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DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid

Authorized Users Only
2018
Authors
Tomovic, Dusan Lj.
Bukonjić, Andriana M.
Jevtić, Verica V.
Ratković, Zoran R.
Bogojeski, Jovana V.
Dekovic, Ana
Radojevic, Ivana D.
Čomić, Ljiljana R.
Novaković, Slađana B.
Bogdanović, Goran A.
Trifunović, Srećko R.
Radić, Gordana P.
Cupara, Snezana
Article
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Abstract
The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl (L1), isobutenyl (L2)]. The structure of the complex with the S-isobutenyl derivative (C2) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu-2(S-i-butenyl-thiosal)(4)(DMSO)(2)] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5-monophosphate (5-GMP) were investigated. Complex C2 ([Cu-2(S-i-butenyl-thiosal)(4)(H2O)(2)]) reacted more rapidly with 5-GMP than complex C1. The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absor...ption (UV-Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.

Source:
Transition Metal Chemistry, 2018, 43, 2, 137-148
Funding / projects:
  • Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-172016)
  • Characterization and application of fungal metabolites and assessment of new biofungicides potential (RS-173032)
  • Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry (RS-172034)

DOI: 10.1007/s11243-018-0201-0

ISSN: 0340-4285; 1572-901X

WoS: 000424920800004

Scopus: 2-s2.0-85040861683
[ Google Scholar ]
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URI
https://vinar.vin.bg.ac.rs/handle/123456789/1954
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  • WoS Import
Institution/Community
Vinča
TY  - JOUR
AU  - Tomovic, Dusan Lj.
AU  - Bukonjić, Andriana M.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Bogojeski, Jovana V.
AU  - Dekovic, Ana
AU  - Radojevic, Ivana D.
AU  - Čomić, Ljiljana R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
AU  - Cupara, Snezana
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1954
AB  - The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl (L1), isobutenyl (L2)]. The structure of the complex with the S-isobutenyl derivative (C2) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu-2(S-i-butenyl-thiosal)(4)(DMSO)(2)] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5-monophosphate (5-GMP) were investigated. Complex C2 ([Cu-2(S-i-butenyl-thiosal)(4)(H2O)(2)]) reacted more rapidly with 5-GMP than complex C1. The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absorption (UV-Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.
T2  - Transition Metal Chemistry
T1  - DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid
VL  - 43
IS  - 2
SP  - 137
EP  - 148
DO  - 10.1007/s11243-018-0201-0
ER  - 
@article{
author = "Tomovic, Dusan Lj. and Bukonjić, Andriana M. and Jevtić, Verica V. and Ratković, Zoran R. and Bogojeski, Jovana V. and Dekovic, Ana and Radojevic, Ivana D. and Čomić, Ljiljana R. and Novaković, Slađana B. and Bogdanović, Goran A. and Trifunović, Srećko R. and Radić, Gordana P. and Cupara, Snezana",
year = "2018",
abstract = "The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl (L1), isobutenyl (L2)]. The structure of the complex with the S-isobutenyl derivative (C2) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu-2(S-i-butenyl-thiosal)(4)(DMSO)(2)] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5-monophosphate (5-GMP) were investigated. Complex C2 ([Cu-2(S-i-butenyl-thiosal)(4)(H2O)(2)]) reacted more rapidly with 5-GMP than complex C1. The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absorption (UV-Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.",
journal = "Transition Metal Chemistry",
title = "DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid",
volume = "43",
number = "2",
pages = "137-148",
doi = "10.1007/s11243-018-0201-0"
}
Tomovic, D. Lj., Bukonjić, A. M., Jevtić, V. V., Ratković, Z. R., Bogojeski, J. V., Dekovic, A., Radojevic, I. D., Čomić, L. R., Novaković, S. B., Bogdanović, G. A., Trifunović, S. R., Radić, G. P.,& Cupara, S.. (2018). DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid. in Transition Metal Chemistry, 43(2), 137-148.
https://doi.org/10.1007/s11243-018-0201-0
Tomovic DL, Bukonjić AM, Jevtić VV, Ratković ZR, Bogojeski JV, Dekovic A, Radojevic ID, Čomić LR, Novaković SB, Bogdanović GA, Trifunović SR, Radić GP, Cupara S. DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid. in Transition Metal Chemistry. 2018;43(2):137-148.
doi:10.1007/s11243-018-0201-0 .
Tomovic, Dusan Lj., Bukonjić, Andriana M., Jevtić, Verica V., Ratković, Zoran R., Bogojeski, Jovana V., Dekovic, Ana, Radojevic, Ivana D., Čomić, Ljiljana R., Novaković, Slađana B., Bogdanović, Goran A., Trifunović, Srećko R., Radić, Gordana P., Cupara, Snezana, "DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid" in Transition Metal Chemistry, 43, no. 2 (2018):137-148,
https://doi.org/10.1007/s11243-018-0201-0 . .

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