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Issue 32, 2019
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Luminescent anticancer ruthenium(ii)-p-cymene complexes of extended imidazophenanthroline ligands: synthesis, structure, reactivity, biomolecular interactions and live cell imaging

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Abstract

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, [(η6-p-cymene)RuCl(K2-N,N-2-(4′-methyl-[1,1′-BIphenyl]-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF6 (16b) exhibited the best potency and selectivity with excellent cellular uptake; [(η6-p-cymene)RuCl(K2-N,N-2-(4-(phenylethynyl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline)]·PF6 (17a) acted as a cytoselective probe for live cell imaging.

Graphical abstract: Luminescent anticancer ruthenium(ii)-p-cymene complexes of extended imidazophenanthroline ligands: synthesis, structure, reactivity, biomolecular interactions and live cell imaging

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Supplementary files

Article information


Submitted
01 Mar 2019
Accepted
08 Jul 2019
First published
24 Jul 2019

Dalton Trans., 2019,48, 12257-12271
Article type
Paper

Luminescent anticancer ruthenium(II)-p-cymene complexes of extended imidazophenanthroline ligands: synthesis, structure, reactivity, biomolecular interactions and live cell imaging

B. Sarkar, A. Mondal, Y. Madaan, N. Roy, A. Moorthy, Y. Kuo and P. Paira, Dalton Trans., 2019, 48, 12257
DOI: 10.1039/C9DT00921C

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