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Metabolism of the Strobilurin Fungicide Mandestrobin in Wheat
Journal of Agricultural and Food Chemistry ( IF 6.1 ) Pub Date : 2018-09-12 00:00:00 , DOI: 10.1021/acs.jafc.8b03639
Daisuke Ando 1 , Takuo Fujisawa 1 , Toshiyuki Katagi 2
Affiliation  

The metabolic fate of a new fungicide, mandestrobin, labeled with 14C at the phenoxy or benzyl ring was examined in wheat after a single spray application at 300 g/ha. Mandestrobin penetrated into foliage over time, with both radiolabels showing similar 14C distribution in wheat, and 2.8–3.3% of the total radioactive residue remained on the surface of straw at the final harvest. In foliage, mandestrobin primarily underwent mono-oxidation at the phenoxy ring to produce 4-hydroxy or 2-/5-hydroxymethyl derivatives, followed by their subsequent formation of malonylglucose conjugates. In grain, the cleavage of its benzyl phenyl ether bond was the major metabolic reaction, releasing the corresponding alcohol derivative, while the counterpart 2,5-dimethylphenol was not detected. The constant RS enantiomeric ratio of mandestrobin showed its enantioselective metabolism to be unlikely on/in wheat.

中文翻译:

麦角球果霉素杀菌剂Mandestrobin在小麦中的代谢

在小麦中以300 g / ha的单次喷洒后,检查了在苯氧基或苄基环上标记有14 C的新型杀菌剂扁桃体素的代谢命运。随着时间的流逝,Mandestrobin渗透到树叶中,两种放射性标记显示相似的14在最终收获时,小麦中的碳分布以及总放射性残留物中的2.8–3.3%残留在秸秆表面。在叶子中,Mandestrobin主要在苯氧基环上进行单氧化,以生成4-羟基或2- / 5-羟甲基衍生物,然后随后形成丙二酰葡萄糖缀合物。在谷物中,其苄基苯基醚键的裂解是主要的代谢反应,释放出相应的醇衍生物,而未检测到对应的2,5-二甲基苯酚。槲皮素的恒定RS对映体比率表明其对映体选择性代谢在小麦上/小麦中不太可能发生。
更新日期:2018-09-12
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