Palladium(ii) complexes bearing 1-iminothiolate-3,5-dimethylpyrazoles: Synthesis, cytotoxicity, DNA binding and enzymatic inhibition studies

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dc.contributor.authorDe Moura, Thales Reggiani [UNESP]
dc.contributor.authorZanetti, Renan Diego [UNESP]
dc.contributor.authorSilva, Debora Eduarda Soares [UNESP]
dc.contributor.authorDe Farias, Renan Lira [UNESP]
dc.contributor.authorMauro, Antonio Eduardo [UNESP]
dc.contributor.authorPereira, José Clayston Melo [UNESP]
dc.contributor.authorDe Souza, Aline Aparecida
dc.contributor.authorDa Silva Siqueira, Fábio
dc.contributor.authorDe Souza Júdice, Wagner Alves
dc.contributor.authorLima, Mauro Almeida
dc.contributor.authorRocha, Fillipe Vieira
dc.contributor.authorDeflon, Victor Marcelo
dc.contributor.authorDe Godoy Netto, Adelino Vieira [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionCentro Interdisciplinar de Investigação Bioquímica
dc.contributor.institutionUniversidade Federal de São Carlos (UFSCar)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.date.accessioned2021-06-25T10:45:43Z
dc.date.available2021-06-25T10:45:43Z
dc.date.issued2020-12-07
dc.description.abstractFour palladium(ii) compounds of general formulae [PdCl(Ln)(PPh3)] {L1 = 3,5-dimethylpyrazole-1-iminothiolate (1); L2 = 3,5-dimethyl-pyrazole-N-methyl-1-iminothiolate (2); L3 = 3,5-dimethylpyrazole-N-ethyl-1-iminothiolate (3); L4 = 3,5-dimethylpyrazole-N-phenyl-1-iminothiolate (4); and PPh3 = triphenylphosphine} have been synthesized. The novel synthesized compounds have been characterized by C, H and N elemental analysis, 1D (1H and 13C) and 2D (HSQC and HMBC) NMR, MS, FT-IR, and molar electrical conductivity measurements. The molecular structure of complex 3 has been solved by single-crystal X-ray crystallography. The stability of the complexes in solution was studied in a DMSO/D2O (7 : 3) solution after 48 h. The antiproliferative activity of all free ligands and the stable palladium complexes 2-4 was assayed using the human breast tumour cell line MCF-7, lung tumour cell line A549 and human fetal lung fibroblast cell line MRC-5. Complex 3 was more active than cisplatin against MCF-7 cells, whilst palladium compounds 2-4 exhibited no drug response towards A549 cells at concentrations <50 μM. The binding properties of compounds 2 and 3 to ct-DNA have been studied using circular dichroism and fluorescence spectroscopy. The topoisomerase IIα inhibition has been studied for complex 2 and 3. The ability of all complexes to inhibit the activity of cathepsin B and L has also been investigated in this work. Compound 4 inhibited more than 50% of the cathepsin B activity at a concentration of 10 μM. Docking simulations have been carried out to gain more information about the interaction of the complexes and cathepsin B.en
dc.description.affiliationUNESP-Univ. Estadual Paulista Instituto de Química Departamento de Química Geral e Inorgânica
dc.description.affiliationUMC - Univ. de Mogi das Cruzes Centro Interdisciplinar de Investigação Bioquímica
dc.description.affiliationUFSCar-Univ. Federal de São Carlos Departamento de Química
dc.description.affiliationUSP-Univ. de São Paulo Instituto de Química de São Carlos
dc.description.affiliationUnespUNESP-Univ. Estadual Paulista Instituto de Química Departamento de Química Geral e Inorgânica
dc.format.extent19891-19901
dc.identifierhttp://dx.doi.org/10.1039/d0nj02825h
dc.identifier.citationNew Journal of Chemistry, v. 44, n. 45, p. 19891-19901, 2020.
dc.identifier.doi10.1039/d0nj02825h
dc.identifier.issn1369-9261
dc.identifier.issn1144-0546
dc.identifier.scopus2-s2.0-85096967581
dc.identifier.urihttp://hdl.handle.net/11449/206903
dc.language.isoeng
dc.relation.ispartofNew Journal of Chemistry
dc.sourceScopus
dc.titlePalladium(ii) complexes bearing 1-iminothiolate-3,5-dimethylpyrazoles: Synthesis, cytotoxicity, DNA binding and enzymatic inhibition studiesen
dc.typeArtigo

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