Oxime-derived palladacycles bearing 2,6-lutidine: Synthesis, cytotoxicity evaluation and interactions with biomolecules
•New compounds bearing orthopalladated oximes and 2,6-lutidine have been successfully synthesized.•Their molecular and crystal structures have been determined by single-crystal X-ray crystallography.•Compounds showed IC50 values in the range 3–8 µM against MDA-MB-231 cancer cells.•The orthopalladate...
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Veröffentlicht in: | Journal of molecular structure 2025-02, Vol.1321, p.140232, Article 140232 |
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Sprache: | eng |
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Zusammenfassung: | •New compounds bearing orthopalladated oximes and 2,6-lutidine have been successfully synthesized.•Their molecular and crystal structures have been determined by single-crystal X-ray crystallography.•Compounds showed IC50 values in the range 3–8 µM against MDA-MB-231 cancer cells.•The orthopalladated tetraloneoxime derivative interacted with DNA through non-intercalative binding mode.
In this study, we report the synthesis, characterization and biological studies on new organometallic compounds bearing orthopalladated oximes and 2,6-lutidine. Cyclopalladated compounds of the type [PdCl(C2,N-ox)(lut)] {ox: bzox = benzaldehydeoxime (1), aphox = acetophenoneoxime (2), tetrox = E-α-tetralone oxime (3); lut = 2,6-lutidine} have been obtained from the reaction between the suitable [Pd(C2,N-ox)(µ-Cl)]2 precursor with 2,6-lutidine. The compounds have been characterized by elemental analyses, infrared (IR) and NMR spectroscopies. The molecular and crystal structures of 1 – 3 have been determined by single-crystal X-ray crystallography. The cytotoxic activity of compounds 1–3 has been evaluated towards breast (MCF-7 and MD-MBA-231) and lung (A549) human cancer cells along with human lung fibroblast (MRC-5). The level of cytotoxicity is dependent on the tested tumour cell line and the type of orthometallated oxime. The binding properties of the model compound 3 on ct-DNA have been studied using UV–Vis titration, circular dichroism and fluorescence spectroscopy.
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ISSN: | 0022-2860 |
DOI: | 10.1016/j.molstruc.2024.140232 |