Rational design, biological and in-silico evaluation of quinoline-chalcone hybrids: A new series of antimicrobial and anticancer agents

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dc.contributor.authorKiliçcioğlu, Ilker
dc.contributor.authorMusatat, Ahmad Badreddin
dc.contributor.authorDülger, Görkem
dc.contributor.authorAtahan, Alparslan
dc.contributor.authorDülger, Başaran
dc.contributor.authorZengin, Mustafa
dc.date.accessioned2025-10-11T20:45:20Z
dc.date.available2025-10-11T20:45:20Z
dc.date.issued2026
dc.departmentDüzce Üniversitesien_US
dc.description.abstractThis study investigates the synthesis, antimicrobial, anticancer, and in silico properties of novel quinoline-chalcone hybrids (nQCa-l), which were synthesized and characterized. Their antimicrobial activity revealed broad-spectrum efficacy, with compound 2QC-h demonstrating superior potency compared to several standard antibiotics and antifungals. The anticancer potential was assessed against gastrointestinal system cancer cell lines (AGS, HepG2, HCT116), where 2QC-h emerged as the most potent antiproliferative agent, often surpassing oxaliplatin in efficacy, particularly in AGS gastric cancer cells. Mechanistic studies have demonstrated that 2QC-h synergistically induces apoptosis and inhibits epithelial-mesenchymal transition (EMT) in AGS cells through the intrinsic mitochondrial pathway, thereby enhancing the anticancer effect of oxaliplatin. Crucially, 2QC-h exhibited selective cytotoxicity towards gastrointestinal system cancer cells (AGS cells: 4.85 ± 0.22 µg/mL and 2.66 ± 0.58 µg/mL, HCT116 cells: 6.61 ± 0.29 µg/mL and 2.39 ± 0.57 µg/mL, and HepG2 cells: 9.14 ± 0.49 µg/mL and 6.15 ± 0.27 µg/mL for 24 h and 48 h, respectively) and minimal morphological effects on healthy HUVEC cells. Computational studies, including DFT analysis, MEP, RDG, ELF, LOL, and ALIE, provided comprehensive insights into the electronic structure, reactivity, and non-covalent interactions, elucidating the structure-activity relationships (SAR). Molecular docking simulations identified VEGFR-2 and EGFR as the preferential targets for these derivatives, with nanomolar binding affinities, which correlated strongly with experimental cytotoxic potencies. ADME highlighted favorable drug-likeness properties while identifying areas for further optimization. Overall, this research establishes quinoline-chalcone hybrids as promising multi-target therapeutic agents with significant potential for developing novel antimicrobial and anticancer drugs. © 2025 Elsevier B.V., All rights reserved.en_US
dc.identifier.doi10.1016/j.compbiolchem.2025.108675
dc.identifier.issn1476-9271
dc.identifier.pmid40945130en_US
dc.identifier.scopus2-s2.0-105015414755en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.urihttps://doi.org/10.1016/j.compbiolchem.2025.108675
dc.identifier.urihttps://hdl.handle.net/20.500.12684/21291
dc.identifier.volume120en_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherElsevier Ltden_US
dc.relation.ispartofComputational Biology and Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.snmzKA_Scopus_20250911
dc.subjectAnticanceren_US
dc.subjectAntimicrobialen_US
dc.subjectChalconeen_US
dc.subjectIn-silicoen_US
dc.subjectQuinolineen_US
dc.subjectChalconeen_US
dc.subjectOxaliplatinen_US
dc.subjectQuinolineen_US
dc.subjectAdmetlab 3.0 Prediction Platformen_US
dc.subjectAgilent 6530 Accurate Mass Spectrometeren_US
dc.subjectCmex-5 Pro Camera Olympus Ckx53en_US
dc.subjectGraphpad Prism 9.0en_US
dc.subjectImagej Softwareen_US
dc.subjectOrca 5.0.2en_US
dc.subjectPerkin-elmer Spectrum Two Spectrometeren_US
dc.subjectStuart Smp30 Deviceen_US
dc.subjectAntimicrobial Agentsen_US
dc.subjectBinding Energyen_US
dc.subjectCell Cultureen_US
dc.subjectCytotoxicityen_US
dc.subjectDesign For Testabilityen_US
dc.subjectDiseasesen_US
dc.subjectElectronic Structureen_US
dc.subjectMolecular Dockingen_US
dc.subjectMolecular Modelingen_US
dc.subjectMorphologyen_US
dc.subjectAgs Cellsen_US
dc.subjectAnticanceren_US
dc.subjectAntimicrobialen_US
dc.subjectChalconesen_US
dc.subjectGastrointestinal Systemsen_US
dc.subjectIn-silicoen_US
dc.subjectOxaliplatinen_US
dc.subjectPropertyen_US
dc.subjectQuinolineen_US
dc.subjectRational Designen_US
dc.subjectCell Deathen_US
dc.subjectAntibiotic Agenten_US
dc.subjectAntineoplastic Agenten_US
dc.subjectChalconeen_US
dc.subjectOxaliplatinen_US
dc.subjectQuinolineen_US
dc.subjectAntimicrobial Activityen_US
dc.subjectAntineoplastic Activityen_US
dc.subjectApoptosisen_US
dc.subjectArticleen_US
dc.subjectBacillus Subtilisen_US
dc.subjectBinding Affinityen_US
dc.subjectCell Viabilityen_US
dc.subjectCytotoxicityen_US
dc.subjectDensity Functional Theoryen_US
dc.subjectElectrosprayen_US
dc.subjectEpithelial Mesenchymal Transitionen_US
dc.subjectEscherichia Colien_US
dc.subjectFourier Transform Infrared Spectroscopyen_US
dc.subjectHct 116 Cell Lineen_US
dc.subjectHep-g2 Cell Lineen_US
dc.subjectHumanen_US
dc.subjectHuman Cellen_US
dc.subjectHydrogen Bonden_US
dc.subjectMass Spectrometryen_US
dc.subjectMolecular Dockingen_US
dc.subjectPharmacokineticsen_US
dc.subjectPhysical Chemistryen_US
dc.subjectPseudomonas Aeruginosaen_US
dc.subjectStaphylococcus Aureusen_US
dc.subjectStructure Activity Relationen_US
dc.titleRational design, biological and in-silico evaluation of quinoline-chalcone hybrids: A new series of antimicrobial and anticancer agentsen_US
dc.typeArticleen_US

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