Oxime-derived palladacycles bearing 2,6-lutidine: Synthesis, cytotoxicity evaluation and interactions with biomolecules

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Polez, Ana M. R. ; Farias, Renan L. ; de Lima, Andresa A. ; Lazzarini, Ana Beatriz ; de Moura, Thales R. ; Velasques, Jecika M. ; Souza, Jessica Carolina ; Rocha, Fillipe V. ; Lima, Mauro Almeida ; Ellena, Javier ; Miranda, Victor Maia ; Deflon, Victor M. ; Moreira, Mariete B. ; Netto, Adelino V. G.

• Document type: Journal article
• Source: Journal of Molecular Structure; v. 1321, p. 11-pg., 2024-10-05.

Abstract

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-alpha-tetralone oxime (3); lut = 2,6-lutidine} have been obtained from the reaction between the suitable [Pd(C2,N-ox)(mu -Cl)]2 precursor with 2,6lutidine. 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. (AU)

• FAPESP's process: 22/14041-0 - Design and antitumor studies on metal-based-complexes against metastatic and/or chemoresistant cells
• Grantee: Adelino Vieira de Godoy Netto
• Support Opportunities: Regular Research Grants
• FAPESP's process: 17/15850-0 - X-ray diffraction as a tool in potential drug development
• Grantee: Eduardo Ernesto Castellano
• Support Opportunities: Research Projects - Thematic Grants