Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.
The antifeedant, oviposition deterrent, and toxic effects of dialkoxybenzene minilibraries and of disubstituted cyclopentene minilibraries (i.e., consisting of four to five compounds) along with their pure constituent compounds were assessed against third instar larvae and adults of the cabbage looper, Trichoplusia ni, in laboratory bioassays in a search for new insect control agents. These compounds mimic naturally occurring bioactive odorants and tastants and are relatively easily prepared from commodity chemicals. Most of these libraries strongly deterred larval feeding, with some exhibiting strong toxic and oviposition deterrent effects as well. Our results suggest some structure-function relationships within these libraries. Replacement of a methyl group with larger alkyl substituents increased the feeding deterrent effects in most cases. The presence of a free hydroxyl group, irrespective of the carbon framework or alkyl substituent, served to reduce feeding deterrent effects in all series of compounds. Further, exceeding a certain group size also generally had a detrimental effect. This information will be useful in designing new insect control agents for agriculture. Some of these libraries and compounds may have potential for development as commercial insecticides.
Akhtar
Yasmin
Y
Faculty of Land and Food Systems, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z4.
Isman
Murray B
MB
Paduraru
Peggy M
PM
Nagabandi
Srinivas
S
Nair
Ranjeet
R
Plettner
Erika
E
D000818:Animals; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D001937:Brassica; D003517:Cyclopentanes / Q000138:chemical synthesis / Q000494:pharmacology*; D004435:Eating / Q000187:drug effects*; D007300:Insect Control; D007306:Insecticides; D007814:Larva / Q000502:physiology; D009036:Moths / Q000502:physiology*; D010058:Oviposition / Q000187:drug effects*; D018515:Plant Leaves
D001555:Benzene Derivatives; D003517:Cyclopentanes; D007306:Insecticides