title: Pyrrolo[2,1-c][1,2,4]triazines from 2-diazopyrroles: synthesis and antiproliferative activity.
abstract: Pyrrolo[2,1-c][1,2,4]triazines 4a-g were directly obtained from the reaction of 2-diazopyrroles 1a and b with the sodium salts of beta-diketones, beta-carbonitriles, and beta-dinitriles. Only when the 2-diazopyrroles were coupled with ethyl cyanoacetate, it was possible to isolate, together with the pyrrolotriazines, the intermediate hydrazones 3 which, in turn, cyclised to the title ring system. Pyrrolotriazines 4a-e were evaluated for cytotoxic activity against a panel of 60 human cancer cell lines by the National Cancer Institute and some of them demonstrated inhibitory effects in the growth of a wide range of cancer cell lines generally at 10(-5) M level and in some cases at micromolar concentrations.
authors.affiliation: Dipartimento Farmacochimico Tossicologico e Biologico dell'Università, Via Archirafi 32, 90123 Palermo, Italy.
authors.forename: Patrizia
authors.initials: P
authors.lastname: Diana
authors.forename: Paola
authors.initials: P
authors.lastname: Barraja
authors.forename: Antonino
authors.initials: A
authors.lastname: Lauria
authors.forename: Alessandra
authors.initials: A
authors.lastname: Montalbano
authors.forename: Anna Maria
authors.initials: AM
authors.lastname: Almerico
authors.forename: Gaetano
authors.initials: G
authors.lastname: Dattolo
authors.forename: Girolamo
authors.initials: G
authors.lastname: Cirrincione
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000627:therapeutic use; D002455:Cell Division / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000627:therapeutic use; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D011758:Pyrroles