Date of Award
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.
Wang, Weiqun, "In Vitro Metabolism Study of Brevetoxins by LC-ESI-MS" (2004). University of New Orleans Theses and Dissertations. 204.