Cleaving Ergot Alkaloids by Hydrazinolysis—A Promising Approach for a Sum Parameter Screening Method

Toxins

Matthias Koch¹  Klas Meyer¹  Maximilian Kuner¹  Hajo Haase²  Susanne Kühn³ 

[1] Bundesanstalt für Materialforschung und-prüfung (BAM), 12205 Berlin, Germany;Department of Food Chemistry and Toxicology, Technische Universität Berlin, 10623 Berlin, Germany;Institut Kirchhoff Berlin GmbH, 13347 Berlin, Germany;

关键词: ergot alkaloids;    sum parameter method;    hydrazinolysis;    esterification;   

DOI  :  10.3390/toxins13050342

来源: DOAJ

【 摘 要 】

Ergot alkaloids are mycotoxins formed by fungi of the Claviceps genus, which are some of the most common contaminants of food and feed worldwide. These toxins are a structurally heterogeneous group of compounds, sharing an ergoline backbone. Six structures and their corresponding stereoisomers are typically quantified by either HPLC-FLD or HPLC-MS/MS and the values subsequently summed up to determine the total ergot alkaloid content. For the development of a screening method targeting all ergot alkaloids simultaneously, the alkaloids need to be transferred to one homogeneous structure: a lysergic acid derivative. In this study, two promising cleaving methods—acidic esterification and hydrazinolysis—are compared, using dihydroergocristine as a model compound. While the acidic esterification proved to be unsuitable, due to long reaction times and oxidation sensitivity, hydrazinolysis reached a quantitative yield in 40‒60 min. Parallel workup of several samples is possible. An increasing effect on the reaction rate by the addition of ammonium iodide was demonstrated. Application of hydrazinolysis to a major ergot alkaloid mix solution showed that all ergopeptines were cleaved, but ergometrine/-inine was barely affected. Still, hydrazinolysis is a suitable tool for the development of a sum parameter screening method for ergot alkaloids in food and feed.

【 授权许可】

Unknown