Synthesis, structural characterization, biological activity, and theoretical studies of some novel thioether-bridged 2,6-disubstituted imidazothiadiazole analogues

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dc.authoridTAHTACI, HAKAN/0000-0002-1557-6315
dc.authoridkarakurt, tuncay/0000-0001-6944-9883
dc.contributor.authorTunel, Hasan
dc.contributor.authorEr, Mustafa
dc.contributor.authorAlici, Hakan
dc.contributor.authorOnaran, Abdurrahman
dc.contributor.authorKarakurt, Tuncay
dc.contributor.authorTahtaci, Hakan
dc.date.accessioned2024-09-29T15:50:44Z
dc.date.available2024-09-29T15:50:44Z
dc.date.issued2021
dc.departmentKarabük Üniversitesien_US
dc.description.abstractIn this study, thioether-bridged imidazo[2,1-b][1,3,4]thiadiazole derivatives that contained both imidazole and 1,3,4-thiadiazole (compounds 7a-7i and 8a-8i) were synthesized from the reactions of 2-amino-1,3,4-thiadiazole with phenacyl bromide (6a-6i) (at yields of 59% to 74%). The structure of the synthesized compounds was characterized using H-1 NMR, C-13 NMR, Fourier-transform infrared spectroscopy, elemental analysis, mass spectroscopy, and X-ray diffraction analysis. Mycelial growth, mycelial growth inhibition, minimum inhibitory concentration, minimum fungicidal concentration, and lethal dose values against various plant pathogenic fungi were determined for all of the target compounds synthesized in the study. The test results showed that most of the compounds had moderate to good antifungal activity. In addition, the absorption, distribution, metabolism, excretion (ADME) parameters of the compounds were calculated, and it was observed that all of the compounds met the drug-likeness rules in general. Finally, using docking simulations, it was found that compounds 7h, 7i, 8h, and 8i showed high affinity to PDB ID:5TZ1, which is an CYP51 antifungal target structure.en_US
dc.description.sponsorshipKarabuk Universitesi [KBU-BAP-16/2-YL-090]en_US
dc.description.sponsorshipKarabuk Universitesi, Grant/Award Number: KBU-BAP-16/2-YL-090en_US
dc.identifier.doi10.1002/jhet.4260
dc.identifier.endpage1343en_US
dc.identifier.issn0022-152X
dc.identifier.issn1943-5193
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-85103215460en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage1321en_US
dc.identifier.urihttps://doi.org/10.1002/jhet.4260
dc.identifier.urihttps://hdl.handle.net/20.500.14619/3707
dc.identifier.volume58en_US
dc.identifier.wosWOS:000634007200001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofJournal of Heterocyclic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectDerivatives Synthesisen_US
dc.subjectMolecular Dockingen_US
dc.subjectAntiproliferative Activityen_US
dc.subjectAntifungal Activityen_US
dc.subjectDrugen_US
dc.subjectAntibacterialen_US
dc.subjectChemistryen_US
dc.subject1,3,4-Thiadiazoleen_US
dc.subjectBearingen_US
dc.subjectHybridsen_US
dc.titleSynthesis, structural characterization, biological activity, and theoretical studies of some novel thioether-bridged 2,6-disubstituted imidazothiadiazole analoguesen_US
dc.typeArticleen_US

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