Electrochemical simulation of metabolic reactions of the secondary fungal metabolites alternariol and alternariol methyl ether

Anal Bioanal Chem. 2016 Apr;408(10):2471-83. doi: 10.1007/s00216-016-9344-z. Epub 2016 Feb 11.

Abstract

Mycotoxins are secondary plant metabolites that have been found to cause severe diseases in humans and livestock. Exposure can take place on a daily basis since mycotoxins can be found not only in food, animal food, and dietary supplements but also in materials used in buildings. For this work, the Alternaria toxins alternariol (AOH) and alternariol methyl ether (AME) are chosen as representatives for this relevant compound class and are investigated regarding their oxidative phase I metabolism using a combination of electrochemical (EC) oxidation and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). This previously established method has been proven to be a valuable tool for the electrochemical simulation of certain phase I metabolic reactions. A comparison of the electrochemically generated products with those formed during microsomal incubation demonstrates the potential of the method for the successful prediction of the main phase I metabolic reactions of mycotoxins. It can thus find use as a supportive method in the elucidation of the metabolic pathways of various mycotoxins.

Keywords: Alternariol; Alternariol methyl ether; Electrochemistry; Mass Spectrometry; Metabolism.

MeSH terms

  • Alternaria / metabolism*
  • Chromatography, High Pressure Liquid
  • Electrochemical Techniques / methods*
  • Lactones / metabolism*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Lactones
  • alternariol