TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Žižak, Željko
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Igor
AU  - Opsenica, Dejan
AU  - Juranić, Ivan
AU  - Drakulić, Branko
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/716
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.
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 and Stanojković, Tatjana and Juranić, Zorica and Terzić-Jovanović, Nataša and Opsenica, Igor and Opsenica, Dejan and Juranić, Ivan and Drakulić, Branko",
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.",
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., Stanojković, T., Juranić, Z., Terzić-Jovanović, N., Opsenica, I., Opsenica, D., Juranić, I.,& Drakulić, B.. (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 Ž, Stanojković T, Juranić Z, Terzić-Jovanović N, Opsenica I, Opsenica D, Juranić I, Drakulić B. 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, Stanojković, Tatjana, Juranić, Zorica, Terzić-Jovanović, Nataša, Opsenica, Igor, Opsenica, Dejan, Juranić, Ivan, Drakulić, Branko, "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  - Pastor, Ferenc T.
AU  - Drakulić, Branko
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5854
AB  - Half-wave reduction potentials of a set of twelve (E)-4-aryl-4-oxo-2-butenoic acids obtained by direct current polarography in methanol are reported. E1/2 is correlated with Hammett sigma values as well as with values of frontier molecular orbitals calculated at a semiempirical molecular orbital level. Constant potential electrolysis of a representative compound shows that the first polarographic wave corresponds to one-electron reduction. The isolation of the product proves reduction of the activated double bond.
PB  - Elsevier
T2  - Tetrahedron Letters
T1  - Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids
VL  - 51
IS  - 4
SP  - 734
EP  - 738
DO  - 10.1016/j.tetlet.2009.11.129
ER  - 

@article{
author = "Pastor, Ferenc T. and Drakulić, Branko",
year = "2010",
abstract = "Half-wave reduction potentials of a set of twelve (E)-4-aryl-4-oxo-2-butenoic acids obtained by direct current polarography in methanol are reported. E1/2 is correlated with Hammett sigma values as well as with values of frontier molecular orbitals calculated at a semiempirical molecular orbital level. Constant potential electrolysis of a representative compound shows that the first polarographic wave corresponds to one-electron reduction. The isolation of the product proves reduction of the activated double bond.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids",
volume = "51",
number = "4",
pages = "734-738",
doi = "10.1016/j.tetlet.2009.11.129"
}

Pastor, F. T.,& Drakulić, B.. (2010). Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids. in Tetrahedron Letters
Elsevier., 51(4), 734-738.
https://doi.org/10.1016/j.tetlet.2009.11.129

Pastor FT, Drakulić B. Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids. in Tetrahedron Letters. 2010;51(4):734-738.
doi:10.1016/j.tetlet.2009.11.129 .

Pastor, Ferenc T., Drakulić, Branko, "Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids" in Tetrahedron Letters, 51, no. 4 (2010):734-738,
https://doi.org/10.1016/j.tetlet.2009.11.129 . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Ivanovic, Ivanka
AU  - Rakic, Gordana
AU  - Todorović, Nina
AU  - Gligorijević, Nevenka
AU  - Radulovic, Sinisa
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/646
AB  - Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity
VL  - 45
IS  - 3
SP  - 1051
EP  - 1058
DO  - 10.1016/j.ejmech.2009.11.055
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Ivanovic, Ivanka and Rakic, Gordana and Todorović, Nina and Gligorijević, Nevenka and Radulovic, Sinisa and Arion, Vladimir B. and Keppler, Bernhard K. and Tešić, Živoslav",
year = "2010",
abstract = "Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity",
volume = "45",
number = "3",
pages = "1051-1058",
doi = "10.1016/j.ejmech.2009.11.055"
}

Grgurić-Šipka, S., Ivanovic, I., Rakic, G., Todorović, N., Gligorijević, N., Radulovic, S., Arion, V. B., Keppler, B. K.,& Tešić, Ž.. (2010). Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 45(3), 1051-1058.
https://doi.org/10.1016/j.ejmech.2009.11.055

Grgurić-Šipka S, Ivanovic I, Rakic G, Todorović N, Gligorijević N, Radulovic S, Arion VB, Keppler BK, Tešić Ž. Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry. 2010;45(3):1051-1058.
doi:10.1016/j.ejmech.2009.11.055 .

Grgurić-Šipka, Sanja, Ivanovic, Ivanka, Rakic, Gordana, Todorović, Nina, Gligorijević, Nevenka, Radulovic, Sinisa, Arion, Vladimir B., Keppler, Bernhard K., Tešić, Živoslav, "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity" in European Journal of Medicinal Chemistry, 45, no. 3 (2010):1051-1058,
https://doi.org/10.1016/j.ejmech.2009.11.055 . .

TY  - JOUR
AU  - Vujic, Jelena M.
AU  - Cvijovic, Milica
AU  - Kaluđerović, Goran N.
AU  - Milovanovic, Marija
AU  - Zmejkovski, Bojana
AU  - Volarevic, Vladislav
AU  - Arsenijevic, Nebojsa
AU  - Sabo, Tibor
AU  - Trifunovic, Srecko R.
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/710
AB  - Four novel bidentate N,N'-ligand precursors, including O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), L1 center dot 2HCl-L4 center dot 2HCl, of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 and the corresponding palladium(II) complexes 1-4, were prepared and characterized by IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. In vitro cytotoxicity of all compounds was determined against chronic lymphocytic leukemia cells (CLL). The compounds were found to exhibit higher antitumoral activity than cisplatin. The most active compound 2, [PdCl2{(S,S)-nPr(2)eddl}], was found to be 13.6 times more active than cisplatin on CLL cells.
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 IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti
VL  - 45
IS  - 9
SP  - 3601
EP  - 3606
DO  - 10.1016/j.ejmech.2010.05.005
ER  - 

@article{
author = "Vujic, Jelena M. and Cvijovic, Milica and Kaluđerović, Goran N. and Milovanovic, Marija and Zmejkovski, Bojana and Volarevic, Vladislav and Arsenijevic, Nebojsa and Sabo, Tibor and Trifunovic, Srecko R.",
year = "2010",
abstract = "Four novel bidentate N,N'-ligand precursors, including O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), L1 center dot 2HCl-L4 center dot 2HCl, of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 and the corresponding palladium(II) complexes 1-4, were prepared and characterized by IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. In vitro cytotoxicity of all compounds was determined against chronic lymphocytic leukemia cells (CLL). The compounds were found to exhibit higher antitumoral activity than cisplatin. The most active compound 2, [PdCl2{(S,S)-nPr(2)eddl}], was found to be 13.6 times more active than cisplatin on CLL cells.",
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 IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti",
volume = "45",
number = "9",
pages = "3601-3606",
doi = "10.1016/j.ejmech.2010.05.005"
}

Vujic, J. M., Cvijovic, M., Kaluđerović, G. N., Milovanovic, M., Zmejkovski, B., Volarevic, V., Arsenijevic, N., Sabo, T.,& Trifunovic, S. R.. (2010). Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(9), 3601-3606.
https://doi.org/10.1016/j.ejmech.2010.05.005

Vujic JM, Cvijovic M, Kaluđerović GN, Milovanovic M, Zmejkovski B, Volarevic V, Arsenijevic N, Sabo T, Trifunovic SR. Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti. in European Journal of Medicinal Chemistry. 2010;45(9):3601-3606.
doi:10.1016/j.ejmech.2010.05.005 .

Vujic, Jelena M., Cvijovic, Milica, Kaluđerović, Goran N., Milovanovic, Marija, Zmejkovski, Bojana, Volarevic, Vladislav, Arsenijevic, Nebojsa, Sabo, Tibor, Trifunovic, Srecko R., "Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: Synthesis, characterization and in vitro antitumoral acti" in European Journal of Medicinal Chemistry, 45, no. 9 (2010):3601-3606,
https://doi.org/10.1016/j.ejmech.2010.05.005 . .

TY  - JOUR
AU  - Vitnik, Vesna
AU  - Ivanović, Milovan D.
AU  - Vitnik, Željko
AU  - Đorđević, Jelena B.
AU  - Žižak, Željko
AU  - Juranić, Zorica
AU  - Juranić, Ivan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/576
AB  - Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1- carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).
T2  - Synthetic Communications
T1  - One-step conversion of ketones to conjugated acids using bromoform
VL  - 39
IS  - 8
SP  - 1457
EP  - 1471
DO  - 10.1080/00397910802531955
ER  - 

@article{
author = "Vitnik, Vesna and Ivanović, Milovan D. and Vitnik, Željko and Đorđević, Jelena B. and Žižak, Željko and Juranić, Zorica and Juranić, Ivan",
year = "2009",
abstract = "Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1- carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).",
journal = "Synthetic Communications",
title = "One-step conversion of ketones to conjugated acids using bromoform",
volume = "39",
number = "8",
pages = "1457-1471",
doi = "10.1080/00397910802531955"
}

Vitnik, V., Ivanović, M. D., Vitnik, Ž., Đorđević, J. B., Žižak, Ž., Juranić, Z.,& Juranić, I.. (2009). One-step conversion of ketones to conjugated acids using bromoform. in Synthetic Communications, 39(8), 1457-1471.
https://doi.org/10.1080/00397910802531955

Vitnik V, Ivanović MD, Vitnik Ž, Đorđević JB, Žižak Ž, Juranić Z, Juranić I. One-step conversion of ketones to conjugated acids using bromoform. in Synthetic Communications. 2009;39(8):1457-1471.
doi:10.1080/00397910802531955 .

Vitnik, Vesna, Ivanović, Milovan D., Vitnik, Željko, Đorđević, Jelena B., Žižak, Željko, Juranić, Zorica, Juranić, Ivan, "One-step conversion of ketones to conjugated acids using bromoform" in Synthetic Communications, 39, no. 8 (2009):1457-1471,
https://doi.org/10.1080/00397910802531955 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Gómez-Ruiz, S.
AU  - Žižak, Željko
AU  - Steinborn, D.
AU  - Schmidt, H.
AU  - Paschke, Reinhard
AU  - Juranić, Zorica
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/578
AB  - New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 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, [PdCl2L1] (1). In vitro antiproliferative 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.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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 and Kaluđerović, Goran N. and Gómez-Ruiz, S. and Žižak, Željko and Steinborn, D. and Schmidt, H. and Paschke, Reinhard and Juranić, Zorica and Sabo, Tibor",
year = "2009",
abstract = "New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 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, [PdCl2L1] (1). In vitro antiproliferative 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.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes",
volume = "44",
number = "9",
pages = "3452-3458",
doi = "10.1016/j.ejmech.2009.02.002"
}

Zmejkovski, B., Kaluđerović, G. N., Gómez-Ruiz, S., Žižak, Ž., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z.,& Sabo, T.. (2009). Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 44(9), 3452-3458.
https://doi.org/10.1016/j.ejmech.2009.02.002

Zmejkovski B, Kaluđerović GN, Gómez-Ruiz S, Žižak Ž, Steinborn D, Schmidt H, Paschke R, Juranić Z, Sabo T. Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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, Kaluđerović, Goran N., Gómez-Ruiz, S., Žižak, Željko, Steinborn, D., Schmidt, H., Paschke, Reinhard, Juranić, Zorica, Sabo, Tibor, "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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  - Pérez‐Quintanilla, Damian
AU  - Gómez‐Ruiz, Santiago
AU  - Žižak, Željko
AU  - Sierra, Isabel
AU  - Prashar, Sanjiv
AU  - del Hierro, Isabel
AU  - Fajardo, Mariano
AU  - Juranić, Zorica
AU  - Kaluđerović, Goran N.
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4124
AB  - Dehydroxylated MCM-41 and SBA-15 surfaces were modified by the grafting of two different titanocene complexes ([Ti(Tη5-C5H 4Me)2Cl2] and [Ti(Me2Si(η 5-C5Me4) (η5-C5H 4)}Cl2]) to give new materials, which have been characterized by powder X-ray diffraction, X-ray fluorescence, nitrogen gas sorption, MAS-NMR spectroscopy, thermogravimetry, SEM, and TEM. The toxicity of the resulting materials toward human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, and normal immunocompetent cells, such as peripheral blood mononuclear cells PBMC has been studied. Estimation of the number of particles per gram of material led to the calculation of O 50 values for these samples, which is the number of particles required to inhibit normal cell growth by 50%. In addition, M50 values (quantity of material needed to inhibit normal cell growth by 50%) of the studied surfaces is also reported. Nonfunctionalized MCM-41 and SBA-15 did not show notable antiproliferative activity, whereas functionalization of these materials with different titanocene based anticancer drugs led to very promising antitumoral activity. The best Q50 values correspond to titanocene functionalized MCM-41 surfaces (MCM-41/[Ti(η5C5H 4Me)2Cl2] (1) and MCM-41/[TiIMe 2Si(Tf-C5Me4)(Tf-C5H 4)(Cl2] (2)) with Q50 values between 3.8 ± 0.6 x 108 and 24.5 ±3.0 x 108 particles. Titanocene functionalized SBA-15 surfaces (SBA-15/[Ti(η5-C 5H4Me)2Cl2] (3) and SBA-15/[Ti{Me2Si(η5-C5Me 4)(η5C5H4)}Cl2] (4)) gave higher Q50 values, showing lower activity from 73.2 ± 9.9 x 108 to 362±7×l08 particles. The best response of the studied materials in terms of M50 values was observed against Fem-x (309 ± 42 g for 4) and K562 (338±18 g for 2), whereas moderate activities were observed in HeLa cells (from 508±63g of 2 to 912 ± 10g of 1). In addition, the analyzed surfaces presented only marginal activity against unstimulated and stimulated PBMC, showing a slight selectivity on human cancer cells. Comparison of the in vitro cytotoxicity in solution of the titanocene complexes/[Ti(η5-C5H 4Me)2Cl2] (3) and SBA-15/[Ti{Me 2Si(η5-C5Me4) (η5C5H4)}Cl2] (4)) gave higher Q50 va and the corresponding titanocene functionalized materials is also described.
PB  - Wiley
T2  - Chemistry a European Journal
T1  - A New Generation of Anticancer Drugs: Mesoporous Materials Modified with Titanocene Complexes
VL  - 15
IS  - 22
SP  - 5588
EP  - 5597
DO  - 10.1002/chem.200900151
ER  - 

@article{
author = "Pérez‐Quintanilla, Damian and Gómez‐Ruiz, Santiago and Žižak, Željko and Sierra, Isabel and Prashar, Sanjiv and del Hierro, Isabel and Fajardo, Mariano and Juranić, Zorica and Kaluđerović, Goran N.",
year = "2009",
abstract = "Dehydroxylated MCM-41 and SBA-15 surfaces were modified by the grafting of two different titanocene complexes ([Ti(Tη5-C5H 4Me)2Cl2] and [Ti(Me2Si(η 5-C5Me4) (η5-C5H 4)}Cl2]) to give new materials, which have been characterized by powder X-ray diffraction, X-ray fluorescence, nitrogen gas sorption, MAS-NMR spectroscopy, thermogravimetry, SEM, and TEM. The toxicity of the resulting materials toward human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, and normal immunocompetent cells, such as peripheral blood mononuclear cells PBMC has been studied. Estimation of the number of particles per gram of material led to the calculation of O 50 values for these samples, which is the number of particles required to inhibit normal cell growth by 50%. In addition, M50 values (quantity of material needed to inhibit normal cell growth by 50%) of the studied surfaces is also reported. Nonfunctionalized MCM-41 and SBA-15 did not show notable antiproliferative activity, whereas functionalization of these materials with different titanocene based anticancer drugs led to very promising antitumoral activity. The best Q50 values correspond to titanocene functionalized MCM-41 surfaces (MCM-41/[Ti(η5C5H 4Me)2Cl2] (1) and MCM-41/[TiIMe 2Si(Tf-C5Me4)(Tf-C5H 4)(Cl2] (2)) with Q50 values between 3.8 ± 0.6 x 108 and 24.5 ±3.0 x 108 particles. Titanocene functionalized SBA-15 surfaces (SBA-15/[Ti(η5-C 5H4Me)2Cl2] (3) and SBA-15/[Ti{Me2Si(η5-C5Me 4)(η5C5H4)}Cl2] (4)) gave higher Q50 values, showing lower activity from 73.2 ± 9.9 x 108 to 362±7×l08 particles. The best response of the studied materials in terms of M50 values was observed against Fem-x (309 ± 42 g for 4) and K562 (338±18 g for 2), whereas moderate activities were observed in HeLa cells (from 508±63g of 2 to 912 ± 10g of 1). In addition, the analyzed surfaces presented only marginal activity against unstimulated and stimulated PBMC, showing a slight selectivity on human cancer cells. Comparison of the in vitro cytotoxicity in solution of the titanocene complexes/[Ti(η5-C5H 4Me)2Cl2] (3) and SBA-15/[Ti{Me 2Si(η5-C5Me4) (η5C5H4)}Cl2] (4)) gave higher Q50 va and the corresponding titanocene functionalized materials is also described.",
publisher = "Wiley",
journal = "Chemistry a European Journal",
title = "A New Generation of Anticancer Drugs: Mesoporous Materials Modified with Titanocene Complexes",
volume = "15",
number = "22",
pages = "5588-5597",
doi = "10.1002/chem.200900151"
}

Pérez‐Quintanilla, D., Gómez‐Ruiz, S., Žižak, Ž., Sierra, I., Prashar, S., del Hierro, I., Fajardo, M., Juranić, Z.,& Kaluđerović, G. N.. (2009). A New Generation of Anticancer Drugs: Mesoporous Materials Modified with Titanocene Complexes. in Chemistry a European Journal
Wiley., 15(22), 5588-5597.
https://doi.org/10.1002/chem.200900151

Pérez‐Quintanilla D, Gómez‐Ruiz S, Žižak Ž, Sierra I, Prashar S, del Hierro I, Fajardo M, Juranić Z, Kaluđerović GN. A New Generation of Anticancer Drugs: Mesoporous Materials Modified with Titanocene Complexes. in Chemistry a European Journal. 2009;15(22):5588-5597.
doi:10.1002/chem.200900151 .

Pérez‐Quintanilla, Damian, Gómez‐Ruiz, Santiago, Žižak, Željko, Sierra, Isabel, Prashar, Sanjiv, del Hierro, Isabel, Fajardo, Mariano, Juranić, Zorica, Kaluđerović, Goran N., "A New Generation of Anticancer Drugs: Mesoporous Materials Modified with Titanocene Complexes" in Chemistry a European Journal, 15, no. 22 (2009):5588-5597,
https://doi.org/10.1002/chem.200900151 . .

TY  - JOUR
AU  - Valentić, Nataša V.
AU  - Vitnik, Željko
AU  - Mijin, Dušan
AU  - Ušćumlić, Gordana
AU  - Todorović, Nina
AU  - Juranić, Ivan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3994
AB  - The C-13 NMR chemical shifts of the C2 carbon atom in the heteroaromatic nuclei of seventeen 5-(3- and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones were determined in deuterated DMSO solution. For quantitative assessment of the substituent effects on the C-13 NMR chemical shifts simple and extended Hammett equations and Swain-Lupton equation were used. The mode of transmission of substituent effects have been discussed in a relation to the geometry of investigated molecules. The geometry data were obtained using semiempirical MNDO-PM6 energy calculations. The observed C-13 NMR substituent chemical shifts were correlated with literature C-13 NMR data for the corresponding 3- and 4-substituted- 2',6'-dimethylazobenzenes and 3- and 4-substituted azobenzenes. A good linear dependence obtained in this way, provided a basis to discuss the influence of the ortho-methyl groups on the degree of coplanarity of azobenzene and pyridone systems, and on the efficiency of transmission of electronic substituent effect from one ring to the other one.
PB  - Arkat USA Inc.
T2  - ARKIVOC - Online Journal of Organic Chemistry
T1  - Linear Free Energy Relationships of the C-13 NMR chemical shifts in 5-(3-and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones
VL  - 2009
IS  - 13
SP  - 227
EP  - 240
DO  - 10.3998/ark.5550190.0010.d20
ER  - 

@article{
author = "Valentić, Nataša V. and Vitnik, Željko and Mijin, Dušan and Ušćumlić, Gordana and Todorović, Nina and Juranić, Ivan",
year = "2009",
abstract = "The C-13 NMR chemical shifts of the C2 carbon atom in the heteroaromatic nuclei of seventeen 5-(3- and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones were determined in deuterated DMSO solution. For quantitative assessment of the substituent effects on the C-13 NMR chemical shifts simple and extended Hammett equations and Swain-Lupton equation were used. The mode of transmission of substituent effects have been discussed in a relation to the geometry of investigated molecules. The geometry data were obtained using semiempirical MNDO-PM6 energy calculations. The observed C-13 NMR substituent chemical shifts were correlated with literature C-13 NMR data for the corresponding 3- and 4-substituted- 2',6'-dimethylazobenzenes and 3- and 4-substituted azobenzenes. A good linear dependence obtained in this way, provided a basis to discuss the influence of the ortho-methyl groups on the degree of coplanarity of azobenzene and pyridone systems, and on the efficiency of transmission of electronic substituent effect from one ring to the other one.",
publisher = "Arkat USA Inc.",
journal = "ARKIVOC - Online Journal of Organic Chemistry",
title = "Linear Free Energy Relationships of the C-13 NMR chemical shifts in 5-(3-and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones",
volume = "2009",
number = "13",
pages = "227-240",
doi = "10.3998/ark.5550190.0010.d20"
}

Valentić, N. V., Vitnik, Ž., Mijin, D., Ušćumlić, G., Todorović, N.,& Juranić, I.. (2009). Linear Free Energy Relationships of the C-13 NMR chemical shifts in 5-(3-and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones. in ARKIVOC - Online Journal of Organic Chemistry
Arkat USA Inc.., 2009(13), 227-240.
https://doi.org/10.3998/ark.5550190.0010.d20

Valentić NV, Vitnik Ž, Mijin D, Ušćumlić G, Todorović N, Juranić I. Linear Free Energy Relationships of the C-13 NMR chemical shifts in 5-(3-and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones. in ARKIVOC - Online Journal of Organic Chemistry. 2009;2009(13):227-240.
doi:10.3998/ark.5550190.0010.d20 .

Valentić, Nataša V., Vitnik, Željko, Mijin, Dušan, Ušćumlić, Gordana, Todorović, Nina, Juranić, Ivan, "Linear Free Energy Relationships of the C-13 NMR chemical shifts in 5-(3-and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones" in ARKIVOC - Online Journal of Organic Chemistry, 2009, no. 13 (2009):227-240,
https://doi.org/10.3998/ark.5550190.0010.d20 . .

TY  - JOUR
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Gómez-Ruiz, Santiago
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/498
AB  - A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu2eddl}], 2, were synthesized and characterized by elemental analysis, as well as IR and NMR spectroscopy. It was found that complex 2 was obtained as mixture of two diastereoisomers, observed in NMR spectra. The crystal structure of compound 1 was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(S,S)-H2iBu2eddl]2+ and two Cl-. The crystal system was tetragonal with the space group P42. Hydrogen bonds significant for the manner of packing are N-H1N···Cl, 3.049(3) Å, 159(3)° and N-H2N···Cl, 3.100(3) Å, 164(3)°. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C2 symmetry axis of the compound passes through the C1-C1i bond vector and lies perpendicular to the plane N2Cl2.
AB  - Novi estar R2edda-tipa diizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpen-tanoat)-dihidrohlorid [(S,S)-H2iBu2eddl]Cl2,1, i njegov kompleks paladijuma(II), dihlorodiizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpentanoat)-paladijum(II) [PdCl2{(S,S)-iBu2eddl}], 2, sintetisani su i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Nađeno je da je kompleks 2 dobijen kao smeša dva dijastereoizomera, što je primećeno u NMR spektrima. Kristalna struktura 1 je rešena i opisana. Izolovani kristali se sastoje iz jedne dikatjonske vrste [(S,S)-H2iBu2eddl]2+ i dva Cl-. Kristalni sistem je tetragonalan sa prostornim grupom P42. Značajne vodonične veze za način pakovanja su N-H1N•••Cl, 3,049(3) Å, 159(3)°i N-H2N...Cl, 3,100(3) Å, 164(3)°. Time se formira beskonačan lanac i jednoslojna struktura, koji su uobičajeni za ove tipove struktura. Osa simetrije C2 jedinjenja prolazi kroz C1-C1i vektor veze i leži normalno na N2Cl2 ravan. PR Projekat Ministarstva nauke Republike Srbije, br. 142010.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization
T1  - Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo III - diizobutil-(s,s)-2,2'-(1,2,-etandiildiimino)-di(4-metilpentanoat)-dihidrohlorid i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija
VL  - 74
IS  - 11
SP  - 1249
EP  - 1258
DO  - 10.2298/JSC0911249Z
ER  - 

@article{
author = "Zmejkovski, Bojana and Kaluđerović, Goran N. and Gómez-Ruiz, Santiago and Sabo, Tibor",
year = "2009",
abstract = "A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu2eddl}], 2, were synthesized and characterized by elemental analysis, as well as IR and NMR spectroscopy. It was found that complex 2 was obtained as mixture of two diastereoisomers, observed in NMR spectra. The crystal structure of compound 1 was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(S,S)-H2iBu2eddl]2+ and two Cl-. The crystal system was tetragonal with the space group P42. Hydrogen bonds significant for the manner of packing are N-H1N···Cl, 3.049(3) Å, 159(3)° and N-H2N···Cl, 3.100(3) Å, 164(3)°. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C2 symmetry axis of the compound passes through the C1-C1i bond vector and lies perpendicular to the plane N2Cl2., Novi estar R2edda-tipa diizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpen-tanoat)-dihidrohlorid [(S,S)-H2iBu2eddl]Cl2,1, i njegov kompleks paladijuma(II), dihlorodiizobutil-(S,S)-2,2'-(1,2-etandiildiimino)-di(4-metilpentanoat)-paladijum(II) [PdCl2{(S,S)-iBu2eddl}], 2, sintetisani su i okarakterisani uz pomoć elementalne analize, IR i NMR spektroskopije. Nađeno je da je kompleks 2 dobijen kao smeša dva dijastereoizomera, što je primećeno u NMR spektrima. Kristalna struktura 1 je rešena i opisana. Izolovani kristali se sastoje iz jedne dikatjonske vrste [(S,S)-H2iBu2eddl]2+ i dva Cl-. Kristalni sistem je tetragonalan sa prostornim grupom P42. Značajne vodonične veze za način pakovanja su N-H1N•••Cl, 3,049(3) Å, 159(3)°i N-H2N...Cl, 3,100(3) Å, 164(3)°. Time se formira beskonačan lanac i jednoslojna struktura, koji su uobičajeni za ove tipove struktura. Osa simetrije C2 jedinjenja prolazi kroz C1-C1i vektor veze i leži normalno na N2Cl2 ravan. PR Projekat Ministarstva nauke Republike Srbije, br. 142010.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization, Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo III - diizobutil-(s,s)-2,2'-(1,2,-etandiildiimino)-di(4-metilpentanoat)-dihidrohlorid i njegov kompleks sa paladijumom(II) - sinteza i karakterizacija",
volume = "74",
number = "11",
pages = "1249-1258",
doi = "10.2298/JSC0911249Z"
}

Zmejkovski, B., Kaluđerović, G. N., Gómez-Ruiz, S.,& Sabo, T.. (2009). Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 74(11), 1249-1258.
https://doi.org/10.2298/JSC0911249Z

Zmejkovski B, Kaluđerović GN, Gómez-Ruiz S, Sabo T. Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization. in Journal of the Serbian Chemical Society. 2009;74(11):1249-1258.
doi:10.2298/JSC0911249Z .

Zmejkovski, Bojana, Kaluđerović, Goran N., Gómez-Ruiz, Santiago, Sabo, Tibor, "Palladium(II) complexes with R2edda derived ligands, Part III: Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization" in Journal of the Serbian Chemical Society, 74, no. 11 (2009):1249-1258,
https://doi.org/10.2298/JSC0911249Z . .

TY  - JOUR
AU  - Marinković, Aleksandar D.
AU  - Jovanović, Bratislav Ž.
AU  - Todorović, Nina
AU  - Juranić, Ivan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/603
AB  - Linear free energy relationships (LFER) were applied to the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones. The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (σI), and various resonance (σR) parameters were carried out using SSP (single substituent parameter), DSP (dual substituent parameter), and DSP-NLR (dual substituent parameter non-linear resonance) methods, as well as by multiple regression analysis. The presented calculation accounts satisfactorily for the polar and resonance substituent effects operating at pyridone carbon atoms. Negative ρ values were found for several correlations (reverse substituent effect). The conformations of investigated compounds have been studied by the use of semi-empirical MO-PM6 method and B3LYP density functional (DFT) hybrid methods. The twist of the plane of 4-substituted phenyl ring (θ1) is determined by electronic substituent effects, while the angles θ2 are almost constant.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Linear free energy relationships of the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones
VL  - 920
IS  - 1-3
SP  - 90
EP  - 96
DO  - 10.1016/j.molstruc.2008.10.018
ER  - 

@article{
author = "Marinković, Aleksandar D. and Jovanović, Bratislav Ž. and Todorović, Nina and Juranić, Ivan",
year = "2009",
abstract = "Linear free energy relationships (LFER) were applied to the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones. The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (σI), and various resonance (σR) parameters were carried out using SSP (single substituent parameter), DSP (dual substituent parameter), and DSP-NLR (dual substituent parameter non-linear resonance) methods, as well as by multiple regression analysis. The presented calculation accounts satisfactorily for the polar and resonance substituent effects operating at pyridone carbon atoms. Negative ρ values were found for several correlations (reverse substituent effect). The conformations of investigated compounds have been studied by the use of semi-empirical MO-PM6 method and B3LYP density functional (DFT) hybrid methods. The twist of the plane of 4-substituted phenyl ring (θ1) is determined by electronic substituent effects, while the angles θ2 are almost constant.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Linear free energy relationships of the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones",
volume = "920",
number = "1-3",
pages = "90-96",
doi = "10.1016/j.molstruc.2008.10.018"
}

Marinković, A. D., Jovanović, B. Ž., Todorović, N.,& Juranić, I.. (2009). Linear free energy relationships of the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones. in Journal of Molecular Structure
Elsevier., 920(1-3), 90-96.
https://doi.org/10.1016/j.molstruc.2008.10.018

Marinković AD, Jovanović BŽ, Todorović N, Juranić I. Linear free energy relationships of the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones. in Journal of Molecular Structure. 2009;920(1-3):90-96.
doi:10.1016/j.molstruc.2008.10.018 .

Marinković, Aleksandar D., Jovanović, Bratislav Ž., Todorović, Nina, Juranić, Ivan, "Linear free energy relationships of the 1H and 13C NMR chemical shifts in 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)pyridones" in Journal of Molecular Structure, 920, no. 1-3 (2009):90-96,
https://doi.org/10.1016/j.molstruc.2008.10.018 . .

TY  - JOUR
AU  - Gómez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Hey-Hawkins, Evamarie
AU  - Erić, Aleksandra
AU  - Žižak, Željko
AU  - Juranić, Zorica
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4125
AB  - The reaction of 3-methoxyphenylacetic acid (3-MPAH), 4-methoxyphenylacetic acid (4-MPAH), 2,5-
dimethyl-3-furoic acid (DMFUH) or 1,4-benzodioxane-6-carboxylic acid (BZDOH) with triphenyltin(IV)
chloride (1:1) or diphenyltin(IV) dichloride (2:1) in the presence of triethylamine yielded the compounds
[SnPh3(3-MPA)] (1), [SnPh3(4-MPA)] (2), [SnPh3(DMFU)] (3), [SnPh3(BZDO)] (4), [SnPh2(3-MPA)2] (5),
[SnPh2(4-MPA)2] (6), [SnPh2(DMFU)2] (7) and [SnPh2(BZDO)2] (8), respectively. The tetranuclear complex
[{Me2(DMFU)SnOSn(DMFU)Me2}2] (9) was prepared by the reaction of dimethyltin(IV) oxide and 2,5-
dimethyl-3-furoic acid (DMFUH). The molecular structures of 3, 4 and 9, were determined by X-ray diffraction
studies. The cytotoxic activity of the carboxylic acids (3-MPAH, 4-MPAH, BZDOH and DMFUH)
and di (5–8) and triphenyltin(IV) complexes (2–4) was tested against tumor cell lines human adenocarcinoma
HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal
immunocompetent cells, peripheral blood mononuclear cells PBMC. Triphenyltin(IV) complexes show
higher activities than the diphenyltin(IV) derivatives. The most active compound is [SnPh3(DMFU)] (3)
with IC50 value of 0.15  } 0.01, 0.051  } 0.004, 0.074  } 0.004, 0.20  } 0.01, 0.15  } 0.02 on HeLa, K562, Femx,
rested and stimulated PBMC, respectively, while the most selective are [SnPh2(3-MPA)2] (5),
[SnPh2(DMFU)2] (7) and [SnPh2(BZDO)2] (8). Compounds 3, 5, 7 and 8 present higher activities than cisplatin
in all the tested cells and relative high selectivity especially on K562 cells.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Study of the cytotoxic activity of di and triphenyltin(IV) carboxylate complexes
VL  - 102
IS  - 12
SP  - 2087
EP  - 2096
DO  - 10.1016/j.jinorgbio.2008.07.009
ER  - 

@article{
author = "Gómez-Ruiz, Santiago and Kaluđerović, Goran N. and Prashar, Sanjiv and Hey-Hawkins, Evamarie and Erić, Aleksandra and Žižak, Željko and Juranić, Zorica",
year = "2008",
abstract = "The reaction of 3-methoxyphenylacetic acid (3-MPAH), 4-methoxyphenylacetic acid (4-MPAH), 2,5-
dimethyl-3-furoic acid (DMFUH) or 1,4-benzodioxane-6-carboxylic acid (BZDOH) with triphenyltin(IV)
chloride (1:1) or diphenyltin(IV) dichloride (2:1) in the presence of triethylamine yielded the compounds
[SnPh3(3-MPA)] (1), [SnPh3(4-MPA)] (2), [SnPh3(DMFU)] (3), [SnPh3(BZDO)] (4), [SnPh2(3-MPA)2] (5),
[SnPh2(4-MPA)2] (6), [SnPh2(DMFU)2] (7) and [SnPh2(BZDO)2] (8), respectively. The tetranuclear complex
[{Me2(DMFU)SnOSn(DMFU)Me2}2] (9) was prepared by the reaction of dimethyltin(IV) oxide and 2,5-
dimethyl-3-furoic acid (DMFUH). The molecular structures of 3, 4 and 9, were determined by X-ray diffraction
studies. The cytotoxic activity of the carboxylic acids (3-MPAH, 4-MPAH, BZDOH and DMFUH)
and di (5–8) and triphenyltin(IV) complexes (2–4) was tested against tumor cell lines human adenocarcinoma
HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal
immunocompetent cells, peripheral blood mononuclear cells PBMC. Triphenyltin(IV) complexes show
higher activities than the diphenyltin(IV) derivatives. The most active compound is [SnPh3(DMFU)] (3)
with IC50 value of 0.15  } 0.01, 0.051  } 0.004, 0.074  } 0.004, 0.20  } 0.01, 0.15  } 0.02 on HeLa, K562, Femx,
rested and stimulated PBMC, respectively, while the most selective are [SnPh2(3-MPA)2] (5),
[SnPh2(DMFU)2] (7) and [SnPh2(BZDO)2] (8). Compounds 3, 5, 7 and 8 present higher activities than cisplatin
in all the tested cells and relative high selectivity especially on K562 cells.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Study of the cytotoxic activity of di and triphenyltin(IV) carboxylate complexes",
volume = "102",
number = "12",
pages = "2087-2096",
doi = "10.1016/j.jinorgbio.2008.07.009"
}

Gómez-Ruiz, S., Kaluđerović, G. N., Prashar, S., Hey-Hawkins, E., Erić, A., Žižak, Ž.,& Juranić, Z.. (2008). Study of the cytotoxic activity of di and triphenyltin(IV) carboxylate complexes. in Journal of Inorganic Biochemistry
Elsevier., 102(12), 2087-2096.
https://doi.org/10.1016/j.jinorgbio.2008.07.009

Gómez-Ruiz S, Kaluđerović GN, Prashar S, Hey-Hawkins E, Erić A, Žižak Ž, Juranić Z. Study of the cytotoxic activity of di and triphenyltin(IV) carboxylate complexes. in Journal of Inorganic Biochemistry. 2008;102(12):2087-2096.
doi:10.1016/j.jinorgbio.2008.07.009 .

Gómez-Ruiz, Santiago, Kaluđerović, Goran N., Prashar, Sanjiv, Hey-Hawkins, Evamarie, Erić, Aleksandra, Žižak, Željko, Juranić, Zorica, "Study of the cytotoxic activity of di and triphenyltin(IV) carboxylate complexes" in Journal of Inorganic Biochemistry, 102, no. 12 (2008):2087-2096,
https://doi.org/10.1016/j.jinorgbio.2008.07.009 . .

TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Polo-Ceron, Dorian
AU  - Fajardo, Mariano
AU  - Žižak, Željko
AU  - Sabo, Tibor
AU  - Juranić, Zorica
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4130
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(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (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.
PB  - Elsevier
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 and Sabo, Tibor and Juranić, Zorica",
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(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (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.",
publisher = "Elsevier",
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., Sabo, T.,& Juranić, Z.. (2008). Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry
Elsevier., 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 Ž, Sabo T, Juranić Z. 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, Sabo, Tibor, Juranić, Zorica, "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  - Krajčinović, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Žižak, Željko
AU  - Juranić, Zorica
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4330
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, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a 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(μM) 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.
PB  - Elsevier
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 = "Krajčinović, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Žižak, Željko and Juranić, Zorica 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, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a 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(μM) 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.",
publisher = "Elsevier",
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"
}

Krajčinović, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Žižak, Ž., Juranić, Z., 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., 102(4), 892-900.
https://doi.org/10.1016/j.jinorgbio.2007.12.009

Krajčinović BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Žižak Ž, Juranić Z, 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 .

Krajčinović, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Žižak, Željko, Juranić, Zorica, 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  - Miodragović, D.U.
AU  - Mitić, Dragana
AU  - Miodragović, Zoran
AU  - Bogdanović, Goran A.
AU  - Vitnik, Željko
AU  - Vitorović, Maja D.
AU  - Radulović, Milanka
AU  - Nastasijević, Branislav
AU  - Juranić, Ivan
AU  - Anđelković, Katarina
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/460
AB  - For the first time, complexes of Zn(II), Cd(II) and Co(II) (1-3) with N-benzyloxycarbonylglycine have been synthesized and characterized. The complexes adopt tetrahedral, pentagonal-bipyramidal and octahedral geometry, respectively. The structure of the polymeric cadmium complex was resolved by single crystal X-ray analysis. The cadmium ion has a distorted pentagonal-bipyramidal coordination formed by two water molecules and two N-benzyloxycarbonylglycinato ligands (N-Boc) coordinated in different fashions, one as bidentate and the second connecting three cadmium atoms. In a rather complicated 2D supramolecular structure, the phenyl rings interact mutually exclusively by the CH⋯π interactions. Investigation of the antimicrobial activity of the obtained complexes and N-benzyloxycarbonylglycine revealed that the ligand does not inhibit the growth of Candida albicans, whereas the newly synthesized complexes suppress the growth of this human fungal pathogen.
PB  - Elsevier S.A.
T2  - Inorganica Chimica Acta
T1  - Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine. X-ray crystal structure of the polymeric Cd(II) complex
VL  - 361
IS  - 1
SP  - 86
EP  - 94
DO  - 10.1016/j.ica.2007.06.041
ER  - 

@article{
author = "Miodragović, D.U. and Mitić, Dragana and Miodragović, Zoran and Bogdanović, Goran A. and Vitnik, Željko and Vitorović, Maja D. and Radulović, Milanka and Nastasijević, Branislav and Juranić, Ivan and Anđelković, Katarina",
year = "2008",
abstract = "For the first time, complexes of Zn(II), Cd(II) and Co(II) (1-3) with N-benzyloxycarbonylglycine have been synthesized and characterized. The complexes adopt tetrahedral, pentagonal-bipyramidal and octahedral geometry, respectively. The structure of the polymeric cadmium complex was resolved by single crystal X-ray analysis. The cadmium ion has a distorted pentagonal-bipyramidal coordination formed by two water molecules and two N-benzyloxycarbonylglycinato ligands (N-Boc) coordinated in different fashions, one as bidentate and the second connecting three cadmium atoms. In a rather complicated 2D supramolecular structure, the phenyl rings interact mutually exclusively by the CH⋯π interactions. Investigation of the antimicrobial activity of the obtained complexes and N-benzyloxycarbonylglycine revealed that the ligand does not inhibit the growth of Candida albicans, whereas the newly synthesized complexes suppress the growth of this human fungal pathogen.",
publisher = "Elsevier S.A.",
journal = "Inorganica Chimica Acta",
title = "Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine. X-ray crystal structure of the polymeric Cd(II) complex",
volume = "361",
number = "1",
pages = "86-94",
doi = "10.1016/j.ica.2007.06.041"
}

Miodragović, D.U., Mitić, D., Miodragović, Z., Bogdanović, G. A., Vitnik, Ž., Vitorović, M. D., Radulović, M., Nastasijević, B., Juranić, I.,& Anđelković, K.. (2008). Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine. X-ray crystal structure of the polymeric Cd(II) complex. in Inorganica Chimica Acta
Elsevier S.A.., 361(1), 86-94.
https://doi.org/10.1016/j.ica.2007.06.041

Miodragović D, Mitić D, Miodragović Z, Bogdanović GA, Vitnik Ž, Vitorović MD, Radulović M, Nastasijević B, Juranić I, Anđelković K. Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine. X-ray crystal structure of the polymeric Cd(II) complex. in Inorganica Chimica Acta. 2008;361(1):86-94.
doi:10.1016/j.ica.2007.06.041 .

Miodragović, D.U., Mitić, Dragana, Miodragović, Zoran, Bogdanović, Goran A., Vitnik, Željko, Vitorović, Maja D., Radulović, Milanka, Nastasijević, Branislav, Juranić, Ivan, Anđelković, Katarina, "Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine. X-ray crystal structure of the polymeric Cd(II) complex" in Inorganica Chimica Acta, 361, no. 1 (2008):86-94,
https://doi.org/10.1016/j.ica.2007.06.041 . .

TY  - JOUR
AU  - Drakulić, Branko
AU  - Juranić, Ivan
AU  - Erić, Slavica
AU  - Zloh, Mire
PY  - 2008
UR  - http://farfar.pharmacy.bg.ac.rs/handle/123456789/1029
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3512
AB  - The use of chemical penetration enhancers (CPE) is growing due to their ability to improve drug delivery through the skin. A possible mechanism of penetration enhancement could involve the complex formation between drug and components in the pharmaceutical formulation, thus altering the physicochemical properties of the active substance. Here, modelling studies indicate that hydrocarbon and oxygen-containing terpenes (penetration enhancers) could form complexes with drugs. Satisfactory correlations have been obtained between the predicted molecular properties of enhancers and their enhancement effects. Crown Copyright
PB  - Elsevier
T2  - International Journal of Pharmaceutics
T1  - Role of complexes formation between drugs and penetration enhancers in transdermal delivery
VL  - 363
IS  - 1-2
SP  - 40
EP  - 49
DO  - 10.1016/j.ijpharm.2008.06.032
ER  - 

@article{
author = "Drakulić, Branko and Juranić, Ivan and Erić, Slavica and Zloh, Mire",
year = "2008",
abstract = "The use of chemical penetration enhancers (CPE) is growing due to their ability to improve drug delivery through the skin. A possible mechanism of penetration enhancement could involve the complex formation between drug and components in the pharmaceutical formulation, thus altering the physicochemical properties of the active substance. Here, modelling studies indicate that hydrocarbon and oxygen-containing terpenes (penetration enhancers) could form complexes with drugs. Satisfactory correlations have been obtained between the predicted molecular properties of enhancers and their enhancement effects. Crown Copyright",
publisher = "Elsevier",
journal = "International Journal of Pharmaceutics",
title = "Role of complexes formation between drugs and penetration enhancers in transdermal delivery",
volume = "363",
number = "1-2",
pages = "40-49",
doi = "10.1016/j.ijpharm.2008.06.032"
}

Drakulić, B., Juranić, I., Erić, S.,& Zloh, M.. (2008). Role of complexes formation between drugs and penetration enhancers in transdermal delivery. in International Journal of Pharmaceutics
Elsevier., 363(1-2), 40-49.
https://doi.org/10.1016/j.ijpharm.2008.06.032

Drakulić B, Juranić I, Erić S, Zloh M. Role of complexes formation between drugs and penetration enhancers in transdermal delivery. in International Journal of Pharmaceutics. 2008;363(1-2):40-49.
doi:10.1016/j.ijpharm.2008.06.032 .

Drakulić, Branko, Juranić, Ivan, Erić, Slavica, Zloh, Mire, "Role of complexes formation between drugs and penetration enhancers in transdermal delivery" in International Journal of Pharmaceutics, 363, no. 1-2 (2008):40-49,
https://doi.org/10.1016/j.ijpharm.2008.06.032 . .

TY  - JOUR
AU  - Mitić, Dragana
AU  - Miodragović, Đenana
AU  - Sladić, Dušan
AU  - Vitnik, Željko
AU  - Miodragović, Zoran
AU  - Anđelković, Katarina
AU  - Radulović, Milanka
AU  - Juranić, Nenad
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/425
AB  - In this study, the first complexes of Zn(II) with the N-benzyloxycar- bonyl-S-alaninato ligand (N-Boc-S-ala) were synthesized. The new complexes were characterized by elemental analysis, conductometric measurements, IR, 1H-NMR, 13C-NMR and 2D-NMR spectroscopy. On the basis of the experimental data, tetrahedral geometry of the Zn(II) complexes was proposed. A very good agreement between the NMR and DFT calculated data was obtained. Investigation of antimicrobial activity of the newly synthesized complexes was also performed. It was established that [Zn(N-Boc-S-ala)2] was selective and acts only on Candida albicans.
AB  - U ovom radu su sintetizovani prvi kompleksi Zn(II) sa N-benziloksikarbonil-S-alaninato ligandom (N-Boc-S-ala). Kompleksi su okarakterisani elementalnom analizom, konduktometrijskim merenjem, IR, 1H-NMR, 13C-NMR i 2D-NMR spektroskopijom. Tetraedarska geometrija Zn(II) kompleksa pretpostavljena je na osnovu eksperimentalnih podataka. Dobijeno je veoma dobro slaganje između NMR i DFT podataka. Ispitivana je antimikrobna aktivnost novosintetizovanih kompleksa. Ustanovljeno je da je [Zn(N-Boc-S-ala)2] kompleks selektivan i da deluje samo na gljivu Candida albicans.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine
T1  - Sinteza, NMR i DFT proračunavanja i ispitivanje antimikrobne aktivnosti Zn(II) kompleksa sa N-benziloksikarbonil-S-alaninom
VL  - 73
IS  - 8-9
SP  - 815
EP  - 824
DO  - 10.2298/JSC0809815M
ER  - 

@article{
author = "Mitić, Dragana and Miodragović, Đenana and Sladić, Dušan and Vitnik, Željko and Miodragović, Zoran and Anđelković, Katarina and Radulović, Milanka and Juranić, Nenad",
year = "2008",
abstract = "In this study, the first complexes of Zn(II) with the N-benzyloxycar- bonyl-S-alaninato ligand (N-Boc-S-ala) were synthesized. The new complexes were characterized by elemental analysis, conductometric measurements, IR, 1H-NMR, 13C-NMR and 2D-NMR spectroscopy. On the basis of the experimental data, tetrahedral geometry of the Zn(II) complexes was proposed. A very good agreement between the NMR and DFT calculated data was obtained. Investigation of antimicrobial activity of the newly synthesized complexes was also performed. It was established that [Zn(N-Boc-S-ala)2] was selective and acts only on Candida albicans., U ovom radu su sintetizovani prvi kompleksi Zn(II) sa N-benziloksikarbonil-S-alaninato ligandom (N-Boc-S-ala). Kompleksi su okarakterisani elementalnom analizom, konduktometrijskim merenjem, IR, 1H-NMR, 13C-NMR i 2D-NMR spektroskopijom. Tetraedarska geometrija Zn(II) kompleksa pretpostavljena je na osnovu eksperimentalnih podataka. Dobijeno je veoma dobro slaganje između NMR i DFT podataka. Ispitivana je antimikrobna aktivnost novosintetizovanih kompleksa. Ustanovljeno je da je [Zn(N-Boc-S-ala)2] kompleks selektivan i da deluje samo na gljivu Candida albicans.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine, Sinteza, NMR i DFT proračunavanja i ispitivanje antimikrobne aktivnosti Zn(II) kompleksa sa N-benziloksikarbonil-S-alaninom",
volume = "73",
number = "8-9",
pages = "815-824",
doi = "10.2298/JSC0809815M"
}

Mitić, D., Miodragović, Đ., Sladić, D., Vitnik, Ž., Miodragović, Z., Anđelković, K., Radulović, M.,& Juranić, N.. (2008). Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 73(8-9), 815-824.
https://doi.org/10.2298/JSC0809815M

Mitić D, Miodragović Đ, Sladić D, Vitnik Ž, Miodragović Z, Anđelković K, Radulović M, Juranić N. Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine. in Journal of the Serbian Chemical Society. 2008;73(8-9):815-824.
doi:10.2298/JSC0809815M .

Mitić, Dragana, Miodragović, Đenana, Sladić, Dušan, Vitnik, Željko, Miodragović, Zoran, Anđelković, Katarina, Radulović, Milanka, Juranić, Nenad, "Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine" in Journal of the Serbian Chemical Society, 73, no. 8-9 (2008):815-824,
https://doi.org/10.2298/JSC0809815M . .

TY  - JOUR
AU  - Dilber, Sanda P.
AU  - Žižak, Željko
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica
AU  - Drakulić, Branko
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4305
AB  - Article describes the synthesis of fifteen β-hydroxy- β-arylalkanoic acids by Reformatsky reaction using the 1-ethoxyethyl-2- bromoalkanoates, aromatic or cycloalkyl ketones or aromatic aldehydes. The short survey of previously reported synthetic procedures for title compounds, is given. The majority of obtained compounds exert antiproliferative activity in vitro toward human: HeLa, Fem-X cells, K562, and LS174 cells, having IC 50 values from 62.20 to 205 μM. The most active compound is 3-OH-2,2-di-Me-3-(4-biphenylyl)-butanoic acid, having the IC 50 value 62.20 μM toward HeLa cells. Seven examined compounds did not affect proliferation of healthy human blood peripheral mononuclear cells (PBMC and PBMC+ PHA), IC 50 > 300 μM. The preliminary QSAR results show that estimated lipophilicity of compounds influences their antiproliferative activity in the first place. The ability of dehydration, and the spatial arrangement of hydrophobic portion, HBD and HBA in molecules are has almost equal importance as lipophilicity.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Antiproliferative activity of β-hydroxy- β-arylalkanoic acids
VL  - 8
IS  - 3
SP  - 214
EP  - 228
DO  - 10.3390/i8030214
ER  - 

@article{
author = "Dilber, Sanda P. and Žižak, Željko and Stanojković, Tatjana and Juranić, Zorica and Drakulić, Branko",
year = "2007",
abstract = "Article describes the synthesis of fifteen β-hydroxy- β-arylalkanoic acids by Reformatsky reaction using the 1-ethoxyethyl-2- bromoalkanoates, aromatic or cycloalkyl ketones or aromatic aldehydes. The short survey of previously reported synthetic procedures for title compounds, is given. The majority of obtained compounds exert antiproliferative activity in vitro toward human: HeLa, Fem-X cells, K562, and LS174 cells, having IC 50 values from 62.20 to 205 μM. The most active compound is 3-OH-2,2-di-Me-3-(4-biphenylyl)-butanoic acid, having the IC 50 value 62.20 μM toward HeLa cells. Seven examined compounds did not affect proliferation of healthy human blood peripheral mononuclear cells (PBMC and PBMC+ PHA), IC 50 > 300 μM. The preliminary QSAR results show that estimated lipophilicity of compounds influences their antiproliferative activity in the first place. The ability of dehydration, and the spatial arrangement of hydrophobic portion, HBD and HBA in molecules are has almost equal importance as lipophilicity.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Antiproliferative activity of β-hydroxy- β-arylalkanoic acids",
volume = "8",
number = "3",
pages = "214-228",
doi = "10.3390/i8030214"
}

Dilber, S. P., Žižak, Ž., Stanojković, T., Juranić, Z.,& Drakulić, B.. (2007). Antiproliferative activity of β-hydroxy- β-arylalkanoic acids. in International Journal of Molecular Sciences
MDPI., 8(3), 214-228.
https://doi.org/10.3390/i8030214

Dilber SP, Žižak Ž, Stanojković T, Juranić Z, Drakulić B. Antiproliferative activity of β-hydroxy- β-arylalkanoic acids. in International Journal of Molecular Sciences. 2007;8(3):214-228.
doi:10.3390/i8030214 .

Dilber, Sanda P., Žižak, Željko, Stanojković, Tatjana, Juranić, Zorica, Drakulić, Branko, "Antiproliferative activity of β-hydroxy- β-arylalkanoic acids" in International Journal of Molecular Sciences, 8, no. 3 (2007):214-228,
https://doi.org/10.3390/i8030214 . .

TY  - JOUR
AU  - Verbić, Tatjana
AU  - Drakulić, Branko
AU  - Zloh, Mire
AU  - Pecelj, Jovana R.
AU  - Popović, Gordana
AU  - Juranić, Ivan
PY  - 2007
UR  - http://farfar.pharmacy.bg.ac.rs/handle/123456789/997
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/902
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3513
AB  - The protolytic equilibria of 13 4-aryl-2,4-dioxobutanoic acids (ADKs) were spectrophotometrically studied in aqueous solutions in the pH range 1-9 at 25±1 °C and an ionic strength of 0.1 mol l-1 (NaCl), with the exception of the 4-OH-derivative which was also potentiometrically studied in the pH range 7-10 at 25±1 °C and an ionic strength of 0.1 mol l-1 (NaCl). In solution, the compounds simultaneously exist in one diketo and two enolic forms; therefore, the determined acidity constants (pKa1 1.87-2.29, pKa2 6.63-8.13 and pKa3(4-OH-) 9.52) represent system macro constants. The 1H-NMR spectrum of the parent compound (4-phenyl- -2,4-dioxobutanoic acid) (25 °C, pD 5.0) proved the existence of all tautomeric forms. Using the extended Hammett relation, the determined pKa values were correlated with literature σ values. The predicted pKa values were in fair accordance with the experimentally observed ones. Molecular, monoanionic and dianionic forms of the parent compound were optimized by the semi-empirical molecular orbital PM6 method using the implicit water solvation model (COSMO). The obtained geometries were used to explain the quality of the LFER models.
AB  - Protolitičke ravnoteže 13 jedinjenja iz klase 4-aril-2,4-dioksobutanskih kiselina (ADK) spektrofotometrijski su proučavane u vodenim rastvorima u pH intervalu 1-9 pri temperaturi 25±1 °C i jonskoj jačini rastvora 0.1 mol l-1 (NaCl), sa izuzetkom 4-OH-derivata koji je proučavan i potenciometrijski u pH intervalu 7-10 pri istim uslovima. Kako ADK u vodenom rastvoru podležu keto-enolnoj tautomeriji i istovremeno postoje u diketo i dva enolna oblika, to određene kiselinske konstante (pKa1 1.87-2.29, pKa2 6.63-8.13 i pKa3(4-OH-) 9.52) predstavljaju makro konstante za dati sistem. 1H-NMR spektar osnovne supstance (4-fenil-2,4-dioksobutanska kiselina) (25 °C, pD 5.0) potvrđuje prisustvo svih tautomernih oblika. Upotrebom proširene Hametove korelacije, određene pKa vrednosti korelisane su sa literaturnim σ vrednostima. Predviđene pKa vrednosti dobro se slažu sa eksperimentalno dobijenim. Molekulski, monoanjonski i dianjonski oblici osnovne supstance su optimizovani semiempirijskom molekulsko-orbitalnom PM6 metodom sa implicitnim modelom solvatacije u vodi (COSMO). Dobijene geometrije su upotrebljene za objašnjenje kvaliteta LFER modela.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions
T1  - Linearne korelacije slobodne energije (LFER) protolitičkih ravnoteža 4-aril-2,4-dioksobutanskih kiselina u vodenim rastvorima
VL  - 72
IS  - 12
SP  - 1201
EP  - 1216
DO  - 10.2298/JSC0712201V
ER  - 

@article{
author = "Verbić, Tatjana and Drakulić, Branko and Zloh, Mire and Pecelj, Jovana R. and Popović, Gordana and Juranić, Ivan",
year = "2007",
abstract = "The protolytic equilibria of 13 4-aryl-2,4-dioxobutanoic acids (ADKs) were spectrophotometrically studied in aqueous solutions in the pH range 1-9 at 25±1 °C and an ionic strength of 0.1 mol l-1 (NaCl), with the exception of the 4-OH-derivative which was also potentiometrically studied in the pH range 7-10 at 25±1 °C and an ionic strength of 0.1 mol l-1 (NaCl). In solution, the compounds simultaneously exist in one diketo and two enolic forms; therefore, the determined acidity constants (pKa1 1.87-2.29, pKa2 6.63-8.13 and pKa3(4-OH-) 9.52) represent system macro constants. The 1H-NMR spectrum of the parent compound (4-phenyl- -2,4-dioxobutanoic acid) (25 °C, pD 5.0) proved the existence of all tautomeric forms. Using the extended Hammett relation, the determined pKa values were correlated with literature σ values. The predicted pKa values were in fair accordance with the experimentally observed ones. Molecular, monoanionic and dianionic forms of the parent compound were optimized by the semi-empirical molecular orbital PM6 method using the implicit water solvation model (COSMO). The obtained geometries were used to explain the quality of the LFER models., Protolitičke ravnoteže 13 jedinjenja iz klase 4-aril-2,4-dioksobutanskih kiselina (ADK) spektrofotometrijski su proučavane u vodenim rastvorima u pH intervalu 1-9 pri temperaturi 25±1 °C i jonskoj jačini rastvora 0.1 mol l-1 (NaCl), sa izuzetkom 4-OH-derivata koji je proučavan i potenciometrijski u pH intervalu 7-10 pri istim uslovima. Kako ADK u vodenom rastvoru podležu keto-enolnoj tautomeriji i istovremeno postoje u diketo i dva enolna oblika, to određene kiselinske konstante (pKa1 1.87-2.29, pKa2 6.63-8.13 i pKa3(4-OH-) 9.52) predstavljaju makro konstante za dati sistem. 1H-NMR spektar osnovne supstance (4-fenil-2,4-dioksobutanska kiselina) (25 °C, pD 5.0) potvrđuje prisustvo svih tautomernih oblika. Upotrebom proširene Hametove korelacije, određene pKa vrednosti korelisane su sa literaturnim σ vrednostima. Predviđene pKa vrednosti dobro se slažu sa eksperimentalno dobijenim. Molekulski, monoanjonski i dianjonski oblici osnovne supstance su optimizovani semiempirijskom molekulsko-orbitalnom PM6 metodom sa implicitnim modelom solvatacije u vodi (COSMO). Dobijene geometrije su upotrebljene za objašnjenje kvaliteta LFER modela.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions, Linearne korelacije slobodne energije (LFER) protolitičkih ravnoteža 4-aril-2,4-dioksobutanskih kiselina u vodenim rastvorima",
volume = "72",
number = "12",
pages = "1201-1216",
doi = "10.2298/JSC0712201V"
}

Verbić, T., Drakulić, B., Zloh, M., Pecelj, J. R., Popović, G.,& Juranić, I.. (2007). An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 72(12), 1201-1216.
https://doi.org/10.2298/JSC0712201V

Verbić T, Drakulić B, Zloh M, Pecelj JR, Popović G, Juranić I. An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions. in Journal of the Serbian Chemical Society. 2007;72(12):1201-1216.
doi:10.2298/JSC0712201V .

Verbić, Tatjana, Drakulić, Branko, Zloh, Mire, Pecelj, Jovana R., Popović, Gordana, Juranić, Ivan, "An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions" in Journal of the Serbian Chemical Society, 72, no. 12 (2007):1201-1216,
https://doi.org/10.2298/JSC0712201V . .

TY  - JOUR
AU  - Drakulić, Branko
AU  - Sovilj, Sofija P.
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4308
AB  - In silico model of title drugs mode of interaction with Cu2+ ion was proposed. A hundred conformations of each drug are used in this study. Examination of drugs interactions with Cu2+ ion were conducted using GRID package. The Cu2+ probe was used. The two favorable regions of interactions were detected: a) the nitro group and terminal imino nitrogen in a γ position from it, as proposed from the experimental data, b) the region of heterocyclic ring (tiazoline and furan from Nizatidine and Ranitidine, respectively) as the most favorable one. Therefore, the present study identifies the second region of the molecule that is able to strongly interact with the Cu2+ ion, The position and energies of obtained molecular interaction fields (MIF) are discussed. The results support the fact that the properties, which express recognition forces of the molecules, are strongly dependent on 3D geometry.
PB  - Switzerland : Trans Tech Publications LTD
T2  - Materials Science Forum
T1  - A Cu2+ probe over nizatidine and ranitidine, or in Silico vs. experimentally obtained complexatlon of drugs
VL  - 555
SP  - 435
EP  - 439
DO  - 10.4028/0-87849-441-3.435
ER  - 

@article{
author = "Drakulić, Branko and Sovilj, Sofija P.",
year = "2007",
abstract = "In silico model of title drugs mode of interaction with Cu2+ ion was proposed. A hundred conformations of each drug are used in this study. Examination of drugs interactions with Cu2+ ion were conducted using GRID package. The Cu2+ probe was used. The two favorable regions of interactions were detected: a) the nitro group and terminal imino nitrogen in a γ position from it, as proposed from the experimental data, b) the region of heterocyclic ring (tiazoline and furan from Nizatidine and Ranitidine, respectively) as the most favorable one. Therefore, the present study identifies the second region of the molecule that is able to strongly interact with the Cu2+ ion, The position and energies of obtained molecular interaction fields (MIF) are discussed. The results support the fact that the properties, which express recognition forces of the molecules, are strongly dependent on 3D geometry.",
publisher = "Switzerland : Trans Tech Publications LTD",
journal = "Materials Science Forum",
title = "A Cu2+ probe over nizatidine and ranitidine, or in Silico vs. experimentally obtained complexatlon of drugs",
volume = "555",
pages = "435-439",
doi = "10.4028/0-87849-441-3.435"
}

Drakulić, B.,& Sovilj, S. P.. (2007). A Cu2+ probe over nizatidine and ranitidine, or in Silico vs. experimentally obtained complexatlon of drugs. in Materials Science Forum
Switzerland : Trans Tech Publications LTD., 555, 435-439.
https://doi.org/10.4028/0-87849-441-3.435

Drakulić B, Sovilj SP. A Cu2+ probe over nizatidine and ranitidine, or in Silico vs. experimentally obtained complexatlon of drugs. in Materials Science Forum. 2007;555:435-439.
doi:10.4028/0-87849-441-3.435 .

Drakulić, Branko, Sovilj, Sofija P., "A Cu2+ probe over nizatidine and ranitidine, or in Silico vs. experimentally obtained complexatlon of drugs" in Materials Science Forum, 555 (2007):435-439,
https://doi.org/10.4028/0-87849-441-3.435 . .

TY  - JOUR
AU  - Miodragović, Đenana
AU  - Bogdanović, Goran
AU  - Miodragović, Zoran
AU  - Radulović, Milanka
AU  - Novaković, Slađana
AU  - Kaluđerović, Goran N.
AU  - Kozlowski, Henryk
PY  - 2006
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4121
AB  - Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex
VL  - 100
IS  - 9
SP  - 1568
EP  - 1574
DO  - 10.1016/j.jinorgbio.2006.05.009
ER  - 

@article{
author = "Miodragović, Đenana and Bogdanović, Goran and Miodragović, Zoran and Radulović, Milanka and Novaković, Slađana and Kaluđerović, Goran N. and Kozlowski, Henryk",
year = "2006",
abstract = "Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex",
volume = "100",
number = "9",
pages = "1568-1574",
doi = "10.1016/j.jinorgbio.2006.05.009"
}

Miodragović, Đ., Bogdanović, G., Miodragović, Z., Radulović, M., Novaković, S., Kaluđerović, G. N.,& Kozlowski, H.. (2006). Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry
Elsevier., 100(9), 1568-1574.
https://doi.org/10.1016/j.jinorgbio.2006.05.009

Miodragović Đ, Bogdanović G, Miodragović Z, Radulović M, Novaković S, Kaluđerović GN, Kozlowski H. Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry. 2006;100(9):1568-1574.
doi:10.1016/j.jinorgbio.2006.05.009 .

Miodragović, Đenana, Bogdanović, Goran, Miodragović, Zoran, Radulović, Milanka, Novaković, Slađana, Kaluđerović, Goran N., Kozlowski, Henryk, "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex" in Journal of Inorganic Biochemistry, 100, no. 9 (2006):1568-1574,
https://doi.org/10.1016/j.jinorgbio.2006.05.009 . .