Prev. Article Next Article Table of Contents

Article

Isodomoic Acid C, an Unusual Amnesic Shellfish Poisoning Toxin from Pseudo-nitzschia australis^†

Supporting Info

Patrick T. Holland,*^‡ Andrew I. Selwood,^‡ Douglas O. Mountfort,^‡ Alistair L. Wilkins,^§ Paul McNabb,^‡ Lesley L. Rhodes,^‡ Gregory J. Doucette, Christina M. Mikulski, and Kristen L. King

Cawthron Institute, Private Bag 2, Nelson, New Zealand, Department of Chemistry, University of Waikato, Private Bag 4040, Hamilton, New Zealand, and Marine Biotoxins Program, NOAA/National Ocean Service/Center for Coastal Environmental Health & Biomolecular Research, Charleston, South Carolina 29412

Chem. Res. Toxicol., 2005, 18 (5), pp 814–816

DOI: 10.1021/tx0496845

Publication Date (Web): April 8, 2005

†

Disclaimer: The National Ocean Service (NOS) does not approve, recommend, or endorse any product or material mentioned in this publication. No reference shall be made to NOS, or to this publication furnished by NOS, in any advertising or sales promotion which would indicate or imply that NOS approves, recommends, or endorses any product or material mentioned herein or which has as its purpose any intent to cause directly or indirectly the advertised product to be used or purchased because of NOS publication.

Corresponding author. E-mail: patrick.holland@cawthron.org.nz. Ph: +64 3 548 2319. Fax: +63 3 546 9464.

‡

Cawthron Institute.

University of Waikato.

NOAA/National Ocean Service/Center for Coastal Environmental Health & Biomolecular Research.

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.

View: Full Text HTML | Hi-Res PDF