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dc.contributor.authorNural, Yahya
dc.contributor.authorÖzdemir, Sadin
dc.contributor.authorYalçın, Mustafa Serkan
dc.date.accessioned2022-02-25T09:05:13Z
dc.date.available2022-02-25T09:05:13Z
dc.date.issued27.07.2021en_US
dc.identifier.issn23656549
dc.identifier.urihttps://doi.org/10.1002/slct.202101148
dc.identifier.urihttps://hdl.handle.net/20.500.12445/1886
dc.description.abstractIn this study, new bis-1,2,3-triazole derivatives, N,N′-(1,3-phenylene)bis(2-(4-R-1H-1,2,3-triazol-1-yl)acetamide), were synthesized by copper-catalyzed azide-alkyne cycloaddition click chemistry in 84–96 % yield. A wide range bioactivity screening was performed to determine DNA cleavage, antioxidant, antibacterial and antifungal activities. All of the synthesized bis-1,2,3-triazoles showed excellent DNA cleavage activity and 4 e, bearing 2-bromoethyl moiety as a substituent, was almost degraded all of the plasmid DNA. Molecular docking simulations suggest that the synthesized compounds act as minor groove binders of DNA. The antioxidant activities of the bis-1,2,3-triazoles were determined based on the radical scavenging effect of the stable 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical and iron chelating activity. The compounds exhibited effective iron chelating activity at 200 mg/L while showing a moderate ability to scavenge DPPH radical. The compounds exhibited antibacterial activity against B. cereus, L. pneumophila subsp. pneumophila, S. aureus, P. aeruginosa, E. coli and E. hirae bacterial strains, and antifungal activity against C. albicans and C. tropicalis microfungus strains with a MIC value in the range of 4–128 μg/mL. 4 d, bearing cyclohexylmethyl moiety as substituent, exhibited a broad-spectrum antimicrobial activity (both antibacterial and antifungal). Four different acid dissociation constant (pKa) values of each product were determined potentiometrically in 20 % (v/v) dimethyl sulfoxide-water at 25±0.1 °C, at an ionic background of 0.1mol/L of NaCl using the HYPERQUAD program.en_US
dc.language.isoengen_US
dc.publisherWileyen_US
dc.relation.isversionofhttps://doi.org/10.1002/slct.202101148en_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.rightsAttribution-NonCommercial-NoDerivs 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/us/*
dc.subjectAcid Dissociation Constanten_US
dc.subjectAntimicrobial Activityen_US
dc.subjectAntioxidant Activityen_US
dc.subjectBis-Triazoleen_US
dc.subjectClick Chemistryen_US
dc.subjectDNA Cleavageen_US
dc.subjectMolecular Dockingen_US
dc.titleSynthesis, biological evaluation, molecular docking, and acid dissociation constant of new bis-1,2,3-triazole compoundsen_US
dc.typearticleen_US
dc.relation.journalChemistrySelecten_US
dc.contributor.departmentEczacılık Fakültesien_US
dc.identifier.volume6en_US
dc.identifier.issue28en_US
dc.identifier.startpage1en_US
dc.identifier.endpage8en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US


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