Novel synthetic route for antimalarial benzo[a]phenoxazine derivative SSJ-183 and two active metabolites

A productive synthesis of benzo[a]phenoxazine derivative SSJ-183 (1), a promising lead for antimalarial agents, was developed using a one pot procedure. Furthermore, N-deethylated metabolite 3 and bis-N,N-deethylated metabolite 4 were synthesized by the application of the method. The metabolites 3 and 4 showed comparable and ∼2-fold increased activities against drug-sensitive and drug-resistant Plasmodium falciparum parasites.

IC50 values against Plasmodium falciparum K1.Figure optionsDownload as PowerPoint slide