Nine acetylenic alcohols isolated from the Okinawan marine sponge of the genus Petrosia (Strongylophora)

Nat Prod Res. 2007 Jul 10;21(8):710-20. doi: 10.1080/14786410600906525.

Abstract

Nine new acetylenic alcohols 1-9 were isolated from a marine sponge belonging to the genus Petrosia (Strongylophora). The structures were elucidated mainly based on the analysis of one-and two-dimensional NMR spectral data. To determine the position of the central double bonds in 1-8, each compound was cleaved with OsO(4) and HIO(4), and the resulting aldehyde was converted to the corresponding 2,4-dinitrophenylhydrazone. Analysis of the high-resolution mass and (13)C NMR spectral data of each 2,4-dinitrophenylhydrazone clarified the position of the central double bonds in 1-8.

MeSH terms

  • Alcohols / chemistry
  • Alcohols / isolation & purification*
  • Animals
  • Japan
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Osmium Tetroxide / chemistry
  • Periodic Acid / chemistry
  • Petrosia / chemistry*
  • Phenylhydrazines / chemistry
  • Polyynes / chemistry
  • Polyynes / isolation & purification*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Alcohols
  • Phenylhydrazines
  • Periodic Acid
  • 2,4-dinitrophenylhydrazine
  • Polyynes
  • Osmium Tetroxide