有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2165-2171.DOI: 10.6023/cjoc201702025 上一篇    下一篇

研究简报

新型含取代异噁唑结构的吡唑酰胺类衍生物的合成及其生物活性研究

戴红a, 姚炜a, 叶林玉a, 方源b, 石玉军a,b, 宋婵a, 李春建c, 石健c   

  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;
    c 南通大学分析测试中心 南通 226019
  • 收稿日期:2017-02-19 修回日期:2017-03-09 出版日期:2017-08-25 发布日期:2017-04-01
  • 通讯作者: 石玉军, 石健 E-mail:yjshi2015@163.com;gaohbhe2015@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)、南通市科技计划(No.MS22015020)和江苏省研究生实践创新计划(No.SJCX17_0640)资助项目.

Synthesis and Biological Activities of Novel Pyrazole Amide Derivatives Containing Substituted Isoxazole Group

Dai Honga, Yao Weia, Ye Linyua, Fang Yuanb, Shi Yujuna,b, Song Chana, Li Chunjianc, Shi Jianc   

  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;
    c Analysis and Testing Center, Nantong University, Nantong 226019
  • Received:2017-02-19 Revised:2017-03-09 Online:2017-08-25 Published:2017-04-01
  • Contact: 10.6023/cjoc201702025 E-mail:yjshi2015@163.com;gaohbhe2015@aliyun.com
  • 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), the Science and Technology Project Fund of Nantong City (No. MS22015020), and the Postgraduate Research and Practice Innovation Program of Jiangsu Province (No. SJCX17_0640).

为了从吡唑类化合物中寻找具有新的活性物质,利用亚结构拼接原理,设计合成了一系列新型含取代异噁唑结构的吡唑酰胺类衍生物.利用1H NMR、13C NMR和元素分析对标题化合物的结构进行了表征.初步的生物活性测试结果表明,部分目标化合物具有较好的杀虫活性.在测试浓度为500 μg/mL时,部分化合物对粘虫的防效为60%~100%,对蚜虫的杀死率分别为50%~100%.另外,部分化合物对HepG2细胞显示出较好的抗肿瘤活性,其IC50值为14.2~18.9 μmol/L.

关键词: 异噁唑, 吡唑, 酰胺, 合成, 生物活性

In order to find novel pyrazole compounds possessing potent biological activities, a series of novel pyrazole amide derivatives bearing substituted isoxazole moiety were designed and synthesized according to the method of active substructure combination. Their structures were confirmed by 1H NMR, 13C NMR and elemental analysis. The bioassay data indicated that some title compounds had good insecticidal activities. At the concentration of 500 μg/mL, some compounds showed 60%~100% insecticidal activity against Oriental armyworm, and 50%~100% insecticidal activity against Aphis medicaginis. Additionally, some compounds exhibited good anti-cancer activity against HepG2 cells with the IC50 values of 14.2~18.9 μmol/L.

Key words: isoxazole, pyrazole, amide, synthesis, biological activity