Host marking pheromone (HMP) in the Mexican fruit fly Anastrepha ludens

Chimia (Aarau). 2010;64(1-2):37-42. doi: 10.2533/chimia.2010.37.

Abstract

Host marking pheromones (HMPs) are used by insects to mark hosts (usually a fruit) where they have already laid eggs. The compounds serve as a deterrent to conspecifics avoiding over-infestation of hosts (i.e. repeated egg-laying into an already occupied/used host). If these HMPs are sprayed onto commercially valuable fruit they act as deterrents preventing attack by females interested in laying eggs into the valuable commodity. Having no insecticidal or toxic properties, and being natural products (or close derivatives thereof) they could be used as fruit sprays to replace insecticides, or in combination with other products to improve efficacy. This review discusses the isolation, and synthesis of the HMP of the Mexican fruit fly Anastrepha ludens a feared pest of citrus and mangos in Mexico and Central America. This compound is also recognized by females of other pestiferous species in the same genus Anastrepha distributed from the Southern USA to Northern Argentina, including many Caribbean Islands. The synthetic HMP was shown to exhibit strong electrophysiological activity against A. ludens and excellent interspecies cross recognition with other Anastrepha species. Behavioural tests confirmed the HMP deterring effect of the synthetic natural product. Further studies enabled us to drastically simplify the structure of the HMP and obtain a derivative, which we named Anastrephamide, which shows HMP deterring effects very similar to the natural product in laboratory and field tests. The potential use of such HMP derivatives in a crop protection scenario is briefly discussed.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Animals
  • Behavior, Animal / drug effects
  • Crops, Agricultural / parasitology*
  • Host-Parasite Interactions / drug effects*
  • Insect Control / methods*
  • Molecular Structure
  • Pest Control, Biological / methods*
  • Pheromones* / chemical synthesis
  • Pheromones* / chemistry
  • Pheromones* / pharmacology
  • Structure-Activity Relationship
  • Tephritidae / growth & development*
  • Tephritidae / physiology

Substances

  • Pheromones