Biosynthesis and structural revision of neomarinone

Org Lett. 2003 Nov 13;5(23):4449-52. doi: 10.1021/ol035748b.

Abstract

[reaction: see text] The biosynthesis of the meroterpenoid neomarinone from a marine actinomycete was probed through feeding experiments with (13)C-labeled precursors. NMR characterization of [U-(13)C(6)]glucose-enriched neomarinone led to the structural revision of structure 4a to 4b, which was confirmed by extensive 2D NMR spectrometry with unlabeled compound.

Publication types

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

MeSH terms

  • Ascomycota / metabolism
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Naphthoquinones / chemical synthesis*
  • Naphthoquinones / chemistry

Substances

  • Furans
  • Naphthoquinones
  • neomarinone