6533b85efe1ef96bd12bf3dc

RESEARCH PRODUCT

Synthesis and Antitumor Activity of 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-indoles and 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-7-azaindoles

Barbara ParrinoGirolamo CirrincionePatrizia DianaNadia ZaffaroniPaola BarrajaMarzia PennatiAnna CarboneAlessandra MontalbanoAlessia Lopergolo

subject

IndolesStereochemistry3-(2-Phenyl-1; 3-thiazol-4-yl)-1H-indoles; 3-(2-Phenyl-1; 3-thiazol-4-yl)-1H-7-azaindoles; Nortopsentins; Antitumor activityAntineoplastic AgentsTumor cells3-thiazol-4-yl)-1H-7-azaindolesBiochemistry3-(2-Phenyl-13-thiazol-4-yl)-1H-indolechemistry.chemical_compoundCell Line TumorNeoplasmsCDC2 Protein KinaseDrug DiscoveryHumansImidazoleGeneral Pharmacology Toxicology and PharmaceuticsProtein Kinase InhibitorsPharmacologyAntitumor activityNortopsentins3-thiazol-4-yl)-1H-indolesChemistryKinaseNatural compoundNortopsentinOrganic Chemistry3-(2-Phenyl-1AntimicrobialCombinatorial chemistryThiazolesCell culture3-(2-Phenyl-13-thiazol-4-yl)-1H-7-azaindoleMolecular MedicineDrug Screening Assays AntitumorAntitumor activityHuman cancer

description

Given the potent antimicrobial, antiviral, and antitumor activities of many natural products, there is an increasing interest in the synthesis of new molecules based on natural compound scaffolds. Based on a 2,4-bis(3'-indolyl)imidazole skeleton, two new series of phenylthiazolylindoles and phenylthiazolyl-7-azaindoles were obtained by Hantzsch reaction between substituted phenylthioamides and the α-bromoacetyl derivatives. Some azaindole derivatives, tested at the National Cancer Institute against a panel of ∼60 tumor cell lines derived from nine human cancer cell types, showed inhibitory effects against all cell lines investigated at micromolar to nanomolar concentrations. Two of them exhibited a high affinity for CDK1, with IC(50) values of 0.41 and 0.85 μM. These promising results will set the foundation for future investigations into the development of anticancer therapies.

yearjournalcountryeditionlanguage
2011-01-01
10.1002/cmdc.201100078http://hdl.handle.net/10447/55072