Synthesis of 1,2-Dihydrofuro[3,4-d]pyrimidine Derivatives as Potential VEGFR-2 Inhibitors, and Proposed Mechanism for the 5,6-Dihydro-4H-furo[3,4-c]pyrrol-4-one

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dc.contributor.authorYilmaz, Aysen Suekinci
dc.contributor.authorKacan, Mesut
dc.date.accessioned2024-03-13T10:30:39Z
dc.date.available2024-03-13T10:30:39Z
dc.date.issued2023
dc.departmentİstanbul Beykent Üniversitesien_US
dc.description.abstractThe fourteen novel 1,2-dihydrofuro[3,4-d]pyrimidine compounds were synthesized from 4-(2-azido-2-oxoethyl)furan-3-carbonyl azide, by the two selected Curtius rearrangement, nucleophilic addition, and intramolecular cyclization reactions. Molecular docking studies of these compounds were performed with vascular endothelial growth factors receptor-2 (VEGFR-2) tyrosine kinase (PDB ID:3WZE). Cytotoxicity studies against human prostate cancer cells (DU145), revealed that compound 8 e has cytotoxic potential. Additionally, in-silico ADME studies appeared that most of the synthesized compounds obeyed Lipinski's rule. Also, the mechanism for 5,6-dihydro-4H-furo[3,4-c]pyrrol-4-one, which occurs in the reaction of isocyanate 2 with thiols, was proposed. The azide group acts as the leaving group in this reaction.en_US
dc.description.sponsorshipTrakya University Scientific Research Projects Coordination Unit [TUBAP 2018/199]en_US
dc.description.sponsorshipThe authors indebted to Trakya University Scientific Research Projects Coordination Unit (TUBAP 2018/199) for financial support for this work. We thank Trakya University Technology Research Development Application and Research Center (TUTAGEM) for the cytotoxicity, Q-TOF and FTIR analyses.en_US
dc.identifier.doi10.1002/slct.202300150
dc.identifier.issn2365-6549
dc.identifier.issue17en_US
dc.identifier.scopus2-s2.0-85159802011en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/slct.202300150
dc.identifier.urihttps://hdl.handle.net/20.500.12662/3464
dc.identifier.volume8en_US
dc.identifier.wosWOS:000980143700001en_US
dc.identifier.wosqualityN/Aen_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.subjectCurtius Rearrengementen_US
dc.subjectIntramolecular Cyclizationen_US
dc.subjectLipinski Ruleen_US
dc.subjectAzide Eliminationen_US
dc.subjectProtein-Ligand Interactionen_US
dc.titleSynthesis of 1,2-Dihydrofuro[3,4-d]pyrimidine Derivatives as Potential VEGFR-2 Inhibitors, and Proposed Mechanism for the 5,6-Dihydro-4H-furo[3,4-c]pyrrol-4-oneen_US
dc.typeArticleen_US

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