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除螨萜类化合物对二斑叶螨(Tetranychus urticae)的杀螨活性及定量构效关系。

Acaricidal and quantitative structure activity relationship of monoterpenes against the two-spotted spider mite, Tetranychus urticae.

机构信息

Department of Pesticide Chemistry, Faculty of Agriculture, Alexandria University, 21545-El-Shatby, Alexandria, Egypt.

出版信息

Exp Appl Acarol. 2010 Nov;52(3):261-74. doi: 10.1007/s10493-010-9363-y. Epub 2010 Apr 30.

Abstract

The acaricidal activity of 12 monoterpenes against the two-spotted spider mite, Tetranychus urticae Koch, was examined using fumigation and direct contact application methods. Cuminaldehyde and (-)-linalool showed the highest fumigant toxicity with LC(50) = 0.31 and 0.56 mg/l, respectively. The other monoterpenes exhibited a strong fumigant toxicity, the LC(50) values ranging from 1.28 to 8.09 mg/l, except camphene, which was the least effective (LC(50) = 61.45 mg/l). Based on contact activity, the results were rather different: menthol displayed the highest acaricidal activity (LC(50) = 128.53 mg/l) followed by thymol (172.0 mg/l), geraniol (219.69 mg/l) and (-)-limonene (255.44 mg/l); 1-8-cineole, cuminaldehyde and (-)-linalool showed moderate toxicity. At 125 mg/l, (-)-Limonene and (-)-carvone caused the highest egg mortality among the tested compounds (70.6 and 66.9% mortality, respectively). In addition, the effect of molecular descriptors was also analyzed using the quantitative structure activity relationship (QSAR) procedure. The QSAR model showed excellent agreement between the estimated and experimentally measured toxicity parameter (LC(50)) for the tested monoterpenes and the fumigant activity increased significantly with the vapor pressure. Comparing the results of the fumigant and contact toxicity assays of monoterpenes against T. urticae with the results of acetylcholinesterase (AChE) inhibitory effect revealed that some of the tested compounds showed a strong acaricidal activity and a potent AChE inhibitory activity, such as cuminaldehyde, (-)-linalool, (-)-limonene and menthol. However, other compounds such as (-)-carvone revealed a strong fumigant activity but a weak AChE inhibitory activity.

摘要

采用熏蒸和直接接触施药方法,测定了 12 种单萜类化合物对二斑叶螨(Tetranychus urticae Koch)的杀螨活性。枯茗醛和(-)-芳樟醇的熏蒸毒性最高,LC50 分别为 0.31 和 0.56 mg/L。其他单萜类化合物也表现出很强的熏蒸毒性,LC50 值范围为 1.28 至 8.09 mg/L,仅莰烯的效果最差(LC50 为 61.45 mg/L)。基于接触活性,结果则大不相同:薄荷醇显示出最高的杀螨活性(LC50 为 128.53 mg/L),其次是百里酚(172.0 mg/L)、香叶醇(219.69 mg/L)和(-)-柠檬烯(255.44 mg/L);1,8-桉叶素、枯茗醛和(-)-芳樟醇表现出中等毒性。在 125 mg/L 下,(-)-柠檬烯和(-)-蒈烯对测试化合物的卵致死率最高(分别为 70.6%和 66.9%)。此外,还采用定量构效关系(QSAR)程序分析了分子描述符的影响。QSAR 模型显示,测试单萜的估计毒性参数(LC50)与实验测量值之间具有极好的一致性,并且蒸气压与熏蒸活性呈显著正相关。将单萜类化合物对二斑叶螨的熏蒸和接触毒性测定结果与乙酰胆碱酯酶(AChE)抑制作用的结果进行比较表明,一些测试化合物具有很强的杀螨活性和很强的 AChE 抑制活性,如枯茗醛、(-)-芳樟醇、(-)-柠檬烯和薄荷醇。然而,其他化合物,如(-)-蒈烯,则表现出很强的熏蒸活性,但 AChE 抑制活性较弱。

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