Chemical and Pharmaceutical Bulletin p. 34 - 41 (1998)
Update date:2022-08-05
Topics:
Razafimbelo, Judith
Baudouin, Genevieve
Tillequin, Francois
Renard, Pierre
Leonce, Stephane
Pierre, Alain
Atassi, Ghanem
Condensation of 5-amino, 6-amino, 7-amino and 8-amino-2,2-dimethyl-2H- chromenes with either 6-bromoveratraldehyde 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.
View MoreANHUI CHEM-BRIGHT BIOENGINEERING CO.,LTD
Contact:86-561-4080321
Address:No.8 Lieshan Industrial Zone of Huaibei
Wuhan Better Organic Technology Inc.
Contact:13307163183
Address:Wuhan Economic&Technology Development Zone, Hubei
Changzhou Ansciep Chemical Co.,Ltd.
Contact:+86 519 8630 5871
Address:A-710 Boan International, 8 East Guangdian Road,Wujin,Changzhou
Shanghai Bocimed Pharmaceutical Co., Ltd.
website:http://www.bocimed.com
Contact:+86-21-68861632
Address:Building 1, Lane 647, Songtao Road, Zhangjiang High-Tech Park, Shanghai
Nanjing Chemzam Pharmtech Co., Ltd.
Contact:+86-25-86462165,+86-13915979898
Address:C5-1,6 Maiyue Road,Maigaoqiao,Nanjing,Jiangsu,China
Doi:10.1016/j.bmc.2014.12.007
(2015)Doi:10.1021/jo0607156
(2006)Doi:10.1021/ja00298a045
(1985)Doi:10.1021/om971014p
(1998)Doi:10.1016/0022-328X(89)87038-X
(1989)Doi:10.1016/S0022-328X(00)88867-1
(1968)