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DNA studies of newly synthesized heteroleptic platinum(II) complexes [Pt(bpy)(iip)]2+ and [Pt(bpy)(miip)]2+

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Abstract

Two new mono-nuclear heteroleptic platinum(II) complexes, [Pt(bpy)(iip)](PF6)2 (1) and [Pt(bpy)(miip)](PF6)2·2H2O (2) (bpy is 2,2′-bipyridine; iip is 2-(imidazo-4-yl)-1H-imidazo[4,5-f] [1,10] phenanthroline; miip is 2-(1-methylimidazo-2-yl)-1H-imidazo[4,5-f] [1, 10] phenanthroline), have been synthesized and fully characterized by CHN analysis, electrospray ionization and MALDI-TOF mass spectrometry, 1H NMR, FT-IR (ATR), and UV–Vis spectrophotometer. Cytotoxicity, ability to inhibit DNA transcription and DNAse activity of the complexes were studied. The DNA-binding behaviors of both complexes have also been studied by spectroscopic methods, cyclic voltammetry and viscosity measurements. Both complexes showed cytotoxic properties and 2 was more cytotoxic than 1. DNA transcription was inhibited upon increasing concentrations of both complexes. The complex 2 was found to be a better inhibitor than 1. The same pattern can be seen in the DNAse profile of the complexes. In addition, 2 was found to promote cleavage of pBR322 DNA at a lower concentration than 1. The spectroscopic, electrochemical and viscometric results indicate that both complexes show some degree of binding to DNA in an intercalative mode, resulting in intrinsic binding constants K b = 3.55 ± 0.6 × 104 M−1 and 7.01 ± 0.9 × 104 M−1 for 1 and 2, respectively. The difference in the DNA-binding affinities of 1 and 2 may presumably be explained by the methylated imidazole nitrogen atom that makes the compound more hydrophobic and gives better intercalative binding ability to DNA’s hydrophobic environment.

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Acknowledgments

We are grateful for the support of TUBITAK with Grant #113S165. We also thank Zehra Safi Oz for the use of her laboratory to make it possible to visualize and photograph the gel electrophoresis results.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, Bulent Ecevit University, 67100, Zonguldak, Turkey

    Burak Coban, Abdurrahman Sengul, Ufuk Yildiz & Izzet Kocak

  2. Department of Immunology, Faculty of Medicine, Bulent Ecevit University, 67100, Zonguldak, Turkey

    Ishak Ozel Tekin & Nergis Sevinc

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  1. Burak Coban
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  2. Ishak Ozel Tekin
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Correspondence to Burak Coban.

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Coban, B., Tekin, I.O., Sengul, A. et al. DNA studies of newly synthesized heteroleptic platinum(II) complexes [Pt(bpy)(iip)]2+ and [Pt(bpy)(miip)]2+ . J Biol Inorg Chem 21, 163–175 (2016). https://doi.org/10.1007/s00775-015-1317-8

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