Isolation of 41a-Homoyessotoxin and the Identification of 9-Methyl-41a-homoyessotoxin and Nor-ring A-yessotoxin from Protoceratium reticulatum

From National Research Council Canada

DOI	Resolve DOI: https://doi.org/10.1021/tx049832r
Author	Search for: Miles, Christopher O.; Search for: Wilkins, Alistair L.; Search for: Jensen, Dwayne J.; Search for: Cooney, Janine M.; Search for: Quilliam, Michael A.¹; Search for: Aasen, John; Search for: MacKenzie, A. Lincoln.
Affiliation	National Research Council of Canada. Measurement Science and Standards
Format	Text, Article
Subject	toxins; Protoceratium reticulatum; NMR; mass spectrometry
Abstract	41a-Homoyessotoxin (1), a new analogue of yessotoxin (7), was isolated from extracts of Protoceratium reticulatum grown in culture. In addition, 9-methyl-41a-homoyessotoxin (2) and a nor-ring A-yessotoxin (3) were identified as the major components of a mixed fraction. The structural information was initially obtained from LC-UV and LC-MS3 chromatograms, with subsequent definitive structure determination by NMR, LC-MS/MS, and high-resolution MS. Full 1H and indirectly detected 13C NMR assignments for all but two carbon atoms were obtained from ca. 100 μg of 1. Full 1H NMR assignments for 2 and 3 and identification of three new heptanor-41-oxo-analogues of 3 (4−6) during LC-MS3 analysis of a fraction containing 1−3 and 7 are also reported.
Publication date	2004-10-15
Terms of use	© 2004 American Chemical Society
In	Chemical Research in Toxicology 17, no. 11 (15 October 2004): 1414–1422.
Language	English
Peer reviewed	Yes
NRC number	1694
NPARC number	3538185
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Record identifier	c2dfbec9-56c8-4cf8-b631-caeb70160392
Record created	2009-03-01
Record modified	2020-04-17

Date modified:: 2025-11-11