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Tanikolide, a Toxic and Antifungal Lactone from the Marine Cyanobacterium Lyngbya m ajuscula

1999; American Chemical Society; Volume: 62; Issue: 9 Linguagem: Inglês

10.1021/np990162c

1520-6025

Inder Pal Singh, Kenneth E. Milligan, William H. Gerwick,

Microbial Natural Products and Biosynthesis

A new brine-shrimp toxic and antifungal compound, tanikolide 1, has been isolated from the lipid extract of a Madagascan collection of the marine cyanobacterium Lyngbya majuscula. The structure of tanikolide was determined by spectroscopic methods, relying heavily on 2D NMR spectroscopy. The absolute configuration at C-5 of tanikolide was established as R by oxidizing the primary alcohol to an acid and analyzing the corresponding (R)- and (S)-PGME amide derivatives by 1H NMR.