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

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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 [Cu2(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 ([Cu2(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.

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Acknowledgements

This work was financially supported by the Ministry of Education, Science and Technological Development of the Republic of Serbia (Projects 172016, 173032, 172034, 172035, 172011).

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Authors and Affiliations

  1. Department of Pharmacy, Faculty of Medical Sciences, University of Kragujevac, Svetozara Markovića 69, Kragujevac, 34000, Republic of Serbia

    Dušan Lj. Tomović, Andriana M. Bukonjić, Gordana P. Radić & Snežana Cupara

  2. Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, Kragujevac, 34000, Republic of Serbia

    Verica V. Jevtić, Zoran R. Ratković, Jovana V. Bogojeski & Srećko R. Trifunović

  3. Department of Biology and Ecology, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, Kragujevac, 34000, Republic of Serbia

    Ivana D. Radojević & Ljiljana R. Čomić

  4. Laboratory of Theoretical Physics and Condensed Matter Physics, Vinča Institute of Nuclear Sciences, University of Belgrade, PO Box 522, Belgrade, 11001, Republic of Serbia

    Slađana B. Novaković & Goran A. Bogdanović

  5. State University of Novi Pazar, Vuka Karadzića bb, Novi Pazar, 36300, Republic of Serbia

    Ana Đeković

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  1. Dušan Lj. Tomović
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  7. Ivana D. Radojević
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Correspondence to Gordana P. Radić or Snežana Cupara.

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Tomović, D.L., Bukonjić, A.M., Jevtić, V.V. et al. DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid. Transit Met Chem 43, 137–148 (2018). https://doi.org/10.1007/s11243-018-0201-0

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