Photo-activated cytotoxicity of a pyrenyl-terpyridine copper(II) complex in HeLa cells |
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Authors: | Sovan Roy Sounik Saha Ritankar Majumdar Rajan R. Dighe Akhil R. Chakravarty |
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Affiliation: | 1. Department of Inorganic and Physical Chemistry, Indian Institute of Science, Sir C.V. Raman Avenue, Bangalore 560012, India;2. Department of Molecular Reproduction, Development and Genetics, Indian Institute of Science, Sir C.V. Raman Avenue, Bangalore 560012, India |
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Abstract: | Terpyridine copper(II) complexes [Cu(L)2](NO3)2, where L is (4′-phenyl)-2,2′:6′,2′′-terpyridine (ph-tpy in 1) and [4′-(1-pyrenyl)]-2,2′:6′,2′′-terpyridine (py-tpy in 2), are prepared, characterized and their photocytotoxic activity studied. The crystal structure of complex 1 shows distorted octahedral CuN6 coordination geometry. The 1:2 electrolytic and one-electron paramagnetic complexes show a visible band near 650 nm in DMF–H2O. The complexes show emission band at 352 nm for 1 and 425 nm for 2 when excited at 283 and 346 nm, respectively. The Cu(II)–Cu(I) redox couple is observed near −0.2 V versus SCE in DMF–0.1 M TBAP. The complexes are avid partial-intercalative binders to calf thymus DNA giving binding constant (Kb) values of ∼106 M−1. Complex 2 with its photoactive pyrenyl moiety exhibits significant photocleavage of pUC19 DNA in red light via singlet oxygen pathway. Complex 2 also exhibits significant photo-activated cytotoxicity in HeLa cancer cells in visible light giving IC50 value of 11.9 μM, while being non-toxic in dark with an IC50 value of 130.5 μM. |
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Keywords: | Copper Terpyridine bases DNA photocleavage Photo-activated cytotoxicity Crystal structure HeLa cells |
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