Lumbroso Alexandre, Villedieu-Percheron Emmanuelle, Zurwerra Didier, Screpanti Claudio, Lachia Mathilde, Dakas Pierre-Yves, Castelli Laure, Paul Verity, Wolf Hanno Christian, Sayer Danielle, Beck Andreas, Rendine Stefano, Fonné-Pfister Raymonde, De Mesmaeker Alain
Syngenta Crop Protection AG, Crop Protection Research, Schaffhauserstrasse, Stein, Switzerland.
Syngenta Crop Protection Research, Jealotts Hill International Research Centre, Bracknell, Berkshire, UK.
Pest Manag Sci. 2016 Nov;72(11):2054-2068. doi: 10.1002/ps.4268. Epub 2016 Apr 18.
Strigolactones play an important role in the rhizosphere as signalling molecules stimulating the seed germination of parasitic weed seeds and hyphal branching of arbuscular micorrhiza, and also act as hormones in plant roots and shoots. Strigolactone derivatives, e.g. strigolactams, could be used as suicidal germination inducers in the absence of a host crop for the decontamination of land infested with parasitic weed seeds.
We report the stereoselective synthesis of novel strigolactams, together with some of their critical physicochemical properties, such as water solubility, hydrolytic stability, as well as their short soil persistence. In addition, we show that such strigolactams are potent germination stimulants of O. cumana parasitic weed seeds and do not affect the seed germination and the root growth of sunflower.
The novel strigolactam derivatives described here compare favourably with the corresponding GR-28 strigolactones in terms of biological activity and physicochemical properties. However, we believe strigolactone and strigolactam derivatives require further structural optimisation to improve their soil persistence to demonstrate a potential for agronomical applications. © 2016 Society of Chemical Industry.
独脚金内酯在根际作为信号分子发挥重要作用，刺激寄生杂草种子的萌发和丛枝菌根的菌丝分支，并且在植物的根和芽中作为激素起作用。独脚金内酯衍生物，例如独脚金内酰胺，在没有寄主作物的情况下可用作自杀式萌发诱导剂，用于对寄生杂草种子侵染的土地进行去污处理。
我们报道了新型独脚金内酰胺的立体选择性合成，以及它们的一些关键物理化学性质，如水溶性、水解稳定性以及它们在土壤中的短持久性。此外，我们表明这些独脚金内酰胺是瓜列当寄生杂草种子的有效萌发刺激剂，并且不影响向日葵的种子萌发和根生长。
本文所述的新型独脚金内酰胺衍生物在生物活性和物理化学性质方面与相应的GR-28独脚金内酯相比具有优势。然而，我们认为独脚金内酯和独脚金内酰胺衍生物需要进一步的结构优化以提高它们在土壤中的持久性，从而展现出农业应用的潜力。©2016化学工业协会。
