, Volume 40, Issue 5, pp 452–453 | Cite as

Goitrin — a nitrosatable constituent of plant foodstuffs

  • J. Lüthy
  • B. Carden
  • U. Friederich
  • M. Bachmann
Short Communications


N-nitrosamides are known as direct-acting carcinogens at the site of their formation; they do not need any metabolic activation in vivo. The conditions leading to their formation in the stomach, and also their genotoxicity, have been thoroughly studied with some model compounds1, 2. Several reports link this type of compound to the induction of gastric cancer in human3, 4. However, only limited data are presently available about possible precursors of N-nitrosamides in foods. In the present study we found that goitrin — a naturally occurring compound in cruciferous vegetables and rape—could be easily nitrosated by treatment with nitrite under stomach conditions, yielding with loss of sulfur the N-nitroso-oxazolidone4 (fig.). This product has a mutagenicity pattern and potency similar to that of N-nitroso-N-methyl-N′-nitroguanidine (MNNG) in the Ames Salmonella/mammalian microsome test.


Sulfur Gastric Cancer Nitrite Metabolic Activation Model Compounds1 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


  1. 1.
    Mirvish, S.S., Toxicol. appl. Pharmac.31 (1975) 325.CrossRefGoogle Scholar
  2. 2.
    Sugimura, T., Fujimura, S., and Baha, T., Cancer Res.30 (1970) 455.PubMedGoogle Scholar
  3. 3.
    Sugimura, T., and Kawachi, T., in: Gastrointestinal Tract Cancer. Eds Lipkin and R.A. Good, Plenum, New York 1978.Google Scholar
  4. 4.
    Weisburger, J.H., in: N-Nitroso compounds. Eds R.A. Scanlan and S.R. Tannenbaum. ACS Symposium Series 174 (1981).Google Scholar
  5. 5.
    Chisholm, M.D., and Wetter, L.R., Plant Physiol.42 (1967) 1726.Google Scholar
  6. 6.
    Elfving, S., Ann. clin. Res. Suppl. 28,12 (1980) 7.Google Scholar
  7. 7.
    Preussmann, R., Neurath, G., Wulf-Lorentzen, G., Daiber, D., and Hengy, H., Z. analyt. Chem.202 (1964) 187.CrossRefGoogle Scholar
  8. 8.
    Jorgensen, K.A., Ghattas, A.-B.A.G., and Lawesson, S.-O., in: N-Nitroso compounds, occurrence and biological effects. p. 159. IARC Scientific Publication No. 41 (1982).Google Scholar
  9. 9.
    Ames, B.N., McCann, J., and Yamasaki, E., Mutation Res.31 (1975) 347.PubMedGoogle Scholar
  10. 10.
    Miyahara, M., Miyahara, M., Kamiya, S., and Maekawa, A., Chem. pharm. Bull., Tokyo29 (1981) 2366.Google Scholar
  11. 11.
    Hassner, A., and Reuss, H., J. org. Chem.39 (1974) 553.CrossRefGoogle Scholar
  12. 12.
    Fenwick, G.R., Heaney, R.K., and Mullin, W.J., CRC in Food Science & Nutrition18 (1983) 123.Google Scholar
  13. 13.
    Fine, D.H., Challis, B.C., Hartman, P., and Van Ryzin, J., in: N-Nitroso compounds, occurrence and biological effects. IARC Scientific Publ. No. 41 (1982).Google Scholar
  14. 14.
    Correa, P., Cuella, C., Fajardo, L.F., Haenszel, W., Bolanos, O., and de Ramirez, B., J. Natn. Cancer Inst.70 (1983) 673.Google Scholar

Copyright information

© Birkhäuser Verlag 1984

Authors and Affiliations

  • J. Lüthy
    • 1
  • B. Carden
    • 1
  • U. Friederich
    • 1
  • M. Bachmann
    • 1
  1. 1.Institute of ToxicologyFederal Institute of Technology and University of ZurichSchwerzenbach(Switzerland)

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