Synthesis and Cdc25B Inhibition Activity of Novel Imidazo[2,1-b][1,3,4]thiadiazole Derivatives

doi:10.6023/cjoc201309013

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (2): 325-333.DOI: 10.6023/cjoc201309013 Previous Articles Next Articles

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新型咪唑[2,1-b][1,3,4]噻二唑衍生物的合成及Cdc25B抑制活性

李英俊^a, 罗潼川^a, 靳焜^b, 高立信^c, 邵昕^a, 盛丽^c, 于洋^a, 李佳^c

a 辽宁师范大学化学化工学院大连 116029;
b 大连理工大学精细化工国家重点实验室大连 116012;
c 中国科学院上海药物研究所国家新药筛选中心药物研究国家重点实验室上海 201203

收稿日期:2013-09-06 修回日期:2013-10-28 发布日期:2013-11-05
通讯作者: 李英俊, 李佳 E-mail:chemlab.lnnu@163.com
基金资助:
辽宁省自然科学基金（No.20102126）资助项目.

Synthesis and Cdc25B Inhibition Activity of Novel Imidazo[2,1-b][1,3,4]thiadiazole Derivatives

Li Yingjun^a, Luo Tongchuan^a, Jin Kun^b, Gao Lixin^c, Shao Xin^a, Sheng Li^c, Yu Yang^a, Li Jia^c

a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
b State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012;
c State Key Laboratory of Drug Research, National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203

Received:2013-09-06 Revised:2013-10-28 Published:2013-11-05
Supported by:
Project supported by the Natural Science Foundation of Liaoning Province (No. 20102126).

Researches indicate that the cell division cycle 25 phosphatase B (Cdc25B) is over-expressed in various primary human cancers including breast, colon, cervix, lung, etc. This suggests that the inhibition of Cdc25B may become a promising strategy in oncology. In this work, twenty novel 2,6-diaryl-imidazo[2,1-b][1,3,4]thiadiazoles 4 have been synthesized by microwave-assisted method. Then nineteen novel 2,6-diaryl-imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydes (5) have obtained by Vilsmeier-Haack reaction. The structures of new compounds 3, 4 and 5 were characterized by IR, ¹H NMR spectra and elemental analysis. The synthesized target compounds 4 and 5 were screened for Cdc25B inhibitory activities. The results revealed that compound 4c showed the highest inhibitory activity against Cdc25B with percentage inhibition 87.68% at 5 μg/mL, compounds 4o and 5c showed moderate activities with percentage inhibition 55.76% and 57.69%, respectively. They can be considered as potential candidates as novel Cdc25B inhibitors.

Key words: imidazo[2,1-b][1,3,4]thiadiazole, microwave-assisted, synthesis, Cdc25B

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Li Yingjun, Luo Tongchuan, Jin Kun, Gao Lixin, Shao Xin, Sheng Li, Yu Yang, Li Jia. Synthesis and Cdc25B Inhibition Activity of Novel Imidazo[2,1-b][1,3,4]thiadiazole Derivatives[J]. Chin. J. Org. Chem., 2014, 34(2): 325-333.

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新型咪唑[2,1-b][1,3,4]噻二唑衍生物的合成及Cdc25B抑制活性

Synthesis and Cdc25B Inhibition Activity of Novel Imidazo[2,1-b][1,3,4]thiadiazole Derivatives

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