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Novel (5-nitrofurfuryl)-substituted esters of phosphonoglycine – Their synthesis and phyto- and ecotoxicological properties ☆
Chemosphere ( IF 8.8 ) Pub Date : 2017-09-08 , DOI: 10.1016/j.chemosphere.2017.09.031
Jarosław Lewkowski , Marta Morawska , Rafał Karpowicz , Piotr Rychter , Diana Rogacz , Kamila Lewicka

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:

膦酰基甘氨酸的新型(5-硝基糠基)取代的酯-其合成以及植物和生态毒理学性质

由于基于氨基膦酸盐的除草剂(如草甘膦)目前是农业化学中最流行和广泛应用的活性剂之一,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显示出低毒性的新化合物。首次合成了六种新的(5-硝基糠基)衍生的氨基膦酸酯,除了N-氨基(5-硝基糠基)-甲基膦酸的唯一实例外,这是有史以来的第一次,此类化合物准备好了。通过评估其初步的生态毒理学来跟踪其预期的和真实的生物学特性。然后,就它们对燕麦的植物毒性进行了研究)和普通萝卜(R. sativus)对这些植物表现出中度至重度毒性。向萝卜显著选择性(针对萝卜最多3次较大的毒性)的一些化合物cases.Title中观察到它们对淡水甲壳动物毒性方面也进行了测试H. incongruens(介形类)和海洋发光细菌A.鲵。尽管它们对类固醇的有害作用没有增加太多,但发现它们对细菌有剧毒。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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