Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine
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2018
Authors
Glišić, Biljana Đ.Nikodinović-Runić, Jasmina
Ilić-Tomić, Tatjana
Wadepohl, Hubert
Veselinović, Aleksandar
Opsenica, Igor
Đuran, Miloš I.
Article (Published version)
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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. (C) 2017 Elsevier Ltd. All rights reserved.
Keywords:
Copper(II) complexes / Terpyridine / Cytotoxicity / DNA interaction / Docking studiesSource:
Polyhedron, 2018, 139, 313-322Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
- Synthesis of new metal complexes and investigation of their reactions with peptides (RS-172036)
- Microbial diversity study and characterization of beneficial environmental microorganisms (RS-173048)
- German Academic Exchange Service (DAAD)
- SupraMedChem'Balkans.Net SCOPES [IZ74Z0_160515]
- Serbian Academy of Sciences and Arts [F128]
Note:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3308
DOI: 10.1016/j.poly.2017.11.008
ISSN: 0277-5387
WoS: 000419409900039
Scopus: 2-s2.0-85034784037
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Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Glišić, Biljana Đ. AU - Nikodinović-Runić, Jasmina AU - Ilić-Tomić, Tatjana AU - Wadepohl, Hubert AU - Veselinović, Aleksandar AU - Opsenica, Igor AU - Đuran, Miloš I. PY - 2018 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2581 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. (C) 2017 Elsevier Ltd. All rights reserved. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Polyhedron T1 - Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine VL - 139 SP - 313 EP - 322 DO - 10.1016/j.poly.2017.11.008 ER -
@article{ author = "Glišić, Biljana Đ. and Nikodinović-Runić, Jasmina and Ilić-Tomić, Tatjana and Wadepohl, Hubert and Veselinović, Aleksandar and Opsenica, Igor and Đuran, Miloš 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. (C) 2017 Elsevier Ltd. All rights reserved.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Polyhedron", title = "Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine", volume = "139", pages = "313-322", doi = "10.1016/j.poly.2017.11.008" }
Glišić, B. Đ., Nikodinović-Runić, J., Ilić-Tomić, T., Wadepohl, H., Veselinović, A., Opsenica, I.,& Đuran, 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 BĐ, Nikodinović-Runić J, Ilić-Tomić T, Wadepohl H, Veselinović A, Opsenica I, Đuran 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 Đ., Nikodinović-Runić, Jasmina, Ilić-Tomić, Tatjana, Wadepohl, Hubert, Veselinović, Aleksandar, Opsenica, Igor, Đuran, Miloš 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 . .