Synthesis, biologic properties, and molecular modeling studies of bis-indole based thiosemicarbazones

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dc.authorid0000-0002-3909-0694en_US
dc.authorid0000-0002-8325-8116en_US
dc.authorid0000-0003-4163-9962en_US
dc.contributor.authorCeyhan, Sadık M.
dc.contributor.authorBingül, Murat
dc.contributor.authorŞahin, Hasan
dc.contributor.authorBoǧa, Mehmet
dc.contributor.authorSağlam, Mehmet F.
dc.contributor.authorKandemir, Hakan
dc.contributor.authorŞengül, İbrahim Fazıl
dc.date.accessioned2024-08-27T06:46:48Z
dc.date.available2024-08-27T06:46:48Z
dc.date.issued2024en_US
dc.departmentDicle Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Bölümüen_US
dc.description.abstractThe Schiff base condensation reaction of thiosemicarbazides and methylene bridged 2,2′-bisindolylmethanes, prepared from the acid-catalyzed condensation of 3-aryl-4,6-dimethoxyindole-7-carbaldehydes and formaldehyde, produced a series of the targeted bis-indole based thiosemicarbazones. To explore the biological potential of the newly synthesized compounds, antidiabetic, anticholinesterase, and antioxidant activities were investigated. The structural derivatization carried out by the addition of bromophenyl ring at C3 position of the indole backbone increased the enzyme potency towards the anticholinesterase activity. Some of the targeted compounds showed selective the α-glucosidase enzyme inhibition activity. In addition to that, the inhibition concentrations were found to lower that the standard acarbose showing that they may be more efficient agents. Although most of the compounds were effective for the metal chelation capacities (CUPRAC), a couple of examples were found to be favorable for DPPH and ABTS assays. The presence of methyl substituted thiosemicarbazone tail with different indole back bones individually detected as promising targets for ABTS and DPPH activities. The compound methyl substituted thiosemicarbazone was also determined as the most potent agent with the 6 μM inhibition concentration toward CUPRAC assay. Molecular docking study was performed to support the experimental results. Graphical abstract: (Figure presented.)en_US
dc.identifier.citationCeyhan, S. M., Bingül, M., Şahin, H., Boğa, M., Sağlam, M. F., Kandemir, H. ve diğerleri. (2024). Synthesis, biologic properties, and molecular modeling studies of bis-indole based thiosemicarbazones. Monatshefte fur Chemie, 1-12.en_US
dc.identifier.endpage12en_US
dc.identifier.issn0026-9247
dc.identifier.scopus2-s2.0-85200002592
dc.identifier.scopusqualityQ2
dc.identifier.startpage1en_US
dc.identifier.urihttps://link.springer.com/article/10.1007/s00706-024-03230-3
dc.identifier.urihttps://hdl.handle.net/11468/28784
dc.identifier.wosWOS:001279189400001
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorBingül, Murat
dc.institutionauthorŞahin, Hasan
dc.institutionauthorBoǧa, Mehmet
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofMonatshefte fur Chemie
dc.relation.isversionof10.1007/s00706-024-03230-3en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAnticholinesteraseen_US
dc.subjectBioorganic chemistryen_US
dc.subjectHeterocyclesen_US
dc.subjectIndoleen_US
dc.subjectMolecular modellingen_US
dc.subjectSchiff basesen_US
dc.titleSynthesis, biologic properties, and molecular modeling studies of bis-indole based thiosemicarbazonesen_US
dc.titleSynthesis, biologic properties, and molecular modeling studies of bis-indole based thiosemicarbazones
dc.typeArticleen_US

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