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.

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.

• 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
• Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine (Biometals) Vol. 30 Issue 6 Pg. 841-857 (12 2017) ISSN: 1572-8773 [Electronic] Netherlands
• PMID: 28840394 (Publication Type: Journal Article)

Chemical References

• Anti-Bacterial Agents
• Antineoplastic Agents
• Organogold Compounds
• Thiones

Topics

• Animals
• Anti-Bacterial Agents (chemical synthesis, chemistry, pharmacology)
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Chemistry Techniques, Synthetic
• Cricetinae
• Drug Evaluation, Preclinical
• Escherichia coli (drug effects)
• Humans
• Magnetic Resonance Spectroscopy
• Mice
• Microbial Sensitivity Tests
• Organogold Compounds (chemical synthesis, chemistry, pharmacology)
• Pseudomonas aeruginosa (drug effects)
• Staphylococcus aureus (drug effects)
• Structure-Activity Relationship
• Thiones (chemistry)