著者

Judith RAZAFIMBELO Genevieve BAUDOUIN Francois TILLEQUIN Pierre RENARD Stephane LEONCE Alain PIERRE Ghanem ATASSI

出版者

The Pharmaceutical Society of Japan

雑誌

Chemical and Pharmaceutical Bulletin (ISSN:00092363)

巻号頁・発行日

vol.46, no.1, pp.34-41, 1998-01-15 (Released:2008-03-31)

参考文献数

33

被引用文献数

3 4

---

Condensation of 5-amino, 6-amino, 7-amino and 8-amino-2, 2-dimethyl-2H-chromenes with either 6-bromo-veratraldehyde or 6-chloropiperonal afforded the corresponding Schiff bases, which were subsequently reduced to the corresponding benzylchromenylamines 30-33 and 36-39. Lithium diisopropylamide-mediated cyclization of those amines, followed by spontaneous air oxidation, afforded pyranophenanthridines 3-14. The cytotoxicity of compounds 3-14 was evaluated against L1210 and HT29 cell lines. 9, 9-Dimethyl-9H-pyrano[3, 2-b]phenanthridines appear to be the most promising compounds of the series, since both the dimethoxy derivative 11 and the methylenedioxy derivative 12 exhibit significant cytotoxic activity. Compound 12 was the most active and induced a massive accumulation of cells in G2+M phases, suggesting that the cytotoxicity is due to a perturbation of the integrity or function of DNA.