Secondary products in mycorrhizal roots of tobacco and tomato

Phytochemistry. 2000 Jun;54(5):473-9. doi: 10.1016/s0031-9422(00)00047-9.

Abstract

Colonization of the roots of various tobacco species and cultivars (Nicotiana glauca Grah., N. longiflora Cav., N. rustica L., N. tabacum L., N. tabacum L. cv. Samsun NN, N. sanderae hort. Sander ex Wats.) as well as tomato plants (Lycopersicon esculentum L. cv. Moneymaker) by the arbuscular mycorrhizal fungus Glomus intraradices Schenck and Smith resulted in the accumulation of several glycosylated C13 cyclohexenone derivatives. Eight derivatives 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-cyclohexen-3-one and monoglucosides of 6-(9-hydroxybutyl)-1,5-dimethyl-4-cyclohexen-3-one-1-carboxylic acid and 6-(9-hydroxybutyl)-1,1-dimethyl-4-cyclohexen-3-one-5-carboxylic acid. In contrast to the induced cyclohexenone derivatives, accumulation of the coumarins scopoletin and its glucoside (scopolin) in roots of N. glauca Grah. and N. tabacum L. cv. Samsun NN, was markedly suppressed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cyclohexanones / chemistry*
  • Cyclohexanones / isolation & purification
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Mass Spectrometry
  • Mucorales / physiology*
  • Nicotiana / chemistry
  • Nicotiana / microbiology*
  • Nicotiana / physiology
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Plant Roots / microbiology
  • Plants, Toxic*
  • Solanum lycopersicum / chemistry
  • Solanum lycopersicum / microbiology*
  • Solanum lycopersicum / physiology
  • Species Specificity

Substances

  • Cyclohexanones
  • Glucosides