Ammonia chemical ionization tandem mass spectrometry in structural determination of alkaloids. II. Tetraponerines from pseudomyrmecine ants

Créateur:

H. ThoPooTet

Éditeur:

Hôte:

Abstract Chemical ionization tandem mass spectrometry (CI‐MS/MS) of alkaloids with ammonia reagent gas and collision‐activated dissociation as well as EI‐MS/MS were applied to the tetraponerine alkaloids in extracts from six pseudomyrmecine ants of the genus Tetraponera . The MS/MS techniques along with gas chromatography Fourier transform infrared (GC/FTIR) spectra allowed identification in two extracts of seven of the eight known tetraponerines. The EI‐MS/MS fragmentations proved diagnostic for the ring system and the CI‐MS/MS patterns for the C‐8 or C‐9 substitution, while the Bohlmann bands in FTIR spectra were diagnostic for the C‐8 or C‐9 configurations. An Indian ant ( T. allaborans ) had T–2, T–4 and T–8, while a Chinese ant ( T. binghami ) had T–5, T–6, T–7 and T–8. Four other ants, T. rufonigra (India), T. penzigi (Africa), T. clypeata (Africa) and T. sp. cf. emeryi (Africa), had no tetraponerines. Copyright © 2001 John Wiley & Sons, Ltd.

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