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Molecules 2014, 19(8), 10832-10844; doi:10.3390/molecules190810832

Synthesis, Characterization and in Vitro Antitumor Activity of Platinum(II) Oxalato Complexes Involving 7-Azaindole Derivatives as Coligands

1
Regional Centre of Advanced Technologies and Materials, Department of Inorganic Chemistry, Faculty of Science, Palacký University, 17. listopadu 12, CZ 77146 Olomouc, Czech Republic
2
Regional Centre of Advanced Technologies and Materials, Department of Cell Biology and Genetics, Faculty of Science, Palacký University, Šlechtitelů 11, CZ 78371 Olomouc, Czech Republic
*
Author to whom correspondence should be addressed.
Received: 7 July 2014 / Revised: 16 July 2014 / Accepted: 17 July 2014 / Published: 25 July 2014
(This article belongs to the Section Medicinal Chemistry)
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Abstract

The platinum(II) oxalato complexes [Pt(ox)(naza)2] (13) were synthesized and characterized by elemental analysis (C, H, N), multinuclear NMR spectroscopy (1H, 13C, 15N, 195Pt) and electrospray ionization mass spectrometry (ESI-MS); naza = 4-chloro-7-azaindole (4Claza; 1), 3-bromo-7-azaindole (3Braza; 2) or 4-bromo-7-azaindole (4Braza; 3). The prepared substances were screened for their in vitro antitumor activity on the osteosarcoma (HOS) and breast adenocarcinoma (MCF7) human cancer cell lines, where 2 showed moderate antitumor effect (IC50 = 27.5 μM, and 18.3 μM, respectively). The complex 2 was further tested on a panel of six others human cancer cell lines, including the malignant melanoma (G361), cervix carcinoma (HeLa), ovarian carcinoma (A2780), cisplatin-resistant ovarian carcinoma (A2780R), lung carcinoma (A549) and prostate adenocarcinoma (LNCaP). This substance was found to be moderate antitumor effective against G361 (IC50 = 17.3 μM), HeLa (IC50 = 31.8 μM) and A2780 (IC50 = 19.2 μM) cell lines. The complex 2 was also studied by NMR for its solution stability and by ESI-MS experiments for its ability to interact with biomolecules, such as cysteine, glutathione or guanosine 5'-monophosphate. View Full-Text
Keywords: platinum(II) complexes; oxalato complexes; 7-azaindole derivatives; multinuclear NMR; antitumor activity platinum(II) complexes; oxalato complexes; 7-azaindole derivatives; multinuclear NMR; antitumor activity
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MDPI and ACS Style

Štarha, P.; Trávníček, Z.; Popa, I.; Dvořák, Z. Synthesis, Characterization and in Vitro Antitumor Activity of Platinum(II) Oxalato Complexes Involving 7-Azaindole Derivatives as Coligands. Molecules 2014, 19, 10832-10844.

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