Evaluation of DIMBOA analogs as antifeedants and antibiotics towards the aphid Sitobion avenae in artificial diets

Carlos A. Escobar, Dieter Sicker, Hermann M. Niemeyer

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

A total of 25 compounds including benzoxazinones, benzoxazolinones, and N-glyoxylamide derivatives were tested as antifeedants and antibiotics towards the aphid Sitobion avenae in diet bioassays. The antifeedant and mortality indexes increased with the presence of electron-donating groups in the 7 position of the benzoxazinone moiety, the replacement of the oxygen atom by sulfur in the heterocyclic ring, the presence of a hemiacetal instead of an acetal at C-2 of the benzoxazine moiety (and hence the possibility of ring opening), and the presence of a hydroxyl group at C-4 of the benzoxazine moiety (hydroxamic acid) instead of a hydrogen atom (lactam). The results support earlier hypotheses on the chemical bases for the mode of action of these compounds.

Original languageEnglish
Pages (from-to)1543-1554
Number of pages12
JournalJournal of Chemical Ecology
Volume25
Issue number7
DOIs
Publication statusPublished - 1 Jan 1999

Keywords

  • Antibiotics
  • Aphids
  • DIMBOA
  • Feeding deterrents
  • Sitobion avenue

ASJC Scopus subject areas

  • Ecology, Evolution, Behavior and Systematics
  • Biochemistry

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