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Design, Synthesis, and Antimicrobial Activities of 1,2,3-Triazole Glycoside Clickamers

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Photochemistry Department, Chemical Industries Research Division, National Research Centre, 33 El Buhouth Street, P.O. Box 12622 Cairo, Egypt
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Chemistry Department, Faculty of Science and Arts in Qurayat, Jouf University, P.O. Box 77425 Qurayat, Saudi Arabia
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Chemistry Department, College of Science, Sudan University of Science and Technology, P.O. Box 11116 Khartoum, Sudan
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Water Pollution Research Department, Environmental Research Division, National Research Centre, 33 El Buhouth Street, P.O. Box 12622 Cairo, Egypt
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Department of Biosciences and Bioengineering, Indian Institute of Technology Guwahati, P.O. Box 781039 Assam, India
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Department of Chemistry, College of Science, Qassim University, P.O. Box 51452 Buraidah, Saudi Arabia
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Authors to whom correspondence should be addressed.
Molecules 2020, 25(4), 790; https://doi.org/10.3390/molecules25040790
Received: 11 January 2020 / Revised: 8 February 2020 / Accepted: 10 February 2020 / Published: 12 February 2020
(This article belongs to the Section Bioorganic Chemistry)
Bacterial resistance remains a significant threat and a leading cause of death worldwide, despite massive attempts to control infections. In an effort to develop biologically active antibacterial and antifungal agents, six novel aryl-substituted-1,2,3-triazoles linked to carbohydrate units were synthesized through the Cu(I)-catalyzed azide-alkyne cycloaddition CuAAC of substituted-arylazides with a selection of alkyne-functionalized sugars. The chemical structures of the new derivatives were verified using different spectroscopic techniques. The novel clicked 1,2,3-triazoles were evaluated for in vitro antibacterial activity against Gram-positive Staphylococcus aureus and Gram-negative Pseudomonas aeruginosa, and the obtained results were compared with the activity of the reference antibiotic “Ampicillin”. Likewise, in vitro antifungal activity of the new 1,2,3-triazoles was investigated against Candida albicans and Aspergillus niger using “Nystatin” as a reference drug. The results of the biological evaluation pointed out that Staphylococcus aureus was more susceptible to all of the tested compounds than other examined microbes. In addition, some tested compounds exhibited promising antifungal activity. View Full-Text
Keywords: 1,2,3-triazole; glycoside; click chemistry; antibacterial; antifungal 1,2,3-triazole; glycoside; click chemistry; antibacterial; antifungal
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MDPI and ACS Style

El Malah, T.; Nour, H.F.; Satti, A.A.E.; Hemdan, B.A.; El-Sayed, W.A. Design, Synthesis, and Antimicrobial Activities of 1,2,3-Triazole Glycoside Clickamers. Molecules 2020, 25, 790.

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