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Three or four step chemical synthesis and in vitro antimalarial testing showed crystalline, thermally stable, bicyclic endoperoxides 3c and 4c to be potent antimalarials, having approximately 15% of the antimalarial activity of the clinically used, complex, sesquiterpene, lactone, natural product artemisinin (qinghaosu, 1). A novel mechanism involving reactive alkylating agents is proposed to account...
Mechanism-based design, two-step synthesis, and in vitro antimalarial testing showed thermally stable, crystalline, bicyclic endoperoxides 2a and 2b to be potent antimalarials. Their reduction by FeBr 2 proceeds via oxy-radicals and then carbon radicals that undergo β-scission to form an alkene and a high-valent Fe=O species.
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