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

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dc.authoridYAPAR, GONUL/0000-0001-5644-3300
dc.authoridBoyacioglu, Bahadir/0000-0003-3757-3622
dc.authoridUnver, Huseyin/0000-0003-3968-4385
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.authorYıldız, Mustafa
dc.date.accessioned2025-01-27T20:24:22Z
dc.date.available2025-01-27T20:24:22Z
dc.date.issued2019
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
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.
dc.description.sponsorshipScientific Research Commission [FBA-2018-2516]; Ankara University Grants Commission [18H0504001]
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).
dc.identifier.doi10.1016/j.molstruc.2018.11.065
dc.identifier.endpage178
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85059334605
dc.identifier.scopusqualityQ1
dc.identifier.startpage170
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2018.11.065
dc.identifier.urihttps://hdl.handle.net/20.500.12428/22183
dc.identifier.volume1180
dc.identifier.wosWOS:000457660300020
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subject2-amino-6-methoxybenzothiazole
dc.subjectMolecular modeling
dc.subjectBiological activities
dc.subjectDNA binding
dc.subjectSensors
dc.titleSynthesis, characterization, biological activity and theoretical studies of a 2-amino-6-methoxybenzothiazole-based fluorescent Schiff base
dc.typeArticle

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