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Synfacts 2009(5): 0466-0466  
DOI: 10.1055/s-0028-1088172
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ()-Frondosin B

Contributor(s): Philip Kocienski, Indu Dager
G. Mehta*, N. S. Likhite
Indian Institute of Science, Bangalore, India
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Publication History

Publication Date:
22 April 2009 (online)

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Significance

Frondosins A-E were isolated from the sponge Dysidea frondosa. They prevent binding of interleukin-8 to its receptor and also inhibit protein kinase C. Frondosins A and D show HIV ­inhibitory properties as well. Starting from readily available cyclohexanone A, the synthesis depicted features a ring-closing metathesis to construct the bicycle[5.4.0]undecane ring system in G.