Antibacterial activities of sulfamethoxazolyl-azo-phenols and their Cu(II) complexes along with molecular docking properties
| Autor: | Sudipa Mondal, Takashiro Akitsu, Chittaranjan Sinha, Nayim Sepay, Shinnosuke Tanaka, Suvroma Gupta, Nilima Sahu, Elena Torres-Lopez |
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| Rok vydání: | 2016 |
| Předmět: |
Stereochemistry
Protein Conformation DHPS 010402 general chemistry Ligands 01 natural sciences Biochemistry Inorganic Chemistry chemistry.chemical_compound Protein structure Phenols Organometallic Compounds Animals IC50 Oxazoles biology 010405 organic chemistry Active site biology.organism_classification Ligand (biochemistry) 0104 chemical sciences Anti-Bacterial Agents Molecular Docking Simulation chemistry biology.protein Nucleic Acid Conformation Quantum Theory Cattle Bacteria DNA Copper |
| Zdroj: | Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry. 22(6) |
| ISSN: | 1432-1327 |
| Popis: | Sulfamethoxazolyl-azo-phenols [SMX–N=N–C6H2(R)(R/)–OH] (1a, 2a) and their Cu(II) complexes, [Cu(SMX–N=N–C6H2(R)(R/)–O)2] (1b, 2b) (R = p-OMe, R/ = H, 1a/1b; R = p-Cl, R/ = m-CH3, 2a/2b) show antibacterial sensitivity against Gram-positive bacteria, B. subtillis; IC50: 281.47 ± 1.84 μM (1a), 126.39 ± 1.66 μM (1b), and 279.94 ± 3.15 μM (2a), 123.62 ± 1.27 μM(2b), and Gram-negative bacteria, E. coli; IC50: 204.66 ± 3.31 μM (1a) and 89.05 ± 1.48 μM (1b), 223.13 ± 2.71 μM (2a), and 98.26 ± 1.59 μM (2b). Interaction of DNA with free ligand (1a and 2a) is insignificant, while the complexes (1b and 2b) interact strongly and the binding constants are K b, 8.413 × 104 M−1 (1b) and 6.56 × 105 M−1 (2b). Optimized structures of the compounds are docked with protein structure of DHPS (E. coli) to propose the most favoured binding mode of the drugs in the active site. The in silico test of the compound helps to understand drug metabolism, drug–protein interactions, and toxicity (ADMET). |
| Databáze: | OpenAIRE |
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