Chinese Journal of Organic Chemistry >
Synthesis and Biological Activities of 1,3,4-Oxadiazole Triazene Derivatives
Received date: 2015-07-03
Revised date: 2015-10-07
Online 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
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
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