Citation: Lei Qiang, Qin Shangshang, Feng Cuining, Li Peipei, Zhang Xi, Long Yue. Synthesis and Biological Activities of 1, 3, 4-Oxadiazole Triazene Derivatives[J]. Chinese Journal of Organic Chemistry, ;2016, 36(2): 406-411. doi: 10.6023/cjoc201507004 shu

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

Corresponding author: Long Yue, longyue@zzu.edu.cn
Received Date: 3 July 2015
Revised Date: 7 October 2015

Fund Project: the Science and Technology Planning Project of Henan Province 0624420031the Basic Research Development Program of Henan Province 022463001the National Natural Science Foundation of China J1210060

Figures(3)

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.
- triazenes,
- 1, 3, 4-oxadiazoles,
- synthesis,
- antitumor,
- antibacterial
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