6533b7d5fe1ef96bd1263d7f
RESEARCH PRODUCT
Nucleophilic substitutions in the isoindole series as a valuable tool to synthesize derivatives with antitumor activity
Annamaria MartoranaGirolamo CirrincionePatrizia DianaAlessandra MontalbanoPaola BarrajaAnna Carbonesubject
chemistry.chemical_classificationKetoneIsoindolesTertiary amineStereochemistryChemistryIsoindoles Nucleophilic substitutionsColchicine analoguesOrganic ChemistryIsoindoles Nucleophilic substitutions; Antitumor activity; Docking; Colchicine analoguesBiochemistryCombinatorial chemistryChemical synthesisSettore CHIM/08 - Chimica FarmaceuticaDockingchemistry.chemical_compoundIsoindoles Nucleophilic substitutionNucleophileColchicine analogueDrug DiscoveryNucleophilic substitutionAcid hydrolysisIsoindoleAntitumor activitydescription
Abstract A novel synthetic approach to the synthesis of 3-substituted isoindoles through nucleophilic substitution of 3-halo derivatives by charged carbon, and neutral nitrogen, oxygen, and sulfur nucleophiles, assisted by a 1-acyl group, is reported. Aryl-thio-isoindoles, obtained through a direct nucleophilic substitution with sulfur nucleophiles, showed cytotoxic activity, with GI50 values from micromolar to sub-micromolar concentrations, against the total number of cell lines investigated.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2011-03-01 |