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Synfacts 2009(8): 0827-0827  
DOI: 10.1055/s-0029-1217504
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ()-Agelastatin A

Contributor(s): Philip Kocienski
D. P. Dickson, D. J. Wardrop*
University of Illinois at Chicago, USA
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

Agelastatin A is a sponge metabolite that inhibits glycogen synthase kinase 3β (a target for the treatment of Alzheimer’s disease and bipolar disorder) and it is a powerful antimetastatic agent owing to its inhibition of osteopontin-mediated malignant transformations. The synthesis is noteworthy for the efficient use of the trichloro­acetamide group as a protecting group, pendant nucleophile and latent urea.