4.4 Article

Pinnatoxin H: a new pinnatoxin analogue from a South China Sea Vulcanodinium rugosum isolate

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 40, Pages 5508-5510

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.08.056

Keywords

Pinnatoxin; Portimine; Vulcanodinium; Cyclic imine; Algal toxin

Funding

  1. New Zealand Ministry for Business, Innovation and Employment [CAWX1317]

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Pinnatoxin H was isolated from a culture of the dinoflagellate Vulcanodinium rugosum isolated from the South China Sea. The structure of pinnatoxin H was elucidated by LC-MS/MS and NMR spectroscopy. It was found to have the same macrocyclic structure and substituents as pinnatoxins D, E and F, but the side chain on the cyclohexenyl ring was an ethenyl group, as found in pinnatoxin G and portimine. The observation that this strain of V. rugosum produced only pinnatoxin H and portimine is consistent with previous findings that the profile of pinnatoxins can vary significantly among strains. The acute toxicity of pinnatoxin H to mice was 67 mu g/kg (intraperitoneal) and 163 mu g/kg (gavage). (C) 2014 Elsevier Ltd. All rights reserved.

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