TY  - JOUR
AU  - Vilipić, Jovana P.
AU  - Novaković, Irena T.
AU  - Zlatović, Mario V.
AU  - Vujčić, Miroslava T.
AU  - Tufegdzic, Srđan J.
AU  - Sladić, Dušan M.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1405
AB  - The interactions of nine amino acid derivatives of tert-butylquinone with biomacromolecules were studied. Sodium dodecyl sulphate (SDS) gel electrophoresis and mass spectrometry confirmed the absence of modifications of lysozyme by any of the synthesized compounds. Spectrophotometric studies demonstrated hyperchromism, i.e., the existence of interactions between the quinones and calf thymus DNA (CT-DNA). Determination of the binding constants by absorption titration indicated weak interactions between the quinone derivatives and CT-DNA. The quenching of fluorescence of the intercalator ethidium bromide (EB) from the EB-CT-DNA system and of the minor groove binder Hoechst 33258 (H) from the H-CT-DNA system by the synthesized derivatives indicated interactions of the compounds and CT-DNA. Circular dichroism (CD) spectra demonstrated a non-intercalative binding mode of the quinone derivatives to CT-DNA. Molecular docking results confirmed binding to the minor groove. The electrophoretic pattern showed no cleavage of the pUC19 plasmid in the presence of any of the synthesized compounds. The ability of the derivatives to scavenge radicals was confirmed by the 2,2-diphenyl-1-picrylhydrazyl (DPPH) test. All the presented results suggest that the DNA minor groove binding is the principal mechanism of action of the examined amino acid derivatives.
T2  - Journal of the Serbian Chemical Society
T1  - Interactions of cytotoxic amino acid derivatives of tert-butylquinone with DNA and lysozyme
VL  - 81
IS  - 12
SP  - 1345
EP  - 1358
DO  - 10.2298/JSC160725101V
ER  - 

@article{
author = "Vilipić, Jovana P. and Novaković, Irena T. and Zlatović, Mario V. and Vujčić, Miroslava T. and Tufegdzic, Srđan J. and Sladić, Dušan M.",
year = "2016",
abstract = "The interactions of nine amino acid derivatives of tert-butylquinone with biomacromolecules were studied. Sodium dodecyl sulphate (SDS) gel electrophoresis and mass spectrometry confirmed the absence of modifications of lysozyme by any of the synthesized compounds. Spectrophotometric studies demonstrated hyperchromism, i.e., the existence of interactions between the quinones and calf thymus DNA (CT-DNA). Determination of the binding constants by absorption titration indicated weak interactions between the quinone derivatives and CT-DNA. The quenching of fluorescence of the intercalator ethidium bromide (EB) from the EB-CT-DNA system and of the minor groove binder Hoechst 33258 (H) from the H-CT-DNA system by the synthesized derivatives indicated interactions of the compounds and CT-DNA. Circular dichroism (CD) spectra demonstrated a non-intercalative binding mode of the quinone derivatives to CT-DNA. Molecular docking results confirmed binding to the minor groove. The electrophoretic pattern showed no cleavage of the pUC19 plasmid in the presence of any of the synthesized compounds. The ability of the derivatives to scavenge radicals was confirmed by the 2,2-diphenyl-1-picrylhydrazyl (DPPH) test. All the presented results suggest that the DNA minor groove binding is the principal mechanism of action of the examined amino acid derivatives.",
journal = "Journal of the Serbian Chemical Society",
title = "Interactions of cytotoxic amino acid derivatives of tert-butylquinone with DNA and lysozyme",
volume = "81",
number = "12",
pages = "1345-1358",
doi = "10.2298/JSC160725101V"
}

Vilipić, J. P., Novaković, I. T., Zlatović, M. V., Vujčić, M. T., Tufegdzic, S. J.,& Sladić, D. M.. (2016). Interactions of cytotoxic amino acid derivatives of tert-butylquinone with DNA and lysozyme. in Journal of the Serbian Chemical Society, 81(12), 1345-1358.
https://doi.org/10.2298/JSC160725101V

Vilipić JP, Novaković IT, Zlatović MV, Vujčić MT, Tufegdzic SJ, Sladić DM. Interactions of cytotoxic amino acid derivatives of tert-butylquinone with DNA and lysozyme. in Journal of the Serbian Chemical Society. 2016;81(12):1345-1358.
doi:10.2298/JSC160725101V .

Vilipić, Jovana P., Novaković, Irena T., Zlatović, Mario V., Vujčić, Miroslava T., Tufegdzic, Srđan J., Sladić, Dušan M., "Interactions of cytotoxic amino acid derivatives of tert-butylquinone with DNA and lysozyme" in Journal of the Serbian Chemical Society, 81, no. 12 (2016):1345-1358,
https://doi.org/10.2298/JSC160725101V . .