Orthopalladated acetophenone oxime compounds bearing thioamides as ligands: Synthesis, structure and cytotoxic evaluation

Autor(es):Mostrar menos -

de Souza, Ronan F. F. ^[1] ; da Cunha, Gislaine A. ^[1] ; Pereira, Jose C. M. ^[1] ; Garcia, Daniel M. ^[2] ; Bincoletto, Claudia ^[2] ; Goto, Renata N. ^[3] ; Leopoldino, Andreia M. ^[3] ; da Silva, Isabel C. ^[4] ; Pavan, Fernando R. ^[4] ; Deflon, Victor M. ^[5] ; de Almeida, Eduardo T. ^[6] ; Mauro, Antonio E. ^[1] ; Netto, Adelino V. G. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Paulista, Inst Quim, Dept Quim Geral & Inorgan, UNESP, BR-14800060 Araraquara, SP - Brazil

^[2] UNIFESP Univ Fed Sao Paulo, Escola Paulista Med, Dept Farmacol, BR-04044020 Sao Paulo, SP - Brazil

^[3] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil

^[4] Univ Estadual Paulista, Fac Ciencias Farmaceut, UNESP, BR-14800903 Araraquara, SP - Brazil

^[5] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[6] UNIFAL Univ Fed Alfenas, Inst Quim, BR-37130001 Alfenus, MG - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Inorganica Chimica Acta; v. 486, p. 617-624, FEB 24 2019.
• Citações Web of Science: 2

Resumo

Cleavage reactions involving the halide-bridged {[}Pd(mu-Cl)(C-2,N-aphox)](2) precursor (aphox = acetophenone oxime) with thioamides, in the 1:2 molar ratio, yielded mononuclear cyclopalladated of the type {[}Pd(C-2,N-aphox)(Cl)(L) = thiourea (1); N-methylthiourea (2); N,N'-dimethylthiourea (3); N-phenylthiourea (4); N,N'-diphenylthiour ea (5); thioacetamide (6) and benzothioamide (7)] which were characterized by elemental analyses, infrared and H-1 and C-13[H-1]-NMR spectroscopies. The crystal and molecular structures of 1, 3 and 6 were determined by single-crystal X-ray diffraction studies. The cytotoxicity of the cyclopalladated compounds has been evaluated against a panel of murine [breast (4T1) and melanoma (B16F10-Nex2)] and human [melanoma (A2058, SK-Mel-110 and SK-Mel-05), oral squamous cell carcinoma (Cal27), hepatocellular carcinoma (HepG2)] cancer cell lines. All studied compounds were cytotoxic for the seven cancer cell lines studied and in general, most cyclopalladated compounds obtained in this work were more active than cisplatin to the seven tumor cell lines evaluated. (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