Advancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysis

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dc.authoridSERDAROGLU, Goncagul/0000-0001-7649-9168
dc.contributor.authorSerdaroglu, Goncaguel
dc.contributor.authorUludag, Nesimi
dc.contributor.authorUestuen, Elvan
dc.date.accessioned2024-10-29T17:58:17Z
dc.date.available2024-10-29T17:58:17Z
dc.date.issued2024
dc.departmentTekirdağ Namık Kemal Üniversitesien_US
dc.description.abstractThe construction of pyrroles is an important heterocyclic group comprising many compounds with interesting properties that have led to numerous applications in various fields. We delineate a new synthetic method for the rapid construction of tree-substituted pyrroles from readily available ketoximes as starting materials and also a new mechanism and method has been proposed. It is presented that substituted pyrroles were efficiently synthesized in high yields (up to 81 % yield) through the cyclization reaction of starting ketoximes mediated by 2,3-dichlor-5,6-dicyanobenzoquinone (DDQ). Utilizing this protocol various pyrrole derivatives were synthesized from diethyl acetylene dicarboxylate (DEAD). We then developed the dehydrogenation reaction mechanism of this formation, also studied in detail, also all synthesized compounds were analyzed in detail by spectroscopic techniques (FT-IR, 1H NMR, 13CNMR) which were compared with the computational data estimated at B3LYP/6-311G** level. The thermochemical and electronic properties of the pyrroles were evaluated after optimizing and then confirming the equilibrium structures. ADMT scores were also considered to estimate/elucidate the possible bioavailability tendencies as well as the toxicity. In addition, the interactions of the optimized molecules were evaluated by molecular docking methods against BSA Bovine Serum Albumin and LIF Leukemia Inhibitory Factor. The results obtained from this study will ideally provide a fundamental source in contemporary drug design in terms of both the key electronic properties underlying the possible reactivity features and toxicity. The pyrrole compounds were synthesized and characterized by spectroscopic tools (FT-IR, NMR). The DFT computations were performed to predict possible reactivity directions and sites. The ADMT (Absorption distribution, metabolism, and toxicity) features were calculated to evaluate the possible pharmacokinetics and bioavailability as well as the harmful effect in both medicinal and environmental respects. The molecular Docking studies were applied to compounds.imageen_US
dc.description.sponsorshipFinancial support for this research from the Scientific and Technological Research Council of Turkey [112T503]; Scientific and Technological Research Council of Turkey (TUBITAK)en_US
dc.description.sponsorshipFinancial support for this research from the Scientific and Technological Research Council of Turkey (TUBITAK Project No. 112T503). The authors thank Nam & imath;k Kemal University for the analysis of our article structure. All calculations have been carried out at TUBITAK ULAKBIM, High Performance and Grid Computing Center (TR-Grid e-Infrastructure).en_US
dc.identifier.doi10.1002/slct.202303222
dc.identifier.issn2365-6549
dc.identifier.issue2en_US
dc.identifier.scopus2-s2.0-85182226588en_US
dc.identifier.urihttps://doi.org/10.1002/slct.202303222
dc.identifier.urihttps://hdl.handle.net/20.500.11776/14188
dc.identifier.volume9en_US
dc.identifier.wosWOS:001140743200001en_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.subjectDDQen_US
dc.subjectpyrroleen_US
dc.subjectADMTen_US
dc.subjectDFTen_US
dc.subjectmolecular dockingen_US
dc.titleAdvancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysisen_US
dc.typeArticleen_US

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