| Abstract
| - Reactions of antimalarial β-sulfonyl endoperoxides 9 and 10, which, like yingzhaosu A (2), derivefrom the 2,3-dioxabicyclo[3.3.1]nonane system 3, with iron(II) salts were studied. Product analysisof the iron(II)-induced degradations provided evidence for the intermediacy of carbon-centeredcyclohexyl radicals 20 and 31 and their possible oxidation to the corresponding carbocations 21and 32. It is conceivable that the antimalarial activity of β-sulfonyl endoperoxides of type 5 mayderive from alkylation of vital intraparasitic biomolecules by free radicals and/or carbocations,generated within the malaria parasite through a similar iron(II)-induced degradation process.
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