Citation: He Haifeng, Xia Qin, He Hongwu. Synthesis and Biological Evaluation of Pyrimidine Derivatives Containing Hydrazine Structural Unit[J]. Chinese Journal of Organic Chemistry, ;2019, 39(8): 2295-2302. doi: 10.6023/cjoc201903064 shu

Synthesis and Biological Evaluation of Pyrimidine Derivatives Containing Hydrazine Structural Unit

He Haifeng ^b ,
Xia Qin ^a ,
He Hongwu ^a,,

a.
Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079
b.
School of Chemistry and Chemical Engineering, Jiangxi Science and Technology Normal University, Nanchang 330013

Corresponding author: He Hongwu, he1208@mail.ccnu.edu.cn
Received Date: 27 March 2019
Revised Date: 12 May 2019
Available Online: 6 August 2019
Fund Project: the Project of Science Fund of Jiangxi Education Office GJJ170672the National Natural Science Foundation of China 21867011Project supported by the National Natural Science Foundation of China (Nos. 21877047, 21867011) and the Project of Science Fund of Jiangxi Education Office (No. GJJ170672)the National Natural Science Foundation of China 21877047

Figures(7)

Pyruvate dehydrogenase multienzyme complex (PDHc) is a key enzyme linking glycolysis and the tricarboxylic acid cycle. Currently, there is no fungicide targeting pyruvate decarboxylase (PDHc-E1), the purpose of this study was to obtain compounds with bactericidal activity by designing inhibitors against PDHc-E1. On the basis of lead compound L, fourteen novel aminopyrimidine derivatives I were designed and synthesized by the condensation reaction of hydrazine and aldehydes as potential PDHc-E1 inhibitors. The most effective 5-((2-(4-bromophenyl)hydrazono)methyl)-2-methylpyridin-4-amine (I-6) with good E. coli PDHc-E1 enzyme inhibitory activity (IC₅₀=26.45 μmol/L) exhibited most powerful inhibitory potency against Cercospora arachidicola Hori (EC₅₀ 14.11 μg/mL) and Physalospora piricola Nose (EC₅₀ 0.64 μg/mL). Therefore it could obtain the compound with antifungal activity against microorganism PDHc-E1 enzyme by modifying the bridged linkage in lead structure 2-methyl-4-amino-pyrimidine derivatives L.
- PDHc-E1,
- fungicide,
- lead compound,
- 2-methyl-4-amino-pyrimidine derivatives
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