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Characterization of prenylated xanthones and flavanones by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry.
J Mass Spectrom. 2000 Apr; 35(4):540-9.JM

Abstract

Reversed-phase liquid chromatography with atmospheric pressure chemical ionization mass spectrometry (LC/APCI-MS) in the positive-ion mode was utilized to analyze crude ether extracts from the root bark of Maclura pomifera, a tree known to have a high content of prenylated xanthones and flavanones. Identification of three xanthones and two flavanones was based on their unique mass spectra. Under optimum conditions peaks corresponding to the [MH](+) ion and characteristic fragments for each compound were observed. (1)H NMR data were used to confirm the identities of two xanthones that had the same molecular mass and similar fragmentation patterns. Fragmentation of the analytes was achieved by application of an electrostatic potential at the entrance of the single quadrupole mass spectrometer. The optimum voltage for fragmentation was found to be related to the class of compounds analyzed and, within each class, to be dependent on the structure of the prenyl moiety. Collision-induced pathways consistent with precedent literature describing the MS characterization of similar compounds and with the observed fragmentation patterns are tentatively proposed.

Authors+Show Affiliations

American University, Department of Chemistry, 4400 Massachusetts Avenue, Washington, DC 20016, USA.No 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

10797650

Citation

da Costa, C T., et al. "Characterization of Prenylated Xanthones and Flavanones By Liquid Chromatography/atmospheric Pressure Chemical Ionization Mass Spectrometry." Journal of Mass Spectrometry : JMS, vol. 35, no. 4, 2000, pp. 540-9.
da Costa CT, Dalluge JJ, Welch MJ, et al. Characterization of prenylated xanthones and flavanones by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. J Mass Spectrom. 2000;35(4):540-9.
da Costa, C. T., Dalluge, J. J., Welch, M. J., Coxon, B., Margolis, S. A., & Horton, D. (2000). Characterization of prenylated xanthones and flavanones by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. Journal of Mass Spectrometry : JMS, 35(4), 540-9.
da Costa CT, et al. Characterization of Prenylated Xanthones and Flavanones By Liquid Chromatography/atmospheric Pressure Chemical Ionization Mass Spectrometry. J Mass Spectrom. 2000;35(4):540-9. PubMed PMID: 10797650.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Characterization of prenylated xanthones and flavanones by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. AU - da Costa,C T, AU - Dalluge,J J, AU - Welch,M J, AU - Coxon,B, AU - Margolis,S A, AU - Horton,D, PY - 2000/5/8/pubmed PY - 2000/5/16/medline PY - 2000/5/8/entrez SP - 540 EP - 9 JF - Journal of mass spectrometry : JMS JO - J Mass Spectrom VL - 35 IS - 4 N2 - Reversed-phase liquid chromatography with atmospheric pressure chemical ionization mass spectrometry (LC/APCI-MS) in the positive-ion mode was utilized to analyze crude ether extracts from the root bark of Maclura pomifera, a tree known to have a high content of prenylated xanthones and flavanones. Identification of three xanthones and two flavanones was based on their unique mass spectra. Under optimum conditions peaks corresponding to the [MH](+) ion and characteristic fragments for each compound were observed. (1)H NMR data were used to confirm the identities of two xanthones that had the same molecular mass and similar fragmentation patterns. Fragmentation of the analytes was achieved by application of an electrostatic potential at the entrance of the single quadrupole mass spectrometer. The optimum voltage for fragmentation was found to be related to the class of compounds analyzed and, within each class, to be dependent on the structure of the prenyl moiety. Collision-induced pathways consistent with precedent literature describing the MS characterization of similar compounds and with the observed fragmentation patterns are tentatively proposed. SN - 1076-5174 UR - https://www.unboundmedicine.com/medline/citation/10797650/Characterization_of_prenylated_xanthones_and_flavanones_by_liquid_chromatography/atmospheric_pressure_chemical_ionization_mass_spectrometry_ L2 - https://doi.org/10.1002/(SICI)1096-9888(200004)35:4<540::AID-JMS966>3.0.CO;2-Y DB - PRIME DP - Unbound Medicine ER -