Isodomoic acid C, an unusual amnesic shellfish poisoning toxin from Pseudo-nitzschia australis

Chem Res Toxicol. 2005 May;18(5):814-6. doi: 10.1021/tx0496845.

Abstract

An unusual isomer of domoic acid (1), isodomoic acid C (2), has been found in New Zealand shellfish contaminated by amnesic shellfish poisoning (ASP) toxins and was shown to be produced by a local strain of the pennate diatom Pseudo-nitzschia australis. A bulk culture of this strain was used to isolate 2. The structure was determined from spectroscopic data and was shown to correspond to that of 2 from a Japanese red seaweed, the only other reported occurrence of this compound. The affinity of 2 for GluR6 glutamate receptors was 240-fold lower than for 1, indicating low neurotoxic potential.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amnesia / chemically induced*
  • Animals
  • Diatoms / chemistry*
  • Eutrophication / physiology*
  • Foodborne Diseases*
  • Heptanoic Acids / toxicity*
  • Marine Toxins / toxicity*
  • Neurotoxins / analysis
  • Neurotoxins / metabolism
  • Neurotoxins / toxicity
  • Receptors, Glutamate / drug effects
  • Receptors, Glutamate / metabolism
  • Seaweed / chemistry
  • Shellfish / parasitology*
  • Shellfish Poisoning

Substances

  • Heptanoic Acids
  • Marine Toxins
  • Neurotoxins
  • Receptors, Glutamate
  • isodomoic acid C