Acid Degradation Products of Qinghaosu and Their Structure-Activity Relationships

Abstract
Treatment of qinghaosu (1) with acid yielded 1'',2'',4''-trioxanes (5 and 8), endoperoxides (6 and 9), and diketones (7 and 10). Structures of 5, 6, 7, 8, 9, and 10 were assigned based on their physical and spectral data. Structure-activity correlation among these compounds indicated the steric requirement of the 1'',2'',4''-trioxane ring system as found in 1 for ptoent antimalarial activity.
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