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新型苯并噻吩取代肟醚类啶酰菌胺的合成与杀菌活性。

Synthesis and fungicidal activities of novel benzothiophene-substituted oxime ether strobilurins.

机构信息

Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, People's Republic of China.

Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, People's Republic of China.

出版信息

Bioorg Med Chem Lett. 2014 May 1;24(9):2173-6. doi: 10.1016/j.bmcl.2014.03.024. Epub 2014 Mar 26.

DOI:10.1016/j.bmcl.2014.03.024
PMID:24717155
Abstract

Twenty-one novel benzothiophene-substituted oxime ether strobilurins, which employed a benzothiophene group to stabilise the E-styryl group in Enoxastrobin (an unsaturated oxime strobilurin fungicide developed by Shenyang Research Institute of Chemical Industry, China) were designed and synthesised. The biological assay indicated that most compounds exhibited good or excellent fungicidal activities, especially against Colletotrichum lagenarium and Puccinia sorghi Schw. In addition, methyl 3-methoxypropenoate oxime ethers and N-methoxy-carbamic acid methyl esters exhibited good in vivo fungicidal activities against Erysiphe graminis, Colletotrichum lagenarium and Puccinia sorghi Schw. under the tested concentrations. Notably, (E,E)-methyl 3-methoxy-2-(2-((((6-chloro-1-(1H-benzo[b]thien-2-yl)ethylidene)amino)oxy)methyl)phenyl)propenoate (5E) exhibited more potent in vivo fungicidal activities against nearly all of the tested fungi at a concentration of 0.39 mg/L compared to Enoxastrobin.

摘要

二十一新型苯并噻吩取代肟醚类烯肟菌酯,采用苯并噻吩基团稳定烯肟菌酯(中国沈阳化工研究院开发的一种不饱和肟类杀菌剂)中的 E-亚乙烯基。生物测定表明,大多数化合物表现出良好或优异的杀菌活性,特别是对胶孢炭疽菌和玉米叶斑病菌。此外,在测试浓度下,甲酯肟醚和 N-甲氧基氨基甲酸甲酯对小麦白粉病菌、胶孢炭疽菌和玉米叶斑病菌具有良好的体内杀菌活性。值得注意的是,(E,E)-甲基 3-甲氧基-2-(2-(((6-氯-1-(1H-苯并[b]噻吩-2-基)亚乙基)氨基)氧基)甲基)苯基)丙烯酸酯(5E)在 0.39mg/L 浓度下对几乎所有测试真菌的体内杀菌活性均强于烯肟菌酯。

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