-methylethyl GSL, (1S)-1-methylpropyl GSL, (Rs)-5-(methylsulfinyl)pentyl GSL, (Rs)-6-(methylsulfinyl)hexyl GSL, (2S)-2-hydroxy-4-pentenyl GSL, 2-phenylethyl GSL, and 1-methoxyindol-3-ylmethyl GSL. In other respects, the FA composition of the seed oil was determined. Results revealed cultivated L. annua seed to be a source of NA-rich oil, and presscake as a valuable coproduct. This presscake is indeed rich in GSLs (4.3% w/w), precursors of promising bioactive molecules for agricultural and nutraceutical applications.

Keywords: Lunaria annua; erucic acid; glucosinolate; isothiocyanate; nervonic acid.

MeSH terms

  • Brassicaceae* / chemistry
  • Chromatography, High Pressure Liquid / methods
  • Fatty Acids* / analysis
  • Fatty Acids* / chemistry
  • Gas Chromatography-Mass Spectrometry* / methods
  • Glucosinolates* / analysis
  • Glucosinolates* / chemistry
  • Liquid Chromatography-Mass Spectrometry
  • Mass Spectrometry / methods
  • Seeds* / chemistry

Substances

  • Glucosinolates
  • Fatty Acids