有机化学 ›› 2017, Vol. 37 ›› Issue (1): 110-115.DOI: 10.6023/cjoc201607008 上一篇    下一篇

研究论文

对二茂铁苯甲酰噻二唑类化合物的合成和性质研究

任亚平a, 刘絮a, 王瑞b, 周元清a, 李标a, 徐琰a, 宋毛平a   

  1. a 郑州大学化学与分子工程学院 郑州 450001;
    b 定州英才实验中学 定州 073000
  • 收稿日期:2016-07-05 修回日期:2016-09-06 发布日期:2016-09-19
  • 通讯作者: 徐琰 E-mail:xuyan@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21171149)资助项目.

Synthesis and Properties of 4-Ferrocenyl-benzoyl-thiadiazole Derivatives

Ren Yapinga, Liu Xua, Wang Ruib, Zhou Yuanqinga, Li Biaoa, Xu Yana, Song Maopinga   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
    b Dingzhou Yingcai Middle School, Dingzhou 073000
  • Received:2016-07-05 Revised:2016-09-06 Published:2016-09-19
  • Supported by:

    Project supported by the National Natural Science Foundation of China(No. 21171149).

以对二茂铁苯甲酸和2-氨基-5-芳基-1,3,4-噻二唑化合物为原料,合成了7个新的二茂铁苯甲酰噻二唑化合物FcL1~FcL7.采用IR、1H NMR和元素分析对化合物进行了表征.用X-Ray单晶衍射测定了化合物FcL4的晶体结构.电化学研究表明,化合物在电极表面发生可逆的单电子转移,FcL1~FcL7对Pb2+和Zn2+都有一定的电化学响应.抗菌活性试验表明FcL1~FcL7均对玉米禾谷镰刀菌有较好的抑菌活性和选择性.抗癌活性试验表明FcL5~FcL7对人体食管癌细胞的抑制作用明显.

关键词: 二茂铁, 噻二唑, 单晶结构, 电化学性质, 生物活性

Seven kinds of ferrocenyl-benzoyl-thiadiazole compounds FcL1~FcL7 were synthesized by using 4-ferrocenyl-benzoic and 2-amino-5-aryl-1,3,4-thiadiazole as raw materials.These compounds were characterized by IR,1H NMR and elemental analysis.The crystal structure of FcL4 was determined by X-ray diffraction analysis.The electrochemical research showed that the redox reaction on the surface of electrode was reversible with single electron,and FcL1~FcL7 have a certain redox response to Pb2+ and Zn2+.The antibacterial activity tests indicated that FcL1~FcL7 presented significant activity and selectivity against Fusarium graminearum.FcL5~FcL7 exhibited good inhibition against human esophageal cancer cells in the anticancer activity tests.

Key words: ferrocene, thiadiazole, crystal structure, electrochemistry, biological activity