Hydrolysis of glycosidically bound volatiles from apple leaves (Cv. Anna) by Aspergillus niger beta-glucosidase affects the behavior of codling moth (Cydia pomonella L.)

J Agric Food Chem. 2004 Oct 6;52(20):6212-6. doi: 10.1021/jf0495789.

Abstract

Glycosidically bound volatiles released from apple leaf extracts (cv. Anna) were analyzed by solid-phase microextraction-gas chromatography-mass spectrometry (SPME-GC-MS) and their behavioral effects on codling moth (CM) adults were evaluated in cage bioassays. The levels of 1-octanol, linalool, geraniol, benzyl alcohol, methyl salicylate, (2R,5R)-theaspirane, and (2S,5R)-theaspirane were significantly increased in the leaf extracts containing the Aspergillus niger beta-glucosidase (BGL1) compared to the extracts containing the glucoimidazole. The attractiveness of individual compounds to CM adults was found in the following decreasing order: methyl salicylate and mixture of two theaspirane isomers, followed by linalool and benzyl alcohol. Geraniol was found to be repellent to CM adults. The addition of geraniol (39.4 ng mL(-1)) to any of the individual volatiles or to a mixture of these attractants eliminated their attractiveness. Our data suggest the possible application of geraniol as a repellent and methyl salicylate or theaspiranes as attractants for the integrated control of CM in apple orchards.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acyclic Monoterpenes
  • Animals
  • Aspergillus niger / enzymology*
  • Behavior, Animal / drug effects
  • Gas Chromatography-Mass Spectrometry
  • Glycosides / metabolism*
  • Hydrolysis
  • Insect Repellents
  • Malus / chemistry*
  • Moths / physiology*
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry*
  • Terpenes
  • Volatilization
  • beta-Glucosidase / metabolism*

Substances

  • Acyclic Monoterpenes
  • Glycosides
  • Insect Repellents
  • Plant Extracts
  • Terpenes
  • beta-Glucosidase
  • geraniol