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含 1,3,4-恶二唑基的新型肉桂酸衍生物的设计、合成、抗菌活性及作用机制。

Novel Cinnamic Acid Derivatives Containing the 1,3,4-Oxadiazole Moiety: Design, Synthesis, Antibacterial Activities, and Mechanisms.

机构信息

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang550025, China.

出版信息

J Agric Food Chem. 2021 Oct 13;69(40):11804-11815. doi: 10.1021/acs.jafc.1c03087. Epub 2021 Oct 1.

Abstract

There is a lack of effective antibacterial agents against rice bacterial leaf streak and leaf blight. Cinnamic acid derivatives containing the 1,3,4-oxadiazole moiety were synthesized, and their antibacterial activities against pv. () and pv. () were evaluated. Based on the three-dimensional quantitative structure-activity relationship (3D-QSAR) model, compound with better antibacterial activity against was designed and synthesized, and the 50% effective concentration (EC) value was 0.2 mg/L. The curative and protective activities of compound against rice bacterial leaf streak at 100 mg/L were 39.5 and 35.4%, respectively, which were higher than those of thiodiazole copper (28.4 and 20.7%, respectively). The antibacterial activity of compound against rice bacterial leaf streak is closely associated with the activity of related defensive enzymes and the increase in glutathione metabolism.

摘要

目前缺乏防治水稻细菌性条斑病和细菌性白叶枯病的有效药剂。本研究合成了含 1,3,4-噁二唑片段的肉桂酸衍生物,并评价了其对 pv. ()和 pv. ()的抑菌活性。基于三维定量构效关系(3D-QSAR)模型,设计并合成了对 pv. ()抑菌活性更好的化合物 ,其对 pv. ()的 50%有效浓度(EC)值为 0.2 mg/L。化合物 在 100 mg/L 时对水稻细菌性条斑病的防治效果分别为 39.5%和 35.4%,均高于噻菌铜(28.4%和 20.7%)。化合物 对水稻细菌性条斑病的抑菌活性与相关防御酶的活性及谷胱甘肽代谢的增强密切相关。

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