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Sulfation of deoxynivalenol, its acetylated derivatives, and T2-toxin()

The synthesis of several sulfates of trichothecene mycotoxins is presented. Deoxynivalenol (DON) and its acetylated derivatives were synthesized from 3-acetyldeoxynivalenol (3ADON) and used as substrate for sulfation in order to reach a series of five different DON-based sulfates as well as T2-toxin...

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Detalles Bibliográficos
Autores principales: Fruhmann, Philipp, Skrinjar, Philipp, Weber, Julia, Mikula, Hannes, Warth, Benedikt, Sulyok, Michael, Krska, Rudolf, Adam, Gerhard, Rosenberg, Erwin, Hametner, Christian, Fröhlich, Johannes
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Pergamon Press 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4082130/
https://www.ncbi.nlm.nih.gov/pubmed/25170180
http://dx.doi.org/10.1016/j.tet.2014.05.064
Descripción
Sumario:The synthesis of several sulfates of trichothecene mycotoxins is presented. Deoxynivalenol (DON) and its acetylated derivatives were synthesized from 3-acetyldeoxynivalenol (3ADON) and used as substrate for sulfation in order to reach a series of five different DON-based sulfates as well as T2-toxin-3-sulfate. These substances are suspected to be formed during phase-II metabolism in plants and humans. The sulfation was performed using a sulfuryl imidazolium salt, which was synthesized prior to use. All protected intermediates and final products were characterized via NMR and will serve as reference materials for further investigations in the fields of toxicology and bioanalytics of mycotoxins.