New antibacterial, non-genotoxic materials, derived from the functionalization of the anti-thyroid drug methimazole with silver ions
| Autor: | Maciej Kubicki, Sotiris K. Hadjikakou, Anita M. Owczarzak, L. Kyros, Nikolaos Kourkoumelis, Ioannis Sainis, Christina N. Banti |
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| Rok vydání: | 2015 |
| Předmět: |
Silver
Stereochemistry Infrared spectroscopy Microbial Sensitivity Tests 010402 general chemistry medicine.disease_cause 01 natural sciences Biochemistry Inorganic Chemistry chemistry.chemical_compound Organophosphorus Compounds Antithyroid Agents In vivo Coordination Complexes Onions medicine Escherichia coli Mitotic Index Triphenylphosphine Binding Sites Methimazole 010405 organic chemistry Hydrogen bond Drug Repositioning Hydrogen Bonding DNA 0104 chemical sciences Anti-Bacterial Agents Molecular Docking Simulation Silver nitrate chemistry Mechanism of action Docking (molecular) Pseudomonas aeruginosa Silver Nitrate medicine.symptom Genotoxicity Nuclear chemistry Toluene |
| Zdroj: | Journal of inorganic biochemistry. 160 |
| ISSN: | 1873-3344 |
| Popis: | The new silver(I) compound {[AgBr(μ2-S-MMI)(TPP))]2} (1) and the known one [AgCl(TPP)2(MMI)] (2) were obtained by refluxing toluene solutions of silver(I) halide with triphenylphosphine (TPP) and the anti-thyroid drug 2-mercapto-1-methyl-imidazole or methimazole (MMI). The complexes were characterized by m.p., vibrational spectroscopy (mid-FT-IR), (1)H, (31)P-NMR, UV-Vis spectroscopic techniques and X-ray crystallography. The antibacterial effect of 1 and 2 against the bacterial species Pseudomonas aeruginosa (PAO) and Escherichia coli was evaluated. Compound 1 exhibits comparable activity to the corresponding one of the silver nitrate which is an antibacterial drug in use. The in vivo genotoxicity of 1-2 by the mean of Allium cepa test shows no alterations in the mitotic index values due to the absence of chromosomal aberrations. The mechanism of action of the title compounds is evaluated. The DNA binding tests indicate the ability of the complexes 1-2 to modify the activity of the bacteria. The binding constants of 1-2 towards CT-DNA indicate interaction through opening of the hydrogen bonds of DNA. Docking studies on DNA-complexes interactions confirm the binding of both complexes 1-2 in the major groove of the CT-DNA. In conclusion the silver complex 1 is an anti-bacterial and non-genotoxic material, which can be applied to antibacterial drug in the future. |
| Databáze: | OpenAIRE |
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