Artigo Produção Nacional Revisado por pares

Orthopalladated tetralone oxime compounds bearing tertiary phosphines: Synthesis, structure, biological and in silico studies

2021; Elsevier BV; Volume: 958; Linguagem: Inglês

10.1016/j.jorganchem.2021.122184

ISSN

1872-8561

Autores

Jecika Maciel Velasques, Ronan F.F. de Souza, Débora E.S. Silva, Renan Lira de Farias, Renan D. Zanetti, Mariete B. Moreira, Javier Ellena, José Clayston Melo Pereira, Antônio E. Mauro, Adriano Bof de Oliveira, Adelino V.G. Netto,

Tópico(s)

Click Chemistry and Applications

Resumo

The halido-α-bridge cleavage reactions between [Pd(C2,N-tetrox)(μ-Cl)]2 precursor (tetrox = E-α-tetralone oxime) with phosphines, in 1:2 molar ratio, have afforded mononuclear cyclopalladated compounds of the type [PdCl(C2,N-tetrox)(L)] {L = triphenylphosphine (1); tris(4-methylphenyl)phosphine (2); tris(4-fluorophenyl)phosphine (3) and tris(4-methoxyphenyl)phosphine (4)}. The compounds have been characterized by elemental analyses, infrared (FT-IR) and 1H, 13C{1H} and 31P{1H}-NMR spectroscopies. The molecular structure of 3 has been determined by single crystal X-ray diffraction (SC-XRD) and the Hirshfeld Surface calculation (HS) has been performed. The antiproliferative activity of compounds 1–4 has been evaluated against breast (MCF-7) and lung (A549) human cancer cells, and human lung fibroblast (MRC-5). All cyclopalladated compounds have been more active than cisplatin against MCF-7 cells, with IC50 values ranging from 19 to 26 µM. Binding experiments involving compound 3 with ct-DNA and human serum albumin (HSA) have been carried out using spectroscopic techniques. The interaction between compound 3 and HSA has been studied by means of molecular docking.

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