Issue 9, 2019

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

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

Supplementary files

Article information

Article type
Paper
Submitted
27 Nov 2018
Accepted
17 Jan 2019
First published
17 Jan 2019

New J. Chem., 2019,43, 3665-3672

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, 43, 3665 DOI: 10.1039/C8NJ06010J

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