TY  - JOUR
AU  - Krstić, Natalija M.
AU  - Matić, Ivana Z.
AU  - Juranić, Zorica D.
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1843
AB  - The in vitro cytotoxic activity of previously synthesized steroid dimers with different spacer group (sulfide, trithiolane ring or phosphorotrithioate) and the substituent at C-17 position was tested for their possible effects against following human tumor cell lines: cervical adenocarcinoma (HeLa), chronic myelogenous leukemia (K562) and two human breast cancer cell lines (MDA-MB-361 and MDA-MB-453). These compounds, applied at micromolar concentrations, exhibited cytotoxic activity of different intensity (compared with cisplatin as a control), modality and selectivity in these malignant cell lines. The best activity against all four cell cancer lines was exhibited by dimer-sulfides. All screened compounds exerted concentration-dependent cytotoxic activity against leukemia K562 cells. The compounds which exerted the most pronounced cytotoxic action exhibited notably higher cytotoxic activities against K562, HeLa and MDA-MB-453 cells in comparison to resting and PHA-stimulated PBMC, pointing to a significant selectivity in their antitumor actions. Examination of the mechanisms of cytotoxicity on leukemia K562 cells revealed pro-apoptotic action of each of the investigated compounds applied at concentrations 2IC(50). The most prominent pro-apoptotic action was exhibited by dimer-sulfide of cholest-4-en-3-one. Furthermore, almost all of the tested compounds at IC50 concentrations induced G1 phase cell cycle arrest in K562 cells. Antimicrobial activity against Gram-positive, Gram-negative bacteria and fungal cells, and toxicity to brine shrimp Artemia sauna, were evaluated. There was no antibacterial activity. The best antifungal activity was exhibited against Saccharomyces cerevisiae by dimers linked with trithiolane ring, indicating a selective activity of investigated compounds. (C) 2014 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Journal of Steroid Biochemistry and Molecular Biology
T1  - Steroid dimers-In vitro cytotoxic and antimicrobial activities
VL  - 143
SP  - 365
EP  - 375
DO  - 10.1016/j.jsbmb.2014.06.005
ER  - 

@article{
author = "Krstić, Natalija M. and Matić, Ivana Z. and Juranić, Zorica D. and Novaković, Irena T. and Sladić, Dušan",
year = "2014",
abstract = "The in vitro cytotoxic activity of previously synthesized steroid dimers with different spacer group (sulfide, trithiolane ring or phosphorotrithioate) and the substituent at C-17 position was tested for their possible effects against following human tumor cell lines: cervical adenocarcinoma (HeLa), chronic myelogenous leukemia (K562) and two human breast cancer cell lines (MDA-MB-361 and MDA-MB-453). These compounds, applied at micromolar concentrations, exhibited cytotoxic activity of different intensity (compared with cisplatin as a control), modality and selectivity in these malignant cell lines. The best activity against all four cell cancer lines was exhibited by dimer-sulfides. All screened compounds exerted concentration-dependent cytotoxic activity against leukemia K562 cells. The compounds which exerted the most pronounced cytotoxic action exhibited notably higher cytotoxic activities against K562, HeLa and MDA-MB-453 cells in comparison to resting and PHA-stimulated PBMC, pointing to a significant selectivity in their antitumor actions. Examination of the mechanisms of cytotoxicity on leukemia K562 cells revealed pro-apoptotic action of each of the investigated compounds applied at concentrations 2IC(50). The most prominent pro-apoptotic action was exhibited by dimer-sulfide of cholest-4-en-3-one. Furthermore, almost all of the tested compounds at IC50 concentrations induced G1 phase cell cycle arrest in K562 cells. Antimicrobial activity against Gram-positive, Gram-negative bacteria and fungal cells, and toxicity to brine shrimp Artemia sauna, were evaluated. There was no antibacterial activity. The best antifungal activity was exhibited against Saccharomyces cerevisiae by dimers linked with trithiolane ring, indicating a selective activity of investigated compounds. (C) 2014 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Journal of Steroid Biochemistry and Molecular Biology",
title = "Steroid dimers-In vitro cytotoxic and antimicrobial activities",
volume = "143",
pages = "365-375",
doi = "10.1016/j.jsbmb.2014.06.005"
}

Krstić, N. M., Matić, I. Z., Juranić, Z. D., Novaković, I. T.,& Sladić, D.. (2014). Steroid dimers-In vitro cytotoxic and antimicrobial activities. in Journal of Steroid Biochemistry and Molecular Biology
Pergamon-Elsevier Science Ltd, Oxford., 143, 365-375.
https://doi.org/10.1016/j.jsbmb.2014.06.005

Krstić NM, Matić IZ, Juranić ZD, Novaković IT, Sladić D. Steroid dimers-In vitro cytotoxic and antimicrobial activities. in Journal of Steroid Biochemistry and Molecular Biology. 2014;143:365-375.
doi:10.1016/j.jsbmb.2014.06.005 .

Krstić, Natalija M., Matić, Ivana Z., Juranić, Zorica D., Novaković, Irena T., Sladić, Dušan, "Steroid dimers-In vitro cytotoxic and antimicrobial activities" in Journal of Steroid Biochemistry and Molecular Biology, 143 (2014):365-375,
https://doi.org/10.1016/j.jsbmb.2014.06.005 . .

TY  - JOUR
AU  - Matić, Ivana Z.
AU  - Aljančić, Ivana
AU  - Žižak, Željko S.
AU  - Vajs, Vlatka
AU  - Jadranin, Milka
AU  - Milosavljević, Slobodan M.
AU  - Juranić, Zorica D.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1608
AB  - Background: The aim of this research was to determine the intensity and mechanisms of the cytotoxic actions of five extracts isolated from the endemic plant species Helichrysum zivojinii Cernjavski & Soska (family Asteraceae) against specific cancer cell lines. In order to evaluate the sensitivity of normal immunocompetent cells implicated in the antitumor immune response, the cytotoxicity of extracts was also tested against healthy peripheral blood mononuclear cells (PBMC). Methods: The aerial parts of the plants were air-dried, powdered, and successively extracted with solvents of increasing polarity to obtain hexane, dichloromethane, ethyl-acetate, n-butanol and methanol extracts. The cytotoxic activities of the extracts against human cervix adenocarcinoma HeLa, human melanoma Fem-x, human myelogenous leukemia K562, human breast adenocarcinoma MDA-MB-361 cells and PBMC were evaluated by the MTT test. The mode of HeLa cell death was investigated by morphological analysis. Changes in the cell cycle of HeLa cells treated with the extracts were analyzed by flow cytometry. The apoptotic mechanisms induced by the tested extracts were determined using specific caspase inhibitors. Results: The investigated Helichrysum zivojinii extracts exerted selective dose-dependent cytotoxic actions against selected cancer cell lines and healthy immunocompetent PBMC stimulated to proliferate, while the cytotoxic actions exerted on unstimulated PBMC were less pronounced. The tested extracts exhibited considerably stronger cytotoxic activities towards HeLa, Fem-x and K562 cells in comparison to resting and stimulated PBMC. It is worth noting that the cytotoxicity of the extracts was weaker against unstimulated PBMC in comparison to stimulated PBMC. Furthermore, each of the five extracts induced apoptosis in HeLa cells, through the activation of both intrinsic and extrinsic signaling pathways. Conclusion: Extracts obtained from the endemic plant Helichrysum zivojinii may represent an important source of novel potential antitumor agents due to their pronounced and selective cytotoxic actions towards malignant cells.
PB  - Biomed Central Ltd, London
T2  - BMC Complementary and Alternative Medicine
T1  - In vitro antitumor actions of extracts from endemic plant Helichrysum zivojinii
VL  - 13
DO  - 10.1186/1472-6882-13-36
ER  - 

@article{
author = "Matić, Ivana Z. and Aljančić, Ivana and Žižak, Željko S. and Vajs, Vlatka and Jadranin, Milka and Milosavljević, Slobodan M. and Juranić, Zorica D.",
year = "2013",
abstract = "Background: The aim of this research was to determine the intensity and mechanisms of the cytotoxic actions of five extracts isolated from the endemic plant species Helichrysum zivojinii Cernjavski & Soska (family Asteraceae) against specific cancer cell lines. In order to evaluate the sensitivity of normal immunocompetent cells implicated in the antitumor immune response, the cytotoxicity of extracts was also tested against healthy peripheral blood mononuclear cells (PBMC). Methods: The aerial parts of the plants were air-dried, powdered, and successively extracted with solvents of increasing polarity to obtain hexane, dichloromethane, ethyl-acetate, n-butanol and methanol extracts. The cytotoxic activities of the extracts against human cervix adenocarcinoma HeLa, human melanoma Fem-x, human myelogenous leukemia K562, human breast adenocarcinoma MDA-MB-361 cells and PBMC were evaluated by the MTT test. The mode of HeLa cell death was investigated by morphological analysis. Changes in the cell cycle of HeLa cells treated with the extracts were analyzed by flow cytometry. The apoptotic mechanisms induced by the tested extracts were determined using specific caspase inhibitors. Results: The investigated Helichrysum zivojinii extracts exerted selective dose-dependent cytotoxic actions against selected cancer cell lines and healthy immunocompetent PBMC stimulated to proliferate, while the cytotoxic actions exerted on unstimulated PBMC were less pronounced. The tested extracts exhibited considerably stronger cytotoxic activities towards HeLa, Fem-x and K562 cells in comparison to resting and stimulated PBMC. It is worth noting that the cytotoxicity of the extracts was weaker against unstimulated PBMC in comparison to stimulated PBMC. Furthermore, each of the five extracts induced apoptosis in HeLa cells, through the activation of both intrinsic and extrinsic signaling pathways. Conclusion: Extracts obtained from the endemic plant Helichrysum zivojinii may represent an important source of novel potential antitumor agents due to their pronounced and selective cytotoxic actions towards malignant cells.",
publisher = "Biomed Central Ltd, London",
journal = "BMC Complementary and Alternative Medicine",
title = "In vitro antitumor actions of extracts from endemic plant Helichrysum zivojinii",
volume = "13",
doi = "10.1186/1472-6882-13-36"
}

Matić, I. Z., Aljančić, I., Žižak, Ž. S., Vajs, V., Jadranin, M., Milosavljević, S. M.,& Juranić, Z. D.. (2013). In vitro antitumor actions of extracts from endemic plant Helichrysum zivojinii. in BMC Complementary and Alternative Medicine
Biomed Central Ltd, London., 13.
https://doi.org/10.1186/1472-6882-13-36

Matić IZ, Aljančić I, Žižak ŽS, Vajs V, Jadranin M, Milosavljević SM, Juranić ZD. In vitro antitumor actions of extracts from endemic plant Helichrysum zivojinii. in BMC Complementary and Alternative Medicine. 2013;13.
doi:10.1186/1472-6882-13-36 .

Matić, Ivana Z., Aljančić, Ivana, Žižak, Željko S., Vajs, Vlatka, Jadranin, Milka, Milosavljević, Slobodan M., Juranić, Zorica D., "In vitro antitumor actions of extracts from endemic plant Helichrysum zivojinii" in BMC Complementary and Alternative Medicine, 13 (2013),
https://doi.org/10.1186/1472-6882-13-36 . .

TY  - JOUR
AU  - Matić, Ivana Z.
AU  - Aljančić, Ivana
AU  - Vajs, Vlatka
AU  - Jadranin, Milka
AU  - Gligorijević, Nevenka
AU  - Milosavljević, Slobodan M.
AU  - Juranić, Zorica D.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1435
AB  - Helichrysum zivojinii Cernjavski & Soska is an endemic plant species that grows in the National Park Galicica in Macedonia. Five extracts were isolated as fractions from the aerial parts of the plant: a n-hexane extract (1), a dichloromethane extract (2), an ethyl-acetate extract (3), a n-butanol extract (4) and a methanol extract (5). A dose-dependent cytotoxic activity of the extracts on MDA-MB-231 and EA.hy926 cells was observed. Extracts exhibited more pronounced cytotoxic actions on MDA-MB-231 cells than on EA.hy926 cells. The n-hexane extract (1), at a non-toxic concentration, exhibited an inhibitory effect on the migration as well the invasiveness of MDA-MB-231 cells. The dichloromethane extract (2), at a non-toxic concentration, demonstrated inhibition of MDA-MB-231 cells invasion. Each of the five extracts applied at non-toxic concentrations inhibited migration of EA.hy926 cells. The prominent inhibitory effect of the n-hexane extract on EA.hy926 cells migration was associated with a notable anti-angiogenic action of this extract. The other four tested extracts demonstrated mild anti-angiogenic activity. Our data highlight the prominent anticancer potential of n-hexane (1) and dichloromethane (2) extracts, which could be attributed to their very pronounced and selective cytotoxic activities as well as their anti-invasive and anti-angiogenic properties.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Cancer-Suppressive Potential of Extracts of Endemic Plant Helichrysum zivojinii: Effects on Cell Migration, Invasion and Angiogenesis
VL  - 8
IS  - 9
SP  - 1291
EP  - 1296
UR  - https://hdl.handle.net/21.15107/rcub_cherry_1435
ER  - 

@article{
author = "Matić, Ivana Z. and Aljančić, Ivana and Vajs, Vlatka and Jadranin, Milka and Gligorijević, Nevenka and Milosavljević, Slobodan M. and Juranić, Zorica D.",
year = "2013",
abstract = "Helichrysum zivojinii Cernjavski & Soska is an endemic plant species that grows in the National Park Galicica in Macedonia. Five extracts were isolated as fractions from the aerial parts of the plant: a n-hexane extract (1), a dichloromethane extract (2), an ethyl-acetate extract (3), a n-butanol extract (4) and a methanol extract (5). A dose-dependent cytotoxic activity of the extracts on MDA-MB-231 and EA.hy926 cells was observed. Extracts exhibited more pronounced cytotoxic actions on MDA-MB-231 cells than on EA.hy926 cells. The n-hexane extract (1), at a non-toxic concentration, exhibited an inhibitory effect on the migration as well the invasiveness of MDA-MB-231 cells. The dichloromethane extract (2), at a non-toxic concentration, demonstrated inhibition of MDA-MB-231 cells invasion. Each of the five extracts applied at non-toxic concentrations inhibited migration of EA.hy926 cells. The prominent inhibitory effect of the n-hexane extract on EA.hy926 cells migration was associated with a notable anti-angiogenic action of this extract. The other four tested extracts demonstrated mild anti-angiogenic activity. Our data highlight the prominent anticancer potential of n-hexane (1) and dichloromethane (2) extracts, which could be attributed to their very pronounced and selective cytotoxic activities as well as their anti-invasive and anti-angiogenic properties.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Cancer-Suppressive Potential of Extracts of Endemic Plant Helichrysum zivojinii: Effects on Cell Migration, Invasion and Angiogenesis",
volume = "8",
number = "9",
pages = "1291-1296",
url = "https://hdl.handle.net/21.15107/rcub_cherry_1435"
}

Matić, I. Z., Aljančić, I., Vajs, V., Jadranin, M., Gligorijević, N., Milosavljević, S. M.,& Juranić, Z. D.. (2013). Cancer-Suppressive Potential of Extracts of Endemic Plant Helichrysum zivojinii: Effects on Cell Migration, Invasion and Angiogenesis. in Natural Product Communications
Natural Products Inc, Westerville., 8(9), 1291-1296.
https://hdl.handle.net/21.15107/rcub_cherry_1435

Matić IZ, Aljančić I, Vajs V, Jadranin M, Gligorijević N, Milosavljević SM, Juranić ZD. Cancer-Suppressive Potential of Extracts of Endemic Plant Helichrysum zivojinii: Effects on Cell Migration, Invasion and Angiogenesis. in Natural Product Communications. 2013;8(9):1291-1296.
https://hdl.handle.net/21.15107/rcub_cherry_1435 .

Matić, Ivana Z., Aljančić, Ivana, Vajs, Vlatka, Jadranin, Milka, Gligorijević, Nevenka, Milosavljević, Slobodan M., Juranić, Zorica D., "Cancer-Suppressive Potential of Extracts of Endemic Plant Helichrysum zivojinii: Effects on Cell Migration, Invasion and Angiogenesis" in Natural Product Communications, 8, no. 9 (2013):1291-1296,
https://hdl.handle.net/21.15107/rcub_cherry_1435 .

TY  - JOUR
AU  - Krstić, Natalija M.
AU  - Bjelaković, Mira S.
AU  - Pavlović, Vladimir D.
AU  - Robeyns, Koen
AU  - Juranić, Zorica D.
AU  - Matić, Ivana Z.
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1282
AB  - The reactions of 17 alpha-hydroxyprogesterone with Lawesson's reagent (LR) in toluene, CH2Cl2 and/or CCl4 gave, depending on the duration of the reaction, two diastereoisomeric androst-4-en-17-spiro-1,3,2-oxathiaphospholane-2-sulfide pairs 2a,b and 3a,b in approximately 7:3 ratio, differing in configuration at the phosphorus atom. A parallel analysis of heteronuclear 2D H-1-C-13 spectra (HSQC and HMBC) and homo-nuclear 2D spectra (NOESY) enabled complete H-1 and C-13 assignments of each isomer. Also, analysis of NOESY correlations provided evidence for the preferred conformation. X-ray analysis of 3a confirmed the structure and absolute configuration on phosphorus. A pathway for the formation of 1,3,2-oxathiaphospholane ring was proposed. Cytotoxic activity in vitro was tested against three tumor cell lines (human cervix carcinoma HeLa cells and two human breast carcinoma MDA-MB-361 and MDA-MB-453 cells). Compound 3a and mixture 3a,b showed a moderate activity against HeLa and MDA-MB-453 cell lines while against MDA-MB-361 cell line all tested compounds exerted very weak cytotoxic effect. Antimicrobial activity against Gram-positive, Gram-negative bacteria and fungal cells, toxicity to brine shrimp Artemia sauna, were evaluated. All tested compounds showed strong antifungal activity. (C) 2012 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - New androst-4-en-17-spiro-1,3,2-oxathiaphospholanes. Synthesis, assignment of absolute configuration and in vitro cytotoxic and antimicrobial activities
VL  - 77
IS  - 5
SP  - 558
EP  - 565
DO  - 10.1016/j.steroids.2012.01.021
ER  - 

@article{
author = "Krstić, Natalija M. and Bjelaković, Mira S. and Pavlović, Vladimir D. and Robeyns, Koen and Juranić, Zorica D. and Matić, Ivana Z. and Novaković, Irena T. and Sladić, Dušan",
year = "2012",
abstract = "The reactions of 17 alpha-hydroxyprogesterone with Lawesson's reagent (LR) in toluene, CH2Cl2 and/or CCl4 gave, depending on the duration of the reaction, two diastereoisomeric androst-4-en-17-spiro-1,3,2-oxathiaphospholane-2-sulfide pairs 2a,b and 3a,b in approximately 7:3 ratio, differing in configuration at the phosphorus atom. A parallel analysis of heteronuclear 2D H-1-C-13 spectra (HSQC and HMBC) and homo-nuclear 2D spectra (NOESY) enabled complete H-1 and C-13 assignments of each isomer. Also, analysis of NOESY correlations provided evidence for the preferred conformation. X-ray analysis of 3a confirmed the structure and absolute configuration on phosphorus. A pathway for the formation of 1,3,2-oxathiaphospholane ring was proposed. Cytotoxic activity in vitro was tested against three tumor cell lines (human cervix carcinoma HeLa cells and two human breast carcinoma MDA-MB-361 and MDA-MB-453 cells). Compound 3a and mixture 3a,b showed a moderate activity against HeLa and MDA-MB-453 cell lines while against MDA-MB-361 cell line all tested compounds exerted very weak cytotoxic effect. Antimicrobial activity against Gram-positive, Gram-negative bacteria and fungal cells, toxicity to brine shrimp Artemia sauna, were evaluated. All tested compounds showed strong antifungal activity. (C) 2012 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "New androst-4-en-17-spiro-1,3,2-oxathiaphospholanes. Synthesis, assignment of absolute configuration and in vitro cytotoxic and antimicrobial activities",
volume = "77",
number = "5",
pages = "558-565",
doi = "10.1016/j.steroids.2012.01.021"
}

Krstić, N. M., Bjelaković, M. S., Pavlović, V. D., Robeyns, K., Juranić, Z. D., Matić, I. Z., Novaković, I. T.,& Sladić, D.. (2012). New androst-4-en-17-spiro-1,3,2-oxathiaphospholanes. Synthesis, assignment of absolute configuration and in vitro cytotoxic and antimicrobial activities. in Steroids
Elsevier Science Inc, New York., 77(5), 558-565.
https://doi.org/10.1016/j.steroids.2012.01.021

Krstić NM, Bjelaković MS, Pavlović VD, Robeyns K, Juranić ZD, Matić IZ, Novaković IT, Sladić D. New androst-4-en-17-spiro-1,3,2-oxathiaphospholanes. Synthesis, assignment of absolute configuration and in vitro cytotoxic and antimicrobial activities. in Steroids. 2012;77(5):558-565.
doi:10.1016/j.steroids.2012.01.021 .

Krstić, Natalija M., Bjelaković, Mira S., Pavlović, Vladimir D., Robeyns, Koen, Juranić, Zorica D., Matić, Ivana Z., Novaković, Irena T., Sladić, Dušan, "New androst-4-en-17-spiro-1,3,2-oxathiaphospholanes. Synthesis, assignment of absolute configuration and in vitro cytotoxic and antimicrobial activities" in Steroids, 77, no. 5 (2012):558-565,
https://doi.org/10.1016/j.steroids.2012.01.021 . .

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Žižak, Željko S.
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica D.
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Igor
AU  - Opsenica, Dejan M.
AU  - Juranić, Ivan O.
AU  - Drakulić, Branko J.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1120
AB  - An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes
VL  - 45
IS  - 10
SP  - 4570
EP  - 4577
DO  - 10.1016/j.ejmech.2010.07.019
ER  - 

@article{
author = "Cvijetić, Ilija and Žižak, Željko S. and Stanojković, Tatjana and Juranić, Zorica D. and Terzić-Jovanović, Nataša and Opsenica, Igor and Opsenica, Dejan M. and Juranić, Ivan O. and Drakulić, Branko J.",
year = "2010",
abstract = "An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes",
volume = "45",
number = "10",
pages = "4570-4577",
doi = "10.1016/j.ejmech.2010.07.019"
}

Cvijetić, I., Žižak, Ž. S., Stanojković, T., Juranić, Z. D., Terzić-Jovanović, N., Opsenica, I., Opsenica, D. M., Juranić, I. O.,& Drakulić, B. J.. (2010). An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(10), 4570-4577.
https://doi.org/10.1016/j.ejmech.2010.07.019

Cvijetić I, Žižak ŽS, Stanojković T, Juranić ZD, Terzić-Jovanović N, Opsenica I, Opsenica DM, Juranić IO, Drakulić BJ. An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry. 2010;45(10):4570-4577.
doi:10.1016/j.ejmech.2010.07.019 .

Cvijetić, Ilija, Žižak, Željko S., Stanojković, Tatjana, Juranić, Zorica D., Terzić-Jovanović, Nataša, Opsenica, Igor, Opsenica, Dejan M., Juranić, Ivan O., Drakulić, Branko J., "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes" in European Journal of Medicinal Chemistry, 45, no. 10 (2010):4570-4577,
https://doi.org/10.1016/j.ejmech.2010.07.019 . .

TY  - JOUR
AU  - Ratkovic, Zoran
AU  - Juranić, Zorica D.
AU  - Stanojković, Tatjana
AU  - Manojlović, Dragan D.
AU  - Vukicevic, Rastko D.
AU  - Radulović, Niko S.
AU  - Joksović, Milan D.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1078
AB  - A series of new raft-unsaturated conjugated ketones containing ferrocenyl pyrazole unit were synthesized and fully characterized by IR and NMR spectroscopy. Electrochemical characterization of subject compounds was performed by means of cyclic voltametry. The in vitro cytotoxic activity of all the synthesized compounds was studied against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines by the MIT method. Derivative II containing 3-pyridyl moiety exhibited a better cytotoxic activity in the cell growth inhibition of 1(562 cell lines in comparison with cisplatin as a reference compound. (C) 2009 Elsevier Inc. All rights reserved.
PB  - Academic Press Inc Elsevier Science, San Diego
T2  - Bioorganic Chemistry
T1  - Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety
VL  - 38
IS  - 1-3
SP  - 26
EP  - 32
DO  - 10.1016/j.bioorg.2009.09.003
ER  - 

@article{
author = "Ratkovic, Zoran and Juranić, Zorica D. and Stanojković, Tatjana and Manojlović, Dragan D. and Vukicevic, Rastko D. and Radulović, Niko S. and Joksović, Milan D.",
year = "2010",
abstract = "A series of new raft-unsaturated conjugated ketones containing ferrocenyl pyrazole unit were synthesized and fully characterized by IR and NMR spectroscopy. Electrochemical characterization of subject compounds was performed by means of cyclic voltametry. The in vitro cytotoxic activity of all the synthesized compounds was studied against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines by the MIT method. Derivative II containing 3-pyridyl moiety exhibited a better cytotoxic activity in the cell growth inhibition of 1(562 cell lines in comparison with cisplatin as a reference compound. (C) 2009 Elsevier Inc. All rights reserved.",
publisher = "Academic Press Inc Elsevier Science, San Diego",
journal = "Bioorganic Chemistry",
title = "Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety",
volume = "38",
number = "1-3",
pages = "26-32",
doi = "10.1016/j.bioorg.2009.09.003"
}

Ratkovic, Z., Juranić, Z. D., Stanojković, T., Manojlović, D. D., Vukicevic, R. D., Radulović, N. S.,& Joksović, M. D.. (2010). Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety. in Bioorganic Chemistry
Academic Press Inc Elsevier Science, San Diego., 38(1-3), 26-32.
https://doi.org/10.1016/j.bioorg.2009.09.003

Ratkovic Z, Juranić ZD, Stanojković T, Manojlović DD, Vukicevic RD, Radulović NS, Joksović MD. Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety. in Bioorganic Chemistry. 2010;38(1-3):26-32.
doi:10.1016/j.bioorg.2009.09.003 .

Ratkovic, Zoran, Juranić, Zorica D., Stanojković, Tatjana, Manojlović, Dragan D., Vukicevic, Rastko D., Radulović, Niko S., Joksović, Milan D., "Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety" in Bioorganic Chemistry, 38, no. 1-3 (2010):26-32,
https://doi.org/10.1016/j.bioorg.2009.09.003 . .

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Žižak, Željko S.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Paschke, Reinhard
AU  - Juranić, Zorica D.
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1005
AB  - New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes
VL  - 44
IS  - 9
SP  - 3452
EP  - 3458
DO  - 10.1016/j.ejmech.2009.02.002
ER  - 

@article{
author = "Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Žižak, Željko S. and Steinborn, Dirk and Schmidt, Harry and Paschke, Reinhard and Juranić, Zorica D. and Sabo, Tibor",
year = "2009",
abstract = "New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes",
volume = "44",
number = "9",
pages = "3452-3458",
doi = "10.1016/j.ejmech.2009.02.002"
}

Zmejkovski, B. B., Kaluđerović, G. N., Gomez-Ruiz, S., Žižak, Ž. S., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z. D.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 44(9), 3452-3458.
https://doi.org/10.1016/j.ejmech.2009.02.002

Zmejkovski BB, Kaluđerović GN, Gomez-Ruiz S, Žižak ŽS, Steinborn D, Schmidt H, Paschke R, Juranić ZD, Sabo T. Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry. 2009;44(9):3452-3458.
doi:10.1016/j.ejmech.2009.02.002 .

Zmejkovski, Bojana B., Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Žižak, Željko S., Steinborn, Dirk, Schmidt, Harry, Paschke, Reinhard, Juranić, Zorica D., Sabo, Tibor, "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes" in European Journal of Medicinal Chemistry, 44, no. 9 (2009):3452-3458,
https://doi.org/10.1016/j.ejmech.2009.02.002 . .

TY  - JOUR
AU  - Joksović, Milan D.
AU  - Marković, Violeta
AU  - Juranić, Zorica D.
AU  - Stanojković, Tatjana
AU  - Jovanović, Ljiljana S.
AU  - Damljanovic, Ivan S.
AU  - Szecsenyi, Katalin Meszaros
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Vukicevic, Rastko D.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1024
AB  - A series of new N-[(3-ferrocenyl-1-phenylpyrazol-4-yl)methyl] alpha-amino acids were prepared and characterized by a range of spectroscopic techniques and cyclic voltammetry. The in vitro antitumor activity of all synthesized compounds was investigated against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines using the MTT method. Tryptophan derivative 11 exhibited the highest cytotoxic activity in the cell growth inhibition of all three types of cell lines. (C) 2009 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety
VL  - 694
IS  - 24
SP  - 3935
EP  - 3942
DO  - 10.1016/j.jorganchem.2009.08.013
ER  - 

@article{
author = "Joksović, Milan D. and Marković, Violeta and Juranić, Zorica D. and Stanojković, Tatjana and Jovanović, Ljiljana S. and Damljanovic, Ivan S. and Szecsenyi, Katalin Meszaros and Todorović, Nina and Trifunović, Snežana S. and Vukicevic, Rastko D.",
year = "2009",
abstract = "A series of new N-[(3-ferrocenyl-1-phenylpyrazol-4-yl)methyl] alpha-amino acids were prepared and characterized by a range of spectroscopic techniques and cyclic voltammetry. The in vitro antitumor activity of all synthesized compounds was investigated against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines using the MTT method. Tryptophan derivative 11 exhibited the highest cytotoxic activity in the cell growth inhibition of all three types of cell lines. (C) 2009 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety",
volume = "694",
number = "24",
pages = "3935-3942",
doi = "10.1016/j.jorganchem.2009.08.013"
}

Joksović, M. D., Marković, V., Juranić, Z. D., Stanojković, T., Jovanović, L. S., Damljanovic, I. S., Szecsenyi, K. M., Todorović, N., Trifunović, S. S.,& Vukicevic, R. D.. (2009). Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 694(24), 3935-3942.
https://doi.org/10.1016/j.jorganchem.2009.08.013

Joksović MD, Marković V, Juranić ZD, Stanojković T, Jovanović LS, Damljanovic IS, Szecsenyi KM, Todorović N, Trifunović SS, Vukicevic RD. Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety. in Journal of Organometallic Chemistry. 2009;694(24):3935-3942.
doi:10.1016/j.jorganchem.2009.08.013 .

Joksović, Milan D., Marković, Violeta, Juranić, Zorica D., Stanojković, Tatjana, Jovanović, Ljiljana S., Damljanovic, Ivan S., Szecsenyi, Katalin Meszaros, Todorović, Nina, Trifunović, Snežana S., Vukicevic, Rastko D., "Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety" in Journal of Organometallic Chemistry, 694, no. 24 (2009):3935-3942,
https://doi.org/10.1016/j.jorganchem.2009.08.013 . .

TY  - JOUR
AU  - Krajcinovic, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Žižak, Željko S.
AU  - Juranić, Zorica D.
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/932
AB  - Syntheses of two novel ligand precursors O,O'-diisopropyl- (1a) and O,O'-diisobutyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, H-1 and C-13 spectroscopy and elemental analysis. Crystal structures were determined for la and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(mu M) values for the most active compound 3a were: 30.48 +/- 2.54; 12.26 +/- 2.60; 13.68 +/- 3.22; 80.18 +/- 24.07 and 71.30 +/- 21.70, respectively. (C) 2008 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes
VL  - 102
IS  - 4
SP  - 892
EP  - 900
DO  - 10.1016/j.jinorgbio.2007.12.009
ER  - 

@article{
author = "Krajcinovic, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Žižak, Željko S. and Juranić, Zorica D. and Trifunović, Srećko R. and Sabo, Tibor",
year = "2008",
abstract = "Syntheses of two novel ligand precursors O,O'-diisopropyl- (1a) and O,O'-diisobutyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, H-1 and C-13 spectroscopy and elemental analysis. Crystal structures were determined for la and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(mu M) values for the most active compound 3a were: 30.48 +/- 2.54; 12.26 +/- 2.60; 13.68 +/- 3.22; 80.18 +/- 24.07 and 71.30 +/- 21.70, respectively. (C) 2008 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes",
volume = "102",
number = "4",
pages = "892-900",
doi = "10.1016/j.jinorgbio.2007.12.009"
}

Krajcinovic, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Žižak, Ž. S., Juranić, Z. D., Trifunović, S. R.,& Sabo, T.. (2008). Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 102(4), 892-900.
https://doi.org/10.1016/j.jinorgbio.2007.12.009

Krajcinovic BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Žižak ŽS, Juranić ZD, Trifunović SR, Sabo T. Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry. 2008;102(4):892-900.
doi:10.1016/j.jinorgbio.2007.12.009 .

Krajcinovic, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Žižak, Željko S., Juranić, Zorica D., Trifunović, Srećko R., Sabo, Tibor, "Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes" in Journal of Inorganic Biochemistry, 102, no. 4 (2008):892-900,
https://doi.org/10.1016/j.jinorgbio.2007.12.009 . .

TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Polo-Ceron, Dorian
AU  - Fajardo, Mariano
AU  - Žižak, Željko S.
AU  - Sabo, Tibor
AU  - Juranić, Zorica D.
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/959
AB  - A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods. The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds [Ti{Me2Si(eta(5)-C5Me4) (eta(5)-C5H3{CMe2CH2CH2CH=CH2})}Cl-2] (8), [Ti{Me(CH2=CH)Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (9) and [Ti(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (12) showed higher cytotoxic activities (IC50 values from 24 +/- 3 to 151 +/- 10 mu M) relative to complexes bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (10) and [Ti{Me{(CH2=CH)(3)SiCH2CH2} Si(eta(5)-C5Me4)(eta(5) -C5H4)}Cl-2] (11) which causes a dramatic decrease of the cytotoxicity (IC50 values from 155 +/- 9 to  gt  200 mu M). In addition, the synthesis of the analogous niobocene complex [Nb(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8, 9 and 12 and the X-ray crystal structure of 13 are reported. (c) 2008 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs
VL  - 102
IS  - 8
SP  - 1558
EP  - 1570
DO  - 10.1016/j.jinorgbio.2008.02.001
ER  - 

@article{
author = "Gomez-Ruiz, Santiago and Kaluđerović, Goran N. and Prashar, Sanjiv and Polo-Ceron, Dorian and Fajardo, Mariano and Žižak, Željko S. and Sabo, Tibor and Juranić, Zorica D.",
year = "2008",
abstract = "A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods. The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds [Ti{Me2Si(eta(5)-C5Me4) (eta(5)-C5H3{CMe2CH2CH2CH=CH2})}Cl-2] (8), [Ti{Me(CH2=CH)Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (9) and [Ti(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (12) showed higher cytotoxic activities (IC50 values from 24 +/- 3 to 151 +/- 10 mu M) relative to complexes bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (10) and [Ti{Me{(CH2=CH)(3)SiCH2CH2} Si(eta(5)-C5Me4)(eta(5) -C5H4)}Cl-2] (11) which causes a dramatic decrease of the cytotoxicity (IC50 values from 155 +/- 9 to  gt  200 mu M). In addition, the synthesis of the analogous niobocene complex [Nb(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8, 9 and 12 and the X-ray crystal structure of 13 are reported. (c) 2008 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs",
volume = "102",
number = "8",
pages = "1558-1570",
doi = "10.1016/j.jinorgbio.2008.02.001"
}

Gomez-Ruiz, S., Kaluđerović, G. N., Prashar, S., Polo-Ceron, D., Fajardo, M., Žižak, Ž. S., Sabo, T.,& Juranić, Z. D.. (2008). Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 102(8), 1558-1570.
https://doi.org/10.1016/j.jinorgbio.2008.02.001

Gomez-Ruiz S, Kaluđerović GN, Prashar S, Polo-Ceron D, Fajardo M, Žižak ŽS, Sabo T, Juranić ZD. Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry. 2008;102(8):1558-1570.
doi:10.1016/j.jinorgbio.2008.02.001 .

Gomez-Ruiz, Santiago, Kaluđerović, Goran N., Prashar, Sanjiv, Polo-Ceron, Dorian, Fajardo, Mariano, Žižak, Željko S., Sabo, Tibor, Juranić, Zorica D., "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs" in Journal of Inorganic Biochemistry, 102, no. 8 (2008):1558-1570,
https://doi.org/10.1016/j.jinorgbio.2008.02.001 . .

TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Polo-Ceron, Dorian
AU  - Prashar, Sanjiv
AU  - Fajardo, Mariano
AU  - Žižak, Žejko S.
AU  - Juranić, Zorica D.
AU  - Sabo, Tibor
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/847
AB  - The cytotoxic activity on tumour cell lines, human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, was tested for four different ansa-titanocene dichloride derivatives with potentially reactive substituents [Ti{Me{(CH2=CH)Si(eta(5)-Me-5(4)) (eta(5)-C5H4))Cl-2] (1), [Ti{Me(H)Si(eta(5)-C5Me4)(2)}Cl-2] (2), [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (3) and [Ti{Me2Si(eta(5)-C5Me4)(eta(5)-C5H3(CMe2(CH2CH2CH=CH2)))}Cl-2] (4), showing a very promising activity and opening up the possibility of extensive investigation in this field. (c) 2007 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Bv, Amsterdam
T2  - Inorganic Chemistry Communications
T1  - Study of the cytotoxic activity of alkenyl-substituted ansa-titanocene complexes
VL  - 10
IS  - 7
SP  - 748
EP  - 752
DO  - 10.1016/j.inoche.2007.03.016
ER  - 

@article{
author = "Gomez-Ruiz, Santiago and Kaluđerović, Goran N. and Polo-Ceron, Dorian and Prashar, Sanjiv and Fajardo, Mariano and Žižak, Žejko S. and Juranić, Zorica D. and Sabo, Tibor",
year = "2007",
abstract = "The cytotoxic activity on tumour cell lines, human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, was tested for four different ansa-titanocene dichloride derivatives with potentially reactive substituents [Ti{Me{(CH2=CH)Si(eta(5)-Me-5(4)) (eta(5)-C5H4))Cl-2] (1), [Ti{Me(H)Si(eta(5)-C5Me4)(2)}Cl-2] (2), [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (3) and [Ti{Me2Si(eta(5)-C5Me4)(eta(5)-C5H3(CMe2(CH2CH2CH=CH2)))}Cl-2] (4), showing a very promising activity and opening up the possibility of extensive investigation in this field. (c) 2007 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Inorganic Chemistry Communications",
title = "Study of the cytotoxic activity of alkenyl-substituted ansa-titanocene complexes",
volume = "10",
number = "7",
pages = "748-752",
doi = "10.1016/j.inoche.2007.03.016"
}

Gomez-Ruiz, S., Kaluđerović, G. N., Polo-Ceron, D., Prashar, S., Fajardo, M., Žižak, Ž. S., Juranić, Z. D.,& Sabo, T.. (2007). Study of the cytotoxic activity of alkenyl-substituted ansa-titanocene complexes. in Inorganic Chemistry Communications
Elsevier Science Bv, Amsterdam., 10(7), 748-752.
https://doi.org/10.1016/j.inoche.2007.03.016

Gomez-Ruiz S, Kaluđerović GN, Polo-Ceron D, Prashar S, Fajardo M, Žižak ŽS, Juranić ZD, Sabo T. Study of the cytotoxic activity of alkenyl-substituted ansa-titanocene complexes. in Inorganic Chemistry Communications. 2007;10(7):748-752.
doi:10.1016/j.inoche.2007.03.016 .

Gomez-Ruiz, Santiago, Kaluđerović, Goran N., Polo-Ceron, Dorian, Prashar, Sanjiv, Fajardo, Mariano, Žižak, Žejko S., Juranić, Zorica D., Sabo, Tibor, "Study of the cytotoxic activity of alkenyl-substituted ansa-titanocene complexes" in Inorganic Chemistry Communications, 10, no. 7 (2007):748-752,
https://doi.org/10.1016/j.inoche.2007.03.016 . .

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Dinovic, Vesna M.
AU  - Juranić, Zorica D.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
PY  - 2006
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/780
AB  - Cisplatin analogues, cis-dichloro(ethylenediamine-N,N'-di-3-propanoic acid)platinum(II) (1) and cis-iodo(ethylenediamine-N,N'-di-3-propanoic acid) platinum(II) (2), as well as trans-dichloro(ethylenediamine-N,N'-di-3-propanoato)platinum(IV) (3), trans-dibromo(ethylenediamine-N,N'-di-3-propanoato)platinum(IV) (4), trans-dichloro(propylenediamine-N,N'-diacetato)platinum(IV) (5) and trans-dibromo(propylenediamine-N,N'-diacetato)platinum(IV) (6), -([Pt(H(2)eddp)Cl(2)], [Pt(Heddp)I], trans-[Pt(eddp)Cl(2)], trans-[Pt(eddp)Br(2)], trans-[Pt(pdda)Cl(2)] and trans-[Pt(pdda)Br(2)], respectively) were used to assess antitumor selectivity against human adenocarcinoma HeLa cells. The results show that different oxidation states of platinum, different halide ligands, chelating aminocarboxylato and diamine backbones have similar effects with edda-type ligands and activity is lower than for cisplatin.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Activity of some platinum(II/IV) complexes with edda-type ligands against human adenocarcinoma HeLa cells
VL  - 59
IS  - 7
SP  - 815
EP  - 819
DO  - 10.1080/00958970500404708
ER  - 

@article{
author = "Kaluđerović, Goran N. and Dinovic, Vesna M. and Juranić, Zorica D. and Stanojković, Tatjana and Sabo, Tibor",
year = "2006",
abstract = "Cisplatin analogues, cis-dichloro(ethylenediamine-N,N'-di-3-propanoic acid)platinum(II) (1) and cis-iodo(ethylenediamine-N,N'-di-3-propanoic acid) platinum(II) (2), as well as trans-dichloro(ethylenediamine-N,N'-di-3-propanoato)platinum(IV) (3), trans-dibromo(ethylenediamine-N,N'-di-3-propanoato)platinum(IV) (4), trans-dichloro(propylenediamine-N,N'-diacetato)platinum(IV) (5) and trans-dibromo(propylenediamine-N,N'-diacetato)platinum(IV) (6), -([Pt(H(2)eddp)Cl(2)], [Pt(Heddp)I], trans-[Pt(eddp)Cl(2)], trans-[Pt(eddp)Br(2)], trans-[Pt(pdda)Cl(2)] and trans-[Pt(pdda)Br(2)], respectively) were used to assess antitumor selectivity against human adenocarcinoma HeLa cells. The results show that different oxidation states of platinum, different halide ligands, chelating aminocarboxylato and diamine backbones have similar effects with edda-type ligands and activity is lower than for cisplatin.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Activity of some platinum(II/IV) complexes with edda-type ligands against human adenocarcinoma HeLa cells",
volume = "59",
number = "7",
pages = "815-819",
doi = "10.1080/00958970500404708"
}

Kaluđerović, G. N., Dinovic, V. M., Juranić, Z. D., Stanojković, T.,& Sabo, T.. (2006). Activity of some platinum(II/IV) complexes with edda-type ligands against human adenocarcinoma HeLa cells. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 59(7), 815-819.
https://doi.org/10.1080/00958970500404708

Kaluđerović GN, Dinovic VM, Juranić ZD, Stanojković T, Sabo T. Activity of some platinum(II/IV) complexes with edda-type ligands against human adenocarcinoma HeLa cells. in Journal of Coordination Chemistry. 2006;59(7):815-819.
doi:10.1080/00958970500404708 .

Kaluđerović, Goran N., Dinovic, Vesna M., Juranić, Zorica D., Stanojković, Tatjana, Sabo, Tibor, "Activity of some platinum(II/IV) complexes with edda-type ligands against human adenocarcinoma HeLa cells" in Journal of Coordination Chemistry, 59, no. 7 (2006):815-819,
https://doi.org/10.1080/00958970500404708 . .