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  • Title: The structure and antimalarial activity of dispiro-1,2,4,5-tetraoxanes derived from (+)-dihydrocarvone.
    Author: Dong Y, McCullough KJ, Wittlin S, Chollet J, Vennerstrom JL.
    Journal: Bioorg Med Chem Lett; 2010 Nov 15; 20(22):6359-61. PubMed ID: 20943385.
    Abstract:
    An unsaturated dispiro 1,2,4,5-tetraoxane formed by peroxidation of (+)-dihydrocarvone was converted into four structurally diverse derivatives. X-ray crystallographic analysis shows that the structures possess central tetraoxane rings with spiro-2,5-disubstituted cyclohexylidene substituents and 6-membered rings in classical chair conformations. As polarity in the tetraoxane series increased, in vitro potency against Plasmodium falciparum decreased.
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