TY  - JOUR
AU  - Janković, Nenad
AU  - Tadić, Julijana D.
AU  - Milović, Emilija
AU  - Marković, Zoran
AU  - Jeremić, Svetlana
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
AU  - Borović, Teona Teodora
AU  - Bukhari, Syed Nasir Abbas
PY  - 2023
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/11100
AB  - Antioxidants have a significant contribution in the cell protection against free radicals which may induce oxidative stress, and permanently damage the cells causing different disorders such as tumors, degenerative diseases, and accelerated aging. Nowadays, a multi-functionalized heterocyclic framework plays an important role in drug development, and it is of great importance in organic synthesis and medicinal chemistry. Encouraged by the bioactivity of the pyrido-dipyrimidine scaffold and vanillin core, herein, we made an effort to thoroughly investigate the antioxidant potential of the vanillin-based pyrido-dipyrimidines A–E to reveal novel promising free radical inhibitors. The structural analysis and the antioxidant action of the investigated molecules were performed in silico by DFT calculations. Studied compounds were screened for their antioxidant capacity using in vitro ABTS and DPPH assays. All the investigated compounds showed remarkable antioxidant activity, especially derivative A exhibiting inhibition of free radicals at the IC50 value (ABTS and DPPH assay 0.1 mg ml−1 and 0.081 mg ml−1, respectively). Compound A has higher TEAC values implying its stronger antioxidant activity compared to a trolox standard. The applied calculation method and in vitro tests confirmed that compound A has a strong potential against free radicals and may be a novel candidate for application in antioxidant therapy.
T2  - RSC Advances
T1  - Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental and in silico approach
VL  - 13
IS  - 22
SP  - 15236
EP  - 15242
DO  - 10.1039/D3RA02469E
ER  - 

@article{
author = "Janković, Nenad and Tadić, Julijana D. and Milović, Emilija and Marković, Zoran and Jeremić, Svetlana and Petronijević, Jelena and Joksimović, Nenad and Borović, Teona Teodora and Bukhari, Syed Nasir Abbas",
year = "2023",
abstract = "Antioxidants have a significant contribution in the cell protection against free radicals which may induce oxidative stress, and permanently damage the cells causing different disorders such as tumors, degenerative diseases, and accelerated aging. Nowadays, a multi-functionalized heterocyclic framework plays an important role in drug development, and it is of great importance in organic synthesis and medicinal chemistry. Encouraged by the bioactivity of the pyrido-dipyrimidine scaffold and vanillin core, herein, we made an effort to thoroughly investigate the antioxidant potential of the vanillin-based pyrido-dipyrimidines A–E to reveal novel promising free radical inhibitors. The structural analysis and the antioxidant action of the investigated molecules were performed in silico by DFT calculations. Studied compounds were screened for their antioxidant capacity using in vitro ABTS and DPPH assays. All the investigated compounds showed remarkable antioxidant activity, especially derivative A exhibiting inhibition of free radicals at the IC50 value (ABTS and DPPH assay 0.1 mg ml−1 and 0.081 mg ml−1, respectively). Compound A has higher TEAC values implying its stronger antioxidant activity compared to a trolox standard. The applied calculation method and in vitro tests confirmed that compound A has a strong potential against free radicals and may be a novel candidate for application in antioxidant therapy.",
journal = "RSC Advances",
title = "Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental and in silico approach",
volume = "13",
number = "22",
pages = "15236-15242",
doi = "10.1039/D3RA02469E"
}

Janković, N., Tadić, J. D., Milović, E., Marković, Z., Jeremić, S., Petronijević, J., Joksimović, N., Borović, T. T.,& Bukhari, S. N. A.. (2023). Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental and in silico approach. in RSC Advances, 13(22), 15236-15242.
https://doi.org/10.1039/D3RA02469E

Janković N, Tadić JD, Milović E, Marković Z, Jeremić S, Petronijević J, Joksimović N, Borović TT, Bukhari SNA. Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental and in silico approach. in RSC Advances. 2023;13(22):15236-15242.
doi:10.1039/D3RA02469E .

Janković, Nenad, Tadić, Julijana D., Milović, Emilija, Marković, Zoran, Jeremić, Svetlana, Petronijević, Jelena, Joksimović, Nenad, Borović, Teona Teodora, Bukhari, Syed Nasir Abbas, "Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental and in silico approach" in RSC Advances, 13, no. 22 (2023):15236-15242,
https://doi.org/10.1039/D3RA02469E . .

TY  - JOUR
AU  - Joksimović, Nenad
AU  - Petronijević, Jelena
AU  - Radisavljević, Snežana
AU  - Petrović, Biljana
AU  - Mihajlović, Kristina
AU  - Janković, Nenad
AU  - Milović, Emilija
AU  - Milivojević, Dušan
AU  - Ilić, Bojana
AU  - Đurić, Ana
PY  - 2022
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/10518
AB  - Considering the urgency of finding a cure for vicious diseases such as tumors, we have synthesized and characterized a small series of new copper(ii) complexes with biologically important ligands such as acylpyruvate. In addition to this, we used another four copper(ii) complexes, with ligands of the same type to examine the antitumor potential. The antitumor potential of the copper(ii) complexes was examined on three tumor cell lines and one normal human cell line using the MTT assay. All seven tested complexes showed very good cytotoxic effects. Two copper complexes that showed the best antitumor potential were selected for further testing that showed the best potential for potential application in the future. The mechanism of activity of these complexes was examined in detail using tests such as cell cycle, ROS level, oxidative DNA damage, and proteins related to hypoxia analysis. In addition, we examined the binding abilities of these complexes with biomolecules (Guo, Ino, 5′-GMP, BSA, and DNA). The results showed that the tested compounds bind strongly to DNA molecules through intercalation. Also, it has been shown that the tested compounds adequately bind to the BSA molecule, which indicates an even greater potential for some future application of these compounds in clinical practice. © 2022 The Royal Society of Chemistry.
T2  - RSC Advances
T1  - Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study
VL  - 12
IS  - 47
SP  - 30501
EP  - 30513
DO  - 10.1039/d2ra05797b
ER  - 

@article{
author = "Joksimović, Nenad and Petronijević, Jelena and Radisavljević, Snežana and Petrović, Biljana and Mihajlović, Kristina and Janković, Nenad and Milović, Emilija and Milivojević, Dušan and Ilić, Bojana and Đurić, Ana",
year = "2022",
abstract = "Considering the urgency of finding a cure for vicious diseases such as tumors, we have synthesized and characterized a small series of new copper(ii) complexes with biologically important ligands such as acylpyruvate. In addition to this, we used another four copper(ii) complexes, with ligands of the same type to examine the antitumor potential. The antitumor potential of the copper(ii) complexes was examined on three tumor cell lines and one normal human cell line using the MTT assay. All seven tested complexes showed very good cytotoxic effects. Two copper complexes that showed the best antitumor potential were selected for further testing that showed the best potential for potential application in the future. The mechanism of activity of these complexes was examined in detail using tests such as cell cycle, ROS level, oxidative DNA damage, and proteins related to hypoxia analysis. In addition, we examined the binding abilities of these complexes with biomolecules (Guo, Ino, 5′-GMP, BSA, and DNA). The results showed that the tested compounds bind strongly to DNA molecules through intercalation. Also, it has been shown that the tested compounds adequately bind to the BSA molecule, which indicates an even greater potential for some future application of these compounds in clinical practice. © 2022 The Royal Society of Chemistry.",
journal = "RSC Advances",
title = "Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study",
volume = "12",
number = "47",
pages = "30501-30513",
doi = "10.1039/d2ra05797b"
}

Joksimović, N., Petronijević, J., Radisavljević, S., Petrović, B., Mihajlović, K., Janković, N., Milović, E., Milivojević, D., Ilić, B.,& Đurić, A.. (2022). Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study. in RSC Advances, 12(47), 30501-30513.
https://doi.org/10.1039/d2ra05797b

Joksimović N, Petronijević J, Radisavljević S, Petrović B, Mihajlović K, Janković N, Milović E, Milivojević D, Ilić B, Đurić A. Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study. in RSC Advances. 2022;12(47):30501-30513.
doi:10.1039/d2ra05797b .

Joksimović, Nenad, Petronijević, Jelena, Radisavljević, Snežana, Petrović, Biljana, Mihajlović, Kristina, Janković, Nenad, Milović, Emilija, Milivojević, Dušan, Ilić, Bojana, Đurić, Ana, "Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study" in RSC Advances, 12, no. 47 (2022):30501-30513,
https://doi.org/10.1039/d2ra05797b . .

TY  - JOUR
AU  - Milović, Emilija
AU  - Janković, Nenad Ž.
AU  - Bogdanović, Goran A.
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9754
AB  - A simple on water approach for the synthesis of novel tetrahydropyrimidine (THPM) derivatives has been developed under a green and sustainable fashion. For the first time, a deuterated Biginelli's hybrid was synthesized. Novel THPMs are suitable for further derivatization and could be an excellent toolkit for lead-oriented synthesis and/or cross-coupling reactions. (C) 2020 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron
T1  - On water synthesis of the novel 2-oxo-1,2,3,4-tetrahydropyrimidines
VL  - 78
SP  - 131790
DO  - 10.1016/j.tet.2020.131790
ER  - 

@article{
author = "Milović, Emilija and Janković, Nenad Ž. and Bogdanović, Goran A. and Petronijević, Jelena and Joksimović, Nenad",
year = "2021",
abstract = "A simple on water approach for the synthesis of novel tetrahydropyrimidine (THPM) derivatives has been developed under a green and sustainable fashion. For the first time, a deuterated Biginelli's hybrid was synthesized. Novel THPMs are suitable for further derivatization and could be an excellent toolkit for lead-oriented synthesis and/or cross-coupling reactions. (C) 2020 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron",
title = "On water synthesis of the novel 2-oxo-1,2,3,4-tetrahydropyrimidines",
volume = "78",
pages = "131790",
doi = "10.1016/j.tet.2020.131790"
}

Milović, E., Janković, N. Ž., Bogdanović, G. A., Petronijević, J.,& Joksimović, N.. (2021). On water synthesis of the novel 2-oxo-1,2,3,4-tetrahydropyrimidines. in Tetrahedron, 78, 131790.
https://doi.org/10.1016/j.tet.2020.131790

Milović E, Janković NŽ, Bogdanović GA, Petronijević J, Joksimović N. On water synthesis of the novel 2-oxo-1,2,3,4-tetrahydropyrimidines. in Tetrahedron. 2021;78:131790.
doi:10.1016/j.tet.2020.131790 .

Milović, Emilija, Janković, Nenad Ž., Bogdanović, Goran A., Petronijević, Jelena, Joksimović, Nenad, "On water synthesis of the novel 2-oxo-1,2,3,4-tetrahydropyrimidines" in Tetrahedron, 78 (2021):131790,
https://doi.org/10.1016/j.tet.2020.131790 . .

TY  - JOUR
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
AU  - Milović, Emilija
AU  - Đorđić Crnogorac, Marija
AU  - Petrović, Nina
AU  - Stanojković, Tatjana P.
AU  - Milivojević, Dušan
AU  - Janković, Nenad
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9933
AB  - In order to discover new therapeutically active agents a series of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones were synthesized. All complexes were characterized by IR and EPR spectroscopic techniques and examined for their cytotoxic effect on human cancer cell lines HeLa, LS174, A549 and normal fibroblasts (MRC-5). For further examination of the cytotoxic mechanisms of novel complexes, three of them were chosen for analysing their effects on the distribution of HeLa cells in the cell cycle phases. The results of the flow cytometry analysis suggest that tested complexes lead to time-dependent accumulation of the cells in S and G2/M phases. The strongest accumulation effect showed complex 2d after 48 h of incubation. Competitive experiments with ethidium bromide (EB) indicated that tested compound 2d have affinity to displace EB from the EB-DNA complex through intercalation. Also, the binding parameters values for 2d-BSA complex showed that a reversible 2d-BSA complex is formed and ligand 2d can be stored and carried by BSA.
T2  - Chemico-Biological Interactions
T1  - Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones
VL  - 348
SP  - 109647
DO  - 10.1016/j.cbi.2021.109647
ER  - 

@article{
author = "Petronijević, Jelena and Joksimović, Nenad and Milović, Emilija and Đorđić Crnogorac, Marija and Petrović, Nina and Stanojković, Tatjana P. and Milivojević, Dušan and Janković, Nenad",
year = "2021",
abstract = "In order to discover new therapeutically active agents a series of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones were synthesized. All complexes were characterized by IR and EPR spectroscopic techniques and examined for their cytotoxic effect on human cancer cell lines HeLa, LS174, A549 and normal fibroblasts (MRC-5). For further examination of the cytotoxic mechanisms of novel complexes, three of them were chosen for analysing their effects on the distribution of HeLa cells in the cell cycle phases. The results of the flow cytometry analysis suggest that tested complexes lead to time-dependent accumulation of the cells in S and G2/M phases. The strongest accumulation effect showed complex 2d after 48 h of incubation. Competitive experiments with ethidium bromide (EB) indicated that tested compound 2d have affinity to displace EB from the EB-DNA complex through intercalation. Also, the binding parameters values for 2d-BSA complex showed that a reversible 2d-BSA complex is formed and ligand 2d can be stored and carried by BSA.",
journal = "Chemico-Biological Interactions",
title = "Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones",
volume = "348",
pages = "109647",
doi = "10.1016/j.cbi.2021.109647"
}

Petronijević, J., Joksimović, N., Milović, E., Đorđić Crnogorac, M., Petrović, N., Stanojković, T. P., Milivojević, D.,& Janković, N.. (2021). Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones. in Chemico-Biological Interactions, 348, 109647.
https://doi.org/10.1016/j.cbi.2021.109647

Petronijević J, Joksimović N, Milović E, Đorđić Crnogorac M, Petrović N, Stanojković TP, Milivojević D, Janković N. Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones. in Chemico-Biological Interactions. 2021;348:109647.
doi:10.1016/j.cbi.2021.109647 .

Petronijević, Jelena, Joksimović, Nenad, Milović, Emilija, Đorđić Crnogorac, Marija, Petrović, Nina, Stanojković, Tatjana P., Milivojević, Dušan, Janković, Nenad, "Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones" in Chemico-Biological Interactions, 348 (2021):109647,
https://doi.org/10.1016/j.cbi.2021.109647 . .