6533b837fe1ef96bd12a1e2a

RESEARCH PRODUCT

Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo [1,2-a:1',2'-d]pyrazine and Its Deaza Analogue

Alessandra MontalbanoGirolamo CirrincionePatrizia DianaPaola BarrajaAnna CarboneVirginia SpanòBarbara Parrino

subject

antiproliferative activitydiketopiperazines; plinabulin A; bispyrido-pyrrolo-pyrazine; pyrido-pyrrolopyrazino- indole; antiproliferative activityPyrazineStereochemistrypyrido-pyrrolo-pyrazino-indoleCarboxylic acidpyrido-pyrrolopyrazino- indoleCarboxylic AcidsPharmaceutical ScienceAntineoplastic AgentsRing (chemistry)ArticleAnalytical Chemistrylcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryBreast cancer cell lineHeterocyclic Compoundsdiketopiperazines; plinabulin A; bispyrido-pyrrolo-pyrazine; pyrido-pyrrolo-pyrazino-indole; antiproliferative activityDrug DiscoveryHumansPyrrolesPhysical and Theoretical Chemistrybispyrido-pyrrolo-pyrazinechemistry.chemical_classificationIndole testplinabulin AOrganic ChemistrydiketopiperazineSelf-condensationSettore CHIM/08 - Chimica FarmaceuticadiketopiperazineschemistryChemistry (miscellaneous)PyrazinesMCF-7 CellsMolecular MedicineDrug Screening Assays AntitumorCancer cell lines

description

Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d] pyrazine-6,13-dione and its deaza analogue pyrido[4'',3'':4',5']pyrrolo-[1',2':4,5]pyrazino [1,2-a]indole-6,13-dione were conveniently synthesized through a four-step sequence. Symmetrical derivatives of the former ring system were obtained through self condensation. On the other hand, condensation of 6-azaindole carboxylic acid with indole 2-carboxylic acid afforded the deaza analogue ring system. Derivatives of the title ring system were tested by the National Cancer Institute (Bethesda, MD, USA) and four of them exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line).

yearjournalcountryeditionlanguage
2014-08-29Molecules
https://doi.org/10.3390/molecules190913342