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调整自然界中最简单的氨基酸——甘氨酸的结构,使其更环保,形成基于苯氧丙酸的除草剂的离子形式。

Adjustment of the Structure of the Simplest Amino Acid Present in Nature-Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides.

机构信息

Department of Chemical Technology, Poznan University of Technology, 60-965 Poznan, Poland.

出版信息

Int J Mol Sci. 2023 Jan 10;24(2):1360. doi: 10.3390/ijms24021360.

DOI:10.3390/ijms24021360
PMID:36674875
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9863448/
Abstract

The use of chemicals for various purposes in agriculture has numerous consequences, such as the contamination of ecosystems. Thus, nowadays it is perceived that their development should adhere to the principles of green chemistry elaborated by Paul Anastas. Consequently, to create more environment-friendly herbicides, we elaborated a 'green' synthesis method of a series of ionic liquids (ILs) containing cations derived from glycine. The appropriately modified cations were combined with an anion from the group of phenoxy acids, commonly known as 2,4-DP. The products were obtained with high yields, and subsequently, their properties, such as density, viscosity and solubility, were thoroughly examined to elucidate existing structure-property relationships. All ILs were liquids at room temperature, which enabled the elimination of some serious issues associated with solid active forms, such as the polymorphism or precipitation of an active ingredient from spray solution. Additionally, the synthesized compounds were tested under greenhouse conditions, which allowed an assessment of their effectiveness in regulating the growth of oilseed rape, selected as a model dicotyledonous plant. The product comprising a dodecyl chain exhibited the greatest reduction in the fresh weight of plants, significantly surpassing not only a commercially used reference herbicide but also the potassium salt of 2,4-DP.

摘要

由于化学品在农业中的各种用途而产生的众多后果,例如生态系统的污染。因此,如今人们认为,它们的发展应该遵循 Paul Anastas 所阐述的绿色化学原则。因此,为了创造更环保的除草剂,我们精心设计了一种“绿色”合成方法,用于合成一系列含有甘氨酸衍生阳离子的离子液体 (IL)。将适当修饰的阳离子与来自苯氧羧酸组的阴离子(通常称为 2,4-DP)结合。以高产率获得了产物,随后彻底研究了它们的性质,如密度、粘度和溶解度,以阐明存在的结构-性质关系。所有 IL 在室温下都是液体,这消除了与固体活性形式相关的一些严重问题,例如活性成分从喷雾溶液中出现多晶型或沉淀。此外,在温室条件下测试了合成的化合物,这允许评估它们在调节油菜生长方面的有效性,油菜被选为双子叶模式植物。包含十二烷基链的产物表现出对植物鲜重的最大降低,不仅显著超过了市售的参考除草剂,而且还显著超过了 2,4-DP 的钾盐。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/7f87186f280e/ijms-24-01360-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/eebe0ac77bdc/ijms-24-01360-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/a22a2afe1fd7/ijms-24-01360-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/a1d9df147525/ijms-24-01360-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/5fa992ee290e/ijms-24-01360-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/7f87186f280e/ijms-24-01360-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/eebe0ac77bdc/ijms-24-01360-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/a22a2afe1fd7/ijms-24-01360-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/a1d9df147525/ijms-24-01360-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/5fa992ee290e/ijms-24-01360-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7967/9863448/7f87186f280e/ijms-24-01360-g004.jpg

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