Origin of the defensive secretion of the leaf beetle Chrysomela lapponica
Origin of the defensive secretion of the leaf beetle Chrysomela lapponica
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DOI：
10.1016/s0040-4020(97)00618-2
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发表时间：
1997-07-07
期刊：
影响因子：
2.1
通讯作者：
Hilker, M
中科院分区：
文献类型：
--
作者：
Schulz, S;Gross, J;Hilker, M
欧洲叶甲的幼虫利用异丁酸酯和(S)-2-甲基丁酸作为防御分泌物。这些酸是由幼虫从氨基酸中形成的，这可以通过标记化合物的实验证明。从食品厂提取的醇或者直接用于酯的形成，如(Z)-3-己烯醇(3)和8-羟基芳樟醇(1)，或者被修饰为1-羟基-3-己酮(5)，在酯化之前被还原为相应的二醇2。在取食树叶的过程中，各个糖苷的裂解或脂肪酸的氧化导致了这些醇的产生。酮醇5及其异构体6-羟基-3-己酮在自然界中未见报道。(C)1997年爱思唯尔科学有限公司。
The larvae of the European leaf beetle Chrysomela lapponica use esters of isobutyric acid and (S)-2-methylbutyric acid as defensive secretion. The acids are formed by the larvae from amino acids, as could be shown by experiments with labelled compounds. The alcohols taken up from the foodplant are either directly used for ester formation,like (Z)-3-hexenol (3) and 8-hydroxylinalool (1), or modified as 1-hydroxy-3-hexanone (5), which is reduced to the corresponding diol 2 prior to esterification. The cleavage of the respective glycosides or oxidation of fatty acids during feeding on the leaves leads to these alcohols. The ketol 5 and its isomer 6-hydroxy-3-hexanone have not been reported before from nature. (C) 1997 Elsevier Science Ltd.