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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Conjugation of the Mycotoxins Alternariol and Alternariol Monomethyl Ether in Tobacco Suspension Cells
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Conjugation of the Mycotoxins Alternariol and Alternariol Monomethyl Ether in Tobacco Suspension Cells

机译：烟草悬浮细胞中霉菌毒素交替糖和交替糖单甲醚的缀合

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摘要

The mycotoxins alternariol (AOH) and alternariol-9-O-methyl ether (AME) carry three and two phenolic hydroxyl groups, respectively, which makes them candidates for the formation of conjugated metabolites in plants. Such conjugates may escape routine methods of analysis and have therefore been termed masked or, more recently, modified mycotoxins. We report now that AOH and AME are extensively conjugated in suspension cultures of tobacco BY-2 cells. Five conjugates of AOH were identified by MS and NMR spectroscopy as beta-D-glucopyranosides (attached in AOH 3- or 9-position) as well as their 6'-malonyl derivatives, and as a gentiobiose conjugate. For AME, conjugation resulted in the D-glucopyranoside (mostly attached in the AME 3-position) and its 6'- and 4'-malonyl derivatives. Pronounced differences were noted for the quantitative pattern of AOH and AME conjugates as well as for their phytotoxicity. Our in vitro study demonstrates for the first time that masked mycotoxins of AOH and AME can be formed in plant cells.
机译：霉菌毒素交替糖（AOH）和交替糖9-O-甲基醚（AME）分别带有三个和两个酚羟基，这使它们成为植物中共轭代谢物形成的候选对象。这样的缀合物可以逃脱常规的分析方法，因此被称为掩盖的或最近被修饰的霉菌毒素。现在我们报告，AOH和AME在烟草BY-2细胞的悬浮培养物中广泛缀合。通过MS和NMR光谱法鉴定出五个AOH缀合物为β-D-吡喃葡萄糖苷（连接在AOH的3-或9位），以及它们的6'-丙二酰基衍生物，以及龙胆二糖缀合物。对于AME，结合产生D-吡喃葡萄糖苷（主要连接在AME 3位）及其6'-和4'-丙二酰基衍生物。对于AOH和AME共轭物的定量模式及其植物毒性，注意到了明显的差异。我们的体外研究首次证明可在植物细胞中形成AOH和AME的掩盖真菌毒素。

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