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Didemniserinolipid B

 

 

Didemniserinolipid B is a marine tunicate that was first isolated in 1999 from the methanol extract of Didemnum sp.  Although this compound shows no biological activity, related compounds have been discovered to activity as HIV-1 integrase inhibitors.

 

All serinolipids contain a unique serinol component and a 6,8-dioxabicyclo[3.2.1]octane core.  This type of structure is quite synthetically interesting and poses an attractive target for our ketalization/ring closing metathesis strategy.