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New Ru II pincer complexes: synthesis, characterization and biological evaluation for photodynamic therapy.
Three new ruthenium(ii) complexes of NCN pincer and phenylcyanamide derivative ligands of the formula [Ru(L)(Ph2 phen)(3,5-(NO2 )2 pcyd)], 1, [Ru(L)(Me2 phen)(3,5-(NO2 )2 pcyd)], 2, and [Ru(L)(Cl2 phen)(3,5-(NO2 )2 pcyd)], 3 (HL: 5-methoxy-1,3-bis(1-methyl-1H-benzo[d]imidazol-2-yl)benzene, 3,5-(NO2 )2 pcyd: 3,5-(NO2 )2 pcyd, Ph2 phen: 4,7-diphenyl-1,10-phenanthroline, Me2 phen: 4,7-dimethyl-1,10-phenanthroline, Cl2 phen: 4,7-dichloro-1,10-phenanthroline) have been synthesized and studied as potential photosensitizers (PSs) in photodynamic therapy (PDT). The complexes exhibited promising1 O2 production quantum yields comparable with PSs available on the market. The DNA-binding interactions of the complexes with calf thymus DNA have been studied by absorption, emission, and viscosity measurements. All complexes cleave SC-DNA efficiently on photoactivation at 350 nm with the formation of singlet oxygen (1 O2 ) and hydroxyl radicals (˙OH) in type-II and photoredox pathways. Complexes 1-3 showed very good uptake in cervical cancer cells (HeLa). The compounds studied were found to exhibit low toxicity against HeLa cells (IC50 > 300 μM) and, remarkably, on non-cancerous MRC-5 cells (IC50 > 100 μM) in the dark. However, 1 showed very promising behavior with an increment of about 90 times, in its cytotoxicity upon light illumination at 420 nm in addition to very good human plasma stability.
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