Title:Synthesis, Characterization and Biological Activities of New Symmetric Bis-1,2,3-Triazoles with Click Chemistry
Volume: 14
Issue: 3
Author(s): Fatih Celik*, Yasemin Unver, Burak Barut, Arzu Ozel and Kemal Sancak
Affiliation:
- Department of Chemistry, Karadeniz Technical University, 61080, Trabzon,Turkey
Keywords:
1, 2, 3-Triazole, anti-allergic, antimicrobial, antioxidant, click chemistry, enzyme inhibition.
Abstract: Background: 1,2,3-Triazole and its derivatives have important biological activities such
as antimicrobial, anti-allergic, analgesic, anti-HIV, antiinflammatory, anticancer, antimalarial and
antituberculosis. Other significant triazole derivatives are 1,2,4-triazoles which play a very important
role in the medicinal chemistry due to the antiinflammatory, antimicrobial, antimigraine, anticancer,
antimicrobial and antimycotic activities. In this study, we aimed to synthesize a new series
of bis-1,2,3-triazole derivatives including 1,2,4-triazole to obtain more effective biological activities.
Methods: In this study, a new series of bis-1,2,3-triazole compounds (9,10,11) were synthesized.
Antimicrobial Activity: Disc diffusion method was used. Enzyme Inhibition: α-Glucosidase Inhibition
was investigated. Antioxidant Activities: DPPH Radical Scavenging, Phosphomolybdenum-
Reducing Antioxidant Power (PRAP) and Ferrous Ion-Chelating methods were used.
Results: Compounds 9a, 9c, 9e, 9f, 10a, 10b, 10d, 11a, 11b and 11f showed significant antibacterial
and antifungal activity against all the strains tested. Compound 9g exhibited the highest AChE
inhibition. Compounds 10f, 11a and 11g showed remarkable activity against the BuChE enzyme.
Compound 10f has the highest antioxidant activities.
Conclusion: The compounds 9a, 9c, 9e, 9f, 10a, 10b, 10d, 11a, 11b and 11f exhibit the best antimicrobial
activity against the bacteria and fungi C.albicans, Y. enterocolitica, E. coli, Candida
albicans, Yersinia enterocolitica. Compound 9g exhibit the highest AChE inhibition with 72.67 ±
3.92% at 100 µg/mL. Compounds 10f, 11a and 11g showed remarkable activity against the BuChE
enzyme compared to galantamine. Many of the compounds exhibited significant α-glucosidase inhibition
activities. Compound 10f has the highest antioxidant activities (DPPH, PRAP, ferrous ionchelating)
with 27.71 ± 0.85%, 0.689 ± 0.005, 42.07 ± 2.48 at 100 µg/mL, respectively.