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β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid

机译:β-丁香酮及其衍生物改变了桃马铃薯蚜虫的探测行为

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摘要

Thujone is a natural biologically active monoterpene ketone component of essential oils of numerous plants. The aim of the study was to evaluate the effect of β-thujone and β-thujone derivatives bisulfite adduct, lactone, oxime, and lactam application on behavior of Myzus persicae (Sulz.) (Hemiptera: Aphididae) during probing and settling. The choice and no-choice tests (aphid settling and Electrical Penetration Graph (EPG), respectively) revealed that stereochemistry of thujone was important for biological activity (β-thujone caused changes in aphid behavior while α-thujone did not) and that cyclopentane ring modifications and functional groups addition gave derivatives that possessed stronger and more durable deterrent effects. The most effective modification was the incorporation of a lactam moiety into the β-thujone molecule. Application of β-thujone lactam limited aphid settling for at least 24 h, caused restlessness in aphids and a delay or failure in reaching phloem phase by M. persicae. β-Thujone lactam can be considered a deterrent of medium potency with activity expressed at preingestive phase of aphid probing. Other compounds did not restrain aphid stylet penetration in non-phloem tissues but slightly limited sap ingestion (lactone, oxime), and restrained aphid settling for a period of less than 24 h (β-Thujone, bisulphite adduct, lactone).
机译:丁香酮是多种植物精油的天然生物活性单萜酮成分。该研究的目的是评估β-thujone和β-thujone衍生物亚硫酸氢盐加合物,内酯,肟和内酰胺的施用对探测和沉降过程中桃蚜(半翅目:蚜虫)行为的影响。选择和无选择测试(分别为蚜虫沉降和电渗透图(EPG))表明,丁香酮的立体化学对生物活性很重要(β-丁香酮引起了蚜虫行为的变化,而α-丁香酮没有改变),并且环戊烷环修饰和官能团的添加产生具有更强和更持久的威慑作用的衍生物。最有效的修饰是将内酰胺部分掺入β-丁酮分子中。 β-thujone内酰胺限制了蚜虫的沉降至少24 h,导致蚜虫的不安定以及桃蚜的到达韧皮部相的延迟或失败。 β-丁香内酰胺可以被认为是中等效力的威慑剂,其活性在蚜虫探测的孕育阶段表达。其他化合物并没有限制蚜虫的探针在非韧皮部组织中的渗透,但是对树液的摄入略有限制(内酯,肟),并且蚜虫的沉降时间少于24小时(β-丁香,亚硫酸氢盐加合物,内酯)。

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