Kang Hyun Jung. Introduction. Leucascandrolide A ( 1 , Scheme 1) was isolated in 1996 from the calcareous sponge Leucascandra caveolata , collected off the east coast of New Caledonia, by Pietra and co-workers.
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Leucascandrolide A (1, Scheme 1) was isolated in 1996 from the calcareous sponge Leucascandra caveolata,
collected off the east coast of New Caledonia, by Pietra and co-workers.
- This polyoxygenated 18-membered macrolide features two trisubstituted tetrahydropyran rings, one of
which has an unusual oxazole-bearing unsaturated side chain.
- Biological studies revealed potent cytotoxic activity against a range of cancer cell lines (IC50¼0.05 and
0.25 mgmL1 against KB oral epidermoid carcinoma and P388 leukemia cell lines, respectively), as well
as pronounced antifungal activity.
- Alkynes are less basic than alkenes, Hg(OAc)2 (Hg+2 is a Lewis acid) is added to ensure complete reaction
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Synthesis, 1, 1981
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