Bundesanstalt für Materialforschung und-prüfung (BAM), 12205 Berlin, Germany.
Institut Kirchhoff Berlin GmbH, 13347 Berlin, Germany.
Toxins (Basel). 2021 May 11;13(5):342. doi: 10.3390/toxins13050342.
Ergot alkaloids are mycotoxins formed by fungi of the 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.
麦角生物碱是真菌属形成的霉菌毒素,是世界范围内最常见的食品和饲料污染物之一。这些毒素是一组结构异构的化合物,具有麦角林骨架。通常通过 HPLC-FLD 或 HPLC-MS/MS 定量分析六种结构及其相应的立体异构体,并将这些值相加以确定总麦角生物碱含量。为了开发一种同时针对所有麦角生物碱的筛选方法,需要将生物碱转化为一种均一的结构:麦角酸衍生物。在这项研究中,使用二氢麦角克碱作为模型化合物,比较了两种有前途的裂解方法——酸性酯化和肼解。虽然酸性酯化由于反应时间长和氧化敏感性而不适用,但肼解在 40-60 分钟内达到了定量产率。可以同时平行处理多个样品。还证明了碘化铵的添加对反应速率有增加的影响。肼解应用于主要麦角生物碱混合溶液表明,所有麦角肽都被裂解,但麦角明/新碱几乎不受影响。尽管如此,肼解仍然是开发食品和饲料中麦角生物碱总和参数筛选方法的合适工具。