Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders

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info:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/41025/RS//

Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders (en)
Модулација сигналних путева који контролишу интрацелуларни енергетски баланс у терапији тумора и неуро-имуно-ендокриних поремећаја (sr)
Modulacija signalnih puteva koji kontrolišu intracelularni energetski balans u terapiji tumora i neuro-imuno-endokrinih poremećaja (sr_RS)
Authors

Publications

Current development of metal complexes with diamine ligands as potential anticancer agents

Misirlić-Denčić, Sonja; Poljarević, Jelena; Isaković, Anđelka M.; Sabo, Tibor; Marković, Ivanka; Trajković, Vladimir S.

(Bentham Science, 2020)

TY  - JOUR
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Isaković, Anđelka M.
AU  - Sabo, Tibor
AU  - Marković, Ivanka
AU  - Trajković, Vladimir S.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5072
AB  - Background: The discovery of cisplatin and the subsequent research revealed the importance of dinitrogen-containing moiety for the anticancer action of metal complexes. Moreover, certain diamine ligands alone display cytotoxicity that contributes to the overall activity of corresponding complexes.

Objective: To summarize the current knowledge on the anticancer efficacy, selectivity, and the mechanisms of action of metal complexes with various types of diamine ligands.

Methods: The contribution of aliphatic acyclic, aliphatic cyclic, and aromatic diamine ligands to the anticancer activity and selectivity/toxicity of metal complexes with different metal ions were analyzed by comparison with organic ligand alone and/or conventional platinum-based chemotherapeutics.

Results: The aliphatic acyclic diamine ligands are present mostly in complexes with platinum. Aliphatic cyclic diamines are part of Pt(II), Ru(II) and Au(III) complexes, while aromatic diamine ligands are found in Pt(II), Ru(II), Pd(II) and Ir(III) complexes. The type and oxidation state of metal ions greatly influences the cytotoxicity of metal complexes with aliphatic acyclic diamine ligands. Lipophilicity of organic ligands, dependent on alkyl-side chain length and structure, determines their cellular uptake, with edda and eddp/eddip ligands being most useful in this regard. Aliphatic cyclic diamine ligands improved the activity/toxicity ratio of oxaliplatin-type complexes. The complexes with aromatic diamine ligands remain unexplored regarding their anticancer mechanism. The investigated complexes mainly caused apoptotic or necrotic cell death.

Conclusion: Metal complexes with diamine ligands are promising candidates for efficient and more selective alternatives to conventional platinum-based chemotherapeutics. Further research is required to reveal the chemico-physical properties and molecular mechanisms underlying their biological activity.
PB  - Bentham Science
T2  - Current Medicinal Chemistry
T1  - Current development of metal complexes with diamine ligands as potential anticancer agents
VL  - 27
IS  - 3
SP  - 380
EP  - 410
DO  - 10.2174/0929867325666181031114306
ER  - 
@article{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Isaković, Anđelka M. and Sabo, Tibor and Marković, Ivanka and Trajković, Vladimir S.",
year = "2020",
abstract = "Background: The discovery of cisplatin and the subsequent research revealed the importance of dinitrogen-containing moiety for the anticancer action of metal complexes. Moreover, certain diamine ligands alone display cytotoxicity that contributes to the overall activity of corresponding complexes.

Objective: To summarize the current knowledge on the anticancer efficacy, selectivity, and the mechanisms of action of metal complexes with various types of diamine ligands.

Methods: The contribution of aliphatic acyclic, aliphatic cyclic, and aromatic diamine ligands to the anticancer activity and selectivity/toxicity of metal complexes with different metal ions were analyzed by comparison with organic ligand alone and/or conventional platinum-based chemotherapeutics.

Results: The aliphatic acyclic diamine ligands are present mostly in complexes with platinum. Aliphatic cyclic diamines are part of Pt(II), Ru(II) and Au(III) complexes, while aromatic diamine ligands are found in Pt(II), Ru(II), Pd(II) and Ir(III) complexes. The type and oxidation state of metal ions greatly influences the cytotoxicity of metal complexes with aliphatic acyclic diamine ligands. Lipophilicity of organic ligands, dependent on alkyl-side chain length and structure, determines their cellular uptake, with edda and eddp/eddip ligands being most useful in this regard. Aliphatic cyclic diamine ligands improved the activity/toxicity ratio of oxaliplatin-type complexes. The complexes with aromatic diamine ligands remain unexplored regarding their anticancer mechanism. The investigated complexes mainly caused apoptotic or necrotic cell death.

Conclusion: Metal complexes with diamine ligands are promising candidates for efficient and more selective alternatives to conventional platinum-based chemotherapeutics. Further research is required to reveal the chemico-physical properties and molecular mechanisms underlying their biological activity.",
publisher = "Bentham Science",
journal = "Current Medicinal Chemistry",
title = "Current development of metal complexes with diamine ligands as potential anticancer agents",
volume = "27",
number = "3",
pages = "380-410",
doi = "10.2174/0929867325666181031114306"
}
Misirlić-Denčić, S., Poljarević, J., Isaković, A. M., Sabo, T., Marković, I.,& Trajković, V. S.. (2020). Current development of metal complexes with diamine ligands as potential anticancer agents. in Current Medicinal Chemistry
Bentham Science., 27(3), 380-410.
https://doi.org/10.2174/0929867325666181031114306
Misirlić-Denčić S, Poljarević J, Isaković AM, Sabo T, Marković I, Trajković VS. Current development of metal complexes with diamine ligands as potential anticancer agents. in Current Medicinal Chemistry. 2020;27(3):380-410.
doi:10.2174/0929867325666181031114306 .
Misirlić-Denčić, Sonja, Poljarević, Jelena, Isaković, Anđelka M., Sabo, Tibor, Marković, Ivanka, Trajković, Vladimir S., "Current development of metal complexes with diamine ligands as potential anticancer agents" in Current Medicinal Chemistry, 27, no. 3 (2020):380-410,
https://doi.org/10.2174/0929867325666181031114306 . .
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Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator

Borges, Anabela; Simoes, Manuel; Todorović, Tamara; Filipović, Nenad R.; Garcia-Sosa, Alfonso T.

(Mdpi, Basel, 2018)

TY  - JOUR
AU  - Borges, Anabela
AU  - Simoes, Manuel
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
AU  - Garcia-Sosa, Alfonso T.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2163
AB  - Pseudomonas aeruginosa is one of the most dreaded human pathogens, because of its intrinsic resistance to a number of commonly used antibiotics and ability to form sessile communities (biofilms). Innovative treatment strategies are required and that can rely on the attenuation of the pathogenicity and virulence traits. The interruption of the mechanisms of intercellular communication in bacteria (quorum sensing) is one of such promising strategies. A cobalt coordination compound (Co(HL)(2)) synthesized from (E)-2-(2-(pyridin-2-ylmethylene) hydrazinyl)-4-(p-tolyl) thiazole (HL) is reported herein for the first time to inhibit P. aeruginosa 3-oxo-C12-HSL-dependent QS system (LasI/LasR system) and underling phenotypes (biofilm formation and virulence factors). Its interactions with a possible target, the transcriptional activator protein complex LasR-3-oxo-C12-HSL, was studied by molecular modeling with the coordination compound ligand having stronger predicted interactions than those of co-crystallized ligand 3-oxo-C12-HSL, as well as known-binder furvina. Transition metal group 9 coordination compounds may be explored in antipathogenic/antibacterial drug design.
PB  - Mdpi, Basel
T2  - Molecules
T1  - Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator
VL  - 23
IS  - 6
DO  - 10.3390/molecules23061385
ER  - 
@article{
author = "Borges, Anabela and Simoes, Manuel and Todorović, Tamara and Filipović, Nenad R. and Garcia-Sosa, Alfonso T.",
year = "2018",
abstract = "Pseudomonas aeruginosa is one of the most dreaded human pathogens, because of its intrinsic resistance to a number of commonly used antibiotics and ability to form sessile communities (biofilms). Innovative treatment strategies are required and that can rely on the attenuation of the pathogenicity and virulence traits. The interruption of the mechanisms of intercellular communication in bacteria (quorum sensing) is one of such promising strategies. A cobalt coordination compound (Co(HL)(2)) synthesized from (E)-2-(2-(pyridin-2-ylmethylene) hydrazinyl)-4-(p-tolyl) thiazole (HL) is reported herein for the first time to inhibit P. aeruginosa 3-oxo-C12-HSL-dependent QS system (LasI/LasR system) and underling phenotypes (biofilm formation and virulence factors). Its interactions with a possible target, the transcriptional activator protein complex LasR-3-oxo-C12-HSL, was studied by molecular modeling with the coordination compound ligand having stronger predicted interactions than those of co-crystallized ligand 3-oxo-C12-HSL, as well as known-binder furvina. Transition metal group 9 coordination compounds may be explored in antipathogenic/antibacterial drug design.",
publisher = "Mdpi, Basel",
journal = "Molecules",
title = "Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator",
volume = "23",
number = "6",
doi = "10.3390/molecules23061385"
}
Borges, A., Simoes, M., Todorović, T., Filipović, N. R.,& Garcia-Sosa, A. T.. (2018). Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. in Molecules
Mdpi, Basel., 23(6).
https://doi.org/10.3390/molecules23061385
Borges A, Simoes M, Todorović T, Filipović NR, Garcia-Sosa AT. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. in Molecules. 2018;23(6).
doi:10.3390/molecules23061385 .
Borges, Anabela, Simoes, Manuel, Todorović, Tamara, Filipović, Nenad R., Garcia-Sosa, Alfonso T., "Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator" in Molecules, 23, no. 6 (2018),
https://doi.org/10.3390/molecules23061385 . .
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6
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Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385

Borges, Anabela; Simoes, Manuel; Todorović, Tamara; Filipović, Nenad R.; Garcia-Sosa, Alfonso T.

(Mdpi, Basel, 2018)

TY  - DATA
AU  - Borges, Anabela
AU  - Simoes, Manuel
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
AU  - Garcia-Sosa, Alfonso T.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3141
PB  - Mdpi, Basel
T2  - Molecules
T1  - Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3141
ER  - 
@misc{
author = "Borges, Anabela and Simoes, Manuel and Todorović, Tamara and Filipović, Nenad R. and Garcia-Sosa, Alfonso T.",
year = "2018",
publisher = "Mdpi, Basel",
journal = "Molecules",
title = "Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3141"
}
Borges, A., Simoes, M., Todorović, T., Filipović, N. R.,& Garcia-Sosa, A. T.. (2018). Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385. in Molecules
Mdpi, Basel..
https://hdl.handle.net/21.15107/rcub_cherry_3141
Borges A, Simoes M, Todorović T, Filipović NR, Garcia-Sosa AT. Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385. in Molecules. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3141 .
Borges, Anabela, Simoes, Manuel, Todorović, Tamara, Filipović, Nenad R., Garcia-Sosa, Alfonso T., "Supplementary data for the article: Borges, A.; Simões, M.; Todorović, T. R.; Filipović, N. R.; Garcia-Sosa, A. T. Cobalt Complex with Thiazole-Based Ligand as New Pseudomonas Aeruginosa Quorum Quencher, Biofilm Inhibitor and Virulence Attenuator. Molecules 2018, 23 (6). https://doi.org/10.3390/molecules23061385" in Molecules (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3141 .

In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid

Isaković, Anđelka M.; Petričević, Saša; Ristić, Slavica M.; Popadić, Dušan; Kravić-Stevović, Tamara; Zogović, Nevena; Poljarević, Jelena; Živanović-Radnić, Tatjana; Sabo, Tibor; Isaković, Aleksandra J.; Marković, Ivanka; Trajković, Vladimir S.; Misirlić-Denčić, Sonja

(Lippincott Williams & Wilkins, Philadelphia, 2018)

TY  - JOUR
AU  - Isaković, Anđelka M.
AU  - Petričević, Saša
AU  - Ristić, Slavica M.
AU  - Popadić, Dušan
AU  - Kravić-Stevović, Tamara
AU  - Zogović, Nevena
AU  - Poljarević, Jelena
AU  - Živanović-Radnić, Tatjana
AU  - Sabo, Tibor
AU  - Isaković, Aleksandra J.
AU  - Marković, Ivanka
AU  - Trajković, Vladimir S.
AU  - Misirlić-Denčić, Sonja
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2086
AB  - Melanoma, an aggressive skin tumor with high metastatic potential, is associated with high mortality and increasing morbidity. Multiple available chemotherapeutic and immunotherapeutic modalities failed to improve survival in advanced disease, and the search for new agents is ongoing. The aim of this study was to investigate antimelanoma effects of O, O-diethyl-(S, S)-ethylenediamineN, N'di-2-(3-cyclohexyl) propanoate dihydrochloride (EE), a previously synthesized and characterized organic compound. Mouse melanoma B16 cell viability was assessed using acid phosphatase, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide, sulforhodamine B, and lactate dehydrogenase assays. Apoptosis and autophagy were investigated using flow cytometry, fluorescence and electron microscopy, and western blotting. In vivo antitumor potential was assessed in subcutaneous mouse melanoma model after 14 days of treatment with EE. Tumor mass and volume were measured, and RT-PCR was used for investigating the expression of autophagy-related, proapoptotic, and antiapoptotic molecules in tumor tissue. Investigated organic compound exerts significant cytotoxic effect against B16 cells. EE induced apoptosis, as confirmed by phosphatidyl serine externalisation, caspase activation, and ultrastructural features typical for apoptosis seen on fluorescence and electron microscopes. The apoptotic mechanism included prompt disruption of mitochondrial membrane potential and oxidative stress. No autophagy was observed. Antimelanoma action and apoptosis induction were confirmed in vivo, as EE decreased mass and volume of tumors, and increased expression of several proapoptotic genes. EE possesses significant antimelanoma action and causes caspasedependent apoptosis mediated by mitochondrial damage and reactive oxygen species production. Decrease in tumor growth and increase in expression of proapoptotic genes in tumor tissue suggest that EE warrants further investigation as a candidate agent in treating melanoma. Copyright (C) 2018 Wolters Kluwer Health, Inc. All rights reserved.
PB  - Lippincott Williams & Wilkins, Philadelphia
T2  - Melanoma Research
T1  - In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid
VL  - 28
IS  - 1
SP  - 8
EP  - 20
DO  - 10.1097/CMR.0000000000000409
ER  - 
@article{
author = "Isaković, Anđelka M. and Petričević, Saša and Ristić, Slavica M. and Popadić, Dušan and Kravić-Stevović, Tamara and Zogović, Nevena and Poljarević, Jelena and Živanović-Radnić, Tatjana and Sabo, Tibor and Isaković, Aleksandra J. and Marković, Ivanka and Trajković, Vladimir S. and Misirlić-Denčić, Sonja",
year = "2018",
abstract = "Melanoma, an aggressive skin tumor with high metastatic potential, is associated with high mortality and increasing morbidity. Multiple available chemotherapeutic and immunotherapeutic modalities failed to improve survival in advanced disease, and the search for new agents is ongoing. The aim of this study was to investigate antimelanoma effects of O, O-diethyl-(S, S)-ethylenediamineN, N'di-2-(3-cyclohexyl) propanoate dihydrochloride (EE), a previously synthesized and characterized organic compound. Mouse melanoma B16 cell viability was assessed using acid phosphatase, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide, sulforhodamine B, and lactate dehydrogenase assays. Apoptosis and autophagy were investigated using flow cytometry, fluorescence and electron microscopy, and western blotting. In vivo antitumor potential was assessed in subcutaneous mouse melanoma model after 14 days of treatment with EE. Tumor mass and volume were measured, and RT-PCR was used for investigating the expression of autophagy-related, proapoptotic, and antiapoptotic molecules in tumor tissue. Investigated organic compound exerts significant cytotoxic effect against B16 cells. EE induced apoptosis, as confirmed by phosphatidyl serine externalisation, caspase activation, and ultrastructural features typical for apoptosis seen on fluorescence and electron microscopes. The apoptotic mechanism included prompt disruption of mitochondrial membrane potential and oxidative stress. No autophagy was observed. Antimelanoma action and apoptosis induction were confirmed in vivo, as EE decreased mass and volume of tumors, and increased expression of several proapoptotic genes. EE possesses significant antimelanoma action and causes caspasedependent apoptosis mediated by mitochondrial damage and reactive oxygen species production. Decrease in tumor growth and increase in expression of proapoptotic genes in tumor tissue suggest that EE warrants further investigation as a candidate agent in treating melanoma. Copyright (C) 2018 Wolters Kluwer Health, Inc. All rights reserved.",
publisher = "Lippincott Williams & Wilkins, Philadelphia",
journal = "Melanoma Research",
title = "In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid",
volume = "28",
number = "1",
pages = "8-20",
doi = "10.1097/CMR.0000000000000409"
}
Isaković, A. M., Petričević, S., Ristić, S. M., Popadić, D., Kravić-Stevović, T., Zogović, N., Poljarević, J., Živanović-Radnić, T., Sabo, T., Isaković, A. J., Marković, I., Trajković, V. S.,& Misirlić-Denčić, S.. (2018). In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid. in Melanoma Research
Lippincott Williams & Wilkins, Philadelphia., 28(1), 8-20.
https://doi.org/10.1097/CMR.0000000000000409
Isaković AM, Petričević S, Ristić SM, Popadić D, Kravić-Stevović T, Zogović N, Poljarević J, Živanović-Radnić T, Sabo T, Isaković AJ, Marković I, Trajković VS, Misirlić-Denčić S. In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid. in Melanoma Research. 2018;28(1):8-20.
doi:10.1097/CMR.0000000000000409 .
Isaković, Anđelka M., Petričević, Saša, Ristić, Slavica M., Popadić, Dušan, Kravić-Stevović, Tamara, Zogović, Nevena, Poljarević, Jelena, Živanović-Radnić, Tatjana, Sabo, Tibor, Isaković, Aleksandra J., Marković, Ivanka, Trajković, Vladimir S., Misirlić-Denčić, Sonja, "In vitro and in vivo antimelanoma effect of ethyl ester cyclohexyl analog of ethylenediamine dipropanoic acid" in Melanoma Research, 28, no. 1 (2018):8-20,
https://doi.org/10.1097/CMR.0000000000000409 . .
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Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex

Misirlić-Denčić, Sonja; Poljarević, Jelena; Isaković, Anđelka M.; Marković, Ivanka; Sabo, Tibor; Grgurić-Šipka, Sanja

(Wiley, Hoboken, 2017)

TY  - JOUR
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Isaković, Anđelka M.
AU  - Marković, Ivanka
AU  - Sabo, Tibor
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3120
AB  - This study presents the synthesis, characterization, and antitumor action of five new Pt(II) halogenido, chlorido, and iodido complexes with edda type of ligands. (S,S)-Ethylenediamine-N,N-di-2-(3-cyclohexyl)propanoic acid dihydrochloride and its methyl, ethyl, and n-propyl esters were prepared according to the previously reported procedure. All investigated complexes were characterized by IR, ESI-MS (H-1, C-13, and HMBC) NMR spectroscopy, and elemental analysis. Their cytotoxic action was investigated in four human tumor cell lines: promyelocytic (HL-60) and lymphocytic (REH) leukemia, glioma (U251), and lung carcinoma (H460). Cell viability was assessed by acid phosphatase and LDH assay, while oxidative stress and cell death parameters were analyzed by flow cytometry. The results showed that novel Pt(II) complexes exhibited antitumor action superior to precursor ligands, with iodido complexes being more efficient than corresponding chlorido complexes. Human promyelocytic cell line (HL-60) was the most sensitive to antitumor action of all investigated substances and was used for investigation of the underlying mode of antileukemic action. The investigated Pt(II) complexes showed more potent antileukemic action than corresponding Pt(IV) complex, through induction of oxidative stress and apoptosis, evidenced by caspase (8, 9, and 3) activation and phosphatidylserine externalization.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex
VL  - 90
IS  - 2
SP  - 262
EP  - 271
DO  - 10.1111/cbdd.12945
ER  - 
@article{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Isaković, Anđelka M. and Marković, Ivanka and Sabo, Tibor and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "This study presents the synthesis, characterization, and antitumor action of five new Pt(II) halogenido, chlorido, and iodido complexes with edda type of ligands. (S,S)-Ethylenediamine-N,N-di-2-(3-cyclohexyl)propanoic acid dihydrochloride and its methyl, ethyl, and n-propyl esters were prepared according to the previously reported procedure. All investigated complexes were characterized by IR, ESI-MS (H-1, C-13, and HMBC) NMR spectroscopy, and elemental analysis. Their cytotoxic action was investigated in four human tumor cell lines: promyelocytic (HL-60) and lymphocytic (REH) leukemia, glioma (U251), and lung carcinoma (H460). Cell viability was assessed by acid phosphatase and LDH assay, while oxidative stress and cell death parameters were analyzed by flow cytometry. The results showed that novel Pt(II) complexes exhibited antitumor action superior to precursor ligands, with iodido complexes being more efficient than corresponding chlorido complexes. Human promyelocytic cell line (HL-60) was the most sensitive to antitumor action of all investigated substances and was used for investigation of the underlying mode of antileukemic action. The investigated Pt(II) complexes showed more potent antileukemic action than corresponding Pt(IV) complex, through induction of oxidative stress and apoptosis, evidenced by caspase (8, 9, and 3) activation and phosphatidylserine externalization.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex",
volume = "90",
number = "2",
pages = "262-271",
doi = "10.1111/cbdd.12945"
}
Misirlić-Denčić, S., Poljarević, J., Isaković, A. M., Marković, I., Sabo, T.,& Grgurić-Šipka, S.. (2017). Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex. in Chemical Biology and Drug Design
Wiley, Hoboken., 90(2), 262-271.
https://doi.org/10.1111/cbdd.12945
Misirlić-Denčić S, Poljarević J, Isaković AM, Marković I, Sabo T, Grgurić-Šipka S. Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex. in Chemical Biology and Drug Design. 2017;90(2):262-271.
doi:10.1111/cbdd.12945 .
Misirlić-Denčić, Sonja, Poljarević, Jelena, Isaković, Anđelka M., Marković, Ivanka, Sabo, Tibor, Grgurić-Šipka, Sanja, "Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex" in Chemical Biology and Drug Design, 90, no. 2 (2017):262-271,
https://doi.org/10.1111/cbdd.12945 . .
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Supplementary data for article: Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945

Misirlić-Denčić, Sonja; Poljarević, Jelena; Isaković, Anđelka M.; Marković, Ivanka; Sabo, Tibor; Grgurić-Šipka, Sanja

(Wiley, Hoboken, 2017)

TY  - DATA
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Isaković, Anđelka M.
AU  - Marković, Ivanka
AU  - Sabo, Tibor
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3121
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Supplementary data for article:           Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3121
ER  - 
@misc{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Isaković, Anđelka M. and Marković, Ivanka and Sabo, Tibor and Grgurić-Šipka, Sanja",
year = "2017",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Supplementary data for article:           Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3121"
}
Misirlić-Denčić, S., Poljarević, J., Isaković, A. M., Marković, I., Sabo, T.,& Grgurić-Šipka, S.. (2017). Supplementary data for article:           Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945. in Chemical Biology and Drug Design
Wiley, Hoboken..
https://hdl.handle.net/21.15107/rcub_cherry_3121
Misirlić-Denčić S, Poljarević J, Isaković AM, Marković I, Sabo T, Grgurić-Šipka S. Supplementary data for article:           Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945. in Chemical Biology and Drug Design. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3121 .
Misirlić-Denčić, Sonja, Poljarević, Jelena, Isaković, Anđelka M., Marković, Ivanka, Sabo, Tibor, Grgurić-Šipka, Sanja, "Supplementary data for article:           Misirlić Denčić, S.; Poljarević, J.; Isakovic, A. M.; Marković, I.; Sabo, T. J.; Grgurić-Šipka, S. Antileukemic Action of Novel Diamine Pt(II) Halogenido Complexes: Comparison of the Representative Novel Pt(II) with Corresponding Pt(IV) Complex. Chemical Biology and Drug Design 2017, 90 (2), 262–271. https://doi.org/10.1111/cbdd.12945" in Chemical Biology and Drug Design (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3121 .

Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex

Misirlić-Denčić, Sonja; Poljarević, Jelena; Isaković, Anđelka M.; Marković, Ivanka; Sabo, Tibor; Grgurić-Šipka, Sanja

(Wiley, Hoboken, 2017)

TY  - JOUR
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Isaković, Anđelka M.
AU  - Marković, Ivanka
AU  - Sabo, Tibor
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2483
AB  - This study presents the synthesis, characterization, and antitumor action of five new Pt(II) halogenido, chlorido, and iodido complexes with edda type of ligands. (S,S)-Ethylenediamine-N,N-di-2-(3-cyclohexyl)propanoic acid dihydrochloride and its methyl, ethyl, and n-propyl esters were prepared according to the previously reported procedure. All investigated complexes were characterized by IR, ESI-MS (H-1, C-13, and HMBC) NMR spectroscopy, and elemental analysis. Their cytotoxic action was investigated in four human tumor cell lines: promyelocytic (HL-60) and lymphocytic (REH) leukemia, glioma (U251), and lung carcinoma (H460). Cell viability was assessed by acid phosphatase and LDH assay, while oxidative stress and cell death parameters were analyzed by flow cytometry. The results showed that novel Pt(II) complexes exhibited antitumor action superior to precursor ligands, with iodido complexes being more efficient than corresponding chlorido complexes. Human promyelocytic cell line (HL-60) was the most sensitive to antitumor action of all investigated substances and was used for investigation of the underlying mode of antileukemic action. The investigated Pt(II) complexes showed more potent antileukemic action than corresponding Pt(IV) complex, through induction of oxidative stress and apoptosis, evidenced by caspase (8, 9, and 3) activation and phosphatidylserine externalization.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex
VL  - 90
IS  - 2
SP  - 262
EP  - 271
DO  - 10.1111/cbdd.12945
ER  - 
@article{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Isaković, Anđelka M. and Marković, Ivanka and Sabo, Tibor and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "This study presents the synthesis, characterization, and antitumor action of five new Pt(II) halogenido, chlorido, and iodido complexes with edda type of ligands. (S,S)-Ethylenediamine-N,N-di-2-(3-cyclohexyl)propanoic acid dihydrochloride and its methyl, ethyl, and n-propyl esters were prepared according to the previously reported procedure. All investigated complexes were characterized by IR, ESI-MS (H-1, C-13, and HMBC) NMR spectroscopy, and elemental analysis. Their cytotoxic action was investigated in four human tumor cell lines: promyelocytic (HL-60) and lymphocytic (REH) leukemia, glioma (U251), and lung carcinoma (H460). Cell viability was assessed by acid phosphatase and LDH assay, while oxidative stress and cell death parameters were analyzed by flow cytometry. The results showed that novel Pt(II) complexes exhibited antitumor action superior to precursor ligands, with iodido complexes being more efficient than corresponding chlorido complexes. Human promyelocytic cell line (HL-60) was the most sensitive to antitumor action of all investigated substances and was used for investigation of the underlying mode of antileukemic action. The investigated Pt(II) complexes showed more potent antileukemic action than corresponding Pt(IV) complex, through induction of oxidative stress and apoptosis, evidenced by caspase (8, 9, and 3) activation and phosphatidylserine externalization.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex",
volume = "90",
number = "2",
pages = "262-271",
doi = "10.1111/cbdd.12945"
}
Misirlić-Denčić, S., Poljarević, J., Isaković, A. M., Marković, I., Sabo, T.,& Grgurić-Šipka, S.. (2017). Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex. in Chemical Biology and Drug Design
Wiley, Hoboken., 90(2), 262-271.
https://doi.org/10.1111/cbdd.12945
Misirlić-Denčić S, Poljarević J, Isaković AM, Marković I, Sabo T, Grgurić-Šipka S. Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex. in Chemical Biology and Drug Design. 2017;90(2):262-271.
doi:10.1111/cbdd.12945 .
Misirlić-Denčić, Sonja, Poljarević, Jelena, Isaković, Anđelka M., Marković, Ivanka, Sabo, Tibor, Grgurić-Šipka, Sanja, "Antileukemic action of novel diamine Pt(II) halogenido complexes: Comparison of the representative novel Pt(II) with corresponding Pt(IV) complex" in Chemical Biology and Drug Design, 90, no. 2 (2017):262-271,
https://doi.org/10.1111/cbdd.12945 . .
12
8
12
12

Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands

Todorović, Tamara; Grubišić, Sonja; Pregelj, Matej; Jagodić, Marko; Misirlić-Denčić, Sonja; Dulović, Marija; Marković, Ivanka; Klisurić, Olivera; Malešević, Aleksandar; Mitić, Dragana; Anđelković, Katarina K.; Filipović, Nenad R.

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - JOUR
AU  - Todorović, Tamara
AU  - Grubišić, Sonja
AU  - Pregelj, Matej
AU  - Jagodić, Marko
AU  - Misirlić-Denčić, Sonja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisurić, Olivera
AU  - Malešević, Aleksandar
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
AU  - Filipović, Nenad R.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1753
AB  - Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands
IS  - 23
SP  - 3921
EP  - 3931
DO  - 10.1002/ejic.201500349
ER  - 
@article{
author = "Todorović, Tamara and Grubišić, Sonja and Pregelj, Matej and Jagodić, Marko and Misirlić-Denčić, Sonja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Malešević, Aleksandar and Mitić, Dragana and Anđelković, Katarina K. and Filipović, Nenad R.",
year = "2015",
abstract = "Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands",
number = "23",
pages = "3921-3931",
doi = "10.1002/ejic.201500349"
}
Todorović, T., Grubišić, S., Pregelj, M., Jagodić, M., Misirlić-Denčić, S., Dulović, M., Marković, I., Klisurić, O., Malešević, A., Mitić, D., Anđelković, K. K.,& Filipović, N. R.. (2015). Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(23), 3921-3931.
https://doi.org/10.1002/ejic.201500349
Todorović T, Grubišić S, Pregelj M, Jagodić M, Misirlić-Denčić S, Dulović M, Marković I, Klisurić O, Malešević A, Mitić D, Anđelković KK, Filipović NR. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry. 2015;(23):3921-3931.
doi:10.1002/ejic.201500349 .
Todorović, Tamara, Grubišić, Sonja, Pregelj, Matej, Jagodić, Marko, Misirlić-Denčić, Sonja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Malešević, Aleksandar, Mitić, Dragana, Anđelković, Katarina K., Filipović, Nenad R., "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands" in European Journal of Inorganic Chemistry, no. 23 (2015):3921-3931,
https://doi.org/10.1002/ejic.201500349 . .
1
12
7
11
10

Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349

Todorović, Tamara; Grubišić, Sonja; Pregelj, Matej; Jagodić, Marko; Misirlić-Denčić, Sonja; Dulović, Marija; Marković, Ivanka; Klisurić, Olivera; Malešević, Aleksandar; Mitić, Dragana; Anđelković, Katarina K.; Filipović, Nenad R.

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - DATA
AU  - Todorović, Tamara
AU  - Grubišić, Sonja
AU  - Pregelj, Matej
AU  - Jagodić, Marko
AU  - Misirlić-Denčić, Sonja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisurić, Olivera
AU  - Malešević, Aleksandar
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
AU  - Filipović, Nenad R.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3431
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3431
ER  - 
@misc{
author = "Todorović, Tamara and Grubišić, Sonja and Pregelj, Matej and Jagodić, Marko and Misirlić-Denčić, Sonja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Malešević, Aleksandar and Mitić, Dragana and Anđelković, Katarina K. and Filipović, Nenad R.",
year = "2015",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3431"
}
Todorović, T., Grubišić, S., Pregelj, M., Jagodić, M., Misirlić-Denčić, S., Dulović, M., Marković, I., Klisurić, O., Malešević, A., Mitić, D., Anđelković, K. K.,& Filipović, N. R.. (2015). Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim..
https://hdl.handle.net/21.15107/rcub_cherry_3431
Todorović T, Grubišić S, Pregelj M, Jagodić M, Misirlić-Denčić S, Dulović M, Marković I, Klisurić O, Malešević A, Mitić D, Anđelković KK, Filipović NR. Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349. in European Journal of Inorganic Chemistry. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3431 .
Todorović, Tamara, Grubišić, Sonja, Pregelj, Matej, Jagodić, Marko, Misirlić-Denčić, Sonja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Malešević, Aleksandar, Mitić, Dragana, Anđelković, Katarina K., Filipović, Nenad R., "Supplementary data for article: Todorovic, T.; Grubišic, S.; Pregelj, M.; Jagodič, M.; Misirlic-Denčic, S.; Dulovic, M.; Markovic, I.; Klisuric, O.; Maleševic, A.; Mitic, D.; et al. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear CuII Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. European Journal of Inorganic Chemistry 2015, 2015 (23), 3921–3931. https://doi.org/10.1002/ejic.201500349" in European Journal of Inorganic Chemistry (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3431 .

Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae

Trifunović, Snežana S.; Isaković, Anđelka M.; Isaković, Aleksandra J.; Vučković, Ivan M.; Mandić, Boris; Novaković, Miroslav M.; Vajs, Vlatka; Milosavljević, Slobodan M.; Trajković, Vladimir S.

(Georg Thieme Verlag Kg, Stuttgart, 2014)

TY  - JOUR
AU  - Trifunović, Snežana S.
AU  - Isaković, Anđelka M.
AU  - Isaković, Aleksandra J.
AU  - Vučković, Ivan M.
AU  - Mandić, Boris
AU  - Novaković, Miroslav M.
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
AU  - Trajković, Vladimir S.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1511
AB  - Further phytochemical investigation of the aerial parts of Achillea clavennae has resulted in the isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and the iso-seco-guaianolide 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known compounds were also found, of which 9-acetoxycanin (5), sintenin (6), and oleanolic acid (7) were detected for the first time. The structures of the isolated compounds were elucidated by combined spectroscopic methods (1D and 2DNMR, HRESIMS, CIMS, and FTIR). While the predominant metabolite germacranolide sintenin (6) was not cytotoxic, the new iso-seco-guaianolide (3) displayed cytotoxicity comparable to that of cisplatin and the lactone apressin (4), inducing partly apoptotic death in human U251 and rat C6 glioma cell lines.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae
VL  - 80
IS  - 4
SP  - 297
EP  - 305
DO  - 10.1055/s-0033-1360312
ER  - 
@article{
author = "Trifunović, Snežana S. and Isaković, Anđelka M. and Isaković, Aleksandra J. and Vučković, Ivan M. and Mandić, Boris and Novaković, Miroslav M. and Vajs, Vlatka and Milosavljević, Slobodan M. and Trajković, Vladimir S.",
year = "2014",
abstract = "Further phytochemical investigation of the aerial parts of Achillea clavennae has resulted in the isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and the iso-seco-guaianolide 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known compounds were also found, of which 9-acetoxycanin (5), sintenin (6), and oleanolic acid (7) were detected for the first time. The structures of the isolated compounds were elucidated by combined spectroscopic methods (1D and 2DNMR, HRESIMS, CIMS, and FTIR). While the predominant metabolite germacranolide sintenin (6) was not cytotoxic, the new iso-seco-guaianolide (3) displayed cytotoxicity comparable to that of cisplatin and the lactone apressin (4), inducing partly apoptotic death in human U251 and rat C6 glioma cell lines.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae",
volume = "80",
number = "4",
pages = "297-305",
doi = "10.1055/s-0033-1360312"
}
Trifunović, S. S., Isaković, A. M., Isaković, A. J., Vučković, I. M., Mandić, B., Novaković, M. M., Vajs, V., Milosavljević, S. M.,& Trajković, V. S.. (2014). Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 80(4), 297-305.
https://doi.org/10.1055/s-0033-1360312
Trifunović SS, Isaković AM, Isaković AJ, Vučković IM, Mandić B, Novaković MM, Vajs V, Milosavljević SM, Trajković VS. Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae. in Planta Medica. 2014;80(4):297-305.
doi:10.1055/s-0033-1360312 .
Trifunović, Snežana S., Isaković, Anđelka M., Isaković, Aleksandra J., Vučković, Ivan M., Mandić, Boris, Novaković, Miroslav M., Vajs, Vlatka, Milosavljević, Slobodan M., Trajković, Vladimir S., "Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae" in Planta Medica, 80, no. 4 (2014):297-305,
https://doi.org/10.1055/s-0033-1360312 . .
10
5
9
8

A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate

Filipović, Nenad R.; Marković, Ivanka; Mitić, Dragana; Polović, Natalija; Milčić, Miloš K.; Dulović, Marija; Jovanović, Maja; Savić, Milena; Nikšić, Miomir; Anđelković, Katarina K.; Todorović, Tamara

(Wiley, Hoboken, 2014)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Marković, Ivanka
AU  - Mitić, Dragana
AU  - Polović, Natalija
AU  - Milčić, Miloš K.
AU  - Dulović, Marija
AU  - Jovanović, Maja
AU  - Savić, Milena
AU  - Nikšić, Miomir
AU  - Anđelković, Katarina K.
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1509
AB  - In search for novel biologically active metal based compounds, an evaluation of in vitro cytotoxic, antioxidant, and antimicrobial activity of new Pt(II) complex and its Zn(II), Cu(II), and Co(III) analogues, with NNO tridentately coordinated N-heteroaromatic Schiff base ligand (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetate, was performed. Investigation of antioxidative properties showed that all of the compounds have strong radical scavenging potencies. The Zn(II) complex showed potent inhibition of DNA cleavage by hydroxyl radical. A cytotoxic action of investigated compounds was evaluated on cultures of human promyelocitic leukaemia (HL-60), human glioma (U251), rat glioma (C6), and mouse melanoma (B16) cell lines. It was shown that binuclear pentacoordinated Zn(II) complex possesses a strong dose-dependent cytotoxic activity, of the same order of magnitude as cisplatin on B16, C6, and U251 cells. Furthermore, Zn(II) complex causes oxidative stress-induced apoptotic death of HL-60 leukemic cells, associated with caspase activation, phosphatidylserine externalization, and DNA fragmentation.
PB  - Wiley, Hoboken
T2  - Journal of Biochemical and Molecular Toxicology
T1  - A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate
VL  - 28
IS  - 3
SP  - 99
EP  - 110
DO  - 10.1002/jbt.21541
ER  - 
@article{
author = "Filipović, Nenad R. and Marković, Ivanka and Mitić, Dragana and Polović, Natalija and Milčić, Miloš K. and Dulović, Marija and Jovanović, Maja and Savić, Milena and Nikšić, Miomir and Anđelković, Katarina K. and Todorović, Tamara",
year = "2014",
abstract = "In search for novel biologically active metal based compounds, an evaluation of in vitro cytotoxic, antioxidant, and antimicrobial activity of new Pt(II) complex and its Zn(II), Cu(II), and Co(III) analogues, with NNO tridentately coordinated N-heteroaromatic Schiff base ligand (E)-2-[N-(1-pyridin-2-yl-ethylidene)hydrazino]acetate, was performed. Investigation of antioxidative properties showed that all of the compounds have strong radical scavenging potencies. The Zn(II) complex showed potent inhibition of DNA cleavage by hydroxyl radical. A cytotoxic action of investigated compounds was evaluated on cultures of human promyelocitic leukaemia (HL-60), human glioma (U251), rat glioma (C6), and mouse melanoma (B16) cell lines. It was shown that binuclear pentacoordinated Zn(II) complex possesses a strong dose-dependent cytotoxic activity, of the same order of magnitude as cisplatin on B16, C6, and U251 cells. Furthermore, Zn(II) complex causes oxidative stress-induced apoptotic death of HL-60 leukemic cells, associated with caspase activation, phosphatidylserine externalization, and DNA fragmentation.",
publisher = "Wiley, Hoboken",
journal = "Journal of Biochemical and Molecular Toxicology",
title = "A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate",
volume = "28",
number = "3",
pages = "99-110",
doi = "10.1002/jbt.21541"
}
Filipović, N. R., Marković, I., Mitić, D., Polović, N., Milčić, M. K., Dulović, M., Jovanović, M., Savić, M., Nikšić, M., Anđelković, K. K.,& Todorović, T.. (2014). A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate. in Journal of Biochemical and Molecular Toxicology
Wiley, Hoboken., 28(3), 99-110.
https://doi.org/10.1002/jbt.21541
Filipović NR, Marković I, Mitić D, Polović N, Milčić MK, Dulović M, Jovanović M, Savić M, Nikšić M, Anđelković KK, Todorović T. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate. in Journal of Biochemical and Molecular Toxicology. 2014;28(3):99-110.
doi:10.1002/jbt.21541 .
Filipović, Nenad R., Marković, Ivanka, Mitić, Dragana, Polović, Natalija, Milčić, Miloš K., Dulović, Marija, Jovanović, Maja, Savić, Milena, Nikšić, Miomir, Anđelković, Katarina K., Todorović, Tamara, "A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt( II), Zn( II), Cu( II), and Co( III) Complexes with N-heteroaromatic Schiff Base ( E)-2-[ N-( 1-pyridin-2-yl-ethylidene) hydrazino] acetate" in Journal of Biochemical and Molecular Toxicology, 28, no. 3 (2014):99-110,
https://doi.org/10.1002/jbt.21541 . .
1
12
9
11
10

Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes

Filipović, Nenad R.; Polović, Natalija; Rašković, Brankica; Misirlić-Denčić, Sonja; Dulović, Marija; Savić, Milena; Nikšić, Miomir; Mitić, Dragana; Anđelković, Katarina K.; Todorović, Tamara

(Springer Wien, Wien, 2014)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Polović, Natalija
AU  - Rašković, Brankica
AU  - Misirlić-Denčić, Sonja
AU  - Dulović, Marija
AU  - Savić, Milena
AU  - Nikšić, Miomir
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1787
AB  - New square-planar Pd(II) and Pt(II) complexes with 8-quinolinecarboxaldehyde selenosemicarbazone have been synthesized and characterized by use of elemental analysis, molar conductivity measurements, and IR and NMR spectroscopy. The cytotoxic activity of the ligand, new Pt(II) and Pd(II) compounds, and previously synthesized Pd(II), Pt(II), Cd(II), and Ni(II) complexes with the analogous ligand, 2-quinolinecarboxaldehyde selenosemicarbazone, was tested against two human cancer cell lines: lung carcinoma (H460) and glioma (U251). The potential of these compounds to induce perturbations of the H460 cell cycle was also evaluated. These substances had an excellent radical-scavenging effect against ABTS radical cations. The best antimicrobial activity, among two yeasts and eight bacterial strains tested, was against Bacillus cereus.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes
VL  - 145
IS  - 7
SP  - 1089
EP  - 1099
DO  - 10.1007/s00706-014-1197-6
ER  - 
@article{
author = "Filipović, Nenad R. and Polović, Natalija and Rašković, Brankica and Misirlić-Denčić, Sonja and Dulović, Marija and Savić, Milena and Nikšić, Miomir and Mitić, Dragana and Anđelković, Katarina K. and Todorović, Tamara",
year = "2014",
abstract = "New square-planar Pd(II) and Pt(II) complexes with 8-quinolinecarboxaldehyde selenosemicarbazone have been synthesized and characterized by use of elemental analysis, molar conductivity measurements, and IR and NMR spectroscopy. The cytotoxic activity of the ligand, new Pt(II) and Pd(II) compounds, and previously synthesized Pd(II), Pt(II), Cd(II), and Ni(II) complexes with the analogous ligand, 2-quinolinecarboxaldehyde selenosemicarbazone, was tested against two human cancer cell lines: lung carcinoma (H460) and glioma (U251). The potential of these compounds to induce perturbations of the H460 cell cycle was also evaluated. These substances had an excellent radical-scavenging effect against ABTS radical cations. The best antimicrobial activity, among two yeasts and eight bacterial strains tested, was against Bacillus cereus.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes",
volume = "145",
number = "7",
pages = "1089-1099",
doi = "10.1007/s00706-014-1197-6"
}
Filipović, N. R., Polović, N., Rašković, B., Misirlić-Denčić, S., Dulović, M., Savić, M., Nikšić, M., Mitić, D., Anđelković, K. K.,& Todorović, T.. (2014). Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes. in Monatshefte Fur Chemie
Springer Wien, Wien., 145(7), 1089-1099.
https://doi.org/10.1007/s00706-014-1197-6
Filipović NR, Polović N, Rašković B, Misirlić-Denčić S, Dulović M, Savić M, Nikšić M, Mitić D, Anđelković KK, Todorović T. Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes. in Monatshefte Fur Chemie. 2014;145(7):1089-1099.
doi:10.1007/s00706-014-1197-6 .
Filipović, Nenad R., Polović, Natalija, Rašković, Brankica, Misirlić-Denčić, Sonja, Dulović, Marija, Savić, Milena, Nikšić, Miomir, Mitić, Dragana, Anđelković, Katarina K., Todorović, Tamara, "Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes" in Monatshefte Fur Chemie, 145, no. 7 (2014):1089-1099,
https://doi.org/10.1007/s00706-014-1197-6 . .
42
44
48
40

Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity

Filipović, Nenad R.; Grubišić, Sonja; Jovanović, Maja; Dulović, Marija; Marković, Ivanka; Klisurić, Olivera; Marinković, Aleksandar; Mitić, Dragana; Anđelković, Katarina K.; Todorović, Tamara

(Wiley-Blackwell, Hoboken, 2014)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Grubišić, Sonja
AU  - Jovanović, Maja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisurić, Olivera
AU  - Marinković, Aleksandar
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1861
AB  - Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.
PB  - Wiley-Blackwell, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity
VL  - 84
IS  - 3
SP  - 333
EP  - 341
DO  - 10.1111/cbdd.12322
ER  - 
@article{
author = "Filipović, Nenad R. and Grubišić, Sonja and Jovanović, Maja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Marinković, Aleksandar and Mitić, Dragana and Anđelković, Katarina K. and Todorović, Tamara",
year = "2014",
abstract = "Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.",
publisher = "Wiley-Blackwell, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity",
volume = "84",
number = "3",
pages = "333-341",
doi = "10.1111/cbdd.12322"
}
Filipović, N. R., Grubišić, S., Jovanović, M., Dulović, M., Marković, I., Klisurić, O., Marinković, A., Mitić, D., Anđelković, K. K.,& Todorović, T.. (2014). Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology and Drug Design
Wiley-Blackwell, Hoboken., 84(3), 333-341.
https://doi.org/10.1111/cbdd.12322
Filipović NR, Grubišić S, Jovanović M, Dulović M, Marković I, Klisurić O, Marinković A, Mitić D, Anđelković KK, Todorović T. Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology and Drug Design. 2014;84(3):333-341.
doi:10.1111/cbdd.12322 .
Filipović, Nenad R., Grubišić, Sonja, Jovanović, Maja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Marinković, Aleksandar, Mitić, Dragana, Anđelković, Katarina K., Todorović, Tamara, "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity" in Chemical Biology and Drug Design, 84, no. 3 (2014):333-341,
https://doi.org/10.1111/cbdd.12322 . .
1
13
14
15
13

Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541

Filipović, Nenad R.; Marković, Ivanka; Mitić, Dragana; Polović, Natalija; Milčić, Miloš K.; Dulović, Marija; Jovanović, Maja; Savić, Milena; Nikšić, Miomir; Anđelković, Katarina K.; Todorović, Tamara

(Wiley, Hoboken, 2014)

TY  - DATA
AU  - Filipović, Nenad R.
AU  - Marković, Ivanka
AU  - Mitić, Dragana
AU  - Polović, Natalija
AU  - Milčić, Miloš K.
AU  - Dulović, Marija
AU  - Jovanović, Maja
AU  - Savić, Milena
AU  - Nikšić, Miomir
AU  - Anđelković, Katarina K.
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3664
PB  - Wiley, Hoboken
T2  - Journal of Biochemical and Molecular Toxicology
T1  - Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3664
ER  - 
@misc{
author = "Filipović, Nenad R. and Marković, Ivanka and Mitić, Dragana and Polović, Natalija and Milčić, Miloš K. and Dulović, Marija and Jovanović, Maja and Savić, Milena and Nikšić, Miomir and Anđelković, Katarina K. and Todorović, Tamara",
year = "2014",
publisher = "Wiley, Hoboken",
journal = "Journal of Biochemical and Molecular Toxicology",
title = "Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3664"
}
Filipović, N. R., Marković, I., Mitić, D., Polović, N., Milčić, M. K., Dulović, M., Jovanović, M., Savić, M., Nikšić, M., Anđelković, K. K.,& Todorović, T.. (2014). Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541. in Journal of Biochemical and Molecular Toxicology
Wiley, Hoboken..
https://hdl.handle.net/21.15107/rcub_cherry_3664
Filipović NR, Marković I, Mitić D, Polović N, Milčić MK, Dulović M, Jovanović M, Savić M, Nikšić M, Anđelković KK, Todorović T. Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541. in Journal of Biochemical and Molecular Toxicology. 2014;.
https://hdl.handle.net/21.15107/rcub_cherry_3664 .
Filipović, Nenad R., Marković, Ivanka, Mitić, Dragana, Polović, Natalija, Milčić, Miloš K., Dulović, Marija, Jovanović, Maja, Savić, Milena, Nikšić, Miomir, Anđelković, Katarina K., Todorović, Tamara, "Supplementary data for the article: Filipović, N. R.; Marković, I.; Mitić, D.; Polović, N.; Milčić, M.; Dulović, M.; Jovanović, M.; Savić, M.; Nikšić, M.; Andelković, K.; et al. A Comparative Study of In Vitro Cytotoxic, Antioxidant, and Antimicrobial Activity of Pt(II), Zn(II), Cu(II), and Co(III) Complexes with N-Heteroaromatic Schiff Base (E)-2-[N’-(1-Pyridin-2-Yl-Ethylidene)Hydrazino]Acetate. Journal of Biochemical and Molecular Toxicology 2014, 28 (3), 99–110. https://doi.org/10.1002/jbt.21541" in Journal of Biochemical and Molecular Toxicology (2014),
https://hdl.handle.net/21.15107/rcub_cherry_3664 .

Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6

Filipović, Nenad R.; Polović, Natalija; Rašković, Brankica; Misirlić-Denčić, Sonja; Dulović, Marija; Savić, Milena; Nikšić, Miomir; Mitić, Dragana; Anđelković, Katarina K.; Todorović, Tamara

(Springer Wien, Wien, 2014)

TY  - DATA
AU  - Filipović, Nenad R.
AU  - Polović, Natalija
AU  - Rašković, Brankica
AU  - Misirlić-Denčić, Sonja
AU  - Dulović, Marija
AU  - Savić, Milena
AU  - Nikšić, Miomir
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3683
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3683
ER  - 
@misc{
author = "Filipović, Nenad R. and Polović, Natalija and Rašković, Brankica and Misirlić-Denčić, Sonja and Dulović, Marija and Savić, Milena and Nikšić, Miomir and Mitić, Dragana and Anđelković, Katarina K. and Todorović, Tamara",
year = "2014",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3683"
}
Filipović, N. R., Polović, N., Rašković, B., Misirlić-Denčić, S., Dulović, M., Savić, M., Nikšić, M., Mitić, D., Anđelković, K. K.,& Todorović, T.. (2014). Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6. in Monatshefte Fur Chemie
Springer Wien, Wien..
https://hdl.handle.net/21.15107/rcub_cherry_3683
Filipović NR, Polović N, Rašković B, Misirlić-Denčić S, Dulović M, Savić M, Nikšić M, Mitić D, Anđelković KK, Todorović T. Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6. in Monatshefte Fur Chemie. 2014;.
https://hdl.handle.net/21.15107/rcub_cherry_3683 .
Filipović, Nenad R., Polović, Natalija, Rašković, Brankica, Misirlić-Denčić, Sonja, Dulović, Marija, Savić, Milena, Nikšić, Miomir, Mitić, Dragana, Anđelković, Katarina K., Todorović, Tamara, "Supplementary data for the article: Filipović, N.; Polović, N.; Rašković, B.; Misirlić-Denčić, S.; Dulović, M.; Savić, M.; Nikšić, M.; Mitić, D.; Ancrossed D Signelković, K.; Todorović, T. Biological Activity of Two Isomeric N-Heteroaromatic Selenosemicarbazones and Their Metal Complexes. Monatshefte fur Chemie 2014, 145 (7), 1089–1099. https://doi.org/10.1007/s00706-014-1197-6" in Monatshefte Fur Chemie (2014),
https://hdl.handle.net/21.15107/rcub_cherry_3683 .

Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993

Dinić, Jelena; Novaković, Miroslav M.; Podolski-Renić, Ana; Stojković, Sonja; Mandić, Boris; Tešević, Vele; Vajs, Vlatka; Isaković, Aleksandra J.; Pešić, Milica

(Georg Thieme Verlag Kg, Stuttgart, 2014)

TY  - DATA
AU  - Dinić, Jelena
AU  - Novaković, Miroslav M.
AU  - Podolski-Renić, Ana
AU  - Stojković, Sonja
AU  - Mandić, Boris
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Isaković, Aleksandra J.
AU  - Pešić, Milica
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3677
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3677
ER  - 
@misc{
author = "Dinić, Jelena and Novaković, Miroslav M. and Podolski-Renić, Ana and Stojković, Sonja and Mandić, Boris and Tešević, Vele and Vajs, Vlatka and Isaković, Aleksandra J. and Pešić, Milica",
year = "2014",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3677"
}
Dinić, J., Novaković, M. M., Podolski-Renić, A., Stojković, S., Mandić, B., Tešević, V., Vajs, V., Isaković, A. J.,& Pešić, M.. (2014). Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart..
https://hdl.handle.net/21.15107/rcub_cherry_3677
Dinić J, Novaković MM, Podolski-Renić A, Stojković S, Mandić B, Tešević V, Vajs V, Isaković AJ, Pešić M. Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993. in Planta Medica. 2014;.
https://hdl.handle.net/21.15107/rcub_cherry_3677 .
Dinić, Jelena, Novaković, Miroslav M., Podolski-Renić, Ana, Stojković, Sonja, Mandić, Boris, Tešević, Vele, Vajs, Vlatka, Isaković, Aleksandra J., Pešić, Milica, "Supplementary data for the article: Dinić, J.; Novaković, M.; Podolski-Renić, A.; Stojković, S.; Mandić, B.; Tešević, V.; Vajs, V.; Isaković, A.; Pešić, M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus Glutinosa) and Their Interaction with Anticancer Drugs. Planta Medica 2014, 80 (13), 1088–1096. https://doi.org/10.1055/s-0034-1382993" in Planta Medica (2014),
https://hdl.handle.net/21.15107/rcub_cherry_3677 .

Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs

Dinić, Jelena; Novaković, Miroslav M.; Podolski-Renić, Ana; Stojković, Sonja; Mandić, Boris; Tešević, Vele; Vajs, Vlatka; Isaković, Aleksandra J.; Pešić, Milica

(Georg Thieme Verlag Kg, Stuttgart, 2014)

TY  - JOUR
AU  - Dinić, Jelena
AU  - Novaković, Miroslav M.
AU  - Podolski-Renić, Ana
AU  - Stojković, Sonja
AU  - Mandić, Boris
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Isaković, Aleksandra J.
AU  - Pešić, Milica
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1845
AB  - Diarylheptanoids belong to polyphenols, a group of plant secondary metabolites with multiple biological properties. Many of them display antioxidative, cytotoxic, or anticancer actions and are increasingly recognized as potential therapeutic agents. The aim of this study was to evaluate antioxidant and cytoprotective activity of two diarylheptanoids: platyphylloside 5(S)-1,7-di(4-hydroxyphenyl)-3-heptanone-5-O-beta-D-glucopyranoside (1) and its newly discovered analog 5(S)-1,7-di(4-hydroxyphenyl)-5-O-beta-D-[6-(E-p-coumaroylglucopyranosyl)]heptane-3-one (2), both isolated from the bark of black alder (Alnus glutinosa). To that end, we have employed a cancer cell line (NCI-H460), normal human keratinocytes (HaCaT), and peripheral blood mononuclear cells. The effects on cell growth were assessed by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay. Cell death was examined by annexin V/propidium iodide staining on a flow cytometer. Reactive oxygen species production was examined by dihydroethidium staining. Mitochondrial structure and doxorubicin localization were visualized by fluorescent microscopy. Gene expression of manganese superoxide dismutase and hypoxia-inducible factor-1 alpha was determined by reverse transcription polymerase chain reaction. Diarylheptanoids antagonized the effects of either doxorubicin or cisplatin, significantly increasing their IC50 values in normal cells. Diarylheptanoid 1 induced the retention of doxorubicin in cytoplasm and reduced mitochondrial fragmentation associated with doxorubicin application. Diarylheptanoid 2 reduced the reactive oxygen species production induced by cisplatin. Both compounds increased the messenger ribonucleic acid expression of enzymes involved in reactive oxygen species elimination (manganese superoxide dismutase and hypoxia-inducible factor-1 alpha). These results indicate that neutralization of reactive oxygen species is an important mechanism of diarylheptanoid action, although these compounds exert a considerable anticancer effect. Therefore, these compounds may serve as protectors of normal cells during chemotherapy without significantly diminishing the effect of the applied chemotherapeutic.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs
VL  - 80
IS  - 13
SP  - 1088
EP  - 1096
DO  - 10.1055/s-0034-1382993
ER  - 
@article{
author = "Dinić, Jelena and Novaković, Miroslav M. and Podolski-Renić, Ana and Stojković, Sonja and Mandić, Boris and Tešević, Vele and Vajs, Vlatka and Isaković, Aleksandra J. and Pešić, Milica",
year = "2014",
abstract = "Diarylheptanoids belong to polyphenols, a group of plant secondary metabolites with multiple biological properties. Many of them display antioxidative, cytotoxic, or anticancer actions and are increasingly recognized as potential therapeutic agents. The aim of this study was to evaluate antioxidant and cytoprotective activity of two diarylheptanoids: platyphylloside 5(S)-1,7-di(4-hydroxyphenyl)-3-heptanone-5-O-beta-D-glucopyranoside (1) and its newly discovered analog 5(S)-1,7-di(4-hydroxyphenyl)-5-O-beta-D-[6-(E-p-coumaroylglucopyranosyl)]heptane-3-one (2), both isolated from the bark of black alder (Alnus glutinosa). To that end, we have employed a cancer cell line (NCI-H460), normal human keratinocytes (HaCaT), and peripheral blood mononuclear cells. The effects on cell growth were assessed by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay. Cell death was examined by annexin V/propidium iodide staining on a flow cytometer. Reactive oxygen species production was examined by dihydroethidium staining. Mitochondrial structure and doxorubicin localization were visualized by fluorescent microscopy. Gene expression of manganese superoxide dismutase and hypoxia-inducible factor-1 alpha was determined by reverse transcription polymerase chain reaction. Diarylheptanoids antagonized the effects of either doxorubicin or cisplatin, significantly increasing their IC50 values in normal cells. Diarylheptanoid 1 induced the retention of doxorubicin in cytoplasm and reduced mitochondrial fragmentation associated with doxorubicin application. Diarylheptanoid 2 reduced the reactive oxygen species production induced by cisplatin. Both compounds increased the messenger ribonucleic acid expression of enzymes involved in reactive oxygen species elimination (manganese superoxide dismutase and hypoxia-inducible factor-1 alpha). These results indicate that neutralization of reactive oxygen species is an important mechanism of diarylheptanoid action, although these compounds exert a considerable anticancer effect. Therefore, these compounds may serve as protectors of normal cells during chemotherapy without significantly diminishing the effect of the applied chemotherapeutic.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs",
volume = "80",
number = "13",
pages = "1088-1096",
doi = "10.1055/s-0034-1382993"
}
Dinić, J., Novaković, M. M., Podolski-Renić, A., Stojković, S., Mandić, B., Tešević, V., Vajs, V., Isaković, A. J.,& Pešić, M.. (2014). Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 80(13), 1088-1096.
https://doi.org/10.1055/s-0034-1382993
Dinić J, Novaković MM, Podolski-Renić A, Stojković S, Mandić B, Tešević V, Vajs V, Isaković AJ, Pešić M. Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs. in Planta Medica. 2014;80(13):1088-1096.
doi:10.1055/s-0034-1382993 .
Dinić, Jelena, Novaković, Miroslav M., Podolski-Renić, Ana, Stojković, Sonja, Mandić, Boris, Tešević, Vele, Vajs, Vlatka, Isaković, Aleksandra J., Pešić, Milica, "Antioxidative Activity of Diarylheptanoids from the Bark of Black Alder (Alnus glutinosa) and Their Interaction with Anticancer Drugs" in Planta Medica, 80, no. 13 (2014):1088-1096,
https://doi.org/10.1055/s-0034-1382993 . .
1
16
12
14
14

Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide

Čobeljić, Božidar; Pevec, Andrej; Turel, Iztok; Swart, Marcel; Mitić, Dragana; Milenković, Marina; Marković, Ivanka; Jovanović, Maja; Sladić, Dušan; Jeremić, Marko; Anđelković, Katarina K.

(Elsevier Science Sa, Lausanne, 2013)

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Swart, Marcel
AU  - Mitić, Dragana
AU  - Milenković, Marina
AU  - Marković, Ivanka
AU  - Jovanović, Maja
AU  - Sladić, Dušan
AU  - Jeremić, Marko
AU  - Anđelković, Katarina K.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1367
AB  - A Schiff base of 3-acetylpyridine with semicarbazide as well as the corresponding tetrahedral Zn(II) complex were synthesized and characterized by X-ray crystal structure analysis and spectroscopic methods. It is interesting to note that the ligand coordinated as a monodentate although there are several donor atoms in it. Computational studies showed that such structure is more stable than the hypothetical structure with one ligand bound as a bidentate. The complex exibited moderate antibacterial, antifungal and cytotoxic activities while the ligand was mostly inactive. The complex strongly induced formation of reactive oxygen species in tumor cell lines. It also influenced cell cycle progression in tumor cell lines, and induced autophagy. The latter effect is, at least in part, a protective one.
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide
VL  - 404
SP  - 5
EP  - 12
DO  - 10.1016/j.ica.2013.04.017
ER  - 
@article{
author = "Čobeljić, Božidar and Pevec, Andrej and Turel, Iztok and Swart, Marcel and Mitić, Dragana and Milenković, Marina and Marković, Ivanka and Jovanović, Maja and Sladić, Dušan and Jeremić, Marko and Anđelković, Katarina K.",
year = "2013",
abstract = "A Schiff base of 3-acetylpyridine with semicarbazide as well as the corresponding tetrahedral Zn(II) complex were synthesized and characterized by X-ray crystal structure analysis and spectroscopic methods. It is interesting to note that the ligand coordinated as a monodentate although there are several donor atoms in it. Computational studies showed that such structure is more stable than the hypothetical structure with one ligand bound as a bidentate. The complex exibited moderate antibacterial, antifungal and cytotoxic activities while the ligand was mostly inactive. The complex strongly induced formation of reactive oxygen species in tumor cell lines. It also influenced cell cycle progression in tumor cell lines, and induced autophagy. The latter effect is, at least in part, a protective one.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide",
volume = "404",
pages = "5-12",
doi = "10.1016/j.ica.2013.04.017"
}
Čobeljić, B., Pevec, A., Turel, I., Swart, M., Mitić, D., Milenković, M., Marković, I., Jovanović, M., Sladić, D., Jeremić, M.,& Anđelković, K. K.. (2013). Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 404, 5-12.
https://doi.org/10.1016/j.ica.2013.04.017
Čobeljić B, Pevec A, Turel I, Swart M, Mitić D, Milenković M, Marković I, Jovanović M, Sladić D, Jeremić M, Anđelković KK. Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide. in Inorganica Chimica Acta. 2013;404:5-12.
doi:10.1016/j.ica.2013.04.017 .
Čobeljić, Božidar, Pevec, Andrej, Turel, Iztok, Swart, Marcel, Mitić, Dragana, Milenković, Marina, Marković, Ivanka, Jovanović, Maja, Sladić, Dušan, Jeremić, Marko, Anđelković, Katarina K., "Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide" in Inorganica Chimica Acta, 404 (2013):5-12,
https://doi.org/10.1016/j.ica.2013.04.017 . .
4
12
11
13
12

Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide

Čobeljić, Božidar; Pevec, Andrej; Turel, Iztok; Swart, Marcel; Mitić, Dragana; Milenković, Marina; Marković, Ivanka; Jovanović, Maja; Sladić, Dušan; Jeremić, Marko; Anđelković, Katarina K.

(Elsevier Science Sa, Lausanne, 2013)

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Swart, Marcel
AU  - Mitić, Dragana
AU  - Milenković, Marina
AU  - Marković, Ivanka
AU  - Jovanović, Maja
AU  - Sladić, Dušan
AU  - Jeremić, Marko
AU  - Anđelković, Katarina K.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3539
AB  - A Schiff base of 3-acetylpyridine with semicarbazide as well as the corresponding tetrahedral Zn(II) complex were synthesized and characterized by X-ray crystal structure analysis and spectroscopic methods. It is interesting to note that the ligand coordinated as a monodentate although there are several donor atoms in it. Computational studies showed that such structure is more stable than the hypothetical structure with one ligand bound as a bidentate. The complex exibited moderate antibacterial, antifungal and cytotoxic activities while the ligand was mostly inactive. The complex strongly induced formation of reactive oxygen species in tumor cell lines. It also influenced cell cycle progression in tumor cell lines, and induced autophagy. The latter effect is, at least in part, a protective one.
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide
VL  - 404
SP  - 5
EP  - 12
DO  - 10.1016/j.ica.2013.04.017
ER  - 
@article{
author = "Čobeljić, Božidar and Pevec, Andrej and Turel, Iztok and Swart, Marcel and Mitić, Dragana and Milenković, Marina and Marković, Ivanka and Jovanović, Maja and Sladić, Dušan and Jeremić, Marko and Anđelković, Katarina K.",
year = "2013",
abstract = "A Schiff base of 3-acetylpyridine with semicarbazide as well as the corresponding tetrahedral Zn(II) complex were synthesized and characterized by X-ray crystal structure analysis and spectroscopic methods. It is interesting to note that the ligand coordinated as a monodentate although there are several donor atoms in it. Computational studies showed that such structure is more stable than the hypothetical structure with one ligand bound as a bidentate. The complex exibited moderate antibacterial, antifungal and cytotoxic activities while the ligand was mostly inactive. The complex strongly induced formation of reactive oxygen species in tumor cell lines. It also influenced cell cycle progression in tumor cell lines, and induced autophagy. The latter effect is, at least in part, a protective one.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide",
volume = "404",
pages = "5-12",
doi = "10.1016/j.ica.2013.04.017"
}
Čobeljić, B., Pevec, A., Turel, I., Swart, M., Mitić, D., Milenković, M., Marković, I., Jovanović, M., Sladić, D., Jeremić, M.,& Anđelković, K. K.. (2013). Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 404, 5-12.
https://doi.org/10.1016/j.ica.2013.04.017
Čobeljić B, Pevec A, Turel I, Swart M, Mitić D, Milenković M, Marković I, Jovanović M, Sladić D, Jeremić M, Anđelković KK. Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide. in Inorganica Chimica Acta. 2013;404:5-12.
doi:10.1016/j.ica.2013.04.017 .
Čobeljić, Božidar, Pevec, Andrej, Turel, Iztok, Swart, Marcel, Mitić, Dragana, Milenković, Marina, Marković, Ivanka, Jovanović, Maja, Sladić, Dušan, Jeremić, Marko, Anđelković, Katarina K., "Synthesis, characterization, DFT calculations and biological activity of derivatives of 3-acetylpyridine and the zinc(II) complex with the condensation product of 3-acetylpyridine and semicarbazide" in Inorganica Chimica Acta, 404 (2013):5-12,
https://doi.org/10.1016/j.ica.2013.04.017 . .
4
12
11
13
12

Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017

Čobeljić, Božidar; Pevec, Andrej; Turel, Iztok; Swart, Marcel; Mitić, Dragana; Milenković, Marina; Marković, Ivanka; Jovanović, Maja; Sladić, Dušan; Jeremić, Marko; Anđelković, Katarina K.

(Elsevier Science Sa, Lausanne, 2013)

TY  - DATA
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Swart, Marcel
AU  - Mitić, Dragana
AU  - Milenković, Marina
AU  - Marković, Ivanka
AU  - Jovanović, Maja
AU  - Sladić, Dušan
AU  - Jeremić, Marko
AU  - Anđelković, Katarina K.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3540
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3540
ER  - 
@misc{
author = "Čobeljić, Božidar and Pevec, Andrej and Turel, Iztok and Swart, Marcel and Mitić, Dragana and Milenković, Marina and Marković, Ivanka and Jovanović, Maja and Sladić, Dušan and Jeremić, Marko and Anđelković, Katarina K.",
year = "2013",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3540"
}
Čobeljić, B., Pevec, A., Turel, I., Swart, M., Mitić, D., Milenković, M., Marković, I., Jovanović, M., Sladić, D., Jeremić, M.,& Anđelković, K. K.. (2013). Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne..
https://hdl.handle.net/21.15107/rcub_cherry_3540
Čobeljić B, Pevec A, Turel I, Swart M, Mitić D, Milenković M, Marković I, Jovanović M, Sladić D, Jeremić M, Anđelković KK. Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017. in Inorganica Chimica Acta. 2013;.
https://hdl.handle.net/21.15107/rcub_cherry_3540 .
Čobeljić, Božidar, Pevec, Andrej, Turel, Iztok, Swart, Marcel, Mitić, Dragana, Milenković, Marina, Marković, Ivanka, Jovanović, Maja, Sladić, Dušan, Jeremić, Marko, Anđelković, Katarina K., "Supplementary data for article: Čobeljić, B.; Pevec, A.; Turel, I.; Swart, M.; Mitić, D.; Milenković, M.; Marković, I.; Jovanović, M.; Sladić, D.; Jeremić, M.; et al. Synthesis, Characterization, DFT Calculations and Biological Activity of Derivatives of 3-Acetylpyridine and the Zinc(II) Complex with the Condensation Product of 3-Acetylpyridine and Semicarbazide. Inorganica Chimica Acta 2013, 404, 5–12. https://doi.org/10.1016/j.ica.2013.04.017" in Inorganica Chimica Acta (2013),
https://hdl.handle.net/21.15107/rcub_cherry_3540 .

Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f

Trmčić, Milena; Matović, Radomir; Tovilović, Gordana; Ristić, Biljana Z.; Trajković, Vladimir S.; Ferjančić, Zorana; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2012)

TY  - DATA
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Tovilović, Gordana
AU  - Ristić, Biljana Z.
AU  - Trajković, Vladimir S.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3673
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3673
ER  - 
@misc{
author = "Trmčić, Milena and Matović, Radomir and Tovilović, Gordana and Ristić, Biljana Z. and Trajković, Vladimir S. and Ferjančić, Zorana and Saičić, Radomir",
year = "2012",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3673"
}
Trmčić, M., Matović, R., Tovilović, G., Ristić, B. Z., Trajković, V. S., Ferjančić, Z.,& Saičić, R.. (2012). Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3673
Trmčić M, Matović R, Tovilović G, Ristić BZ, Trajković VS, Ferjančić Z, Saičić R. Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f. in Organic and Biomolecular Chemistry. 2012;.
https://hdl.handle.net/21.15107/rcub_cherry_3673 .
Trmčić, Milena, Matović, Radomir, Tovilović, Gordana, Ristić, Biljana Z., Trajković, Vladimir S., Ferjančić, Zorana, Saičić, Radomir, "Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f" in Organic and Biomolecular Chemistry (2012),
https://hdl.handle.net/21.15107/rcub_cherry_3673 .

A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids

Trmčić, Milena; Matović, Radomir; Tovilović, Gordana; Ristić, Biljana Z.; Trajković, Vladimir S.; Ferjančić, Zorana; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2012)

TY  - JOUR
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Tovilović, Gordana
AU  - Ristić, Biljana Z.
AU  - Trajković, Vladimir S.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1304
AB  - The design, synthesis and biological evaluation of a novel C, D-spirolactone analogue of paclitaxel is described. This is the first paclitaxel analogue without an oxetane D-ring that shows a significant cytotoxic effect (activity one order of magnitude lower than paclitaxel). More importantly, its cytotoxicity is a result of a different mechanism of action, involving mTOR inhibition-dependent autophagy instead of G(2)/M cell cycle arrest-dependent apoptosis.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids
VL  - 10
IS  - 25
SP  - 4933
EP  - 4942
DO  - 10.1039/c2ob25514f
ER  - 
@article{
author = "Trmčić, Milena and Matović, Radomir and Tovilović, Gordana and Ristić, Biljana Z. and Trajković, Vladimir S. and Ferjančić, Zorana and Saičić, Radomir",
year = "2012",
abstract = "The design, synthesis and biological evaluation of a novel C, D-spirolactone analogue of paclitaxel is described. This is the first paclitaxel analogue without an oxetane D-ring that shows a significant cytotoxic effect (activity one order of magnitude lower than paclitaxel). More importantly, its cytotoxicity is a result of a different mechanism of action, involving mTOR inhibition-dependent autophagy instead of G(2)/M cell cycle arrest-dependent apoptosis.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids",
volume = "10",
number = "25",
pages = "4933-4942",
doi = "10.1039/c2ob25514f"
}
Trmčić, M., Matović, R., Tovilović, G., Ristić, B. Z., Trajković, V. S., Ferjančić, Z.,& Saičić, R.. (2012). A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 10(25), 4933-4942.
https://doi.org/10.1039/c2ob25514f
Trmčić M, Matović R, Tovilović G, Ristić BZ, Trajković VS, Ferjančić Z, Saičić R. A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids. in Organic and Biomolecular Chemistry. 2012;10(25):4933-4942.
doi:10.1039/c2ob25514f .
Trmčić, Milena, Matović, Radomir, Tovilović, Gordana, Ristić, Biljana Z., Trajković, Vladimir S., Ferjančić, Zorana, Saičić, Radomir, "A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids" in Organic and Biomolecular Chemistry, 10, no. 25 (2012):4933-4942,
https://doi.org/10.1039/c2ob25514f . .
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Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells

Misirlić-Denčić, Sonja; Poljarević, Jelena; Vilimanovich, Urosh; Bogdanović, Andrija; Isaković, Aleksandra J.; Kravić-Stevović, Tamara; Dulović, Marija; Zogović, Nevena; Isaković, Anđelka M.; Grgurić-Šipka, Sanja; Bumbasirevic, Vladimir; Sabo, Tibor; Trajković, Vladimir S.; Marković, Ivanka

(Amer Chemical Soc, Washington, 2012)

TY  - JOUR
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Vilimanovich, Urosh
AU  - Bogdanović, Andrija
AU  - Isaković, Aleksandra J.
AU  - Kravić-Stevović, Tamara
AU  - Dulović, Marija
AU  - Zogović, Nevena
AU  - Isaković, Anđelka M.
AU  - Grgurić-Šipka, Sanja
AU  - Bumbasirevic, Vladimir
AU  - Sabo, Tibor
AU  - Trajković, Vladimir S.
AU  - Marković, Ivanka
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1279
AB  - We investigated the cytotoxicity of recently synthesized (S,S)-ethyleridiamine-N,N'-di-2-(3-cyclohexyl)propanoic acid esters toward human leukemic cell lines and healthy blood mononuclear cells. Cell viability was assessed by acid phosphatase assay, apoptosis, and differentiation were analyzed by flow cytometry and electron microscopy, while intracellular localization of apoptosis-inducing factor (AIF) was determined by immunoblotting. It was demonstrated that methyl, ethyl, and n-propyl esters were toxic to HL-60, REH, MOLT-4, KG-1, JVM-2, and K-562 leukemic cell lines, while the nonesterified parental compound and n-butyl ester were devoid of cytotoxic action. The ethyl ester exhibited the highest cytotoxic activity (IC50 10.7 mu M-45.4 mu M), which was comparable to that of the prototypical anticancer drug cisplatin. The observed cytotoxic effect in HL-60 cells was associated with an increase in superoxide production and mitochondrial membrane depolarization, leading to apoptotic cell death characterized by phosphatidylserine externalization and DNA fragmentation in the absence of autophagic response. DNA fragmentation preceded caspase activation and followed AIF translocation from mitochondria to nucleus, which was indicative of caspase-independent apoptotic cell death. HL-60 cells treated with subtoxic concentration of the compound displayed morphological signs of granulocytic differentiation (nuclear indentations and presence of cytoplasmic primary granules), as well as an increased expression of differentiation markers CD11b and CD15. The cyclohexyl analogues of ethylenediamine dipropanoic acid were also toxic to peripheral blood mononuclear cells of both healthy controls and leukemic patients, the latter being more sensitive. Our data demonstrate that the toxicity of the investigated cyclohexyl compounds against leukemic cell lines is mediated by caspase-independent apoptosis associated with oxidative stress, mitochondrial dysfunction, and AIF translocation.
PB  - Amer Chemical Soc, Washington
T2  - Chemical Research in Toxicology
T1  - Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells
VL  - 25
IS  - 4
SP  - 931
EP  - 939
DO  - 10.1021/tx3000329
ER  - 
@article{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Vilimanovich, Urosh and Bogdanović, Andrija and Isaković, Aleksandra J. and Kravić-Stevović, Tamara and Dulović, Marija and Zogović, Nevena and Isaković, Anđelka M. and Grgurić-Šipka, Sanja and Bumbasirevic, Vladimir and Sabo, Tibor and Trajković, Vladimir S. and Marković, Ivanka",
year = "2012",
abstract = "We investigated the cytotoxicity of recently synthesized (S,S)-ethyleridiamine-N,N'-di-2-(3-cyclohexyl)propanoic acid esters toward human leukemic cell lines and healthy blood mononuclear cells. Cell viability was assessed by acid phosphatase assay, apoptosis, and differentiation were analyzed by flow cytometry and electron microscopy, while intracellular localization of apoptosis-inducing factor (AIF) was determined by immunoblotting. It was demonstrated that methyl, ethyl, and n-propyl esters were toxic to HL-60, REH, MOLT-4, KG-1, JVM-2, and K-562 leukemic cell lines, while the nonesterified parental compound and n-butyl ester were devoid of cytotoxic action. The ethyl ester exhibited the highest cytotoxic activity (IC50 10.7 mu M-45.4 mu M), which was comparable to that of the prototypical anticancer drug cisplatin. The observed cytotoxic effect in HL-60 cells was associated with an increase in superoxide production and mitochondrial membrane depolarization, leading to apoptotic cell death characterized by phosphatidylserine externalization and DNA fragmentation in the absence of autophagic response. DNA fragmentation preceded caspase activation and followed AIF translocation from mitochondria to nucleus, which was indicative of caspase-independent apoptotic cell death. HL-60 cells treated with subtoxic concentration of the compound displayed morphological signs of granulocytic differentiation (nuclear indentations and presence of cytoplasmic primary granules), as well as an increased expression of differentiation markers CD11b and CD15. The cyclohexyl analogues of ethylenediamine dipropanoic acid were also toxic to peripheral blood mononuclear cells of both healthy controls and leukemic patients, the latter being more sensitive. Our data demonstrate that the toxicity of the investigated cyclohexyl compounds against leukemic cell lines is mediated by caspase-independent apoptosis associated with oxidative stress, mitochondrial dysfunction, and AIF translocation.",
publisher = "Amer Chemical Soc, Washington",
journal = "Chemical Research in Toxicology",
title = "Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells",
volume = "25",
number = "4",
pages = "931-939",
doi = "10.1021/tx3000329"
}
Misirlić-Denčić, S., Poljarević, J., Vilimanovich, U., Bogdanović, A., Isaković, A. J., Kravić-Stevović, T., Dulović, M., Zogović, N., Isaković, A. M., Grgurić-Šipka, S., Bumbasirevic, V., Sabo, T., Trajković, V. S.,& Marković, I.. (2012). Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells. in Chemical Research in Toxicology
Amer Chemical Soc, Washington., 25(4), 931-939.
https://doi.org/10.1021/tx3000329
Misirlić-Denčić S, Poljarević J, Vilimanovich U, Bogdanović A, Isaković AJ, Kravić-Stevović T, Dulović M, Zogović N, Isaković AM, Grgurić-Šipka S, Bumbasirevic V, Sabo T, Trajković VS, Marković I. Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells. in Chemical Research in Toxicology. 2012;25(4):931-939.
doi:10.1021/tx3000329 .
Misirlić-Denčić, Sonja, Poljarević, Jelena, Vilimanovich, Urosh, Bogdanović, Andrija, Isaković, Aleksandra J., Kravić-Stevović, Tamara, Dulović, Marija, Zogović, Nevena, Isaković, Anđelka M., Grgurić-Šipka, Sanja, Bumbasirevic, Vladimir, Sabo, Tibor, Trajković, Vladimir S., Marković, Ivanka, "Cyclohexyl Analogues of Ethylenediamine Dipropanoic Acid Induce Caspase-Independent Mitochondrial Apoptosis in Human Leukemic Cells" in Chemical Research in Toxicology, 25, no. 4 (2012):931-939,
https://doi.org/10.1021/tx3000329 . .
21
25
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Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands

Savić, Aleksandar; Dulović, Marija; Poljarević, Jelena; Misirlić-Denčić, Sonja; Jovanović, Maja; Bogdanović, Andrija; Trajković, Vladimir S.; Sabo, Tibor; Grgurić-Šipka, Sanja; Marković, Ivanka

(Wiley-Blackwell, Malden, 2011)

TY  - JOUR
AU  - Savić, Aleksandar
AU  - Dulović, Marija
AU  - Poljarević, Jelena
AU  - Misirlić-Denčić, Sonja
AU  - Jovanović, Maja
AU  - Bogdanović, Andrija
AU  - Trajković, Vladimir S.
AU  - Sabo, Tibor
AU  - Grgurić-Šipka, Sanja
AU  - Marković, Ivanka
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1215
AB  - Herein we describe the synthesis, characterization, and anticancer activity of novel p-cymeneruthenium(II) complexes containing methyl, ethyl, n-propyl, and n-butyl esters of (S, S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid. The results of IR, UV/Vis, ESIMS, (1)H, and (13)C NMR characterization reveal that ligand coordination occurs through nitrogen donor atoms of the ester ligands, with the organoruthenium moiety being kept in complex. These ruthenium(II) complexes are cytotoxic toward various cancer cell lines including leukemic HL-60, K562, and REH cells (IC(50) : 1.0-20.2 mu m), with the n-butyl ester complex being the most effective. It causes apoptotic cell death associated with mitochondrial depolarization, caspase activation, phosphatidylserine exposure, and DNA fragmentation. Importantly, the n-butyl ester complex is more effective against leukemic patients' blood mononuclear cells relative to those from healthy control subjects, thus indicating a fairly selective antileukemic action of Ru(II)-based compounds.
PB  - Wiley-Blackwell, Malden
T2  - ChemMedChem
T1  - Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands
VL  - 6
IS  - 10
SP  - 1884
EP  - 1891
DO  - 10.1002/cmdc.201100232
ER  - 
@article{
author = "Savić, Aleksandar and Dulović, Marija and Poljarević, Jelena and Misirlić-Denčić, Sonja and Jovanović, Maja and Bogdanović, Andrija and Trajković, Vladimir S. and Sabo, Tibor and Grgurić-Šipka, Sanja and Marković, Ivanka",
year = "2011",
abstract = "Herein we describe the synthesis, characterization, and anticancer activity of novel p-cymeneruthenium(II) complexes containing methyl, ethyl, n-propyl, and n-butyl esters of (S, S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid. The results of IR, UV/Vis, ESIMS, (1)H, and (13)C NMR characterization reveal that ligand coordination occurs through nitrogen donor atoms of the ester ligands, with the organoruthenium moiety being kept in complex. These ruthenium(II) complexes are cytotoxic toward various cancer cell lines including leukemic HL-60, K562, and REH cells (IC(50) : 1.0-20.2 mu m), with the n-butyl ester complex being the most effective. It causes apoptotic cell death associated with mitochondrial depolarization, caspase activation, phosphatidylserine exposure, and DNA fragmentation. Importantly, the n-butyl ester complex is more effective against leukemic patients' blood mononuclear cells relative to those from healthy control subjects, thus indicating a fairly selective antileukemic action of Ru(II)-based compounds.",
publisher = "Wiley-Blackwell, Malden",
journal = "ChemMedChem",
title = "Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands",
volume = "6",
number = "10",
pages = "1884-1891",
doi = "10.1002/cmdc.201100232"
}
Savić, A., Dulović, M., Poljarević, J., Misirlić-Denčić, S., Jovanović, M., Bogdanović, A., Trajković, V. S., Sabo, T., Grgurić-Šipka, S.,& Marković, I.. (2011). Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands. in ChemMedChem
Wiley-Blackwell, Malden., 6(10), 1884-1891.
https://doi.org/10.1002/cmdc.201100232
Savić A, Dulović M, Poljarević J, Misirlić-Denčić S, Jovanović M, Bogdanović A, Trajković VS, Sabo T, Grgurić-Šipka S, Marković I. Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands. in ChemMedChem. 2011;6(10):1884-1891.
doi:10.1002/cmdc.201100232 .
Savić, Aleksandar, Dulović, Marija, Poljarević, Jelena, Misirlić-Denčić, Sonja, Jovanović, Maja, Bogdanović, Andrija, Trajković, Vladimir S., Sabo, Tibor, Grgurić-Šipka, Sanja, Marković, Ivanka, "Synthesis and in vitro Anticancer Activity of Ruthenium-Cymene Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-diacetate-Type Ligands" in ChemMedChem, 6, no. 10 (2011):1884-1891,
https://doi.org/10.1002/cmdc.201100232 . .
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