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含柔性杂环模式的恶二唑的合成及生物活性评价和定量蛋白质组学分析。

Synthesis and and Biological Activity Evaluation and Quantitative Proteome Profiling of Oxadiazoles Bearing Flexible Heterocyclic Patterns.

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 , Center for R&D of Fine Chemicals of Guizhou University , Guiyang 550025 , China.

College of Pharmacy , East China University of Science & Technology , Shanghai 200237 , China.

出版信息

J Agric Food Chem. 2019 Jul 10;67(27):7626-7639. doi: 10.1021/acs.jafc.9b02734. Epub 2019 Jun 26.

Abstract

A novel series of simple 1,3,4-oxadiazoles that bear flexible heterocyclic patterns was prepared, and their biological activities in plant pathogenic bacteria, fungi, oomycetes, and and were screened to explore low-cost and versatile antimicrobial agents. Screening results showed that compounds, such as , , and , were bioactive against pv and , and such bioactivities were superior to those of commercial agents bismerthiazol and thiodiazole copper. Their antibacterial mechanisms were further investigated by quantitative proteomics and concentration-dependent scanning electron microscopy images. Antifungal results indicated that compound displayed a selective and better antifungal effect on with inhibition rate of 96.8% at 50 μg/mL. Nematocidal bioassays suggested that compound had good nematocidal activity toward at 24, 48, and 72 h, with the corresponding insecticidal efficiency of 48.7%, 64.1%, and 87.2% at 40 μg/mL. study further confirmed that compounds and showed nematocidal actions at 80 μg/mL with a disease index of 1.5. Given these advantages, this kind of molecular frameworks could be a suitable platform for exploring highly efficient agrochemicals.

摘要

我们制备了一系列新型的、含有柔性杂环结构的简单 1,3,4-噁二唑类化合物,对其在植物病原菌、真菌、卵菌和线虫中的生物活性进行了筛选,旨在探索低成本、多功能的抗菌剂。筛选结果表明,化合物 、 和 对 pv 和 具有生物活性,其生物活性优于商业药剂双脒噻唑和代森锰铜。通过定量蛋白质组学和浓度依赖性扫描电子显微镜图像进一步研究了它们的抗菌机制。抗真菌结果表明,化合物 对 表现出选择性和更好的抗真菌作用,在 50 μg/mL 时抑制率为 96.8%。线虫生物测定表明,化合物 对线虫具有良好的杀线虫活性,在 24、48 和 72 h 时,在 40 μg/mL 时的杀虫效率分别为 48.7%、64.1%和 87.2%。 研究进一步证实,化合物 和 在 80 μg/mL 时对线虫具有杀线虫作用,疾病指数为 1.5。鉴于这些优势,这种分子框架可以成为探索高效农用化学品的合适平台。

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