High-performance liquid chromatography-diode array detection/electrospray ionization mass spectrometry for the simultaneous analysis of cis-, trans- and dihydro-2-glucosyloxycinnamic acid derivatives from Dendrobium medicinal plants

Rapid Commun Mass Spectrom. 2007;21(12):1833-40. doi: 10.1002/rcm.3025.

Abstract

Sensitive, selective and reliable high-performance liquid chromatography (HPLC)-diode array detection (DAD)/electrospray ionization multi-stage mass spectrometry (ESI-MSn) methods have been developed for the characterization of nine 2-glucosyloxycinnamic acid derivatives and quantitative analysis of three of the major 2-glucosyloxycinnamic acids, cis-melilotoside, trans-melilotoside and dihydromelilotoside, present in Dendrobium medicinal plants. The identities of the latter three major 2-glucosyloxycinnamic acids were confirmed by comparing their retention times, UV and mass spectra with those of the reference standards. The characteristic ESI-MSn fragmentation patterns of the remaining six 2-glucosyloxycinnamic acid derivatives, which are similar to the three major compounds, have allowed the putative elucidation of their structures. The concentrations of the cis-, trans- and dihydromelilotosides were simultaneously determined by HPLC/ESI-MS2 using the multiple reaction monitoring (MRM) mode in extracts of Dendrobium species. The method was validated with respect to the overall intra- and inter-day variation (RSD less than 8%) and the limits of quantification for the cis-, trans- and dihydromelilotosides were 0.09, 0.09 and 0.01 microg/mL, respectively.

Publication types

  • Research Support, Non-U.S. Gov't
  • Validation Study

MeSH terms

  • Chromatography, High Pressure Liquid / methods*
  • Cinnamates / analysis*
  • Cinnamates / chemistry
  • Dendrobium / chemistry*
  • Drugs, Chinese Herbal / analysis
  • Drugs, Chinese Herbal / chemistry*
  • Glucosides / analysis*
  • Glucosides / chemistry
  • Plants, Medicinal / chemistry
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Stereoisomerism

Substances

  • 2-glucosyloxycinnamic acid
  • Cinnamates
  • Drugs, Chinese Herbal
  • Glucosides