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Isoxadifen-Ethyl Derivatives Protect Rice from Fenoxaprop-P-Ethyl-associated Injury during the Control of Weedy Rice

文献类型: 外文期刊

作者: Shen, Changchao 1 ; Tang, Wenwei 2 ; Zeng, Dongqiang 2 ; Xu, Hongle 1 ; Su, Wangcang 1 ; Wu, Renhai 1 ;

作者机构: 1.Henan Acad Agr Sci, Inst Plant Protect, Zhengzhou 450002, Henan, Peoples R China

2.Guangxi Univ, Coll Agr, Nanning 530005, Guangxi, Peoples R China

关键词: Isoxadifen-ethyl derivatives;seed treatment;synthesis;weedy rice

期刊名称:WEED SCIENCE ( 影响因子:2.713; 五年影响因子:2.868 )

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收录情况: SCI

摘要: Fenoxaprop-P-ethyl, a phenoxy herbicide of the aryloxy-phenoxy-propionic acid group, had a strong control effect when applied POST to weedy rice in this study, with the effective concentrations of 294 mu M and 218 mu M of herbicide causing 50% inhibition (IC50) in plant height and fresh weight values, respectively. However, fenoxaprop-P-ethyl caused phytotoxicity in cultivated rice. Isoxadifen-ethyl, a widely used herbicide safener in rice, can decrease the phytotoxicity caused by fenoxaprop-P-ethyl. Owing to the extremely similar morphological features and physiological properties of weedy and cultivated rice, it is not practical to spray isoxadifen-ethyl directly on cultivated rice plants to safen them. Applying the safener directly to cultivated rice seeds may be a practical alternative method. To improve the biological activity of isoxadifen-ethyl seed treatments, novel compounds were designed by splicing other groups, including amines, amino acids, and 2-methoxy-5-nitrophenol sodium salt, to the parental structure of isoxadifen-ethyl. Through hydrolysis, acyl chlorination, acyl amination, and esterification, a series of isoxadifen-ethyl derivatives were synthesized and their structures were determined by mass spectrometry and H-1 nuclear magnetic resonance spectroscopy. The biological activities of five of the isoxadifen-ethyl derivatives, which possessed recovery effects similar to isoxadifen-ethyl, were able to relieve herbicide phytotoxicity. In pot experiments, isoxadifenethyl showed almost no activity as a seed treatment, while three derivative compounds, when used independently as seed treatments, were able to prevent the damage caused by fenoxaprop-P-ethyl. The results will help to develop a new control method for weedy rice, thereby decreasing production costs and increasing farmers' incomes.

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