1443644-90-3Relevant academic research and scientific papers
Strong cytotoxicity of organometallic platinum complexes with alkynyl ligands
Luening, Anna,Schur, Julia,Hamel, Laura,Ott, Ingo,Klein, Axel
, p. 3662 - 3672 (2013/07/26)
The synthesis, spectroscopy, structures, and chemical reactivity of the organometallic complexes [(COD)Pt(C≡CR)2] and [(COD)Pt(C≡CR)(R′)] (COD = 1,5-cyclooctadiene, R = Ph, (Me)Ph (2Me, 3Me, or 4Me), (NO2)Ph (2NO2, 3NO2, or 4NO 2), (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 (A) and almost perpendicular orientation of the C≡C-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.
