摘要/Abstract

以吡啶二芳酮为分子插件，以嘧菌腙为母体化合物设计并合成了一系列新型芳基吡啶酮腙类化合物.产物结构经¹H NMR、¹³C NMR及HRMS确认，并采用生长速率法对所有化合物进行了离体抑菌活性测试.结果表明：在浓度为70 μmol/L时，大部分化合物对所选8种病菌具有一定的抑制活性，其中2'-甲基乙酰基苯-4，6-二甲氧基嘧啶-2-腙（Ⅲ-3）和2-（2'-（（4''-溴-苯基）（3''-氯-吡啶-4''-基）-亚甲基）-肼基）-4，6-二甲氧基嘧啶（Ⅲ-18）对病原菌抑制效果明显高于对照药嘧菌腙.Ⅲ-3对番茄灰霉病菌EC₅₀为22.18 μmol/L （嘧菌腙为31.38 μmol/L），Ⅲ-18对水稻纹枯病菌EC₅₀小于0.35 μmol/L，比对照药嘧菌腙提高了260倍以上.
关键词: 分子插件, 吡啶二芳酮, 芳基吡啶酮腙, 抑菌活性
A series of novel arylpyridone hydrazones were designed and synthesized by using arylpyridinylmethanone as the plug-in molecules and ferimzone as parent compound. The structure of the products were confirmed by ¹H NMR, ¹³C NMR and HRMS. The antifungal activities of all compounds were tested by growth rate method in vitro. The results showed that most of the compounds inhibited eight selected pathogens at the concentration of 70 μmol/L. The inhibitory effect of 2'-methylacetylbenzene-4,6-dimethoxypyrimidine-2-hydrazone (Ⅲ-3) and 2-(2'-((4'-bromo-phenyl)(3'-chloro-pyridine-4'-yl)-methylene-hydrazine)-4,6-dimethoxypyrimidine (Ⅲ-18) on pathogenic fungi was significantly higher than that of ferimzone, in which compound Ⅲ-3 has a great degree of inhibition on Botrytis cinerea with EC₅₀ value of 22.18 μmol/L, and EC₅₀ value of compound Ⅲ-18 is less than 0.35 umol/L on Thanatephorus cucumeris, which is 260 times higher than that of control.
Key words: plug-in molecule, arylpyridinylmethanone, arylpyridone hydrazone, antifungal activity


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