Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine
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Glišić, BiljanaNikodinović-Runić, Jasmina
Ilić-Tomić, Tatjana
Wadepohl, Hubert
Veselinović, Aleksandar
Opsenica, Igor M.
Djuran, Milos I.
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Mononuclear copper(II) complexes with 2,2':6',2 ''-terpyridine (terpy), [Cu(terpy)(ClO4)(2)(H2O)] (1) and [Cu(terpy())2](CF3SO3)(2)center dot 2H(2)O (2), were synthesized and structurally characterized by UV-Vis and IR spectroscopy, ESI mass spectrometry and single-crystal X-ray diffraction analysis. In vitro study of cytotoxicity of the complexes demonstrated good antiproliferative properties in the case of human non-small cell lung cancer (A549), as well as in lung fibroblast (MRC5) cell line. Copper(II) complexes with terpy showed significant ability to interact with the high molecular weight double stranded DNA, without induction of DNA damage. On the other side, they caused nicking of plasmid DNA without presence of co-oxidant, indicating moderate nucleolytic activity. Circular dichroism spectra confirmed intercalation of the complexes to double-stranded DNA. Molecular docking studies also indicated strong binding affinity of the complexes with DNA revealing that two forms of 1 (1...a and 1b with and without coordinated perchlorate ion, respectively) and 2 bind to the major groove of DNA.
Keywords:
Terpyridine / Docking studies / DNA interaction / Cytotoxicity / Copper(II) complexesSource:
Polyhedron, 2018, 139, 313-322Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
- SupraMedChem"Balkans.Net SCOPES [IZ74Z0_160515]
- Serbian Academy of Sciences and Arts [F128]
- German Academic Exchange Service (DAAD)
- Synthesis of new metal complexes and investigation of their reactions with peptides (RS-MESTD-Basic Research (BR or ON)-172036)
- Microbial diversity study and characterization of beneficial environmental microorganisms (RS-MESTD-Basic Research (BR or ON)-173048)
DOI: 10.1016/j.poly.2017.11.008
ISSN: 0277-5387
WoS: 000419409900039
Scopus: 2-s2.0-85034784037
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Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Glišić, Biljana AU - Nikodinović-Runić, Jasmina AU - Ilić-Tomić, Tatjana AU - Wadepohl, Hubert AU - Veselinović, Aleksandar AU - Opsenica, Igor M. AU - Djuran, Milos I. PY - 2018 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1166 AB - Mononuclear copper(II) complexes with 2,2':6',2 ''-terpyridine (terpy), [Cu(terpy)(ClO4)(2)(H2O)] (1) and [Cu(terpy())2](CF3SO3)(2)center dot 2H(2)O (2), were synthesized and structurally characterized by UV-Vis and IR spectroscopy, ESI mass spectrometry and single-crystal X-ray diffraction analysis. In vitro study of cytotoxicity of the complexes demonstrated good antiproliferative properties in the case of human non-small cell lung cancer (A549), as well as in lung fibroblast (MRC5) cell line. Copper(II) complexes with terpy showed significant ability to interact with the high molecular weight double stranded DNA, without induction of DNA damage. On the other side, they caused nicking of plasmid DNA without presence of co-oxidant, indicating moderate nucleolytic activity. Circular dichroism spectra confirmed intercalation of the complexes to double-stranded DNA. Molecular docking studies also indicated strong binding affinity of the complexes with DNA revealing that two forms of 1 (1a and 1b with and without coordinated perchlorate ion, respectively) and 2 bind to the major groove of DNA. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Polyhedron T1 - Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine EP - 322 SP - 313 VL - 139 DO - 10.1016/j.poly.2017.11.008 ER -
@article{ author = "Glišić, Biljana and Nikodinović-Runić, Jasmina and Ilić-Tomić, Tatjana and Wadepohl, Hubert and Veselinović, Aleksandar and Opsenica, Igor M. and Djuran, Milos I.", year = "2018", abstract = "Mononuclear copper(II) complexes with 2,2':6',2 ''-terpyridine (terpy), [Cu(terpy)(ClO4)(2)(H2O)] (1) and [Cu(terpy())2](CF3SO3)(2)center dot 2H(2)O (2), were synthesized and structurally characterized by UV-Vis and IR spectroscopy, ESI mass spectrometry and single-crystal X-ray diffraction analysis. In vitro study of cytotoxicity of the complexes demonstrated good antiproliferative properties in the case of human non-small cell lung cancer (A549), as well as in lung fibroblast (MRC5) cell line. Copper(II) complexes with terpy showed significant ability to interact with the high molecular weight double stranded DNA, without induction of DNA damage. On the other side, they caused nicking of plasmid DNA without presence of co-oxidant, indicating moderate nucleolytic activity. Circular dichroism spectra confirmed intercalation of the complexes to double-stranded DNA. Molecular docking studies also indicated strong binding affinity of the complexes with DNA revealing that two forms of 1 (1a and 1b with and without coordinated perchlorate ion, respectively) and 2 bind to the major groove of DNA.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Polyhedron", title = "Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine", pages = "322-313", volume = "139", doi = "10.1016/j.poly.2017.11.008" }
Glišić, B., Nikodinović-Runić, J., Ilić-Tomić, T., Wadepohl, H., Veselinović, A., Opsenica, I. M.,& Djuran, M. I.. (2018). Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine. in Polyhedron Pergamon-Elsevier Science Ltd, Oxford., 139, 313-322. https://doi.org/10.1016/j.poly.2017.11.008
Glišić B, Nikodinović-Runić J, Ilić-Tomić T, Wadepohl H, Veselinović A, Opsenica IM, Djuran MI. Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine. in Polyhedron. 2018;139:313-322. doi:10.1016/j.poly.2017.11.008 .
Glišić, Biljana, Nikodinović-Runić, Jasmina, Ilić-Tomić, Tatjana, Wadepohl, Hubert, Veselinović, Aleksandar, Opsenica, Igor M., Djuran, Milos I., "Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine" in Polyhedron, 139 (2018):313-322, https://doi.org/10.1016/j.poly.2017.11.008 . .