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Synthesis, antibacterial activity and mechanism of new butenolides derivatives containing an amide moiety
Pesticide Biochemistry and Physiology ( IF 4.2 ) Pub Date : 2021-07-03 , DOI: 10.1016/j.pestbp.2021.104913
Honglan Mou 1 , Jing Shi 1 , Jixiang Chen 1 , Deyu Hu 1
Affiliation  

A series of novel butenolide derivatives containing an amide were designed and synthesized with flupyradifurone as the lead compound. The biological activities test found that this series of compounds did not exhibit insecticidal activity, but had good antibacterial activities. Among all target compounds, compound 19 showed good antibacterial activity in vitro against Xanthomonas oryzae pv. oryzae (Xoo), with an EC50 value of 35.8 mg/L, which was superior to that of bismerthiazol (73.5 mg/L). Under greenhouse conditions, the curative and protective activities of compound 19 against bacterial leaf blight were 40.9% and 48.9% at 100 mg/L, respectively, which were superior to those of bismerthiazol (31.2% and 31.4%). In addition, compound 19 can not only cause changes in the cell surface morphology of Xoo, but also increase the activity of rice defense enzymes. The mechanism of action studies showed that the protective activity of compound 19 against rice bacterial leaf blight is closely related to the improvement of defense-related enzyme activities and the upregulation of proteins involved in oxidative phosphorylation.



中文翻译:

含酰胺部分的新型丁烯内酯衍生物的合成、抗菌活性及机理

以氟吡呋酮为先导化合物,设计合成了一系列含酰胺的新型丁烯内酯衍生物。生物活性试验发现,该系列化合物未表现出杀虫活性,但具有良好的抗菌活性。在所有目标化合物中,化合物19在体外对米黄单胞菌具有良好的抗菌活性。oryzae ( Xoo ),EC 50值为35.8 mg/L,优于双甲噻唑(73.5 mg/L)。在温室条件下,化合物19的治疗和保护活性在 100 mg/L 时,对细菌性叶枯病的抑制率分别为 40.9% 和 48.9%,优于双甲噻唑(31.2% 和 31.4%)。此外,化合物19不仅能引起Xoo细胞表面形态的变化,还能增加水稻防御酶的活性。作用机制研究表明,化合物19对水稻白叶枯病的保护活性与防御相关酶活性的提高和参与氧化磷酸化的蛋白质的上调密切相关。

更新日期:2021-08-23
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