Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity
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Kowol, Christian R.
Jakupec, Michael A.
Arion, Vladimir B.
Keppler, Bernhard K.
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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).
Ključne reči:antitumour agents / ruthenium / N,S ligands / X-ray diffraction
Izvor:European Journal of Inorganic Chemistry, 2007, 18, 2870-2878
- Wiley-V C H Verlag Gmbh, Weinheim