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Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine

Authorized Users Only
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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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 (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 studies
Source:
Polyhedron, 2018, 139, 313-322
Publisher:
  • 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
[ Google Scholar ]
17
10
URI
https://cherry.chem.bg.ac.rs/handle/123456789/2581
Collections
  • Publikacije
  • Publikacije
Institution/Community
Hemijski fakultet
TY  - 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
UR  - Kon_3397
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",
url = "Kon_3397"
}
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
Kon_3397
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
Kon_3397 .
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 .,
Kon_3397 .

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