Structure elucidation, relative LC-MS response and in vitro toxicity of Azaspiracids 7-10 isolated from blue mussels (Mytilus edulis)

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DOIResolve DOI: http://doi.org/10.1021/acs.jafc.5b01320
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TypeArticle
Journal titleJournal of Agricultural and Food Chemistry
Volume
Issue
Subjectazaspiracid; relative molar response; NMR; mass spectrometry; purification; toxicity
AbstractAzaspiracids (AZAs) 7-10 (7-10) were isolated from shellfish and their structures, previously proposed based only on LC-MS/MS data, were confirmed by NMR spectroscopy. Samples of AZA4-6 (4-6) and 7-10 were accurately quantitated by qNMR, and used to prepare reference standards and assay cytotoxicity with Jurkat T lymphocyte cells. LC-MS molar response studies performed using isocratic and gradient elution, in both SIM and SRM modes, showed that responses for the analogues ranged from 0.3 to 1.2 relative to AZA1 (1). All AZA analogues tested were cytotoxic to Jurkat T lymphocyte cells in a time- and concentration­ dependent manner. However, there were distinct differences in their EC50 values, with cytotoxicity potencies being 6 > 8 > 1 > 4 ≈ 5 ≈9 > 10. This provides valuable information on structure-activity relationships.
Publication date
PublisherAmerican Chemical Society
LanguageEnglish
AffiliationMeasurement Science and Standards; National Research Council Canada
Peer reviewedYes
NPARC number21274910
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Record identifierec821e37-4d25-4d3c-b8b3-90466822fb06
Record created2015-04-28
Record modified2016-05-09
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