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Analysis of Monoterpenoid Indole Alkaloids Using Electrospray Ionization Tandem Mass Spectrometry

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Chemistry of Natural Compounds Aims and scope

Three representative monoterpenoid indole alkaloids isolated from the trunk barks of Winchia calophylla were investigated using electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS) in positive-ion mode. The major CID-fragmentation patterns are the neutral losses of H2O, CH3NH2 (C2H5N or C3H7N), CH2O, HCOOCH3 (HCOOH or CO2), and C4H6 molecules and CH3 radical. High-abundance radical ions at m/z 219, 217, and 205 are formed from corresponding precursor ions by loss of a CH3 radical. The product ion at m/z 168, 144, and 130 in the low-mass range are the characteristic ions of the indole part. A pair of isomers was distinguished unambiguously based on MS/MS spectra. The proposed fragmentation pathways were further supported by ESI-MS/MS/MS and D-labeling experiments.

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Acknowledgment

This work was supported by the West Light Foundation of the Chinese Academy of Sciences (Y2C6031100) and the National Natural Science Foundation of China (Nos. 21305137 and 21172214).

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Authors and Affiliations

  1. Scientific Research Center, Chengdu Medical College, 610083, Chengdu, P. R. China

    Li-Mei Li

  2. Chengdu Institute of Biology, Chinese Academy of Sciences, 610041, Chengdu, P. R. China

    Guo-You Li, Dong-Mei Fang, Zhi-Jun Wu & Guo-Lin Zhang

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  1. Li-Mei Li
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  2. Guo-You Li
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  3. Dong-Mei Fang
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  4. Zhi-Jun Wu
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Correspondence to Guo-You Li or Zhi-Jun Wu.

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Published in Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2015, pp. 102–105.

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Li, LM., Li, GY., Fang, DM. et al. Analysis of Monoterpenoid Indole Alkaloids Using Electrospray Ionization Tandem Mass Spectrometry. Chem Nat Compd 51, 116–120 (2015). https://doi.org/10.1007/s10600-015-1215-x

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  • DOI: https://doi.org/10.1007/s10600-015-1215-x

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