Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives

Sulfonylurea herbicides can lead to serious weed resistance due to their long degradation times and large-scale applications. This is especially true for chlorsulfuron, a widely used acetolactate synthase inhibitor used around the world. Its persistence in soil often affects the growth of crop seedl...

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Main Authors: Lei Wu, Xue-Wen Hua, Yong-Hong Li, Zhong-Wen Wang, Sha Zhou, Zheng-Ming Li
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/10/3318
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author Lei Wu
Xue-Wen Hua
Yong-Hong Li
Zhong-Wen Wang
Sha Zhou
Zheng-Ming Li
author_facet Lei Wu
Xue-Wen Hua
Yong-Hong Li
Zhong-Wen Wang
Sha Zhou
Zheng-Ming Li
author_sort Lei Wu
collection DOAJ
description Sulfonylurea herbicides can lead to serious weed resistance due to their long degradation times and large-scale applications. This is especially true for chlorsulfuron, a widely used acetolactate synthase inhibitor used around the world. Its persistence in soil often affects the growth of crop seedlings in the following crop rotation, and leads to serious environmental pollution all over the world. Our research goal is to obtain chlorsulfuron-derived herbicides with high herbicidal activities, fast degradation times, as well as good crop safety. On account of the slow natural degradation of chlorsulfuron in alkaline soil, based on the previously reported results in acidic soil, the degradation behaviours of 5-substituted chlorsulfuron analogues (<b>L101</b>–<b>L107</b>) were investigated in a soil with pH 8.39. The experimental data indicated that 5-substituted chlorsulfuron compounds could accelerate degradation rates in alkaline soil, and thus, highlighted the potential for rational controllable degradation in soil. The degradation rates of these chlorsulfuron derivatives were accelerated by 1.84–77.22-fold, compared to chlorsulfuron, and exhibited excellent crop safety in wheat and corn (through pre-emergence treatment). In combination with bioassay activities, acidic and alkaline soil degradation, and crop safety, it was concluded that compounds <b>L104</b> and <b>L107</b>, with ethyl or methyl groups, are potential green sulfonylurea herbicides for pre-emergence treatment on wheat and corn. This paper provides a reference for the further design of new sulfonylurea herbicides with high herbicidal activity, fast, controllable degradation rates, and high crop safety.
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spelling doaj.art-3b40969e05854d5dbf63dbd46a64a2fd2023-11-23T12:24:33ZengMDPI AGMolecules1420-30492022-05-012710331810.3390/molecules27103318Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron DerivativesLei Wu0Xue-Wen Hua1Yong-Hong Li2Zhong-Wen Wang3Sha Zhou4Zheng-Ming Li5State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, ChinaCollege of Agriculture, Liaocheng University, Liaocheng 252059, ChinaState Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, ChinaState Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, ChinaState Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, ChinaState Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, ChinaSulfonylurea herbicides can lead to serious weed resistance due to their long degradation times and large-scale applications. This is especially true for chlorsulfuron, a widely used acetolactate synthase inhibitor used around the world. Its persistence in soil often affects the growth of crop seedlings in the following crop rotation, and leads to serious environmental pollution all over the world. Our research goal is to obtain chlorsulfuron-derived herbicides with high herbicidal activities, fast degradation times, as well as good crop safety. On account of the slow natural degradation of chlorsulfuron in alkaline soil, based on the previously reported results in acidic soil, the degradation behaviours of 5-substituted chlorsulfuron analogues (<b>L101</b>–<b>L107</b>) were investigated in a soil with pH 8.39. The experimental data indicated that 5-substituted chlorsulfuron compounds could accelerate degradation rates in alkaline soil, and thus, highlighted the potential for rational controllable degradation in soil. The degradation rates of these chlorsulfuron derivatives were accelerated by 1.84–77.22-fold, compared to chlorsulfuron, and exhibited excellent crop safety in wheat and corn (through pre-emergence treatment). In combination with bioassay activities, acidic and alkaline soil degradation, and crop safety, it was concluded that compounds <b>L104</b> and <b>L107</b>, with ethyl or methyl groups, are potential green sulfonylurea herbicides for pre-emergence treatment on wheat and corn. This paper provides a reference for the further design of new sulfonylurea herbicides with high herbicidal activity, fast, controllable degradation rates, and high crop safety.https://www.mdpi.com/1420-3049/27/10/3318sulfonylurea herbicideschlorsulfuronalkaline soil degradationDT<sub>50</sub>
spellingShingle Lei Wu
Xue-Wen Hua
Yong-Hong Li
Zhong-Wen Wang
Sha Zhou
Zheng-Ming Li
Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
Molecules
sulfonylurea herbicides
chlorsulfuron
alkaline soil degradation
DT<sub>50</sub>
title Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
title_full Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
title_fullStr Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
title_full_unstemmed Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
title_short Alkaline Soil Degradation and Crop Safety of 5-Substituted Chlorsulfuron Derivatives
title_sort alkaline soil degradation and crop safety of 5 substituted chlorsulfuron derivatives
topic sulfonylurea herbicides
chlorsulfuron
alkaline soil degradation
DT<sub>50</sub>
url https://www.mdpi.com/1420-3049/27/10/3318
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