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RESEARCH PRODUCT
New benzothieno[3,2-d]-1,2,3-triazines with antiproliferative activity: synthesis, spectroscopic studies, and biological activity.
Carla GentileAntonino LauriaAlessia AlfioRiccardo BonsignoreGiuseppe GennaroAnna Maria AlmericoAlessio TerenziAnnamaria MartoranaGiampaolo Baronesubject
Circular dichroismStereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsThiophenesBiochemistryHeLachemistry.chemical_compoundStructure-Activity RelationshipSettore BIO/10 - BiochimicaDrug DiscoveryStructure–activity relationshipMoleculeHumansMolecular BiologyCell ProliferationbiologyDose-Response Relationship DrugMolecular StructureChemistryCell growthTriazinesViscosityCircular DichroismOrganic ChemistryCell CycleBiological activityCell cyclebiology.organism_classificationSettore CHIM/08 - Chimica FarmaceuticaCombinatorial chemistrySettore CHIM/03 - Chimica Generale E InorganicaMolecular MedicineBenzothienotriazines Antiproliferative activity Spectroscopic studies Cell-cycle analysis VLAKSpectrophotometry UltravioletDrug Screening Assays AntitumorDNAHeLa Cellsdescription
New benzothieno[3,2-d]-1,2,3-triazines, together with precursors triazenylbenzo[b]thiophenes, were designed, synthesized and screened as anticancer agents. The structural features of these compounds prompted us to investigate their DNA binding capability through UV–vis absorption titrations, circular dichroism, and viscometry, pointing out the occurrence of groove-binding. The derivative 3-(4-methoxy-phenyl)benzothieno[3,2-d]-1,2,3-triazin-4(3H)-one showed the highest antiproliferative effect against HeLa cells and was also tested in cell cycle perturbation experiments. The obtained results assessed for the first time the anticancer activity of benzothieno[3,2-d]-1,2,3-triazine nucleus, and we related it to its DNA-binding properties.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-04-14 | Bioorganicmedicinal chemistry letters |