Novel N-benzyl-2-oxo-1,2-dihydrofuro [3,4-d]pyrimidine-3 (4H)-carboxamide as anticancer agent: Synthesis, drug-likeness, ADMET profile, DFT and molecular modelling against EGFR target

dc.authoridSuekinci Yilmaz, Aysen/0000-0002-1928-0204
dc.contributor.authorYilmaz, Aysen Suekinci
dc.contributor.authorUlucam, Guhergul
dc.date.accessioned2024-06-12T10:59:00Z
dc.date.available2024-06-12T10:59:00Z
dc.date.issued2023
dc.departmentTrakya Üniversitesien_US
dc.description.abstractA novel compound N-benzyl-2-oxo-1,2-dihydrofuro [3,4-d]pyrimidine-3(4H)-carboxamide (DHFP) was synthesized by addition, rearrangement, and intramolecular cyclization reactions. The three-dimensional geometry of DHFP has been determined by density functional theory calculations in the gas phase. Thus, the geometrical properties of DHFP such as the bond lengths, bond angles, and dihedral bond angles have been determined in the optimized molecular configuration. Also, the HOMO-LUMO energies were calculated. The charge distribution of the DHFP has been calculated by Natural Population Analysis (NPA) approach. NMR and FTIR spectra were calculated and compared with their experimental corresponding to confirm the synthesis of the DHFP. The anticancer activities of the DHFP were also determined on human colon cancer (HT29) and prostate cancer (DU145) cell lines. Molecular docking studies of the DHFP with EGFR tyrosine kinase, which is responsible for cancer cell proliferation and growth, were performed and it was observed that docking interaction took place. The DHFP has the potential to be a drug, as it is determined that DHFP obeys Lipinski's five rules, can cross the blood-brain barrier, and can be rapidly absorbed from the gastrointestinal wall.en_US
dc.description.sponsorshipTrakya Universitesi [TUBAP:2018/199]en_US
dc.description.sponsorshipDr. Aysen Suekinci Yilmaz was supported by Trakya Universitesi (TUBAP:2018/199).en_US
dc.identifier.doi10.1016/j.heliyon.2023.e12948
dc.identifier.issn2405-8440
dc.identifier.issue1en_US
dc.identifier.pmid36711281en_US
dc.identifier.scopus2-s2.0-85147373689en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.urihttps://doi.org/10.1016/j.heliyon.2023.e12948
dc.identifier.urihttps://hdl.handle.net/20.500.14551/20279
dc.identifier.volume9en_US
dc.identifier.wosWOS:000969478100001en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherCell Pressen_US
dc.relation.ispartofHeliyonen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectCurtius Rearrangementen_US
dc.subjectDU145en_US
dc.subjectHT29en_US
dc.subjectHOMO-LUMOen_US
dc.subjectB3LYPen_US
dc.subjectGrowth-Factor Receptoren_US
dc.subjectTyrosine Kinaseen_US
dc.subjectNmr-Spectraen_US
dc.subjectFt-Iren_US
dc.subjectDerivativesen_US
dc.subjectDesignen_US
dc.titleNovel N-benzyl-2-oxo-1,2-dihydrofuro [3,4-d]pyrimidine-3 (4H)-carboxamide as anticancer agent: Synthesis, drug-likeness, ADMET profile, DFT and molecular modelling against EGFR targeten_US
dc.typeArticleen_US

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