咔唑类二聚体衍生物的设计、合成及用于G4-DNA荧光探针的初步研究

Design and syntheses of carbazole dimeric derivatives and preliminary study on G4-DNA fluorescent probes

目的设计、合成咔唑类二聚体衍生物并进行G4-DNA荧光探针的初步探究。方法分别以化合物3,3-亚甲基双(2,7-二甲氧基-N-9-咔唑乙酸甲酯)和3,6,9,12-四甲氧基-5,11-二氢吲哚[3,2-b]咔唑为起始原料,经过氧化、Knoevenagel缩合以及卤代、付克烷基化、胺解等反应制备得到目标化合物1~9。采用紫外分光光谱法和荧光光谱法在分子水平探究目标化合物与G4-DNA的相互作用,并计算结合比例与结合常数。结果本文合成了9个新型咔唑衍生物,并探究了其中含有氨基侧链的产物与G4-DNA的相互作用。结果表明,目标化合物2与G4-DNA结合的物质的量比为2∶1,其结合常数达到2.31×10^(8)(mol·L^(-1))^(-2)。结论目标化合物2具有成为G4-DNA荧光探针的潜质,有深入探究的价值。

To design and synthesize carbazole dimer derivatives and conduct a preliminary exploration of G4-DNA fluorescent probe.The target compound was obtained by reactions of oxidation knoevenagel,halogenation,Friedel-Crafts and aminolysis,and their interactions with G4-DNA were explored at the molecular level by UV and fluorescence spectroscopy,the binding ratio and binding constant were calculated.In this paper,nine novel carbazoles were synthesized and their interaction between the aminolyzed compounds and G4-DNA was explored.The results showed that compound 2 had a 2∶1 binding mode with G4-DNA,and its binding constant reached 2.31×10^(8)(mol·L^(-1))^(-2).In conclusion,compound 2 had the potential to serve as a G4-DNA fluorescent probe,which is worthy of further exploration.