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

Citation
Ca. Escobar et al., Evaluation of DIMBOA analogs as antifeedants and antibiotics towards the aphid Sitobion avenae in artificial diets, J CHEM ECOL, 25(7), 1999, pp. 1543-1554
Citations number
39
Categorie Soggetti
Environment/Ecology
Journal title
JOURNAL OF CHEMICAL ECOLOGY
ISSN journal
00980331 → ACNP
Volume
25
Issue
7
Year of publication
1999
Pages
1543 - 1554
Database
ISI
SICI code
0098-0331(199907)25:7<1543:EODAAA>2.0.ZU;2-O
Abstract
A total of 25 compounds including benzoxazinones, benzoxazolinones, and N-g lyoxylamide 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 p osition 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 land hence the possibility of ring opening), and the presence of a hydroxyl group at C-4 of the benzoxazine m oiety (hydroxamic acid) instead of a hydrogen atom (lactam). The results su pport earlier hypotheses on the chemical bases for the mode of action of th ese compounds.