Revisiting the toxin profile of Alexandrium pseudogonyaulax; Formation of a desmethyl congener of goniodomin A

Details

• Journal Title:
  Toxicon
• Personal Author:
  Harris, Constance M. ; Reece, Kimberly S. ; Harris, Thomas M.
• NOAA Program & Office:
  NOS (National Ocean Service)
• Description:
  During a survey of the production of goniodomin A (GDA) by Alexandrium pseudogonyaulax in Danish coastal waters, Krock et al. (2018) obtained mass spectral evidence for the presence of a truncated congener, herein termed GD754, having a molecular weight 14 Da lower than GDA and assigned it as goniodomin B (GDB). An erroneous structure of GDB involving deletion of a methylene group between rings B and D had previously been reported by Espiña et al. (2016) but without experimental details. HPLC properties reported by Krock for GD754 point to it being a homolog of GDA. Comparison of mass spectral fragmentation data reported for GD754 with fragmentation data for GDA, show it to be a truncated form of GDA with the deletion involving a CH2 group from ring F or one of the two methyl substituents on ring F, not elsewhere on the molecule. On biosynthetic grounds, the GD754 congener is proposed to be 34-desmethyl-GDA. Further experimental work will be required to confirm this hypothesis.
• Keywords:
  Toxicology
• Source:
  Toxicon, 188, 122-126
• DOI:
  https://doi.org/10.1016/j.toxicon.2020.09.013
• ISSN:
  0041-0101
• Format:
  PDF
• Publisher:
  Elsevier BV
• Document Type:
  Journal Article
• Funding:
  Grant no. NA17NOS4780182
• Rights Information:
  Accepted Manuscript
• Compliance:
  Library
• Main Document Checksum:
  urn:sha256:d663b88a4972f33e5464c1921f64fbb3564d7d3d89c36c4d1fea231a724fd136
• Download URL:
  https://repository.library.noaa.gov/view/noaa/57282/noaa_57282_DS1.pdf
• File Type:
  [PDF - 457.80 KB ]