Dehydroconicasterol and aurantoic acid, a chlorinated polyene derivative, from the Indonesian sponge Theonella swinhoei

J Nat Prod. 2009 Dec;72(12):2195-8. doi: 10.1021/np900669d.

Abstract

The chlorinated polyene aurantoic acid (1) and the 4-methylene sterol dehydroconicasterol (2) were isolated from the Indonesian sponge Theonella swinhoei, and their structures were elucidated by interpretation of spectroscopic data. Aurantoic acid is a unique member in the class of naturally occurring conjugated polyene derivatives, while dehydroconicasterol is the likely biogenetic precursor of the major Theonella 4-methylene sterols.

MeSH terms

  • Animals
  • Cholesterol / analogs & derivatives*
  • Cholesterol / chemistry
  • Cholesterol / isolation & purification
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Polyenes / chemistry
  • Polyenes / isolation & purification*
  • Theonella / chemistry*

Substances

  • Polyenes
  • aurantoic acid
  • dehydroconicasterol
  • Cholesterol