Citation: Wang Jiayao, Tao Han, Jin Mi, Li Lisha, Xiao Yumei, Li Jiaqi, Qin Zhaohai. Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones[J]. Chinese Journal of Organic Chemistry, ;2019, 39(4): 1044-1052. doi: 10.6023/cjoc201810019 shu

Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones

College of Science, China Agricultural University, Beijing 100193

Corresponding author: Qin Zhaohai, qinzhaohai@263.net
Received Date: 16 October 2018
Revised Date: 5 December 2018
Available Online: 28 April 2018
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21572265)the National Natural Science Foundation of China 21572265

Figures(3)

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.
- plug-in molecule,
- arylpyridinylmethanone,
- arylpyridone hydrazone,
- antifungal activity
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