TY  - JOUR
AU  - Ivanović, Ivanka
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav Lj.
AU  - Grgurić-Šipka, Sanja
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1386
AB  - Metal semicarbazone and thiosemicarbazone complexes have attracted much attention due to their diverse biological activities. Because of the ability of ruthenium(II)-arene species to coordinate to different classes of ligands, they are suitable for fine-tuning chemical and pharmaceutical properties. Ruthenium(II) arene-complexes containing different types of ligands: namely caprylic hydrazide (a hydrazide with a long hydrocarbon chain), isonicotinic acid hydrazide (a hydrazide with an aromatic pyridine ring), thiosemicarbazones and semicarbazones (derived from the reaction of 3- and 4-acetylpyridine with either thiosemicarbazide or caprylic hydrazide), were obtained in the reaction of [(eta(6)-p-cymene)RuCl2](2) with the corresponding ligands in a 1:2 or 1:2.2 molar ratio in methanol, ethanol or isopropanol with mild heating. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. The structure of complex 1 was determined by X-ray crystallography. Antiproliferative activity of the investigated complexes, determined for three human cancer cell lines (HeLa, A549 and LS-174) revealed moderate activity without significant influence on the matrix metalloproteinases (MMP-2 and MMP-9) activity.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - New ruthenium(II)-arene complexes bearing hydrazides and the corresponding (thio)semicarbazones of 3-and 4-acetylpyridine: Synthesis, characterization, crystal structure determination and antiproliferative activity
VL  - 61
SP  - 112
EP  - 118
DO  - 10.1016/j.poly.2013.05.050
ER  - 

@article{
author = "Ivanović, Ivanka and Gligorijević, Nevenka and Aranđelović, Sandra and Radulović, Siniša and Roller, Alexander and Keppler, Bernhard K. and Tešić, Živoslav Lj. and Grgurić-Šipka, Sanja",
year = "2013",
abstract = "Metal semicarbazone and thiosemicarbazone complexes have attracted much attention due to their diverse biological activities. Because of the ability of ruthenium(II)-arene species to coordinate to different classes of ligands, they are suitable for fine-tuning chemical and pharmaceutical properties. Ruthenium(II) arene-complexes containing different types of ligands: namely caprylic hydrazide (a hydrazide with a long hydrocarbon chain), isonicotinic acid hydrazide (a hydrazide with an aromatic pyridine ring), thiosemicarbazones and semicarbazones (derived from the reaction of 3- and 4-acetylpyridine with either thiosemicarbazide or caprylic hydrazide), were obtained in the reaction of [(eta(6)-p-cymene)RuCl2](2) with the corresponding ligands in a 1:2 or 1:2.2 molar ratio in methanol, ethanol or isopropanol with mild heating. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. The structure of complex 1 was determined by X-ray crystallography. Antiproliferative activity of the investigated complexes, determined for three human cancer cell lines (HeLa, A549 and LS-174) revealed moderate activity without significant influence on the matrix metalloproteinases (MMP-2 and MMP-9) activity.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "New ruthenium(II)-arene complexes bearing hydrazides and the corresponding (thio)semicarbazones of 3-and 4-acetylpyridine: Synthesis, characterization, crystal structure determination and antiproliferative activity",
volume = "61",
pages = "112-118",
doi = "10.1016/j.poly.2013.05.050"
}

Ivanović, I., Gligorijević, N., Aranđelović, S., Radulović, S., Roller, A., Keppler, B. K., Tešić, Ž. Lj.,& Grgurić-Šipka, S.. (2013). New ruthenium(II)-arene complexes bearing hydrazides and the corresponding (thio)semicarbazones of 3-and 4-acetylpyridine: Synthesis, characterization, crystal structure determination and antiproliferative activity. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 61, 112-118.
https://doi.org/10.1016/j.poly.2013.05.050

Ivanović I, Gligorijević N, Aranđelović S, Radulović S, Roller A, Keppler BK, Tešić ŽL, Grgurić-Šipka S. New ruthenium(II)-arene complexes bearing hydrazides and the corresponding (thio)semicarbazones of 3-and 4-acetylpyridine: Synthesis, characterization, crystal structure determination and antiproliferative activity. in Polyhedron. 2013;61:112-118.
doi:10.1016/j.poly.2013.05.050 .

Ivanović, Ivanka, Gligorijević, Nevenka, Aranđelović, Sandra, Radulović, Siniša, Roller, Alexander, Keppler, Bernhard K., Tešić, Živoslav Lj., Grgurić-Šipka, Sanja, "New ruthenium(II)-arene complexes bearing hydrazides and the corresponding (thio)semicarbazones of 3-and 4-acetylpyridine: Synthesis, characterization, crystal structure determination and antiproliferative activity" in Polyhedron, 61 (2013):112-118,
https://doi.org/10.1016/j.poly.2013.05.050 . .

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 . .

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 . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Stepanenko, Iryna N.
AU  - Lazić, Jelena
AU  - Bartel, Caroline
AU  - Jakupec, Michael A.
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/627
AB  - The light-protected reaction of [(eta(6)p-cymene)Ru(II)Cl(2)](2) with 1-(2-hydroxyethyl)piperazine in dry methanol, followed by addition of excess NH(4)PF(6), afforded the complex [(eta(6)-p-cymene)Ru(II)(NH(3))(2)Cl]-(PF(6)) (1) in 47% yield. Attempts to use the same protocol for the synthesis of [(eta(6)-pcymene)Os(II)(NH(3))(2)-Cl](PF(6)) led to the isolation of the binuclear triply methoxido-bridged arene-osmium compound [{(eta(6)-p-cymene)Os}(2)(mu-OCH(3))(3)](PF(6)) (3). Both compounds were characterised by X-ray crystallography and (1)H NMR spectroscopy, and the ruthenium complex also by spectroscopic techniques (IR and UV-vis spectroscopies). The antiproliferative activity of complex 1 in vitro was studied in A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma) cells and compared to that of [(eta(6) p-cymene)Ru(II)(en)Cl](PF6) (2). In contrast to the latter compound, 1 is only modestly cytotoxic in all three cell lines (IC(50): 293-542 mu M), probably due to the instability of the diammine ruthenium complex in aqueous solution.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin
IS  - 17
SP  - 3334
EP  - 3339
DO  - 10.1039/b822725j
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Stepanenko, Iryna N. and Lazić, Jelena and Bartel, Caroline and Jakupec, Michael A. and Arion, Vladimir B. and Keppler, Bernhard K.",
year = "2009",
abstract = "The light-protected reaction of [(eta(6)p-cymene)Ru(II)Cl(2)](2) with 1-(2-hydroxyethyl)piperazine in dry methanol, followed by addition of excess NH(4)PF(6), afforded the complex [(eta(6)-p-cymene)Ru(II)(NH(3))(2)Cl]-(PF(6)) (1) in 47% yield. Attempts to use the same protocol for the synthesis of [(eta(6)-pcymene)Os(II)(NH(3))(2)-Cl](PF(6)) led to the isolation of the binuclear triply methoxido-bridged arene-osmium compound [{(eta(6)-p-cymene)Os}(2)(mu-OCH(3))(3)](PF(6)) (3). Both compounds were characterised by X-ray crystallography and (1)H NMR spectroscopy, and the ruthenium complex also by spectroscopic techniques (IR and UV-vis spectroscopies). The antiproliferative activity of complex 1 in vitro was studied in A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma) cells and compared to that of [(eta(6) p-cymene)Ru(II)(en)Cl](PF6) (2). In contrast to the latter compound, 1 is only modestly cytotoxic in all three cell lines (IC(50): 293-542 mu M), probably due to the instability of the diammine ruthenium complex in aqueous solution.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin",
number = "17",
pages = "3334-3339",
doi = "10.1039/b822725j"
}

Grgurić-Šipka, S., Stepanenko, I. N., Lazić, J., Bartel, C., Jakupec, M. A., Arion, V. B.,& Keppler, B. K.. (2009). Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin. in Dalton Transactions
Royal Soc Chemistry, Cambridge.(17), 3334-3339.
https://doi.org/10.1039/b822725j

Grgurić-Šipka S, Stepanenko IN, Lazić J, Bartel C, Jakupec MA, Arion VB, Keppler BK. Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin. in Dalton Transactions. 2009;(17):3334-3339.
doi:10.1039/b822725j .

Grgurić-Šipka, Sanja, Stepanenko, Iryna N., Lazić, Jelena, Bartel, Caroline, Jakupec, Michael A., Arion, Vladimir B., Keppler, Bernhard K., "Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin" in Dalton Transactions, no. 17 (2009):3334-3339,
https://doi.org/10.1039/b822725j . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Kowol, Christian R.
AU  - Valiahdi, Seied-Mojtaba
AU  - Eichinger, Rene
AU  - Jakupec, Michael A.
AU  - Roller, Alexander
AU  - Shova, Sergiu
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/849
AB  - Two ruthenium(II) complexes of 2-acetylpyridine N ',N '-dimethylthiosemicarbazone (HL1) and phenanthrenequinone thiosemicarbazone (HL2), namely [(RuCI)-C-II(L-1)(PPh3)(2)] (1) and [(RuCl)-Cl-II(L-2) (PPh3)(2)] (2), have been synthesised and characterised by IR, UV/Vis and NMR spectroscopy, electrospray mass spectrometry, cyclic voltammetry and X-ray crystallography. In addition, the X-ray crystal structure of [(RuCl2)-Cl-III(L-2)- PPh3]center dot dmso center dot 1.25H(2)O (3 center dot dmso center dot 1.25H(2)O) is reported. The reaction of [(RuCl2)-Cl-II(dmsO)(4)] with HL1 and 1,3,5-triaza-7-phosphaadamantane (PTA) gives the highly water-soluble complex [(RuCl)-Cl-II(L-1)(HPTA)(2)]Cl-2 center dot C2H5OH center dot H2O (4 center dot C2H5OH center dot H2O) (S-25 degrees C - gt = 250 mg/mL), which has been fully characterised. Complex 4 shows strong antiproliferative effects in low micromolar concentrations in the ovarian carcinoma cell line 41M (IC50 = 0.87 mu m) and more moderate activity in the breast cancer cell line SK-BR-3 (IC50 = 39 mu m). The activity of the compound is 6.5- and 5.4-times higher at pH = 6.0 than at pH = 7.4 in the non-small cell lung cancer cell line A549 and the colon carcinoma cell line HT-29 (GI(50) = 24 and 8.0 mu m at pH = 6.0 for A549 and HT-29, respectively). ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity
IS  - 18
SP  - 2870
EP  - 2878
DO  - 10.1002/ejic.200601196
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Kowol, Christian R. and Valiahdi, Seied-Mojtaba and Eichinger, Rene and Jakupec, Michael A. and Roller, Alexander and Shova, Sergiu and Arion, Vladimir B. and Keppler, Bernhard K.",
year = "2007",
abstract = "Two ruthenium(II) complexes of 2-acetylpyridine N ',N '-dimethylthiosemicarbazone (HL1) and phenanthrenequinone thiosemicarbazone (HL2), namely [(RuCI)-C-II(L-1)(PPh3)(2)] (1) and [(RuCl)-Cl-II(L-2) (PPh3)(2)] (2), have been synthesised and characterised by IR, UV/Vis and NMR spectroscopy, electrospray mass spectrometry, cyclic voltammetry and X-ray crystallography. In addition, the X-ray crystal structure of [(RuCl2)-Cl-III(L-2)- PPh3]center dot dmso center dot 1.25H(2)O (3 center dot dmso center dot 1.25H(2)O) is reported. The reaction of [(RuCl2)-Cl-II(dmsO)(4)] with HL1 and 1,3,5-triaza-7-phosphaadamantane (PTA) gives the highly water-soluble complex [(RuCl)-Cl-II(L-1)(HPTA)(2)]Cl-2 center dot C2H5OH center dot H2O (4 center dot C2H5OH center dot H2O) (S-25 degrees C - gt = 250 mg/mL), which has been fully characterised. Complex 4 shows strong antiproliferative effects in low micromolar concentrations in the ovarian carcinoma cell line 41M (IC50 = 0.87 mu m) and more moderate activity in the breast cancer cell line SK-BR-3 (IC50 = 39 mu m). The activity of the compound is 6.5- and 5.4-times higher at pH = 6.0 than at pH = 7.4 in the non-small cell lung cancer cell line A549 and the colon carcinoma cell line HT-29 (GI(50) = 24 and 8.0 mu m at pH = 6.0 for A549 and HT-29, respectively). ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity",
number = "18",
pages = "2870-2878",
doi = "10.1002/ejic.200601196"
}

Grgurić-Šipka, S., Kowol, C. R., Valiahdi, S., Eichinger, R., Jakupec, M. A., Roller, A., Shova, S., Arion, V. B.,& Keppler, B. K.. (2007). Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(18), 2870-2878.
https://doi.org/10.1002/ejic.200601196

Grgurić-Šipka S, Kowol CR, Valiahdi S, Eichinger R, Jakupec MA, Roller A, Shova S, Arion VB, Keppler BK. Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity. in European Journal of Inorganic Chemistry. 2007;(18):2870-2878.
doi:10.1002/ejic.200601196 .

Grgurić-Šipka, Sanja, Kowol, Christian R., Valiahdi, Seied-Mojtaba, Eichinger, Rene, Jakupec, Michael A., Roller, Alexander, Shova, Sergiu, Arion, Vladimir B., Keppler, Bernhard K., "Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity" in European Journal of Inorganic Chemistry, no. 18 (2007):2870-2878,
https://doi.org/10.1002/ejic.200601196 . .