Department of Chemistry, School of Advanced Sciences, VIT, Vellore-632014, Tamil Nadu, India.
Department of Biotechnology, School of Bioscience & Technology, Vellore Institute of Technology, Vellore 632014, Tamil Nadu, India.
Dalton Trans. 2019 Aug 28;48(32):12257-12271. doi: 10.1039/c9dt00921c. Epub 2019 Jul 24.
Of late, cancer has become a terrible disease affecting people throughout the world. Keeping this in mind, we tried to design drugs that are more lipophilic, target-specific, water-soluble, cytoselective and fluorescent. In this regard, we reported novel ruthenium(ii)-p-cymene imidazophenanthroline scaffolds as effective DNA targeting agents. The planarity of imidazophenanthroline ligands caused the Ru(ii) complex to be a good intercalator. An extended π-electronic conjugation was introduced in the imidazophenanthroline moieties through the Suzuki and Sonogashira coupling reactions. Here, we synthesized nine Ru(ii) complexes (16a-b, 17a-d, and 19a-c). Among these, [(η-p-cymene)RuCl(K-N,N-2-(4'-methyl-[1,1'-BIphenyl]-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF (16b) exhibited the best potency and selectivity with excellent cellular uptake; [(η-p-cymene)RuCl(K-N,N-2-(4-(phenylethynyl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF (17a) acted as a cytoselective probe for live cell imaging.
近年来，癌症已成为一种可怕的疾病，影响着全世界的人们。考虑到这一点，我们试图设计出更亲脂性、靶向性、水溶性、细胞选择性和荧光性的药物。在这方面，我们报道了新型钌（ii）-对伞花烃咪唑菲咯啉支架作为有效的 DNA 靶向剂。咪唑菲咯啉配体的平面性导致 Ru(ii) 配合物成为一种良好的嵌入剂。通过 Suzuki 和 Sonogashira 偶联反应，在咪唑菲咯啉部分引入了扩展的π-电子共轭。在这里，我们合成了九个 Ru(ii) 配合物（16a-b、17a-d 和 19a-c）。在这些配合物中，[(η-p-cymene)RuCl(K-N,N-2-(4'-甲基-[1,1'-BIphenyl]-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF（16b）表现出最好的效力和选择性，并具有优异的细胞摄取能力；[(η-p-cymene)RuCl(K-N,N-2-(4-(苯乙炔基)苯基)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF（17a）作为活细胞成像的细胞选择性探针。
