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

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Autor(es):
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Velasques, Jecika M. [1] ; de Souza, Ronan F. F. [1] ; Silva, Debora E. S. [1] ; Farias, Renan L. [1] ; Zanetti, Renan D. [1] ; Moreira, Mariete B. [2] ; Ellena, Javier [3] ; Pereira, Jose C. M. [1] ; Mauro, Antonio E. [1] ; Oliveira, Adriano B. [4] ; Netto, Adelino V. G. [1]
Número total de Autores: 11
Afiliação do(s) autor(es):
[1] UNESP Univ Estadual Paulista, Inst Chem, Dept Analyt Phys Chem & Inorgan Chem, BR-14800060 Araraquara, SP - Brazil
[2] UEL Univ Estadual Londrina, Dept Quim, BR-86051990 Londrina, Parana - Brazil
[3] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13566590 Sao Carlos, SP - Brazil
[4] UFS Univ Fed Sergipe, Dept Quim, BR-49100000 Sao Cristovao, SE - Brazil
Número total de Afiliações: 4
Tipo de documento: Artigo Científico
Fonte: JOURNAL OF ORGANOMETALLIC CHEMISTRY; v. 958, JAN 15 2022.
Citações Web of Science: 0
Resumo

The halido- alpha-bridge cleavage reactions between {[}Pd( C 2 ,N -tetrox)( mu-Cl)] 2 precursor (tetrox = E- alpha tetralone oxime) with phosphines, in 1:2 molar ratio, have afforded mononuclear cyclopalladated compounds of the type {[}PdCl( C 2 ,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 1 H, 13 C[ 1 H] and 31 P[ 1 H]-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 IC 50 values ranging from 19 to 26 mu M. 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. (c) 2021 Elsevier B.V. All rights reserved. (AU)

Processo FAPESP: 12/15486-3 - Compostos de Pd(II): síntese, citotoxicidade e investigação espectrofotométrica da interação com o DNA
Beneficiário:Regina Celia Galvao Frem
Modalidade de apoio: Auxílio à Pesquisa - Regular
Processo FAPESP: 16/17711-5 - Investigação do potencial antitumoral de compostos de paládio(ii) contendo ligantes ligantes ortometalados ou n,s-doadores
Beneficiário:Adelino Vieira de Godoy Netto
Modalidade de apoio: Auxílio à Pesquisa - Regular