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Synthesis and potent antimalarial activity of kalihinol B.

  • Author(s): Daub, Mary Elisabeth
  • Prudhomme, Jacques
  • Le Roch, Karine
  • Vanderwal, Christopher D
  • et al.
Abstract

Of the 50+ kalihinane diterpenoids reported to date, only five had been tested for antimalarial activity, in spite of the fact that kalihinol A is the most potent among the members of the larger family of antimalarial isocyanoterpenes. We have validated a strategy designed to access many of the kalihinanes with a 12-step enantioselective synthesis of kalihinol B, the tetrahydrofuran isomer of kalihinol A (a tetrahydropyran). Kalihinol B shows similarly high potency against chloroquine-resistant Plasmodium falciparum.

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