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In Vitro Metabolism Study of Brevetoxins by LC-ESI-MS

Brevetoxins are natural neurotoxins that are produced by "red tide" algae. In this study, brevetoxin-1 and brevetoxin-2 were incubated with rat liver hepatocytes and rat liver microsomes, respectively. After clean-up steps, samples were analyzed by liquid chromatography (LC) coupled with electrospray mass spectrometry (LC-MS). For the incubation sample of brevetoxin- 1, two metabolites were found: brevetoxin-1-M1 and brevetoxin- 1-M2. The tandem mass spectrometry study of the [brevetoxin-1- M1+H]+ led to the conclusion that it was formed by converting one double bond in the E or F ring of brevetoxin-1 into a diol. The second metabolite (brevetoxin-1-M2) is proposed to be a hydrolysis product of brevetoxin-1 involving opening of the lactone ring with the addition of a water molecule. The study of incubation of brevetoxin-2 found two metabolites: brevetoxin-2- M1 gave a large [M-H]- peak, and its product ion mass spectrum allowed the deduction that this metabolite was the hydrolysis product of brevetoxin-2; the second metabolite (brevetoxin-2-M2) was deduced to have the same structure as that of brevetoxin-3.

Identiferoai:union.ndltd.org:uno.edu/oai:scholarworks.uno.edu:td-1208
Date17 December 2004
CreatorsWang, Weiqun
PublisherScholarWorks@UNO
Source SetsUniversity of New Orleans
Detected LanguageEnglish
Typetext
Formatapplication/pdf
SourceUniversity of New Orleans Theses and Dissertations

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