Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200378 (Institute of Information Technology)

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Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200378 (Institute of Information Technology) (en)
Ministarstvo prosvete, nauke i tehnološkog razvoja Republike Srbije, Ugovor br. 200378 (Institut za informacione tehnologije, Kragujevac) (sr_RS)
Министарство просвете, науке и технолошког развоја Републике Србије, Уговор бр. 200378 (Институт за информационе технологије, Крагујевац) (sr)
Authors

Publications

Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s)

Antonijević, Marko; Avdović, Edina; Simijonović, Dušica; Milanović, Žiko; Žižić, Milan; Marković, Zoran

(Elsevier, 2024)

TY  - JOUR
AU  - Antonijević, Marko
AU  - Avdović, Edina
AU  - Simijonović, Dušica
AU  - Milanović, Žiko
AU  - Žižić, Milan
AU  - Marković, Zoran
PY  - 2024
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/3163
AB  - Pharmaceutical and industrial utilization of synthetic chemicals has an immerse impact
on the environment. In that sense, novel chemicals with potential for industrial
application should be investigated for their behavior in reactions with hydroxyl radical,
simulating AOPs (Advanced Oxidation Processes). AOPs are known for being highly
effective in wastewater management and natural water remediation. In this paper,
exhaustive research on the radical scavenging activity of a newly synthesized
coumarin derivative (4HCBH), as a representative of the series of coumarin-
benzohydrazides with high antioxidative potential was conducted. This study took into
consideration the pH value range significant for practically all living organisms (pH=7.0-
8.5). According to the experimentally obtained results, the 4HCBH showed an increase
in radical scavenging activity, following the slight increase in pH values, which
suggested that the formation of anionic form of 4HCBH is responsible for its antiradical
activity. Further investigations led to the postulation of a novel mechanistic approach
called Sequential Proton Loss Electron Transfer – Radical-Radical Coupling (SPLET-
RRC), in which, by a series of steps, a new, stable compound was formed.
Furthermore, it was demonstrated that the product generated through SPLET-RRC
showed lower toxicity than the parent molecule.
PB  - Elsevier
T2  - Science of the Total Environment
T1  - Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s)
EP  - 160319
SP  - 169307
VL  - 912
DO  - 10.1016/j.scitotenv.2023.169307
ER  - 
@article{
author = "Antonijević, Marko and Avdović, Edina and Simijonović, Dušica and Milanović, Žiko and Žižić, Milan and Marković, Zoran",
year = "2024",
abstract = "Pharmaceutical and industrial utilization of synthetic chemicals has an immerse impact
on the environment. In that sense, novel chemicals with potential for industrial
application should be investigated for their behavior in reactions with hydroxyl radical,
simulating AOPs (Advanced Oxidation Processes). AOPs are known for being highly
effective in wastewater management and natural water remediation. In this paper,
exhaustive research on the radical scavenging activity of a newly synthesized
coumarin derivative (4HCBH), as a representative of the series of coumarin-
benzohydrazides with high antioxidative potential was conducted. This study took into
consideration the pH value range significant for practically all living organisms (pH=7.0-
8.5). According to the experimentally obtained results, the 4HCBH showed an increase
in radical scavenging activity, following the slight increase in pH values, which
suggested that the formation of anionic form of 4HCBH is responsible for its antiradical
activity. Further investigations led to the postulation of a novel mechanistic approach
called Sequential Proton Loss Electron Transfer – Radical-Radical Coupling (SPLET-
RRC), in which, by a series of steps, a new, stable compound was formed.
Furthermore, it was demonstrated that the product generated through SPLET-RRC
showed lower toxicity than the parent molecule.",
publisher = "Elsevier",
journal = "Science of the Total Environment",
title = "Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s)",
pages = "160319-169307",
volume = "912",
doi = "10.1016/j.scitotenv.2023.169307"
}
Antonijević, M., Avdović, E., Simijonović, D., Milanović, Ž., Žižić, M.,& Marković, Z.. (2024). Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s). in Science of the Total Environment
Elsevier., 912, 169307-160319.
https://doi.org/10.1016/j.scitotenv.2023.169307
Antonijević M, Avdović E, Simijonović D, Milanović Ž, Žižić M, Marković Z. Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s). in Science of the Total Environment. 2024;912:169307-160319.
doi:10.1016/j.scitotenv.2023.169307 .
Antonijević, Marko, Avdović, Edina, Simijonović, Dušica, Milanović, Žiko, Žižić, Milan, Marković, Zoran, "Investigation of Novel Radical Scavenging Mechanisms in the Alkaline Environment: Green, Sustainable and Environmentally Friendly Antioxidative Agent(s)" in Science of the Total Environment, 912 (2024):169307-160319,
https://doi.org/10.1016/j.scitotenv.2023.169307 . .
1

Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical

Milanović, Žiko; Dimic, Dusan; Antonijević, Marko; Žižić, Milan; Milenkovic, Dejan; Avdović, Edina; Marković, Zoran

(Elsevier, 2023)

TY  - JOUR
AU  - Milanović, Žiko
AU  - Dimic, Dusan
AU  - Antonijević, Marko
AU  - Žižić, Milan
AU  - Milenkovic, Dejan
AU  - Avdović, Edina
AU  - Marković, Zoran
PY  - 2023
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/3164
AB  - The decomposition and chemical manipulation of stable aromatic pollutants into less toxic products is an
important topic for wastewater management and natural water remediation. The mechanism of the Advanced
Oxidation Process (AOPs) of 4,7-dihydroxycoumarin (4,7-DHC) and 7-hydroxycoumarin (7-HC), as examples of
stable naturally-occurring industrially-important compounds, in the presence of hydroxyl radical (HO•
) in the
aqueous solution has been analyzed using Electron Paramagnetic Resonance spectroscopy (EPR) and Quantum
Mechanics-based test for Overall Free Radical Scavenging Activity (QM-ORSA). The effect of pH values of the me-
dium on the investigated reaction mechanisms has been fully investigated. The rate constants were estimated by
the conventional transition state theory (TST) and Eckart’s method (ZCT_0). Estimated values of the overall rate
constant (koverall) higher than >4.06 × 109 M 1 s 1 at all pH values showed that both compounds undergo a
chemical transformation when exposed to HO•
. When pH increased in the range of 0–14, the koverall increased
from 4.06 × 109 to 1.11 × 1010 (4.7-DHC) and 2.09 × 109 to 1.76 × 1010 M 1s 1 (7-HC). At physiological pH =
7.4 value, 7-HC was ~1.5 times more prone to radical action, as shown by EPR and QM-ORSA, due to the
dominant anionic form. Both compounds were more reactive towards HO•
than Trolox at this pH value. The
ecotoxicity assessment of the starting compounds, intermediates and oxidation products indicated that the
formed products show lower acute and chronic toxicity effects on aquatic organisms than starting compounds,
which is a prerequisite for the development of novel AOPs procedures.
PB  - Elsevier
T2  - Chemical Engineering Journal
T1  - Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical
EP  - 139661
SP  - 139648
VL  - 453
DO  - 10.1016/j.cej.2022.139648
ER  - 
@article{
author = "Milanović, Žiko and Dimic, Dusan and Antonijević, Marko and Žižić, Milan and Milenkovic, Dejan and Avdović, Edina and Marković, Zoran",
year = "2023",
abstract = "The decomposition and chemical manipulation of stable aromatic pollutants into less toxic products is an
important topic for wastewater management and natural water remediation. The mechanism of the Advanced
Oxidation Process (AOPs) of 4,7-dihydroxycoumarin (4,7-DHC) and 7-hydroxycoumarin (7-HC), as examples of
stable naturally-occurring industrially-important compounds, in the presence of hydroxyl radical (HO•
) in the
aqueous solution has been analyzed using Electron Paramagnetic Resonance spectroscopy (EPR) and Quantum
Mechanics-based test for Overall Free Radical Scavenging Activity (QM-ORSA). The effect of pH values of the me-
dium on the investigated reaction mechanisms has been fully investigated. The rate constants were estimated by
the conventional transition state theory (TST) and Eckart’s method (ZCT_0). Estimated values of the overall rate
constant (koverall) higher than >4.06 × 109 M 1 s 1 at all pH values showed that both compounds undergo a
chemical transformation when exposed to HO•
. When pH increased in the range of 0–14, the koverall increased
from 4.06 × 109 to 1.11 × 1010 (4.7-DHC) and 2.09 × 109 to 1.76 × 1010 M 1s 1 (7-HC). At physiological pH =
7.4 value, 7-HC was ~1.5 times more prone to radical action, as shown by EPR and QM-ORSA, due to the
dominant anionic form. Both compounds were more reactive towards HO•
than Trolox at this pH value. The
ecotoxicity assessment of the starting compounds, intermediates and oxidation products indicated that the
formed products show lower acute and chronic toxicity effects on aquatic organisms than starting compounds,
which is a prerequisite for the development of novel AOPs procedures.",
publisher = "Elsevier",
journal = "Chemical Engineering Journal",
title = "Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical",
pages = "139661-139648",
volume = "453",
doi = "10.1016/j.cej.2022.139648"
}
Milanović, Ž., Dimic, D., Antonijević, M., Žižić, M., Milenkovic, D., Avdović, E.,& Marković, Z.. (2023). Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical. in Chemical Engineering Journal
Elsevier., 453, 139648-139661.
https://doi.org/10.1016/j.cej.2022.139648
Milanović Ž, Dimic D, Antonijević M, Žižić M, Milenkovic D, Avdović E, Marković Z. Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical. in Chemical Engineering Journal. 2023;453:139648-139661.
doi:10.1016/j.cej.2022.139648 .
Milanović, Žiko, Dimic, Dusan, Antonijević, Marko, Žižić, Milan, Milenkovic, Dejan, Avdović, Edina, Marković, Zoran, "Influence of acid-base equilibria on the rate of the chemical reaction in the advanced oxidation processes: Coumarin derivatives and hydroxyl radical" in Chemical Engineering Journal, 453 (2023):139648-139661,
https://doi.org/10.1016/j.cej.2022.139648 . .
13

Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud

Milanović, Žiko; Dimić, Dušan; Klein, Erik; Biela, Monika; Lukeš, Vladimir; Žižić, Milan; Avdović, Edina; Bešlo, Drago; Vojinović, Radiša; Dimitrić-Marković, Jasmina; Marković, Zoran

(MDPI, Basel, Switzerland, 2023)

TY  - JOUR
AU  - Milanović, Žiko
AU  - Dimić, Dušan
AU  - Klein, Erik
AU  - Biela, Monika
AU  - Lukeš, Vladimir
AU  - Žižić, Milan
AU  - Avdović, Edina
AU  - Bešlo, Drago
AU  - Vojinović, Radiša
AU  - Dimitrić-Marković, Jasmina
AU  - Marković, Zoran
PY  - 2023
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/2111
AB  - Coumarins represent a broad class of compounds with pronounced pharmacological properties and therapeutic potential. The pursuit of the commercialization of these compounds requires the establishment of controlled and highly efficient degradation processes, such as advanced oxidation processes (AOPs). Application of this methodology necessitates a comprehensive understanding of the degradation mechanisms of these compounds. For this reason, possible reaction routes between HO• and recently synthesized aminophenol 4,7-dihydroxycoumarin derivatives, as model systems, were examined using electron paramagnetic resonance (EPR) spectroscopy and a quantum mechanical approach (a QM-ORSA methodology) based on density functional theory (DFT). The EPR results indicated that all compounds had significantly reduced amounts of HO• radicals present in the reaction system under physiological conditions. The kinetic DFT study showed that all investigated compounds reacted with HO• via HAT/PCET and SPLET mechanisms. The estimated overall rate constants (koverall) correlated with the EPR results satisfactorily. Unlike HO• radicals, the newly formed radicals did not show (or showed negligible) activity towards biomolecule models representing biological targets. Inactivation of the formed radical species through the synergistic action of O2/NOx or the subsequent reaction with HO• was thermodynamically favored. The ecotoxicity assessment of the starting compounds and oxidation products, formed in multistage reactions with O2/NOx and HO•, indicated that the formed products showed lower acute and chronic toxicity effects on aquatic organisms than the starting compounds, which is a prerequisite for the application of AOPs procedures in the degradation of compounds.
PB  - MDPI, Basel, Switzerland
T2  - International Jornal of Environmental Research and Public Health
T1  - Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud
EP  - 2064
SP  - 2046
VL  - 20
DO  - 10.3390/ijerph20032046
ER  - 
@article{
author = "Milanović, Žiko and Dimić, Dušan and Klein, Erik and Biela, Monika and Lukeš, Vladimir and Žižić, Milan and Avdović, Edina and Bešlo, Drago and Vojinović, Radiša and Dimitrić-Marković, Jasmina and Marković, Zoran",
year = "2023",
abstract = "Coumarins represent a broad class of compounds with pronounced pharmacological properties and therapeutic potential. The pursuit of the commercialization of these compounds requires the establishment of controlled and highly efficient degradation processes, such as advanced oxidation processes (AOPs). Application of this methodology necessitates a comprehensive understanding of the degradation mechanisms of these compounds. For this reason, possible reaction routes between HO• and recently synthesized aminophenol 4,7-dihydroxycoumarin derivatives, as model systems, were examined using electron paramagnetic resonance (EPR) spectroscopy and a quantum mechanical approach (a QM-ORSA methodology) based on density functional theory (DFT). The EPR results indicated that all compounds had significantly reduced amounts of HO• radicals present in the reaction system under physiological conditions. The kinetic DFT study showed that all investigated compounds reacted with HO• via HAT/PCET and SPLET mechanisms. The estimated overall rate constants (koverall) correlated with the EPR results satisfactorily. Unlike HO• radicals, the newly formed radicals did not show (or showed negligible) activity towards biomolecule models representing biological targets. Inactivation of the formed radical species through the synergistic action of O2/NOx or the subsequent reaction with HO• was thermodynamically favored. The ecotoxicity assessment of the starting compounds and oxidation products, formed in multistage reactions with O2/NOx and HO•, indicated that the formed products showed lower acute and chronic toxicity effects on aquatic organisms than the starting compounds, which is a prerequisite for the application of AOPs procedures in the degradation of compounds.",
publisher = "MDPI, Basel, Switzerland",
journal = "International Jornal of Environmental Research and Public Health",
title = "Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud",
pages = "2064-2046",
volume = "20",
doi = "10.3390/ijerph20032046"
}
Milanović, Ž., Dimić, D., Klein, E., Biela, M., Lukeš, V., Žižić, M., Avdović, E., Bešlo, D., Vojinović, R., Dimitrić-Marković, J.,& Marković, Z.. (2023). Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud. in International Jornal of Environmental Research and Public Health
MDPI, Basel, Switzerland., 20, 2046-2064.
https://doi.org/10.3390/ijerph20032046
Milanović Ž, Dimić D, Klein E, Biela M, Lukeš V, Žižić M, Avdović E, Bešlo D, Vojinović R, Dimitrić-Marković J, Marković Z. Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud. in International Jornal of Environmental Research and Public Health. 2023;20:2046-2064.
doi:10.3390/ijerph20032046 .
Milanović, Žiko, Dimić, Dušan, Klein, Erik, Biela, Monika, Lukeš, Vladimir, Žižić, Milan, Avdović, Edina, Bešlo, Drago, Vojinović, Radiša, Dimitrić-Marković, Jasmina, Marković, Zoran, "Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Stud" in International Jornal of Environmental Research and Public Health, 20 (2023):2046-2064,
https://doi.org/10.3390/ijerph20032046 . .
7

Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives

Dimic, Dusan S.; Kaluderović, Goran N.; Avdović, Edina H.; Milenković, Dejan; Živanović, Marko N.; Potocnak, Ivan; Samolova, Erika; Dimitrijević, Milena; Saso, Luciano; Marković, Zoran S.; Dimitrić-Marković, Jasmina

(MDPI, Basel, 2022)

TY  - JOUR
AU  - Dimic, Dusan S.
AU  - Kaluderović, Goran N.
AU  - Avdović, Edina H.
AU  - Milenković, Dejan
AU  - Živanović, Marko N.
AU  - Potocnak, Ivan
AU  - Samolova, Erika
AU  - Dimitrijević, Milena
AU  - Saso, Luciano
AU  - Marković, Zoran S.
AU  - Dimitrić-Marković, Jasmina
PY  - 2022
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/1534
AB  - In this contribution, four new compounds synthesized from 4-hydroxycoumarin and tyramine/octopamine/norepinephrine/3-methoxytyramine are characterized spectroscopically (IR and NMR), chromatographically (UHPLC-DAD), and structurally at the B3LYP/6-311++G*(d,p) level of theory. The crystal structure of the 4-hydroxycoumarin-octopamine derivative was solved and used as a starting geometry for structural optimization. Along with the previously obtained 4-hydroxycoumarin-dopamine derivative, the intramolecular interactions governing the stability of these compounds were quantified by NBO and QTAIM analyses. Condensed Fukui functions and the HOMO-LUMO gap were calculated and correlated with the number and position of OH groups in the structures. In vitro cytotoxicity experiments were performed to elucidate the possible antitumor activity of the tested substances. For this purpose, four cell lines were selected, namely human colon cancer (HCT-116), human adenocarcinoma (HeLa), human breast cancer (MDA-MB-231), and healthy human lung fibroblast (MRC-5) lines. A significant selectivity towards colorectal carcinoma cells was observed. Molecular docking and molecular dynamics studies with carbonic anhydrase, a prognostic factor in several cancers, complemented the experimental results. The calculated MD binding energies coincided well with the experimental activity, and indicated 4-hydroxycoumarin-dopamine and 4-hydroxycoumarin-3-methoxytyramine as the most active compounds. The ecotoxicology assessment proved that the obtained compounds have a low impact on the daphnia, fish, and green algae population.
PB  - MDPI, Basel
T2  - International Journal of Molecular Sciences
T1  - Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives
IS  - 2
VL  - 23
DO  - 10.3390/ijms23021001
ER  - 
@article{
author = "Dimic, Dusan S. and Kaluderović, Goran N. and Avdović, Edina H. and Milenković, Dejan and Živanović, Marko N. and Potocnak, Ivan and Samolova, Erika and Dimitrijević, Milena and Saso, Luciano and Marković, Zoran S. and Dimitrić-Marković, Jasmina",
year = "2022",
abstract = "In this contribution, four new compounds synthesized from 4-hydroxycoumarin and tyramine/octopamine/norepinephrine/3-methoxytyramine are characterized spectroscopically (IR and NMR), chromatographically (UHPLC-DAD), and structurally at the B3LYP/6-311++G*(d,p) level of theory. The crystal structure of the 4-hydroxycoumarin-octopamine derivative was solved and used as a starting geometry for structural optimization. Along with the previously obtained 4-hydroxycoumarin-dopamine derivative, the intramolecular interactions governing the stability of these compounds were quantified by NBO and QTAIM analyses. Condensed Fukui functions and the HOMO-LUMO gap were calculated and correlated with the number and position of OH groups in the structures. In vitro cytotoxicity experiments were performed to elucidate the possible antitumor activity of the tested substances. For this purpose, four cell lines were selected, namely human colon cancer (HCT-116), human adenocarcinoma (HeLa), human breast cancer (MDA-MB-231), and healthy human lung fibroblast (MRC-5) lines. A significant selectivity towards colorectal carcinoma cells was observed. Molecular docking and molecular dynamics studies with carbonic anhydrase, a prognostic factor in several cancers, complemented the experimental results. The calculated MD binding energies coincided well with the experimental activity, and indicated 4-hydroxycoumarin-dopamine and 4-hydroxycoumarin-3-methoxytyramine as the most active compounds. The ecotoxicology assessment proved that the obtained compounds have a low impact on the daphnia, fish, and green algae population.",
publisher = "MDPI, Basel",
journal = "International Journal of Molecular Sciences",
title = "Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives",
number = "2",
volume = "23",
doi = "10.3390/ijms23021001"
}
Dimic, D. S., Kaluderović, G. N., Avdović, E. H., Milenković, D., Živanović, M. N., Potocnak, I., Samolova, E., Dimitrijević, M., Saso, L., Marković, Z. S.,& Dimitrić-Marković, J.. (2022). Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives. in International Journal of Molecular Sciences
MDPI, Basel., 23(2).
https://doi.org/10.3390/ijms23021001
Dimic DS, Kaluderović GN, Avdović EH, Milenković D, Živanović MN, Potocnak I, Samolova E, Dimitrijević M, Saso L, Marković ZS, Dimitrić-Marković J. Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives. in International Journal of Molecular Sciences. 2022;23(2).
doi:10.3390/ijms23021001 .
Dimic, Dusan S., Kaluderović, Goran N., Avdović, Edina H., Milenković, Dejan, Živanović, Marko N., Potocnak, Ivan, Samolova, Erika, Dimitrijević, Milena, Saso, Luciano, Marković, Zoran S., Dimitrić-Marković, Jasmina, "Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives" in International Journal of Molecular Sciences, 23, no. 2 (2022),
https://doi.org/10.3390/ijms23021001 . .
1
33
32

Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes

Avdović, Edina H.; Petrović, Isidora P.; Stevanović, Milena J.; Saso, Luciano; Dimitrić-Marković, Jasmina; Filipović, Nenad D.; Zivić, Miroslav; Cvetic, Antic, Tijana N.; Žižić, Milan; Todorović, Nataša; Vukic, Milena; Trifunović, Srecko R.; Marković, Zoran S.

(Hindawi Ltd, London, 2021)

TY  - JOUR
AU  - Avdović, Edina H.
AU  - Petrović, Isidora P.
AU  - Stevanović, Milena J.
AU  - Saso, Luciano
AU  - Dimitrić-Marković, Jasmina
AU  - Filipović, Nenad D.
AU  - Zivić, Miroslav
AU  - Cvetic, Antic, Tijana N.
AU  - Žižić, Milan
AU  - Todorović, Nataša
AU  - Vukic, Milena
AU  - Trifunović, Srecko R.
AU  - Marković, Zoran S.
PY  - 2021
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/1457
AB  - Two newly synthesized 4-hydroxycoumarin bidentate ligands (L1 and L2) and their palladium(II) complexes (C1 and C2) were screened for their biological activities, in vitro and in vivo. Structures of new compounds were established based on elemental analysis, H-1 NMR, C-13 NMR, and IR spectroscopic techniques. The obtained compounds were tested for their antioxidative and cytotoxic activities and results pointed to selective antiradical activity of palladium(II) complexes towards (OH)-O-center dot and -center dot OOH radicals and anti-ABTS (2,2 '-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) cation radical) activity comparable to that of ascorbate. Results indicated the effect of C1 and C2 on the enzymatic activity of the antioxidative defense system. In vitro cytotoxicity assay performed on different carcinoma cell lines (HCT166, A375, and MIA PaCa-2), and one healthy fibroblast cell line (MRC-5) showed a cytotoxic effect of both C1 and C2, expressed as a decrease in carcinoma cells' viability, mostly by induction of apoptosis. In vivo toxicity tests performed on zebrafish embryos indicated different effects of C1 and C2, ranging from adverse developmental effect to no toxicity, depending on tested concentration. According to docking studies, both complexes (C1 and C2) showed better inhibitory activity in comparison to other palladium(II) complexes.
PB  - Hindawi Ltd, London
T2  - Oxidative Medicine and Cellular Longevity
T1  - Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes
VL  - 2021
DO  - 10.1155/2021/8849568
ER  - 
@article{
author = "Avdović, Edina H. and Petrović, Isidora P. and Stevanović, Milena J. and Saso, Luciano and Dimitrić-Marković, Jasmina and Filipović, Nenad D. and Zivić, Miroslav and Cvetic, Antic, Tijana N. and Žižić, Milan and Todorović, Nataša and Vukic, Milena and Trifunović, Srecko R. and Marković, Zoran S.",
year = "2021",
abstract = "Two newly synthesized 4-hydroxycoumarin bidentate ligands (L1 and L2) and their palladium(II) complexes (C1 and C2) were screened for their biological activities, in vitro and in vivo. Structures of new compounds were established based on elemental analysis, H-1 NMR, C-13 NMR, and IR spectroscopic techniques. The obtained compounds were tested for their antioxidative and cytotoxic activities and results pointed to selective antiradical activity of palladium(II) complexes towards (OH)-O-center dot and -center dot OOH radicals and anti-ABTS (2,2 '-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) cation radical) activity comparable to that of ascorbate. Results indicated the effect of C1 and C2 on the enzymatic activity of the antioxidative defense system. In vitro cytotoxicity assay performed on different carcinoma cell lines (HCT166, A375, and MIA PaCa-2), and one healthy fibroblast cell line (MRC-5) showed a cytotoxic effect of both C1 and C2, expressed as a decrease in carcinoma cells' viability, mostly by induction of apoptosis. In vivo toxicity tests performed on zebrafish embryos indicated different effects of C1 and C2, ranging from adverse developmental effect to no toxicity, depending on tested concentration. According to docking studies, both complexes (C1 and C2) showed better inhibitory activity in comparison to other palladium(II) complexes.",
publisher = "Hindawi Ltd, London",
journal = "Oxidative Medicine and Cellular Longevity",
title = "Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes",
volume = "2021",
doi = "10.1155/2021/8849568"
}
Avdović, E. H., Petrović, I. P., Stevanović, M. J., Saso, L., Dimitrić-Marković, J., Filipović, N. D., Zivić, M., Cvetic, A. T. N., Žižić, M., Todorović, N., Vukic, M., Trifunović, S. R.,& Marković, Z. S.. (2021). Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes. in Oxidative Medicine and Cellular Longevity
Hindawi Ltd, London., 2021.
https://doi.org/10.1155/2021/8849568
Avdović EH, Petrović IP, Stevanović MJ, Saso L, Dimitrić-Marković J, Filipović ND, Zivić M, Cvetic ATN, Žižić M, Todorović N, Vukic M, Trifunović SR, Marković ZS. Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes. in Oxidative Medicine and Cellular Longevity. 2021;2021.
doi:10.1155/2021/8849568 .
Avdović, Edina H., Petrović, Isidora P., Stevanović, Milena J., Saso, Luciano, Dimitrić-Marković, Jasmina, Filipović, Nenad D., Zivić, Miroslav, Cvetic, Antic, Tijana N., Žižić, Milan, Todorović, Nataša, Vukic, Milena, Trifunović, Srecko R., Marković, Zoran S., "Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes" in Oxidative Medicine and Cellular Longevity, 2021 (2021),
https://doi.org/10.1155/2021/8849568 . .
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