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Novel (5-nitrofurfuryl)-substituted esters of phosphonoglycine – Their synthesis and phyto- and ecotoxicological properties ☆
Chemosphere ( IF 8.1 ) Pub Date : 2017-09-08 , DOI: 10.1016/j.chemosphere.2017.09.031
Jarosław Lewkowski 1 , Marta Morawska 1 , Rafał Karpowicz 1 , Piotr Rychter 2 , Diana Rogacz 2 , Kamila Lewicka 2
Affiliation  

Since aminophosphonate-based herbicides like glyphosate are currently one of the most popular and widely applied active agent in agrochemistry, there is an urgent need for searching new compounds among this family with potential herbicidal activity, but exhibiting low toxicity against surrounding environment. Six new (5-nitrofurfuryl)-derived aminophosphonates were synthesized for the first time and apart from the only one example of N-benzylamino(5-nitrofuryl)-methylphosphonic acid, it was the first time in the history, when this class of compounds was prepared. Their prospective and real biological properties have been followed up by evaluation of their preliminary ecotoxicology. They have been then investigated in aspect of their phytotoxicity against oat (A. sativa) and common radish (R. sativus) exhibiting moderate-to-severe toxicity for these plants. The significant selectivity towards radish (up to 3 times greater toxicity against radish) was observed in some cases.Title compounds were also tested in terms of their toxicity for freshwater crustaceans H. incongruens (ostracods) and marine luminescent bacteria A. fischeri. Although their harmful action on ostracods was not too much elevated, they were found to be highly toxic for bacteria. Various aspects of their ecotoxicity are discussed in this paper.

中文翻译:


新型(5-硝基糠基)取代的膦甘氨酸酯 - 其合成及其植物和生态毒理学特性☆



由于草甘膦等基于氨基膦酸酯的除草剂是目前农业化学中最流行和应用最广泛的活性剂之一,因此迫切需要在该家族中寻找具有潜在除草活性但对周围环境具有低毒性的新化合物。首次合成了六种新的(5-硝基糠基)衍生的氨基膦酸酯,除了唯一的一个N-苄基氨基(5-硝基呋喃基)甲基膦酸外,这在历史上是首次,当该类化合物准备好了。通过对其初步生态毒理学的评估,跟踪了它们的预期和真实生物学特性。然后研究了它们对燕麦 ( A. sativa ) 和萝卜 ( R. sativus ) 的植物毒性,对这些植物表现出中度至重度毒性。在某些情况下观察到对萝卜的显着选择性(对萝卜的毒性高达3倍)。还测试了标题化合物对淡水甲壳动物H. incongruens (介形类)和海洋发光细菌A. fischeri的毒性。尽管它们对介形类的有害作用并没有太大提高,但人们发现它们对细菌具有剧毒。本文讨论了其生态毒性的各个方面。
更新日期:2017-09-13
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