89991-18-4Relevant articles and documents
Convenient synthesis of fluorazone derivatives by one-pot pyrrolation/cyclization of anthranilic acids
Aiello, Francesca,Garofalo, Antonio,Grande, Fedora
, p. 5824 - 5826 (2011)
A series of fused heterocyclic compounds based on a fluorazone structure has been prepared from anthranilic or ortho-aminoheteroaryl carboxylic acids by one-pot sequential pyrrolation/cyclization catalyzed by 4-chloropyridine hydrochloride, in generally good yield.
Synthesis of 5H-pyrido[3,2-b]pyrrolizin-5-one tripentone analogs with antitumor activity
Parrino, Barbara,Ullo, Salviana,Attanzio, Alessandro,Cascioferro, Stella,Spanò, Virginia,Carbone, Anna,Montalbano, Alessandra,Barraja, Paola,Cirrincione, Girolamo,Tesoriere, Luisa,Diana, Patrizia
, p. 236 - 246 (2018/09/18)
Pyrrolizinones represent an interesting class of compounds with varied degrees of structural complexity and pharmacological activity. Among these, 9H-pyrido[2,3-b]pyrrolizin-9-one, tripentone analogs, recently reported by us, showed significant antiproliferative activity against human tumor cell lines, inducing apoptosis and not affecting viability of Caco-2 differentiated in normal intestinal-like cells. Considering their interesting biological activity, their 5H-pyrido[3,2-b]pyrrolizin-5-one analogs were efficiently synthesized in good to excellent yields (61–91%). All tripentone derivatives were tested to assess their cytotoxicity against two human tumor cell lines, HCT-116 (human colorectal carcinoma) and MCF-7 (human breast cancer). The most active derivatives, with IC50 ranging from 0.11 to 16.11 μM, did not affect viability of Caco-2 differentiated in normal intestinal-like cells, suggesting tumor cells as the main target of their cytotoxic action. The same compounds, further investigated, showed that they did not exert necrotic effects, while induced a clear shift of viable cells towards early apoptosis confining the cells in the mitotic phases.
