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

Abstract

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.

The destruction of Escherichia coli adhered to pipe surfaces in a model drinking water distribution system via various antibiofilm agents

“…The EC 50 % level of 500 mg/L of Ag + ions was 73 (moderate toxic effect). This means that the safe tested substances were not affected the luminescent marine bacteria in which utilized as a toxicity bioindicator (Malah et al., 2020; Nahrawy, Bakr, Hammad, & Hemdan, 2020).…”

“…The toxicity evaluation for three concentrations from Ag + ions as well as AgNPs, which were performed as antibacterial action, was performed using the Microtox analyzer 500 (Malah, Nour, Satti, Hemdan, & El‐Sayed, 2020).…”

New 1,2,3-Triazole-Containing Hybrids as Antitumor Candidates: Design, Click Reaction Synthesis, DFT Calculations, and Molecular Docking Study

“…The progress in click chemistry can clearly be observed recently, as numerous synthetic approaches for formulating 1,2,3-triazole scaffolds have been reported. Several reviews have reported the click reaction as essential in numerous fields—for instance, in polymer grafting [ 15 ], in the synthesis of 1,2,3-triazole scaffolds [ 16 ], and in chemical ligation [ 17 ]. Recently, reported works have declared applications in the achievement of peptidomimetics [ 18 ], in surface chemistry [ 19 ], and in bio-conjugations [ 20 ].…”

New Substituted 5-Benzylideno-2-Adamantylthiazol[3,2-b][1,2,4]Triazol-6(5H)ones as Possible Anti-Inflammatory Agents

“…Except of thiazole and thiazolidinone rings 1,2,4-triazole system attracted scientific interest due to the anti-inflammatory [ 34 , 35 ], antibacterial [ 36 , 37 ], anticancer [ 38 ], antiviral [ 38 ] and many other activities [ 39 , 40 , 41 ].…”