6533b834fe1ef96bd129e06f

RESEARCH PRODUCT

Synthesis of the new ring system pyrrolizino[2,3-b]indol-4(5H)-one

Girolamo CirrincionePatrizia DianaAnna CarboneAlessandra MontalbanoBarbara ParrinoPaola BarrajaAntonina Stagno

subject

NitrileStereochemistryOrganic ChemistryCancerBiological activityRing (chemistry)medicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaBiochemistryChemical synthesisPyrrolizino[2; 3-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentsPyrrolizino[23-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentschemistry.chemical_compoundLeukemia3-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentschemistryCell cultureDrug DiscoveryPyrrolizino[2medicineSelectivity

description

Derivatives of the new ring system pyrrolizino[2,3-b]indol-4(5H)-one were prepared in four steps starting from substituted benzonitriles bearing a functionalized amino group in the adjacent position. The unsubstituted- and the dimethoxy-pyrrolizinoindolones 5a and 5b exhibited modest activity against the HL-60(TB) human leukemia cell line, whereas the N-methylated dimethoxy-pyrrolizinoindolone 6b showed to be selective against MOLT-4 leukemia, A549/ATCC, HOP-92, and NCI-H460 non-small cell lung cancer, and CAKI-1 renal cancer cell lines.

yearjournalcountryeditionlanguage
2011-05-01
https://hdl.handle.net/11567/1024288