Corrole-吩噻嗪二元体与DNA相互作用研究

DNA-binding of Corrole-phenothiazine Dyads

用单羟基Corrole 1a-1c和吩噻嗪-10-碳酰氯(PTZ)进行反应,通过反应条件的筛选,最终采用DBU(1,8-二氮杂环[5,4,0]十一烯-7)作为催化剂,合成三种Corrole-吩噻嗪二元体2a-2c,产率为60%～95%.利用HR-MS、1 H-NMR和19F-NMR等对它们进行了表征.通过紫外-可见吸收光谱,稳态荧光光谱,流体力学实验及CD光谱推断所合成的6种化合物和小牛胸腺DNA(CT DNA)的结合模式为外部结合.此外,吩噻嗪组分的引入使得二元体和DNA的结合有所增强.

A series of mono-hydroxyl Corroles la-lc and Corrole-phenothiazine dyads were successfully synthesized. Three kinds of Corrole-phenothiazine dyads could be efficiently prepared at room temperature in the presence of DBU with yields of 60% -95%. The compounds were determined by HR-MS, 1H- NMR, 19F-NMR and so on. UV-vis spectra, steady-state fluorescence spectra, hydrodynamic experimental results and CD spectra evidences showed that the interaction between these Corroles and calf thymus DNA （CT DNA） was of an outside binding mode. As compared to Corrole monomer, these Corrole-phenothiazine dyads exhibit enhanced DNA binding activities.