Coşkun, DemetUlukaya, EnginCoşkun, Mehmet Fatih2022-11-022022-11-022017-08-18Coşkun, D. vd. (2017). ''Novel 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives: Synthesis, characterization and anticancer activity''. European Journal of Medicinal Chemistry, 136, 212-222.0223-52341768-3254https://doi.org/10.1016/j.ejmech.2017.05.017https://www.sciencedirect.com/science/article/pii/S0223523417303781http://hdl.handle.net/11452/29313Cancer treatment still requires new compounds to be discovered. Chalcone and its derivatives exhibit anticancer potential in different cancer cells. A new series of benzofuran substituted chalcone derivatives was synthesized by the base-catalyzed Claisen-Schmidt reaction of the 1-(7-ethoxy-1-benzofuran-2-yl) ethanone with different aromatic aldehydes to yield 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives 3a-j. The derivatives were characterized by elemental analysis, FT-IR, H-1 NMR and C-13 NMR spectroscopy techniques. The anti-growth effect of chalcone compounds was tested in breast cancer (MCF-7), non-small cell lung cancer (A549) and prostate cancer (PC-3) cell lines by the SRB and ATP cell viability assays. Apoptosis was detected by mitochondrial membrane potential, Annexin V staining and caspase 3/7 activity. Formation of reactive oxygen species was determined by DCFDA. The results revealed that chalcone derivatives have anticancer activity with especially chalcone derivative 3a showing cytotoxic effects on cancer cells. In addition, chalcone derivative 3a induced apoptosis through caspase dependent pathways in prostate, lung and breast cancer cells.eninfo:eu-repo/semantics/closedAccessChemistry, medicinalBenzofuranChalconeCytotoxicityAnticancer activityApoptosisBiological evaluationAntioxidantActivitiesDependent apoptosisIn-vitrocellsInhibitorsCaspase-3PathwayDesignAgentsAntineoplastic agentsApoptosisCell lineTumorCell proliferationCell survivalChalconeDose-response relationship, drugDrug screening assays, antitumorHumansMembrane potential, mitochondrialMolecular structureReactive oxygen speciesStructure-activity relationshipArticle0004039935000172-s2.0-8501844052621222213628494257Pharmacology & pharmacyAntineoplastic Activity; Props; Acetophenone Derivative1 (7 ethoxy 1 benzofuran 2 yl) 3 (1h pyrrol 2 yl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (2 furyl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (2 thienyl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (2,4 dimethoxyphenyl) prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (2,4,5 trimethoxyphenyl) prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (4 bromophenyl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (4 methoxyphenyl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 (4 methylphenyl)prop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) 3 phenylprop 2 en 1 one1 (7 ethoxy 1 benzofuran 2 yl) ethanone3 [4 (dimethylamino)phenyl] 1 (7 ethoxy 1 benzofuran 2 yl)prop 2 en 1 oneAntineoplastic agentCaspase 3Caspase 7Chalcone derivativeReactive oxygen metaboliteUnclassified drugAntineoplastic agentChalconeReactive oxygen metaboliteA-549 cell lineAntineoplastic activityApoptosisArticleCancer cellCarbon nuclear magnetic resonanceCell viabilityDrug potencyDrug synthesisEnzyme activityHumanHuman cellInfrared spectroscopyMCF-7 cell lineMitochondrial membrane potentialPC 3 cell linePhase contrast microscopyProstate cancer cell lineProton nuclear magnetic resonanceCell proliferationCell survivalChemical structureChemistryDose responseDrug effectsDrug screeningMetabolismStructure activity relationSynthesisTumor cell line