Citation: Cheng Hua, Wang Wanqiang, Huang Lin, Cui Ping, Wu Qiongyou. Synthesis and Biological Activities of Novel Triazolesulfonamide Derivatives Containing Quinolin-2-one Moiety[J]. Chinese Journal of Organic Chemistry, ;2016, 36(5): 1065-1072. doi: 10.6023/cjoc201510013 shu

Synthesis and Biological Activities of Novel Triazolesulfonamide Derivatives Containing Quinolin-2-one Moiety

Cheng Hua ^a ,
Wang Wanqiang ^a ,
Huang Lin ^a ,
Cui Ping ^a ,
Wu Qiongyou ^b,*,,

a.
Department of Chemical Engineering, Hubei Universtry of Arts and Science, Xiangyang 441053
b.
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079

Corresponding author: Wu Qiongyou, qywu@mail.ccnu.edu.cn
Received Date: 12 October 2015
Revised Date: 30 November 2015

Fund Project: the Hubei Provincial Department of Education No.Q20102606the Xiangyang Science and Technology Bureau No.2010GG1B33Project supported by the National Natural Science Foundation of China No.21272091and the Natural Science Foundation of Hubei Province No.2014CFC1153the Fundamental Research Funds for the Central Universities No.CCNU15A02014

Figures(4)

Complex III is an essential component for cellular respiration chain and one of the most important targets of fungicides. According to bioisosterism and combination of bioactive sub-structive, a series of novel triazolesulfonamide derivatives containing quinolin-2-one moiety were designed and synthesized. The structures of the synthesized compounds were confirmed by MS, ¹H NMR, ¹³C NMR and elemental analysis. The antibacterial activities of these compounds against porcine complex III were evaluated, and the bioassay results indicated that the target compound 6f [IC₅₀=(45.75±1.02) μmol/L] showed much higher inhibitory potency (more than one-fold higher) against complex III than that of the control amisulbrom [IC₅₀=(92.96±1.30) μmol/L], thus compound 6f may recognize as a lead for further structure modification.
- quinolin-2-one,
- 1,2,4-triazolesulfonamide,
- porcine succinate-cyctochrome reductase,
- biological activity,
- synthesis
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