Due to its complex chemical structure, hypoestoxide cannot be synthesized in
the laboratory. However, it is abundant in the leaves of the parent plant,
Hypoestes rosea (0.1 % by dry weight of leaves). This is no doubt, a robust
natural synthetic process, considering the fact that taxol, a related natural
diterpene, is 0.01 % of the yew tree bark which needs up to 20 years for full
growth. H. rosea is a hardy shrub which reproducibly provides the natural
product of interest, hypoestoxide.
Structure of Hypoestoxide
Hypoestoxide (HE) is a diterpene which features a bicyclo[9,3,1] pentadecane
ring system and contains two epoxide moieties, an a,b - unsaturated ketone, an
acetylated alcohol group, and seven stereo centers. Compounds containing
epoxides and a,b - unsaturated ketones are often associated with alkylator
properties and therefore are usually toxic. However, HE is non-toxic based on
results from several in-house and independent studies.
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