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Journal of the Iranian Chemical Society

, Volume 17, Issue 2, pp 297–306 | Cite as

Synthesis, crystal structure, antimicrobial activity and docking studies of new imidazothiazole derivatives

  • M. Koudad
  • C. El Hamouti
  • A. Elaatiaoui
  • S. Dadou
  • A. Oussaid
  • F. Abrigach
  • G. Pilet
  • N. Benchat
  • M. AllaliEmail author
Original Paper
  • 20 Downloads

Abstract

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.

Keywords

Imidazothiazole Antibacterial Antifungal Molecular docking 

Supplementary material

13738_2019_1766_MOESM1_ESM.docx (1.2 mb)
Supplementary material 1 (DOCX 1262 kb)

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Copyright information

© Iranian Chemical Society 2019

Authors and Affiliations

  1. 1.LCAE, Faculty of SciencesUniversity Mohammed PremierOujdaMorocco
  2. 2.Department of Chemistry, Polydisciplinary Faculty of NadorUniversity Mohammed PremierOujdaMorocco
  3. 3.LPGE, Faculty of SciencesUniversity Mohammed PremierOujdaMorocco
  4. 4.Laboratoire des Multimatériaux et Interfaces (LMI)Université Claude Bernard Lyon 1VilleurbanneFrance
  5. 5.Institute of Nursing Professions and Health Techniques of FezFezMorocco

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