Structure Elucidation and Relative Toxicity of (24)-24-Hydroxyyessotoxin from a Namibian Isolate of .

J Nat Prod

Biotoxin Metrology , National Research Council Canada , 1411 Oxford Street , Halifax , Nova Scotia B3H 3Z1 , Canada.

Published: July 2019

Liquid chromatography-high-resolution mass spectrometry (LC-HRMS) analysis of a Namibian strain of showed the presence of a number of yessotoxins (YTXs). Principal among these were YTX (), homoYTX (), and a tentative hydroxylated analogue that did not correspond to any previously confirmed YTX structures. Culturing the strain afforded sufficient biomass for purification of the new analogue through a series of solvent partitioning and chromatographic steps, yielding ∼0.9 mg as a solid. NMR spectroscopy, ion-trap mass spectrometry, and HRMS identified the new analogue as 24-hydroxyYTX (). Purified 24-hydroxyYTX was quantitated by NMR, and its relative toxicity evaluated using two embryonic zebrafish toxicity assays. 24-HydroxyYTX demonstrated reduced toxicity compared to YTX.

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http://dx.doi.org/10.1021/acs.jnatprod.9b00318DOI Listing

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