Marine Drugs (Oct 2015)

Structure Elucidation and in Vitro Toxicity of New Azaspiracids Isolated from the Marine Dinoflagellate Azadinium poporum

  • Bernd Krock,
  • Urban Tillmann,
  • Éric Potvin,
  • Hae Jin Jeong,
  • Wolfgang Drebing,
  • Jane Kilcoyne,
  • Ahmed Al-Jorani,
  • Michael J. Twiner,
  • Qun Göthel,
  • Matthias Köck

DOI
https://doi.org/10.3390/md13116687
Journal volume & issue
Vol. 13, no. 11
pp. 6687 – 6702

Abstract

Read online

Two strains of Azadinium poporum, one from the Korean West coast and the other from the North Sea, were mass cultured for isolation of new azaspiracids. Approximately 0.9 mg of pure AZA-36 (1) and 1.3 mg of pure AZA-37 (2) were isolated from the Korean (870 L) and North Sea (120 L) strains, respectively. The structures were determined to be 3-hydroxy-8-methyl-39-demethyl-azaspiracid-1 (1) and 3-hydroxy-7,8-dihydro-39-demethyl-azaspiracid-1 (2) by 1H- and 13C-NMR. Using the Jurkat T lymphocyte cell toxicity assay, (1) and (2) were found to be 6- and 3-fold less toxic than AZA-1, respectively.

Keywords