Volume 7, Issue 2 (2021)
IEM 2021, 7(2): 109-120 |
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Firoozi R, Akbari Dilmaghani K, Dono Ghezelbash Z, SarveAhrabi Y. In Vitro Evaluation of Antimicrobial Properties of Some Newly Synthesized S-Triazole Thioglycosides. IEM 2021; 7 (2) :109-120
URL: http://iem.modares.ac.ir/article-4-50640-en.html
URL: http://iem.modares.ac.ir/article-4-50640-en.html
1- Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran
2- Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran ,k.adilmaghani@urmia.ac.ir
3- Department of Biology, Central Tehran Branch, Islamic Azad University, Tehran, Iran
2- Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran ,
3- Department of Biology, Central Tehran Branch, Islamic Azad University, Tehran, Iran
Abstract: (1921 Views)
Backgrounds: Nowadays, the need for replacement of new drug structures is felt more than ever due to the spread of microbial resistance. S-triazoles are significant five-membered heterocyclic scaffolds due to their wide range of biological activities.
Materials & Methods: A new series of Schiff bases (5a-f) were synthesized by the reaction of 4-amino-S-triazoles (3a-c) with furan and benzaldehyde 4(d-e). Then a novel series of triazole thioglycosides (7a-f) were synthesized by the reaction of Schiff bases (5a-f) and T-O-acetyle-α-D-glucopyranosyle-Br in the presence of potassium carbonate as a weak base in acetone. The structure of the products was confirmed by FT-IR, H-NMR, and C-NMR assays. The antimicrobial properties of the newly synthesized compounds were studied against four bacterial strains, including Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli, and two fungal strains, including Aspergillus niger and Candida albicans.
Findings: The synthesized compounds exhibited better antifungal activity than antibacterial activity, espetially 7d. Among all the compounds, the compound 7d was found to have the highest activity against C. albicans with IZ=18±0.7 mm, MIC=250 mg/mL, and MFC= 250 mg/mL.
Conclusion: The present study results indicated that compounds containing S-triazole had the potential to be used in a wide variety of new antifungal formulations.
Materials & Methods: A new series of Schiff bases (5a-f) were synthesized by the reaction of 4-amino-S-triazoles (3a-c) with furan and benzaldehyde 4(d-e). Then a novel series of triazole thioglycosides (7a-f) were synthesized by the reaction of Schiff bases (5a-f) and T-O-acetyle-α-D-glucopyranosyle-Br in the presence of potassium carbonate as a weak base in acetone. The structure of the products was confirmed by FT-IR, H-NMR, and C-NMR assays. The antimicrobial properties of the newly synthesized compounds were studied against four bacterial strains, including Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli, and two fungal strains, including Aspergillus niger and Candida albicans.
Findings: The synthesized compounds exhibited better antifungal activity than antibacterial activity, espetially 7d. Among all the compounds, the compound 7d was found to have the highest activity against C. albicans with IZ=18±0.7 mm, MIC=250 mg/mL, and MFC= 250 mg/mL.
Conclusion: The present study results indicated that compounds containing S-triazole had the potential to be used in a wide variety of new antifungal formulations.
Article Type: Original Research |
Subject:
Bacteriology
Received: 2021/03/2 | Accepted: 2021/04/25 | Published: 2021/05/20
Received: 2021/03/2 | Accepted: 2021/04/25 | Published: 2021/05/20
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