Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (2): 406-411.DOI: 10.6023/cjoc201507004 Previous Articles     Next Articles

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1,3,4-噁二唑三氮烯衍生物的合成及生物活性测定

雷强a, 秦上尚b, 冯翠宁a, 李佩佩a, 张茜a, 龙跃a   

  1. a 郑州大学化学与分子工程学院 郑州 450001;
    b 郑州大学药学院 郑州 450001
  • 收稿日期:2015-07-03 修回日期:2015-10-07 发布日期:2015-10-26
  • 通讯作者: 龙跃 E-mail:longyue@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(No. J1210060)、河南省科技攻关计划(No. 0624420031)、河南省基础研究基金(No. 022463001)资助项目

Synthesis and Biological Activities of 1,3,4-Oxadiazole Triazene Derivatives

Lei Qianga, Qin Shangshangb, Feng Cuininga, Li Peipeia, Zhang Xia, Long Yuea   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
    b School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001
  • Received:2015-07-03 Revised:2015-10-07 Published:2015-10-26
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. J1210060), the Science and Technology Planning Project of Henan Province (No. 0624420031) and the Basic Research Development Program of Henan Province (No. 022463001)

11 novel 1,3,4-oxadiazole triazene derivatives were designed and synthesized by combination of triazenes and 1,3,4-oxadiazoles. All the target compounds were characterized by 1H NMR, IR and HRMS. The antitumor activities of all compounds were screened by using thiazolylblue (MTT) assay in vitro, in which MGC803 cell lines and PC-3 cell lines were used as the test cancer cell. The results showed that compounds 2-(4-(3,3-dimethyltriaz-1-en-1- yl)phenyl)-5-(4-methoxy- phenyl)-1,3,4-oxadiazole (b4), 2-(4-(3,3-dimethyltriaz-1-en-1-yl)phenyl)-5-(2-methoxyphenyl)-1,3,4-oxadiazole (b9), 2-(4-(3,3-dimethyltriaz-1-en-1-yl)phenyl)-5-(benzo[d][1,3]dioxol-5-yl)-1,3,4-oxadiazole (b10) and 2-(4-(3,3-dimethyltriaz-1-en-1-yl)phenyl)-5-(pyridin-4-yl)-1,3,4-oxadiazole (b11) exhibited higher activity against PC-3 cell than control compound dacarbazine (DTIC), and their IC50 values were 74.145, 87.790, 87.327 and 104.875 μmol/L, respectively. But all compounds had little inhibition effect on MGC803 cell lines. All synthesized compounds were screened by broth dilution technique for their fungicidal activity against S. aureus and E. coli. The antibacterial activity results showed that all of compounds were inactive.

Key words: triazenes, 1,3,4-oxadiazoles, synthesis, antitumor, antibacterial