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新克罗烷二萜类化合物的结构及物种依赖性杀虫作用

Structure- and species-dependent insecticidal effects of neo-clerodane diterpenes.

作者信息

González-Coloma A, Gutiérrez C, Miguel del Corral J M, Gordaliza M, de la Puente M L, San Feliciano A

机构信息

Centro de Ciencias Medioambientales, CSIC, Madrid, Spain.

出版信息

J Agric Food Chem. 2000 Aug;48(8):3677-81. doi: 10.1021/jf990843d.

Abstract

Several natural neo-clerodane diterpenoids isolated from Linaria saxatilis and some semisynthetic derivatives were tested against several insect species with different feeding adaptations. The antifeedant tests showed that the oliphagous Leptinotarsa decemlineata was the most sensitive insect, followed by the aphid Myzus persicae. The polyphagous Spodoptera littoralis was not deterred by these diterpenoids; however, following oral administration, some of these compounds did have postingestive antifeedant effects on this insect. In general terms, the antifeedant effects of these compounds were species-dependent and more selective than their toxic/postingestive effects. The study of their structure-activity relationships showed that both the decalin moiety and the chain at C-9 determined their bioactivity. Furthermore, the presence of a 4,18-epoxy/diol moiety was an important feature for both the antifeedant and the toxic/postingestive effects.

摘要

从岩生柳穿鱼中分离出的几种天然新克罗烷二萜类化合物及其一些半合成衍生物,针对几种具有不同取食适应性的昆虫物种进行了测试。拒食试验表明,寡食性的马铃薯甲虫是最敏感的昆虫,其次是蚜虫桃蚜。多食性的海滨夜蛾并未受到这些二萜类化合物的抑制;然而,经口给药后,其中一些化合物确实对这种昆虫具有摄食后拒食作用。一般而言,这些化合物的拒食作用具有物种依赖性,并且比它们的毒性/摄食后作用更具选择性。对它们构效关系的研究表明,十氢化萘部分和C-9位的链决定了它们的生物活性。此外,4,18-环氧/二醇部分的存在对于拒食作用以及毒性/摄食后作用而言都是一个重要特征。

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