Journal
DALTON TRANSACTIONS
Volume 45, Issue 45, Pages 18333-18345Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6dt03502g
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- Department of Chemistry, Isfahan University of Technology (IUT)
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Three new ruthenium(II) complexes of NCN pincer and phenylcyanamide derivative ligands of the formula [Ru(L)(Ph(2)phen)(3,5-(NO2)(2)pcyd)], 1, [Ru(L)(Me(2)phen)(3,5-(NO2)(2)pcyd)], 2, and [Ru(L)(Cl(2)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, Ph2phen: 4,7-diphenyl-1,10-phenanthroline, Me(2)phen: 4,7-dimethyl-1,10-phenanthroline, Cl(2)phen: 4,7-dichloro-1,10-phenanthroline) have been synthesized and studied as potential photosensitizers (PSs) in photodynamic therapy (PDT). The complexes exhibited promising O-1(2) 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 (O-1(2)) and hydroxyl radicals ((OH)-O-center dot) 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 mu M) and, remarkably, on non-cancerous MRC-5 cells (IC50 > 100 mu M) 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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