6533b7ddfe1ef96bd12735d5
RESEARCH PRODUCT
Photochemical electrocyclisation of 3-vinylindoles to pyrido[2,3-a]-, pyrido[4,3-a]- and thieno[2,3-a]-carbazoles: Design, synthesis, DNA binding and antitumor cell cytotoxicity
Marie-hélène David-cordonnierMarie-hélène David-cordonnierThomas LemsterGaëlle LengletGaëlle LengletUlf PindurChristelle DassiChristelle DassiSabine DepauwSabine Depauwsubject
IndolesCell SurvivalStereochemistryCarbazolesFluorescence spectrometryAntineoplastic AgentsStereoisomerismContext (language use)Nucleic Acid DenaturationChemical synthesisFluorescenceStructure-Activity RelationshipCell Line TumorDrug DiscoveryAnimalsHumansTopoisomerase II InhibitorsTransition TemperatureStructure–activity relationshipBinding siteCell ProliferationPharmacologyBinding SitesbiologyChemistryCircular DichroismTopoisomeraseCell CycleOrganic ChemistryStereoisomerismDNAGeneral MedicinePhotochemical ProcessesDNA Minor Groove BindingCyclizationDrug Designbiology.proteinCattleSpectrophotometry UltravioletTopoisomerase I Inhibitorsdescription
In the context of the design and synthesis of DNA ligands, some new hetarene annelated carbazoles were synthesized. As lead structure the intercalating tetracyclic systems pyrido[2,3-a]- and pyrido[4,3-a]-carbazoles and in one case a thieno[2,3-a]-carbazole were taken into account. A dialkyl amino amidic chain was introduced to the planar chromophoric system with the intent to generate minor groove binding properties. The cytotoxicity of some compounds was examined by the NCI antitumor screening. Furthermore, biophysical as well as biochemical studies were performed in order to get some information about the DNA-binding properties and inhibition of DNA related functional enzymes of this new series of molecules.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-08-01 | European Journal of Medicinal Chemistry |