Synthesis and antimalarial properties of new chloro-9H-xanthones with an aminoalkyl side chain.
The synthesis and antimalarial properties of twelve new chlorinated 9H-xanthones, carrying a [2-(diethylamino)ethyl]amino group in position 1, are reported. All compounds were found to be active towards the chloroquine-susceptible and chloroquine-resistant strains 3D7 and Dd2, resp., of the protozoa parasite Plasmodium falciparum. Especially one compound, 6-chloro-1-{[2-(diethylamino)ethyl]amino}-9H-xanthen-9-one (1k), was found to exhibit significant in vitro activity (IC50 = 3.9 microM) towards the resistant Dd2 strain.
Portela
César
C
Centro de Estudos de Química Orgânica, Fitoquímica e Farmacologia, Universidade do Porto, Serviço de Química Orgânica, Faculdade de Farmácia, Rua Aníbal Cunha, 164, PT-4050-047 Porto.
Afonso
Carlos M M
CM
Pinto
Madalena M M
MM
Lopes
Dinora
D
Nogueira
Fátima
F
do Rosário
Virgílio
V
D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D002738:Chloroquine / Q000138:chemical synthesis* / Q000494:pharmacology; D021261:Parasitic Sensitivity Tests / Q000379:methods; D010963:Plasmodium falciparum / Q000187:drug effects; D044004:Xanthones / Q000138:chemical synthesis* / Q000494:pharmacology
D000962:Antimalarials; D044004:Xanthones; D002738:Chloroquine