Aphid feeding deterrency of ellagitannins, their phenolic hydrolysis products and related phenolic derivatives

Aphid feeding deterrency of ellagitannins, their phenolic hydrolysis products and related phenolic derivatives
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DOI:
10.1111/j.1570-7458.1987.tb00549.x
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发表时间:
1987-08
影响因子:
1.9
通讯作者:
K. C. Jones;J. Klocke
K. C. Jones;J. Klocke
中科院分区:
农林科学2区
文献类型:
--
作者:
K. C. Jones;J. Klocke

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测定了鞣花酸、两种鞣花单宁、没食子酸、邻苯三酚和几种没食子酸衍生物对3种蚜虫的取食威慑作用。其中最敏感的是裂蚜(Schizaphis graminum, Rondani),最不敏感的是棘蚜(Acyrthosiphon pisum, Harris)。桃蚜(Myzus persicae, Sulzer)具有中等敏感性。鞣花酸(ED50 = 15 ppm)和没食子酸正癸酯(ED50 = 16 ppm)对禾草葡萄球菌具有特别强的抑制作用,而没食子酸正辛酯对禾草葡萄球菌(ED50 = 182 ppm)和桃蚜(ED50 = 56 ppm)的抑制作用最强。鞣花单宁、天竺葵苷和花梗素对稻瘟病菌和桃蚜均有抑制作用,对穗孢杆菌无抑制作用。没食子酸的游离羟基甲基化导致活性大幅下降,而其羧基与长度增加的烷基链酯化导致活性增加。鞣花酸、没食子酸和3,4,5‐三甲氧基苯甲酸对梨蚜和桃蚜没有抑制作用,而邻苯三酚和没食子酸酯至少有中等抑制作用。
Feeding deterrent activities of ellagic acid, two ellagitannins, gallic acid, pyrogallol, and several gallic acid derivatives towards three species of aphids were determined. The most sensitive species tested was Schizaphis graminum (Rondani), the least sensitive was Acyrthosiphon pisum (Harris). Myzus persicae (Sulzer) was of intermediate sensitivity. Ellagic acid (ED50 = 15 ppm) and n‐decyl gallate (ED50 = 16 ppm) were particularly potent against S. graminum, while n‐octyl gallate was the most active compound tested against A. pisum (ED50 = 182 ppm) and M. persicae (ED50 = 56 ppm). The ellagitannins, geraniin and pedunculagin, were active against S. graminum and M. persicae, but not against A. pisum. Methylation of the free hydroxyl groups of gallic acid resulted in a large decrease in activity, while esterification of its carboxyl group with alkyl chains of increasing length resulted in increasing activity against S. graminum. Against A. pisum and M. persicae, ellagic acid, gallic acid and 3,4,5‐trimethoxybenzoic acid were inactive, whereas pyrogallol and the gallate esters were at least moderately active as feeding deterrents.