Thursday, September 5, 2013
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Fourteen-step synthesis of ingenol
to aid analog design
14-step process for ingenol synthesis could facilitate the generation of
analogs for therapeutic evaluation. Ingenol is a diterpenoid, and analogs of
the molecule are marketed to treat cancer. However, ingenol currently is
obtained directly from its plant source with an isolation yield of about
0.028% by weight. In the new approach, a 2-phase, 14-step chemical synthesis,
starting from the inexpensive commodity chemical 3-carene,
generated ingenol with a 1.2% overall yield. Next steps include optimizing
the final steps of the process and trying to further decrease the number of
Pharma A/S markets Picato
mebutate gel, an ingenol 3-angeloyl topical
formulation, to treat actinic keratosis. The topical drug also is in Phase II
testing to treat basal cell carcinoma (BCC).
Published online Sept. 5, 2013
application filed; licensing details available from Leo Pharma
Jørgensen, L. et al.
published online Aug. 1, 2013;
Contact: Phil S. Baran, The Scripps Research Institute, La
Contact: Steve J. McKerrall,
same affiliation as above
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