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Oscillatoxin I: A New Aplysiatoxin Derivative, from a Marine Cyanobacterium

Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo 108-8477, Japan
National Research Institute of Fisheries Science, Japan Fisheries Research and Education Agency, Yokohama, Kanagawa 236-8648, Japan
Department of Chemistry, The University of Tokyo, Tokyo 113-0033, Japan
Author to whom correspondence should be addressed.
Toxins 2019, 11(6), 366;
Received: 7 June 2019 / Revised: 14 June 2019 / Accepted: 18 June 2019 / Published: 21 June 2019
(This article belongs to the Special Issue Marine Toxins Detection)
PDF [708 KB, uploaded 21 June 2019]


Cyanobacteria have been shown to produce a number of bioactive compounds, including toxins. Some bioactive compounds obtained from a marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) have been recognized as drug leads; one of these compounds is aplysiatoxin. We have isolated various aplysiatoxin derivatives from a M. producens sample obtained from the Okinawan coastal area. The frozen sample was extracted with organic solvents. The ethyl acetate layer was obtained from the crude extracts via liquid–liquid partitioning, then separated by HPLC using a reversed-phase column. Finally, 1.1 mg of the compound was isolated. The chemical structure of the isolated compound was elucidated with spectroscopic methods, using HR-MS and 1D and 2D NMR techniques, and was revealed to be oscillatoxin I, a new member of the aplysiatoxin family. Oscillatoxin I showed cytotoxicity against the L1210 mouse lymphoma cell line and diatom growth-inhibition activity against the marine diatom Nitzschia amabilis. View Full-Text
Keywords: aplysiatoxin; cyanobacteria; Moorea producens; cytotoxicity; biosynthesis aplysiatoxin; cyanobacteria; Moorea producens; cytotoxicity; biosynthesis

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Nagai, H.; Sato, S.; Iida, K.; Hayashi, K.; Kawaguchi, M.; Uchida, H.; Satake, M. Oscillatoxin I: A New Aplysiatoxin Derivative, from a Marine Cyanobacterium. Toxins 2019, 11, 366.

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