Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents
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DOI：
10.1021/jf071636d
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发表时间：
2007-12-12
影响因子：
6.1
通讯作者：
Plettner, Erika
中科院分区：
文献类型：
--
作者：
Akhtar, Yasmin;Isman, Murray B.;Plettner, Erika
为寻找新的杀虫剂，采用室内生物测定方法，研究了二烷氧基苯类和双取代环戊烯类化合物及其纯成分对甘蓝环纹夜蛾三龄幼虫和成虫的拒食、产卵威慑和毒杀作用。这些化合物模仿自然产生的生物活性气味和味道，并且相对容易从商品化学品中制备。这些文库大多对幼虫的取食有很强的威慑作用，有些还表现出很强的毒性和产卵威慑作用。我们的结果表明这些文库中存在一些结构-功能关系。在大多数情况下，用较大的烷基取代甲基可增加摄食威慑作用。在所有系列化合物中，无论碳骨架或烷基取代基如何，游离羟基的存在都有助于降低摄食威慑作用。此外，超过一定的群体规模通常也会产生有害的影响。这些信息将有助于设计新的农业害虫防治剂。其中一些文库和化合物可能有开发为商业杀虫剂的潜力。
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.