Institut de Chimie des Milieux et des Matériaux de Poitiers (IC2MP), Unité Mixte de Recherche CNRS 7285, Université de Poitiers, Poitiers, France.
State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, China.
Pest Manag Sci. 2022 Nov;78(11):4913-4928. doi: 10.1002/ps.7112. Epub 2022 Aug 26.
The growing demand for food, combined with a strong social expectation for a diet produced with fewer conventional agrochemical inputs, has led to the development of new alternatives in plant protection worldwide. Among different possibilities, the stimulation of the plant innate immune system by chemicals represents a novel and promising way. The vectorization strategy of an active ingredient that we previously developed with fungicides can potentially extend to salicylic acid (SA) or its halogenated analogues.
Using the click chemistry method, six new conjugates combining SA or two mono- or di-halogenated analogues with L-glutamic acid or β-D-glucose via a 1,2,3-triazole nucleus have been synthesized. Conjugate 8a, which is derived from SA and glutamic acid, showed high phloem mobility in the Ricinus model, similar to that of SA alone despite a much higher steric hindrance. In vivo bioassays of the six conjugates against two maize pathogenic fungi Bipolaris maydis and Fusarium graminearum revealed that, unlike SA, the amino acid conjugate 8a with good phloem mobility exerted a protective effect not only locally at the application site, but also in distant stem tissues after foliar application. Moreover, compounds 8a and 8b induced up-regulation of both defense-related genes ZmNPR1 and ZmPR1 similar to their parent compounds upon challenge inoculation with B. maydis.
The vectorization of salicylic acid or its halogenated derivatives by coupling them with an α-amino acid can be a promising strategy to stimulate SA-mediated plant defenses responses against pathogens outside the application site. © 2022 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
对食物的需求不断增长，再加上人们强烈希望减少传统农用化学品的投入来生产食物，这导致了全球范围内植物保护的新选择的发展。在不同的可能性中，通过化学物质刺激植物固有免疫系统代表了一种新颖且有前途的方法。我们之前用杀菌剂开发的活性成分载体化策略有可能扩展到水杨酸（SA）或其卤代类似物。
使用点击化学方法，通过 1,2,3-三唑核将 SA 或两种单-或二卤代类似物与 L-谷氨酸或β-D-葡萄糖结合的 6 种新缀合物已被合成。缀合物 8a 是由 SA 和谷氨酸衍生而来的，在蓖麻模型中具有很高的韧皮部移动性，与单独的 SA 相似，尽管空间位阻要高得多。六种缀合物对两种玉米病原真菌大斑病病菌和禾谷镰刀菌的活体生物测定表明，与 SA 不同，具有良好韧皮部移动性的氨基酸缀合物 8a 不仅在施药部位局部发挥保护作用，而且在叶面施药后远距离茎组织中也发挥保护作用。此外，化合物 8a 和 8b 在受到 B. maydis 挑战接种时，与母体化合物一样，诱导防御相关基因 ZmNPR1 和 ZmPR1 的上调。
通过将水杨酸或其卤代衍生物与α-氨基酸偶联来进行载体化，可能是一种有前途的策略，可以刺激水杨酸介导的植物防御反应，以抵御施药部位以外的病原体。© 2022 作者。害虫管理科学由 John Wiley & Sons Ltd 代表化学工业协会出版。
