44-Methylgambierone, a new gambierone analogue isolated from Gambierdiscus australes

TETRAHEDRON LETTERS

卷:60

Article

Murray, J. Sam^1,4  Selwood, Andrew, I¹  Harwood, D. Tim^1,4  van Ginkel, Roel¹  Puddick, Jonathan¹  Rhodes, Lesley L.¹  Rise, Frode²  Wilkins, Alistair L.³ 

[1] Cawthron Inst, Private Bag 2, Nelson 7010, New Zealand

[2] Univ Oslo, Dept Chem, POB 1033, NO-0315 Oslo, Norway

[3] Univ Waikato, Sch Sci & Engn, Private Bag 3105, Hamilton, New Zealand

[4] Massey Univ, New Zealand Food Safety Sci & Res Ctr, Private Bay 11-222, Palmerston North 4442, New Zealand

关键词: Ciguatera fish poisoning;    Maitotoxin-3;    Gambierone;    Liquid chromatography;    Mass spectrometry;    Nuclear magnetic resonance spectroscopy;   

DOI  :  10.1016/j.tetlet.2019.01.043

来源: Elsevier

【 摘 要 】

A new analogue of gambierone, 44-methylgambierone, was isolated from the benthic dinoflagellate Gambierdiscus australes collected from Raoul Island (Rangitahua/Kermadec Islands). This molecule has been previously reported as maitotoxin-3. The structure of 44-methylgambierone was elucidated using 1D- and 2D-nuclear magnetic resonance spectroscopy and mass spectrometry techniques. The nine-ring polyether backbone (A-I) and functional groups (carbonyl, terminal diol, 1,3-diene and monosulphate) are the same for both compounds with the addition of an olefinic methyl group being the only modification in 44-methylgambierone. (C) 2019 The Authors. Published by Elsevier Ltd.

【 授权许可】

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