Identification of flavone aglycones and glycosides in soybean pods by liquid chromatography-tandem mass spectrometry

J Chromatogr A. 2003 Mar 28;991(1):61-8. doi: 10.1016/s0021-9673(03)00209-7.

Abstract

High-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry was used to identify flavone aglycones and glycosides in soybean pods. Tandem mass spectrometry (MS-MS and MS-MS-MS) and photodiode array detection were also utilized in flavone characterization. A total of seven flavone aglycones and glycosides were identified. Among them three flavone aglycones--apigenin, 7,4'-dihydroxyflavone, and luteolin--and two flavone glycosides--apigenin-7-O-beta-D-glucoside, and luteolin-7-O-beta-D-glucoside--were unambiguously identified based on their abundant (M+H)+ ions, UV spectra, retention time, and tandem mass spectrometric analysis compared with authentic standards. The tentative identification of two flavone glycosides as 7,4'-dihydroxyflavone-7-O-beta-D-glucoside and apigenin-7-O-beta-D-glucoside-6"-O-malonate was based on UV spectra, (M+H)+ ions, and tandem mass spectrometry. This is the first report identifying flavone aglycones and glycosides in soybean pods.

MeSH terms

  • Apigenin
  • Chromatography, High Pressure Liquid
  • Chromatography, Liquid / methods
  • Flavones
  • Flavonoids / analysis*
  • Flavonoids / chemistry
  • Glucosides / analysis
  • Glucosides / chemistry
  • Glycine max / chemistry*
  • Glycosides / analysis*
  • Glycosides / chemistry
  • Luteolin
  • Molecular Structure
  • Spectrometry, Mass, Electrospray Ionization / methods
  • Spectrophotometry, Ultraviolet

Substances

  • Flavones
  • Flavonoids
  • Glucosides
  • Glycosides
  • Apigenin
  • Luteolin
  • flavone