Identification and Structural Analysis of Spirostanol Saponin from Yucca schidigera by Integrating Silica Gel Column Chromatography and Liquid Chromatography/Mass Spectrometry Analysis

Molecules. 2020 Aug 24;25(17):3848. doi: 10.3390/molecules25173848.

Abstract

Yucca schidigera Roezl (Mojave), a kind of ornamental plant belonging to the Yucca genus (Agavaceae), whose extract exhibits important roles in food, beverage, cosmetic and feed additives owing to its rich spirostanol saponins. To provide a comprehensive chemical profiling of the spirostanol saponins in it, this study was performed by using a multi-phase liquid chromatography method combining a reversed phase chromatography T3 column with a normal phase chromatography silica column for the separation and an ESI-Q-Exactive-Orbitrap MS in positive ion mode as the detector. By comparing the retention time and ion fragments with standards, thirty-one spirostanol saponins were identified. In addition, according to the summary of the chromatographic retention behaviors and the MS/MS cleavage patterns and biosynthetic pathway, another seventy-nine spirostanol saponins were speculatively identified, forty ones of which were potentially new ones. Moreover, ten novel spirostanol saponins (three pairs of (25R/S)-spirostanol saponin isomer mixtures) were targeted for isolation to verify the speculation. Then, the comprehensive chemical profiling of spirostanol saponins from Y. schidigera was reported here firstly.

Keywords: Yucca schidigera Roezl (Mojave); chemical constituents profiling; multi-phase liquid chromatography; normal phase chromatography silica column separation; reversed phase liquid chromatography/mass spectrometry analysis; spirostanol saponins.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Plant Extracts / chemistry*
  • Saponins* / chemistry
  • Saponins* / isolation & purification
  • Silica Gel
  • Spirostans* / chemistry
  • Spirostans* / isolation & purification
  • Tandem Mass Spectrometry
  • Yucca / chemistry*

Substances

  • Plant Extracts
  • Saponins
  • Spirostans
  • Silica Gel