TY  - JOUR
AU  - Skaro Bogojevic, S
AU  - Perminova, D
AU  - Jaksic, J
AU  - Milcic, M
AU  - Medakovic, V
AU  - Milovanovic, J
AU  - Nikodinovic-Runic, J
AU  - Maslak, V
PY  - 2024
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6476
AB  - Poly(ethylene terephthalate) (PET) is widely used material in the healthcare due to its mechanical properties including resistance to chemicals and abrasion. However, it is susceptible to bacterial attachment and contamination. This study addresses some newly designed model compounds of PET with antimicrobial properties that could potentially be incorporated into PET materials. All compounds were synthesized for the first time by labeling an integral part of PET with chromophores in the form of esters of cinnamic and ferulic acids. After complete structural characterization, the effect of new compounds on microbial growth and communication (quorum sensing, QS) was analyzed and further investigated using molecular docking. The obtained results indicate that the introduction of chromophores that have one part of cinnamic acid enriched with a methoxy functional group in them acts as QS modulators. Moreover, compounds exhibited dose-dependent selectivity toward QS signaling pathways and the highest tested concentration of compounds showed Pseudomonas Quinolone Signal (PQS) inhibitory activity suggesting that these compounds have a potential effect on pyocyanin production. Docking studies demonstrated that compounds hold binding power to all four QS protein targets (LuxP, periplasmatic protein that binds AI-2 inducer and forms a complex able to transduce the autoinducer signal, RhIR protein that is a key QS transcriptional regulator that activates the genes involved in the synthesis of rhamnolipids and pyocyanin, AbaI protein that has a role in QS signal transduction, and LasR protein which is a key QS transcriptional regulator that activates transcription of genes coding for some virulence-associated traits) while the highest binding strength is observed with compounds 2 and 6 containing single cinnamic acid fragment, suggesting their further biomedical application.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Novel cinnamic acid-based PET derivatives as quorum sensing modulators
VL  - 1300
SP  - 137291
DO  - 10.1016/j.molstruc.2023.137291
ER  - 

@article{
author = "Skaro Bogojevic, S and Perminova, D and Jaksic, J and Milcic, M and Medakovic, V and Milovanovic, J and Nikodinovic-Runic, J and Maslak, V",
year = "2024",
abstract = "Poly(ethylene terephthalate) (PET) is widely used material in the healthcare due to its mechanical properties including resistance to chemicals and abrasion. However, it is susceptible to bacterial attachment and contamination. This study addresses some newly designed model compounds of PET with antimicrobial properties that could potentially be incorporated into PET materials. All compounds were synthesized for the first time by labeling an integral part of PET with chromophores in the form of esters of cinnamic and ferulic acids. After complete structural characterization, the effect of new compounds on microbial growth and communication (quorum sensing, QS) was analyzed and further investigated using molecular docking. The obtained results indicate that the introduction of chromophores that have one part of cinnamic acid enriched with a methoxy functional group in them acts as QS modulators. Moreover, compounds exhibited dose-dependent selectivity toward QS signaling pathways and the highest tested concentration of compounds showed Pseudomonas Quinolone Signal (PQS) inhibitory activity suggesting that these compounds have a potential effect on pyocyanin production. Docking studies demonstrated that compounds hold binding power to all four QS protein targets (LuxP, periplasmatic protein that binds AI-2 inducer and forms a complex able to transduce the autoinducer signal, RhIR protein that is a key QS transcriptional regulator that activates the genes involved in the synthesis of rhamnolipids and pyocyanin, AbaI protein that has a role in QS signal transduction, and LasR protein which is a key QS transcriptional regulator that activates transcription of genes coding for some virulence-associated traits) while the highest binding strength is observed with compounds 2 and 6 containing single cinnamic acid fragment, suggesting their further biomedical application.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Novel cinnamic acid-based PET derivatives as quorum sensing modulators",
volume = "1300",
pages = "137291",
doi = "10.1016/j.molstruc.2023.137291"
}

Skaro Bogojevic, S., Perminova, D., Jaksic, J., Milcic, M., Medakovic, V., Milovanovic, J., Nikodinovic-Runic, J.,& Maslak, V.. (2024). Novel cinnamic acid-based PET derivatives as quorum sensing modulators. in Journal of Molecular Structure
Elsevier., 1300, 137291.
https://doi.org/10.1016/j.molstruc.2023.137291

Skaro Bogojevic S, Perminova D, Jaksic J, Milcic M, Medakovic V, Milovanovic J, Nikodinovic-Runic J, Maslak V. Novel cinnamic acid-based PET derivatives as quorum sensing modulators. in Journal of Molecular Structure. 2024;1300:137291.
doi:10.1016/j.molstruc.2023.137291 .

Skaro Bogojevic, S, Perminova, D, Jaksic, J, Milcic, M, Medakovic, V, Milovanovic, J, Nikodinovic-Runic, J, Maslak, V, "Novel cinnamic acid-based PET derivatives as quorum sensing modulators" in Journal of Molecular Structure, 1300 (2024):137291,
https://doi.org/10.1016/j.molstruc.2023.137291 . .

TY  - JOUR
AU  - Mitrović, Aleksandra D.
AU  - Milovanović, Jelena
AU  - Gurgul, Jacek
AU  - Žekić, Andrijana
AU  - Nikodinović-Runić, Jasmina
AU  - Maslak, Veselin
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6287
AB  - We present a novel approach for the enzymatic functionalization of graphene, utilizing horseradish peroxidase (HPO) and laccase (LC) from Trametes versicolor. This study demonstrates, for the first time, the covalent modification of non-homogeneous graphene with a low surface-to-volume ratio, both in solution and on solid support. Through thermogravimetry analysis, we estimate the degree of functionalization to be 11% with HPO and 4% with LC, attributed to the varying redox potentials of the enzymes. This work highlights the potential of enzymatic reactions for tailored functionalization of graphene under mild conditions.
PB  - Elsevier
T2  - Enzyme and Microbial Technology
T1  - Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase
VL  - 170
SP  - 110293
DO  - 10.1016/j.enzmictec.2023.110293
ER  - 

@article{
author = "Mitrović, Aleksandra D. and Milovanović, Jelena and Gurgul, Jacek and Žekić, Andrijana and Nikodinović-Runić, Jasmina and Maslak, Veselin",
year = "2023",
abstract = "We present a novel approach for the enzymatic functionalization of graphene, utilizing horseradish peroxidase (HPO) and laccase (LC) from Trametes versicolor. This study demonstrates, for the first time, the covalent modification of non-homogeneous graphene with a low surface-to-volume ratio, both in solution and on solid support. Through thermogravimetry analysis, we estimate the degree of functionalization to be 11% with HPO and 4% with LC, attributed to the varying redox potentials of the enzymes. This work highlights the potential of enzymatic reactions for tailored functionalization of graphene under mild conditions.",
publisher = "Elsevier",
journal = "Enzyme and Microbial Technology",
title = "Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase",
volume = "170",
pages = "110293",
doi = "10.1016/j.enzmictec.2023.110293"
}

Mitrović, A. D., Milovanović, J., Gurgul, J., Žekić, A., Nikodinović-Runić, J.,& Maslak, V.. (2023). Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase. in Enzyme and Microbial Technology
Elsevier., 170, 110293.
https://doi.org/10.1016/j.enzmictec.2023.110293

Mitrović AD, Milovanović J, Gurgul J, Žekić A, Nikodinović-Runić J, Maslak V. Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase. in Enzyme and Microbial Technology. 2023;170:110293.
doi:10.1016/j.enzmictec.2023.110293 .

Mitrović, Aleksandra D., Milovanović, Jelena, Gurgul, Jacek, Žekić, Andrijana, Nikodinović-Runić, Jasmina, Maslak, Veselin, "Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase" in Enzyme and Microbial Technology, 170 (2023):110293,
https://doi.org/10.1016/j.enzmictec.2023.110293 . .

TY  - JOUR
AU  - Međedović, Milica
AU  - Mijatović, Aleksandar
AU  - Baošić, Rada
AU  - Lazić, Dejan
AU  - Milanović, Žiko
AU  - Marković, Zoran
AU  - Milovanović, Jelena
AU  - Arsenijević, Dragana
AU  - Stojanović, Bojana
AU  - Arsenijević, Miloš
AU  - Milovanović, Marija
AU  - Petrović, Biljana
AU  - Rilak Simović, Ana
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6353
AB  - In order to discover new anticancer drugs, novel ruthenium(III) complexes [Ru(L)Cl(H2O)], where L is tetradentate Schiff base bis(acetylacetone)ethylendiimine (acacen, 1), bis(benzoylacetone)ethylendiimine (bzacen, 2), (acetylacetone)(benzoylaceton)ethylendiimine (acacbzacen, 3), bis(acetylacetone)propylendiimine (acacpn, 4), bis(benzoylacetone)propylendiimine (bzacpn, 5) or (acetylacetone)(benzoylaceton)propylendiimine (acacbzacpn, 6), were synthesized. The complexes 1 – 6 were characterized by elemental analysis, molar conductometry, and by various spectroscopic techniques, such as UV–Vis, IR, EPR, and ESI-MS. Based on in vitro DNA/BSA experiments, complexes 2 (bzacen) and 5 (bzacpn) with two aromatic rings showed the highest DNA/BSA-activity, suggesting that the presence of the aromatic ring on the tetradentate Schiff base ligand contributes to increased activity. Moreover, these two compounds showed the highest cytotoxic effects toward human, A549 and murine LLC1 lung cancer cells. These complexes altered the ratio of anti- and pro-apoptotic molecules and induced apoptosis of A549 cells. Further, complexes 2 and 5 reduced the percentage of Mcl1 and Bcl2 expressing LLC1 cells, induced their apoptotic death and exerted an antiproliferative effect against LLC1. Finally, complex 5 reduced the volume of mouse primary heterotopic Lewis lung cancer, while complex 2 reduced the incidence and mean number of metastases per lung. Additionally, molecular docking with DNA revealed that the reduced number of aromatic rings or their absence causes lower intercalative properties of the complexes in order: 2 > 5 > 6 > 3 > 4 > 1. It was observed that conventional hydrogen bonds and hydrophobic interactions contribute to the stabilization of the structures of complex-DNA. A molecular docking study with BSA revealed a predominance of 1 – 6 in binding affinity to the active site III, a third D-shaped hydrophobic pocket within subdomain IB.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, biomolecular interactions, molecular docking, and in vitro and in vivo anticancer activities of novel ruthenium(III) Schiff base complexes
VL  - 248
SP  - 112363
DO  - 10.1016/j.jinorgbio.2023.112363
ER  - 

@article{
author = "Međedović, Milica and Mijatović, Aleksandar and Baošić, Rada and Lazić, Dejan and Milanović, Žiko and Marković, Zoran and Milovanović, Jelena and Arsenijević, Dragana and Stojanović, Bojana and Arsenijević, Miloš and Milovanović, Marija and Petrović, Biljana and Rilak Simović, Ana",
year = "2023",
abstract = "In order to discover new anticancer drugs, novel ruthenium(III) complexes [Ru(L)Cl(H2O)], where L is tetradentate Schiff base bis(acetylacetone)ethylendiimine (acacen, 1), bis(benzoylacetone)ethylendiimine (bzacen, 2), (acetylacetone)(benzoylaceton)ethylendiimine (acacbzacen, 3), bis(acetylacetone)propylendiimine (acacpn, 4), bis(benzoylacetone)propylendiimine (bzacpn, 5) or (acetylacetone)(benzoylaceton)propylendiimine (acacbzacpn, 6), were synthesized. The complexes 1 – 6 were characterized by elemental analysis, molar conductometry, and by various spectroscopic techniques, such as UV–Vis, IR, EPR, and ESI-MS. Based on in vitro DNA/BSA experiments, complexes 2 (bzacen) and 5 (bzacpn) with two aromatic rings showed the highest DNA/BSA-activity, suggesting that the presence of the aromatic ring on the tetradentate Schiff base ligand contributes to increased activity. Moreover, these two compounds showed the highest cytotoxic effects toward human, A549 and murine LLC1 lung cancer cells. These complexes altered the ratio of anti- and pro-apoptotic molecules and induced apoptosis of A549 cells. Further, complexes 2 and 5 reduced the percentage of Mcl1 and Bcl2 expressing LLC1 cells, induced their apoptotic death and exerted an antiproliferative effect against LLC1. Finally, complex 5 reduced the volume of mouse primary heterotopic Lewis lung cancer, while complex 2 reduced the incidence and mean number of metastases per lung. Additionally, molecular docking with DNA revealed that the reduced number of aromatic rings or their absence causes lower intercalative properties of the complexes in order: 2 > 5 > 6 > 3 > 4 > 1. It was observed that conventional hydrogen bonds and hydrophobic interactions contribute to the stabilization of the structures of complex-DNA. A molecular docking study with BSA revealed a predominance of 1 – 6 in binding affinity to the active site III, a third D-shaped hydrophobic pocket within subdomain IB.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, biomolecular interactions, molecular docking, and in vitro and in vivo anticancer activities of novel ruthenium(III) Schiff base complexes",
volume = "248",
pages = "112363",
doi = "10.1016/j.jinorgbio.2023.112363"
}

Međedović, M., Mijatović, A., Baošić, R., Lazić, D., Milanović, Ž., Marković, Z., Milovanović, J., Arsenijević, D., Stojanović, B., Arsenijević, M., Milovanović, M., Petrović, B.,& Rilak Simović, A.. (2023). Synthesis, characterization, biomolecular interactions, molecular docking, and in vitro and in vivo anticancer activities of novel ruthenium(III) Schiff base complexes. in Journal of Inorganic Biochemistry
Elsevier., 248, 112363.
https://doi.org/10.1016/j.jinorgbio.2023.112363

Međedović M, Mijatović A, Baošić R, Lazić D, Milanović Ž, Marković Z, Milovanović J, Arsenijević D, Stojanović B, Arsenijević M, Milovanović M, Petrović B, Rilak Simović A. Synthesis, characterization, biomolecular interactions, molecular docking, and in vitro and in vivo anticancer activities of novel ruthenium(III) Schiff base complexes. in Journal of Inorganic Biochemistry. 2023;248:112363.
doi:10.1016/j.jinorgbio.2023.112363 .

Međedović, Milica, Mijatović, Aleksandar, Baošić, Rada, Lazić, Dejan, Milanović, Žiko, Marković, Zoran, Milovanović, Jelena, Arsenijević, Dragana, Stojanović, Bojana, Arsenijević, Miloš, Milovanović, Marija, Petrović, Biljana, Rilak Simović, Ana, "Synthesis, characterization, biomolecular interactions, molecular docking, and in vitro and in vivo anticancer activities of novel ruthenium(III) Schiff base complexes" in Journal of Inorganic Biochemistry, 248 (2023):112363,
https://doi.org/10.1016/j.jinorgbio.2023.112363 . .

TY  - DATA
AU  - Milovanović, Jelena
AU  - Gündüz, Miyase Gözde
AU  - Zerva, Anastasia
AU  - Petković, Miloš
AU  - Beškoski, Vladimir
AU  - Thomaidis, Nikolaos S.
AU  - Topakas, Evangelos
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4568
PB  - MDPI
T2  - Catalysts
T1  - Supplementary data for the article: Milovanovic, J.; Gündüz, M. G.; Zerva, A.; Petkovic, M.; Beskoski, V.; Thomaidis, N. S.; Topakas, E.; Nikodinovic-Runic, J. Synthesis and Laccase-Mediated Oxidation of New Condensed 1,4-Dihydropyridine Derivatives. Catalysts 2021, 11 (6), 727. https://doi.org/10.3390/catal11060727.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4568
ER  - 

@misc{
author = "Milovanović, Jelena and Gündüz, Miyase Gözde and Zerva, Anastasia and Petković, Miloš and Beškoski, Vladimir and Thomaidis, Nikolaos S. and Topakas, Evangelos and Nikodinović-Runić, Jasmina",
year = "2021",
publisher = "MDPI",
journal = "Catalysts",
title = "Supplementary data for the article: Milovanovic, J.; Gündüz, M. G.; Zerva, A.; Petkovic, M.; Beskoski, V.; Thomaidis, N. S.; Topakas, E.; Nikodinovic-Runic, J. Synthesis and Laccase-Mediated Oxidation of New Condensed 1,4-Dihydropyridine Derivatives. Catalysts 2021, 11 (6), 727. https://doi.org/10.3390/catal11060727.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4568"
}

Milovanović, J., Gündüz, M. G., Zerva, A., Petković, M., Beškoski, V., Thomaidis, N. S., Topakas, E.,& Nikodinović-Runić, J.. (2021). Supplementary data for the article: Milovanovic, J.; Gündüz, M. G.; Zerva, A.; Petkovic, M.; Beskoski, V.; Thomaidis, N. S.; Topakas, E.; Nikodinovic-Runic, J. Synthesis and Laccase-Mediated Oxidation of New Condensed 1,4-Dihydropyridine Derivatives. Catalysts 2021, 11 (6), 727. https://doi.org/10.3390/catal11060727.. in Catalysts
MDPI..
https://hdl.handle.net/21.15107/rcub_cherry_4568

Milovanović J, Gündüz MG, Zerva A, Petković M, Beškoski V, Thomaidis NS, Topakas E, Nikodinović-Runić J. Supplementary data for the article: Milovanovic, J.; Gündüz, M. G.; Zerva, A.; Petkovic, M.; Beskoski, V.; Thomaidis, N. S.; Topakas, E.; Nikodinovic-Runic, J. Synthesis and Laccase-Mediated Oxidation of New Condensed 1,4-Dihydropyridine Derivatives. Catalysts 2021, 11 (6), 727. https://doi.org/10.3390/catal11060727.. in Catalysts. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4568 .

Milovanović, Jelena, Gündüz, Miyase Gözde, Zerva, Anastasia, Petković, Miloš, Beškoski, Vladimir, Thomaidis, Nikolaos S., Topakas, Evangelos, Nikodinović-Runić, Jasmina, "Supplementary data for the article: Milovanovic, J.; Gündüz, M. G.; Zerva, A.; Petkovic, M.; Beskoski, V.; Thomaidis, N. S.; Topakas, E.; Nikodinovic-Runic, J. Synthesis and Laccase-Mediated Oxidation of New Condensed 1,4-Dihydropyridine Derivatives. Catalysts 2021, 11 (6), 727. https://doi.org/10.3390/catal11060727." in Catalysts (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4568 .

TY  - JOUR
AU  - Arsenijević, Dragana
AU  - Stojanović, Bojana
AU  - Milovanović, Jelena
AU  - Arsenijević, Aleksandar
AU  - Simić, Miloš
AU  - Pergal, Marija V.
AU  - Kodranov, Igor D.
AU  - Cvetković, Olga
AU  - Vojvodić, Danilo
AU  - Ristanović, Elizabeta
AU  - Manojlović, Dragan D.
AU  - Milovanović, Marija
AU  - Arsenijević, Nebojša
PY  - 2021
UR  - 
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4375
AB  - The main biologically active components of plants belonging to the genus Allium, responsible for their biological activities, including anti-inflammatory, antioxidant and immunomodulatory, are organosulfur compounds. The aim of this study was to synthetize the mixture of dipropyl polysulfides (DPPS) and to test their biological activity in acute hepatitis. C57BL/6 mice were administered orally with DPPS 6 h before intravenous injection of Concanavalin A (ConA). Liver inflammation, necrosis and hepatocytes apoptosis were determined by histological analyses. Cytokines in liver tissue were determined by ELISA, expression of adhesive molecules and enzymes by RT PCR, while liver mononuclear cells were analyzed by flow cytometry. DPPS pretreatment significantly attenuated liver inflammation and injury, as evidenced by biochemical and histopathological observations. In DPPS-pretreated mice, messenger RNA levels of adhesion molecules and NADPH oxidase complex were significantly reduced, while the expression of SOD enzymes was enhanced. DPPS pretreatment decreased protein level of inflammatory cytokines and increased percentage of T regulatory cells in the livers of ConA mice. DPPS showed hepatoprotective effects in ConA-induced hepatitis, characterized by attenuation of inflammation and affection of Th17/Treg balance in favor of T regulatory cells and implicating potential therapeutic usage of DPPS mixture in inflammatory liver diseases.
PB  - MDPI
T2  - Nutrients
T2  - Nutrients
T1  - Hepatoprotective Effect of Mixture of Dipropyl Polysulfides in Concanavalin A-Induced Hepatitis
VL  - 13
IS  - 3
SP  - 1022
EP  - 
DO  - 10.3390/nu13031022
ER  - 

@article{
author = "Arsenijević, Dragana and Stojanović, Bojana and Milovanović, Jelena and Arsenijević, Aleksandar and Simić, Miloš and Pergal, Marija V. and Kodranov, Igor D. and Cvetković, Olga and Vojvodić, Danilo and Ristanović, Elizabeta and Manojlović, Dragan D. and Milovanović, Marija and Arsenijević, Nebojša",
year = "2021",
abstract = "The main biologically active components of plants belonging to the genus Allium, responsible for their biological activities, including anti-inflammatory, antioxidant and immunomodulatory, are organosulfur compounds. The aim of this study was to synthetize the mixture of dipropyl polysulfides (DPPS) and to test their biological activity in acute hepatitis. C57BL/6 mice were administered orally with DPPS 6 h before intravenous injection of Concanavalin A (ConA). Liver inflammation, necrosis and hepatocytes apoptosis were determined by histological analyses. Cytokines in liver tissue were determined by ELISA, expression of adhesive molecules and enzymes by RT PCR, while liver mononuclear cells were analyzed by flow cytometry. DPPS pretreatment significantly attenuated liver inflammation and injury, as evidenced by biochemical and histopathological observations. In DPPS-pretreated mice, messenger RNA levels of adhesion molecules and NADPH oxidase complex were significantly reduced, while the expression of SOD enzymes was enhanced. DPPS pretreatment decreased protein level of inflammatory cytokines and increased percentage of T regulatory cells in the livers of ConA mice. DPPS showed hepatoprotective effects in ConA-induced hepatitis, characterized by attenuation of inflammation and affection of Th17/Treg balance in favor of T regulatory cells and implicating potential therapeutic usage of DPPS mixture in inflammatory liver diseases.",
publisher = "MDPI",
journal = "Nutrients, Nutrients",
title = "Hepatoprotective Effect of Mixture of Dipropyl Polysulfides in Concanavalin A-Induced Hepatitis",
volume = "13",
number = "3",
pages = "1022-",
doi = "10.3390/nu13031022"
}

Arsenijević, D., Stojanović, B., Milovanović, J., Arsenijević, A., Simić, M., Pergal, M. V., Kodranov, I. D., Cvetković, O., Vojvodić, D., Ristanović, E., Manojlović, D. D., Milovanović, M.,& Arsenijević, N.. (2021). Hepatoprotective Effect of Mixture of Dipropyl Polysulfides in Concanavalin A-Induced Hepatitis. in Nutrients
MDPI., 13(3), 1022-.
https://doi.org/10.3390/nu13031022

Arsenijević D, Stojanović B, Milovanović J, Arsenijević A, Simić M, Pergal MV, Kodranov ID, Cvetković O, Vojvodić D, Ristanović E, Manojlović DD, Milovanović M, Arsenijević N. Hepatoprotective Effect of Mixture of Dipropyl Polysulfides in Concanavalin A-Induced Hepatitis. in Nutrients. 2021;13(3):1022-.
doi:10.3390/nu13031022 .

Arsenijević, Dragana, Stojanović, Bojana, Milovanović, Jelena, Arsenijević, Aleksandar, Simić, Miloš, Pergal, Marija V., Kodranov, Igor D., Cvetković, Olga, Vojvodić, Danilo, Ristanović, Elizabeta, Manojlović, Dragan D., Milovanović, Marija, Arsenijević, Nebojša, "Hepatoprotective Effect of Mixture of Dipropyl Polysulfides in Concanavalin A-Induced Hepatitis" in Nutrients, 13, no. 3 (2021):1022-,
https://doi.org/10.3390/nu13031022 . .

TY  - JOUR
AU  - Milovanović, Jelena
AU  - Gündüz, Miyase Gözde
AU  - Zerva, Anastasia
AU  - Petković, Miloš
AU  - Beškoski, Vladimir
AU  - Thomaidis, Nikolaos S.
AU  - Topakas, Evangelos
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.mdpi.com/2073-4344/11/6/727
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4567
AB  - We describe herein the synthesis and laccase mediated oxidation of six novel 1,4-dihydropyridine (DHP)-based hexahydroquinolines (DHP1-DHP3) and decahydroacridines (DHP4-DHP6). We employed different laccase enzymes with varying redox potential to convert DHP1-DHP3 and DHP4-DHP6 to the corresponding pyridine-containing tetrahydroquinoline and octahydroacridine derivatives, respectively. Intensively coloured products were detected in all biocatalytic reactions using laccase from Trametes versicolor (TvLacc), possibly due to the presence of conjugated chromophores formed in products after oxidation. The NMR assessment confirmed that the oxidation product of DHP1 was its corresponding pyridine-bearing tetrahydroquinoline derivative. Laccase from Bacillus subtillis (BacillusLacc) was the most efficient enzyme for this group of substrates using HPLC assessment. Overall, it could be concluded that DHP2 and DHP5, bearing catecholic structures, were easily oxidized by all tested laccases, while DHP3 and DHP6 containing electron-withdrawing nitro-groups are not readily oxidized by laccases. DHP4 with decahydroacridine moiety consisting of three condensed six-membered rings that contribute not only to the volume but also to the higher redox potential of the substrate rendered this compound not to be biotransformed with any of the mentioned enzymes. Overall, we showed that multiple analytical approaches are needed in order to assess biocatalytical reactions.
PB  - MDPI
T2  - Catalysts
T1  - Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives
VL  - 11
IS  - 6
SP  - 727
DO  - 10.3390/catal11060727
ER  - 

@article{
author = "Milovanović, Jelena and Gündüz, Miyase Gözde and Zerva, Anastasia and Petković, Miloš and Beškoski, Vladimir and Thomaidis, Nikolaos S. and Topakas, Evangelos and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "We describe herein the synthesis and laccase mediated oxidation of six novel 1,4-dihydropyridine (DHP)-based hexahydroquinolines (DHP1-DHP3) and decahydroacridines (DHP4-DHP6). We employed different laccase enzymes with varying redox potential to convert DHP1-DHP3 and DHP4-DHP6 to the corresponding pyridine-containing tetrahydroquinoline and octahydroacridine derivatives, respectively. Intensively coloured products were detected in all biocatalytic reactions using laccase from Trametes versicolor (TvLacc), possibly due to the presence of conjugated chromophores formed in products after oxidation. The NMR assessment confirmed that the oxidation product of DHP1 was its corresponding pyridine-bearing tetrahydroquinoline derivative. Laccase from Bacillus subtillis (BacillusLacc) was the most efficient enzyme for this group of substrates using HPLC assessment. Overall, it could be concluded that DHP2 and DHP5, bearing catecholic structures, were easily oxidized by all tested laccases, while DHP3 and DHP6 containing electron-withdrawing nitro-groups are not readily oxidized by laccases. DHP4 with decahydroacridine moiety consisting of three condensed six-membered rings that contribute not only to the volume but also to the higher redox potential of the substrate rendered this compound not to be biotransformed with any of the mentioned enzymes. Overall, we showed that multiple analytical approaches are needed in order to assess biocatalytical reactions.",
publisher = "MDPI",
journal = "Catalysts",
title = "Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives",
volume = "11",
number = "6",
pages = "727",
doi = "10.3390/catal11060727"
}

Milovanović, J., Gündüz, M. G., Zerva, A., Petković, M., Beškoski, V., Thomaidis, N. S., Topakas, E.,& Nikodinović-Runić, J.. (2021). Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives. in Catalysts
MDPI., 11(6), 727.
https://doi.org/10.3390/catal11060727

Milovanović J, Gündüz MG, Zerva A, Petković M, Beškoski V, Thomaidis NS, Topakas E, Nikodinović-Runić J. Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives. in Catalysts. 2021;11(6):727.
doi:10.3390/catal11060727 .

Milovanović, Jelena, Gündüz, Miyase Gözde, Zerva, Anastasia, Petković, Miloš, Beškoski, Vladimir, Thomaidis, Nikolaos S., Topakas, Evangelos, Nikodinović-Runić, Jasmina, "Synthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivatives" in Catalysts, 11, no. 6 (2021):727,
https://doi.org/10.3390/catal11060727 . .

TY  - JOUR
AU  - Đorđević, Dragana S.
AU  - Milovanović, Jelena
AU  - Jurisević, Milena
AU  - Stojanović, Bojana
AU  - Cvetković, Olga
AU  - Pergal, Marija V.
AU  - Ristanović, Elizabeta
AU  - Vojvodić, Danilo
AU  - Simić, Miloš
AU  - Manojlović, Dragan D.
AU  - Milovanović, Marija
AU  - Arsenijević, Nebojša
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3858
AB  - Copper serves as a limiting factor for multiple steps of tumour progression, including angiogenesis, growth and metastasis. High levels of copper have been found in a wide spectrum of human cancers. Antitumour activities of copper-chelating drugs have been reported in animal models. Organosulfur compounds (diallyl sulfide, DAS; diallyl disulfide, DADS; S-ethylcysteine, SEC; N-acetylcysteine, NAC) derived from garlic exhibit marked copper-chelating activity. We analysed a mixture of fifteen n-propyl polysulfides (DPPS) for potential antitumour activity against several murine tumour cell lines, including colon carcinoma (CT26), mammary carcinoma (4T1) and melanoma cell lines (B16F10), and compared the effects with the antiproliferative effect in highly proliferative murine mesenchymal stem cells (mMSCs). The effects of the mixture of n-propyl polysulfides (100%) on cell viability were determined using MTT assays. Cell apoptosis was analysed using Annexin V-FITC/PI assays.

The results of the MTT assays indicate that this standardized mixture of n-propyl polysulfides has a strong, dose-dependent cytotoxic effect against all three of the tested tumour cell lines (CT26, 4T1, B16F10). The cytotoxic effect of the n-propyl polysulfide mixture against the CT26 and B16F10 cell lines was much stronger than that of cisplatin and was significantly weaker in mMSCs, which are non-cancerous and highly proliferative cells, than in cancer cells. Flow cytometric analysis of CT26 and 4T1 cells revealed that apoptosis was not the dominant mechanism of cell death induced by the n-propyl polysulfide mixture. The n-propyl polysulfide mixture exerted highly cytotoxic activity against murine colon carcinoma and melanoma cell lines, but its antiproliferative activity against mMSCs was significantly lower than that of cisplatin.
T2  - Serbian Journal of Experimental and Clinical Research
T1  - Antitumour effect of a mixture of n-propyl polysulfides In vitro
VL  - 20
IS  - 4
SP  - 295
EP  - 300
DO  - 10.1515/sjecr-2017-0069
ER  - 

@article{
author = "Đorđević, Dragana S. and Milovanović, Jelena and Jurisević, Milena and Stojanović, Bojana and Cvetković, Olga and Pergal, Marija V. and Ristanović, Elizabeta and Vojvodić, Danilo and Simić, Miloš and Manojlović, Dragan D. and Milovanović, Marija and Arsenijević, Nebojša",
year = "2019",
abstract = "Copper serves as a limiting factor for multiple steps of tumour progression, including angiogenesis, growth and metastasis. High levels of copper have been found in a wide spectrum of human cancers. Antitumour activities of copper-chelating drugs have been reported in animal models. Organosulfur compounds (diallyl sulfide, DAS; diallyl disulfide, DADS; S-ethylcysteine, SEC; N-acetylcysteine, NAC) derived from garlic exhibit marked copper-chelating activity. We analysed a mixture of fifteen n-propyl polysulfides (DPPS) for potential antitumour activity against several murine tumour cell lines, including colon carcinoma (CT26), mammary carcinoma (4T1) and melanoma cell lines (B16F10), and compared the effects with the antiproliferative effect in highly proliferative murine mesenchymal stem cells (mMSCs). The effects of the mixture of n-propyl polysulfides (100%) on cell viability were determined using MTT assays. Cell apoptosis was analysed using Annexin V-FITC/PI assays.

The results of the MTT assays indicate that this standardized mixture of n-propyl polysulfides has a strong, dose-dependent cytotoxic effect against all three of the tested tumour cell lines (CT26, 4T1, B16F10). The cytotoxic effect of the n-propyl polysulfide mixture against the CT26 and B16F10 cell lines was much stronger than that of cisplatin and was significantly weaker in mMSCs, which are non-cancerous and highly proliferative cells, than in cancer cells. Flow cytometric analysis of CT26 and 4T1 cells revealed that apoptosis was not the dominant mechanism of cell death induced by the n-propyl polysulfide mixture. The n-propyl polysulfide mixture exerted highly cytotoxic activity against murine colon carcinoma and melanoma cell lines, but its antiproliferative activity against mMSCs was significantly lower than that of cisplatin.",
journal = "Serbian Journal of Experimental and Clinical Research",
title = "Antitumour effect of a mixture of n-propyl polysulfides In vitro",
volume = "20",
number = "4",
pages = "295-300",
doi = "10.1515/sjecr-2017-0069"
}

Đorđević, D. S., Milovanović, J., Jurisević, M., Stojanović, B., Cvetković, O., Pergal, M. V., Ristanović, E., Vojvodić, D., Simić, M., Manojlović, D. D., Milovanović, M.,& Arsenijević, N.. (2019). Antitumour effect of a mixture of n-propyl polysulfides In vitro. in Serbian Journal of Experimental and Clinical Research, 20(4), 295-300.
https://doi.org/10.1515/sjecr-2017-0069

Đorđević DS, Milovanović J, Jurisević M, Stojanović B, Cvetković O, Pergal MV, Ristanović E, Vojvodić D, Simić M, Manojlović DD, Milovanović M, Arsenijević N. Antitumour effect of a mixture of n-propyl polysulfides In vitro. in Serbian Journal of Experimental and Clinical Research. 2019;20(4):295-300.
doi:10.1515/sjecr-2017-0069 .

Đorđević, Dragana S., Milovanović, Jelena, Jurisević, Milena, Stojanović, Bojana, Cvetković, Olga, Pergal, Marija V., Ristanović, Elizabeta, Vojvodić, Danilo, Simić, Miloš, Manojlović, Dragan D., Milovanović, Marija, Arsenijević, Nebojša, "Antitumour effect of a mixture of n-propyl polysulfides In vitro" in Serbian Journal of Experimental and Clinical Research, 20, no. 4 (2019):295-300,
https://doi.org/10.1515/sjecr-2017-0069 . .

TY  - JOUR
AU  - Jurisevic, M.
AU  - Arsenijevic, A.
AU  - Pantic, J.
AU  - Gajovic, N.
AU  - Milovanović, Jelena
AU  - Milovanovic, M.
AU  - Poljarević, Jelena
AU  - Sabo, Tibor
AU  - Vojvodic, D.
AU  - Radosavljevic, G.D.
AU  - Arsenijevic, N.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/335
AB  - Pharmacological treatment of cancer is mostly limited by drug-toxicity and resistance. It has been noticed that new organic ester ligand, O,O'-diethyl-(S,S)- ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride (named DEEDCP) showed effective cytotoxic capacities against several human and mouse cancer cell lines. However, its effects on tumor growth and metastasis are unexplored. The aim of present study was to examine the ability of DE-EDCP to inhibit 4T1 murine breast cancer growth and progression and to explore possible molecular mechanisms. DE-EDCP exhibited significant tumoricidal activity on human and murine breast cancer cell lines. Further, marked reduction of murine breast cancer growth and progression by DE-EDCP was shown. DE-EDCP exhibits fewer side-effects compared to cisplatin as a conventional chemotherapeutic. Results obtained from in vivo and in vitro experiments indicate that DE-EDCP induces apoptosis and inhibits proliferation of 4T1 cells. DE-EDCP increases percentage of 4T1 cells in late apoptosis, expression of pro-apoptotic Bax and caspase-3, while decreases expression of anti-apoptotic Bcl-2. DE-EDCP treatment increased the percentage of TUNEL-positive nuclei and reduced Ki-67 expression in breast cancer tissue. DE-EDCP decreased expression of cyclin D3 and Ki-67, increased expression of cyclin-dependent kinase inhibitors p16, p21 and p27 and arrested 4T1 cells in G0/G1 cell cycle phase. Expression of STAT3 and downstream regulated molecules, NANOG and SOX2, was reduced in 4T1 cells after DE-EDCP treatment. In conclusion, DE-EDCP impairs breast cancer growth and progression by triggering cancer cell death and inhibition of cancer cell proliferation. DE-EDCP might be of interest in the development of the new anticancer agent. ©Jurisevic et al.
T2  - Oncotarget
T1  - The organic ester O,O'-diethyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride attenuates murine breast cancer growth and metastasis
VL  - 9
IS  - 46
SP  - 28195
EP  - 28212
DO  - 10.18632/oncotarget.25610
ER  - 

@article{
author = "Jurisevic, M. and Arsenijevic, A. and Pantic, J. and Gajovic, N. and Milovanović, Jelena and Milovanovic, M. and Poljarević, Jelena and Sabo, Tibor and Vojvodic, D. and Radosavljevic, G.D. and Arsenijevic, N.",
year = "2018",
abstract = "Pharmacological treatment of cancer is mostly limited by drug-toxicity and resistance. It has been noticed that new organic ester ligand, O,O'-diethyl-(S,S)- ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride (named DEEDCP) showed effective cytotoxic capacities against several human and mouse cancer cell lines. However, its effects on tumor growth and metastasis are unexplored. The aim of present study was to examine the ability of DE-EDCP to inhibit 4T1 murine breast cancer growth and progression and to explore possible molecular mechanisms. DE-EDCP exhibited significant tumoricidal activity on human and murine breast cancer cell lines. Further, marked reduction of murine breast cancer growth and progression by DE-EDCP was shown. DE-EDCP exhibits fewer side-effects compared to cisplatin as a conventional chemotherapeutic. Results obtained from in vivo and in vitro experiments indicate that DE-EDCP induces apoptosis and inhibits proliferation of 4T1 cells. DE-EDCP increases percentage of 4T1 cells in late apoptosis, expression of pro-apoptotic Bax and caspase-3, while decreases expression of anti-apoptotic Bcl-2. DE-EDCP treatment increased the percentage of TUNEL-positive nuclei and reduced Ki-67 expression in breast cancer tissue. DE-EDCP decreased expression of cyclin D3 and Ki-67, increased expression of cyclin-dependent kinase inhibitors p16, p21 and p27 and arrested 4T1 cells in G0/G1 cell cycle phase. Expression of STAT3 and downstream regulated molecules, NANOG and SOX2, was reduced in 4T1 cells after DE-EDCP treatment. In conclusion, DE-EDCP impairs breast cancer growth and progression by triggering cancer cell death and inhibition of cancer cell proliferation. DE-EDCP might be of interest in the development of the new anticancer agent. ©Jurisevic et al.",
journal = "Oncotarget",
title = "The organic ester O,O'-diethyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride attenuates murine breast cancer growth and metastasis",
volume = "9",
number = "46",
pages = "28195-28212",
doi = "10.18632/oncotarget.25610"
}

Jurisevic, M., Arsenijevic, A., Pantic, J., Gajovic, N., Milovanović, J., Milovanovic, M., Poljarević, J., Sabo, T., Vojvodic, D., Radosavljevic, G.D.,& Arsenijevic, N.. (2018). The organic ester O,O'-diethyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride attenuates murine breast cancer growth and metastasis. in Oncotarget, 9(46), 28195-28212.
https://doi.org/10.18632/oncotarget.25610

Jurisevic M, Arsenijevic A, Pantic J, Gajovic N, Milovanović J, Milovanovic M, Poljarević J, Sabo T, Vojvodic D, Radosavljevic G, Arsenijevic N. The organic ester O,O'-diethyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride attenuates murine breast cancer growth and metastasis. in Oncotarget. 2018;9(46):28195-28212.
doi:10.18632/oncotarget.25610 .

Jurisevic, M., Arsenijevic, A., Pantic, J., Gajovic, N., Milovanović, Jelena, Milovanovic, M., Poljarević, Jelena, Sabo, Tibor, Vojvodic, D., Radosavljevic, G.D., Arsenijevic, N., "The organic ester O,O'-diethyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate dihydrochloride attenuates murine breast cancer growth and metastasis" in Oncotarget, 9, no. 46 (2018):28195-28212,
https://doi.org/10.18632/oncotarget.25610 . .

TY  - DATA
AU  - Radivojević, Jelena
AU  - Škaro, Sanja
AU  - Šenerović, Lidija
AU  - Vasiljević, Branka
AU  - Guzik, Maciej
AU  - Kenny, Shane T.
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
AU  - O'Connor, Kevin E.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3595
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3595
ER  - 

@misc{
author = "Radivojević, Jelena and Škaro, Sanja and Šenerović, Lidija and Vasiljević, Branka and Guzik, Maciej and Kenny, Shane T. and Maslak, Veselin and Nikodinović-Runić, Jasmina and O'Connor, Kevin E.",
year = "2016",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3595"
}

Radivojević, J., Škaro, S., Šenerović, L., Vasiljević, B., Guzik, M., Kenny, S. T., Maslak, V., Nikodinović-Runić, J.,& O'Connor, K. E.. (2016). Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4. in Applied Microbiology and Biotechnology
Springer, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3595

Radivojević J, Škaro S, Šenerović L, Vasiljević B, Guzik M, Kenny ST, Maslak V, Nikodinović-Runić J, O'Connor KE. Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4. in Applied Microbiology and Biotechnology. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3595 .

Radivojević, Jelena, Škaro, Sanja, Šenerović, Lidija, Vasiljević, Branka, Guzik, Maciej, Kenny, Shane T., Maslak, Veselin, Nikodinović-Runić, Jasmina, O'Connor, Kevin E., "Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4" in Applied Microbiology and Biotechnology (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3595 .

TY  - JOUR
AU  - Jurišević, Milena
AU  - Radosavljević, Gordana
AU  - Arsenijević, Aleksandar
AU  - Milovanović, Marija
AU  - Gajović, Nevena
AU  - Đorđević, Dragana S.
AU  - Milovanović, Jelena
AU  - Stojanović, Bojana
AU  - Ilić, Aleksandar
AU  - Sabo, Tibor
AU  - Kanjevac, Tatjana
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/216
AB  - e design of platinum based drugs is not a new field of interest. Platinum complexes are widely used as anticancer agents and currently, approximately 30 platinum(II) and platinum(IV) entered into some of the phases of clinical trials. A special place in today’s research belongs to platinum complexes with diammine ligands. A large number of edda (ethylenediamine- N, N’-diacetate)-type ligands and their corresponding metal complexes has been successfully synthesized. is article summarizes recent progress in research on edda-type-platinum complexes. Some of these agents achieves better effect compared to the gold standard (cisplatin). It has been shown that there is a possible relationship between the length of the ligand ester group carbon chain and its cytotoxic effect. In most cases the longer the ester chain is the greater is the antitumor activity. Of particular interest are the noticeable effects of some new platinum compound with edda-type ligand on cell lines that are known to have a high level of cisplatin-resistance. Exanimate complexes appear to have a diff erent mode of mechanism of action compared with cisplatin which includes apoptotic and necrotic cell death. ere are indications that further investigations of these compounds may be very useful in overcoming the problems associated global cancer statistic. © 2016, University of Kragujevac, Faculty of Science. All rights reserved.
AB  - Kompleski platine koriste se kao osnova za dizajn novih lekova. Oni su u širokoj upotrebi kao antitumorski agensi i do danas je oko 30 komplesa platine(II) i platine(IV) u nekoj od faza kliničkog ispitivanja. Posebno mesto u današnjim istaživanjima zauzimaju kompleksi metala sa edda ligandima. Uspešno je sintetisan veliki broj novih edda liganda i odgovarajućih kompleksa. Neki od ovih agensa pokazuju bolju aktivnost od zlatnog standarda, cisplatine. Pokazano je da postoji moguća veza između dužine ugljovodiničnog lanca estraske grupe liganda i citotoksičnog efekta. U većini slučajeva dužina lanca direktno korelira sa antitumorskom aktivnošću. Zabeležena je efikasnija citotoksicna aktivnost određenih kompleska platine sa edda ligandima na ćelijskim linijama tumora koji pokazuju odgovarajući stepen rezistencije na cisplatinu. Ispitivani komleksi imaju različit mehanizam dejstva od cisplatine, koji uključuje elemente nekrotične i programirane ćelijske smrti. Postoje nagoveštaji da dalja istraživanja ovih agensa mogu biti značajna za prevazilaženje globalnog problema sa kojim se svet danas suočava, a koji se odnosi na stalni porast osoba obolelih od karcinoma.
T2  - Serbian Journal of Experimental and Clinical Research (ranije: Medicus)
T1  - Platinum complexes with edda ethylenediamine n, n diacetate ligands as potential anticancer agents [Kompleksi platine sa edda etilendiamin N, N’ diacetat ligandima kao potencijalni antitumorski agensi]
T1  - Kompleksi platine sa edda (etilendiamin-N, N'-diacetat) ligandima kao potencijalni antitumorski agensi
VL  - 17
IS  - 4
SP  - 285
EP  - 295
DO  - 10.1515/SJECR-2016-0042
ER  - 

@article{
author = "Jurišević, Milena and Radosavljević, Gordana and Arsenijević, Aleksandar and Milovanović, Marija and Gajović, Nevena and Đorđević, Dragana S. and Milovanović, Jelena and Stojanović, Bojana and Ilić, Aleksandar and Sabo, Tibor and Kanjevac, Tatjana",
year = "2016",
abstract = "e design of platinum based drugs is not a new field of interest. Platinum complexes are widely used as anticancer agents and currently, approximately 30 platinum(II) and platinum(IV) entered into some of the phases of clinical trials. A special place in today’s research belongs to platinum complexes with diammine ligands. A large number of edda (ethylenediamine- N, N’-diacetate)-type ligands and their corresponding metal complexes has been successfully synthesized. is article summarizes recent progress in research on edda-type-platinum complexes. Some of these agents achieves better effect compared to the gold standard (cisplatin). It has been shown that there is a possible relationship between the length of the ligand ester group carbon chain and its cytotoxic effect. In most cases the longer the ester chain is the greater is the antitumor activity. Of particular interest are the noticeable effects of some new platinum compound with edda-type ligand on cell lines that are known to have a high level of cisplatin-resistance. Exanimate complexes appear to have a diff erent mode of mechanism of action compared with cisplatin which includes apoptotic and necrotic cell death. ere are indications that further investigations of these compounds may be very useful in overcoming the problems associated global cancer statistic. © 2016, University of Kragujevac, Faculty of Science. All rights reserved., Kompleski platine koriste se kao osnova za dizajn novih lekova. Oni su u širokoj upotrebi kao antitumorski agensi i do danas je oko 30 komplesa platine(II) i platine(IV) u nekoj od faza kliničkog ispitivanja. Posebno mesto u današnjim istaživanjima zauzimaju kompleksi metala sa edda ligandima. Uspešno je sintetisan veliki broj novih edda liganda i odgovarajućih kompleksa. Neki od ovih agensa pokazuju bolju aktivnost od zlatnog standarda, cisplatine. Pokazano je da postoji moguća veza između dužine ugljovodiničnog lanca estraske grupe liganda i citotoksičnog efekta. U većini slučajeva dužina lanca direktno korelira sa antitumorskom aktivnošću. Zabeležena je efikasnija citotoksicna aktivnost određenih kompleska platine sa edda ligandima na ćelijskim linijama tumora koji pokazuju odgovarajući stepen rezistencije na cisplatinu. Ispitivani komleksi imaju različit mehanizam dejstva od cisplatine, koji uključuje elemente nekrotične i programirane ćelijske smrti. Postoje nagoveštaji da dalja istraživanja ovih agensa mogu biti značajna za prevazilaženje globalnog problema sa kojim se svet danas suočava, a koji se odnosi na stalni porast osoba obolelih od karcinoma.",
journal = "Serbian Journal of Experimental and Clinical Research (ranije: Medicus)",
title = "Platinum complexes with edda ethylenediamine n, n diacetate ligands as potential anticancer agents [Kompleksi platine sa edda etilendiamin N, N’ diacetat ligandima kao potencijalni antitumorski agensi], Kompleksi platine sa edda (etilendiamin-N, N'-diacetat) ligandima kao potencijalni antitumorski agensi",
volume = "17",
number = "4",
pages = "285-295",
doi = "10.1515/SJECR-2016-0042"
}

Jurišević, M., Radosavljević, G., Arsenijević, A., Milovanović, M., Gajović, N., Đorđević, D. S., Milovanović, J., Stojanović, B., Ilić, A., Sabo, T.,& Kanjevac, T.. (2016). Platinum complexes with edda ethylenediamine n, n diacetate ligands as potential anticancer agents [Kompleksi platine sa edda etilendiamin N, N’ diacetat ligandima kao potencijalni antitumorski agensi]. in Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 17(4), 285-295.
https://doi.org/10.1515/SJECR-2016-0042

Jurišević M, Radosavljević G, Arsenijević A, Milovanović M, Gajović N, Đorđević DS, Milovanović J, Stojanović B, Ilić A, Sabo T, Kanjevac T. Platinum complexes with edda ethylenediamine n, n diacetate ligands as potential anticancer agents [Kompleksi platine sa edda etilendiamin N, N’ diacetat ligandima kao potencijalni antitumorski agensi]. in Serbian Journal of Experimental and Clinical Research (ranije: Medicus). 2016;17(4):285-295.
doi:10.1515/SJECR-2016-0042 .

Jurišević, Milena, Radosavljević, Gordana, Arsenijević, Aleksandar, Milovanović, Marija, Gajović, Nevena, Đorđević, Dragana S., Milovanović, Jelena, Stojanović, Bojana, Ilić, Aleksandar, Sabo, Tibor, Kanjevac, Tatjana, "Platinum complexes with edda ethylenediamine n, n diacetate ligands as potential anticancer agents [Kompleksi platine sa edda etilendiamin N, N’ diacetat ligandima kao potencijalni antitumorski agensi]" in Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 17, no. 4 (2016):285-295,
https://doi.org/10.1515/SJECR-2016-0042 . .

TY  - THES
AU  - Radivojević, Jelena
PY  - 2016
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=4909
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:15376/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48825359
UR  - http://nardus.mpn.gov.rs/123456789/8028
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2719
AB  - Sintetisali smo biblioteku od 18 derivata (R)-3-hidroksioktanske kiseline,monomera bakterijskog polimera poli(hidroksialkanoata). Sva jedinjenja suokarakterisana i testirana je njihova antimikrobna i antiproliferativna aktivnost. Kakobismo ispitali značaj konfiguracije na hiralnom centru polazne kiseline za njenubiološku aktivnost, sintetisan je (S)-metil-3-hidroksioktanoat. U okviru teze je ispitanamogućnost konjugacije 3-hidroksialkanskih kiselina različite dužine lanca i hemijskisintetisane 3-hlordekanske kiseline na antikancerski peptid kao i uticaj na promenubiološke aktivnosti peptida.
AB  - We have synthesized a library of 18 derivatives from (R)-3-hydroxyoctanoicacid, monomer of bacterial polymer poly(hydroxyalkanoate). All compounds werecharacterized and tested for their antimicrobial and anti-proliferative activity. In order toexamine the significance of the configuration of the chiral center of the starting acid inthe biological activity, (S)-methyl-3-hydroxyalkanoate was synthesized. Within the PhDthesis the possibility of conjugation 3-hydroxy alkanoic acids of different chain lengthand chemically synthesized 3-chloro octanoic acid with anticancer peptide wasinvestigated, and impact of conjugation in changing biological activity of the peptide.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Monomeri poli(hidroksialkanoata) kao osnova za dobijanje biološki aktivnih jedinjenja
UR  - https://hdl.handle.net/21.15107/rcub_nardus_8028
ER  - 

@phdthesis{
author = "Radivojević, Jelena",
year = "2016",
abstract = "Sintetisali smo biblioteku od 18 derivata (R)-3-hidroksioktanske kiseline,monomera bakterijskog polimera poli(hidroksialkanoata). Sva jedinjenja suokarakterisana i testirana je njihova antimikrobna i antiproliferativna aktivnost. Kakobismo ispitali značaj konfiguracije na hiralnom centru polazne kiseline za njenubiološku aktivnost, sintetisan je (S)-metil-3-hidroksioktanoat. U okviru teze je ispitanamogućnost konjugacije 3-hidroksialkanskih kiselina različite dužine lanca i hemijskisintetisane 3-hlordekanske kiseline na antikancerski peptid kao i uticaj na promenubiološke aktivnosti peptida., We have synthesized a library of 18 derivatives from (R)-3-hydroxyoctanoicacid, monomer of bacterial polymer poly(hydroxyalkanoate). All compounds werecharacterized and tested for their antimicrobial and anti-proliferative activity. In order toexamine the significance of the configuration of the chiral center of the starting acid inthe biological activity, (S)-methyl-3-hydroxyalkanoate was synthesized. Within the PhDthesis the possibility of conjugation 3-hydroxy alkanoic acids of different chain lengthand chemically synthesized 3-chloro octanoic acid with anticancer peptide wasinvestigated, and impact of conjugation in changing biological activity of the peptide.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Monomeri poli(hidroksialkanoata) kao osnova za dobijanje biološki aktivnih jedinjenja",
url = "https://hdl.handle.net/21.15107/rcub_nardus_8028"
}

Radivojević, J.. (2016). Monomeri poli(hidroksialkanoata) kao osnova za dobijanje biološki aktivnih jedinjenja. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_8028

Radivojević J. Monomeri poli(hidroksialkanoata) kao osnova za dobijanje biološki aktivnih jedinjenja. in Универзитет у Београду. 2016;.
https://hdl.handle.net/21.15107/rcub_nardus_8028 .

Radivojević, Jelena, "Monomeri poli(hidroksialkanoata) kao osnova za dobijanje biološki aktivnih jedinjenja" in Универзитет у Београду (2016),
https://hdl.handle.net/21.15107/rcub_nardus_8028 .

TY  - JOUR
AU  - Radivojević, Jelena
AU  - Škaro, Sanja
AU  - Šenerović, Lidija
AU  - Vasiljević, Branka
AU  - Guzik, Maciej
AU  - Kenny, Shane T.
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
AU  - O'Connor, Kevin E.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2025
AB  - A library of 18 different compounds was synthesized starting from (R)-3-hydroxyoctanoic acid which is derived from the bacterial polymer polyhydroxyalkanoate (PHA). Ten derivatives, including halo and unsaturated methyl and benzyl esters, were synthesized and characterized for the first time. Given that (R)-3-hydroxyalkanoic acids are known to have biological activity, the new compounds were evaluated for antimicrobial activity and in vitro antiproliferative effect with mammalian cell lines. The presence of the carboxylic group was essential for the antimicrobial activity, with minimal inhibitory concentrations against a panel of bacteria (Gram-positive and Gram-negative) and fungi (Candida albicans and Microsporum gypseum) in the range 2.8-7.0 mM and 0.1-6.3 mM, respectively. 3-Halogenated octanoic acids exhibited the ability to inhibit C. albicans hyphae formation. In addition, (R)-3-hydroxyoctanoic and (E)-oct-2-enoic acids inhibited quorum sensing-regulated pyocyanin production in the opportunistic pathogen Pseudomonas aeruginosa PAO1. Generally, derivatives did not inhibit mammalian cell proliferation even at 3-mM concentrations, while only (E)-oct-2-enoic and 3-oxooctanoic acid had IC50 values of 1.7 and 1.6 mM with the human lung fibroblast cell line.
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds
VL  - 100
IS  - 1
SP  - 161
EP  - 172
DO  - 10.1007/s00253-015-6984-4
ER  - 

@article{
author = "Radivojević, Jelena and Škaro, Sanja and Šenerović, Lidija and Vasiljević, Branka and Guzik, Maciej and Kenny, Shane T. and Maslak, Veselin and Nikodinović-Runić, Jasmina and O'Connor, Kevin E.",
year = "2016",
abstract = "A library of 18 different compounds was synthesized starting from (R)-3-hydroxyoctanoic acid which is derived from the bacterial polymer polyhydroxyalkanoate (PHA). Ten derivatives, including halo and unsaturated methyl and benzyl esters, were synthesized and characterized for the first time. Given that (R)-3-hydroxyalkanoic acids are known to have biological activity, the new compounds were evaluated for antimicrobial activity and in vitro antiproliferative effect with mammalian cell lines. The presence of the carboxylic group was essential for the antimicrobial activity, with minimal inhibitory concentrations against a panel of bacteria (Gram-positive and Gram-negative) and fungi (Candida albicans and Microsporum gypseum) in the range 2.8-7.0 mM and 0.1-6.3 mM, respectively. 3-Halogenated octanoic acids exhibited the ability to inhibit C. albicans hyphae formation. In addition, (R)-3-hydroxyoctanoic and (E)-oct-2-enoic acids inhibited quorum sensing-regulated pyocyanin production in the opportunistic pathogen Pseudomonas aeruginosa PAO1. Generally, derivatives did not inhibit mammalian cell proliferation even at 3-mM concentrations, while only (E)-oct-2-enoic and 3-oxooctanoic acid had IC50 values of 1.7 and 1.6 mM with the human lung fibroblast cell line.",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds",
volume = "100",
number = "1",
pages = "161-172",
doi = "10.1007/s00253-015-6984-4"
}

Radivojević, J., Škaro, S., Šenerović, L., Vasiljević, B., Guzik, M., Kenny, S. T., Maslak, V., Nikodinović-Runić, J.,& O'Connor, K. E.. (2016). Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds. in Applied Microbiology and Biotechnology
Springer, New York., 100(1), 161-172.
https://doi.org/10.1007/s00253-015-6984-4

Radivojević J, Škaro S, Šenerović L, Vasiljević B, Guzik M, Kenny ST, Maslak V, Nikodinović-Runić J, O'Connor KE. Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds. in Applied Microbiology and Biotechnology. 2016;100(1):161-172.
doi:10.1007/s00253-015-6984-4 .

Radivojević, Jelena, Škaro, Sanja, Šenerović, Lidija, Vasiljević, Branka, Guzik, Maciej, Kenny, Shane T., Maslak, Veselin, Nikodinović-Runić, Jasmina, O'Connor, Kevin E., "Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds" in Applied Microbiology and Biotechnology, 100, no. 1 (2016):161-172,
https://doi.org/10.1007/s00253-015-6984-4 . .

TY  - DATA
AU  - Szwej, Emilia
AU  - Devocelle, Marc
AU  - Kenny, Shane T.
AU  - Guzik, Maciej
AU  - O'Connor, Stephen
AU  - Nikodinović-Runić, Jasmina
AU  - Radivojević, Jelena
AU  - Maslak, Veselin
AU  - Byrne, Annete T.
AU  - Gallagher, William M.
AU  - Zulian, Qun Ren
AU  - Zinn, Manfred
AU  - O'Connor, Kevin E.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3451
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Biotechnology
T1  - Supplementary data for article: Szwej, E.; Devocelle, M.; Kenny, S.; Guzik, M.; O’Connor, S.; Nikodinović-Runić, J.; Radivojevic, J.; Maslak, V.; Byrne, A. T.; Gallagher, W. M.; et al. The Chain Length of Biologically Produced (R)-3-Hydroxyalkanoic Acid Affects Biological Activity and Structure of Anti-Cancer Peptides. Journal of Biotechnology 2015, 204, 7–12. https://doi.org/10.1016/j.jbiotec.2015.02.036
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3451
ER  - 

@misc{
author = "Szwej, Emilia and Devocelle, Marc and Kenny, Shane T. and Guzik, Maciej and O'Connor, Stephen and Nikodinović-Runić, Jasmina and Radivojević, Jelena and Maslak, Veselin and Byrne, Annete T. and Gallagher, William M. and Zulian, Qun Ren and Zinn, Manfred and O'Connor, Kevin E.",
year = "2015",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Biotechnology",
title = "Supplementary data for article: Szwej, E.; Devocelle, M.; Kenny, S.; Guzik, M.; O’Connor, S.; Nikodinović-Runić, J.; Radivojevic, J.; Maslak, V.; Byrne, A. T.; Gallagher, W. M.; et al. The Chain Length of Biologically Produced (R)-3-Hydroxyalkanoic Acid Affects Biological Activity and Structure of Anti-Cancer Peptides. Journal of Biotechnology 2015, 204, 7–12. https://doi.org/10.1016/j.jbiotec.2015.02.036",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3451"
}

Szwej, E., Devocelle, M., Kenny, S. T., Guzik, M., O'Connor, S., Nikodinović-Runić, J., Radivojević, J., Maslak, V., Byrne, A. T., Gallagher, W. M., Zulian, Q. R., Zinn, M.,& O'Connor, K. E.. (2015). Supplementary data for article: Szwej, E.; Devocelle, M.; Kenny, S.; Guzik, M.; O’Connor, S.; Nikodinović-Runić, J.; Radivojevic, J.; Maslak, V.; Byrne, A. T.; Gallagher, W. M.; et al. The Chain Length of Biologically Produced (R)-3-Hydroxyalkanoic Acid Affects Biological Activity and Structure of Anti-Cancer Peptides. Journal of Biotechnology 2015, 204, 7–12. https://doi.org/10.1016/j.jbiotec.2015.02.036. in Journal of Biotechnology
Elsevier Science Bv, Amsterdam..
https://hdl.handle.net/21.15107/rcub_cherry_3451

Szwej E, Devocelle M, Kenny ST, Guzik M, O'Connor S, Nikodinović-Runić J, Radivojević J, Maslak V, Byrne AT, Gallagher WM, Zulian QR, Zinn M, O'Connor KE. Supplementary data for article: Szwej, E.; Devocelle, M.; Kenny, S.; Guzik, M.; O’Connor, S.; Nikodinović-Runić, J.; Radivojevic, J.; Maslak, V.; Byrne, A. T.; Gallagher, W. M.; et al. The Chain Length of Biologically Produced (R)-3-Hydroxyalkanoic Acid Affects Biological Activity and Structure of Anti-Cancer Peptides. Journal of Biotechnology 2015, 204, 7–12. https://doi.org/10.1016/j.jbiotec.2015.02.036. in Journal of Biotechnology. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3451 .

Szwej, Emilia, Devocelle, Marc, Kenny, Shane T., Guzik, Maciej, O'Connor, Stephen, Nikodinović-Runić, Jasmina, Radivojević, Jelena, Maslak, Veselin, Byrne, Annete T., Gallagher, William M., Zulian, Qun Ren, Zinn, Manfred, O'Connor, Kevin E., "Supplementary data for article: Szwej, E.; Devocelle, M.; Kenny, S.; Guzik, M.; O’Connor, S.; Nikodinović-Runić, J.; Radivojevic, J.; Maslak, V.; Byrne, A. T.; Gallagher, W. M.; et al. The Chain Length of Biologically Produced (R)-3-Hydroxyalkanoic Acid Affects Biological Activity and Structure of Anti-Cancer Peptides. Journal of Biotechnology 2015, 204, 7–12. https://doi.org/10.1016/j.jbiotec.2015.02.036" in Journal of Biotechnology (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3451 .

TY  - JOUR
AU  - Szwej, Emilia
AU  - Devocelle, Marc
AU  - Kenny, Shane T.
AU  - Guzik, Maciej
AU  - O'Connor, Stephen
AU  - Nikodinović-Runić, Jasmina
AU  - Radivojević, Jelena
AU  - Maslak, Veselin
AU  - Byrne, Annete T.
AU  - Gallagher, William M.
AU  - Zulian, Qun Ren
AU  - Zinn, Manfred
AU  - O'Connor, Kevin E.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1712
AB  - Conjugation of DP18L peptide with (R)-3-hydroxydecanoic acid, derived from the biopolymer polyhydroxyalkanoate, enhances its anti-cancer activity (O'Connor et al., 2013. Biomaterials 34, 2710-2718). However, it is unknown if other (R)-3-hydroxyalkanoic acids (R3HA5) can enhance peptide activity, if chain length affects enhancement, and what effect R3HA5 have on peptide structure. Here we show that the degree of enhancement of peptide (DP18L) anti-cancer activity by R3HA5 is carbon chain length dependent. In all but one example the R3HA conjugated peptides were more active against cancer cells than the unconjugated peptides. However, R3HA5 with 9 and 10 carbons were most effective at improving DPI 8L activity. DPI 8L peptide variant DPI 7L, missing a hydrophobic amino acid (leucine residue 4) exhibited lower efficacy against MiaPaCa cells. Circular dichroism analysis showed DP17L had a lower alpha helix content and the conjugation of any R3HA ((R)-3-hydroxyhexanoic acid to (R)-3-hydroxydodecanoic acid) to DPI 7L returned the helix content back to levels of DPI 8L. However (R)-3-hydroxyhexanoic did not enhance the anti-cancer activity of DPI 7L and at least 7 carbons were needed in the R3HA to enhance activity of D17L. DP17L needs a longer chain R3HA to achieve the same activity as DP18L conjugated to an R3HA. As a first step to assess the synthetic potential of polyhydroxyalkanoate derived R3HA5, (R)-3-hydroxydecanoic acid was synthetically converted to (+/-)3-chlorodecanoic acid, which when conjugated to DP18L improved its antiproliferative activity against MiaPaCa cells.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Biotechnology
T1  - The chain length of biologically produced (R)-3-hydroxyalkanoic acid affects biological activity and structure of anti-cancer peptides
VL  - 204
SP  - 7
EP  - 12
DO  - 10.1016/j.jbiotec.2015.02.036
ER  - 

@article{
author = "Szwej, Emilia and Devocelle, Marc and Kenny, Shane T. and Guzik, Maciej and O'Connor, Stephen and Nikodinović-Runić, Jasmina and Radivojević, Jelena and Maslak, Veselin and Byrne, Annete T. and Gallagher, William M. and Zulian, Qun Ren and Zinn, Manfred and O'Connor, Kevin E.",
year = "2015",
abstract = "Conjugation of DP18L peptide with (R)-3-hydroxydecanoic acid, derived from the biopolymer polyhydroxyalkanoate, enhances its anti-cancer activity (O'Connor et al., 2013. Biomaterials 34, 2710-2718). However, it is unknown if other (R)-3-hydroxyalkanoic acids (R3HA5) can enhance peptide activity, if chain length affects enhancement, and what effect R3HA5 have on peptide structure. Here we show that the degree of enhancement of peptide (DP18L) anti-cancer activity by R3HA5 is carbon chain length dependent. In all but one example the R3HA conjugated peptides were more active against cancer cells than the unconjugated peptides. However, R3HA5 with 9 and 10 carbons were most effective at improving DPI 8L activity. DPI 8L peptide variant DPI 7L, missing a hydrophobic amino acid (leucine residue 4) exhibited lower efficacy against MiaPaCa cells. Circular dichroism analysis showed DP17L had a lower alpha helix content and the conjugation of any R3HA ((R)-3-hydroxyhexanoic acid to (R)-3-hydroxydodecanoic acid) to DPI 7L returned the helix content back to levels of DPI 8L. However (R)-3-hydroxyhexanoic did not enhance the anti-cancer activity of DPI 7L and at least 7 carbons were needed in the R3HA to enhance activity of D17L. DP17L needs a longer chain R3HA to achieve the same activity as DP18L conjugated to an R3HA. As a first step to assess the synthetic potential of polyhydroxyalkanoate derived R3HA5, (R)-3-hydroxydecanoic acid was synthetically converted to (+/-)3-chlorodecanoic acid, which when conjugated to DP18L improved its antiproliferative activity against MiaPaCa cells.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Biotechnology",
title = "The chain length of biologically produced (R)-3-hydroxyalkanoic acid affects biological activity and structure of anti-cancer peptides",
volume = "204",
pages = "7-12",
doi = "10.1016/j.jbiotec.2015.02.036"
}

Szwej, E., Devocelle, M., Kenny, S. T., Guzik, M., O'Connor, S., Nikodinović-Runić, J., Radivojević, J., Maslak, V., Byrne, A. T., Gallagher, W. M., Zulian, Q. R., Zinn, M.,& O'Connor, K. E.. (2015). The chain length of biologically produced (R)-3-hydroxyalkanoic acid affects biological activity and structure of anti-cancer peptides. in Journal of Biotechnology
Elsevier Science Bv, Amsterdam., 204, 7-12.
https://doi.org/10.1016/j.jbiotec.2015.02.036

Szwej E, Devocelle M, Kenny ST, Guzik M, O'Connor S, Nikodinović-Runić J, Radivojević J, Maslak V, Byrne AT, Gallagher WM, Zulian QR, Zinn M, O'Connor KE. The chain length of biologically produced (R)-3-hydroxyalkanoic acid affects biological activity and structure of anti-cancer peptides. in Journal of Biotechnology. 2015;204:7-12.
doi:10.1016/j.jbiotec.2015.02.036 .

Szwej, Emilia, Devocelle, Marc, Kenny, Shane T., Guzik, Maciej, O'Connor, Stephen, Nikodinović-Runić, Jasmina, Radivojević, Jelena, Maslak, Veselin, Byrne, Annete T., Gallagher, William M., Zulian, Qun Ren, Zinn, Manfred, O'Connor, Kevin E., "The chain length of biologically produced (R)-3-hydroxyalkanoic acid affects biological activity and structure of anti-cancer peptides" in Journal of Biotechnology, 204 (2015):7-12,
https://doi.org/10.1016/j.jbiotec.2015.02.036 . .

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Radivojević, Jelena
AU  - Matić, Ivana Z.
AU  - Štajner, Tijana
AU  - Knezevic-Usaj, Slavica
AU  - Đurković-Đaković, Olgica
AU  - Šolaja, Bogdan A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2010
AB  - New cyclohexylidene 1,2,4,5-tetraoxanes with polar guanidine and urea based groups were synthesized and evaluated for their antimalarial activity against chloroquine resistant and susceptible Plasmodium falciparum strains. The derivatives showed moderate, nM range antimalarial activities and low cytotoxicity. The N-phenylurea derivative 24 exhibited the best resistance indices (RIW2 = 0.44, RITM91C235 = 0.80) and was not toxic against human normal peripheral blood mononuclear cells (IC50  gt  200 mu M). Seven derivatives were tested in vitro against four human cancer cell lines and they demonstrated high selectivity toward leukaemia K562 cells. One compound, derivative 21 with a primary amino group, was the first tetraoxane tested in vivo against Toxoplasma gondii as another apicomplexan parasite. Subcutaneous administration at a dose of 10 mg kg(-1) day(-1) for 8 days allowed the survival of 20 % of infected mice, thus demonstrating the high potential of tetraoxanes for the treatment of apicomplexan parasites.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules
VL  - 80
IS  - 11
SP  - 1339
DO  - 10.2298/JSC150430063O
ER  - 

@article{
author = "Opsenica, Dejan M. and Radivojević, Jelena and Matić, Ivana Z. and Štajner, Tijana and Knezevic-Usaj, Slavica and Đurković-Đaković, Olgica and Šolaja, Bogdan A.",
year = "2015",
abstract = "New cyclohexylidene 1,2,4,5-tetraoxanes with polar guanidine and urea based groups were synthesized and evaluated for their antimalarial activity against chloroquine resistant and susceptible Plasmodium falciparum strains. The derivatives showed moderate, nM range antimalarial activities and low cytotoxicity. The N-phenylurea derivative 24 exhibited the best resistance indices (RIW2 = 0.44, RITM91C235 = 0.80) and was not toxic against human normal peripheral blood mononuclear cells (IC50  gt  200 mu M). Seven derivatives were tested in vitro against four human cancer cell lines and they demonstrated high selectivity toward leukaemia K562 cells. One compound, derivative 21 with a primary amino group, was the first tetraoxane tested in vivo against Toxoplasma gondii as another apicomplexan parasite. Subcutaneous administration at a dose of 10 mg kg(-1) day(-1) for 8 days allowed the survival of 20 % of infected mice, thus demonstrating the high potential of tetraoxanes for the treatment of apicomplexan parasites.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules",
volume = "80",
number = "11",
pages = "1339",
doi = "10.2298/JSC150430063O"
}

Opsenica, D. M., Radivojević, J., Matić, I. Z., Štajner, T., Knezevic-Usaj, S., Đurković-Đaković, O.,& Šolaja, B. A.. (2015). Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 80(11), 1339.
https://doi.org/10.2298/JSC150430063O

Opsenica DM, Radivojević J, Matić IZ, Štajner T, Knezevic-Usaj S, Đurković-Đaković O, Šolaja BA. Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules. in Journal of the Serbian Chemical Society. 2015;80(11):1339.
doi:10.2298/JSC150430063O .

Opsenica, Dejan M., Radivojević, Jelena, Matić, Ivana Z., Štajner, Tijana, Knezevic-Usaj, Slavica, Đurković-Đaković, Olgica, Šolaja, Bogdan A., "Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules" in Journal of the Serbian Chemical Society, 80, no. 11 (2015):1339,
https://doi.org/10.2298/JSC150430063O . .

TY  - DATA
AU  - Jovanović, Predrag M.
AU  - Jeremić, Sanja
AU  - Đokić, Lidija
AU  - Savić, Vladimir
AU  - Radivojević, Jelena
AU  - Maslak, Veselin
AU  - Ivković, Branka
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3744
PB  - Elsevier Science Inc, New York
T2  - Enzyme and Microbial Technology
T1  - Supplementary data for the article: Jovanovic, P.; Jeremic, S.; Djokic, L.; Savic, V.; Radivojevic, J.; Maslak, V.; Ivkovic, B.; Vasiljevic, B.; Nikodinovic-Runic, J. Chemoselective Biocatalytic Reduction of Conjugated Nitroalkenes: New Application for an Escherichia Coli BL21(DE3) Expression Strain. Enzyme Microb. Technol. 2014, 60, 16–23. https://doi.org/10.1016/j.enzmictec.2014.03.010
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3744
ER  - 

@misc{
author = "Jovanović, Predrag M. and Jeremić, Sanja and Đokić, Lidija and Savić, Vladimir and Radivojević, Jelena and Maslak, Veselin and Ivković, Branka and Vasiljević, Branka and Nikodinović-Runić, Jasmina",
year = "2014",
publisher = "Elsevier Science Inc, New York",
journal = "Enzyme and Microbial Technology",
title = "Supplementary data for the article: Jovanovic, P.; Jeremic, S.; Djokic, L.; Savic, V.; Radivojevic, J.; Maslak, V.; Ivkovic, B.; Vasiljevic, B.; Nikodinovic-Runic, J. Chemoselective Biocatalytic Reduction of Conjugated Nitroalkenes: New Application for an Escherichia Coli BL21(DE3) Expression Strain. Enzyme Microb. Technol. 2014, 60, 16–23. https://doi.org/10.1016/j.enzmictec.2014.03.010",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3744"
}

Jovanović, P. M., Jeremić, S., Đokić, L., Savić, V., Radivojević, J., Maslak, V., Ivković, B., Vasiljević, B.,& Nikodinović-Runić, J.. (2014). Supplementary data for the article: Jovanovic, P.; Jeremic, S.; Djokic, L.; Savic, V.; Radivojevic, J.; Maslak, V.; Ivkovic, B.; Vasiljevic, B.; Nikodinovic-Runic, J. Chemoselective Biocatalytic Reduction of Conjugated Nitroalkenes: New Application for an Escherichia Coli BL21(DE3) Expression Strain. Enzyme Microb. Technol. 2014, 60, 16–23. https://doi.org/10.1016/j.enzmictec.2014.03.010. in Enzyme and Microbial Technology
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3744

Jovanović PM, Jeremić S, Đokić L, Savić V, Radivojević J, Maslak V, Ivković B, Vasiljević B, Nikodinović-Runić J. Supplementary data for the article: Jovanovic, P.; Jeremic, S.; Djokic, L.; Savic, V.; Radivojevic, J.; Maslak, V.; Ivkovic, B.; Vasiljevic, B.; Nikodinovic-Runic, J. Chemoselective Biocatalytic Reduction of Conjugated Nitroalkenes: New Application for an Escherichia Coli BL21(DE3) Expression Strain. Enzyme Microb. Technol. 2014, 60, 16–23. https://doi.org/10.1016/j.enzmictec.2014.03.010. in Enzyme and Microbial Technology. 2014;.
https://hdl.handle.net/21.15107/rcub_cherry_3744 .

Jovanović, Predrag M., Jeremić, Sanja, Đokić, Lidija, Savić, Vladimir, Radivojević, Jelena, Maslak, Veselin, Ivković, Branka, Vasiljević, Branka, Nikodinović-Runić, Jasmina, "Supplementary data for the article: Jovanovic, P.; Jeremic, S.; Djokic, L.; Savic, V.; Radivojevic, J.; Maslak, V.; Ivkovic, B.; Vasiljevic, B.; Nikodinovic-Runic, J. Chemoselective Biocatalytic Reduction of Conjugated Nitroalkenes: New Application for an Escherichia Coli BL21(DE3) Expression Strain. Enzyme Microb. Technol. 2014, 60, 16–23. https://doi.org/10.1016/j.enzmictec.2014.03.010" in Enzyme and Microbial Technology (2014),
https://hdl.handle.net/21.15107/rcub_cherry_3744 .

TY  - JOUR
AU  - Jovanović, Predrag M.
AU  - Jeremić, Sanja
AU  - Đokić, Lidija
AU  - Savić, Vladimir
AU  - Radivojević, Jelena
AU  - Maslak, Veselin
AU  - Ivković, Branka
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1786
AB  - Chemoselective reduction of activated carbon-carbon double bond in conjugated nitroalkenes was achieved using Escherichia coli BL21(DE3) whole cells. Nine different substrates have been used furnishing the reduced products in moderate to good yields. 1-Nitro-4-phenyl-1,3-butadiene and (2-nitro-1-propenyl)benzene were successfully biotransformed with corresponding product yields of 54% and 45% respectively. Using this simple and environmentally friendly system 2-(2-nitropropyl)pyridine and 2-(2-nitropropyl)naphthalene were synthesized and characterized for the first time. High substrate conversion efficiency was coupled with low enantioselectivity, however 29% enantiomeric excess was detected in the case of 2-(2-nitropropyl)pyridine. It was shown that electronic properties of the aromatic ring, which affected polarity of the double bond, were not highly influential factors in the reduction process, but the presence of the nitro functionality was essential for the reaction to proceed. 1-Phenyl-4-nitro-1,3-butadiene could not be biotransformed by whole cells of Pseudomonas putida KT2440 or Bacillus subtilis 168 while it was successfully reduced by E. coli DH5 alpha but with lower efficiency in comparison to E. coli BL21(DE3). Knockout mutant affected in nemA gene coding for N-ethylmaleimide reductase (BL21 Delta nemA) could still catalyze bioreductions suggesting multiple active reductases within E. coli BL21(DE3) biocatalyst. The described biocatalytic reduction of substituted nitroalkenes provides an efficient route for the preparation of the corresponding nitroalkanes and introduces the new application of the strain traditionally utilized for recombinant protein expression. (C) 2014 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Enzyme and Microbial Technology
T1  - Chemoselective biocatalytic reduction of conjugated nitroalkenes: New application for an Escherichia coli BL21(DE3) expression strain
VL  - 60
SP  - 16
EP  - 23
DO  - 10.1016/j.enzmictec.2014.03.010
ER  - 

@article{
author = "Jovanović, Predrag M. and Jeremić, Sanja and Đokić, Lidija and Savić, Vladimir and Radivojević, Jelena and Maslak, Veselin and Ivković, Branka and Vasiljević, Branka and Nikodinović-Runić, Jasmina",
year = "2014",
abstract = "Chemoselective reduction of activated carbon-carbon double bond in conjugated nitroalkenes was achieved using Escherichia coli BL21(DE3) whole cells. Nine different substrates have been used furnishing the reduced products in moderate to good yields. 1-Nitro-4-phenyl-1,3-butadiene and (2-nitro-1-propenyl)benzene were successfully biotransformed with corresponding product yields of 54% and 45% respectively. Using this simple and environmentally friendly system 2-(2-nitropropyl)pyridine and 2-(2-nitropropyl)naphthalene were synthesized and characterized for the first time. High substrate conversion efficiency was coupled with low enantioselectivity, however 29% enantiomeric excess was detected in the case of 2-(2-nitropropyl)pyridine. It was shown that electronic properties of the aromatic ring, which affected polarity of the double bond, were not highly influential factors in the reduction process, but the presence of the nitro functionality was essential for the reaction to proceed. 1-Phenyl-4-nitro-1,3-butadiene could not be biotransformed by whole cells of Pseudomonas putida KT2440 or Bacillus subtilis 168 while it was successfully reduced by E. coli DH5 alpha but with lower efficiency in comparison to E. coli BL21(DE3). Knockout mutant affected in nemA gene coding for N-ethylmaleimide reductase (BL21 Delta nemA) could still catalyze bioreductions suggesting multiple active reductases within E. coli BL21(DE3) biocatalyst. The described biocatalytic reduction of substituted nitroalkenes provides an efficient route for the preparation of the corresponding nitroalkanes and introduces the new application of the strain traditionally utilized for recombinant protein expression. (C) 2014 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Enzyme and Microbial Technology",
title = "Chemoselective biocatalytic reduction of conjugated nitroalkenes: New application for an Escherichia coli BL21(DE3) expression strain",
volume = "60",
pages = "16-23",
doi = "10.1016/j.enzmictec.2014.03.010"
}

Jovanović, P. M., Jeremić, S., Đokić, L., Savić, V., Radivojević, J., Maslak, V., Ivković, B., Vasiljević, B.,& Nikodinović-Runić, J.. (2014). Chemoselective biocatalytic reduction of conjugated nitroalkenes: New application for an Escherichia coli BL21(DE3) expression strain. in Enzyme and Microbial Technology
Elsevier Science Inc, New York., 60, 16-23.
https://doi.org/10.1016/j.enzmictec.2014.03.010

Jovanović PM, Jeremić S, Đokić L, Savić V, Radivojević J, Maslak V, Ivković B, Vasiljević B, Nikodinović-Runić J. Chemoselective biocatalytic reduction of conjugated nitroalkenes: New application for an Escherichia coli BL21(DE3) expression strain. in Enzyme and Microbial Technology. 2014;60:16-23.
doi:10.1016/j.enzmictec.2014.03.010 .

Jovanović, Predrag M., Jeremić, Sanja, Đokić, Lidija, Savić, Vladimir, Radivojević, Jelena, Maslak, Veselin, Ivković, Branka, Vasiljević, Branka, Nikodinović-Runić, Jasmina, "Chemoselective biocatalytic reduction of conjugated nitroalkenes: New application for an Escherichia coli BL21(DE3) expression strain" in Enzyme and Microbial Technology, 60 (2014):16-23,
https://doi.org/10.1016/j.enzmictec.2014.03.010 . .

TY  - JOUR
AU  - Radivojević, Jelena
AU  - Minovska, Gordana
AU  - Šenerović, Lidija
AU  - O'Connor, Kevin E.
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
AU  - Tokić-Vujošević, Zorana
AU  - Nikodinović-Runić, Jasmina
AU  - Maslak, Veselin
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1883
AB  - Synthesis of gamma-nitroaldehydes from branched chain aldehydes and a range of alpha,beta-unsaturated nitroalkenes was achieved by a whole-cell biocatalytic reaction using 4-oxalocrotonate tautomerase as catalyst. Under mild conditions, cyclic and acyclic branched aldehydes were converted into synthetically valuable quaternary carbon containing gamma-nitroaldehydes. The yields of the desired products were influenced by reaction condition parameters such as organic solvent, temperature and pH. The whole-cell biocatalytic approach to the generation of alpha,alpha-substituted gamma-nitroaldehydes was compared to the organocatalytic approach involving the lithium salt of phenylalanine as a catalyst. As the resulting gamma-nitroaldehydes exhibited moderate antifungal activity and mild in vitro cytotoxicity against human fibroblasts (0.2-0.4 mM) they could further be examined as potentially useful pharmaceutical synthons.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalyst
VL  - 4
IS  - 105
SP  - 60502
EP  - 60510
DO  - 10.1039/c4ra05517a
ER  - 

@article{
author = "Radivojević, Jelena and Minovska, Gordana and Šenerović, Lidija and O'Connor, Kevin E. and Jovanović, Predrag M. and Savić, Vladimir and Tokić-Vujošević, Zorana and Nikodinović-Runić, Jasmina and Maslak, Veselin",
year = "2014",
abstract = "Synthesis of gamma-nitroaldehydes from branched chain aldehydes and a range of alpha,beta-unsaturated nitroalkenes was achieved by a whole-cell biocatalytic reaction using 4-oxalocrotonate tautomerase as catalyst. Under mild conditions, cyclic and acyclic branched aldehydes were converted into synthetically valuable quaternary carbon containing gamma-nitroaldehydes. The yields of the desired products were influenced by reaction condition parameters such as organic solvent, temperature and pH. The whole-cell biocatalytic approach to the generation of alpha,alpha-substituted gamma-nitroaldehydes was compared to the organocatalytic approach involving the lithium salt of phenylalanine as a catalyst. As the resulting gamma-nitroaldehydes exhibited moderate antifungal activity and mild in vitro cytotoxicity against human fibroblasts (0.2-0.4 mM) they could further be examined as potentially useful pharmaceutical synthons.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalyst",
volume = "4",
number = "105",
pages = "60502-60510",
doi = "10.1039/c4ra05517a"
}

Radivojević, J., Minovska, G., Šenerović, L., O'Connor, K. E., Jovanović, P. M., Savić, V., Tokić-Vujošević, Z., Nikodinović-Runić, J.,& Maslak, V.. (2014). Synthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalyst. in RSC Advances
Royal Soc Chemistry, Cambridge., 4(105), 60502-60510.
https://doi.org/10.1039/c4ra05517a

Radivojević J, Minovska G, Šenerović L, O'Connor KE, Jovanović PM, Savić V, Tokić-Vujošević Z, Nikodinović-Runić J, Maslak V. Synthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalyst. in RSC Advances. 2014;4(105):60502-60510.
doi:10.1039/c4ra05517a .

Radivojević, Jelena, Minovska, Gordana, Šenerović, Lidija, O'Connor, Kevin E., Jovanović, Predrag M., Savić, Vladimir, Tokić-Vujošević, Zorana, Nikodinović-Runić, Jasmina, Maslak, Veselin, "Synthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalyst" in RSC Advances, 4, no. 105 (2014):60502-60510,
https://doi.org/10.1039/c4ra05517a . .