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Synfacts 2009(11): 1191-1191  
DOI: 10.1055/s-0029-1218034
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Palinurin

Contributor(s): Philip Kocienski
M. Pérez, D. I. Pérez, A. Martínez, A. Castro, G. Gómez*, Y. Fall*
Universidade de Vigo and NOSCIRA, S. A., Madrid, Spain
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

Palinurin is a furanosesterterpene metabolite of the sponges Ircinia variabilis and ­Ircinia echinata. It is a non-ATP-competitive inhibitor of glycogen synthase kinase 3β (GSK 3β) which is implicated in the onset of Alzheimer’s disease. A key step in the synthesis is the asymmetric alkylation of the enaminofuranone C en route to the tetronic acid F.