Herbicidal Activity of Beflubutamid Analogues as PDS Inhibitors and SAR Analysis and Degradation Dynamics in Wheat,Journal of Agricultural and Food Chemistry

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Herbicidal Activity of Beflubutamid Analogues as PDS Inhibitors and SAR Analysis and Degradation Dynamics in Wheat
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2023-10-31 , DOI: 10.1021/acs.jafc.3c04733
Meng Zhang ₁ , Hui Cai ₁ , Dan Ling ₁ , Chen Pang ₁ , Jinming Chang ₁ , Zhichao Jin ₁ , Yonggui Robin Chi _{1,

2}

Affiliation

In this work, a series of beflubutamid (BF) analogues’ postemergent herbicidal activity was evaluated, and the structure–activity relationship (SAR) was discussed. At a dosage of 300 g ai/ha, compounds (Rac)-6h and (Rac)-6q showed excellent herbicidal activity against Amaranthus retroflexus, Abutilon theophrasti, and Medicago sativa, with inhibition rates of 90, 100, and 80% and 100, 100, and 100%, respectively, comparable to that of commercial herbicide BF, which showed inhibition rates of 90, 100, and 100%, respectively. Notably, at dosages of 150 and 300 g ai/ha, the chiral compounds (S)-6h and (S)-6q exhibited higher herbicidal activities than their racemates. Molecular docking results indicated that compounds (S)-BF and (S)-6h have stronger binding affinities with Oryza sativa phytoene desaturase (OsPDS), resulting in a higher herbicidal activity. Additionally, the degradation dynamics half-life of (S)-BF in wheat was determined to be 77.02 h. Consequently, compounds (S)-6h and (S)-6q are promising lead candidates for the development of highly effective herbicides.

中文翻译：

Beflubutamid 类似物作为 PDS 抑制剂的除草活性以及小麦中的 SAR 分析和降解动态

在这项工作中，评估了一系列苯氟丁胺（BF）类似物的芽后除草活性，并讨论了构效关系（SAR）。在300 g ai/ha剂量下，化合物( Rac ) -6h和( Rac ) -6q对反枝苋、苘麻和苜蓿表现出优异的除草活性，抑制率分别为90%、100%、80%和100%。、100%和100%，分别与商业除草剂BF相当，其抑制率分别为90%、100%和100%。值得注意的是，在150和300g ai/ha的剂量下，手性化合物( S ) -6h和( S ) -6q比它们的外消旋体表现出更高的除草活性。分子对接结果表明，化合物( S )-BF和( S ) -6h与水稻八氢番茄红素去饱和酶( Os PDS)具有更强的结合亲和力，从而具有更高的除草活性。此外，( S )-BF在小麦中的降解动力学半衰期被测定为77.02小时。因此，化合物( S ) -6h和( S ) -6q是开发高效除草剂的有希望的先导候选物。

更新日期：2023-10-31

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