Synthesis and antiplasmodial activity of lycorine derivatives.
Twenty seven lycorine derivatives were prepared and evaluated for their in vitro antimalarial activity against chloroquine-sensitive strains of Plasmodium falciparum. The best antiplasmodial activities were achieved with lycorine derivatives that present free hydroxyl groups at C-1 and C-2 or esterified as acetates or isobutyrates. The double bond C-2-C-3 is also important for the activity. Concerning to the antiplasmodial activity of the secolycorines, the higher values were obtained with the replacement of the methylenedioxy moiety by hydroxyl or acetate groups and with methyl substituent attached to the nitrogen atom.
Cedrón
Juan C
JC
Instituto Universitario de Bio-Orgánica 'Antonio González', Av. Astrofísico Francisco Sánchez 2, 38206 La Laguna-Tenerife, Spain.
Gutiérrez
David
D
Flores
Ninoska
N
Ravelo
Angel G
AG
Estévez-Braun
Ana
A
D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010617:Phenanthridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship
D047151:Amaryllidaceae Alkaloids; D000962:Antimalarials; D010617:Phenanthridines; C015330:lycorine