Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology

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Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology (en)
Синтеза, карактеризација и активност органских и координационих једињења и њихова примена у (био)нанотехнологији (sr)
Sinteza, karakterizacija i aktivnost organskih i koordinacionih jedinjenja i njihova primena u (bio)nanotehnologiji (sr_RS)
Authors

Publications

X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex

Ivanović, Ivanka; Grgurić-Šipka, Sanja; Gligorijević, Nevenka; Radulović, Siniša; Roller, Alexander; Tešić, Živoslav Lj.; Keppler, Bernhard K.

(Serbian Chemical Soc, Belgrade, 2011)

TY  - JOUR
AU  - Ivanović, Ivanka
AU  - Grgurić-Šipka, Sanja
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Tešić, Živoslav Lj.
AU  - Keppler, Bernhard K.
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1149
AB  - A ruthenium(II)-arene complex with picolinic acid, [(eta(6)-p-cymene)RuCl(pico)]center dot H(2)O, was prepared by the reaction of [(eta(6)-p-cymene)RuCl(2)](2) with picolinic acid in a 1:2 molar ratio in 2-propanol. The compound was characterized by elemental analysis, and IR and NMR spectroscopy. X-ray diffraction analysis showed that the molecule adopts a "three-leg piano-stool" geometry, which is common for this type of complexes. The cytotoxic activity of the complex was tested in two human cancer cell lines HeLa (cervix) and FemX (melanoma) by MTT assay. The IC(50) values were at 82.0 and 36.2 mu mol dm(-3) for HeLa and FemX cells, respectively.
AB  - Rutenijum(II)-arenski kompleks sa pikolinskom kiselinom [(η6-p-cimen)RuCl(pikolinato)]·H2O sintetisan je u reakciji [(η6-p-cimen)RuCl2]2 kompleksa sa pikolinskom kiselinom u molskom odnosu 1:2 u izopropanolu. Jedinjenje je okarakterisano elementalnom analizom, IC i NMR spektroskopijom. Analiza difrakcijom X-zracima pokazala je da molekul ima tzv. 'three-leg piano-stool' geometriju koja je karakteristična za ovaj tip kompleksa. Citotoksična aktivnost kompleksa je određena na dve humane tumorske ćelijske linije, HeLa (grlića materice) i FemX (melanoma), MTT testom. IC50 vrednosti su bile 82,0 i 36,2 µmol dm-3 za HeLa i FemX ćelije, redom.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex
T1  - Rendgenska strukturna analiza i citotoksična aktivnost pikolinato rutenijum(II)-arenskog kompleksa
VL  - 76
IS  - 1
SP  - 53
EP  - 61
DO  - 10.2298/JSC100517017I
ER  - 
@article{
author = "Ivanović, Ivanka and Grgurić-Šipka, Sanja and Gligorijević, Nevenka and Radulović, Siniša and Roller, Alexander and Tešić, Živoslav Lj. and Keppler, Bernhard K.",
year = "2011",
abstract = "A ruthenium(II)-arene complex with picolinic acid, [(eta(6)-p-cymene)RuCl(pico)]center dot H(2)O, was prepared by the reaction of [(eta(6)-p-cymene)RuCl(2)](2) with picolinic acid in a 1:2 molar ratio in 2-propanol. The compound was characterized by elemental analysis, and IR and NMR spectroscopy. X-ray diffraction analysis showed that the molecule adopts a "three-leg piano-stool" geometry, which is common for this type of complexes. The cytotoxic activity of the complex was tested in two human cancer cell lines HeLa (cervix) and FemX (melanoma) by MTT assay. The IC(50) values were at 82.0 and 36.2 mu mol dm(-3) for HeLa and FemX cells, respectively., Rutenijum(II)-arenski kompleks sa pikolinskom kiselinom [(η6-p-cimen)RuCl(pikolinato)]·H2O sintetisan je u reakciji [(η6-p-cimen)RuCl2]2 kompleksa sa pikolinskom kiselinom u molskom odnosu 1:2 u izopropanolu. Jedinjenje je okarakterisano elementalnom analizom, IC i NMR spektroskopijom. Analiza difrakcijom X-zracima pokazala je da molekul ima tzv. 'three-leg piano-stool' geometriju koja je karakteristična za ovaj tip kompleksa. Citotoksična aktivnost kompleksa je određena na dve humane tumorske ćelijske linije, HeLa (grlića materice) i FemX (melanoma), MTT testom. IC50 vrednosti su bile 82,0 i 36,2 µmol dm-3 za HeLa i FemX ćelije, redom.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex, Rendgenska strukturna analiza i citotoksična aktivnost pikolinato rutenijum(II)-arenskog kompleksa",
volume = "76",
number = "1",
pages = "53-61",
doi = "10.2298/JSC100517017I"
}
Ivanović, I., Grgurić-Šipka, S., Gligorijević, N., Radulović, S., Roller, A., Tešić, Ž. Lj.,& Keppler, B. K.. (2011). X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(1), 53-61.
https://doi.org/10.2298/JSC100517017I
Ivanović I, Grgurić-Šipka S, Gligorijević N, Radulović S, Roller A, Tešić ŽL, Keppler BK. X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex. in Journal of the Serbian Chemical Society. 2011;76(1):53-61.
doi:10.2298/JSC100517017I .
Ivanović, Ivanka, Grgurić-Šipka, Sanja, Gligorijević, Nevenka, Radulović, Siniša, Roller, Alexander, Tešić, Živoslav Lj., Keppler, Bernhard K., "X-Ray structure and cytotoxic activity of a picolinate ruthenium(II)-arene complex" in Journal of the Serbian Chemical Society, 76, no. 1 (2011):53-61,
https://doi.org/10.2298/JSC100517017I . .
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Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940

Poljarević, Jelena; Grgurić-Šipka, Sanja; Kaluđerović, Goran N.; Sabo, Tibor

(Taylor & Francis Ltd, Abingdon, 2011)

TY  - DATA
AU  - Poljarević, Jelena
AU  - Grgurić-Šipka, Sanja
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3610
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3610
ER  - 
@misc{
author = "Poljarević, Jelena and Grgurić-Šipka, Sanja and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2011",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3610"
}
Poljarević, J., Grgurić-Šipka, S., Kaluđerović, G. N.,& Sabo, T.. (2011). Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon..
https://hdl.handle.net/21.15107/rcub_cherry_3610
Poljarević J, Grgurić-Šipka S, Kaluđerović GN, Sabo T. Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940. in Journal of Coordination Chemistry. 2011;.
https://hdl.handle.net/21.15107/rcub_cherry_3610 .
Poljarević, Jelena, Grgurić-Šipka, Sanja, Kaluđerović, Goran N., Sabo, Tibor, "Supplementary data for article: Poljarević, J.; Grgurić-Šipka, S.; Kaluđerović, G. N.; Sabo, T. Dibromido[(S,S)-Ethylenediamine-N,N ’-Di-2-(3-Cyclohexyl)Propanoato]Platinum(IV): Synthesis, Characterization, and DFT Calculations. Journal of Coordination Chemistry 2011, 64 (6), 1016–1022. https://doi.org/10.1080/00958972.2011.560940" in Journal of Coordination Chemistry (2011),
https://hdl.handle.net/21.15107/rcub_cherry_3610 .

Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations

Poljarević, Jelena; Grgurić-Šipka, Sanja; Kaluđerović, Goran N.; Sabo, Tibor

(Taylor & Francis Ltd, Abingdon, 2011)

TY  - JOUR
AU  - Poljarević, Jelena
AU  - Grgurić-Šipka, Sanja
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1160
AB  - Bromido complex of platinum(IV) with (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid was synthesized. The reaction was performed in water solution in the presence of lithium hydroxide. In this reaction system, (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid exists as the dicarboxylato anion and coordinates as a tetradentate ONNO ligand. The complex was characterized by (1)H and (13)C NMR, IR and UV-Vis spectroscopy. The sym-cis configuration has been elucidated using DFT calculations.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations
VL  - 64
IS  - 6
SP  - 1016
EP  - 1022
DO  - 10.1080/00958972.2011.560940
ER  - 
@article{
author = "Poljarević, Jelena and Grgurić-Šipka, Sanja and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2011",
abstract = "Bromido complex of platinum(IV) with (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid was synthesized. The reaction was performed in water solution in the presence of lithium hydroxide. In this reaction system, (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid exists as the dicarboxylato anion and coordinates as a tetradentate ONNO ligand. The complex was characterized by (1)H and (13)C NMR, IR and UV-Vis spectroscopy. The sym-cis configuration has been elucidated using DFT calculations.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations",
volume = "64",
number = "6",
pages = "1016-1022",
doi = "10.1080/00958972.2011.560940"
}
Poljarević, J., Grgurić-Šipka, S., Kaluđerović, G. N.,& Sabo, T.. (2011). Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 64(6), 1016-1022.
https://doi.org/10.1080/00958972.2011.560940
Poljarević J, Grgurić-Šipka S, Kaluđerović GN, Sabo T. Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations. in Journal of Coordination Chemistry. 2011;64(6):1016-1022.
doi:10.1080/00958972.2011.560940 .
Poljarević, Jelena, Grgurić-Šipka, Sanja, Kaluđerović, Goran N., Sabo, Tibor, "Dibromido[(S,S)-ethylenediamine-N,N '-di-2-(3-cyclohexyl)propanoato]platinum(IV): synthesis, characterization, and DFT calculations" in Journal of Coordination Chemistry, 64, no. 6 (2011):1016-1022,
https://doi.org/10.1080/00958972.2011.560940 . .
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2

Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate

Miodragović Đenana U.; Jovanović, Dragoljub; Bogdanović, Goran A.; Mitić, Dragana; Anđelković, Katarina K.

(Serbian Chemical Soc, Belgrade, 2010)

TY  - JOUR
AU  - Miodragović Đenana U.
AU  - Jovanović, Dragoljub
AU  - Bogdanović, Goran A.
AU  - Mitić, Dragana
AU  - Anđelković, Katarina K.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1127
AB  - In the reaction of ZnCl(2) with tacrine hydrochloride in water novel tetracoordinated (C(13)H(15)N(2))(2)[ZnCl(4)]-H(2)O complex was obtained and characterized by elemental analysis, molar conductivity and X-ray analysis. The complex crystallizes in the space group P-1 of the triclinic crystal system. The structure contains two crystallographically different molecules of protonated tacrine present as counter cations, the [ZnCl(4)](2-) complex anion and one water solvent molecule. The counter cations slightly differ in the puckering of the cyclohexene ring. The molecules of protonated tacrine are involved in different intermolecular hydrogen bonds. In the crystal, the hydrogen bonding generates a 3D assembly. In the crystal, pi center dot center dot center dot pi stacking interactions between the rings of protonated tacrine were evidenced. The [ZnCl(4)](2-) complex anion has a distorted tetrahedral geometry. Three out of the four Cl atoms are involved in intermolecular hydrogen bonding. The intermolecular H-bond interactions involving the Cl atoms affect the Zn-CI bond lengths.
AB  - U reakciji ZnCl2 sa takrin-hidrohloridom u vodi, dobijen je novi tetrakoordinovani (C13H15N2)2[ZnCl4]?H2O kompleks koji je okarakterisan pomoću elementalne analize, molarne provodljivosti i rendgenske strukturne analize. Kompleks kristališe u prostornoj grupi P?1 trikliničnog kristalnog sistema. Struktura sadrži dva kristalografski različita molekula protonovanog takrina koji su prisutni kao kontra-katjoni, [ZnCl4]2 kompleksni anjon i molekul kristalne vode. Molekuli katjona se neznatno razlikuju u stepenu nabiranja cikloheksenovog prstena. Molekuli protonovanog takrina su uključeni u različite intermolekulske vodonične veze. Intermolekulsko vodonično vezivanje u kristalu generiše 3D molekulski skup pi...pi interakcije između prstenova protonovanog takrina su primećene u kristalu. [ZnCl4]2- ima distorgovanu tetraedarsku geometriju. Tri od četiri Cl atoma su uključena u intermolekulske vodonične veze. Intermolekulske vodonične interakcije koje uključuju Cl atome utiču na dužinu Zn-Cl veza.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate
T1  - Sinteza i kristalna struktura 1,2,3,4-tetrahidro-9-aminoakridin-tetrahlorocinkata(II) monohidrata
VL  - 75
IS  - 9
SP  - 1209
EP  - 1218
DO  - 10.2298/JSC100302059M
ER  - 
@article{
author = "Miodragović Đenana U. and Jovanović, Dragoljub and Bogdanović, Goran A. and Mitić, Dragana and Anđelković, Katarina K.",
year = "2010",
abstract = "In the reaction of ZnCl(2) with tacrine hydrochloride in water novel tetracoordinated (C(13)H(15)N(2))(2)[ZnCl(4)]-H(2)O complex was obtained and characterized by elemental analysis, molar conductivity and X-ray analysis. The complex crystallizes in the space group P-1 of the triclinic crystal system. The structure contains two crystallographically different molecules of protonated tacrine present as counter cations, the [ZnCl(4)](2-) complex anion and one water solvent molecule. The counter cations slightly differ in the puckering of the cyclohexene ring. The molecules of protonated tacrine are involved in different intermolecular hydrogen bonds. In the crystal, the hydrogen bonding generates a 3D assembly. In the crystal, pi center dot center dot center dot pi stacking interactions between the rings of protonated tacrine were evidenced. The [ZnCl(4)](2-) complex anion has a distorted tetrahedral geometry. Three out of the four Cl atoms are involved in intermolecular hydrogen bonding. The intermolecular H-bond interactions involving the Cl atoms affect the Zn-CI bond lengths., U reakciji ZnCl2 sa takrin-hidrohloridom u vodi, dobijen je novi tetrakoordinovani (C13H15N2)2[ZnCl4]?H2O kompleks koji je okarakterisan pomoću elementalne analize, molarne provodljivosti i rendgenske strukturne analize. Kompleks kristališe u prostornoj grupi P?1 trikliničnog kristalnog sistema. Struktura sadrži dva kristalografski različita molekula protonovanog takrina koji su prisutni kao kontra-katjoni, [ZnCl4]2 kompleksni anjon i molekul kristalne vode. Molekuli katjona se neznatno razlikuju u stepenu nabiranja cikloheksenovog prstena. Molekuli protonovanog takrina su uključeni u različite intermolekulske vodonične veze. Intermolekulsko vodonično vezivanje u kristalu generiše 3D molekulski skup pi...pi interakcije između prstenova protonovanog takrina su primećene u kristalu. [ZnCl4]2- ima distorgovanu tetraedarsku geometriju. Tri od četiri Cl atoma su uključena u intermolekulske vodonične veze. Intermolekulske vodonične interakcije koje uključuju Cl atome utiču na dužinu Zn-Cl veza.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate, Sinteza i kristalna struktura 1,2,3,4-tetrahidro-9-aminoakridin-tetrahlorocinkata(II) monohidrata",
volume = "75",
number = "9",
pages = "1209-1218",
doi = "10.2298/JSC100302059M"
}
Miodragović Đenana U., Jovanović, D., Bogdanović, G. A., Mitić, D.,& Anđelković, K. K.. (2010). Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 75(9), 1209-1218.
https://doi.org/10.2298/JSC100302059M
Miodragović Đenana U., Jovanović D, Bogdanović GA, Mitić D, Anđelković KK. Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate. in Journal of the Serbian Chemical Society. 2010;75(9):1209-1218.
doi:10.2298/JSC100302059M .
Miodragović Đenana U., Jovanović, Dragoljub, Bogdanović, Goran A., Mitić, Dragana, Anđelković, Katarina K., "Synthesis and crystal structure of 1,2,3,4-tetrahydro-9-aminoacridine tetrachlorozincate(II) monohydrate" in Journal of the Serbian Chemical Society, 75, no. 9 (2010):1209-1218,
https://doi.org/10.2298/JSC100302059M . .
1
1
1
1

Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity

Grgurić-Šipka, Sanja; Ivanović, Ivanka; Rakic, Gordana; Todorović, Nina; Gligorijević, Nevenka; Radulović, Siniša; Arion, Vladimir B.; Keppler, Bernhard K.; Tešić, Živoslav Lj.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2010)

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Ivanović, Ivanka
AU  - Rakic, Gordana
AU  - Todorović, Nina
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav Lj.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1058
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. (C) 2009 Elsevier Masson SAS. All rights reserved.
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 Ivanović, Ivanka and Rakic, Gordana and Todorović, Nina and Gligorijević, Nevenka and Radulović, Siniša and Arion, Vladimir B. and Keppler, Bernhard K. and Tešić, Živoslav Lj.",
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. (C) 2009 Elsevier Masson SAS. All rights reserved.",
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., Ivanović, I., Rakic, G., Todorović, N., Gligorijević, N., Radulović, S., Arion, V. B., Keppler, B. K.,& Tešić, Ž. Lj.. (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, Ivanović I, Rakic G, Todorović N, Gligorijević N, Radulović S, Arion VB, Keppler BK, Tešić ŽL. 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, Ivanović, Ivanka, Rakic, Gordana, Todorović, Nina, Gligorijević, Nevenka, Radulović, Siniša, Arion, Vladimir B., Keppler, Bernhard K., Tešić, Živoslav Lj., "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 . .
75
67
79
73

An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes

Cvijetić, Ilija; Žižak, Željko S.; Stanojković, Tatjana; Juranić, Zorica D.; Terzić-Jovanović, Nataša; Opsenica, Igor; Opsenica, Dejan M.; Juranić, Ivan O.; Drakulić, Branko J.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2010)

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Žižak, Željko S.
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica D.
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Igor
AU  - Opsenica, Dejan M.
AU  - Juranić, Ivan O.
AU  - Drakulić, Branko J.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1120
AB  - An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes
VL  - 45
IS  - 10
SP  - 4570
EP  - 4577
DO  - 10.1016/j.ejmech.2010.07.019
ER  - 
@article{
author = "Cvijetić, Ilija and Žižak, Željko S. and Stanojković, Tatjana and Juranić, Zorica D. and Terzić-Jovanović, Nataša and Opsenica, Igor and Opsenica, Dejan M. and Juranić, Ivan O. and Drakulić, Branko J.",
year = "2010",
abstract = "An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes",
volume = "45",
number = "10",
pages = "4570-4577",
doi = "10.1016/j.ejmech.2010.07.019"
}
Cvijetić, I., Žižak, Ž. S., Stanojković, T., Juranić, Z. D., Terzić-Jovanović, N., Opsenica, I., Opsenica, D. M., Juranić, I. O.,& Drakulić, B. J.. (2010). An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(10), 4570-4577.
https://doi.org/10.1016/j.ejmech.2010.07.019
Cvijetić I, Žižak ŽS, Stanojković T, Juranić ZD, Terzić-Jovanović N, Opsenica I, Opsenica DM, Juranić IO, Drakulić BJ. An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry. 2010;45(10):4570-4577.
doi:10.1016/j.ejmech.2010.07.019 .
Cvijetić, Ilija, Žižak, Željko S., Stanojković, Tatjana, Juranić, Zorica D., Terzić-Jovanović, Nataša, Opsenica, Igor, Opsenica, Dejan M., Juranić, Ivan O., Drakulić, Branko J., "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes" in European Journal of Medicinal Chemistry, 45, no. 10 (2010):4570-4577,
https://doi.org/10.1016/j.ejmech.2010.07.019 . .
3
17
16
18
16

Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives

Ratkovic, Zoran; Novaković, Slađana B.; Bogdanović, Goran A.; Šegan, Dejan M.; Vukicevic, Rastko D.

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Ratkovic, Zoran
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Šegan, Dejan M.
AU  - Vukicevic, Rastko D.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1098
AB  - The one-pot synthesis of seven new (2-alkylthiobenzoyl)ferrocenes has been achieved by Friedel-Crafts acylation of ferrocene with acid chlorides generated in situ from the corresponding carboxylic acids and phosphorous trichloride. The obtained compounds were characterized by spectroscopic data (UV, IR, (1)H and (13)C NMR), whereas their electrochemical properties have been investigated by cyclic voltammetry. The single-crystal X-ray structure determinations for three of them are also reported. Each of the three derivatives exhibits the intramolecular C-H center dot center dot center dot O interaction which involves the donor from the cyclopentadienyl (Cp) ring and the carbonyl oxygen as acceptor. This interaction favors the coplanar arrangement of the two moieties. The angles between the vectors coinciding the C-O bonds and the corresponding Cp planes are all below 6.4 degrees. Conventional hydrogen bonds do not exist in any of the three crystal structures but some weak intermolecular interactions of the C-H center dot center dot center dot, C-H center dot center dot center dot S and C-H center dot center dot center dot pi types have been found and analyzed in detail. Different geometrical parameters for these crystal structures as well as for 22 similar ones extracted from Cambridge Structural Database (CSD) have been compared and analyzed. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives
VL  - 29
IS  - 11
SP  - 2311
EP  - 2317
DO  - 10.1016/j.poly.2010.04.034
ER  - 
@article{
author = "Ratkovic, Zoran and Novaković, Slađana B. and Bogdanović, Goran A. and Šegan, Dejan M. and Vukicevic, Rastko D.",
year = "2010",
abstract = "The one-pot synthesis of seven new (2-alkylthiobenzoyl)ferrocenes has been achieved by Friedel-Crafts acylation of ferrocene with acid chlorides generated in situ from the corresponding carboxylic acids and phosphorous trichloride. The obtained compounds were characterized by spectroscopic data (UV, IR, (1)H and (13)C NMR), whereas their electrochemical properties have been investigated by cyclic voltammetry. The single-crystal X-ray structure determinations for three of them are also reported. Each of the three derivatives exhibits the intramolecular C-H center dot center dot center dot O interaction which involves the donor from the cyclopentadienyl (Cp) ring and the carbonyl oxygen as acceptor. This interaction favors the coplanar arrangement of the two moieties. The angles between the vectors coinciding the C-O bonds and the corresponding Cp planes are all below 6.4 degrees. Conventional hydrogen bonds do not exist in any of the three crystal structures but some weak intermolecular interactions of the C-H center dot center dot center dot, C-H center dot center dot center dot S and C-H center dot center dot center dot pi types have been found and analyzed in detail. Different geometrical parameters for these crystal structures as well as for 22 similar ones extracted from Cambridge Structural Database (CSD) have been compared and analyzed. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives",
volume = "29",
number = "11",
pages = "2311-2317",
doi = "10.1016/j.poly.2010.04.034"
}
Ratkovic, Z., Novaković, S. B., Bogdanović, G. A., Šegan, D. M.,& Vukicevic, R. D.. (2010). Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 29(11), 2311-2317.
https://doi.org/10.1016/j.poly.2010.04.034
Ratkovic Z, Novaković SB, Bogdanović GA, Šegan DM, Vukicevic RD. Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives. in Polyhedron. 2010;29(11):2311-2317.
doi:10.1016/j.poly.2010.04.034 .
Ratkovic, Zoran, Novaković, Slađana B., Bogdanović, Goran A., Šegan, Dejan M., Vukicevic, Rastko D., "Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives" in Polyhedron, 29, no. 11 (2010):2311-2317,
https://doi.org/10.1016/j.poly.2010.04.034 . .
10
10
10
10

Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids

Pastor, Ferenc; Drakulić, Branko J.

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Pastor, Ferenc
AU  - Drakulić, Branko J.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1050
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. E(1/2) 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. (C) 2009 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
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 and Drakulić, Branko J.",
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. E(1/2) 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. (C) 2009 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
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.,& Drakulić, B. J.. (2010). Linear free energy relationships of half-wave reduction potentials of (E)-4-aryl-4-oxo-2-butenoic acids. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 51(4), 734-738.
https://doi.org/10.1016/j.tetlet.2009.11.129
Pastor F, Drakulić BJ. 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, Drakulić, Branko J., "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 . .
3
3
3
3

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

Vujić, Jelena M.; Cvijović, Milica; Kaluđerović, Goran N.; Milovanović, Marija; Zmejkovski, Bojana B.; Volarevic, Vladislav; Arsenijević, Nebojša; Sabo, Tibor; Trifunović, Srećko R.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2010)

TY  - JOUR
AU  - Vujić, Jelena M.
AU  - Cvijović, Milica
AU  - Kaluđerović, Goran N.
AU  - Milovanović, Marija
AU  - Zmejkovski, Bojana B.
AU  - Volarevic, Vladislav
AU  - Arsenijević, Nebojša
AU  - Sabo, Tibor
AU  - Trifunović, Srećko R.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1112
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. (C) 2010 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R(2)edda derived ligands. Part 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 = "Vujić, Jelena M. and Cvijović, Milica and Kaluđerović, Goran N. and Milovanović, Marija and Zmejkovski, Bojana B. and Volarevic, Vladislav and Arsenijević, Nebojša and Sabo, Tibor and Trifunović, Srećko 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. (C) 2010 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R(2)edda derived ligands. Part 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"
}
Vujić, J. M., Cvijović, M., Kaluđerović, G. N., Milovanović, M., Zmejkovski, B. B., Volarevic, V., Arsenijević, N., Sabo, T.,& Trifunović, 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
Vujić JM, Cvijović M, Kaluđerović GN, Milovanović M, Zmejkovski BB, Volarevic V, Arsenijević N, Sabo T, Trifunović 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 .
Vujić, Jelena M., Cvijović, Milica, Kaluđerović, Goran N., Milovanović, Marija, Zmejkovski, Bojana B., Volarevic, Vladislav, Arsenijević, Nebojša, Sabo, Tibor, Trifunović, Srećko 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 . .
29
33
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29

Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands

Lazić, Jelena; Vucicevic, Ljubica; Grgurić-Šipka, Sanja; Janjetovic, Kristina; Kaluđerović, Goran N.; Misirkic, Maja; Gruden-Pavlović, Maja; Popadić, Dušan; Paschke, Reinhard; Trajković, Vladimir S.; Sabo, Tibor

(Wiley-V C H Verlag Gmbh, Weinheim, 2010)

TY  - JOUR
AU  - Lazić, Jelena
AU  - Vucicevic, Ljubica
AU  - Grgurić-Šipka, Sanja
AU  - Janjetovic, Kristina
AU  - Kaluđerović, Goran N.
AU  - Misirkic, Maja
AU  - Gruden-Pavlović, Maja
AU  - Popadić, Dušan
AU  - Paschke, Reinhard
AU  - Trajković, Vladimir S.
AU  - Sabo, Tibor
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1088
AB  - The present study describes the synthesis and anticancer activity of novel octahedral Pt-IV complexes with cyclohexyl functionalized ethylenediamine-N,N'-diacetate-type ligands. Molecular mechanics calculations and density functional theory analysis revealed that s-cis is the preferred geometry of these Pt-IV complexes with tetradentate-coordinated (S,S)-ethylenediamineN,N'-di-2-(3-cyclohexyl)propanoate. The viability of cancer cell lines (U251 human glioma, C6 rat glioma, L929 mouse fibrosarcoma, and B16 human melanoma) was assessed by measuring mitochondrial dehydrogenase activity and lactate dehydrogenase release. Cell-cycle distribution, oxidative stress, caspase activation, and induction of autophagy were analyzed by flow cytometry using appropriate fluorescent reporter dyes. The cytotoxic activity of novel Pt-IV complexes against various cancer cell lines (IC50 range: 1.9-8.7 mu m) was higher than that of cisplatin (IC50 range: 10.9-67.0 mu m) and proceeded through completely different mechanisms. Cisplatin induced caspase-dependent apoptosis associated with the cytoprotective autophagic response. In contrast, the new Pt-IV complexes caused rapid, caspase-independent, oxidative stress-mediated non-apoptotic cell death characterized by massive cytoplasmic vacuolization, cell membrane damage, and the absence of protective autophagy.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - ChemMedChem
T1  - Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands
VL  - 5
IS  - 6
SP  - 881
EP  - 889
DO  - 10.1002/cmdc.201000058
ER  - 
@article{
author = "Lazić, Jelena and Vucicevic, Ljubica and Grgurić-Šipka, Sanja and Janjetovic, Kristina and Kaluđerović, Goran N. and Misirkic, Maja and Gruden-Pavlović, Maja and Popadić, Dušan and Paschke, Reinhard and Trajković, Vladimir S. and Sabo, Tibor",
year = "2010",
abstract = "The present study describes the synthesis and anticancer activity of novel octahedral Pt-IV complexes with cyclohexyl functionalized ethylenediamine-N,N'-diacetate-type ligands. Molecular mechanics calculations and density functional theory analysis revealed that s-cis is the preferred geometry of these Pt-IV complexes with tetradentate-coordinated (S,S)-ethylenediamineN,N'-di-2-(3-cyclohexyl)propanoate. The viability of cancer cell lines (U251 human glioma, C6 rat glioma, L929 mouse fibrosarcoma, and B16 human melanoma) was assessed by measuring mitochondrial dehydrogenase activity and lactate dehydrogenase release. Cell-cycle distribution, oxidative stress, caspase activation, and induction of autophagy were analyzed by flow cytometry using appropriate fluorescent reporter dyes. The cytotoxic activity of novel Pt-IV complexes against various cancer cell lines (IC50 range: 1.9-8.7 mu m) was higher than that of cisplatin (IC50 range: 10.9-67.0 mu m) and proceeded through completely different mechanisms. Cisplatin induced caspase-dependent apoptosis associated with the cytoprotective autophagic response. In contrast, the new Pt-IV complexes caused rapid, caspase-independent, oxidative stress-mediated non-apoptotic cell death characterized by massive cytoplasmic vacuolization, cell membrane damage, and the absence of protective autophagy.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "ChemMedChem",
title = "Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands",
volume = "5",
number = "6",
pages = "881-889",
doi = "10.1002/cmdc.201000058"
}
Lazić, J., Vucicevic, L., Grgurić-Šipka, S., Janjetovic, K., Kaluđerović, G. N., Misirkic, M., Gruden-Pavlović, M., Popadić, D., Paschke, R., Trajković, V. S.,& Sabo, T.. (2010). Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands. in ChemMedChem
Wiley-V C H Verlag Gmbh, Weinheim., 5(6), 881-889.
https://doi.org/10.1002/cmdc.201000058
Lazić J, Vucicevic L, Grgurić-Šipka S, Janjetovic K, Kaluđerović GN, Misirkic M, Gruden-Pavlović M, Popadić D, Paschke R, Trajković VS, Sabo T. Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands. in ChemMedChem. 2010;5(6):881-889.
doi:10.1002/cmdc.201000058 .
Lazić, Jelena, Vucicevic, Ljubica, Grgurić-Šipka, Sanja, Janjetovic, Kristina, Kaluđerović, Goran N., Misirkic, Maja, Gruden-Pavlović, Maja, Popadić, Dušan, Paschke, Reinhard, Trajković, Vladimir S., Sabo, Tibor, "Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands" in ChemMedChem, 5, no. 6 (2010):881-889,
https://doi.org/10.1002/cmdc.201000058 . .
46
54
57
45

Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(

Djinovic, Vesna M.; Glodjovic, Verica V.; Vasic, Gordana P.; Trajković, Vladimir S.; Klisurić, Olivera; Stanković, Slobodanka; Sabo, Tibor; Trifunović, Srećko R.

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Djinovic, Vesna M.
AU  - Glodjovic, Verica V.
AU  - Vasic, Gordana P.
AU  - Trajković, Vladimir S.
AU  - Klisurić, Olivera
AU  - Stanković, Slobodanka
AU  - Sabo, Tibor
AU  - Trifunović, Srećko R.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1084
AB  - The syntheses of two novel platinum(IV) complexes of formula [PtX2(S,S-eddp)center dot nH(2)O (S,S-eddp = ethylenediamine-N,N'-di-S,S-2-propanoate ion, X = chlorido (1) or bromido (2), n = 4, 0) are reported. The complexes have been obtained by direct reaction of corresponding potassium hexahalogenidoplatinate(IV) with neutralized ethylenediamine-N,N'-di-S,S-2-propanoic acid (H-2-S,S-eddp). The complexes were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The spectroscopically predicted geometrical configurations of the obtained complexes were confirmed by X-ray analyses of the crystal structures of the s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(2)O and uns-cis-[Pt(S,S-eddp)Br-2]. These complexes displayed significantly lower in vitro cytotoxicity in comparison to cisplatin. (c) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(
VL  - 29
IS  - 8
SP  - 1933
EP  - 1938
DO  - 10.1016/j.poly.2010.03.004
ER  - 
@article{
author = "Djinovic, Vesna M. and Glodjovic, Verica V. and Vasic, Gordana P. and Trajković, Vladimir S. and Klisurić, Olivera and Stanković, Slobodanka and Sabo, Tibor and Trifunović, Srećko R.",
year = "2010",
abstract = "The syntheses of two novel platinum(IV) complexes of formula [PtX2(S,S-eddp)center dot nH(2)O (S,S-eddp = ethylenediamine-N,N'-di-S,S-2-propanoate ion, X = chlorido (1) or bromido (2), n = 4, 0) are reported. The complexes have been obtained by direct reaction of corresponding potassium hexahalogenidoplatinate(IV) with neutralized ethylenediamine-N,N'-di-S,S-2-propanoic acid (H-2-S,S-eddp). The complexes were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The spectroscopically predicted geometrical configurations of the obtained complexes were confirmed by X-ray analyses of the crystal structures of the s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(2)O and uns-cis-[Pt(S,S-eddp)Br-2]. These complexes displayed significantly lower in vitro cytotoxicity in comparison to cisplatin. (c) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(",
volume = "29",
number = "8",
pages = "1933-1938",
doi = "10.1016/j.poly.2010.03.004"
}
Djinovic, V. M., Glodjovic, V. V., Vasic, G. P., Trajković, V. S., Klisurić, O., Stanković, S., Sabo, T.,& Trifunović, S. R.. (2010). Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 29(8), 1933-1938.
https://doi.org/10.1016/j.poly.2010.03.004
Djinovic VM, Glodjovic VV, Vasic GP, Trajković VS, Klisurić O, Stanković S, Sabo T, Trifunović SR. Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(. in Polyhedron. 2010;29(8):1933-1938.
doi:10.1016/j.poly.2010.03.004 .
Djinovic, Vesna M., Glodjovic, Verica V., Vasic, Gordana P., Trajković, Vladimir S., Klisurić, Olivera, Stanković, Slobodanka, Sabo, Tibor, Trifunović, Srećko R., "Stereospecific ligands and their complexes. IV: Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with ethylenediamine-N,N '-di-S,S-2-propanoate and halogenido ligands: Crystal structure of s-cis-[Pt(S,S-eddp)Cl-2]center dot 4H(" in Polyhedron, 29, no. 8 (2010):1933-1938,
https://doi.org/10.1016/j.poly.2010.03.004 . .
10
8
9
10

(S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12)

Zmejkovski, Bojana B.; Kaluđerović, Goran N.; Gomez-Ruiz, Santiago; Sabo, Tibor

(Wiley-Blackwell Publishing, Inc, Malden, 2009)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/621
AB  - In the crystal structure of the title compound, C(12)H(26)N(2)O(4)(2+)center dot-2(Br(0.085)Cl(0.915))(-)center dot 4C(5)H(9)OH, the complete cation is generated by crystallographic twofold symmetry. Contamination of the chloride counter-anion with bromide occured during the preparation, due to the use of 1,2-dibromoethane. One of the solvent molecules is disordered, with occupancies 0.53 (3): 0.47 (3). The crystal packing is stabilized by an infinite two dimensional center dot center dot center dot X center dot center dot center dot H-N-H center dot center dot center dot X center dot center dot center dot hydrogen-bonding network (X: Br(-)/Cl(-) similar or equal to 1:12). In addition, O-H center dot center dot center dot X and O-H center dot center dot center dot O hydrogen bonds involving solvent molecules are observed.
PB  - Wiley-Blackwell Publishing, Inc, Malden
T2  - Acta Crystallographica. Section E: Structure Reports Online
T1  - (S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12)
VL  - 65
DO  - 10.1107/S1600536809006679
ER  - 
@article{
author = "Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Sabo, Tibor",
year = "2009",
abstract = "In the crystal structure of the title compound, C(12)H(26)N(2)O(4)(2+)center dot-2(Br(0.085)Cl(0.915))(-)center dot 4C(5)H(9)OH, the complete cation is generated by crystallographic twofold symmetry. Contamination of the chloride counter-anion with bromide occured during the preparation, due to the use of 1,2-dibromoethane. One of the solvent molecules is disordered, with occupancies 0.53 (3): 0.47 (3). The crystal packing is stabilized by an infinite two dimensional center dot center dot center dot X center dot center dot center dot H-N-H center dot center dot center dot X center dot center dot center dot hydrogen-bonding network (X: Br(-)/Cl(-) similar or equal to 1:12). In addition, O-H center dot center dot center dot X and O-H center dot center dot center dot O hydrogen bonds involving solvent molecules are observed.",
publisher = "Wiley-Blackwell Publishing, Inc, Malden",
journal = "Acta Crystallographica. Section E: Structure Reports Online",
title = "(S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12)",
volume = "65",
doi = "10.1107/S1600536809006679"
}
Zmejkovski, B. B., Kaluđerović, G. N., Gomez-Ruiz, S.,& Sabo, T.. (2009). (S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12). in Acta Crystallographica. Section E: Structure Reports Online
Wiley-Blackwell Publishing, Inc, Malden., 65.
https://doi.org/10.1107/S1600536809006679
Zmejkovski BB, Kaluđerović GN, Gomez-Ruiz S, Sabo T. (S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12). in Acta Crystallographica. Section E: Structure Reports Online. 2009;65.
doi:10.1107/S1600536809006679 .
Zmejkovski, Bojana B., Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Sabo, Tibor, "(S,S)-N,N '-Bis(1-carboxy-2-methylpropyl)ethylenediammonium dihalide cyclopentanol tetrasolvate (halide = bromide/chloride similar or equal to 1:12)" in Acta Crystallographica. Section E: Structure Reports Online, 65 (2009),
https://doi.org/10.1107/S1600536809006679 . .
1

Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity

Rakic, Gordana M.; Grgurić-Šipka, Sanja; Kaluđerović, Goran N.; Gomez-Ruiz, Santiago; Bjelogrlić, Snežana K.; Radulović, Siniša; Tešić, Živoslav Lj.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2009)

TY  - JOUR
AU  - Rakic, Gordana M.
AU  - Grgurić-Šipka, Sanja
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Bjelogrlić, Snežana K.
AU  - Radulović, Siniša
AU  - Tešić, Živoslav Lj.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/630
AB  - Novel complexes of platinum(II) with 3- (1) or 4-acetylpyridine (2) have been synthesized and characterized by elemental analyses, IR, H-1 and C-13 NMR spectroscopy. Single crystal X-ray diffraction revealed the trans geometry of complex 2. DFT calculations confirm formation of trans isomers for both complexes. The complexes have been tested for their cytotoxicity against HeLa (human cervical cancer), U2OS (human osteosarcoma), U2OScisR (human osteosarcoma cisplatin resistant), B16 (murine melanoma), MDA-453, MDA-361, and MCF-7 (human breast cancer), LS-174 (human colon cancer) and Femx (human melanoma) cell lines. The most promising compound trans-dichloridobis(4-acetylpyridine)platinum(II) (2) overcomes cisplatin resistance of U2OScisR cells after 48 h of drug exposure. (C) 2008 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity
VL  - 44
IS  - 5
SP  - 1921
EP  - 1925
DO  - 10.1016/j.ejmech.2008.11.004
ER  - 
@article{
author = "Rakic, Gordana M. and Grgurić-Šipka, Sanja and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Bjelogrlić, Snežana K. and Radulović, Siniša and Tešić, Živoslav Lj.",
year = "2009",
abstract = "Novel complexes of platinum(II) with 3- (1) or 4-acetylpyridine (2) have been synthesized and characterized by elemental analyses, IR, H-1 and C-13 NMR spectroscopy. Single crystal X-ray diffraction revealed the trans geometry of complex 2. DFT calculations confirm formation of trans isomers for both complexes. The complexes have been tested for their cytotoxicity against HeLa (human cervical cancer), U2OS (human osteosarcoma), U2OScisR (human osteosarcoma cisplatin resistant), B16 (murine melanoma), MDA-453, MDA-361, and MCF-7 (human breast cancer), LS-174 (human colon cancer) and Femx (human melanoma) cell lines. The most promising compound trans-dichloridobis(4-acetylpyridine)platinum(II) (2) overcomes cisplatin resistance of U2OScisR cells after 48 h of drug exposure. (C) 2008 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity",
volume = "44",
number = "5",
pages = "1921-1925",
doi = "10.1016/j.ejmech.2008.11.004"
}
Rakic, G. M., Grgurić-Šipka, S., Kaluđerović, G. N., Gomez-Ruiz, S., Bjelogrlić, S. K., Radulović, S.,& Tešić, Ž. Lj.. (2009). Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 44(5), 1921-1925.
https://doi.org/10.1016/j.ejmech.2008.11.004
Rakic GM, Grgurić-Šipka S, Kaluđerović GN, Gomez-Ruiz S, Bjelogrlić SK, Radulović S, Tešić ŽL. Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity. in European Journal of Medicinal Chemistry. 2009;44(5):1921-1925.
doi:10.1016/j.ejmech.2008.11.004 .
Rakic, Gordana M., Grgurić-Šipka, Sanja, Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Bjelogrlić, Snežana K., Radulović, Siniša, Tešić, Živoslav Lj., "Novel trans-dichloridoplatinum(II) complexes with 3-and 4-acetylpyridine: Synthesis, characterization, DFT calculations and cytotoxicity" in European Journal of Medicinal Chemistry, 44, no. 5 (2009):1921-1925,
https://doi.org/10.1016/j.ejmech.2008.11.004 . .
24
22
26
23

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

Djinovic, Vesna M.; Todorović, Tamara; Žižak, Željko S.; Sabo, Tibor; Juranić, Zorica D.

(Taylor & Francis Ltd, Abingdon, 2009)

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 . .
7
7
9
7

One-Step Conversion of Ketones to Conjugated Acids Using Bromoform

Vitnik, V. D.; Ivanović, Milovan; Vitnik, Z. J.; Dordevic, J. B.; Žižak, Željko S.; Juranic, Z. D.; Juranić, Ivan O.

(Taylor & Francis Inc, Philadelphia, 2009)

TY  - JOUR
AU  - Vitnik, V. D.
AU  - Ivanović, Milovan
AU  - Vitnik, Z. J.
AU  - Dordevic, J. B.
AU  - Žižak, Željko S.
AU  - Juranic, Z. D.
AU  - Juranić, Ivan O.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/616
AB  - Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of alpha,beta-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).
PB  - Taylor & Francis Inc, Philadelphia
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, V. D. and Ivanović, Milovan and Vitnik, Z. J. and Dordevic, J. B. and Žižak, Željko S. and Juranic, Z. D. and Juranić, Ivan O.",
year = "2009",
abstract = "Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of alpha,beta-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).",
publisher = "Taylor & Francis Inc, Philadelphia",
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. D., Ivanović, M., Vitnik, Z. J., Dordevic, J. B., Žižak, Ž. S., Juranic, Z. D.,& Juranić, I. O.. (2009). One-Step Conversion of Ketones to Conjugated Acids Using Bromoform. in Synthetic Communications
Taylor & Francis Inc, Philadelphia., 39(8), 1457-1471.
https://doi.org/10.1080/00397910802531955
Vitnik VD, Ivanović M, Vitnik ZJ, Dordevic JB, Žižak ŽS, Juranic ZD, Juranić IO. One-Step Conversion of Ketones to Conjugated Acids Using Bromoform. in Synthetic Communications. 2009;39(8):1457-1471.
doi:10.1080/00397910802531955 .
Vitnik, V. D., Ivanović, Milovan, Vitnik, Z. J., Dordevic, J. B., Žižak, Željko S., Juranic, Z. D., Juranić, Ivan O., "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 . .
16
14
16
14

Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes

Zmejkovski, Bojana B.; Kaluđerović, Goran N.; Gomez-Ruiz, Santiago; Žižak, Željko S.; Steinborn, Dirk; Schmidt, Harry; Paschke, Reinhard; Juranić, Zorica D.; Sabo, Tibor

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2009)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Žižak, Željko S.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Paschke, Reinhard
AU  - Juranić, Zorica D.
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1005
AB  - New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes
VL  - 44
IS  - 9
SP  - 3452
EP  - 3458
DO  - 10.1016/j.ejmech.2009.02.002
ER  - 
@article{
author = "Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Žižak, Željko S. and Steinborn, Dirk and Schmidt, Harry and Paschke, Reinhard and Juranić, Zorica D. and Sabo, Tibor",
year = "2009",
abstract = "New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes",
volume = "44",
number = "9",
pages = "3452-3458",
doi = "10.1016/j.ejmech.2009.02.002"
}
Zmejkovski, B. B., Kaluđerović, G. N., Gomez-Ruiz, S., Žižak, Ž. S., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z. D.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 44(9), 3452-3458.
https://doi.org/10.1016/j.ejmech.2009.02.002
Zmejkovski BB, Kaluđerović GN, Gomez-Ruiz S, Žižak ŽS, Steinborn D, Schmidt H, Paschke R, Juranić ZD, Sabo T. Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry. 2009;44(9):3452-3458.
doi:10.1016/j.ejmech.2009.02.002 .
Zmejkovski, Bojana B., Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Žižak, Željko S., Steinborn, Dirk, Schmidt, Harry, Paschke, Reinhard, Juranić, Zorica D., Sabo, Tibor, "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes" in European Journal of Medicinal Chemistry, 44, no. 9 (2009):3452-3458,
https://doi.org/10.1016/j.ejmech.2009.02.002 . .
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21

Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields

Drakulić, Branko J.; Stavri, Michael; Gibbons, Simon; Žižak, Željko S.; Verbić, Tatjana; Jiranic, Ivan O.; Zloh, Mire

(Wiley-V C H Verlag Gmbh, Weinheim, 2009)

TY  - JOUR
AU  - Drakulić, Branko J.
AU  - Stavri, Michael
AU  - Gibbons, Simon
AU  - Žižak, Željko S.
AU  - Verbić, Tatjana
AU  - Jiranic, Ivan O.
AU  - Zloh, Mire
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1037
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - ChemMedChem
T1  - Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields
VL  - 4
IS  - 12
SP  - 1971
EP  - 1975
DO  - 10.1002/cmdc.200900273
ER  - 
@article{
author = "Drakulić, Branko J. and Stavri, Michael and Gibbons, Simon and Žižak, Željko S. and Verbić, Tatjana and Jiranic, Ivan O. and Zloh, Mire",
year = "2009",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "ChemMedChem",
title = "Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields",
volume = "4",
number = "12",
pages = "1971-1975",
doi = "10.1002/cmdc.200900273"
}
Drakulić, B. J., Stavri, M., Gibbons, S., Žižak, Ž. S., Verbić, T., Jiranic, I. O.,& Zloh, M.. (2009). Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields. in ChemMedChem
Wiley-V C H Verlag Gmbh, Weinheim., 4(12), 1971-1975.
https://doi.org/10.1002/cmdc.200900273
Drakulić BJ, Stavri M, Gibbons S, Žižak ŽS, Verbić T, Jiranic IO, Zloh M. Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields. in ChemMedChem. 2009;4(12):1971-1975.
doi:10.1002/cmdc.200900273 .
Drakulić, Branko J., Stavri, Michael, Gibbons, Simon, Žižak, Željko S., Verbić, Tatjana, Jiranic, Ivan O., Zloh, Mire, "Aryldiketo Acids Have Antibacterial Activity Against MDR Staphylococcus aureus Strains: Structural Insights Based on Similarity and Molecular Interaction Fields" in ChemMedChem, 4, no. 12 (2009):1971-1975,
https://doi.org/10.1002/cmdc.200900273 . .
13
7
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11

Palladium(II) complexes with R(2)edda derived ligands. Part III. Diisobutyl (S,S)-2,2 '-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: synthesis and characterization

Zmejkovski, Bojana B.; Kaluđerović, Goran N.; Gomez-Ruiz, Santiago; Sabo, Tibor

(Serbian Chemical Soc, Belgrade, 2009)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1035
AB  - A new R(2)edda-type ester, diisobutyl (SS)-2,2'-(1,2-ethane-diyldiimino)di(4-methylpentanoate) dihydrochloride, [(S,S)-H(2)iBu(2)eddl]Cl-2, 1, and its palladium(II) complex, dichloro(diisobutyl (SS)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu(2)eddl}], 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 I was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(SS)-H(2)iBu(2)eddl](2+) and two Cl-. The crystal system was tetragonal with the space group P4(2). Hydrogen bonds significant for the manner of packing are N-H1N center dot center dot center dot Cl, 3.049(3) angstrom, 159(3)degrees and N-H2N center dot center dot center dot Cl, 3.100(3) angstrom, 164(3)degrees. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C-2 symmetry axis of the compound passes through the Cl-Cl-i 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 Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Palladium(II) complexes with R(2)edda 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 B. and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Sabo, Tibor",
year = "2009",
abstract = "A new R(2)edda-type ester, diisobutyl (SS)-2,2'-(1,2-ethane-diyldiimino)di(4-methylpentanoate) dihydrochloride, [(S,S)-H(2)iBu(2)eddl]Cl-2, 1, and its palladium(II) complex, dichloro(diisobutyl (SS)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu(2)eddl}], 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 I was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(SS)-H(2)iBu(2)eddl](2+) and two Cl-. The crystal system was tetragonal with the space group P4(2). Hydrogen bonds significant for the manner of packing are N-H1N center dot center dot center dot Cl, 3.049(3) angstrom, 159(3)degrees and N-H2N center dot center dot center dot Cl, 3.100(3) angstrom, 164(3)degrees. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C-2 symmetry axis of the compound passes through the Cl-Cl-i 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 Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium(II) complexes with R(2)edda 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. B., Kaluđerović, G. N., Gomez-Ruiz, S.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda 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 Soc, Belgrade., 74(11), 1249-1258.
https://doi.org/10.2298/JSC0911249Z
Zmejkovski BB, Kaluđerović GN, Gomez-Ruiz S, Sabo T. Palladium(II) complexes with R(2)edda 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 B., Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Sabo, Tibor, "Palladium(II) complexes with R(2)edda 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 . .
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6

Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]

Krajcinovic, Bojana B.; Kaluđerović, Goran N.; Steinborn, Dirk; Schmidt, Harry; Wagner, Christoph; Merzweiler, Kurt; Trifunović, Srećko R.; Sabo, Tibor

(Serbian Chemical Soc, Belgrade, 2009)

TY  - JOUR
AU  - Krajcinovic, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Merzweiler, Kurt
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/989
AB  - The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2.
AB  - U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]
T1  - Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo I - reakcija diizopropil-(S,S)-2,2'-(1,2-etandiildiimino)dipropanoata sa K2[PdCl4]
VL  - 74
IS  - 4
SP  - 389
EP  - 400
DO  - 10.2298/JSC0904389K
ER  - 
@article{
author = "Krajcinovic, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Merzweiler, Kurt and Trifunović, Srećko R. and Sabo, Tibor",
year = "2009",
abstract = "The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2., U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4], Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo I - reakcija diizopropil-(S,S)-2,2'-(1,2-etandiildiimino)dipropanoata sa K2[PdCl4]",
volume = "74",
number = "4",
pages = "389-400",
doi = "10.2298/JSC0904389K"
}
Krajcinovic, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Merzweiler, K., Trifunović, S. R.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 74(4), 389-400.
https://doi.org/10.2298/JSC0904389K
Krajcinovic BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Merzweiler K, Trifunović SR, Sabo T. Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]. in Journal of the Serbian Chemical Society. 2009;74(4):389-400.
doi:10.2298/JSC0904389K .
Krajcinovic, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Merzweiler, Kurt, Trifunović, Srećko R., Sabo, Tibor, "Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]" in Journal of the Serbian Chemical Society, 74, no. 4 (2009):389-400,
https://doi.org/10.2298/JSC0904389K . .
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Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester

Kaluđerović, Goran N.; Vasiljevic, Tanja M.; Lausevic, Mila D.; Gaballa, Akmal S.; Sabo, Tibor

(Springer Wien, Wien, 2009)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Vasiljevic, Tanja M.
AU  - Lausevic, Mila D.
AU  - Gaballa, Akmal S.
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/623
AB  - The electrospray mass spectrometric (ESI-MS) behavior of the complexes trans-dichloro(ethylenediamine-N, N'-di-3-propionato) platinum(IV), trans-dibromo(ethylenediamine-N, N'-di-3-propionato) platinum( IV), dichloro (ethylenediamine-N,N'-di-3-propionic acid) platinum(II), tetrachloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum(IV), chlorotribromo(O,O'-di-n-butylethylenediamine-N,N'-di-3-propanoate) platinum(IV), and dichloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum( II), with the formulae trans-[PtCl(2) (eddp)] (1), trans-[PtBr(2)(eddp)] (2), [PtCl(2)(H(2)eddp)] (3), [PtCl(4)(Bu(2)eddp)] (4), [PtBr(3)Cl(Bu(2)eddp)] (5), and [PtCl(2)(Bu(2)eddp)]center dot H(2)O (6), is reported. The deprotonated molecular ions or halide adducts are usually observed. ESI-MS data demonstrate the usefulness of the method for efficient characterization of metal complexes in solution.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester
VL  - 140
IS  - 5
SP  - 553
EP  - 557
DO  - 10.1007/s00706-008-0088-0
ER  - 
@article{
author = "Kaluđerović, Goran N. and Vasiljevic, Tanja M. and Lausevic, Mila D. and Gaballa, Akmal S. and Sabo, Tibor",
year = "2009",
abstract = "The electrospray mass spectrometric (ESI-MS) behavior of the complexes trans-dichloro(ethylenediamine-N, N'-di-3-propionato) platinum(IV), trans-dibromo(ethylenediamine-N, N'-di-3-propionato) platinum( IV), dichloro (ethylenediamine-N,N'-di-3-propionic acid) platinum(II), tetrachloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum(IV), chlorotribromo(O,O'-di-n-butylethylenediamine-N,N'-di-3-propanoate) platinum(IV), and dichloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum( II), with the formulae trans-[PtCl(2) (eddp)] (1), trans-[PtBr(2)(eddp)] (2), [PtCl(2)(H(2)eddp)] (3), [PtCl(4)(Bu(2)eddp)] (4), [PtBr(3)Cl(Bu(2)eddp)] (5), and [PtCl(2)(Bu(2)eddp)]center dot H(2)O (6), is reported. The deprotonated molecular ions or halide adducts are usually observed. ESI-MS data demonstrate the usefulness of the method for efficient characterization of metal complexes in solution.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester",
volume = "140",
number = "5",
pages = "553-557",
doi = "10.1007/s00706-008-0088-0"
}
Kaluđerović, G. N., Vasiljevic, T. M., Lausevic, M. D., Gaballa, A. S.,& Sabo, T.. (2009). Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester. in Monatshefte Fur Chemie
Springer Wien, Wien., 140(5), 553-557.
https://doi.org/10.1007/s00706-008-0088-0
Kaluđerović GN, Vasiljevic TM, Lausevic MD, Gaballa AS, Sabo T. Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester. in Monatshefte Fur Chemie. 2009;140(5):553-557.
doi:10.1007/s00706-008-0088-0 .
Kaluđerović, Goran N., Vasiljevic, Tanja M., Lausevic, Mila D., Gaballa, Akmal S., Sabo, Tibor, "Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester" in Monatshefte Fur Chemie, 140, no. 5 (2009):553-557,
https://doi.org/10.1007/s00706-008-0088-0 . .
6
6
6
6

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

Miodragović Đenana U.; Mitić, Dragana; Miodragović, Zoran; Bogdanović, Goran A.; Vitnik, Zeljko J.; Vitorovic, Maja D.; Radulovic, Milanka D.; Nastasijevic, Branislav J.; Juranić, Ivan O.; Anđelković, Katarina K.

(Elsevier Science Sa, Lausanne, 2008)

TY  - JOUR
AU  - Miodragović Đenana U.
AU  - Mitić, Dragana
AU  - Miodragović, Zoran
AU  - Bogdanović, Goran A.
AU  - Vitnik, Zeljko J.
AU  - Vitorovic, Maja D.
AU  - Radulovic, Milanka D.
AU  - Nastasijevic, Branislav J.
AU  - Juranić, Ivan O.
AU  - Anđelković, Katarina K.
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/914
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 center dot center dot center dot pi 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. (c) 2007 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
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 Đenana U. and Mitić, Dragana and Miodragović, Zoran and Bogdanović, Goran A. and Vitnik, Zeljko J. and Vitorovic, Maja D. and Radulovic, Milanka D. and Nastasijevic, Branislav J. and Juranić, Ivan O. and Anđelković, Katarina K.",
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 center dot center dot center dot pi 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. (c) 2007 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
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 Đenana U., Mitić, D., Miodragović, Z., Bogdanović, G. A., Vitnik, Z. J., Vitorovic, M. D., Radulovic, M. D., Nastasijevic, B. J., Juranić, I. O.,& Anđelković, K. 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 Science Sa, Lausanne., 361(1), 86-94.
https://doi.org/10.1016/j.ica.2007.06.041
Miodragović Đenana U., Mitić D, Miodragović Z, Bogdanović GA, Vitnik ZJ, Vitorovic MD, Radulovic MD, Nastasijevic BJ, Juranić IO, Anđelković KK. 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 Đenana U., Mitić, Dragana, Miodragović, Zoran, Bogdanović, Goran A., Vitnik, Zeljko J., Vitorovic, Maja D., Radulovic, Milanka D., Nastasijevic, Branislav J., Juranić, Ivan O., Anđelković, Katarina 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, 361, no. 1 (2008):86-94,
https://doi.org/10.1016/j.ica.2007.06.041 . .
22
29
31
21

Synthesis, NMR, DFT and antimicrobial studies of Zn(II) complexes with N-benzyloxycarbonyl-S-alanine

Mitić, Dragana; Miodragović Đenana U.; Sladić, Dušan; Vitnik, Zeljko J.; Miodragović, Zoran; Anđelković, Katarina K.; Radulovic, Milanka D.; Juranic, Nenad O.

(Serbian Chemical Soc, Belgrade, 2008)

TY  - JOUR
AU  - Mitić, Dragana
AU  - Miodragović Đenana U.
AU  - Sladić, Dušan
AU  - Vitnik, Zeljko J.
AU  - Miodragović, Zoran
AU  - Anđelković, Katarina K.
AU  - Radulovic, Milanka D.
AU  - Juranic, Nenad O.
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/973
AB  - In this study, the first complexes of Zn(II) with the N-benzyloxycarbonyl-S-alaninato ligand (N-Boc-S-ala) were synthesized. The new complexes were characterized by elemental analysis, conductometric measurements, IR. (1)H-NMR, (13)C-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 aibicans.
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 Soc, Belgrade
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 U. and Sladić, Dušan and Vitnik, Zeljko J. and Miodragović, Zoran and Anđelković, Katarina K. and Radulovic, Milanka D. and Juranic, Nenad O.",
year = "2008",
abstract = "In this study, the first complexes of Zn(II) with the N-benzyloxycarbonyl-S-alaninato ligand (N-Boc-S-ala) were synthesized. The new complexes were characterized by elemental analysis, conductometric measurements, IR. (1)H-NMR, (13)C-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 aibicans., 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 Soc, Belgrade",
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 Đenana U., Sladić, D., Vitnik, Z. J., Miodragović, Z., Anđelković, K. K., Radulovic, M. D.,& Juranic, N. O.. (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 Soc, Belgrade., 73(8-9), 815-824.
https://doi.org/10.2298/JSC0809815M
Mitić D, Miodragović Đenana U., Sladić D, Vitnik ZJ, Miodragović Z, Anđelković KK, Radulovic MD, Juranic NO. 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 U., Sladić, Dušan, Vitnik, Zeljko J., Miodragović, Zoran, Anđelković, Katarina K., Radulovic, Milanka D., Juranic, Nenad O., "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 . .
1
1

N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride

Kaluđerović, Goran N.; Paethanom, Anchan; Wagner, Christoph; Sabo, Tibor; Schmidt, Harry

(Blackwell Publishing, Oxford, 2008)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Paethanom, Anchan
AU  - Wagner, Christoph
AU  - Sabo, Tibor
AU  - Schmidt, Harry
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/951
AB  - In the crystal structure of the title compound, C10H22N2O42+center dot 2Cl(-) or (H(2)Me(2)eddp)Cl-2 (H(2)Me(2)eddp(2+) is the dimethyl N,N'-di-3-propanecarboxylatoethane-1,2-diyldiiminium cation), the packing is stabilized by an infinite two-dimensional center dot center dot center dot Cl center dot center dot center dot H-N-H center dot center dot center dot Cl center dot center dot center dot hydrogen-bonding network. In addition, short C-H center dot center dot center dot Cl contacts are observed.
PB  - Blackwell Publishing, Oxford
T2  - Acta Crystallographica. Section E: Structure Reports Online
T1  - N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride
VL  - 64
IS  - 7
DO  - 10.1107/S1600536808016565
ER  - 
@article{
author = "Kaluđerović, Goran N. and Paethanom, Anchan and Wagner, Christoph and Sabo, Tibor and Schmidt, Harry",
year = "2008",
abstract = "In the crystal structure of the title compound, C10H22N2O42+center dot 2Cl(-) or (H(2)Me(2)eddp)Cl-2 (H(2)Me(2)eddp(2+) is the dimethyl N,N'-di-3-propanecarboxylatoethane-1,2-diyldiiminium cation), the packing is stabilized by an infinite two-dimensional center dot center dot center dot Cl center dot center dot center dot H-N-H center dot center dot center dot Cl center dot center dot center dot hydrogen-bonding network. In addition, short C-H center dot center dot center dot Cl contacts are observed.",
publisher = "Blackwell Publishing, Oxford",
journal = "Acta Crystallographica. Section E: Structure Reports Online",
title = "N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride",
volume = "64",
number = "7",
doi = "10.1107/S1600536808016565"
}
Kaluđerović, G. N., Paethanom, A., Wagner, C., Sabo, T.,& Schmidt, H.. (2008). N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride. in Acta Crystallographica. Section E: Structure Reports Online
Blackwell Publishing, Oxford., 64(7).
https://doi.org/10.1107/S1600536808016565
Kaluđerović GN, Paethanom A, Wagner C, Sabo T, Schmidt H. N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride. in Acta Crystallographica. Section E: Structure Reports Online. 2008;64(7).
doi:10.1107/S1600536808016565 .
Kaluđerović, Goran N., Paethanom, Anchan, Wagner, Christoph, Sabo, Tibor, Schmidt, Harry, "N,N '-bis[2-(methoxycarbonyl)ethyl]ethane-1,2-diammonium dichloride" in Acta Crystallographica. Section E: Structure Reports Online, 64, no. 7 (2008),
https://doi.org/10.1107/S1600536808016565 . .
2
2

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

Krajcinovic, Bojana B.; Kaluđerović, Goran N.; Steinborn, Dirk; Schmidt, Harry; Wagner, Christoph; Žižak, Željko S.; Juranić, Zorica D.; Trifunović, Srećko R.; Sabo, Tibor

(Elsevier Science Inc, New York, 2008)

TY  - JOUR
AU  - Krajcinovic, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Žižak, Željko S.
AU  - Juranić, Zorica D.
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/932
AB  - Syntheses of two novel ligand precursors O,O'-diisopropyl- (1a) and O,O'-diisobutyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, H-1 and C-13 spectroscopy and elemental analysis. Crystal structures were determined for la and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(mu M) values for the most active compound 3a were: 30.48 +/- 2.54; 12.26 +/- 2.60; 13.68 +/- 3.22; 80.18 +/- 24.07 and 71.30 +/- 21.70, respectively. (C) 2008 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes
VL  - 102
IS  - 4
SP  - 892
EP  - 900
DO  - 10.1016/j.jinorgbio.2007.12.009
ER  - 
@article{
author = "Krajcinovic, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Žižak, Željko S. and Juranić, Zorica D. and Trifunović, Srećko R. and Sabo, Tibor",
year = "2008",
abstract = "Syntheses of two novel ligand precursors O,O'-diisopropyl- (1a) and O,O'-diisobutyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, H-1 and C-13 spectroscopy and elemental analysis. Crystal structures were determined for la and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(mu M) values for the most active compound 3a were: 30.48 +/- 2.54; 12.26 +/- 2.60; 13.68 +/- 3.22; 80.18 +/- 24.07 and 71.30 +/- 21.70, respectively. (C) 2008 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes",
volume = "102",
number = "4",
pages = "892-900",
doi = "10.1016/j.jinorgbio.2007.12.009"
}
Krajcinovic, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Žižak, Ž. S., Juranić, Z. D., Trifunović, S. R.,& Sabo, T.. (2008). Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 102(4), 892-900.
https://doi.org/10.1016/j.jinorgbio.2007.12.009
Krajcinovic BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Žižak ŽS, Juranić ZD, Trifunović SR, Sabo T. Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry. 2008;102(4):892-900.
doi:10.1016/j.jinorgbio.2007.12.009 .
Krajcinovic, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Žižak, Željko S., Juranić, Zorica D., Trifunović, Srećko R., Sabo, Tibor, "Synthesis and in vitro antitumoral activity of novel O,O '-di-2-alkyl-(S,S)-ethylenediamine-N,N '-di-2-propanoate ligands and corresponding platinum(II/IV) complexes" in Journal of Inorganic Biochemistry, 102, no. 4 (2008):892-900,
https://doi.org/10.1016/j.jinorgbio.2007.12.009 . .
33
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48
32

Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs

Gomez-Ruiz, Santiago; Kaluđerović, Goran N.; Prashar, Sanjiv; Polo-Ceron, Dorian; Fajardo, Mariano; Žižak, Željko S.; Sabo, Tibor; Juranić, Zorica D.

(Elsevier Science Inc, New York, 2008)

TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Polo-Ceron, Dorian
AU  - Fajardo, Mariano
AU  - Žižak, Željko S.
AU  - Sabo, Tibor
AU  - Juranić, Zorica D.
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/959
AB  - A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods. The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds [Ti{Me2Si(eta(5)-C5Me4) (eta(5)-C5H3{CMe2CH2CH2CH=CH2})}Cl-2] (8), [Ti{Me(CH2=CH)Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (9) and [Ti(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (12) showed higher cytotoxic activities (IC50 values from 24 +/- 3 to 151 +/- 10 mu M) relative to complexes bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (10) and [Ti{Me{(CH2=CH)(3)SiCH2CH2} Si(eta(5)-C5Me4)(eta(5) -C5H4)}Cl-2] (11) which causes a dramatic decrease of the cytotoxicity (IC50 values from 155 +/- 9 to  gt  200 mu M). In addition, the synthesis of the analogous niobocene complex [Nb(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8, 9 and 12 and the X-ray crystal structure of 13 are reported. (c) 2008 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs
VL  - 102
IS  - 8
SP  - 1558
EP  - 1570
DO  - 10.1016/j.jinorgbio.2008.02.001
ER  - 
@article{
author = "Gomez-Ruiz, Santiago and Kaluđerović, Goran N. and Prashar, Sanjiv and Polo-Ceron, Dorian and Fajardo, Mariano and Žižak, Željko S. and Sabo, Tibor and Juranić, Zorica D.",
year = "2008",
abstract = "A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods. The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds [Ti{Me2Si(eta(5)-C5Me4) (eta(5)-C5H3{CMe2CH2CH2CH=CH2})}Cl-2] (8), [Ti{Me(CH2=CH)Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (9) and [Ti(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (12) showed higher cytotoxic activities (IC50 values from 24 +/- 3 to 151 +/- 10 mu M) relative to complexes bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2=CH)Me2SiCH2CH2}Si(eta(5)-C5Me4)(eta(5)-C5H4)}Cl-2] (10) and [Ti{Me{(CH2=CH)(3)SiCH2CH2} Si(eta(5)-C5Me4)(eta(5) -C5H4)}Cl-2] (11) which causes a dramatic decrease of the cytotoxicity (IC50 values from 155 +/- 9 to  gt  200 mu M). In addition, the synthesis of the analogous niobocene complex [Nb(eta(5)- C5H4{CMe2CH2CH2CH=CH2})(2)Cl-2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8, 9 and 12 and the X-ray crystal structure of 13 are reported. (c) 2008 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs",
volume = "102",
number = "8",
pages = "1558-1570",
doi = "10.1016/j.jinorgbio.2008.02.001"
}
Gomez-Ruiz, S., Kaluđerović, G. N., Prashar, S., Polo-Ceron, D., Fajardo, M., Žižak, Ž. S., Sabo, T.,& Juranić, Z. D.. (2008). Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 102(8), 1558-1570.
https://doi.org/10.1016/j.jinorgbio.2008.02.001
Gomez-Ruiz S, Kaluđerović GN, Prashar S, Polo-Ceron D, Fajardo M, Žižak ŽS, Sabo T, Juranić ZD. Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry. 2008;102(8):1558-1570.
doi:10.1016/j.jinorgbio.2008.02.001 .
Gomez-Ruiz, Santiago, Kaluđerović, Goran N., Prashar, Sanjiv, Polo-Ceron, Dorian, Fajardo, Mariano, Žižak, Željko S., Sabo, Tibor, Juranić, Zorica D., "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs" in Journal of Inorganic Biochemistry, 102, no. 8 (2008):1558-1570,
https://doi.org/10.1016/j.jinorgbio.2008.02.001 . .
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