A novel methoxyindole glucosinolate

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Summary

The edible portions of cabbage, cauliflower and brussels sprouts were found to contain a previously unreported glucosinolate. The compound was purified as the desulfo derivative by reversed-phase high-performance liquid chromatography and subjected to analysis by thin layer chromatography, ultra-violet and nuclear magnetic resonance spectroscopy, and gas chromatography/mass spectrometry. The results of these investigations indicate that the new component is 4-methoxy-3-indolylmethyl glucosinolate.

References (13)

  • OckendonJ.G. et al.

    Trans. Br. Mycol. Soc.

    (1979)
  • MacLeodA.J. et al.

    J. Food Sci.

    (1970)
  • NielsenJ.K. et al.

    Ent. Exp. and Appl.

    (1979)
  • WhittakerR.H. et al.

    Science N.Y.

    (1971)
  • MinchintonI.R. et al.

    J. Chromatog.

    (1982)
  • HeaneyR.K. et al.

    J.Sci. Food Agric.

    (1980)
There are more references available in the full text version of this article.

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