title: Metabolization of the bacteriostatic agent triclosan in edible plants and its consequences for plant uptake assessment.
abstract: Persistent environmental contaminants may enter agricultural fields via the application of sewage sludge, by irrigation with treated municipal wastewater or by manuring. It has been shown that such contaminants can be incorporated into crop plants. The metabolism of the bacteriostatic agents triclocarban, triclosan, and its transformation product methyl triclosan was investigated after their uptake into carrot cell cultures. A fast metabolization of triclosan was observed and eight so far unknown phase II metabolites, conjugates with saccharides, disaccharides, malonic acid, and sulfate, were identified by liquid chromatography-mass spectrometry. Triclocarban and methyl triclosan lack a phenolic group and remained unaltered in the cell cultures. Phase I metabolization was not observed for any of the compounds. All eight triclosan conjugates identified in the cell cultures were also detected in extracts of intact carrot plants cultivated on triclosan contaminated soils. Their total amount in the plants was assessed to exceed the amount of the triclosan itself by a factor of 5. This study shows that a disregard of conjugates in studies on plant uptake of environmental contaminants may severely underestimates the extent of uptake into plants and, eventually, the potential human exposure to contaminants via food of plant origin.
authors.affiliation: Helmholtz Centre for Environmental Research-UFZ, Department of Analytical Chemistry, Leipzig, Germany.
authors.forename: André
authors.initials: A
authors.lastname: Macherius
authors.forename: Trine
authors.initials: T
authors.lastname: Eggen
authors.forename: Wilhelm
authors.initials: W
authors.lastname: Lorenz
authors.forename: Monika
authors.initials: M
authors.lastname: Moeder
authors.forename: Jelka
authors.initials: J
authors.lastname: Ondruschka
authors.forename: Thorsten
authors.initials: T
authors.lastname: Reemtsma
mesh_terms: D000891:Anti-Infective Agents, Local / Q000493:pharmacokinetics*; D002224:Carbanilides / Q000493:pharmacokinetics; D002478:Cells, Cultured; D002853:Chromatography, Liquid / Q000379:methods; D003470:Culture Media / Q000378:metabolism; D018552:Daucus carota / Q000187:drug effects / Q000378:metabolism*; D005506:Food Contamination; D013058:Mass Spectrometry; D014260:Triclosan / Q000031:analogs & derivatives / Q000378:metabolism* / Q000493:pharmacokinetics*
chemical_list: D000891:Anti-Infective Agents, Local; D002224:Carbanilides; D003470:Culture Media; D014260:Triclosan; C502486:methyl triclosan; C009540:triclocarban