Synfacts 2009(4): 0359-0359  
DOI: 10.1055/s-0028-1088089
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Lepadin B

Contributor(s): Philip Kocienski, Stewart Eccles
G. Barbe, A. B. Charette*
Université de Montréal, Canada
Further Information

Publication History

Publication Date:
23 March 2009 (online)


Lepadin B was isolated from the tunicate Clavelina lepadiformis. It is a potent blocker of neuronal nicotinic acetylcholine receptors which are involved in disorders such as Alzheimer’s and Parkinson’s diseases and nicotine addiction. The Barbe-Charette synthesis hinges on a ring-closing/ring-opening metathesis sequence to form the cis-fused decahydro­quinoline core.