A Novel Class Substituted Imidazo[2,1-b][1,3,4]thiadiazole Derivatives: Synthesis, Characterization, In Vitro Biological Activity, and Potential Inhibitors Design Studies

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dc.authoridkarakurt, tuncay/0000-0001-6944-9883
dc.authoridTAHTACI, HAKAN/0000-0002-1557-6315
dc.contributor.authorEr, Mustafa
dc.contributor.authorAhmadov, Farid
dc.contributor.authorKarakurt, Tuncay
dc.contributor.authorDirekel, Sahin
dc.contributor.authorTahtaci, Hakan
dc.date.accessioned2024-09-29T15:50:51Z
dc.date.available2024-09-29T15:50:51Z
dc.date.issued2019
dc.departmentKarabük Üniversitesien_US
dc.description.abstractIn this study, imidazo[2,1-b][1,3,4]thiadiazole derivatives were designed and synthesized. All of the synthesized compounds were characterized by H-1 and C-13 nuclear magnetic resonance (H-1 NMR and C-13 NMR), fourier-transform infrared spectroscopy (FT-IR), elemental analysis, mass spectrometry, and X-ray diffraction. The synthesized compounds were tested for antileishmanial activity against two Leishmania species and antibacterial activity against nine bacterial species in the study. It was observed that 2-(4-Fluorobenzylthio)-6-(4-fluorophenyl)imidazo[2,1-b][1,3,4]thiadiazole (5) had the highest antileishmanial activity (MIC: 625 mu g/mL). Also, 4-(2-(4-fluorobenzylthio)imidazo[2,1-b][1,3,4]thiadiazol-6-yl)benzonitrile (10), 2-(4-fluorobenzylthio)-6-(4-phenylphenyl)imidazo[2,1-b][1,3,4]thiadiazole (11), and 4-(2-(4-methoxybenzyl)imidazo[2,1-b][1,3,4]thiadiazol-6-yl)benzonitrile (25) were found to be effective at different studied concentrations. PyRx software, which uses a Lamarckian genetics algorithm, was utilized to find the affinity values of all compounds in molecular docking simulations. Pharmacokinetic properties and toxicities of the ligands were then researched using PROTOX (a webserver for the prediction of oral toxicities of small molecules) and FAF-Drugs (free adsorption distribution, metabolism, excretion (ADME) tox filtering tool). The study showed that the ligands had acceptable toxicity and ADME properties for the inhibition of the 3JUS receptor.en_US
dc.description.sponsorshipKarabuk University Scientific Research Fund [KBUBAP-18-YL-012]en_US
dc.description.sponsorshipWe would like to thank Karabuk University Scientific Research Fund (Project ID Number: KBUBAP-18-YL-012) for funding this project.en_US
dc.identifier.doi10.1002/slct.201903886
dc.identifier.endpage14290en_US
dc.identifier.issn2365-6549
dc.identifier.issue48en_US
dc.identifier.scopus2-s2.0-85077034094en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage14281en_US
dc.identifier.urihttps://doi.org/10.1002/slct.201903886
dc.identifier.urihttps://hdl.handle.net/20.500.14619/3748
dc.identifier.volume4en_US
dc.identifier.wosWOS:000505279300034en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofChemistryselecten_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAb initio calculationsen_US
dc.subjectADMEen_US
dc.subjectBiological activityen_US
dc.subjectImidazo[2en_US
dc.subject1-b][1en_US
dc.subject3en_US
dc.subject4]thiadiazoleen_US
dc.subjectMolecular dockingen_US
dc.titleA Novel Class Substituted Imidazo[2,1-b][1,3,4]thiadiazole Derivatives: Synthesis, Characterization, In Vitro Biological Activity, and Potential Inhibitors Design Studiesen_US
dc.typeArticleen_US

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