736930-12-4Relevant articles and documents
Synthesis and cytotoxic activity of benzo[c][1,7] and [1,8]phenanthrolines analogues of nitidine and fagaronine
Prado, Soizic,Michel, Sylvie,Tillequin, Francois,Koch, Michel,Pfeiffer, Bruno,Pierre, Alain,Leonce, Stephane,Colson, Pierre,Baldeyrou, Brigitte,Lansiaux, Amelie,Bailly, Christian
, p. 3943 - 3953 (2004)
Fagaronine and nitidine are natural benzo[c] phenanthridinium alkaloids, which display antileukemic activity. Both act as topoisomerase I and topoisomerase II inhibitors. The objective of the present study was to prepare noncharged isosters of these compounds, with replacement of the aromatic A ring by a pyridine ring, present in other topoisomerase I inhibitors. Various 7,8- and 8,9-dimethoxy and metylenedioxy benzo[c][1,7] and [1,8]phenanthrolines were readily synthesized by benzyne-mediated cyclization of the corresponding substituted N-(2-halobenzyl)-5-quinolinamines or 5-isoquinolinamines. In both series, compounds bearing oxygenated substituents at positions 8 and 9 exhibited cytotoxic properties towards L1210 murine leukemia cells, which may result from their capacities to intercalate into DNA. Topoisomerase I inhibition was observed for all active compounds.
Synthesis and biological evaluation of dialkylaminoalkylamino benzo[c][1,7] and [1,8]phenanthrolines as antiproliferative agents
?erbet?i, Tuba,Genès, Constance,Depauw, Sabine,Prado, Soizic,Porée, Fran?ois-Hugues,Hildebrand, Marie-Paule,David-Cordonnier, Marie-Hélène,Michel, Sylvie,Tillequin, Fran?ois
scheme or table, p. 2547 - 2558 (2010/07/09)
Benzo[c][1,7] and [1,8]phenanthroline substituted by dialkylaminoalkyl side chains at position C2 and C1, respectively, were synthesized and their biological activity evaluated. These compounds displayed more potent cytotoxicity toward L1210 cells than th