A new hemiterpene glycoside from the ripe tomatoes

Nat Prod Res. 2015 Feb;29(3):262-7. doi: 10.1080/14786419.2014.974053. Epub 2014 Nov 25.


A new hemiterpene glycoside (1) was isolated from ripe tomatoes (the fruit of Lycopersicon esculentum, Solanaceae) along with eight known compounds. The chemical structure of 1 was determined to be 2-methylbutan-1-ol β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside, based on spectroscopic data as well as chemical evidence. In addition, the radical-scavenging activities of the isolated compounds on the free radical of 1,1-diphenyl-2-picrylhydrazyl were examined. Among the tested compounds, tryptophan, 4-O-β-d-glucopyranosyl caffeic acid and dihydro-p-coumaryl alcohol γ-O-β-d-glucopyranoside demonstrated 42.0%, 50.1% and 76.0% scavenging activities, respectively, at a concentration of 0.5 mM.

Keywords: Lycopersicon esculentum; Solanaceae; hemiterpene glycoside; radical-scavenging effect; tomato.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Free Radical Scavengers / chemistry*
  • Free Radical Scavengers / isolation & purification
  • Fruit / chemistry*
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Hemiterpenes / chemistry*
  • Hemiterpenes / isolation & purification
  • Molecular Structure
  • Solanum lycopersicum / chemistry*


  • 2-methylbutan-1-ol beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranoside
  • Free Radical Scavengers
  • Glycosides
  • Hemiterpenes