Defensive 2-alkylpyrrole sulfamates from the marine annelid Cirriformia tentaculata

J Nat Prod. 2003 Aug;66(8):1110-2. doi: 10.1021/np030149z.

Abstract

Three novel 2-alkylpyrrole sulfamates (1-3) were isolated from the marine worm Cirriformia tentaculata. The structures were elucidated by the interpretation of spectral data obtained on inseparable mixtures of the unstable compounds. This suite of metabolites deterred feeding by the generalist predatory fish Thalassoma bifasciatum.

Publication types

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

MeSH terms

  • Alkanes / chemistry
  • Alkanes / isolation & purification*
  • Alkanes / pharmacology
  • Animals
  • Annelida / chemistry*
  • Feeding Behavior / drug effects
  • Fishes
  • Florida
  • Nuclear Magnetic Resonance, Biomolecular
  • Pyrroles / chemistry
  • Pyrroles / isolation & purification*
  • Pyrroles / pharmacology
  • Sulfonic Acids / chemistry
  • Sulfonic Acids / isolation & purification*
  • Sulfonic Acids / pharmacology

Substances

  • Alkanes
  • Pyrroles
  • Sulfonic Acids
  • sulfamic acid