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Identification of the natural product 2,3,4,5-tetrabromo-1-methylpyrrole in Pacific biota, passive samplers and seagrass from Queensland, Australia
Authors:Gaul Simon  Bendig Paul  Olbrich Daniel  Rosenfelder Natalie  Ruff Paulina  Gaus Caroline  Mueller Jochen F  Vetter Walter
Institution:a Universität Hohenheim, Institut für Lebensmittelchemie (170b), Garbenstr. 28, 70593 Stuttgart, Germany
b The University of Queensland, National Research Centre for Environmental Toxicology (EnTox), 39 Kessels Road, 4108 Coopers Plains, Australia
Abstract:Halogenated natural products (HNPs) are frequently detected in marine organisms. High HNP concentrations have previously been found in marine mammals from the Great Barrier Reef, Australia, including in the blubber of herbivorous dugongs (Dugong dugon). To identify the source of HNPs we initially focused on the analysis of Australian seagrass (Halophila ovalis) which serves as the principal food source for dugongs. GC/MS analysis of the seagrass indicated the presence of several organobromine compounds. One compound was identified as 2,3,4,5-tetrabromo-1-methylpyrrole (TBMP) by synthesis. Subsequent analysis of semipermeable membrane devices demonstrated that the photo-sensitive TBMP is widespread in the Great Barrier Reef (Queensland, Australia). The detection of larger TBMP concentrations in fish fillets from Chile and traces in mussels from New Zealand indicated that this potential HNP may be distributed throughout the Southern Pacific Ocean.
Keywords:Halogenated pollutants  Halogenated natural products  Brominated 1-methylpyrroles  Passive water sampling  Semipermeable membrane devices  Fish
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