1101829-27-9Relevant articles and documents
Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum
Martyn, Derek C.,Ramirez, Armando P.,Beattie, Meaghan J.,Cortese, Joseph F.,Patel, Vishal,Rush, Margaret A.,Woerpel,Clardy, Jon
scheme or table, p. 6521 - 6524 (2009/10/02)
Artemisinin-derived compounds play an integral role in current malaria chemotherapy. Given the virtual certainty of emerging resistance, we have investigated spiro-1,2-dioxolanes as an alternative scaffold. The endoperoxide functionality was generated by the SnCl4-mediated annulation of a bis-silylperoxide and an alkene. The first set of eight analogs gave EC50 values of 50-150 nM against Plasmodium falciparum 3D7 and Dd2 strains, except for the carboxylic acid analog. A second series, synthesized by coupling a spiro-1,2-dioxolane carboxylic acid to four separate amines, afforded the most potent compound (EC50 ～5 nM).
