Search results for "Acridines"

showing 4 items of 14 documents

Copper-mediated DNA photocleavage by a tetrapyridoacridine (tpac) ligand.

2008

Abstract We have focused our interest on the tetrapyridoacridine ligand tetrapyrido[3,2- a :2′,3′- c :3′′,2″- h : 2‴,3‴- j ]acridine (tpac), as a model system for the preparation of novel copper-based artificial nucleases. The complex of copper(II)–tpac cleaves supercoiled pUC18 plasmid DNA in an oxidative manner by photoactivation with visible light, exhibiting maximum cleaving efficiency at 1:2 metal–ligand stoichiometric ratio. We propose an interaction of the copper–tpac complex with DNA through both major and minor grooves and a photocleavage mechanism via the formation of hydroxyl radicals and singlet oxygen or singlet oxygen-like species.

Models MolecularLightStereochemistryPhotochemistryRadicalClinical BiochemistryPharmaceutical Sciencechemistry.chemical_elementPhotochemistryLigandsBiochemistrychemistry.chemical_compoundPolycyclic compoundDrug DiscoveryPhotosensitizerSinglet stateMolecular Biologychemistry.chemical_classificationDeoxyribonucleasesMolecular StructureSinglet OxygenChemistrySinglet oxygenOrganic ChemistryDNACopperAcridineMolecular MedicineAcridinesDNACopperPhenanthrolinesBioorganicmedicinal chemistry letters
researchProduct

Recognition of G-quadruplex DNA by triangular star-shaped compounds: with or without side chains?

2011

International audience; We report the synthesis of two new series of triangular aromatic platforms, either with three aminoalkyl side chains (triazatrinaphthylene series, TrisK: six compounds), or without side chains (triazoniatrinaphthylene, TrisQ). The quadruplex-DNA binding behavior of the two series, which differ essentially by the localization of the cationic charges, was evaluated by means of FRET-melting and G4-FID assays. For the trisubstituted triazatrinaphthylenes (TrisK), the length of the substituents and the presence of terminal hydrogen-bond-donor groups (NH(2)) were shown to be crucial for ensuring a high quadruplex affinity (ΔT(1/2) values of up to 20 °C at 1 μM for the best…

Models MolecularStereochemistryIonic bonding010402 general chemistryG-quadruplexLigands01 natural sciencesCatalysischemistry.chemical_compoundStructure-Activity RelationshipHeterocyclic Compounds[CHIM] Chemical SciencesSide chainMoleculeStructure–activity relationship[CHIM]Chemical SciencesComputingMilieux_MISCELLANEOUSMolecular Structure010405 organic chemistryHydrogen bond[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic ChemistryGeneral Chemistry0104 chemical sciencesG-QuadruplexeschemistryAcridinesSelectivityAzo CompoundsDNAChemistry (Weinheim an der Bergstrasse, Germany)
researchProduct

Cytotoxic Compounds from the Fruits of Uapaca togoensis towards Multifactorial Drug-Resistant Cancer Cells

2014

Cancer cells may rapidly acquire multidrug resistance, mainly due to the presence of adenosine triphosphate-binding cassette transporters, epidermal growth factor receptor, or mutations in the p53 tumor suppressor gene. This work was designed to assess the cytotoxicity of the methanol crude extracts and compounds from the fruits of Uapaca togoensis, namely, β-amyryl acetate (1), 11-oxo-α-amyryl acetate (2), lupeol (3), pomolic acid (4), futokadsurin B (5), arborinin (6), and 3-O-β-D-glucopyranosyl sitosterol (7) against nine drug sensitive and multidrug-resistant cancer cell lines. The resazurin reduction assay was used to evaluate the cytotoxicity of the fruits of U. togoensis and compound…

Pharmaceutical ScienceBiologyLignansAnalytical ChemistryInhibitory Concentration 50chemistry.chemical_compoundCell Line TumorDrug DiscoveryHumansCytotoxic T cellOleanolic AcidCytotoxicityLupeolMembrane Potential MitochondrialPharmacologyMolecular StructurePlant ExtractsAlkaloidOrganic ChemistryEuphorbiaceaeCell cycleAntineoplastic Agents PhytogenicDrug Resistance MultipleTriterpenesComplementary and alternative medicinechemistryBiochemistryDoxorubicinDrug Resistance NeoplasmApoptosisCell cultureCancer cellAcridinesMolecular MedicineDrug Screening Assays AntitumorPentacyclic TriterpenesReactive Oxygen SpeciesPlanta Medica
researchProduct

Harmonization of QSAR Best Practices and Molecular Docking Provides an Efficient Virtual Screening Tool for Discovering New G-Quadruplex Ligands

2015

Telomeres and telomerase are key players in tumorogenesis. Among the various strategies proposed for telomerase inhibition or telomere uncapping, the stabilization of telomeric G-quadruplex (G4) structures is a very promising one. Additionally, G4 stabilizing ligands also act over tumors mediated by the alternative elongation of telomeres. Accordingly, the discovery of novel compounds able to act on telomeres and/or inhibit the telomerase enzyme by stabilizing DNA telomeric G4 structures as well as the development of approaches efficiently prioritizing such compounds constitute active areas of research in computational medicinal chemistry and anticancer drug discovery. In this direction, we…

Quantitative structure–activity relationshipTelomeraseGeneral Chemical EngineeringDrug Evaluation PreclinicalQuantitative Structure-Activity RelationshipComputational biologyLibrary and Information SciencesBiologyG-quadruplexCrystallography X-RayLigandsMolecular Docking Simulationchemistry.chemical_compoundDrug DiscoveryHumansCell ProliferationGeneticsVirtual screeningMolecular StructureDrug discoveryQSARGeneral ChemistryFibroblastsTelomereComputer Science ApplicationsTelomereG-QuadruplexesMolecular Docking SimulationchemistryAcridinesDNAHeLa Cells
researchProduct