Biotransformation of (–)-menthol by Eucalyptus perriniana cultured cells

Abstract

Ten biotransformation products have been isolated from Eucalyptus perriniana cultured cells administered (–)-menthol. The main product is (–)-menthol 3-O-β-D-gentiobioside (1) and the minor products are (–)-menthol 3-O-β-D-cellobioside (2), (+)-neomenthol 3-O-β-D-gentiobioside (3), (1R,3R,4R)-p-menthane-3,8-diol 3-O-β-D-glucoside (4) and 8-O-β-D-glucoside (5), (1R,3R,4R)-p-menthane-3,8-diol 3-O-β-D-gentiobioside (6) and 8-O-β-D-gentobioside (7), (1S,3R,4S)-p-menthane-1,3-diol 3-O-β-D-glucoside (8), (1R,2S,3S,4S)-p-menthane-2,3-diol 3-O-β-D-gentiobioside (9), and 2-O-β-D-gentiobioside (10).