HPLC coupled with quadrupole time of flight tandem mass spectrometry for analysis of glycosylated components from the fresh flowers of two congeneric species: Robinia hispida L. and Robinia pseudoacacia L

J Sep Sci. 2021 Apr;44(7):1537-1551. doi: 10.1002/jssc.202001068. Epub 2021 Jan 15.

Abstract

Developing methods for the systematic and rapid identification of the chemical compositions of fresh plant tissues has long attracted the attention of phytochemists and pharmacologists. In the present study, based on highly efficient sample pretreatment and high-throughput analysis of high-performance liquid chromatography coupled with quadrupole time of flight tandem mass spectrometry data using molecular networks, a method was developed for systematically analyzing the chemical constituents of the fresh flowers of Robinia hispida L. and Robina pseudoacacia L., two congeneric ornamental species that lack prior consideration. A total of 44 glycosylated structures were characterized. And on the basis of establishing of the fragmentation pathways of 11 known flavonoid glycosides, together with the molecular networking analysis, 18 other ions of flavonoid glycosides in five classes were clustered. Moreover, 15 soyasaponins/triterpenoid glycosides were tentatively identified by comparison of their tandem mass spectrometry characteristic ions with those reported in the literature or the online Global Natural Product Social Molecular Networking database. The water extracts were separated by flash chromatography, which resulted in the discovery of one new compound, named rohispidascopolin, along with five known entities. The pharmacological targets were predicted by SwissTargetPrediction.

Keywords: Robinia hispida L.; Robinia pseudoacacia L.; flavonoid glycosides; molecular networking; rohispidascopolin.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Flavonoids / analysis*
  • Flowers / chemistry*
  • Glycosides / analysis*
  • Glycosylation
  • Robinia / chemistry*
  • Species Specificity
  • Tandem Mass Spectrometry

Substances

  • Flavonoids
  • Glycosides