Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids

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Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (en)
Интеракције природних производа, њихових деривата и комплексних једињења са протеинима и нуклеинским киселинама (sr)
Interakcije prirodnih proizvoda, njihovih derivata i kompleksnih jedinjenja sa proteinima i nukleinskim kiselinama (sr_RS)
Authors

Publications

Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines

Dimitrijević, Teodora; Novaković, Irena T.; Radanović, Dušanka; Novaković, Sladjana B.; Rodić, Marko; Anđelković, Katarina K.; Šumar-Ristović, Maja

(Taylor & Francis, 2020)

TY  - JOUR
AU  - Dimitrijević, Teodora
AU  - Novaković, Irena T.
AU  - Radanović, Dušanka
AU  - Novaković, Sladjana B.
AU  - Rodić, Marko
AU  - Anđelković, Katarina K.
AU  - Šumar-Ristović, Maja
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4025
AB  - In this article, synthesis, spectral and X-ray structure characterization, antimicrobial activity and Brine shrimp test of two new Cu(II) complexes with a salicylaldehyde derivative have been reported. Complexes [Cu(L)(bipy)]BF4·0.5H2O and [Cu2(L)2(phen)2](BF4)2 were obtained in the reaction of Cu(BF4)2·6H2O, deprotonated 4-(diethylamino)−2-hydroxybenzaldehyde ligand (L) and α-diimine (2,2’-bipyridine or 1,10-phenanthroline). The complex with bipyridine is mononuclear, containing one L and one bipyridine ligand in a distorted square-planar cation with a BF4 − anion and lattice water molecule, whereas the complex with phenanthroline is a dinuclear centrosymmetric dimeric cation, containing two L ligands along with two phenanthroline ligands and BF4 − anions. The coordination geometry of each Cu(II) ion can be described as an elongated square pyramid. MS-ESI spectroscopy indicated that [Cu2(L)2(phen)2](BF4)2 is mononuclear in DMSO solution. In vitro antibacterial and antifungal activity was tested against four Gram-positive, four Gram-negative bacteria and three fungal strains. Complexes showed significantly stronger antibacterial activities than parent ligands. The mononuclear phenanthroline complex in solution showed very good antimicrobial activity, which is comparable to the activity of the standard antibiotic amikacin against all tested bacterial strains. The same complex has better antifungal activity than fluconazole, which was used as a standard. Results of the brine shrimp test indicate that both complexes have good toxicity against Artemia nauplii.
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines
VL  - 73
IS  - 4
SP  - 702
EP  - 716
DO  - 10.1080/00958972.2020.1740212
ER  - 
@article{
author = "Dimitrijević, Teodora and Novaković, Irena T. and Radanović, Dušanka and Novaković, Sladjana B. and Rodić, Marko and Anđelković, Katarina K. and Šumar-Ristović, Maja",
year = "2020",
abstract = "In this article, synthesis, spectral and X-ray structure characterization, antimicrobial activity and Brine shrimp test of two new Cu(II) complexes with a salicylaldehyde derivative have been reported. Complexes [Cu(L)(bipy)]BF4·0.5H2O and [Cu2(L)2(phen)2](BF4)2 were obtained in the reaction of Cu(BF4)2·6H2O, deprotonated 4-(diethylamino)−2-hydroxybenzaldehyde ligand (L) and α-diimine (2,2’-bipyridine or 1,10-phenanthroline). The complex with bipyridine is mononuclear, containing one L and one bipyridine ligand in a distorted square-planar cation with a BF4 − anion and lattice water molecule, whereas the complex with phenanthroline is a dinuclear centrosymmetric dimeric cation, containing two L ligands along with two phenanthroline ligands and BF4 − anions. The coordination geometry of each Cu(II) ion can be described as an elongated square pyramid. MS-ESI spectroscopy indicated that [Cu2(L)2(phen)2](BF4)2 is mononuclear in DMSO solution. In vitro antibacterial and antifungal activity was tested against four Gram-positive, four Gram-negative bacteria and three fungal strains. Complexes showed significantly stronger antibacterial activities than parent ligands. The mononuclear phenanthroline complex in solution showed very good antimicrobial activity, which is comparable to the activity of the standard antibiotic amikacin against all tested bacterial strains. The same complex has better antifungal activity than fluconazole, which was used as a standard. Results of the brine shrimp test indicate that both complexes have good toxicity against Artemia nauplii.",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines",
volume = "73",
number = "4",
pages = "702-716",
doi = "10.1080/00958972.2020.1740212"
}
Dimitrijević, T., Novaković, I. T., Radanović, D., Novaković, S. B., Rodić, M., Anđelković, K. K.,& Šumar-Ristović, M.. (2020). Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry
Taylor & Francis., 73(4), 702-716.
https://doi.org/10.1080/00958972.2020.1740212
Dimitrijević T, Novaković IT, Radanović D, Novaković SB, Rodić M, Anđelković KK, Šumar-Ristović M. Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry. 2020;73(4):702-716.
doi:10.1080/00958972.2020.1740212 .
Dimitrijević, Teodora, Novaković, Irena T., Radanović, Dušanka, Novaković, Sladjana B., Rodić, Marko, Anđelković, Katarina K., Šumar-Ristović, Maja, "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines" in Journal of Coordination Chemistry, 73, no. 4 (2020):702-716,
https://doi.org/10.1080/00958972.2020.1740212 . .
4
3
3

Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212

Dimitrijević, Teodora; Novaković, Irena T.; Radanović, Dušanka; Novaković, Sladjana B.; Rodić, Marko; Anđelković, Katarina K.; Šumar-Ristović, Maja

(Taylor & Francis, 2020)

TY  - DATA
AU  - Dimitrijević, Teodora
AU  - Novaković, Irena T.
AU  - Radanović, Dušanka
AU  - Novaković, Sladjana B.
AU  - Rodić, Marko
AU  - Anđelković, Katarina K.
AU  - Šumar-Ristović, Maja
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4026
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212
ER  - 
@misc{
author = "Dimitrijević, Teodora and Novaković, Irena T. and Radanović, Dušanka and Novaković, Sladjana B. and Rodić, Marko and Anđelković, Katarina K. and Šumar-Ristović, Maja",
year = "2020",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212"
}
Dimitrijević, T., Novaković, I. T., Radanović, D., Novaković, S. B., Rodić, M., Anđelković, K. K.,& Šumar-Ristović, M.. (2020). Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212. in Journal of Coordination Chemistry
Taylor & Francis..
Dimitrijević T, Novaković IT, Radanović D, Novaković SB, Rodić M, Anđelković KK, Šumar-Ristović M. Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212. in Journal of Coordination Chemistry. 2020;..
Dimitrijević, Teodora, Novaković, Irena T., Radanović, Dušanka, Novaković, Sladjana B., Rodić, Marko, Anđelković, Katarina K., Šumar-Ristović, Maja, "Supplementary data for the article: Dimitrijević, T.; Novaković, I.; Radanović, D.; Novaković, S. B.; Rodić, M. V.; Anđelković, K.; Šumar-Ristović, M. Synthesis, Spectral and Structural Characterization and Biological Activity of Cu(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines. Journal of Coordination Chemistry 2020, 73 (4), 702–716. https://doi.org/10.1080/00958972.2020.1740212" in Journal of Coordination Chemistry (2020).

Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity

Stojičkov, Marko; Sturm, Sabrina; Čobeljić, Božidar; Pevec, Andrej; Jevtović, Mima; Scheitler, Andreas; Radanović, Dušanka; Senft, Laura; Turel, Iztok; Anđelković, Katarina K.; Miehlich, Matthias; Meyer, Karsten; Ivanović‐Burmazović, Ivana

(Wiley-VCH Verlag, 2020)

TY  - JOUR
AU  - Stojičkov, Marko
AU  - Sturm, Sabrina
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Jevtović, Mima
AU  - Scheitler, Andreas
AU  - Radanović, Dušanka
AU  - Senft, Laura
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Miehlich, Matthias
AU  - Meyer, Karsten
AU  - Ivanović‐Burmazović, Ivana
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4285
AB  - We have synthesized and characterized Co(II) (1), Zn(II) (2), Fe(III) (3) and Cu(II) (4) complexes of 2,2'‐[2,6‐pyridinediylbis(ethylidyne‐1‐hydrazinyl‐2‐ylidene)]bis[N,N,N‐trimethyl‐2‐oxoethanaminium] dichloride (H2LCl2) by NMR, IR, and X‐Band EPR spectroscopy, respectively, as well as by single‐crystal X‐ray structural analysis. H2LCl2 belongs to the class of diacetylpyridine bis(hydrazone) ligands and bears two positively charged quaternary ammonium functionalities. The complexes 1–3 possess a pentagonal‐bipyramidal geometry, whereas 4 has square‐pyramidal geometry. Redox reactivity and SOD activity of the complexes was studied by means of electrochemical measurements in aqueous‐buffer and DMF or DMSO solutions, respectively, as well as by stopped‐flow measurements. Complexes 1–3 do not have SOD activity, whereas 4 exhibits a high catalytic rate constant for the superoxide dismutation, kcat = 1.73 × 107 m–1 s–1 (in MOPS buffer solution of pH = 7.4). The results were discussed in terms of complex redox potentials, electrostatic interactions and their spatial distribution, kinetic lability of metal centers, and stability of peroxo intermediates, respectively.
PB  - Wiley-VCH Verlag
T2  - European Journal of Inorganic Chemistry
T1  - Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity
SP  - 3347
EP  - 3358
DO  - 10.1002/ejic.202000415
ER  - 
@article{
author = "Stojičkov, Marko and Sturm, Sabrina and Čobeljić, Božidar and Pevec, Andrej and Jevtović, Mima and Scheitler, Andreas and Radanović, Dušanka and Senft, Laura and Turel, Iztok and Anđelković, Katarina K. and Miehlich, Matthias and Meyer, Karsten and Ivanović‐Burmazović, Ivana",
year = "2020",
abstract = "We have synthesized and characterized Co(II) (1), Zn(II) (2), Fe(III) (3) and Cu(II) (4) complexes of 2,2'‐[2,6‐pyridinediylbis(ethylidyne‐1‐hydrazinyl‐2‐ylidene)]bis[N,N,N‐trimethyl‐2‐oxoethanaminium] dichloride (H2LCl2) by NMR, IR, and X‐Band EPR spectroscopy, respectively, as well as by single‐crystal X‐ray structural analysis. H2LCl2 belongs to the class of diacetylpyridine bis(hydrazone) ligands and bears two positively charged quaternary ammonium functionalities. The complexes 1–3 possess a pentagonal‐bipyramidal geometry, whereas 4 has square‐pyramidal geometry. Redox reactivity and SOD activity of the complexes was studied by means of electrochemical measurements in aqueous‐buffer and DMF or DMSO solutions, respectively, as well as by stopped‐flow measurements. Complexes 1–3 do not have SOD activity, whereas 4 exhibits a high catalytic rate constant for the superoxide dismutation, kcat = 1.73 × 107 m–1 s–1 (in MOPS buffer solution of pH = 7.4). The results were discussed in terms of complex redox potentials, electrostatic interactions and their spatial distribution, kinetic lability of metal centers, and stability of peroxo intermediates, respectively.",
publisher = "Wiley-VCH Verlag",
journal = "European Journal of Inorganic Chemistry",
title = "Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity",
pages = "3347-3358",
doi = "10.1002/ejic.202000415"
}
Stojičkov, M., Sturm, S., Čobeljić, B., Pevec, A., Jevtović, M., Scheitler, A., Radanović, D., Senft, L., Turel, I., Anđelković, K. K., Miehlich, M., Meyer, K.,& Ivanović‐Burmazović, I.. (2020). Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity. in European Journal of Inorganic Chemistry
Wiley-VCH Verlag., 3347-3358.
https://doi.org/10.1002/ejic.202000415
Stojičkov M, Sturm S, Čobeljić B, Pevec A, Jevtović M, Scheitler A, Radanović D, Senft L, Turel I, Anđelković KK, Miehlich M, Meyer K, Ivanović‐Burmazović I. Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity. in European Journal of Inorganic Chemistry. 2020;:3347-3358.
doi:10.1002/ejic.202000415 .
Stojičkov, Marko, Sturm, Sabrina, Čobeljić, Božidar, Pevec, Andrej, Jevtović, Mima, Scheitler, Andreas, Radanović, Dušanka, Senft, Laura, Turel, Iztok, Anđelković, Katarina K., Miehlich, Matthias, Meyer, Karsten, Ivanović‐Burmazović, Ivana, "Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity" in European Journal of Inorganic Chemistry (2020):3347-3358,
https://doi.org/10.1002/ejic.202000415 . .
2
1
1
1

Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors

Filipović, Nenad R.; Bjelogrlić, Snežana K.; Pelliccia, Sveva; Jovanović, Vesna B.; Kojić, Milan O.; Senćanski, Milan; La Regina, Giuseppe; Silvestri, Romano; Muller, Christian D.; Todorović, Tamara

(2020)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Bjelogrlić, Snežana K.
AU  - Pelliccia, Sveva
AU  - Jovanović, Vesna B.
AU  - Kojić, Milan O.
AU  - Senćanski, Milan
AU  - La Regina, Giuseppe
AU  - Silvestri, Romano
AU  - Muller, Christian D.
AU  - Todorović, Tamara
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/320
AB  - Triapine, the most studied α-N-heterocyclic thiosemicarbazone, revealed potent activity against advanced leukemia, but was ineffective against a variety of solid tumors. Moreover, methemoglobinemia, which is a side effect of triapine administration, may limits all clinical application. To enhance anticancer activity and reduce side effects, we applied an isosteric replacement of sulfur to selenium atom was performed by synthesis and characterization of selenium triapine analog, 3-aminopyridine-2-carboxaldehyde selenosemicarbazone (selenotriapine). Compared to triapine, selenotriapine revealed superior pro-apoptotic activity with activation of intrinsic apoptotic pathway in both human monocytic leukemia (THP-1) and mammary adenocarcinoma (MCF-7) cell lines. For MCF-7 2-D cultures, selenotriapine induced notable increase in mitochondrial superoxide radical generation and dissipation of mitochondrial transmembrane potential. A significant delay in growth of MCF-7 spheroids (3-D culture) was accompanied by phenotypic stem cell reprogramming (Oct-4 expression). Additionally, selenotriapine demonstrated a very low toxicity profile as compared to triapine, confirmed over alleviated extent of methemoglobin formation and higher IC50 value in brine shrimp cytotoxicity assay. © 2017 King Saud University.
T2  - Arabian Journal of Chemistry
T1  - Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors
DO  - 10.1016/j.arabjc.2017.11.017
UR  - Kon_1290
ER  - 
@article{
author = "Filipović, Nenad R. and Bjelogrlić, Snežana K. and Pelliccia, Sveva and Jovanović, Vesna B. and Kojić, Milan O. and Senćanski, Milan and La Regina, Giuseppe and Silvestri, Romano and Muller, Christian D. and Todorović, Tamara",
year = "2020",
abstract = "Triapine, the most studied α-N-heterocyclic thiosemicarbazone, revealed potent activity against advanced leukemia, but was ineffective against a variety of solid tumors. Moreover, methemoglobinemia, which is a side effect of triapine administration, may limits all clinical application. To enhance anticancer activity and reduce side effects, we applied an isosteric replacement of sulfur to selenium atom was performed by synthesis and characterization of selenium triapine analog, 3-aminopyridine-2-carboxaldehyde selenosemicarbazone (selenotriapine). Compared to triapine, selenotriapine revealed superior pro-apoptotic activity with activation of intrinsic apoptotic pathway in both human monocytic leukemia (THP-1) and mammary adenocarcinoma (MCF-7) cell lines. For MCF-7 2-D cultures, selenotriapine induced notable increase in mitochondrial superoxide radical generation and dissipation of mitochondrial transmembrane potential. A significant delay in growth of MCF-7 spheroids (3-D culture) was accompanied by phenotypic stem cell reprogramming (Oct-4 expression). Additionally, selenotriapine demonstrated a very low toxicity profile as compared to triapine, confirmed over alleviated extent of methemoglobin formation and higher IC50 value in brine shrimp cytotoxicity assay. © 2017 King Saud University.",
journal = "Arabian Journal of Chemistry",
title = "Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors",
doi = "10.1016/j.arabjc.2017.11.017",
url = "Kon_1290"
}
Filipović, N. R., Bjelogrlić, S. K., Pelliccia, S., Jovanović, V. B., Kojić, M. O., Senćanski, M., La Regina, G., Silvestri, R., Muller, C. D.,& Todorović, T.. (2020). Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors. in Arabian Journal of Chemistry.
https://doi.org/10.1016/j.arabjc.2017.11.017
Kon_1290
Filipović NR, Bjelogrlić SK, Pelliccia S, Jovanović VB, Kojić MO, Senćanski M, La Regina G, Silvestri R, Muller CD, Todorović T. Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors. in Arabian Journal of Chemistry. 2020;.
doi:10.1016/j.arabjc.2017.11.017
Kon_1290 .
Filipović, Nenad R., Bjelogrlić, Snežana K., Pelliccia, Sveva, Jovanović, Vesna B., Kojić, Milan O., Senćanski, Milan, La Regina, Giuseppe, Silvestri, Romano, Muller, Christian D., Todorović, Tamara, "Selenotriapine - An isostere of the most studied thiosemicarbazone with pronounced pro-apoptotic activity, low toxicity and ability to challenge phenotype reprogramming of 3-D mammary adenocarcinoma tumors" in Arabian Journal of Chemistry (2020),
https://doi.org/10.1016/j.arabjc.2017.11.017 .,
Kon_1290 .
4
3
4

Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models

Đorđević, Jelena; Kolarević, Stoimir; Jovanović, Jovana; Kostić-Vuković, Jovana; Novaković, Irena T.; Jeremić, Marko; Sladić, Dušan; Vuković-Gačić, Branka

(Taylor & Francis, 2020)

TY  - JOUR
AU  - Đorđević, Jelena
AU  - Kolarević, Stoimir
AU  - Jovanović, Jovana
AU  - Kostić-Vuković, Jovana
AU  - Novaković, Irena T.
AU  - Jeremić, Marko
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/347
AB  - Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents. © 2018, © 2018 Informa UK Limited, trading as Taylor & Francis Group.
PB  - Taylor & Francis
T2  - Drug and Chemical Toxicology
T1  - Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models
VL  - 43
IS  - 5
DO  - 10.1080/01480545.2018.1514043
UR  - Kon_1318
ER  - 
@article{
author = "Đorđević, Jelena and Kolarević, Stoimir and Jovanović, Jovana and Kostić-Vuković, Jovana and Novaković, Irena T. and Jeremić, Marko and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2020",
abstract = "Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents. © 2018, © 2018 Informa UK Limited, trading as Taylor & Francis Group.",
publisher = "Taylor & Francis",
journal = "Drug and Chemical Toxicology",
title = "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models",
volume = "43",
number = "5",
doi = "10.1080/01480545.2018.1514043",
url = "Kon_1318"
}
Đorđević, J., Kolarević, S., Jovanović, J., Kostić-Vuković, J., Novaković, I. T., Jeremić, M., Sladić, D.,& Vuković-Gačić, B.. (2020). Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology
Taylor & Francis., 43(5).
https://doi.org/10.1080/01480545.2018.1514043
Kon_1318
Đorđević J, Kolarević S, Jovanović J, Kostić-Vuković J, Novaković IT, Jeremić M, Sladić D, Vuković-Gačić B. Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology. 2020;43(5).
doi:10.1080/01480545.2018.1514043
Kon_1318 .
Đorđević, Jelena, Kolarević, Stoimir, Jovanović, Jovana, Kostić-Vuković, Jovana, Novaković, Irena T., Jeremić, Marko, Sladić, Dušan, Vuković-Gačić, Branka, "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models" in Drug and Chemical Toxicology, 43, no. 5 (2020),
https://doi.org/10.1080/01480545.2018.1514043 .,
Kon_1318 .
2
1
2

A detailed experimental and computational study of monocarbohydrazones

Božić, Aleksandra R.; Filipović, Nenad R.; Verbić, Tatjana; Milčić, Miloš K.; Todorović, Tamara; Cvijetić, Ilija; Klisurić, Olivera; Radišić, Marina; Marinković, Aleksandar

(Elsevier, 2020)

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Filipović, Nenad R.
AU  - Verbić, Tatjana
AU  - Milčić, Miloš K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Klisurić, Olivera
AU  - Radišić, Marina
AU  - Marinković, Aleksandar
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/318
AB  - The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalán models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK a change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation. © 2017.
PB  - Elsevier
T2  - Arabian Journal of Chemistry
T1  - A detailed experimental and computational study of monocarbohydrazones
VL  - 13
IS  - 1
SP  - 932
EP  - 953
DO  - 10.1016/j.arabjc.2017.08.010
UR  - Kon_1285
ER  - 
@article{
author = "Božić, Aleksandra R. and Filipović, Nenad R. and Verbić, Tatjana and Milčić, Miloš K. and Todorović, Tamara and Cvijetić, Ilija and Klisurić, Olivera and Radišić, Marina and Marinković, Aleksandar",
year = "2020",
abstract = "The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalán models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK a change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation. © 2017.",
publisher = "Elsevier",
journal = "Arabian Journal of Chemistry",
title = "A detailed experimental and computational study of monocarbohydrazones",
volume = "13",
number = "1",
pages = "932-953",
doi = "10.1016/j.arabjc.2017.08.010",
url = "Kon_1285"
}
Božić, A. R., Filipović, N. R., Verbić, T., Milčić, M. K., Todorović, T., Cvijetić, I., Klisurić, O., Radišić, M.,& Marinković, A.. (2020). A detailed experimental and computational study of monocarbohydrazones. in Arabian Journal of Chemistry
Elsevier., 13(1), 932-953.
https://doi.org/10.1016/j.arabjc.2017.08.010
Kon_1285
Božić AR, Filipović NR, Verbić T, Milčić MK, Todorović T, Cvijetić I, Klisurić O, Radišić M, Marinković A. A detailed experimental and computational study of monocarbohydrazones. in Arabian Journal of Chemistry. 2020;13(1):932-953.
doi:10.1016/j.arabjc.2017.08.010
Kon_1285 .
Božić, Aleksandra R., Filipović, Nenad R., Verbić, Tatjana, Milčić, Miloš K., Todorović, Tamara, Cvijetić, Ilija, Klisurić, Olivera, Radišić, Marina, Marinković, Aleksandar, "A detailed experimental and computational study of monocarbohydrazones" in Arabian Journal of Chemistry, 13, no. 1 (2020):932-953,
https://doi.org/10.1016/j.arabjc.2017.08.010 .,
Kon_1285 .
5
3
4

A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells

Bjelogrlić, Snežana K.; Todorović, Tamara; Cvijetić, Ilija; Rodić, Marko V.; Vujčić, Miroslava; Marković, Sanja B.; Araškov, Jovana; Janović, Barbara; Emhemmed, Fatihi; Muller, Christian D.; Filipović, Nenad R.

(2019)

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Rodić, Marko V.
AU  - Vujčić, Miroslava
AU  - Marković, Sanja B.
AU  - Araškov, Jovana
AU  - Janović, Barbara
AU  - Emhemmed, Fatihi
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2796
AB  - A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 μM induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer. © 2018 Elsevier Inc.
T2  - Journal of Inorganic Biochemistry
T1  - A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells
VL  - 190
SP  - 45
EP  - 66
DO  - 10.1016/j.jinorgbio.2018.10.002
UR  - Kon_1326
ER  - 
@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Rodić, Marko V. and Vujčić, Miroslava and Marković, Sanja B. and Araškov, Jovana and Janović, Barbara and Emhemmed, Fatihi and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
abstract = "A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 μM induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer. © 2018 Elsevier Inc.",
journal = "Journal of Inorganic Biochemistry",
title = "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells",
volume = "190",
pages = "45-66",
doi = "10.1016/j.jinorgbio.2018.10.002",
url = "Kon_1326"
}
Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Rodić, M. V., Vujčić, M., Marković, S. B., Araškov, J., Janović, B., Emhemmed, F., Muller, C. D.,& Filipović, N. R.. (2019). A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry, 190, 45-66.
https://doi.org/10.1016/j.jinorgbio.2018.10.002
Kon_1326
Bjelogrlić SK, Todorović T, Cvijetić I, Rodić MV, Vujčić M, Marković SB, Araškov J, Janović B, Emhemmed F, Muller CD, Filipović NR. A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry. 2019;190:45-66.
doi:10.1016/j.jinorgbio.2018.10.002
Kon_1326 .
Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Rodić, Marko V., Vujčić, Miroslava, Marković, Sanja B., Araškov, Jovana, Janović, Barbara, Emhemmed, Fatihi, Muller, Christian D., Filipović, Nenad R., "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells" in Journal of Inorganic Biochemistry, 190 (2019):45-66,
https://doi.org/10.1016/j.jinorgbio.2018.10.002 .,
Kon_1326 .
1
3
3

Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002

Bjelogrlić, Snežana K.; Todorović, Tamara; Cvijetić, Ilija; Rodić, Marko; Vujčić, Miroslava; Marković, Sanja B.; Araškov, Jovana; Janović, Barbara; Emhemmed, Fatihi; Muller, Christian D.; Filipović, Nenad R.

(2019)

TY  - DATA
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Rodić, Marko
AU  - Vujčić, Miroslava
AU  - Marković, Sanja B.
AU  - Araškov, Jovana
AU  - Janović, Barbara
AU  - Emhemmed, Fatihi
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2975
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002
ER  - 
@misc{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Rodić, Marko and Vujčić, Miroslava and Marković, Sanja B. and Araškov, Jovana and Janović, Barbara and Emhemmed, Fatihi and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002"
}
Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Rodić, M., Vujčić, M., Marković, S. B., Araškov, J., Janović, B., Emhemmed, F., Muller, C. D.,& Filipović, N. R.. (2019). Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002. in Journal of Inorganic Biochemistry.
Bjelogrlić SK, Todorović T, Cvijetić I, Rodić M, Vujčić M, Marković SB, Araškov J, Janović B, Emhemmed F, Muller CD, Filipović NR. Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002. in Journal of Inorganic Biochemistry. 2019;..
Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Rodić, Marko, Vujčić, Miroslava, Marković, Sanja B., Araškov, Jovana, Janović, Barbara, Emhemmed, Fatihi, Muller, Christian D., Filipović, Nenad R., "Supplementary material for the article: Bjelogrlić, S. K.; Todorović, T.; Cvijetić, I.; Rodić, M. V.; Vujčić, M.; Marković, S. B.; Araškov, J.; Janović, B.; Emhemmed, F.; Muller, C. D.; et al. A Novel Binuclear Hydrazone-Based Cd(II) Complex Is a Strong pro-Apoptotic Inducer with Significant Activity against 2D and 3D Pancreatic Cancer Stem Cells. Journal of Inorganic Biochemistry 2019, 190, 45–66. https://doi.org/10.1016/j.jinorgbio.2018.10.002" in Journal of Inorganic Biochemistry (2019).

Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification

Bjelogrlić, Snežana K.; Todorović, Tamara; Kojić, Milan O.; Senćanski, Milan; Nikolić, Milan; Višnjevac, Aleksandar; Araškov, Jovana; Miljković, Marija; Muller, Christian D.; Filipović, Nenad R.

(Elsevier, 2019)

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Kojić, Milan O.
AU  - Senćanski, Milan
AU  - Nikolić, Milan
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Miljković, Marija
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3318
AB  - Anticancer activity of Pd complexes 1–5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-formylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification
VL  - 199
DO  - 10.1016/j.jinorgbio.2019.110758
ER  - 
@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Kojić, Milan O. and Senćanski, Milan and Nikolić, Milan and Višnjevac, Aleksandar and Araškov, Jovana and Miljković, Marija and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
abstract = "Anticancer activity of Pd complexes 1–5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-formylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification",
volume = "199",
doi = "10.1016/j.jinorgbio.2019.110758"
}
Bjelogrlić, S. K., Todorović, T., Kojić, M. O., Senćanski, M., Nikolić, M., Višnjevac, A., Araškov, J., Miljković, M., Muller, C. D.,& Filipović, N. R.. (2019). Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry
Elsevier., 199.
https://doi.org/10.1016/j.jinorgbio.2019.110758
Bjelogrlić SK, Todorović T, Kojić MO, Senćanski M, Nikolić M, Višnjevac A, Araškov J, Miljković M, Muller CD, Filipović NR. Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry. 2019;199.
doi:10.1016/j.jinorgbio.2019.110758 .
Bjelogrlić, Snežana K., Todorović, Tamara, Kojić, Milan O., Senćanski, Milan, Nikolić, Milan, Višnjevac, Aleksandar, Araškov, Jovana, Miljković, Marija, Muller, Christian D., Filipović, Nenad R., "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification" in Journal of Inorganic Biochemistry, 199 (2019),
https://doi.org/10.1016/j.jinorgbio.2019.110758 . .
6
6
5

Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758

Bjelogrlić, Snežana K.; Todorović, Tamara; Kojić, Milan O.; Senćanski, Milan; Nikolić, Milan; Višnjevac, Aleksandar; Araškov, Jovana; Miljković, Marija; Muller, Christian D.; Filipović, Nenad R.

(Elsevier, 2019)

TY  - DATA
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Kojić, Milan O.
AU  - Senćanski, Milan
AU  - Nikolić, Milan
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Miljković, Marija
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3319
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758
ER  - 
@misc{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Kojić, Milan O. and Senćanski, Milan and Nikolić, Milan and Višnjevac, Aleksandar and Araškov, Jovana and Miljković, Marija and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758"
}
Bjelogrlić, S. K., Todorović, T., Kojić, M. O., Senćanski, M., Nikolić, M., Višnjevac, A., Araškov, J., Miljković, M., Muller, C. D.,& Filipović, N. R.. (2019). Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758. in Journal of Inorganic Biochemistry
Elsevier..
Bjelogrlić SK, Todorović T, Kojić MO, Senćanski M, Nikolić M, Višnjevac A, Araškov J, Miljković M, Muller CD, Filipović NR. Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758. in Journal of Inorganic Biochemistry. 2019;..
Bjelogrlić, Snežana K., Todorović, Tamara, Kojić, Milan O., Senćanski, Milan, Nikolić, Milan, Višnjevac, Aleksandar, Araškov, Jovana, Miljković, Marija, Muller, Christian D., Filipović, Nenad R., "Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758" in Journal of Inorganic Biochemistry (2019).

What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?

Keškić, Tanja; Čobeljić, Božidar; Gruden, Maja; Anđelković, Katarina K.; Pevec, Andrej; Turel, Iztok; Radanović, Dušanka D.; Zlatar, Matija

(ACS Publications, 2019)

TY  - JOUR
AU  - Keškić, Tanja
AU  - Čobeljić, Božidar
AU  - Gruden, Maja
AU  - Anđelković, Katarina K.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Radanović, Dušanka D.
AU  - Zlatar, Matija
PY  - 2019
UR  - https://doi.org/10.1021/acs.cgd.9b00760
AB  - In solid-state coordination chemistry, the coordination number of a metal center is not always unambiguously determined, as sometimes from the geometrical parameters it is not clear if ligands are directly bound to the central metal ion or they belong to the outer sphere of a complex. The nature of bonding between Cu(II) and weakly coordinated anions BF4–, NO3–, and ClO4– is investigated by the combined crystallographic and computational study. It is shown that the synergy between the crystal structure determination and computational chemistry allows identification of all interactions present in crystals. Three new complexes, [CuLCl]BF4 (1), [CuLCl]NO3 (2), and [Cu2L2Cl2](BF4)2 (3) with the same [CuLCl]+ moiety (L = (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-amin), were synthesized and characterized by single crystal X-ray diffraction methods and compared to the previously reported [CuLCl]ClO4 (4). Energy decomposition analysis, noncovalent interaction index analysis, independent gradient model, and the quantum theory of atoms in molecules are performed on the X-ray structures of these four complexes. The results revealed that in 1, 2, and 4, BF4–, NO3–, and ClO4– are weakly, but directly coordinated to the Cu(II) with bonds having high electrostatic character. In 3, BF4– is the counter-anion, electrostatically bonded to the L. Furthermore, the present analysis rationalized the fact that only complex 3 is binuclear with bridging Cl– ions.
PB  - ACS Publications
T2  - Crystal Growth & Design
T1  - What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?
VL  - 19
IS  - 8
SP  - 4810
EP  - 4821
DO  - 10.1021/acs.cgd.9b00760
ER  - 
@article{
author = "Keškić, Tanja and Čobeljić, Božidar and Gruden, Maja and Anđelković, Katarina K. and Pevec, Andrej and Turel, Iztok and Radanović, Dušanka D. and Zlatar, Matija",
year = "2019",
abstract = "In solid-state coordination chemistry, the coordination number of a metal center is not always unambiguously determined, as sometimes from the geometrical parameters it is not clear if ligands are directly bound to the central metal ion or they belong to the outer sphere of a complex. The nature of bonding between Cu(II) and weakly coordinated anions BF4–, NO3–, and ClO4– is investigated by the combined crystallographic and computational study. It is shown that the synergy between the crystal structure determination and computational chemistry allows identification of all interactions present in crystals. Three new complexes, [CuLCl]BF4 (1), [CuLCl]NO3 (2), and [Cu2L2Cl2](BF4)2 (3) with the same [CuLCl]+ moiety (L = (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-amin), were synthesized and characterized by single crystal X-ray diffraction methods and compared to the previously reported [CuLCl]ClO4 (4). Energy decomposition analysis, noncovalent interaction index analysis, independent gradient model, and the quantum theory of atoms in molecules are performed on the X-ray structures of these four complexes. The results revealed that in 1, 2, and 4, BF4–, NO3–, and ClO4– are weakly, but directly coordinated to the Cu(II) with bonds having high electrostatic character. In 3, BF4– is the counter-anion, electrostatically bonded to the L. Furthermore, the present analysis rationalized the fact that only complex 3 is binuclear with bridging Cl– ions.",
publisher = "ACS Publications",
journal = "Crystal Growth & Design",
title = "What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?",
volume = "19",
number = "8",
pages = "4810-4821",
doi = "10.1021/acs.cgd.9b00760"
}
Keškić, T., Čobeljić, B., Gruden, M., Anđelković, K. K., Pevec, A., Turel, I., Radanović, D. D.,& Zlatar, M.. (2019). What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?. in Crystal Growth & Design
ACS Publications., 19(8), 4810-4821.
https://doi.org/10.1021/acs.cgd.9b00760
Keškić T, Čobeljić B, Gruden M, Anđelković KK, Pevec A, Turel I, Radanović DD, Zlatar M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?. in Crystal Growth & Design. 2019;19(8):4810-4821.
doi:10.1021/acs.cgd.9b00760 .
Keškić, Tanja, Čobeljić, Božidar, Gruden, Maja, Anđelković, Katarina K., Pevec, Andrej, Turel, Iztok, Radanović, Dušanka D., Zlatar, Matija, "What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed?" in Crystal Growth & Design, 19, no. 8 (2019):4810-4821,
https://doi.org/10.1021/acs.cgd.9b00760 . .
5
5
6

Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760

Keškić, Tanja; Čobeljić, Božidar; Gruden-Pavlović, Maja; Anđelković, Katarina K.; Pevec, Andrej; Turel, Iztok; Radanović, Dušanka D.; Zlatar, Matija

(ACS Publications, 2019)

TY  - DATA
AU  - Keškić, Tanja
AU  - Čobeljić, Božidar
AU  - Gruden-Pavlović, Maja
AU  - Anđelković, Katarina K.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Radanović, Dušanka D.
AU  - Zlatar, Matija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3680
PB  - ACS Publications
T2  - Crystal Growth & Design
T1  - Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760
ER  - 
@misc{
author = "Keškić, Tanja and Čobeljić, Božidar and Gruden-Pavlović, Maja and Anđelković, Katarina K. and Pevec, Andrej and Turel, Iztok and Radanović, Dušanka D. and Zlatar, Matija",
year = "2019",
publisher = "ACS Publications",
journal = "Crystal Growth & Design",
title = "Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760"
}
Keškić, T., Čobeljić, B., Gruden-Pavlović, M., Anđelković, K. K., Pevec, A., Turel, I., Radanović, D. D.,& Zlatar, M.. (2019). Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760. in Crystal Growth & Design
ACS Publications..
Keškić T, Čobeljić B, Gruden-Pavlović M, Anđelković KK, Pevec A, Turel I, Radanović DD, Zlatar M. Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760. in Crystal Growth & Design. 2019;..
Keškić, Tanja, Čobeljić, Božidar, Gruden-Pavlović, Maja, Anđelković, Katarina K., Pevec, Andrej, Turel, Iztok, Radanović, Dušanka D., Zlatar, Matija, "Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760" in Crystal Growth & Design (2019).
6

Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone

Darmanović, Darinka; Shcherbakov, Igor N.; Duboc, Carole; Spasojević, Vojislav; Hanžel, Darko; Anđelković, Katarina K.; Radanović, Dušanka D.; Turel, Iztok; Milenković, Milica R.; Gruden, Maja; Čobeljić, Božidar; Zlatar, Matija

(American Chemical Society (ACS), 2019)

TY  - JOUR
AU  - Darmanović, Darinka
AU  - Shcherbakov, Igor N.
AU  - Duboc, Carole
AU  - Spasojević, Vojislav
AU  - Hanžel, Darko
AU  - Anđelković, Katarina K.
AU  - Radanović, Dušanka D.
AU  - Turel, Iztok
AU  - Milenković, Milica R.
AU  - Gruden, Maja
AU  - Čobeljić, Božidar
AU  - Zlatar, Matija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3855
AB  - Magnetic anisotropy in pentagonal bipyramidal complexes of Co(II) (1 and 2), Fe(III) (3 and 4), and Ni(II) (5) with a 2,2′-[2,6-pyridinediylbis(ethylidyne-1-hydrazinyl-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] equatorial ligand and isothiocyanato axial ligands has been investigated by magnetic susceptibility measurements, powder X-band electron paramagnetic resonance (EPR) spectroscopy, Mössbauer spectroscopy, ab initio, and ligand-field density functional theory (LFDFT) calculations. The studied complexes display three distinct types of magnetic anisotropy. Co(II) complexes (1 and 2) show an easy plane anisotropy with large and positive D values and negligible rhombicity. The Ni(II) complex (5) has uniaxial magnetic anisotropy with a negative D value. Fe(III) complexes (3 and 4) have small zero-field splitting (ZFS) parameters. Theoretical modeling is used to rationalize the magnetic anisotropy in these systems and to identify the most important excited states that are responsible for the zero-field splitting. These excitations are a consequence of the electronic structure of the central metal ion in ideal pentagonal bipyramidal coordination.
PB  - American Chemical Society (ACS)
T2  - The Journal of Physical Chemistry C
T1  - Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone
VL  - 123
IS  - 51
SP  - 31142
EP  - 31155
DO  - 10.1021/acs.jpcc.9b08066
ER  - 
@article{
author = "Darmanović, Darinka and Shcherbakov, Igor N. and Duboc, Carole and Spasojević, Vojislav and Hanžel, Darko and Anđelković, Katarina K. and Radanović, Dušanka D. and Turel, Iztok and Milenković, Milica R. and Gruden, Maja and Čobeljić, Božidar and Zlatar, Matija",
year = "2019",
abstract = "Magnetic anisotropy in pentagonal bipyramidal complexes of Co(II) (1 and 2), Fe(III) (3 and 4), and Ni(II) (5) with a 2,2′-[2,6-pyridinediylbis(ethylidyne-1-hydrazinyl-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] equatorial ligand and isothiocyanato axial ligands has been investigated by magnetic susceptibility measurements, powder X-band electron paramagnetic resonance (EPR) spectroscopy, Mössbauer spectroscopy, ab initio, and ligand-field density functional theory (LFDFT) calculations. The studied complexes display three distinct types of magnetic anisotropy. Co(II) complexes (1 and 2) show an easy plane anisotropy with large and positive D values and negligible rhombicity. The Ni(II) complex (5) has uniaxial magnetic anisotropy with a negative D value. Fe(III) complexes (3 and 4) have small zero-field splitting (ZFS) parameters. Theoretical modeling is used to rationalize the magnetic anisotropy in these systems and to identify the most important excited states that are responsible for the zero-field splitting. These excitations are a consequence of the electronic structure of the central metal ion in ideal pentagonal bipyramidal coordination.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Physical Chemistry C",
title = "Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone",
volume = "123",
number = "51",
pages = "31142-31155",
doi = "10.1021/acs.jpcc.9b08066"
}
Darmanović, D., Shcherbakov, I. N., Duboc, C., Spasojević, V., Hanžel, D., Anđelković, K. K., Radanović, D. D., Turel, I., Milenković, M. R., Gruden, M., Čobeljić, B.,& Zlatar, M.. (2019). Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. in The Journal of Physical Chemistry C
American Chemical Society (ACS)., 123(51), 31142-31155.
https://doi.org/10.1021/acs.jpcc.9b08066
Darmanović D, Shcherbakov IN, Duboc C, Spasojević V, Hanžel D, Anđelković KK, Radanović DD, Turel I, Milenković MR, Gruden M, Čobeljić B, Zlatar M. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. in The Journal of Physical Chemistry C. 2019;123(51):31142-31155.
doi:10.1021/acs.jpcc.9b08066 .
Darmanović, Darinka, Shcherbakov, Igor N., Duboc, Carole, Spasojević, Vojislav, Hanžel, Darko, Anđelković, Katarina K., Radanović, Dušanka D., Turel, Iztok, Milenković, Milica R., Gruden, Maja, Čobeljić, Božidar, Zlatar, Matija, "Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone" in The Journal of Physical Chemistry C, 123, no. 51 (2019):31142-31155,
https://doi.org/10.1021/acs.jpcc.9b08066 . .
1
5
5
5

Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone

Darmanović, Darinka; Shcherbakov, Igor N.; Duboc, Carole; Spasojević, Vojislav; Hanžel, Darko; Anđelković, Katarina K.; Radanović, Dušanka D.; Turel, Iztok; Milenković, Milica R.; Gruden, Maja; Čobeljić, Božidar; Zlatar, Matija

(American Chemical Society (ACS), 2019)

TY  - JOUR
AU  - Darmanović, Darinka
AU  - Shcherbakov, Igor N.
AU  - Duboc, Carole
AU  - Spasojević, Vojislav
AU  - Hanžel, Darko
AU  - Anđelković, Katarina K.
AU  - Radanović, Dušanka D.
AU  - Turel, Iztok
AU  - Milenković, Milica R.
AU  - Gruden, Maja
AU  - Čobeljić, Božidar
AU  - Zlatar, Matija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3856
AB  - Magnetic anisotropy in pentagonal bipyramidal complexes of Co(II) (1 and 2), Fe(III) (3 and 4), and Ni(II) (5) with a 2,2′-[2,6-pyridinediylbis(ethylidyne-1-hydrazinyl-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] equatorial ligand and isothiocyanato axial ligands has been investigated by magnetic susceptibility measurements, powder X-band electron paramagnetic resonance (EPR) spectroscopy, Mössbauer spectroscopy, ab initio, and ligand-field density functional theory (LFDFT) calculations. The studied complexes display three distinct types of magnetic anisotropy. Co(II) complexes (1 and 2) show an easy plane anisotropy with large and positive D values and negligible rhombicity. The Ni(II) complex (5) has uniaxial magnetic anisotropy with a negative D value. Fe(III) complexes (3 and 4) have small zero-field splitting (ZFS) parameters. Theoretical modeling is used to rationalize the magnetic anisotropy in these systems and to identify the most important excited states that are responsible for the zero-field splitting. These excitations are a consequence of the electronic structure of the central metal ion in ideal pentagonal bipyramidal coordination.
PB  - American Chemical Society (ACS)
T2  - The Journal of Physical Chemistry C
T1  - Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone
VL  - 123
IS  - 51
SP  - 31142
EP  - 31155
DO  - 10.1021/acs.jpcc.9b08066
ER  - 
@article{
author = "Darmanović, Darinka and Shcherbakov, Igor N. and Duboc, Carole and Spasojević, Vojislav and Hanžel, Darko and Anđelković, Katarina K. and Radanović, Dušanka D. and Turel, Iztok and Milenković, Milica R. and Gruden, Maja and Čobeljić, Božidar and Zlatar, Matija",
year = "2019",
abstract = "Magnetic anisotropy in pentagonal bipyramidal complexes of Co(II) (1 and 2), Fe(III) (3 and 4), and Ni(II) (5) with a 2,2′-[2,6-pyridinediylbis(ethylidyne-1-hydrazinyl-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] equatorial ligand and isothiocyanato axial ligands has been investigated by magnetic susceptibility measurements, powder X-band electron paramagnetic resonance (EPR) spectroscopy, Mössbauer spectroscopy, ab initio, and ligand-field density functional theory (LFDFT) calculations. The studied complexes display three distinct types of magnetic anisotropy. Co(II) complexes (1 and 2) show an easy plane anisotropy with large and positive D values and negligible rhombicity. The Ni(II) complex (5) has uniaxial magnetic anisotropy with a negative D value. Fe(III) complexes (3 and 4) have small zero-field splitting (ZFS) parameters. Theoretical modeling is used to rationalize the magnetic anisotropy in these systems and to identify the most important excited states that are responsible for the zero-field splitting. These excitations are a consequence of the electronic structure of the central metal ion in ideal pentagonal bipyramidal coordination.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Physical Chemistry C",
title = "Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone",
volume = "123",
number = "51",
pages = "31142-31155",
doi = "10.1021/acs.jpcc.9b08066"
}
Darmanović, D., Shcherbakov, I. N., Duboc, C., Spasojević, V., Hanžel, D., Anđelković, K. K., Radanović, D. D., Turel, I., Milenković, M. R., Gruden, M., Čobeljić, B.,& Zlatar, M.. (2019). Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. in The Journal of Physical Chemistry C
American Chemical Society (ACS)., 123(51), 31142-31155.
https://doi.org/10.1021/acs.jpcc.9b08066
Darmanović D, Shcherbakov IN, Duboc C, Spasojević V, Hanžel D, Anđelković KK, Radanović DD, Turel I, Milenković MR, Gruden M, Čobeljić B, Zlatar M. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. in The Journal of Physical Chemistry C. 2019;123(51):31142-31155.
doi:10.1021/acs.jpcc.9b08066 .
Darmanović, Darinka, Shcherbakov, Igor N., Duboc, Carole, Spasojević, Vojislav, Hanžel, Darko, Anđelković, Katarina K., Radanović, Dušanka D., Turel, Iztok, Milenković, Milica R., Gruden, Maja, Čobeljić, Božidar, Zlatar, Matija, "Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone" in The Journal of Physical Chemistry C, 123, no. 51 (2019):31142-31155,
https://doi.org/10.1021/acs.jpcc.9b08066 . .
1
5
5
5

Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066

Darmanović, Darinka; Shcherbakov, Igor N.; Duboc, Carole; Spasojević, Vojislav; Hanžel, Darko; Anđelković, Katarina K.; Radanović, Dušanka D.; Turel, Iztok; Milenković, Milica R.; Gruden, Maja; Čobeljić, Božidar; Zlatar, Matija

(American Chemical Society (ACS), 2019)

TY  - DATA
AU  - Darmanović, Darinka
AU  - Shcherbakov, Igor N.
AU  - Duboc, Carole
AU  - Spasojević, Vojislav
AU  - Hanžel, Darko
AU  - Anđelković, Katarina K.
AU  - Radanović, Dušanka D.
AU  - Turel, Iztok
AU  - Milenković, Milica R.
AU  - Gruden, Maja
AU  - Čobeljić, Božidar
AU  - Zlatar, Matija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3857
PB  - American Chemical Society (ACS)
T2  - The Journal of Physical Chemistry C
T1  - Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066
ER  - 
@misc{
author = "Darmanović, Darinka and Shcherbakov, Igor N. and Duboc, Carole and Spasojević, Vojislav and Hanžel, Darko and Anđelković, Katarina K. and Radanović, Dušanka D. and Turel, Iztok and Milenković, Milica R. and Gruden, Maja and Čobeljić, Božidar and Zlatar, Matija",
year = "2019",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Physical Chemistry C",
title = "Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066"
}
Darmanović, D., Shcherbakov, I. N., Duboc, C., Spasojević, V., Hanžel, D., Anđelković, K. K., Radanović, D. D., Turel, I., Milenković, M. R., Gruden, M., Čobeljić, B.,& Zlatar, M.. (2019). Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066. in The Journal of Physical Chemistry C
American Chemical Society (ACS)..
Darmanović D, Shcherbakov IN, Duboc C, Spasojević V, Hanžel D, Anđelković KK, Radanović DD, Turel I, Milenković MR, Gruden M, Čobeljić B, Zlatar M. Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066. in The Journal of Physical Chemistry C. 2019;..
Darmanović, Darinka, Shcherbakov, Igor N., Duboc, Carole, Spasojević, Vojislav, Hanžel, Darko, Anđelković, Katarina K., Radanović, Dušanka D., Turel, Iztok, Milenković, Milica R., Gruden, Maja, Čobeljić, Božidar, Zlatar, Matija, "Supplementary data for the article: Darmanović, D.; Shcherbakov, I. N.; Duboc, C.; Spasojević, V.; Hanžel, D.; Anđelković, K.; Radanović, D.; Turel, I.; Milenković, M.; Gruden, M.; et al. Combined Experimental and Theoretical Investigation of the Origin of Magnetic Anisotropy in Pentagonal Bipyramidal Isothiocyanato Co(II), Ni(II), and Fe(III) Complexes with Quaternary-Ammonium-Functionalized 2,6-Diacetylpyridine Bisacylhydrazone. Journal of Physical Chemistry C 2019, 123 (51), 31142–31155. https://doi.org/10.1021/acs.jpcc.9b08066" in The Journal of Physical Chemistry C (2019).

Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa

Romanović, Mima

(Универзитет у Београду, Хемијски факултет, 2019)

TY  - THES
AU  - Romanović, Mima
PY  - 2019
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=7049
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:20672/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=51730703
UR  - http://nardus.mpn.gov.rs/123456789/11707
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3906
AB  - U ovom radu opisani su sinteza, strukturna karakterizacija i teorijski proračuni za komplekse Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa. Za dinuklearne komplekse Co(II) i Ni(II) i mononuklearni Co(II) kompleks urađena su i magnetna merenja...
AB  - In this work the synthesis, structural characterization and theoretical calculations for the Co(II), Ni(II), Zn(II), and Cd(II) complexes with the condensation product of 2-quinolinecarboxaldehyde and the Girard’ T reagent are described. Magnetic measurements were performed for the dinuclear Co(II) and Ni(II) complexes and mononuclear Co(II) complex...
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa
ER  - 
@phdthesis{
author = "Romanović, Mima",
year = "2019",
abstract = "U ovom radu opisani su sinteza, strukturna karakterizacija i teorijski proračuni za komplekse Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa. Za dinuklearne komplekse Co(II) i Ni(II) i mononuklearni Co(II) kompleks urađena su i magnetna merenja..., In this work the synthesis, structural characterization and theoretical calculations for the Co(II), Ni(II), Zn(II), and Cd(II) complexes with the condensation product of 2-quinolinecarboxaldehyde and the Girard’ T reagent are described. Magnetic measurements were performed for the dinuclear Co(II) and Ni(II) complexes and mononuclear Co(II) complex...",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa"
}
Romanović, M.. (2019). Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
Romanović M. Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa. in Универзитет у Београду. 2019;..
Romanović, Mima, "Sinteza i karakterizacija pseudohalogenih kompleksa Co(II), Ni(II), Zn(II) i Cd(II) sa kondenzacionim proizvodom 2-hinolinkarbaldehida i Žirarovog T reagensa" in Универзитет у Београду (2019).

Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona

Živković, Marijana

(Универзитет у Београду, Хемијски факултет, 2019)

TY  - THES
AU  - Živković, Marijana
PY  - 2019
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=7090
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:20739/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=51729935
UR  - http://nardus.mpn.gov.rs/123456789/11807
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3907
AB  - U potrazi za biološki aktivnim jedinjenjima, počev od progesterona i 3-okso-α,β-nezasićenih androstenskih steroida, u okviru ove disertacije sintetisano je i potpunookarakterisano pedeset novih derivata steroidnih hidrazona, od kojih po jedanaesttiosemikarbazona, tijadiazolina i semikarbazona, dvanaest tiazolidin-4-ona i petkarbazatnih estara.Po prvi put je urađena detaljna analiza stereohemije steroidnih hidrazona u položajimaC-3/17 androstenskih, odnosno C-3/20 progesteronskih derivata. Struktura istereohemija potvrđene su rezultatima rendgenske strukturne analize za tijadiazolin 7a,prvo okarakterisano steroidno jedinjenje koje sadrži šestočlani ugljenični prstenkondenzovan sa spiro-tijadiazolinskim prstenom, i tiazolidinon 9b-E, prvi steroidniderivat sa poznatom konfiguracijom dvostruke veze u položaju C-3 hidrazonotiazolidin-4-onskog fragmenta.Sintetisana jedinjenja su ispoljila najjaču citotoksičnost prema HeLa ćelijamaadenokarcinoma cerviksa i prema K562 ćelijama hronične mijeloidne leukemije, a posvojoj aktivnosti istakli su se tiosemikarbazoni 2a, 2b, 2c i 2f, tijadiazolini 8a i 8e itiazolidin-4-oni 9a i 10a. Pritom su koeficijenti selektivnosti u antikancerskom dejstvuprema malignim ćelijama u odnosu na normalne humane PBMC, kako na nestimulisanetako i na mitogenom stimulisane, bili daleko veći od vrednosti 2,5 što ova jedinjenjasvrstava u potencijalne kandidate za in vivo ispitivanja. Sumporni derivati bili su dalekoaktivniji od kiseoničnih. Najaktivniji derivati indukovali su apoptozu posredstvomkaspaza-3, -8 i -9 i inhibirali angiogezu in vitro zbog čega se smatra da posedujuznačajan antikancerski potencijal.
AB  - Searching for biologically active compounds, within this doctoraldissertation fifty new steroidal hydrazone derivatives, of which 11 thiosemicarbazones,11 thiadiazolines, 12 thiazolidin-4-ones, 11 semicarbazones and 5 carbazate esters, weresynthesized starting with progesterone and 3-oxo-α,β-unsaturated androstene steroids,and fully characterized.For the first time, detailed stereochemistry analyses of steroidal hydrazones in the C-3/17 positions of androstene derivatives, or C-3/20 positions of progesterone derivativeswas done. Structure and stereochemistry were confirmed by the results of X-rayanalyses for thiadiazoline 7a, the first characterized steroid compound that contains sixmemberedcarbon ring condensed with the spiro-thiadiazoline ring, and thiazolidinone9b-E, the first steroidal derivative with known configuration of double bond in C-3position of the hydrazono-thiazolidin-4-one fragment.Synthesised compounds manifested the best cytotoxicity towards HeLa cervixadenocarcinoma cells, and K562 cells of chronic myeloide leukemia, the best activitybeing showed by thiosemicarbazones 2a, 2b, 2c and 2f, thiadiazolines 8a and 8e, andthiazolidin-4-ones 9a and 10a. All of these compounds exhibited considerably higherintensities of cytotoxic action against malignant cells when compared with normalhuman PBMC, both resting and mitogen-stimulated, with coefficient of selectivityhigher than 2.5, which makes these compounds potential candidates for in vivoexperiments. Sulfur derivatives were much more active than oxygen derivatives. Themost active derivatives induced apoptosis mediated by caspase-3, -8 and -9, and theyinhibited angiogenesis in vitro, because of what they are considered to have significantanticancer potential.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona
ER  - 
@phdthesis{
author = "Živković, Marijana",
year = "2019",
abstract = "U potrazi za biološki aktivnim jedinjenjima, počev od progesterona i 3-okso-α,β-nezasićenih androstenskih steroida, u okviru ove disertacije sintetisano je i potpunookarakterisano pedeset novih derivata steroidnih hidrazona, od kojih po jedanaesttiosemikarbazona, tijadiazolina i semikarbazona, dvanaest tiazolidin-4-ona i petkarbazatnih estara.Po prvi put je urađena detaljna analiza stereohemije steroidnih hidrazona u položajimaC-3/17 androstenskih, odnosno C-3/20 progesteronskih derivata. Struktura istereohemija potvrđene su rezultatima rendgenske strukturne analize za tijadiazolin 7a,prvo okarakterisano steroidno jedinjenje koje sadrži šestočlani ugljenični prstenkondenzovan sa spiro-tijadiazolinskim prstenom, i tiazolidinon 9b-E, prvi steroidniderivat sa poznatom konfiguracijom dvostruke veze u položaju C-3 hidrazonotiazolidin-4-onskog fragmenta.Sintetisana jedinjenja su ispoljila najjaču citotoksičnost prema HeLa ćelijamaadenokarcinoma cerviksa i prema K562 ćelijama hronične mijeloidne leukemije, a posvojoj aktivnosti istakli su se tiosemikarbazoni 2a, 2b, 2c i 2f, tijadiazolini 8a i 8e itiazolidin-4-oni 9a i 10a. Pritom su koeficijenti selektivnosti u antikancerskom dejstvuprema malignim ćelijama u odnosu na normalne humane PBMC, kako na nestimulisanetako i na mitogenom stimulisane, bili daleko veći od vrednosti 2,5 što ova jedinjenjasvrstava u potencijalne kandidate za in vivo ispitivanja. Sumporni derivati bili su dalekoaktivniji od kiseoničnih. Najaktivniji derivati indukovali su apoptozu posredstvomkaspaza-3, -8 i -9 i inhibirali angiogezu in vitro zbog čega se smatra da posedujuznačajan antikancerski potencijal., Searching for biologically active compounds, within this doctoraldissertation fifty new steroidal hydrazone derivatives, of which 11 thiosemicarbazones,11 thiadiazolines, 12 thiazolidin-4-ones, 11 semicarbazones and 5 carbazate esters, weresynthesized starting with progesterone and 3-oxo-α,β-unsaturated androstene steroids,and fully characterized.For the first time, detailed stereochemistry analyses of steroidal hydrazones in the C-3/17 positions of androstene derivatives, or C-3/20 positions of progesterone derivativeswas done. Structure and stereochemistry were confirmed by the results of X-rayanalyses for thiadiazoline 7a, the first characterized steroid compound that contains sixmemberedcarbon ring condensed with the spiro-thiadiazoline ring, and thiazolidinone9b-E, the first steroidal derivative with known configuration of double bond in C-3position of the hydrazono-thiazolidin-4-one fragment.Synthesised compounds manifested the best cytotoxicity towards HeLa cervixadenocarcinoma cells, and K562 cells of chronic myeloide leukemia, the best activitybeing showed by thiosemicarbazones 2a, 2b, 2c and 2f, thiadiazolines 8a and 8e, andthiazolidin-4-ones 9a and 10a. All of these compounds exhibited considerably higherintensities of cytotoxic action against malignant cells when compared with normalhuman PBMC, both resting and mitogen-stimulated, with coefficient of selectivityhigher than 2.5, which makes these compounds potential candidates for in vivoexperiments. Sulfur derivatives were much more active than oxygen derivatives. Themost active derivatives induced apoptosis mediated by caspase-3, -8 and -9, and theyinhibited angiogenesis in vitro, because of what they are considered to have significantanticancer potential.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona"
}
Živković, M.. (2019). Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
Živković M. Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona. in Универзитет у Београду. 2019;..
Živković, Marijana, "Sinteza, karakterizacija i biološka aktivnost derivata steroidnih hidrazona" in Универзитет у Београду (2019).

Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001

Milenković, Milica R.; Papastavrou, Agyro T.; Radanović, Dušanka D.; Pevec, Andrej; Jagličić, Zvonko; Zlatar, Matija; Gruden-Pavlović, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; Anđelković, Katarina K.; Čobeljić, Božidar

(Elsevier, 2019)

TY  - DATA
AU  - Milenković, Milica R.
AU  - Papastavrou, Agyro T.
AU  - Radanović, Dušanka D.
AU  - Pevec, Andrej
AU  - Jagličić, Zvonko
AU  - Zlatar, Matija
AU  - Gruden-Pavlović, Maja
AU  - Vougioukalakis, Georgios C.
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Čobeljić, Božidar
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3006
PB  - Elsevier
T2  - Polyhedron
T1  - Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001
ER  - 
@misc{
author = "Milenković, Milica R. and Papastavrou, Agyro T. and Radanović, Dušanka D. and Pevec, Andrej and Jagličić, Zvonko and Zlatar, Matija and Gruden-Pavlović, Maja and Vougioukalakis, Georgios C. and Turel, Iztok and Anđelković, Katarina K. and Čobeljić, Božidar",
year = "2019",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001"
}
Milenković, M. R., Papastavrou, A. T., Radanović, D. D., Pevec, A., Jagličić, Z., Zlatar, M., Gruden-Pavlović, M., Vougioukalakis, G. C., Turel, I., Anđelković, K. K.,& Čobeljić, B.. (2019). Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001. in Polyhedron
Elsevier..
Milenković MR, Papastavrou AT, Radanović DD, Pevec A, Jagličić Z, Zlatar M, Gruden-Pavlović M, Vougioukalakis GC, Turel I, Anđelković KK, Čobeljić B. Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001. in Polyhedron. 2019;..
Milenković, Milica R., Papastavrou, Agyro T., Radanović, Dušanka D., Pevec, Andrej, Jagličić, Zvonko, Zlatar, Matija, Gruden-Pavlović, Maja, Vougioukalakis, Georgios C., Turel, Iztok, Anđelković, Katarina K., Čobeljić, Božidar, "Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001" in Polyhedron (2019).

A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells

Bjelogrlić, Snežana K.; Todorović, Tamara; Cvijetić, Ilija; Rodić, Marko; Vujčić, Miroslava; Marković, Sanja B.; Araškov, Jovana; Janović, Barbara; Emhemmed, Fatihi; Muller, Christian D.; Filipović, Nenad R.

(2019)

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Rodić, Marko
AU  - Vujčić, Miroslava
AU  - Marković, Sanja B.
AU  - Araškov, Jovana
AU  - Janović, Barbara
AU  - Emhemmed, Fatihi
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/355
AB  - A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 μM induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer. © 2018 Elsevier Inc.
T2  - Journal of Inorganic Biochemistry
T1  - A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells
VL  - 190
SP  - 45
EP  - 66
DO  - 10.1016/j.jinorgbio.2018.10.002
UR  - Kon_1326
ER  - 
@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Rodić, Marko and Vujčić, Miroslava and Marković, Sanja B. and Araškov, Jovana and Janović, Barbara and Emhemmed, Fatihi and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
abstract = "A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 μM induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer. © 2018 Elsevier Inc.",
journal = "Journal of Inorganic Biochemistry",
title = "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells",
volume = "190",
pages = "45-66",
doi = "10.1016/j.jinorgbio.2018.10.002",
url = "Kon_1326"
}
Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Rodić, M., Vujčić, M., Marković, S. B., Araškov, J., Janović, B., Emhemmed, F., Muller, C. D.,& Filipović, N. R.. (2019). A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry, 190, 45-66.
https://doi.org/10.1016/j.jinorgbio.2018.10.002
Kon_1326
Bjelogrlić SK, Todorović T, Cvijetić I, Rodić M, Vujčić M, Marković SB, Araškov J, Janović B, Emhemmed F, Muller CD, Filipović NR. A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry. 2019;190:45-66.
doi:10.1016/j.jinorgbio.2018.10.002
Kon_1326 .
Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Rodić, Marko, Vujčić, Miroslava, Marković, Sanja B., Araškov, Jovana, Janović, Barbara, Emhemmed, Fatihi, Muller, Christian D., Filipović, Nenad R., "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells" in Journal of Inorganic Biochemistry, 190 (2019):45-66,
https://doi.org/10.1016/j.jinorgbio.2018.10.002 .,
Kon_1326 .
1
3
3

Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study

Assaleh, Mohamed H.; Božić, Aleksandra R.; Bjelogrlić, Snežana K.; Milošević, Milena D.; Simić, Milena R.; Marinković, Aleksandar; Cvijetić, Ilija

(2019)

TY  - JOUR
AU  - Assaleh, Mohamed H.
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana K.
AU  - Milošević, Milena D.
AU  - Simić, Milena R.
AU  - Marinković, Aleksandar
AU  - Cvijetić, Ilija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3846
AB  - Thiocarbohydrazones (TCHs) and structurally related molecules are versatile organic compounds which exert antioxidant, anticancer, and other beneficial health effects. The combination of UV/Vis, NMR spectroscopy, and quantum chemical calculations was used to rationalize the experimentally observed increase in the radical scavenging activity upon the addition of water in DMSO solution of TCHs. Mono- and bis(salicylaldehyde) TCHs (compounds 1 and 2) undergo water-induced E-to-Z isomerization which is followed by disruption of intramolecular hydrogen bond, ground state destabilization, and 11 kcal/mol decrease in the bond dissociation enthalpy (BDE). Electron spin delocalization is more pronounced in Z-isomers of 1 and 2. On the other hand, 2-acetylpyridine TCHs (compounds 3 and 4) undergo thione-to-thiol tautomerism which also decreases the BDE and facilitates the hydrogen atom transfer to 2,2-diphenyl-1-picrylhydrazyl radical (DPPH∙). The appearance of thiolic –SH group as another reactive site toward free radicals improves the antioxidant activity of 3 and 4. The spin density of 3- and 4-thiol radicals is delocalized over the entire thiocarbohydrazide moiety compared to more localized spin of thione radicals. Additional stabilization of thiol radicals corroborates with the increased antioxidant activity. This study provides the new insights on the solution structure of TCHs, and also highlights the importance of solution structure determination when studying the structure-antioxidant relationships of isomerizable compounds.
T2  - Structural Chemistry
T1  - Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study
VL  - 30
IS  - 6
SP  - 2447
EP  - 2457
DO  - 10.1007/s11224-019-01371-4
ER  - 
@article{
author = "Assaleh, Mohamed H. and Božić, Aleksandra R. and Bjelogrlić, Snežana K. and Milošević, Milena D. and Simić, Milena R. and Marinković, Aleksandar and Cvijetić, Ilija",
year = "2019",
abstract = "Thiocarbohydrazones (TCHs) and structurally related molecules are versatile organic compounds which exert antioxidant, anticancer, and other beneficial health effects. The combination of UV/Vis, NMR spectroscopy, and quantum chemical calculations was used to rationalize the experimentally observed increase in the radical scavenging activity upon the addition of water in DMSO solution of TCHs. Mono- and bis(salicylaldehyde) TCHs (compounds 1 and 2) undergo water-induced E-to-Z isomerization which is followed by disruption of intramolecular hydrogen bond, ground state destabilization, and 11 kcal/mol decrease in the bond dissociation enthalpy (BDE). Electron spin delocalization is more pronounced in Z-isomers of 1 and 2. On the other hand, 2-acetylpyridine TCHs (compounds 3 and 4) undergo thione-to-thiol tautomerism which also decreases the BDE and facilitates the hydrogen atom transfer to 2,2-diphenyl-1-picrylhydrazyl radical (DPPH∙). The appearance of thiolic –SH group as another reactive site toward free radicals improves the antioxidant activity of 3 and 4. The spin density of 3- and 4-thiol radicals is delocalized over the entire thiocarbohydrazide moiety compared to more localized spin of thione radicals. Additional stabilization of thiol radicals corroborates with the increased antioxidant activity. This study provides the new insights on the solution structure of TCHs, and also highlights the importance of solution structure determination when studying the structure-antioxidant relationships of isomerizable compounds.",
journal = "Structural Chemistry",
title = "Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study",
volume = "30",
number = "6",
pages = "2447-2457",
doi = "10.1007/s11224-019-01371-4"
}
Assaleh, M. H., Božić, A. R., Bjelogrlić, S. K., Milošević, M. D., Simić, M. R., Marinković, A.,& Cvijetić, I.. (2019). Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study. in Structural Chemistry, 30(6), 2447-2457.
https://doi.org/10.1007/s11224-019-01371-4
Assaleh MH, Božić AR, Bjelogrlić SK, Milošević MD, Simić MR, Marinković A, Cvijetić I. Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study. in Structural Chemistry. 2019;30(6):2447-2457.
doi:10.1007/s11224-019-01371-4 .
Assaleh, Mohamed H., Božić, Aleksandra R., Bjelogrlić, Snežana K., Milošević, Milena D., Simić, Milena R., Marinković, Aleksandar, Cvijetić, Ilija, "Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study" in Structural Chemistry, 30, no. 6 (2019):2447-2457,
https://doi.org/10.1007/s11224-019-01371-4 . .
3
3
3

Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4

Assaleh, Mohamed H.; Božić, Aleksandra R.; Bjelogrlić, Snežana K.; Milošević, Milena D.; Simić, Milena R.; Marinković, Aleksandar; Cvijetić, Ilija

(2019)

TY  - DATA
AU  - Assaleh, Mohamed H.
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana K.
AU  - Milošević, Milena D.
AU  - Simić, Milena R.
AU  - Marinković, Aleksandar
AU  - Cvijetić, Ilija
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3848
T2  - Structural Chemistry
T1  - Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4
ER  - 
@misc{
author = "Assaleh, Mohamed H. and Božić, Aleksandra R. and Bjelogrlić, Snežana K. and Milošević, Milena D. and Simić, Milena R. and Marinković, Aleksandar and Cvijetić, Ilija",
year = "2019",
journal = "Structural Chemistry",
title = "Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4"
}
Assaleh, M. H., Božić, A. R., Bjelogrlić, S. K., Milošević, M. D., Simić, M. R., Marinković, A.,& Cvijetić, I.. (2019). Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4. in Structural Chemistry.
Assaleh MH, Božić AR, Bjelogrlić SK, Milošević MD, Simić MR, Marinković A, Cvijetić I. Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4. in Structural Chemistry. 2019;..
Assaleh, Mohamed H., Božić, Aleksandra R., Bjelogrlić, Snežana K., Milošević, Milena D., Simić, Milena R., Marinković, Aleksandar, Cvijetić, Ilija, "Supplementary data for the article: Assaleh, M. H.; Božić, A. R.; Bjelogrlić, S.; Milošević, M.; Simić, M.; Marinković, A. D.; Cvijetić, I. N. Water-Induced Isomerism of Salicylaldehyde and 2-Acetylpyridine Mono- and Bis-(Thiocarbohydrazones) Improves the Antioxidant Activity: Spectroscopic and DFT Study. Struct Chem 2019, 30 (6), 2447–2457. https://doi.org/10.1007/s11224-019-01371-4" in Structural Chemistry (2019).

Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives

Živković, Marijana B.; Novaković, Irena T.; Matić, Ivana Z.; Sladić, Dušan; Krstić, Natalija M.

(2019)

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - http://www.sciencedirect.com/science/article/pii/S0039128X19300893
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3082
AB  - Eleven new steroidal mono- and bis(semicarbazones)2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.
T2  - Steroids
T1  - Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives
VL  - 148
SP  - 36
EP  - 46
DO  - 10.1016/j.steroids.2019.04.010
ER  - 
@article{
author = "Živković, Marijana B. and Novaković, Irena T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
year = "2019",
abstract = "Eleven new steroidal mono- and bis(semicarbazones)2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.",
journal = "Steroids",
title = "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives",
volume = "148",
pages = "36-46",
doi = "10.1016/j.steroids.2019.04.010"
}
Živković, M. B., Novaković, I. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids, 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010
Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids. 2019;148:36-46.
doi:10.1016/j.steroids.2019.04.010 .
Živković, Marijana B., Novaković, Irena T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives" in Steroids, 148 (2019):36-46,
https://doi.org/10.1016/j.steroids.2019.04.010 . .
2
2
1
1

Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010

Živković, Marijana B.; Novaković, Irena T.; Matić, Ivana Z.; Sladić, Dušan; Krstić, Natalija M.

(2019)

TY  - DATA
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3083
T2  - Steroids
T1  - Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010
ER  - 
@misc{
author = "Živković, Marijana B. and Novaković, Irena T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
year = "2019",
journal = "Steroids",
title = "Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010"
}
Živković, M. B., Novaković, I. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010. in Steroids.
Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010. in Steroids. 2019;..
Živković, Marijana B., Novaković, Irena T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010" in Steroids (2019).

Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives

Živković, Marijana B.; Novaković, Irena T.; Matić, Ivana Z.; Sladić, Dušan; Krstić, Natalija M.

(2019)

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3084
AB  - Eleven new steroidal mono- and bis(semicarbazones)2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.
T2  - Steroids
T1  - Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives
VL  - 148
SP  - 36
EP  - 46
DO  - 10.1016/j.steroids.2019.04.010
ER  - 
@article{
author = "Živković, Marijana B. and Novaković, Irena T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
year = "2019",
abstract = "Eleven new steroidal mono- and bis(semicarbazones)2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.",
journal = "Steroids",
title = "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives",
volume = "148",
pages = "36-46",
doi = "10.1016/j.steroids.2019.04.010"
}
Živković, M. B., Novaković, I. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids, 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010
Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids. 2019;148:36-46.
doi:10.1016/j.steroids.2019.04.010 .
Živković, Marijana B., Novaković, Irena T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives" in Steroids, 148 (2019):36-46,
https://doi.org/10.1016/j.steroids.2019.04.010 . .
2
2
1
1

Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone

Milenković, Milica R.; Papastavrou, Agyro T.; Radanović, Dušanka D.; Pevec, Andrej; Jagličić, Zvonko; Zlatar, Matija; Gruden-Pavlović, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; Anđelković, Katarina K.; Čobeljić, Božidar

(Elsevier, 2019)

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Papastavrou, Agyro T.
AU  - Radanović, Dušanka D.
AU  - Pevec, Andrej
AU  - Jagličić, Zvonko
AU  - Zlatar, Matija
AU  - Gruden-Pavlović, Maja
AU  - Vougioukalakis, Georgios C.
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Čobeljić, Božidar
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2865
AB  - The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.
PB  - Elsevier
T2  - Polyhedron
T1  - Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone
VL  - 165
SP  - 22
EP  - 30
DO  - 10.1016/j.poly.2019.03.001
ER  - 
@article{
author = "Milenković, Milica R. and Papastavrou, Agyro T. and Radanović, Dušanka D. and Pevec, Andrej and Jagličić, Zvonko and Zlatar, Matija and Gruden-Pavlović, Maja and Vougioukalakis, Georgios C. and Turel, Iztok and Anđelković, Katarina K. and Čobeljić, Božidar",
year = "2019",
abstract = "The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone",
volume = "165",
pages = "22-30",
doi = "10.1016/j.poly.2019.03.001"
}
Milenković, M. R., Papastavrou, A. T., Radanović, D. D., Pevec, A., Jagličić, Z., Zlatar, M., Gruden-Pavlović, M., Vougioukalakis, G. C., Turel, I., Anđelković, K. K.,& Čobeljić, B.. (2019). Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron
Elsevier., 165, 22-30.
https://doi.org/10.1016/j.poly.2019.03.001
Milenković MR, Papastavrou AT, Radanović DD, Pevec A, Jagličić Z, Zlatar M, Gruden-Pavlović M, Vougioukalakis GC, Turel I, Anđelković KK, Čobeljić B. Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron. 2019;165:22-30.
doi:10.1016/j.poly.2019.03.001 .
Milenković, Milica R., Papastavrou, Agyro T., Radanović, Dušanka D., Pevec, Andrej, Jagličić, Zvonko, Zlatar, Matija, Gruden-Pavlović, Maja, Vougioukalakis, Georgios C., Turel, Iztok, Anđelković, Katarina K., Čobeljić, Božidar, "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone" in Polyhedron, 165 (2019):22-30,
https://doi.org/10.1016/j.poly.2019.03.001 . .
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