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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Synthesis and Biological Evaluation of Novel Fluorine-Containing Stilbene Derivatives as Fungicidal Agents against Phytopathogenic Fungi
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Synthesis and Biological Evaluation of Novel Fluorine-Containing Stilbene Derivatives as Fungicidal Agents against Phytopathogenic Fungi

机译：新型含氟二苯乙烯衍生物作为抗植物病原真菌杀真菌剂的合成及生物评价

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The rising development of resistance to conventional fungicides is driving the search for new alternative candidates to control plant diseases. In this study, a series of new fluorine-containing stilbene derivatives was synthesized on the basis of our previous quantitative structure activity relationship analysis results. Bioassays in vivo revealed that the title compounds exhibited potent fungicidal activities against phytopathogenic fungi (Colletotrichum lagenarium and Pseudoperonospora cubensis) from cucumber plants. In comparison to the previous results, the introduction of a fluorine moiety showed improved activities of some compounds against those fungi. Notably, compound 9 exhibited a control efficacy against C. lagenarium (83.4 +/- 1.3%) comparable to that of commercial fungicide (82.7 +/- 1.7%). For further understanding the possible mode of action of the stilbene against C. lagenarium, the effects on hyphal morphology, electrolyte leakage, and respiration of mycelial cell suspension were studied. Microscopic observation showed considerably deformed mycelial morphology. The conductivity of mycelial suspension increased in the presence of compound 9, whereas no significantly inhibitory effect on respiration was observed. Taken together, the fungicidal mechanism of this stilbene is associated with its membrane disruption effect, resulting in increased membrane permeability. These results provide important clues for mechanistic study and derivatization of stilbenes as alternative sources of fungicidal agents for plant disease control.
机译：对常规杀真菌剂的抗药性的不断提高推动了寻找新的候选替代品来控制植物病害。在这项研究中，在我们以前的定量结构活性关系分析结果的基础上，合成了一系列新的含氟二苯乙烯衍生物。体内生物测定显示，标题化合物对黄瓜植物的植物致病真菌（Colletotrichum lagenarium和Pseudoperonospora cubensis）表现出有效的杀真菌活性。与先前的结果相比，氟部分的引入显示出某些化合物对那些真菌的活性提高。值得注意的是，化合物9显示出与商用杀真菌剂（82.7 +/- 1.7％）相当的对C. lagenarium的防治功效（83.4 +/- 1.3％）。为了进一步理解二苯乙烯对长形梭菌的可能作用方式，研究了对菌丝形态，电解质渗漏和菌丝细胞悬液呼吸作用的影响。显微镜观察显示菌丝形态明显变形。在化合物9的存在下，菌丝体悬浮液的电导率增加，而未观察到对呼吸的显着抑制作用。总体而言，这种二苯乙烯的杀真菌机理与其膜破坏作用有关，从而导致膜通透性增加。这些结果为斯蒂尔苯作为用于控制植物病害的杀真菌剂的替代来源的机理研究和衍生化提供了重要线索。

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