Tetrahedron Letters p. 2273 - 2276 (1998)
Update date:2022-07-30
Topics:
Posner, Gary H.
O'Dowd, Hardwin
Caferro, Thomas
Cumming, Jared N.
Ploypradith, Poonsakdi
Xie, Suji
Shapiro, Theresa A.
A series of new sulfide and sulfone 1,2,4-trioxanes was prepared in only a few steps from commercial reactants. The sulfone trioxanes were found to have higher in vitro antimalarial potencies than the sulfides, with 12β- arylsulfone trioxanes 1β being from 1/3 to 1/4 as potent as the complex natural antimalarial trioxane artemisinin (2). A tentative chemical mechanism is proposed to account for the great difference in antimalarial activity of the 12α- vs. 12β-sulfide trioxanes.
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