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Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry.
Anal Chim Acta. 2008 Nov 23; 629(1-2):104-18.AC

Abstract

On-line ultra high-performance liquid chromatography (UHPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS/MS) has been developed for the analysis of a series of caged xanthones in the resin of Garcinia hanburyi. The fragmentation of protonated molecular ions for 12 known cadged xanthones was carried out using low-energy collision-induced electrospray ionization tandem mass spectrometry. It was found that Retro-Diels-Alder rearrangement occurred in the CID processes and produced the characteristic fragment ions, which are especially valuable for the identification of this class of xanthones. The fragmentation differential between some cis-, trans-isomers was uncovered. Computation methods were utilized to rationalize the observed MS behaviors. On-line UHPLC-ESI-MS/MS/MS method has proved to be rapid and efficient in that within 6min, 15 caged scaffold xanthones, including three pairs of epimers and four pairs of isomers in gamboges, were effectively separated and identified. Among them, two known, namely isogambogenin (13) and isomorellinol (14) and one likely new caged Garcinia xanthones from the Garcinia hanburyi were tentatively characterized based on the tandem mass spectra of known ones.

Authors+Show Affiliations

Hong Kong Jockey Club Institute of Chinese Medicine, Shatin, Hong Kong, People's Republic of China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18940327

Citation

Zhou, Yan, et al. "Analysis of Caged Xanthones From the Resin of Garcinia Hanburyi Using Ultra-performance Liquid Chromatography/electrospray Ionization Quadrupole Time-of-flight Tandem Mass Spectrometry." Analytica Chimica Acta, vol. 629, no. 1-2, 2008, pp. 104-18.
Zhou Y, Liu X, Yang J, et al. Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Anal Chim Acta. 2008;629(1-2):104-18.
Zhou, Y., Liu, X., Yang, J., Han, Q. B., Song, J. Z., Li, S. L., Qiao, C. F., Ding, L. S., & Xu, H. X. (2008). Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Analytica Chimica Acta, 629(1-2), 104-18. https://doi.org/10.1016/j.aca.2008.09.044
Zhou Y, et al. Analysis of Caged Xanthones From the Resin of Garcinia Hanburyi Using Ultra-performance Liquid Chromatography/electrospray Ionization Quadrupole Time-of-flight Tandem Mass Spectrometry. Anal Chim Acta. 2008 Nov 23;629(1-2):104-18. PubMed PMID: 18940327.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry. AU - Zhou,Yan, AU - Liu,Xin, AU - Yang,Jing, AU - Han,Quan-Bin, AU - Song,Jing-Zheng, AU - Li,Song-Lin, AU - Qiao,Chun-Feng, AU - Ding,Li-Sheng, AU - Xu,Hong-Xi, Y1 - 2008/09/27/ PY - 2008/07/11/received PY - 2008/09/12/revised PY - 2008/09/12/accepted PY - 2008/10/23/pubmed PY - 2009/2/12/medline PY - 2008/10/23/entrez SP - 104 EP - 18 JF - Analytica chimica acta JO - Anal Chim Acta VL - 629 IS - 1-2 N2 - On-line ultra high-performance liquid chromatography (UHPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS/MS) has been developed for the analysis of a series of caged xanthones in the resin of Garcinia hanburyi. The fragmentation of protonated molecular ions for 12 known cadged xanthones was carried out using low-energy collision-induced electrospray ionization tandem mass spectrometry. It was found that Retro-Diels-Alder rearrangement occurred in the CID processes and produced the characteristic fragment ions, which are especially valuable for the identification of this class of xanthones. The fragmentation differential between some cis-, trans-isomers was uncovered. Computation methods were utilized to rationalize the observed MS behaviors. On-line UHPLC-ESI-MS/MS/MS method has proved to be rapid and efficient in that within 6min, 15 caged scaffold xanthones, including three pairs of epimers and four pairs of isomers in gamboges, were effectively separated and identified. Among them, two known, namely isogambogenin (13) and isomorellinol (14) and one likely new caged Garcinia xanthones from the Garcinia hanburyi were tentatively characterized based on the tandem mass spectra of known ones. SN - 1873-4324 UR - https://www.unboundmedicine.com/medline/citation/18940327/Analysis_of_caged_xanthones_from_the_resin_of_Garcinia_hanburyi_using_ultra_performance_liquid_chromatography/electrospray_ionization_quadrupole_time_of_flight_tandem_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0003-2670(08)01659-0 DB - PRIME DP - Unbound Medicine ER -