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 . .