当前位置：
X-MOL 学术
›
J. Agric. Food Chem.
›
论文详情
Our official English website, www.x-mol.net, welcomes your
feedback! (Note: you will need to create a separate account there.)
Synthesis of Novel Propionamide-Methylpyrazole Carboxylates as Herbicidal Candidates
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2024-09-18 , DOI: 10.1021/acs.jafc.4c03479 Susu Sun 1 , Song Kou 1 , Wenfei Wang 1 , Yaze Li 1 , Zhaorui Wang 1 , Jinqian Huo 1 , Zexiu An 1 , Lin Zhu 1 , Lai Chen 1 , Jinlin Zhang 1
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2024-09-18 , DOI: 10.1021/acs.jafc.4c03479 Susu Sun 1 , Song Kou 1 , Wenfei Wang 1 , Yaze Li 1 , Zhaorui Wang 1 , Jinqian Huo 1 , Zexiu An 1 , Lin Zhu 1 , Lai Chen 1 , Jinlin Zhang 1
Affiliation
|
Transketolase (TKL; EC 2.2.1.1) is a highly promising potential target for herbicidal applications. To identify novel TKL inhibitors, we designed and synthesized a series of 3-oxopropionamide-1-methylpyrazole carboxylate analogues and assessed their herbicidal activities. Ethyl 3-((1-((2,4-dichlorophenyl)amino)-1-oxopropan-2-yl)oxy)-1-methyl-1H-pyrazole-5-carboxylate (D15) and ethyl 1-methyl-3-((1-oxo-1-((thiophen-2-ylmethyl)amino)propan-2-yl)oxy)-1H-pyrazole-5-carboxylate (D20) exhibited superior growth inhibition activities against both the root and stem of Amaranthus retroflexus (A. retroflexus) compared to nicosulfuron and mesotrione. Additionally, D15 achieved an inhibition rate of more than 90% against the roots and stems of Digitaria sanguinalis (D. sanguinalis), outperforming the four control agents at a concentration of 200 mg/L using the small cup method. In the pre-emergence herbicidal activity test, D15 effectively inhibited D. sanguinalis by more than 90% at 150 g ai/ha, surpassing the efficacy of the control, mesotrione. Conversely, in the postemergence herbicidal activity test, D20 exhibited efficient inhibition of A. retroflexus by more than 90% at 150 g ai/ha, outperforming the control agents nicosulfuron, mesotrione, and metamifop. The results of the TKL enzyme activity test showed that the IC50 values of compounds D15 and D20 were 0.384 and 0.655 mg/L, respectively, which were close to those of the control agents. Furthermore, molecular docking and molecular dynamics simulation studies revealed that D15 and D20 interacted favorably with the TKL of Setaria viridis. Such findings highlight the promising potential of D15 and D20 as lead TKL inhibitors for the optimization of new herbicides.
中文翻译：
新型除草剂候选丙酰胺-甲基吡唑羧酸盐的合成
转酮醇酶（TKL；EC 2.2.1.1）是除草应用中非常有前景的潜在靶标。为了鉴定新型 TKL 抑制剂，我们设计并合成了一系列 3-氧代丙酰胺-1-甲基吡唑羧酸酯类似物，并评估了它们的除草活性。 3-((1-((2,4-二氯苯基)氨基)-1-氧代丙烷-2-基)氧基)-1-甲基-1H-吡唑-5-甲酸乙酯( D15 )和1-甲基-乙酯3-((1-氧代-1-((噻吩-2-基甲基)氨基)丙-2-基)氧基)-1H-吡唑-5-羧酸酯( D20 )对根和根都表现出优异的生长抑制活性。反枝苋（ A.retroflexus ）的茎与烟嘧磺隆和硝磺草酮相比。此外，采用小杯法， D15对马唐( D. sanguinalis )根和茎的抑制率均超过90%，在浓度为200 mg/L时优于4种对照剂。在芽前除草活性测试中， D15在150 g ai/ha时有效抑制D. sanguinalis 90%以上，超过了对照硝磺草酮的功效。相反，在芽后除草活性测试中， D20在 150 g ai/ha 时表现出对反枝草的有效抑制超过 90%，优于防治剂烟嘧磺隆、甲基磺草酮和恶唑酰草酯。 TKL酶活性测试结果表明，化合物D15和D20的IC 50值分别为0.384和0.655 mg/L，与对照剂接近。 此外，分子对接和分子动力学模拟研究表明， D15和D20与狗尾草的TKL存在良好的相互作用。这些发现凸显了D15和D20作为主要 TKL 抑制剂在优化新型除草剂方面的巨大潜力。
更新日期：2024-09-19
中文翻译：
新型除草剂候选丙酰胺-甲基吡唑羧酸盐的合成
转酮醇酶（TKL；EC 2.2.1.1）是除草应用中非常有前景的潜在靶标。为了鉴定新型 TKL 抑制剂，我们设计并合成了一系列 3-氧代丙酰胺-1-甲基吡唑羧酸酯类似物，并评估了它们的除草活性。 3-((1-((2,4-二氯苯基)氨基)-1-氧代丙烷-2-基)氧基)-1-甲基-1H-吡唑-5-甲酸乙酯( D15 )和1-甲基-乙酯3-((1-氧代-1-((噻吩-2-基甲基)氨基)丙-2-基)氧基)-1H-吡唑-5-羧酸酯( D20 )对根和根都表现出优异的生长抑制活性。反枝苋（ A.retroflexus ）的茎与烟嘧磺隆和硝磺草酮相比。此外，采用小杯法， D15对马唐( D. sanguinalis )根和茎的抑制率均超过90%，在浓度为200 mg/L时优于4种对照剂。在芽前除草活性测试中， D15在150 g ai/ha时有效抑制D. sanguinalis 90%以上，超过了对照硝磺草酮的功效。相反，在芽后除草活性测试中， D20在 150 g ai/ha 时表现出对反枝草的有效抑制超过 90%，优于防治剂烟嘧磺隆、甲基磺草酮和恶唑酰草酯。 TKL酶活性测试结果表明，化合物D15和D20的IC 50值分别为0.384和0.655 mg/L，与对照剂接近。 此外，分子对接和分子动力学模拟研究表明， D15和D20与狗尾草的TKL存在良好的相互作用。这些发现凸显了D15和D20作为主要 TKL 抑制剂在优化新型除草剂方面的巨大潜力。
京公网安备 11010802027423号