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Lipophilic gold(I) complexes with 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione moieties: synthesis and their cytotoxic and antimicrobial activities
Authors:Angelina Maria de Almeida  Bruno Assis de Oliveira  Pedro Pôssa de Castro  Camille Carvalho de Mendonça  Ricardo Andrade Furtado  Heloiza Diniz Nicolella  Vânia Lúcia da Silva  Cláudio Galuppo Diniz  Denise Crispim Tavares  Heveline Silva  Mauro Vieira de Almeida
Affiliation:1.Department of Chemistry,Federal University of Juiz de Fora,Juiz de Fora,Brazil;2.Department of Research on Natural Products,University of Franca,Franca,Brazil;3.Department of Parasitology, Microbiology and Immunology,Federal University of Juiz de Fora,Juiz de Fora,Brazil;4.Department of Chemistry,Federal University of Minas Gerais,Belo Horizonte,Brazil
Abstract:Novel lipophilic gold(I) complexes containing 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione derivatives were synthesized and characterized by IR, high resolution mass spectrometry, and 1H, 13C 31P NMR. The cytotoxicity of the compounds was evaluated considering cisplatin and/or auranofin as reference in different tumor cell lines: colon cancer (CT26WT), metastatic skin melanoma (B16F10), breast adenocarcinoma (MCF-7), cervical carcinoma (HeLa), glioblastoma (M059 J). Normal human lung fibroblasts (GM07492-A) and kidney normal cell (BHK-21) were also evaluated. The gold(I) complexes were more active than their respective free ligands and cisplatin. Furthermore, antibacterial activity was evaluated against Gram-positive bacteria Staphylococcus aureus ATCC 25213, Staphylococcus epidermidis ATCC 12228 and Gram-negative bacteria Escherichia coli ATCC 11229 and Pseudomonas aeruginosa ATCC 27853 and expressed as the minimum inhibitory concentration (MIC). The complexes exhibited lower MIC values when compared to the ligands and chloramphenicol against Gram-positive bacteria and Gram-negative bacteria. Escherichia coli was sensitive one to the action of gold(I) complexes.
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