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

doi:10.6023/cjoc201507004

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

Notes

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

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 Qiang^a, Qin Shangshang^b, Feng Cuining^a, Li Peipei^a, Zhang Xi^a, Long Yue^a

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)

1. Synthesis and Biological Activities of 1,3,4-Oxadiazole Triazene Derivatives.PDF(949KB)

Abstract

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

Cite this article

Lei Qiang, Qin Shangshang, Feng Cuining, Li Peipei, Zhang Xi, Long Yue. Synthesis and Biological Activities of 1,3,4-Oxadiazole Triazene Derivatives[J]. Chin. J. Org. Chem., 2016, 36(2): 406-411.

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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

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

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