Citation: Shi Yujn, Li Yang, Fang Yuan, Chen Jia, Ye Linyu, Ge Shushan, Dai Hong. Synthesis and Biological Activities of Novel Cyanoacrylates Containing 1,3,4-Oxadiazole Moiety[J]. Chinese Journal of Organic Chemistry, ;2016, 36(10): 2472-2478. doi: 10.6023/cjoc201605029 shu

Synthesis and Biological Activities of Novel Cyanoacrylates Containing 1,3,4-Oxadiazole Moiety

Shi Yujn ^a,b,*,, ,
Li Yang ^b ,
Fang Yuan ^b ,
Chen Jia ^a ,
Ye Linyu ^a ,
Ge Shushan ^a ,
Dai Hong ^a,*,,

a.
College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019
b.
School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003

Corresponding author: Shi Yujn, yjshi2015@163.com Dai Hong, daihong_2015@aliyun.com
Received Date: 17 May 2016
Revised Date: 6 June 2016

Fund Project: Research Foundation of the Six People Peak of Jiangsu Province 2013-SWYY-013Science and Technology Project Fund of Nantong City CP12013002Science and Technology Project Fund of Nantong City AS2014011Science and Technology Project Fund of Nantong City MS22015020National Natural Science Foundation of China 21372135

Figures(1)

In order to find new cyanoacrylate lead compounds, a series of novel cyanoacrylates carrying 1,3,4-oxadiazole moiety were prepared by the method of active substructure combination. The structures of the title compounds were characterized by ¹H NMR, ¹³C NMR and elemental analysis. Preliminary bioassay data displayed that in postemergence treatment compound 8b had 80% herbicidal activity against Stellaria media at 1500 g/ha and compound 8j showed 70% herbicidal activity against Chenopodium serotinum L. at 1500 g/ha. Additionally, compounds 8e, 8k, 8m and 8n exhibited good anti-tumor activity against HepG2 cells with the IC₅₀values of 8.2, 5.9, 8.0 and 12.6 μmol/L, respectively.
- 1,3,4-oxadiazole,
- 2-cyanoacrylates,
- synthesis,
- biological activity
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