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
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.