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Discovery of fatty acid ester metabolites of spirolide toxins in mussels from Norway using lipid chromotography-tandem mass spectrometry

Par Conseil national de recherches du Canada

DOITrouver le DOI : https://doi.org/10.1002/rcm.2501
AuteurRechercher : 1; Rechercher : 1; Rechercher : ; Rechercher : 1
Affiliation
  1. Conseil national de recherches du Canada. Institut des biosciences marines du CNRC
FormatTexte, Article
Sujetphytoplankton; Alexandrium ostenfeldii; toxins; shellfish; fatty acids; metabolites; bioassay; mass spectrometry
Résumé
Cultured mussels sampled in the spring of 2002 and 2003 from Skjer, a location in the Sognefjord, Norway, tested positive in the mouse bioassay for lipophilic toxins. In a previous report, it was established that a number of spirolides, cyclic imine toxins produced by the phytoplankton Alexandrium ostenfeldii, were present in the mussels and were responsible for the observed toxicity. The main toxin proved to be a new compound named 20-methyl spirolide G. In subsequent studies, a delayed onset of spirolide-like symptoms in the mouse bioassay exceeding the usual time limit of 20 min was observed in some samples, with symptoms and death appearing as long as 45-50 min after injection. It is well known that shellfish can extensively metabolize other toxins, such as okadaic acid and the dinophysistoxins, to fatty acid acyl esters and it is also known that a delayed onset of toxic symptoms with such metabolites can occur. Analyses performed with liquid chromatography/tandem mass spectrometry (LC/MS/MS) have revealed a complex mixture of esters of 20-methyl spirolide G in the contaminated mussels. Precursor ion scanning has delineated the range of fatty acid esters involved, while product ion scanning has provided information on structure. Identity was also supported through reaction of 20-methyl spirolide G with palmitic anhydride, which produced a derivative with a retention time and spectrum identical with one putative metabolite, 17-O-palmitoyl-20-methyl spirolide G.
Date de publication
Conditions d’utilisation
  • Copyright © 2006 John Wiley & Sons, Ltd.
Dans
  • Rapid Communications in Mass Spectrometry 20, nº 10 (20 avril 2006) : 1531–1537.
Langueanglais
Publications évaluées par des pairsOui
Numéro du CNRCNRCC 55503
1460
Numéro NPARC3538358
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Identificateur de l’enregistrementa69c9d11-7e87-4721-beed-f2ed29b4c270
Enregistrement créé2009-03-01
Enregistrement modifié2020-04-22
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