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Synthesis of some Thymol derivatives for enhanced antibacterial activity


 
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1. Title Title of document Synthesis of some Thymol derivatives for enhanced antibacterial activity
 
2. Creator Author's name, affiliation, country A. Sabour, A. El asbahani, S. Bentahar, M. Ait taleb, A. Lacherai, A. Jilale; Laboratory of Applied Chemistry and Environment, Team of Bio-organic Chemistry and Natural Substances - Faculty of Sciences, Ibn Zohr University, BP 8106, Agadir 80000, Morocco; Morocco
 
3. Subject Discipline(s)
 
3. Subject Keyword(s) Thymol, Hemi Synthesis, Phenolic Hydroxyl Group, Antibacterial Activity, Active Site
 
4. Description Abstract

Thymol derivatives were synthesized by condensation reactions implicating its phenolic hydroxyl group. Spectral analysis by 13C, 1H NMR, FT-IR and Mass Spectroscopy confirmed their chemical structures as the following compounds: 2-isopropyl-5-methylphenylformate (1), 2-isopropyl-5-methylphenyl benzoate (2), 5-methyl-2-propylphenyl acetate (3), 2-(2-(2-isopropyl-5-methylphenoxy)ethoxy) ethanol (4) and 2-isopropoxy-1-isopropyl-4-methylbenzene (5). Their antibacterial activity compared to Thymol was assessed by a standard broth microdilution method against five referenced bacterial strains: Escherichia coli a CIP 54127, Salmonella typhimurium an ATCC 133115, Staphylococcus aureus a CIP 4.83, Pseudomonas aeruginosa ATCC 15442 and Klebsiella pneumonia a CIP 104216. Obtained results confirmed enhancement of antibacterial activity of product (5) and moderately of product (3), while products 1, 2 and 4 exhibited low activity comparing to Thymol. These results suggest that the phenolic hydroxyl group of Thymol is involved in the interactions with bacterial structures leading to inhibition of their growth and even killing them at higher doses.

 
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7. Date (YYYY-MM-DD) 30-10-2019
 
8. Type Status & genre Peer-reviewed Article
 
8. Type Type
 
9. Format File format PDF
 
10. Identifier Uniform Resource Identifier https://revues.imist.ma/index.php/morjchem/article/view/17494
 
10. Identifier Digital Object Identifier (DOI) https://doi.org/10.48317/IMIST.PRSM/morjchem-v7i4.17494
 
11. Source Title; vol., no. (year) Moroccan Journal of Chemistry; Vol 7, No 4 (2019)
 
12. Language English=en en
 
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15. Rights Copyright and permissions Copyright (c) 2019 Moroccan Journal of Chemistry