Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (10): 2472-2478.DOI: 10.6023/cjoc201605029 Previous Articles     Next Articles

Notes

新型含1,3,4-噁二唑环结构的氰基丙烯酸酯类化合物的合成及生物活性研究

石玉军a,b, 李阳b, 方源b, 陈佳a, 叶林玉a, 葛书山a, 戴红a   

  1. a 南通大学化学化工学院 南通 226019;
    b 江苏科技大学环境与化学工程学院 镇江 212003
  • 收稿日期:2016-05-17 修回日期:2016-06-06 发布日期:2016-06-20
  • 通讯作者: 石玉军,E-mail:yjshi2015@163.com;戴红,E-mail:daihong_2015@aliyun.com E-mail:yjshi2015@163.com;daihong_2015@aliyun.com
  • 基金资助:

    国家自然科学基金(No.21372135)、江苏省“六大人才高峰”(No.2013-SWYY-013)和南通市科技计划(Nos.AS2014011,CP12013002,MS22015020)资助项目.

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

Shi Yujna,b, Li Yangb, Fang Yuanb, Chen Jiaa, Ye Linyua, Ge Shushana, Dai Honga   

  1. 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
  • Received:2016-05-17 Revised:2016-06-06 Published:2016-06-20
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21372135), the Research Foundation of the Six People Peak of Jiangsu Province (No.2013-SWYY-013), and the Science and Technology Project Fund of Nantong City (Nos.AS2014011, CP12013002, MS22015020).

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.

Key words: 1,3,4-oxadiazole, 2-cyanoacrylates, synthesis, biological activity