Bunodosine 391: an analgesic acylamino acid from the venom of the sea anemone Bunodosoma cangicum

J Nat Prod. 2011 Mar 25;74(3):378-82. doi: 10.1021/np100738m. Epub 2011 Feb 10.

Abstract

A new acylamino acid, bunodosine 391 (BDS 391), was isolated from the venom of the sea anemone Bunodosoma cangicum. The structure was elucidated by spectroscopic analyses (2D NMR, ESIMS/MS) and verified by its synthesis. Intraplantar injection of BDS 391 into the hind paw of a rat induced a potent analgesic effect. This effect was not altered by naloxone (an opioid receptor antagonist), but was completely reversed by methysergide (a serotonin receptor antagonist), indicating that the effect is mediated by activation of serotonin receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemistry
  • Analgesics / isolation & purification*
  • Analgesics / pharmacology*
  • Animals
  • Cnidarian Venoms / chemical synthesis
  • Cnidarian Venoms / chemistry
  • Cnidarian Venoms / isolation & purification
  • Cnidarian Venoms / pharmacology
  • Edema / chemically induced
  • Edema / drug therapy
  • Hindlimb / drug effects
  • Male
  • Molecular Structure
  • Naloxone / pharmacology
  • Narcotic Antagonists / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Rats
  • Rats, Wistar
  • Receptors, Serotonin / drug effects
  • Receptors, Serotonin / metabolism
  • Sea Anemones / chemistry*

Substances

  • Analgesics
  • Cnidarian Venoms
  • Narcotic Antagonists
  • Receptors, Serotonin
  • bunodosine 391
  • Naloxone