Synthesis, characterization, biological activity and theoretical studies of a 2-amino-6-methoxybenzothiazole-based fluorescent Schiff base

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dc.authoridUnver, Huseyin/0000-0003-3968-4385
dc.authoridBoyacioglu, Bahadir/0000-0003-3757-3622
dc.authoridYAPAR, GONUL/0000-0001-5644-3300
dc.contributor.authorAlpaslan, Gokhan
dc.contributor.authorBoyacioglu, Bahadir
dc.contributor.authorDemir, Neslihan
dc.contributor.authorTumer, Yasemin
dc.contributor.authorYapar, Gonul
dc.contributor.authorYildirim, Nuray
dc.contributor.authorYildiz, Mustafa
dc.date.accessioned2024-09-29T16:00:26Z
dc.date.available2024-09-29T16:00:26Z
dc.date.issued2019
dc.departmentKarabük Üniversitesien_US
dc.description.abstractA new Schiff base, (E)-3,5-dimethoxy-2-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)- phenol, was prepared from the reaction of 2-amino-6-methoxybenzothiazole and 2-hydroxy-4,6-dimethoxybenzaldehyde and characterized with elemental analysis, FTIR, UV-VIS, NMR and single crystal X-ray diffraction techniques. Frontier molecular orbitals, molecular electrostatic potential, and chemical reactivity descriptors of the synthesized compound were studied using molecular modeling methods. The antibacterial and antifungal activities of the Schiff base were studied for its minimum inhibitory concentration. The compound showed a higher effect on yeast than against bacteria. The interactions of the compound with DNA were studied with the ultraviolet-visible (UV-VIS) spectra and gel electrophoresis method. The experimental results indicated that the 2-amino-6-methoxybenzothiazole-based Schiff base could bind to DNA via an intercalative mode and showed that it cleaved DNA without the need for external agents. Additionally, the Schiff base showed colorimetric sensor properties for fluoride and cyanide anions in dimethyl sulfoxide.en_US
dc.description.sponsorshipScientific Research Commission [FBA-2018-2516]; Ankara University Grants Commission [18H0504001]en_US
dc.description.sponsorshipThe authors are grateful to Canakkale Onsekiz Mart University, The Scientific Research Commission (FBA-2018-2516), and Ankara University Grants Commission for a Research Grant (Project No.: 18H0504001).en_US
dc.identifier.doi10.1016/j.molstruc.2018.11.065
dc.identifier.endpage178en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85059334605en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage170en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2018.11.065
dc.identifier.urihttps://hdl.handle.net/20.500.14619/5130
dc.identifier.volume1180en_US
dc.identifier.wosWOS:000457660300020en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofJournal of Molecular Structureen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject2-amino-6-methoxybenzothiazoleen_US
dc.subjectMolecular modelingen_US
dc.subjectBiological activitiesen_US
dc.subjectDNA bindingen_US
dc.subjectSensorsen_US
dc.titleSynthesis, characterization, biological activity and theoretical studies of a 2-amino-6-methoxybenzothiazole-based fluorescent Schiff baseen_US
dc.typeArticleen_US

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