Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones

doi:10.6023/cjoc201810019

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (4): 1044-1052.DOI: 10.6023/cjoc201810019 Previous Articles Next Articles

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芳基吡啶酮腙类化合物的设计、合成及杀菌活性研究

王家尧, 陶晗, 金蜜, 李丽莎, 肖玉梅, 李佳奇, 覃兆海

中国农业大学理学院北京 100193

收稿日期:2018-10-16 修回日期:2018-12-05 发布日期:2018-12-28
通讯作者: 覃兆海 E-mail:qinzhaohai@263.net
基金资助:
国家自然科学基金（No.21572265）资助项目.

Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones

Wang Jiayao, Tao Han, Jin Mi, Li Lisha, Xiao Yumei, Li Jiaqi, Qin Zhaohai

College of Science, China Agricultural University, Beijing 100193

Received:2018-10-16 Revised:2018-12-05 Published:2018-12-28
Contact: 10.6023/cjoc201810019 E-mail:qinzhaohai@263.net
Supported by:
Project supported by the National Natural Science Foundation of China (No.21572265).

1. Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones.PDF(4573KB)

Abstract

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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Wang Jiayao, Tao Han, Jin Mi, Li Lisha, Xiao Yumei, Li Jiaqi, Qin Zhaohai. Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones[J]. Chin. J. Org. Chem., 2019, 39(4): 1044-1052.

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芳基吡啶酮腙类化合物的设计、合成及杀菌活性研究

Design, Synthesis and Activity Evaluation of Arylpyridone Hydrazones

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