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油橄榄树叶和虫瘿中单萜的手性化学多晶型现象。

Chiral Chemopolymorphism in the Monoterpenes of Pistacia palaestina Leaves and Galls.

机构信息

Department of Vegetable Crops, Newe Ya'ar Research Center, Agricultural Research Organization, The Volcani Center, Ramat Yishay, Israel.

Department of Evolutionary & Environmental Biology, University of Haifa, Haifa, Israel.

出版信息

Chirality. 2024 Aug;36(8):e23702. doi: 10.1002/chir.23702.

DOI:10.1002/chir.23702
PMID:39138008
Abstract

Pistacia palaestina Boiss. is a common tree in the Mediterranean maquis. The leaves of this plant accumulate defensive monoterpenes, whose levels greatly increase in galls induced by the aphid Baizongia pistaciae. We previously found a significant chemopolymorphism in monoterpene content among individual trees, but the chirality of these monoterpenes was unknown. Although most plant species specifically accumulate one enantiomeric form of a given compound, P. palaestina individuals display chemopolymorphism in the chirality of the key monoterpenes accumulated. We report here a marked enantiomeric variation for the limonene, α- and β-pinene, camphene, sabinene, δ-3-carene, and terpene-4-ol content in leaves and galls of nine different naturally growing P. palaestina trees. Interestingly, insect-induced gall monoterpene composition is an augmentation of the specific enantiopolymorphism originally displayed by each individual tree.

摘要

滨藜叶马先蒿是地中海马基群落中一种常见的树。这种植物的叶子积累防御性单萜,其含量在由蚜虫 Baizongia pistaciae 引起的瘿中大大增加。我们之前发现个体树中单萜含量存在显著的化学多态性,但这些单萜的手性未知。尽管大多数植物物种专门积累给定化合物的一种对映体形式,但滨藜叶马先蒿个体显示出积累的关键单萜的手性的化学多态性。我们在这里报告了来自九棵不同自然生长的滨藜叶马先蒿树的叶子和瘿中的柠檬烯、α-和β-蒎烯、莰烯、月桂烯、δ-3-蒈烯和萜烯-4-醇含量的显著对映体变化。有趣的是,昆虫诱导的瘿中单萜组成是每个个体树最初表现出的特定对映体多态性的增强。

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