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Conformational analysis and potential anticancer activity of [Pt(phen)(L1S)2] studied by single crystal X-ray diffraction and variable temperature 1H and 195Pt NMR spectroscopy

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Abstract

The mixed-ligand [Pt(phen)(L1S)2] complex, in which two N,N-diethyl-N′-1-naphthoylthioureato ligands (L1) coordinate in an unusual κS-thio/amido mode, crystallises in two solvatomorphs, form I and form II, whose structures have been determined by single crystal X-ray diffraction. These crystals were obtained from tetrahydrofuran and methanol/water respectively showing interesting sandwich (form I) and half-sandwich (form II) intramolecular π-stacking arrangements between the naphthoyl moiety of the acylthioureato ligands and the 1,10-phenanthroline ligand that adopt an anti-conformation above and below the square planar coordination plane. Variable temperature 1H and 195Pt NMR spectroscopy showed that these π-stacking arrangements persist in methanol solution especially at lower temperatures, where significant chemical shift shielding and asymmetry are observed indicating at least 3 conformers at −50 °C. A preliminary study indicates that this new compound may have potential as a new anticancer agent since it is active against the A549 lung cancer cell-line with an IC50 value of 6 ± 0.9 μM.

Graphical abstract: Conformational analysis and potential anticancer activity of [Pt(phen)(L1-κS)2] studied by single crystal X-ray diffraction and variable temperature 1H and 195Pt NMR spectroscopy

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Publication details

The article was received on 27 Nov 2018, accepted on 17 Jan 2019 and first published on 17 Jan 2019


Article type: Paper
DOI: 10.1039/C8NJ06010J
Citation: New J. Chem., 2019, Advance Article

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    Conformational analysis and potential anticancer activity of [Pt(phen)(L1S)2] studied by single crystal X-ray diffraction and variable temperature 1H and 195Pt NMR spectroscopy

    E. F. Kangara, T. Peega, L. Harmse, J. L. van Wyk, D. C. Levendis and I. A. Kotzé, New J. Chem., 2019, Advance Article , DOI: 10.1039/C8NJ06010J

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