TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Trifunović-Macedoljan, Jelena
AU  - Savić, Aleksandar
AU  - Stanković, Dalibor
AU  - Damjanović, Ana
AU  - Juranić, Zorica D.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1422
AB  - Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate
VL  - 128
SP  - 146
EP  - 153
DO  - 10.1016/j.jinorgbio.2013.08.002
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Trifunović-Macedoljan, Jelena and Savić, Aleksandar and Stanković, Dalibor and Damjanović, Ana and Juranić, Zorica D. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2013",
abstract = "Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate",
volume = "128",
pages = "146-153",
doi = "10.1016/j.jinorgbio.2013.08.002"
}

Pantelić, N. Đ., Zmejkovski, B. B., Trifunović-Macedoljan, J., Savić, A., Stanković, D., Damjanović, A., Juranić, Z. D., Kaluđerović, G. N.,& Sabo, T.. (2013). Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 128, 146-153.
https://doi.org/10.1016/j.jinorgbio.2013.08.002

Pantelić NĐ, Zmejkovski BB, Trifunović-Macedoljan J, Savić A, Stanković D, Damjanović A, Juranić ZD, Kaluđerović GN, Sabo T. Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate. in Journal of Inorganic Biochemistry. 2013;128:146-153.
doi:10.1016/j.jinorgbio.2013.08.002 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana B., Trifunović-Macedoljan, Jelena, Savić, Aleksandar, Stanković, Dalibor, Damjanović, Ana, Juranić, Zorica D., Kaluđerović, Goran N., Sabo, Tibor, "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate" in Journal of Inorganic Biochemistry, 128 (2013):146-153,
https://doi.org/10.1016/j.jinorgbio.2013.08.002 . .

TY  - DATA
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Trifunović-Macedoljan, Jelena
AU  - Savić, Aleksandar
AU  - Stanković, Dalibor
AU  - Damjanović, Ana
AU  - Juranić, Zorica D.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3497
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3497
ER  - 

@misc{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Trifunović-Macedoljan, Jelena and Savić, Aleksandar and Stanković, Dalibor and Damjanović, Ana and Juranić, Zorica D. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2013",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3497"
}

Pantelić, N. Đ., Zmejkovski, B. B., Trifunović-Macedoljan, J., Savić, A., Stanković, D., Damjanović, A., Juranić, Z. D., Kaluđerović, G. N.,& Sabo, T.. (2013). Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3497

Pantelić NĐ, Zmejkovski BB, Trifunović-Macedoljan J, Savić A, Stanković D, Damjanović A, Juranić ZD, Kaluđerović GN, Sabo T. Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002. in Journal of Inorganic Biochemistry. 2013;.
https://hdl.handle.net/21.15107/rcub_cherry_3497 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana B., Trifunović-Macedoljan, Jelena, Savić, Aleksandar, Stanković, Dalibor, Damjanović, Ana, Juranić, Zorica D., Kaluđerović, Goran N., Sabo, Tibor, "Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002" in Journal of Inorganic Biochemistry (2013),
https://hdl.handle.net/21.15107/rcub_cherry_3497 .

TY  - JOUR
AU  - Božić, Tatjana T.
AU  - Novaković, Irena T.
AU  - Gasic, Miroslav J.
AU  - Juranić, Zorica D.
AU  - Stanojković, Tatjana
AU  - Tufegdžić, Srđan
AU  - Kljajić, Zoran
AU  - Sladić, Dušan
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1057
AB  - Nine alkyl(aryl)thio derivatives of the marine sesquiterpene quinone avarone were synthesized by nucleophilic addition of thiols or thiophenol to avarone. In most cases only one regioisomer was obtained. Their cytotoxic activities, brine shrimp lethality and antibacterial activity were evaluated, as well as those of some previously synthesized avarone derivatives. Anti-HIV activity of two derivatives was tested. Electrochemical properties were determined for all the derivatives in Order to obtain more accurate information on structure-activity relationships. Most derivatives showed cytotoxic activity against tumor cell lines, with IC(50) values less than 10 mu M for some of them, in particular those with electron-donating substituents. The most active Compound was 4'-(methylamino)avarone, with IC(50) value of 2.4 mu M to melanoma Fem-X cells, and no cytotoxicity to normal lymphocytes. (C) 2009 Elsevier Masson SAS. All Fights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis and biological activity of derivatives of the marine quinone avarone
VL  - 45
IS  - 3
SP  - 923
EP  - 929
DO  - 10.1016/j.ejmech.2009.11.033
ER  - 

@article{
author = "Božić, Tatjana T. and Novaković, Irena T. and Gasic, Miroslav J. and Juranić, Zorica D. and Stanojković, Tatjana and Tufegdžić, Srđan and Kljajić, Zoran and Sladić, Dušan",
year = "2010",
abstract = "Nine alkyl(aryl)thio derivatives of the marine sesquiterpene quinone avarone were synthesized by nucleophilic addition of thiols or thiophenol to avarone. In most cases only one regioisomer was obtained. Their cytotoxic activities, brine shrimp lethality and antibacterial activity were evaluated, as well as those of some previously synthesized avarone derivatives. Anti-HIV activity of two derivatives was tested. Electrochemical properties were determined for all the derivatives in Order to obtain more accurate information on structure-activity relationships. Most derivatives showed cytotoxic activity against tumor cell lines, with IC(50) values less than 10 mu M for some of them, in particular those with electron-donating substituents. The most active Compound was 4'-(methylamino)avarone, with IC(50) value of 2.4 mu M to melanoma Fem-X cells, and no cytotoxicity to normal lymphocytes. (C) 2009 Elsevier Masson SAS. All Fights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis and biological activity of derivatives of the marine quinone avarone",
volume = "45",
number = "3",
pages = "923-929",
doi = "10.1016/j.ejmech.2009.11.033"
}

Božić, T. T., Novaković, I. T., Gasic, M. J., Juranić, Z. D., Stanojković, T., Tufegdžić, S., Kljajić, Z.,& Sladić, D.. (2010). Synthesis and biological activity of derivatives of the marine quinone avarone. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(3), 923-929.
https://doi.org/10.1016/j.ejmech.2009.11.033

Božić TT, Novaković IT, Gasic MJ, Juranić ZD, Stanojković T, Tufegdžić S, Kljajić Z, Sladić D. Synthesis and biological activity of derivatives of the marine quinone avarone. in European Journal of Medicinal Chemistry. 2010;45(3):923-929.
doi:10.1016/j.ejmech.2009.11.033 .

Božić, Tatjana T., Novaković, Irena T., Gasic, Miroslav J., Juranić, Zorica D., Stanojković, Tatjana, Tufegdžić, Srđan, Kljajić, Zoran, Sladić, Dušan, "Synthesis and biological activity of derivatives of the marine quinone avarone" in European Journal of Medicinal Chemistry, 45, no. 3 (2010):923-929,
https://doi.org/10.1016/j.ejmech.2009.11.033 . .

TY  - JOUR
AU  - Žižak, Željko S.
AU  - Juranić, Zorica D.
AU  - Opsenica, Dejan M.
AU  - Šolaja, Bogdan A.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1012
AB  - In this study we investigated the antiproliferative activity of six mixed steroidal tetraoxanes against various tumor cell lines, the toxicity against normal peripheral blood mononuclear cells (PBMC), and the mode of HeLa cell death induced by these compounds. Investigated tetraoxanes exerted a dose dependent antiproliferative action at micromolar concentrations toward target tumor cell lines. Treatment of HeLa cells for 24 h with all tetraoxanes induced apoptosis, as confirmed by morphological analysis and by the appearance of a typical ladder pattern in the DNA fragmentation assay.
PB  - Springer, Dordrecht
T2  - Investigational New Drugs
T1  - Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells
VL  - 27
IS  - 5
SP  - 432
EP  - 439
DO  - 10.1007/s10637-008-9197-1
ER  - 

@article{
author = "Žižak, Željko S. and Juranić, Zorica D. and Opsenica, Dejan M. and Šolaja, Bogdan A.",
year = "2009",
abstract = "In this study we investigated the antiproliferative activity of six mixed steroidal tetraoxanes against various tumor cell lines, the toxicity against normal peripheral blood mononuclear cells (PBMC), and the mode of HeLa cell death induced by these compounds. Investigated tetraoxanes exerted a dose dependent antiproliferative action at micromolar concentrations toward target tumor cell lines. Treatment of HeLa cells for 24 h with all tetraoxanes induced apoptosis, as confirmed by morphological analysis and by the appearance of a typical ladder pattern in the DNA fragmentation assay.",
publisher = "Springer, Dordrecht",
journal = "Investigational New Drugs",
title = "Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells",
volume = "27",
number = "5",
pages = "432-439",
doi = "10.1007/s10637-008-9197-1"
}

Žižak, Ž. S., Juranić, Z. D., Opsenica, D. M.,& Šolaja, B. A.. (2009). Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells. in Investigational New Drugs
Springer, Dordrecht., 27(5), 432-439.
https://doi.org/10.1007/s10637-008-9197-1

Žižak ŽS, Juranić ZD, Opsenica DM, Šolaja BA. Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells. in Investigational New Drugs. 2009;27(5):432-439.
doi:10.1007/s10637-008-9197-1 .

Žižak, Željko S., Juranić, Zorica D., Opsenica, Dejan M., Šolaja, Bogdan A., "Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells" in Investigational New Drugs, 27, no. 5 (2009):432-439,
https://doi.org/10.1007/s10637-008-9197-1 . .

TY  - JOUR
AU  - Djinovic, Vesna M.
AU  - Todorović, Tamara
AU  - Žižak, Željko S.
AU  - Sabo, Tibor
AU  - Juranić, Zorica D.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/591
AB  - Ruthenium(III) complexes formulated as K2[Ru(sar)Cl4]H2O and K[Ru(dmgly)2Cl2]3H2O containing bidentate chelates N-methylglycine (sarcosine, sar) or N,N-dimethylglycine (dmgly) as well as K[Ru(pdda)Cl2]2.5H2O complex with tetradentate 1,3-propylenediamine-N,N'-diacetato were synthesized. The complexes were obtained by direct reaction of ruthenium(III) chloride with the corresponding bidentate or tetradentate ligand followed by addition of a base (KOH). These new complexes were characterized by elemental analysis, IR and electronic absorption spectroscopy. To assess selectivity in the antitumor action of these complexes, their antiproliferative activities against human adenocarcinoma HeLa cells, human myelogenous leukemia K562 cells, human breast carcinoma MDA-MB-361 and MDA-MB-453 cells and normal immunocompetent PBM cells were determined.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Ru(III) complexes derived from N-methyl derivatives of glycine and 1,3-propylenediamine-N,N'-diacetato ligands and their activities against HeLa, K562 cell lines and human PBMC
VL  - 62
IS  - 2
SP  - 328
EP  - 336
DO  - 10.1080/00958970802233128
ER  - 

@article{
author = "Djinovic, Vesna M. and Todorović, Tamara and Žižak, Željko S. and Sabo, Tibor and Juranić, Zorica D.",
year = "2009",
abstract = "Ruthenium(III) complexes formulated as K2[Ru(sar)Cl4]H2O and K[Ru(dmgly)2Cl2]3H2O containing bidentate chelates N-methylglycine (sarcosine, sar) or N,N-dimethylglycine (dmgly) as well as K[Ru(pdda)Cl2]2.5H2O complex with tetradentate 1,3-propylenediamine-N,N'-diacetato were synthesized. The complexes were obtained by direct reaction of ruthenium(III) chloride with the corresponding bidentate or tetradentate ligand followed by addition of a base (KOH). These new complexes were characterized by elemental analysis, IR and electronic absorption spectroscopy. To assess selectivity in the antitumor action of these complexes, their antiproliferative activities against human adenocarcinoma HeLa cells, human myelogenous leukemia K562 cells, human breast carcinoma MDA-MB-361 and MDA-MB-453 cells and normal immunocompetent PBM cells were determined.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Ru(III) complexes derived from N-methyl derivatives of glycine and 1,3-propylenediamine-N,N'-diacetato ligands and their activities against HeLa, K562 cell lines and human PBMC",
volume = "62",
number = "2",
pages = "328-336",
doi = "10.1080/00958970802233128"
}

Djinovic, V. M., Todorović, T., Žižak, Ž. S., Sabo, T.,& Juranić, Z. D.. (2009). Ru(III) complexes derived from N-methyl derivatives of glycine and 1,3-propylenediamine-N,N'-diacetato ligands and their activities against HeLa, K562 cell lines and human PBMC. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 62(2), 328-336.
https://doi.org/10.1080/00958970802233128

Djinovic VM, Todorović T, Žižak ŽS, Sabo T, Juranić ZD. Ru(III) complexes derived from N-methyl derivatives of glycine and 1,3-propylenediamine-N,N'-diacetato ligands and their activities against HeLa, K562 cell lines and human PBMC. in Journal of Coordination Chemistry. 2009;62(2):328-336.
doi:10.1080/00958970802233128 .

Djinovic, Vesna M., Todorović, Tamara, Žižak, Željko S., Sabo, Tibor, Juranić, Zorica D., "Ru(III) complexes derived from N-methyl derivatives of glycine and 1,3-propylenediamine-N,N'-diacetato ligands and their activities against HeLa, K562 cell lines and human PBMC" in Journal of Coordination Chemistry, 62, no. 2 (2009):328-336,
https://doi.org/10.1080/00958970802233128 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Csanadi, Janos
AU  - Juranić, Zorica D.
AU  - Žižak, Željko S.
AU  - Gasic, Miroslav J.
AU  - Šolaja, Bogdan A.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1020
AB  - A simple approach to a stable steroidal estrone derived A.B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac(2)O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system
VL  - 74
IS  - 12
SP  - 890
EP  - 895
DO  - 10.1016/j.steroids.2009.06.002
ER  - 

@article{
author = "Milić, Dragana and Kop, Tatjana and Csanadi, Janos and Juranić, Zorica D. and Žižak, Željko S. and Gasic, Miroslav J. and Šolaja, Bogdan A.",
year = "2009",
abstract = "A simple approach to a stable steroidal estrone derived A.B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac(2)O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system",
volume = "74",
number = "12",
pages = "890-895",
doi = "10.1016/j.steroids.2009.06.002"
}

Milić, D., Kop, T., Csanadi, J., Juranić, Z. D., Žižak, Ž. S., Gasic, M. J.,& Šolaja, B. A.. (2009). Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids
Elsevier Science Inc, New York., 74(12), 890-895.
https://doi.org/10.1016/j.steroids.2009.06.002

Milić D, Kop T, Csanadi J, Juranić ZD, Žižak ŽS, Gasic MJ, Šolaja BA. Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids. 2009;74(12):890-895.
doi:10.1016/j.steroids.2009.06.002 .

Milić, Dragana, Kop, Tatjana, Csanadi, Janos, Juranić, Zorica D., Žižak, Željko S., Gasic, Miroslav J., Šolaja, Bogdan A., "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system" in Steroids, 74, no. 12 (2009):890-895,
https://doi.org/10.1016/j.steroids.2009.06.002 . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Alshtewi, Mohamed Al. Arbi M.
AU  - Jeremić, Dejan
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Žižak, Željko S.
AU  - Juranić, Zorica D.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/966
AB  - Two new p-cymene ruthenium(II) complexes containing as additional ligands N-methylpiperazine ([(eta(6)-p-cymene)RuCl2(CH3NH(CH2)(4)NH)]PF6, complex 1) or vitamin K-3-thiosemicarbazone ([(eta(6)-p-cymene)RuCl2(K(3)tsc)], complex 2) were synthesized starting from [(eta(6)-p-cymene)(2)RuCl2](2) and the corresponding ligand. The complexes were characterized by elemental analysis, IR, electronic absorption and NMR spectroscopy. The X-ray crystal structure determination of complex 1 revealed "piano-stool" geometry. The differences in the cytotoxic activity of the two complexes are discussed in terms of the ligand present.
AB  - Sintetisana su dva nova p-cimen-rutenijum(II) kompleksa koji sadrže kao dodatne ligande N-metilpiperazin ([(h6-p-cimen)RuCl2(CH3NH(CH2)4NH)]PF6, kompleks 1) i vitamin K3-tiosemikarbazon ([(h6-p-cimen)RuCl2(K3tsc)], kompleks 2). Oba nova kompleksa dobijena su polazeći od [(h6-p-cimen)2RuCl2]2 kompleksa i odgovarajućeg liganda. Kompleksi su okarakterisani elementalnom analizom, IC, elektronsko-apsorpcionom i NMR spektroskopijom. Rendgeno-strukturna analiza kompleksa 1 pokazala je “piano-stool” geometriju. U zavisnosti od prisutnog liganda diskutovana je razlika u citotoksičnoj aktivnosti ova dva dobijena kompleksa.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, structural characterization and cytotoxic activity of two new organoruthenium(II) complexes
T1  - Sinteza, strukturna karakterizacija i citotoksična aktivnost dva nova organorutenijum(II) kompleksa
VL  - 73
IS  - 6
SP  - 619
EP  - 630
DO  - 10.2298/JSC0806619G
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Alshtewi, Mohamed Al. Arbi M. and Jeremić, Dejan and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Žižak, Željko S. and Juranić, Zorica D. and Sabo, Tibor",
year = "2008",
abstract = "Two new p-cymene ruthenium(II) complexes containing as additional ligands N-methylpiperazine ([(eta(6)-p-cymene)RuCl2(CH3NH(CH2)(4)NH)]PF6, complex 1) or vitamin K-3-thiosemicarbazone ([(eta(6)-p-cymene)RuCl2(K(3)tsc)], complex 2) were synthesized starting from [(eta(6)-p-cymene)(2)RuCl2](2) and the corresponding ligand. The complexes were characterized by elemental analysis, IR, electronic absorption and NMR spectroscopy. The X-ray crystal structure determination of complex 1 revealed "piano-stool" geometry. The differences in the cytotoxic activity of the two complexes are discussed in terms of the ligand present., Sintetisana su dva nova p-cimen-rutenijum(II) kompleksa koji sadrže kao dodatne ligande N-metilpiperazin ([(h6-p-cimen)RuCl2(CH3NH(CH2)4NH)]PF6, kompleks 1) i vitamin K3-tiosemikarbazon ([(h6-p-cimen)RuCl2(K3tsc)], kompleks 2). Oba nova kompleksa dobijena su polazeći od [(h6-p-cimen)2RuCl2]2 kompleksa i odgovarajućeg liganda. Kompleksi su okarakterisani elementalnom analizom, IC, elektronsko-apsorpcionom i NMR spektroskopijom. Rendgeno-strukturna analiza kompleksa 1 pokazala je “piano-stool” geometriju. U zavisnosti od prisutnog liganda diskutovana je razlika u citotoksičnoj aktivnosti ova dva dobijena kompleksa.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, structural characterization and cytotoxic activity of two new organoruthenium(II) complexes, Sinteza, strukturna karakterizacija i citotoksična aktivnost dva nova organorutenijum(II) kompleksa",
volume = "73",
number = "6",
pages = "619-630",
doi = "10.2298/JSC0806619G"
}

Grgurić-Šipka, S., Alshtewi, M. Al. A. M., Jeremić, D., Kaluđerović, G. N., Gomez-Ruiz, S., Žižak, Ž. S., Juranić, Z. D.,& Sabo, T.. (2008). Synthesis, structural characterization and cytotoxic activity of two new organoruthenium(II) complexes. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 73(6), 619-630.
https://doi.org/10.2298/JSC0806619G

Grgurić-Šipka S, Alshtewi MAAM, Jeremić D, Kaluđerović GN, Gomez-Ruiz S, Žižak ŽS, Juranić ZD, Sabo T. Synthesis, structural characterization and cytotoxic activity of two new organoruthenium(II) complexes. in Journal of the Serbian Chemical Society. 2008;73(6):619-630.
doi:10.2298/JSC0806619G .

Grgurić-Šipka, Sanja, Alshtewi, Mohamed Al. Arbi M., Jeremić, Dejan, Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Žižak, Željko S., Juranić, Zorica D., Sabo, Tibor, "Synthesis, structural characterization and cytotoxic activity of two new organoruthenium(II) complexes" in Journal of the Serbian Chemical Society, 73, no. 6 (2008):619-630,
https://doi.org/10.2298/JSC0806619G . .

TY  - JOUR
AU  - Gasi, Katarina M. Penov
AU  - Brenesel, Maja Dj. Djurendic
AU  - Djurendic, Evgenija A.
AU  - Sakac, Marija N.
AU  - Canadi, Janos J.
AU  - Daljev, Jovana J.
AU  - Armbruster, Thomas
AU  - Andrić, Silvana A.
AU  - Sladić, Dušan
AU  - Božić, Tatjana T.
AU  - Novaković, Irena T.
AU  - Juranić, Zorica D.
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/765
AB  - Starting from dehydroepiandrosterone (1) 17-picolyl (2), 17-picolinylidene (7), 17-picolinylidene-16-one (10 and 11), and 17-picolyl-16-one (15) derivatives of androst-5-ene were synthesized in one, two, four and five steps respectively. By the Oppenauer oxidation or dehydration of 2, 7, 10, and 11 with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), the corresponding A and B ring modified derivatives 3, 5, 6, 8, 9, and 12-14 were obtained. The structure of 2 was unambiguously proved by the appropriate X-ray structural analysis. Compounds 3, 5,9,12-14 showed inhibitory activity against the enzyme aromatase. Antibacterial activity toxicity to brine shrimp Artemia salina, antitumor activity against three tumor cell lines (human cervix carcinoma HeLa cells, human melanoma FemX cells, and human myelogenous leukemia K562 cells) and toxicity against peripheral blood mononuclear cells were evaluated. Three tested compounds, namely 11, 13, and 15, showed strong activity against all three cell lines, the IC50 values being in the range of 4-10 mu M. (c) 2006 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives
VL  - 72
IS  - 1
SP  - 31
EP  - 40
DO  - 10.1016/j.steroids.2006.10.002
ER  - 

@article{
author = "Gasi, Katarina M. Penov and Brenesel, Maja Dj. Djurendic and Djurendic, Evgenija A. and Sakac, Marija N. and Canadi, Janos J. and Daljev, Jovana J. and Armbruster, Thomas and Andrić, Silvana A. and Sladić, Dušan and Božić, Tatjana T. and Novaković, Irena T. and Juranić, Zorica D.",
year = "2007",
abstract = "Starting from dehydroepiandrosterone (1) 17-picolyl (2), 17-picolinylidene (7), 17-picolinylidene-16-one (10 and 11), and 17-picolyl-16-one (15) derivatives of androst-5-ene were synthesized in one, two, four and five steps respectively. By the Oppenauer oxidation or dehydration of 2, 7, 10, and 11 with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), the corresponding A and B ring modified derivatives 3, 5, 6, 8, 9, and 12-14 were obtained. The structure of 2 was unambiguously proved by the appropriate X-ray structural analysis. Compounds 3, 5,9,12-14 showed inhibitory activity against the enzyme aromatase. Antibacterial activity toxicity to brine shrimp Artemia salina, antitumor activity against three tumor cell lines (human cervix carcinoma HeLa cells, human melanoma FemX cells, and human myelogenous leukemia K562 cells) and toxicity against peripheral blood mononuclear cells were evaluated. Three tested compounds, namely 11, 13, and 15, showed strong activity against all three cell lines, the IC50 values being in the range of 4-10 mu M. (c) 2006 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives",
volume = "72",
number = "1",
pages = "31-40",
doi = "10.1016/j.steroids.2006.10.002"
}

Gasi, K. M. P., Brenesel, M. Dj. D., Djurendic, E. A., Sakac, M. N., Canadi, J. J., Daljev, J. J., Armbruster, T., Andrić, S. A., Sladić, D., Božić, T. T., Novaković, I. T.,& Juranić, Z. D.. (2007). Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives. in Steroids
Elsevier Science Inc, New York., 72(1), 31-40.
https://doi.org/10.1016/j.steroids.2006.10.002

Gasi KMP, Brenesel MDD, Djurendic EA, Sakac MN, Canadi JJ, Daljev JJ, Armbruster T, Andrić SA, Sladić D, Božić TT, Novaković IT, Juranić ZD. Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives. in Steroids. 2007;72(1):31-40.
doi:10.1016/j.steroids.2006.10.002 .

Gasi, Katarina M. Penov, Brenesel, Maja Dj. Djurendic, Djurendic, Evgenija A., Sakac, Marija N., Canadi, Janos J., Daljev, Jovana J., Armbruster, Thomas, Andrić, Silvana A., Sladić, Dušan, Božić, Tatjana T., Novaković, Irena T., Juranić, Zorica D., "Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives" in Steroids, 72, no. 1 (2007):31-40,
https://doi.org/10.1016/j.steroids.2006.10.002 . .

TY  - JOUR
AU  - Opsenica, Igor
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Dejan M.
AU  - Angelovski, Goran
AU  - Lehnig, Manfred
AU  - Eilbracht, Peter
AU  - Tinant, Bernard
AU  - Juranić, Zorica D.
AU  - Smith, Kirsten S.
AU  - Yang, Young S.
AU  - Diaz, Damaris S.
AU  - Smith, Philip L.
AU  - Milhous, Wilbur K.
AU  - Dokovic, Dejan
AU  - Šolaja, Bogdan A.
PY  - 2006
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/783
AB  - Mixed tetraoxanes 5a and 13 synthesized from cholic acid and 4-oxocyclohexanecarboxylic acid were as active as artemisinin against chloroquine-susceptible, chloroquine-resistant, and multidrug-resistant Plasmodium falciparum strains (IC50, IC90). Most active 13 is metabolically stable in in vitro metabolism studies. In vivo studies on tetraoxanes with a C(4'') methyl group afforded compound 15, which cured 4/5 mice at 600 and 200 mg, kg(-1), day(-1), and 2/5 mice at 50 mg, kg(-1), day(-1), showing no toxic effects. Tetraoxane 19 was an extremely active antiproliferative with LC50 of 17 nM and maximum tolerated dose of 400 mg/kg. In Fe(II)-induced scission of tetraoxane antimalarials only RO center dot radicals were detected by EPR experiments. This finding and the indication of Fe(IV)=O species led us to propose that RO center dot radicals are probably capable of inducing the parasite's death. Our results suggest that C radicals are possibly not the only lethal species derived from peroxide prodrug antimalarials, as currently believed.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Tetraoxane antimalarials and their reaction with Fe(II)
VL  - 49
IS  - 13
SP  - 3790
EP  - 3799
DO  - 10.1021/jm050966r
ER  - 

@article{
author = "Opsenica, Igor and Terzić-Jovanović, Nataša and Opsenica, Dejan M. and Angelovski, Goran and Lehnig, Manfred and Eilbracht, Peter and Tinant, Bernard and Juranić, Zorica D. and Smith, Kirsten S. and Yang, Young S. and Diaz, Damaris S. and Smith, Philip L. and Milhous, Wilbur K. and Dokovic, Dejan and Šolaja, Bogdan A.",
year = "2006",
abstract = "Mixed tetraoxanes 5a and 13 synthesized from cholic acid and 4-oxocyclohexanecarboxylic acid were as active as artemisinin against chloroquine-susceptible, chloroquine-resistant, and multidrug-resistant Plasmodium falciparum strains (IC50, IC90). Most active 13 is metabolically stable in in vitro metabolism studies. In vivo studies on tetraoxanes with a C(4'') methyl group afforded compound 15, which cured 4/5 mice at 600 and 200 mg, kg(-1), day(-1), and 2/5 mice at 50 mg, kg(-1), day(-1), showing no toxic effects. Tetraoxane 19 was an extremely active antiproliferative with LC50 of 17 nM and maximum tolerated dose of 400 mg/kg. In Fe(II)-induced scission of tetraoxane antimalarials only RO center dot radicals were detected by EPR experiments. This finding and the indication of Fe(IV)=O species led us to propose that RO center dot radicals are probably capable of inducing the parasite's death. Our results suggest that C radicals are possibly not the only lethal species derived from peroxide prodrug antimalarials, as currently believed.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Tetraoxane antimalarials and their reaction with Fe(II)",
volume = "49",
number = "13",
pages = "3790-3799",
doi = "10.1021/jm050966r"
}

Opsenica, I., Terzić-Jovanović, N., Opsenica, D. M., Angelovski, G., Lehnig, M., Eilbracht, P., Tinant, B., Juranić, Z. D., Smith, K. S., Yang, Y. S., Diaz, D. S., Smith, P. L., Milhous, W. K., Dokovic, D.,& Šolaja, B. A.. (2006). Tetraoxane antimalarials and their reaction with Fe(II). in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 49(13), 3790-3799.
https://doi.org/10.1021/jm050966r

Opsenica I, Terzić-Jovanović N, Opsenica DM, Angelovski G, Lehnig M, Eilbracht P, Tinant B, Juranić ZD, Smith KS, Yang YS, Diaz DS, Smith PL, Milhous WK, Dokovic D, Šolaja BA. Tetraoxane antimalarials and their reaction with Fe(II). in Journal of Medicinal Chemistry. 2006;49(13):3790-3799.
doi:10.1021/jm050966r .

Opsenica, Igor, Terzić-Jovanović, Nataša, Opsenica, Dejan M., Angelovski, Goran, Lehnig, Manfred, Eilbracht, Peter, Tinant, Bernard, Juranić, Zorica D., Smith, Kirsten S., Yang, Young S., Diaz, Damaris S., Smith, Philip L., Milhous, Wilbur K., Dokovic, Dejan, Šolaja, Bogdan A., "Tetraoxane antimalarials and their reaction with Fe(II)" in Journal of Medicinal Chemistry, 49, no. 13 (2006):3790-3799,
https://doi.org/10.1021/jm050966r . .

TY  - JOUR
AU  - Trifunović, Snežana S.
AU  - Vajs, Vlatka
AU  - Juranić, Zorica D.
AU  - Žižak, Željko S.
AU  - Tešević, Vele
AU  - Macura, Slobodan
AU  - Milosavljević, Slobodan M.
PY  - 2006
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/779
AB  - Examination of the aerial parts of Achillea clavennae afforded eight guaianolides (1-8), three bisabolenes (9 11), four flavonols (12-15), sesamin (lignan) and isofraxidin (coumarin). The structures of the new compounds (2, 4, 5, 7 and 10) were determined by spectroscopic methods. The antiproliferative action of 2, 8, 9 and 12 were tested to HeLa, K562 and Fem-X human cancer cell lines. Guaianolides 2 (9 alpha-acetoxyartecanin) and 8 (apressin) showed significant cytotoxic effects to all tested lines and inducumenone (9) exhibited a moderate activity. The most active was flavonol centaureidin (12), already known as cytotoxic compound. (c) 2006 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Cytotoxic constituents of Achillea clavennae from Montenegro
VL  - 67
IS  - 9
SP  - 887
EP  - 893
DO  - 10.1016/j.phytochem.2006.02.026
ER  - 

@article{
author = "Trifunović, Snežana S. and Vajs, Vlatka and Juranić, Zorica D. and Žižak, Željko S. and Tešević, Vele and Macura, Slobodan and Milosavljević, Slobodan M.",
year = "2006",
abstract = "Examination of the aerial parts of Achillea clavennae afforded eight guaianolides (1-8), three bisabolenes (9 11), four flavonols (12-15), sesamin (lignan) and isofraxidin (coumarin). The structures of the new compounds (2, 4, 5, 7 and 10) were determined by spectroscopic methods. The antiproliferative action of 2, 8, 9 and 12 were tested to HeLa, K562 and Fem-X human cancer cell lines. Guaianolides 2 (9 alpha-acetoxyartecanin) and 8 (apressin) showed significant cytotoxic effects to all tested lines and inducumenone (9) exhibited a moderate activity. The most active was flavonol centaureidin (12), already known as cytotoxic compound. (c) 2006 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Cytotoxic constituents of Achillea clavennae from Montenegro",
volume = "67",
number = "9",
pages = "887-893",
doi = "10.1016/j.phytochem.2006.02.026"
}

Trifunović, S. S., Vajs, V., Juranić, Z. D., Žižak, Ž. S., Tešević, V., Macura, S.,& Milosavljević, S. M.. (2006). Cytotoxic constituents of Achillea clavennae from Montenegro. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 67(9), 887-893.
https://doi.org/10.1016/j.phytochem.2006.02.026

Trifunović SS, Vajs V, Juranić ZD, Žižak ŽS, Tešević V, Macura S, Milosavljević SM. Cytotoxic constituents of Achillea clavennae from Montenegro. in Phytochemistry. 2006;67(9):887-893.
doi:10.1016/j.phytochem.2006.02.026 .

Trifunović, Snežana S., Vajs, Vlatka, Juranić, Zorica D., Žižak, Željko S., Tešević, Vele, Macura, Slobodan, Milosavljević, Slobodan M., "Cytotoxic constituents of Achillea clavennae from Montenegro" in Phytochemistry, 67, no. 9 (2006):887-893,
https://doi.org/10.1016/j.phytochem.2006.02.026 . .