Secondary products in mycorrhizal roots of tobacco and tomato

Colonization of the roots of various tobacco species and cultivars (Nicotia na glauca Grab,, N. longiflora Cav., N. rustica L., N. tabacum L., N. tabac um L. cv. Samsun NN, N. sanderae hort. Sander ex Wats.) as well as tomato p lants (Lycopersicon esculentum L. cv. Moneymaker) by the arbuscular mycorrh izal fungus Glomus intraradices Schenck and Smith resulted in the accumulat ion of several glycosylated C-13 cyclohexenone derivatives. Eight derivativ es were isolated from the mycorrhizal roots by preparative high performance liquid chromatography (HPLC) and spectroscopically identified (MS and NMR) as mono-, di- and triglucosides of 6-(9-hydroxybutyl)-1,1,5-trimethyl-4-cy clohexen-3-one and monoglucosides of 6-(9-hydroxybutyl)-1,5-dimethyl-4-cycl ohexen-3-one-1-carboxylic acid and 6-(9-hydroxybutyl)-1,1-dimethyl-4-cycloh exen-3-one-5-carboxylic acid. In contrast to the induced cyclohexenone deri vatives, accumulation of the coumarins scopoletin and its glucoside (scopol in) in roots of N. glauca Grah. and N. tabacum L. cv. Samsun NN, was marked ly suppressed. (C) 2000 Elsevier Science Ltd. All rights reserved.