Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity
Само за регистроване кориснике
2007
Аутори
Grgurić-Šipka, SanjaKowol, Christian R.
Valiahdi, Seied-Mojtaba
Eichinger, Rene
Jakupec, Michael A.
Roller, Alexander
Shova, Sergiu
Arion, Vladimir B.
Keppler, Bernhard K.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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 activ...ity 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).
Кључне речи:
antitumour agents / ruthenium / N,S ligands / X-ray diffractionИзвор:
European Journal of Inorganic Chemistry, 2007, 18, 2870-2878Издавач:
- Wiley-V C H Verlag Gmbh, Weinheim
DOI: 10.1002/ejic.200601196
ISSN: 1434-1948
WoS: 000247937300039
Scopus: 2-s2.0-34447515399
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - 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 . .