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Fragmentation pathways of metopimazine and its metabolite using ESI-MSn, HR-MS and H/D exchange

Authors

  • Marie Hubert-Roux,

    Corresponding author
    1. Université de Rouen, IRCOF, 76821 Mont-Saint-Aignan Cedex, France
    2. CNRS-UMR 6014, (COBRA), rue Tesnières, 76821 Mont-Saint-Aignan Cedex, France
    3. FR CNRS 3038, rue Tesnières, 76130 Mont-Saint-Aignan, France
    • Laboratoire de Spectrométrie de masse Bio-Organique, CNRS-UMR 6014, (COBRA), Université de Rouen, 76821 Mont-saint-Aignan cedex, France.
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  • Frédéric Bounoure,

    1. Laboratoire de Pharmacie Galénique, LAGEP UMR CNRS 5007, Université de Rouen, 22 bd Gambetta, 76000 Rouen, France
    2. LAGEP UMR CNRS 5007, 69622 Villeurbanne, France
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  • Mohamed Skiba,

    1. Laboratoire de Pharmacie Galénique, LAGEP UMR CNRS 5007, Université de Rouen, 22 bd Gambetta, 76000 Rouen, France
    2. LAGEP UMR CNRS 5007, 69622 Villeurbanne, France
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  • Philippe Bozec,

    1. Arkema, Centre d'Etude de Recherche et Développement, 27470 Serquigny, France
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  • Florence Churlaud,

    1. Arkema, Centre d'Etude de Recherche et Développement, 27470 Serquigny, France
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  • Catherine M. Lange

    1. Université de Rouen, IRCOF, 76821 Mont-Saint-Aignan Cedex, France
    2. CNRS-UMR 6014, (COBRA), rue Tesnières, 76821 Mont-Saint-Aignan Cedex, France
    3. FR CNRS 3038, rue Tesnières, 76130 Mont-Saint-Aignan, France
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Abstract

Metopimazine (MPZ) is a phenothiazine derivative used to prevent emesis during chemotherapy where few structural analysis of the aforementioned compound have been described in the literature. Thus, this work reports, for the first time, the detailed study of fragmentation pathways of MPZ and its metabolite (AMPZ) using electrospray ionization (EI) with multistage mass spectrometry (ESI-MSn) in positive-ion mode. The structures of 21 product ions were identified and their accurate masses were determined using high resolution mass spectrometry (HRMS) experiments. Characteristic product ions of these two phenothiazine derivatives are more particularly displayed along with differences between their relative abundances and their structures checked by H/D exchange experiments. Copyright © 2010 John Wiley & Sons, Ltd.

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