Strong Cytotoxicity of Organometallic Platinum Complexes with Alkynyl Ligands
datasetposted on 08.07.2013 by Anna Lüning, Julia Schur, Laura Hamel, Ingo Ott, Axel Klein
Datasets usually provide raw data for analysis. This raw data often comes in spreadsheet form, but can be any collection of data, on which analysis can be performed.
The synthesis, spectroscopy, structures, and chemical reactivity of the organometallic complexes [(COD)Pt(CCR)2] and [(COD)Pt(CCR)(R′)] (COD = 1,5-cyclooctadiene, R = Ph, (Me)Ph (2Me, 3Me, or 4Me), (NO2)Ph (2NO2, 3NO2, or 4NO2), (4F)Ph, (4OMe)Ph, 2Py (2-pyridyl); R′ = Me (methyl), Neop (neopentyl = 2,2-dimethyl-1-methyl), NeoSi (neosilyl = trimethylsilylmethyl), Bz (benzyl)) has been explored. The crystal structures reveal square-planar surroundings of the Pt atoms with short Pt–C(alkynyl) bonds (<2 Å) and almost perpendicular orientation of the CC–aryl group to the Pt coordination plane. Nonattractive π–π stacking and C–H···F intermolecular interactions were observed in the crystal structures. Multinuclear (1H, 13C, 195Pt, and 19F) NMR spectroscopy reveals structures in solution and Pt–ligand bond strength. The thermal stability in organic solvents, the electrochemical stability, and the reactivity of the complexes in organic or aquatic (water-containing) solution toward the physiologically relevant species glutathione, chloride, and protons was tested, revealing remarkable stability or inertness of the complexes. Cytotoxicity experiments in HT-29 colon carcinoma and MCF-7 breast adenocarcinoma cell lines revealed highly promising activities for selected platinum alkynyl COD complexes.