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Gambieroxide,a novel epoxy polyether compound from the dinoflagellate Gambierdiscus toxicus GTP2 strain
Authors:Ryuichi Watanabe  Hajime Uchida  Toshiyuki Suzuki  Ryoji Matsushima  Mika Nagae  Yoshikazu Toyohara  Masayuki Satake  Yasukatsu Oshima  Akio Inoue  Takeshi Yasumoto
Affiliation:1. National Research Institute of Fisheries Science, 2-12-4 Fukuura, Kanazawa-ku, Yokohama 236-8648, Japan;2. Tokyo University of Marine Science and Technology, Minato-ku, Tokyo 108-8477, Japan;3. Japan Food Research Laboratories, 6-11-10 Nagayama, Tama, Tokyo 206-0025, Japan;4. Graduate School of Life Sciences, Tohoku University, 1-1 Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai 981-8555, Japan;5. Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan;6. Research Center for South Pacific, Kagoshima University, Korimoto 1-12-24, Kagoshima 890-8580, Japan
Abstract:A novel epoxy polyether compound named gambieroxide was isolated from the benthic dinoflagellate Gambierdiscus toxicus (GTP2 strain) collected at Papeete, Tahiti, French Polynesia and its structure comprising of a ladder-frame polyether with twelve contiguous trans-fused ether rings (6/7/6/6/6/7/6/8/6/6/6/6), a sulfate ester group, an epoxide, and two olefines in side chains was elucidated by detailed NMR and MS analysis. It is interesting that the structure strikingly resembles yessotoxin, one of lipophilic toxins in shellfish originating from the dinoflagellate Protoceratium reticulatum.
Keywords:Gambierdiscus toxicus   Yessotoxin   Ciguatoxin   Polyether   Ciguatera
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