Synthesis, crystal structure, antimicrobial activity and docking studies of new imidazothiazole derivatives
| Autor: | A. Oussaid, N. Benchat, A. Elaatiaoui, F. Abrigach, C. El Hamouti, Guillaume Pilet, M. Allali, M. Koudad, S. Dadou |
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| Přispěvatelé: | Laboratoire de Chimie Appliquée et Environnement | Laboratory of Applied and Environmental Chemistry [Université Mohammed Premier Oujda] (LCAE), Université Mohammed Premier [Oujda], Faculté Pluridisciplinaire de Nador, Faculté des sciences [Oujda], Laboratoire des Multimatériaux et Interfaces (LMI), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institute of Nursing Professions and Health Techniques of Fez |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Stereochemistry
[CHIM.THER]Chemical Sciences/Medicinal Chemistry 010402 general chemistry medicine.disease_cause Antifungal 01 natural sciences Fusarium oxysporum medicine [CHIM]Chemical Sciences Imidazothiazole Escherichia coli biology 010405 organic chemistry Chemistry Active site General Chemistry [CHIM.MATE]Chemical Sciences/Material chemistry Carbon-13 NMR Antimicrobial biology.organism_classification 0104 chemical sciences Antibacterial Docking (molecular) Molecular docking biology.protein Proton NMR Antibacterial activity |
| Zdroj: | Journal-Iranian Chemical Society Journal-Iranian Chemical Society, Iranian Chemical Society, 2020, 17 (2), pp.297-306. ⟨10.1007/s13738-019-01766-4⟩ |
| ISSN: | 1735-207X 1735-2428 |
| DOI: | 10.1007/s13738-019-01766-4⟩ |
| Popis: | International audience; A series of imidazothiazole derivatives were synthesized via Claisen–Schmidt condensation of aldehyde 3, and different methyl ketones and their chemical structures were confirmed using 13C NMR, 1H NMR and LC–MS. In addition, the molecular structure of compound 3 was defined by single-crystal X-ray diffraction. The antibacterial and antifungal activities of synthesized compounds were investigated by diffusion method against three pathogenic bacteria (Pseudomonas aeruginosa, Escherichia coli and Staphylococcus aureus) and one pathogenic fungus (Fusarium oxysporum). Compound 3 displayed significant antibacterial activity against E. coli and P. aeruginosa (MIC ≤ 0.2 mg/ml). Concerning the antifungal activity, all the molecules show very interesting results versus F. oxysporum (IC50 ≤ 0.07 mg/ml). These results were confirmed by the molecular docking studies such as some compounds showing optimum binding energy and affinity to the active site of the receptor. |
| Databáze: | OpenAIRE |
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