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Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil

Sulfonylurea herbicides are widely used as acetolactate synthase (ALS) inhibitors due to their super-efficient activity. However, some sulfonylurea herbicides show toxicity under crop rotation due to their long degradation time, for example, chlorsulfuron. Our research goal is to obtain chlorsulfuro...

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Autores principales: Wu, Lei, Gu, Yu-Cheng, Li, Yong-Hong, Meng, Fan-Fei, Zhou, Sha, Li, Zheng-Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8911686/
https://www.ncbi.nlm.nih.gov/pubmed/35268587
http://dx.doi.org/10.3390/molecules27051486
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author Wu, Lei
Gu, Yu-Cheng
Li, Yong-Hong
Meng, Fan-Fei
Zhou, Sha
Li, Zheng-Ming
author_facet Wu, Lei
Gu, Yu-Cheng
Li, Yong-Hong
Meng, Fan-Fei
Zhou, Sha
Li, Zheng-Ming
author_sort Wu, Lei
collection PubMed
description Sulfonylurea herbicides are widely used as acetolactate synthase (ALS) inhibitors due to their super-efficient activity. However, some sulfonylurea herbicides show toxicity under crop rotation due to their long degradation time, for example, chlorsulfuron. Our research goal is to obtain chlorsulfuron-derived herbicides with controllable degradation time, good crop safety and high herbicidal activities. Based on our previously reported results in acidic soil, we studied the degradation behaviors of 5-dialkylamino-substituted chlorsulfuron derivatives (NL101–NL108) in alkaline soil (pH 8.39). The experimental data indicate that addition of the 5-dialkylamino groups on the benzene ring of chlorsulfuron greatly accelerated degradation in alkaline soil. These chlorsulfuron derivatives degrade 10.8 to 51.8 times faster than chlorsulfuron and exhibit excellent crop safety on wheat and corn (through pre-emergence treatment). With a comprehensive consideration of structures, bioassay activities, soil degradation and crop safety, it could be concluded that 5-dialkylamino-substituted chlorsulfuron derivatives are potential green sulfonylurea herbicides for pre-emergence treatment on both wheat and corn. The study also provides valuable information for the discovery of new sulfonylurea herbicides for crop rotation.
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spelling pubmed-89116862022-03-11 Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil Wu, Lei Gu, Yu-Cheng Li, Yong-Hong Meng, Fan-Fei Zhou, Sha Li, Zheng-Ming Molecules Article Sulfonylurea herbicides are widely used as acetolactate synthase (ALS) inhibitors due to their super-efficient activity. However, some sulfonylurea herbicides show toxicity under crop rotation due to their long degradation time, for example, chlorsulfuron. Our research goal is to obtain chlorsulfuron-derived herbicides with controllable degradation time, good crop safety and high herbicidal activities. Based on our previously reported results in acidic soil, we studied the degradation behaviors of 5-dialkylamino-substituted chlorsulfuron derivatives (NL101–NL108) in alkaline soil (pH 8.39). The experimental data indicate that addition of the 5-dialkylamino groups on the benzene ring of chlorsulfuron greatly accelerated degradation in alkaline soil. These chlorsulfuron derivatives degrade 10.8 to 51.8 times faster than chlorsulfuron and exhibit excellent crop safety on wheat and corn (through pre-emergence treatment). With a comprehensive consideration of structures, bioassay activities, soil degradation and crop safety, it could be concluded that 5-dialkylamino-substituted chlorsulfuron derivatives are potential green sulfonylurea herbicides for pre-emergence treatment on both wheat and corn. The study also provides valuable information for the discovery of new sulfonylurea herbicides for crop rotation. MDPI 2022-02-23 /pmc/articles/PMC8911686/ /pubmed/35268587 http://dx.doi.org/10.3390/molecules27051486 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wu, Lei
Gu, Yu-Cheng
Li, Yong-Hong
Meng, Fan-Fei
Zhou, Sha
Li, Zheng-Ming
Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title_full Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title_fullStr Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title_full_unstemmed Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title_short Degradation of 5-Dialkylamino-Substituted Chlorsulfuron Derivatives in Alkaline Soil
title_sort degradation of 5-dialkylamino-substituted chlorsulfuron derivatives in alkaline soil
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8911686/
https://www.ncbi.nlm.nih.gov/pubmed/35268587
http://dx.doi.org/10.3390/molecules27051486
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