Synthesis and study of the antimalarial cardamom peroxide

A full account of our previously disclosed synthesis of the monoterpene dimer cardamom peroxide is reported. Inspired by hypotheses regarding the potential biosynthetic origins of this natural product, several unproductive routes are also reported. The chemical reactivity of this structurally unique...

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Veröffentlicht in:Tetrahedron 2018-06, Vol.74 (26), p.3358-3369
Hauptverfasser: Hu, Xirui, Lim, Pharath, Fairhurst, Rick M., Maimone, Thomas J.
Format: Artikel
Sprache:eng
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Zusammenfassung:A full account of our previously disclosed synthesis of the monoterpene dimer cardamom peroxide is reported. Inspired by hypotheses regarding the potential biosynthetic origins of this natural product, several unproductive routes are also reported. The chemical reactivity of this structurally unique metabolite in the presence of iron (II) sources is also reported as is its antimalarial activity against Plasmodium falciparum clinical isolates from several Cambodian provinces. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.03.045