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

Toxins (Basel). 2019 Jun 21;11(6):366. doi: 10.3390/toxins11060366.

Abstract

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.

Keywords: Moorea producens; aplysiatoxin; biosynthesis; cyanobacteria; cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bacterial Toxins / isolation & purification*
  • Bacterial Toxins / toxicity
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cyanobacteria*
  • Diatoms / drug effects
  • Diatoms / growth & development
  • Lyngbya Toxins / isolation & purification*
  • Lyngbya Toxins / toxicity
  • Mice

Substances

  • Bacterial Toxins
  • Lyngbya Toxins
  • oscillatoxin I