Wewakazole, a novel cyclic dodecapeptide from a Papua New Guinea Lyngbya majuscula.

Lisa M Nogle, Brian L Marquez, William H Gerwick

College of Pharmacy, Oregon State University, Corvallis, OR 97331, USA.

Organic letters 2003 Jan 9

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Phytochemical examination of a Papua New Guinea collection of Lyngbya majuscula resulted in the discovery of wewakazole (1), a novel cyclic dodecapeptide containing an unprecedented six five-membered heterocycles. Multiple NMR experiments and MS/MS data were required to assemble its planar structure because of its extensively signal-overlapped NMR spectra. In particular, a 1D HMBC was utilized to orient a three amino acid fragment that could not be placed by standard spectroscopic methods. [structure--see text]

Citation

Lisa M Nogle, Brian L Marquez, William H Gerwick. Wewakazole, a novel cyclic dodecapeptide from a Papua New Guinea Lyngbya majuscula. Organic letters. 2003 Jan 9;5(1):3-6