新型三脚架型多苯并咪唑季铵盐类化合物的合成及性能  

Synthesis and Properties of Novel Tripod Type Multi-benzimidazole Quaternary Ammonium Compounds

作　　者：张成路[1] 国阳[1] 陈莹[1] 孙丽杰[1] 程安琪[1] 赵娜[1] 赵宝成[1] 唐杰[1] 袭焕 

机构地区：[1]辽宁师范大学化学化工学院辽宁省生物与制药重点实验室,大连116029

出　　处：《有机化学》2015年第8期1665-1672,共8页Chinese Journal of Organic Chemistry

基　　金：辽宁省教育厅科学技术研究(No.2009A426)资助项目~~

摘　　要：合成了14个具有复合功能的三脚架型多苯并咪唑季铵盐类化合物3a^3n,并对其进行了结构表征.探究了目标化合物3对Cdc25B和PTP1B的抑制活性,结果发现,目标产物3d、3e、3i、3j和3l对Cdc25B表现出优良的抑制活性,其中3d、3e、3j和3l的IC50值低于参照物钒酸钠,有望成为用于治疗癌症的潜在的Cdc25B抑制剂;3d、3e、3i和3l对PTP1B表现出良好的抑制活性,3l的IC50值低于参照物齐墩果酸,有望作为用于治糖尿病潜在的PTP1B抑制剂.研究了生命体系中重要的6种不同阴离子对4个代表性目标化合物的荧光猝灭,结果发现,I-对目标化合物表现出了优良的猝灭效果,其中对3c和3e猝灭作用最为明显,有望成为一种潜在的I-荧光识别探针.Fourteen novel tripod type multi-benzimidazole quaternary ammoniums（3a-3n） with complex functions were synthesized for the first time and the structures of the target molecules were well characterized. The inhibitory activities of Cdc25 B and PTP1 B of 3 were explored. The results showed that 3d, 3e, 3i, 3j and 3l exhibit excellent inhibitory activity against Cdc25 B, wherein the IC50 values of 3d, 3e, 3j and 3l were lower than the reference Na3VO4, which were expected to be potential Cdc25 B inhibitors for the treatment of cancer. Compounds 3d, 3e, 3i and 3l showed good inhibitory activity against PTP1 B, wherein the IC50 value of 3l was lower than the reference oleanolic acid, which may be used as a potential PTP1 B inhibitor for the treatment of diabetes. Meanwhile, the fluorescence quenching of six kinds of anions on four target compounds was also studied. It was found that I- exhibited excellent quenching effect, 3c and 3e behaved the best quenching effect and may be a potential recognition fluorescent I- sensor probe.

关 键 词：苯并咪唑 药物活性 荧光探针 CDC25B PTP1B 

分 类 号：O657.3[理学—分析化学] O626[理学—化学]