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

Org Lett. 2003 Jan 9;5(1):3-6. doi: 10.1021/ol026811k.

Abstract

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]

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Papua New Guinea
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / isolation & purification*
  • Seaweed / chemistry*

Substances

  • Peptides, Cyclic
  • wewakazole