Neoglucobrassicin, ein zweiter SCN-Precursor vom Indoltyp in Brassica-Arten.

Abstract

Besides glucobrassicin, isolated from Brassica and Raphanus species a year ago in this laboratory, another thioglucoside with an indole group in the molecule was found in some Brassica species. This glucoside, called neoglucobrassicin by the authors, was isolated as a crystalline brucine salt from the rind of rutabaga (B. napus var. napobrassica). On the basis of the products formed in enzymic cleavage, acid hydrolysis, and hydrogenolysis with Raney N, neoglucobrassicin should be N1-methoxyglucobrassicin. The products were characterized by "Dunnschicht-Chromatographie" and paper chromatography. When the new glucoside was heated, a cleavage product with mass 186 could be found by mass spectrography. Under the same experimental conditions a cleavage product with mass 156 (3-indoleacetonitrile) was formed from glucobrassicin. The mass difference 30 is in accordance with the formula proposed for neoglucobrassicin.