Abstract
A reliable and sensitive on-line high-performance liquid chromatography (HPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS/MS) method has been optimized and established for the analysis of polyprenylated xanthones in the plant Garcinia xipshuanbannaensis. Collision induced MS/MS techniques were used to fragment the precursor molecular ions and MS/MS/MS techniques based on cone voltage fragmentation were used to further break down the resulting product ions sequentially. It was found that Retro-Diels-Alder rearrangement occurred from the xanthone skeleton in the MS/MS/MS process and produced characteristic fragment ions, which are useful for differentiating some positional isomers containing the prenyl unit on the A ring or B ring. Complementary fragmentation information, for instance the successive loss of prenyl residues, is also valuable for the identification of this class of xanthones. Under optimized HPLC-MS/MS/MS method, a total of 15 prenylated xanthones could be separated within 10 min. This method also provided information about the molecular formula of a precursor molecule and its fragments, which could be used for dereplication of known or likely new prenylated xanthones in Garcinia plants before the purification and structural elucidation process.
Original language | English |
---|---|
Pages (from-to) | 131-139 |
Number of pages | 9 |
Journal | Journal of Chromatography A |
Volume | 1206 |
Issue number | 2 |
DOIs | |
Publication status | Published - 10 Oct 2008 |
Scopus Subject Areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
User-Defined Keywords
- Garcinia xipshuanbannaensis
- HPLC-QTOF-MS/MS/MS
- Polyprenylated xanthones