Identification of a fungi-derived terrestrial halogenated natural product in wild boar (Sus scrofa)

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 11, 2011, Pages 6188-6192

  Hiebl, Josef ^a   Lehnert, Katja ^b   Vetter, Walter ^b  

^a Bayerisches Landesamt für Gesundheit und Lebensmittelsicherheit ^*  (Germany)

^b UNIVERSITY OF HOHENHEIM   (Germany)

Author keywords

drosophilin A; halogenated natural products; Polyhalogenated compounds; tetrachloro p methoxyphenol; wild boar

Indexed keywords

DROSOPHILIN A; HALOGENATED NATURAL PRODUCTS; POLYHALOGENATED COMPOUNDS; TETRACHLORO-P- METHOXYPHENOL; WILD BOAR;

HALOGENATION; METABOLITES; ORGANIC POLLUTANTS; POLYCHLORINATED BIPHENYLS;

FUNGI;

HALOGENATED HYDROCARBON;

ANIMAL; ARTICLE; BASIDIOMYCETES; CHEMISTRY; EATING; GERMANY; ISOLATION AND PURIFICATION; MEAT; METABOLISM; MICROBIOLOGY; PHYSIOLOGY; SWINE;

ANIMALS; BASIDIOMYCOTA; EATING; GERMANY; HYDROCARBONS, HALOGENATED; MEAT; SUS SCROFA;

BASIDIOMYCOTA; FUNGI; SUS SCROFA;

EID: 79957996535     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf201128r     Document Type: Article

References (29)

1. Woodard, G.; Ofner, R. R.; Montgomery, C. M. Accumulation of DDT in the body fat and its appearance in the milk of dogs Science 1945, 102, 177-178
2. Sladen, W. J. L.; Menzie., C. M.; Reichel, W. L. DDT residues in Adelie penguins and a crabeater seal from Antarctica Nature 1966, 210, 670-673
3. Jensen, S.; Johnels, A. G.; Olsson, M.; Otterlind, G. DDT and PCB in marine animals from Swedish waters Nature 1969, 224, 247-250
4. de Wit, C. A. An overview of brominated flame retardants in the environment Chemosphere 2002, 46, 583-624 (Pubitemid 34304081)
5. Covaci, A.; Harrad, S.; Abdallah, M. A.-E.; Ali, N.; Law, R. J.; Herzke, D.; de Wit, C. A. Novel brominated flame retardants: A review of their analysis, environmental fate and behaviour Environ. Int. 2011, 37, 532-556
6. Vetter, W. Marine halogenated natural products of environmental relevance Rev. Environ. Contam. Toxicol. 2006, 188, 1-57
7. Covaci, A.; Voorspoels, S.; Ramos, L.; Neels, H.; Blust, R. Recent developments in the analysis of brominated flame retardants and brominated natural compounds J. Chromatogr. A 2007, 1153, 145-171 (Pubitemid 46755184)
8. Gribble, G. W. Naturally occurring organohalogen compounds-A comprehensive update Prog. Chem. Org. Nat. Prod. 2010, 91, 1-613
9. Teuten, E. L.; Xu, L.; Reddy, C. M. Two abundant bioaccumulated halogenated compounds are natural products Science 2005, 307, 917-920 (Pubitemid 40229226)
10. Vetter, W.; Stoll, E.; Garson, M. J.; Fahey, S. J.; Gaus, C.; Mueller, J. F. Sponge halogenated natural products found at parts-per-million levels in marine mammals Environ. Toxicol. Chem. 2002, 21, 2014-2019
11. Vetter, W.; Alder, L.; Kallenborn, R.; Schlabach, M. Determination of Q1, an unknown organochlorine contaminant, in human milk, Antarctic air, and further environmental samples Environ. Pollut. 2000, 110, 401-409 (Pubitemid 30624197)
12. Wildschweinstrecke steigt rasant, http://www.djz.de/447,1520/ (Accessed May 3, 2011).
13. Vetter, W.; Hiebl, J.; Oldham, N. J. Determination and mass spectrometric investigation of a new mixed halogenated persistent component in fish and seal Environ. Sci. Technol. 2001, 35, 4157-4162 (Pubitemid 33089461)
14. Ernst, W.; Eder, G.; Schaefer, R. G.; Goerke, H. Aufarbeitung von Meerestieren für die Bestimmung von PCB, DDT, DDE, α-HCH und HCB Z. Anal. Chem. 1974, 272, 358-363
15. Rosenfelder, N.; Vetter, W. Gas chromatography coupled to electron capture negative ion mass spectrometry with nitrogen as the reagent gas-An alternative method for the determination of polybrominated compounds Rapid Commun. Mass Spectrom. 2009, 23, 3807-3812
16. Gaul, S.; Lehnert, K.; Conrad, J.; Vetter, W. HPLC isolation and NMR structure elucidation of the most prominent octabromo isomer in technical octabromo diphenyl ether J. Sep. Sci. 2005, 28, 2268-2274 (Pubitemid 41763057)
17. Anchel, M. Identification of drosophilin A as p -methoxytetrachlorophenol J. Am. Chem. Soc. 1952, 74, 2943
18. Kavanagh., F.; Hervey, A.; Robbins, W. J. Antibiotic substances from basidiomycetes IX; Drosophila subatrata. (Batsch Ex. Rr.) Proc. Natl. Acad. Sci. 1952, 38, 555-560
19. Massei, G.; Genov, P. V. The environmental impact of wild boar Galemys 2004, 16, 135-145
20. Henning, R. Schwarzwild, 5 th ed.; BLV: Munich, Vienna, Zurich, 1998.
21. de Jong, E.; Field, J. A. Sulfur tuft and turkey tail: Biosynthesis and biodegradation of organohalogens by basidiomycetes Annu. Rev. Microbiol. 1997, 51, 375-414 (Pubitemid 27433054)
22. Lee, I. K.; Lee, J. H.; Yun, B. S. Polychlorinated compounds with PPAR-γ agonistic effect from the medicinal fungus Phellinus ribis Bioorg. Med. Chem. Lett. 2008, 18, 4566-4568
23. 2 heterocyclic compound in seabird eggs. A bioaccumulating marine natural product? Environ. Sci. Technol. 1999, 33, 26-33 (Pubitemid 29029843)
24. Marx, J. Animal carcinogen testing challenged Science 1990, 250, 743-745
25. Watling, R. Now who would have thought it Microbiol. Today 2000, 27, 128-130
26. Vetter, W.; Gribble, G. W. Anthropogenic persistent organic pollutants-Lessons to learn from halogenated natural products Environ. Toxicol. Chem. 2007, 26, 2249-2252 (Pubitemid 350105481)
27. Milliken, C. E.; Meier, G. P.; Sowers, K. R.; May, H. D. Chlorophenol production by anaerobic microorganisms: Transformation of a biogenic chlorinated hydroquinone metabolite Appl. Environ. Microbiol. 2004, 70, 2494-2496 (Pubitemid 38500555)
28. Fielitz, U.; Albers, U. Nahrungsspektrum von Rehen aus dem Bayerischen Wald Z. Jagdwiss. 1996, 42, 195-202 (Pubitemid 126671190)
29. Ames, B. N. Identifying environmental chemicals causing mutations and cancer Science 1979, 204, 587-593