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Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules

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Authors
Jovanović, Snežana
Bogojeski, Jovana V.
Nikolić, Miloš V.
Mijajlović, Marina Ž.
Tomović, Dušan Lj.
Bukonjić, Andriana M.
Knežević Rangelov, Sanja M.
Mijailović, Nataša R.
Ratković, Zoran R.
Jevtić, Verica V.
Petrović, Biljana V.
Trifunović, Srećko R.
Novaković, Slađana B.
Bogdanović, Goran A.
Radić, Gordana P.
Article (Published version)
,
© 2019 Informa UK Limited, trading as Taylor & Francis Group
Metadata
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Abstract
Interactions of copper(II) complexes which contain S-alkyl derivatives of thiosalicylic acid (alkyl = methyl, ethyl, propyl and butyl; aryl = benzyl), marked as 1–5, with guanosine-5′-monophosphate (5′-GMP) and calf thymus DNA (CT-DNA) were studied. Kinetics of substitution reactions of 1–5 with 5′-GMP and CT-DNA were investigated under pseudo-first-order conditions at 310 K and pH = 7.2 in 25 mM Hepes buffer using stopped-flow method. All complexes have high affinity toward studied bio-molecules. Additionally, interactions with CT-DNA were followed by absorption spectroscopy and fluorescence quenching measurements. The results indicate that complexes bind to DNA exhibiting high binding constants (Kb = 104 M−1). During the examination of competitive reactions with ethidium bromide (EB), results showed that complexes can replace EB-bound DNA. In addition, a new crystal structure of the binuclear Cu(II) complex with S-substituted thiosalicylate derivative has been reported. In the presen...t series of Cu(II) complexes the crystal structure is the first example of a complex comprising an S-aryl derivative of thiosalicylate ligand. Through comparative study of structural properties of six molecules from four crystal structures we examined the structural variations, potentially important for biological activity of these complexes. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.

Keywords:
5′-GMP / Cu(II) complexes / DNA / interactions / kinetics
Source:
Journal of Coordination Chemistry, 2019, 72, 10, 1603-1620
Funding / projects:
  • Mechanistic studies of the reactions of transition metal ion complexes with biologically relevant molecules (RS-172011)
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-172016)

DOI: 10.1080/00958972.2019.1610561

ISSN: 0095-8972

WoS: 000485070500001

Scopus: 2-s2.0-85065676768
[ Google Scholar ]
2
URI
https://www.tandfonline.com/doi/full/10.1080/00958972.2019.1610561
https://vinar.vin.bg.ac.rs/handle/123456789/8196
Collections
  • Radovi istraživača
Institution/Community
Vinča
TY  - JOUR
AU  - Jovanović, Snežana
AU  - Bogojeski, Jovana V.
AU  - Nikolić, Miloš V.
AU  - Mijajlović, Marina Ž.
AU  - Tomović, Dušan Lj.
AU  - Bukonjić, Andriana M.
AU  - Knežević Rangelov, Sanja M.
AU  - Mijailović, Nataša R.
AU  - Ratković, Zoran R.
AU  - Jevtić, Verica V.
AU  - Petrović, Biljana V.
AU  - Trifunović, Srećko R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Radić, Gordana P.
PY  - 2019
UR  - https://www.tandfonline.com/doi/full/10.1080/00958972.2019.1610561
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8196
AB  - Interactions of copper(II) complexes which contain S-alkyl derivatives of thiosalicylic acid (alkyl = methyl, ethyl, propyl and butyl; aryl = benzyl), marked as 1–5, with guanosine-5′-monophosphate (5′-GMP) and calf thymus DNA (CT-DNA) were studied. Kinetics of substitution reactions of 1–5 with 5′-GMP and CT-DNA were investigated under pseudo-first-order conditions at 310 K and pH = 7.2 in 25 mM Hepes buffer using stopped-flow method. All complexes have high affinity toward studied bio-molecules. Additionally, interactions with CT-DNA were followed by absorption spectroscopy and fluorescence quenching measurements. The results indicate that complexes bind to DNA exhibiting high binding constants (Kb = 104 M−1). During the examination of competitive reactions with ethidium bromide (EB), results showed that complexes can replace EB-bound DNA. In addition, a new crystal structure of the binuclear Cu(II) complex with S-substituted thiosalicylate derivative has been reported. In the present series of Cu(II) complexes the crystal structure is the first example of a complex comprising an S-aryl derivative of thiosalicylate ligand. Through comparative study of structural properties of six molecules from four crystal structures we examined the structural variations, potentially important for biological activity of these complexes. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.
T2  - Journal of Coordination Chemistry
T1  - Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules
VL  - 72
IS  - 10
SP  - 1603
EP  - 1620
DO  - 10.1080/00958972.2019.1610561
ER  - 
@article{
author = "Jovanović, Snežana and Bogojeski, Jovana V. and Nikolić, Miloš V. and Mijajlović, Marina Ž. and Tomović, Dušan Lj. and Bukonjić, Andriana M. and Knežević Rangelov, Sanja M. and Mijailović, Nataša R. and Ratković, Zoran R. and Jevtić, Verica V. and Petrović, Biljana V. and Trifunović, Srećko R. and Novaković, Slađana B. and Bogdanović, Goran A. and Radić, Gordana P.",
year = "2019",
abstract = "Interactions of copper(II) complexes which contain S-alkyl derivatives of thiosalicylic acid (alkyl = methyl, ethyl, propyl and butyl; aryl = benzyl), marked as 1–5, with guanosine-5′-monophosphate (5′-GMP) and calf thymus DNA (CT-DNA) were studied. Kinetics of substitution reactions of 1–5 with 5′-GMP and CT-DNA were investigated under pseudo-first-order conditions at 310 K and pH = 7.2 in 25 mM Hepes buffer using stopped-flow method. All complexes have high affinity toward studied bio-molecules. Additionally, interactions with CT-DNA were followed by absorption spectroscopy and fluorescence quenching measurements. The results indicate that complexes bind to DNA exhibiting high binding constants (Kb = 104 M−1). During the examination of competitive reactions with ethidium bromide (EB), results showed that complexes can replace EB-bound DNA. In addition, a new crystal structure of the binuclear Cu(II) complex with S-substituted thiosalicylate derivative has been reported. In the present series of Cu(II) complexes the crystal structure is the first example of a complex comprising an S-aryl derivative of thiosalicylate ligand. Through comparative study of structural properties of six molecules from four crystal structures we examined the structural variations, potentially important for biological activity of these complexes. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.",
journal = "Journal of Coordination Chemistry",
title = "Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules",
volume = "72",
number = "10",
pages = "1603-1620",
doi = "10.1080/00958972.2019.1610561"
}
Jovanović, S., Bogojeski, J. V., Nikolić, M. V., Mijajlović, M. Ž., Tomović, D. Lj., Bukonjić, A. M., Knežević Rangelov, S. M., Mijailović, N. R., Ratković, Z. R., Jevtić, V. V., Petrović, B. V., Trifunović, S. R., Novaković, S. B., Bogdanović, G. A.,& Radić, G. P.. (2019). Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules. in Journal of Coordination Chemistry, 72(10), 1603-1620.
https://doi.org/10.1080/00958972.2019.1610561
Jovanović S, Bogojeski JV, Nikolić MV, Mijajlović MŽ, Tomović DL, Bukonjić AM, Knežević Rangelov SM, Mijailović NR, Ratković ZR, Jevtić VV, Petrović BV, Trifunović SR, Novaković SB, Bogdanović GA, Radić GP. Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules. in Journal of Coordination Chemistry. 2019;72(10):1603-1620.
doi:10.1080/00958972.2019.1610561 .
Jovanović, Snežana, Bogojeski, Jovana V., Nikolić, Miloš V., Mijajlović, Marina Ž., Tomović, Dušan Lj., Bukonjić, Andriana M., Knežević Rangelov, Sanja M., Mijailović, Nataša R., Ratković, Zoran R., Jevtić, Verica V., Petrović, Biljana V., Trifunović, Srećko R., Novaković, Slađana B., Bogdanović, Goran A., Radić, Gordana P., "Interactions of binuclear copper(II) complexes with S-substituted thiosalicylate derivatives with some relevant biomolecules" in Journal of Coordination Chemistry, 72, no. 10 (2019):1603-1620,
https://doi.org/10.1080/00958972.2019.1610561 . .

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