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To explore novel sulfonylurea (SU) herbicides with favorable soil degradation rates, four series of SUs were synthesized through a structure\u2010based drug design (SBDD) strategy.<\/jats:p><\/jats:sec><jats:sec><jats:title>RESULTS<\/jats:title><jats:p>The target compounds, especially <jats:bold>Ia<\/jats:bold>, <jats:bold>Id<\/jats:bold> and <jats:bold>Ie<\/jats:bold>, exhibited prospective herbicidal activity against dicotyledon oil seed rape <jats:italic>(Brassica campestris<\/jats:italic>), amaranth (<jats:italic>Amaranthus retroflexus<\/jats:italic>), monocotyledon barnyard grass (<jats:italic>Echinochloa crusgalli<\/jats:italic>) and crab grass (<jats:italic>Digitaria sanguinalis<\/jats:italic>) at a concentration of 15 a.i. g\u2009ha<jats:sup>\u22121<\/jats:sup>. Additionally, <jats:bold>Ia<\/jats:bold>, <jats:bold>Id<\/jats:bold> and <jats:bold>Ig<\/jats:bold> displayed excellent inhibitory effects against <jats:italic>At<\/jats:italic>AHAS, with <jats:italic>K<\/jats:italic>app i values of 59.1, 34.5 and 71.8\u00a0\u03bc<jats:sc>m<\/jats:sc>, respectively, which were much lower than that of chlorsulfuron at 149.4\u00a0\u03bc<jats:sc>m<\/jats:sc>. The <jats:italic>\u03c0<\/jats:italic>\u2010<jats:italic>\u03c0<\/jats:italic> stack and H\u2010bonds between the <jats:bold>Ia<\/jats:bold> conformation and <jats:italic>At<\/jats:italic>AHAS in the molecular docking results confirmed the series of compounds to be conventional AHAS inhibitors. In alkaline soil (pH\u00a0=\u00a08.46), compounds <jats:bold>Ia<\/jats:bold>\u2013<jats:bold>Ig<\/jats:bold> revealed various degrees of acceleration in the degradation rate compared with chlorsulfuron. Besides, compound <jats:bold>Ia<\/jats:bold> showed considerable wheat and corn safety under postemergence at the concentration of 30, 60 and even 120 a.i. g\u2009ha<jats:sup>\u22121<\/jats:sup>.<\/jats:p><\/jats:sec><jats:sec><jats:title>CONCLUSION<\/jats:title><jats:p>Overall, based on the synthetic procedure, herbicidal activity, soil degradation and crop safety, the <jats:bold>Ia<\/jats:bold> sulfonylureas series were chosen to be investigated as prospective AHAS inhibitors. The 5\u2010dimethylamino group on SUs accelerated the degradation rate at different levels in alkaline soils which seems to be controllable in conventional cropping systems in their further application. \u00a9 2022 Society of Chemical Industry.<\/jats:p><\/jats:sec>","DOI":"10.1002\/ps.7153","type":"journal-article","created":{"date-parts":[[2022,8,27]],"date-time":"2022-08-27T12:27:05Z","timestamp":1661603225000},"page":"5313-5324","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Synthesis, herbicidal activity and soil degradation of novel <scp>5\u2010substituted<\/scp> sulfonylureas as <scp>AHAS<\/scp> inhibitors"],"prefix":"10.1002","volume":"78","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8993-4325","authenticated-orcid":false,"given":"Sha","family":"Zhou","sequence":"first","affiliation":[{"name":"Collaborative Innovation Center of Green Pesticide, National Joint Engineering Laboratory of Biopesticide Preparation Zhejiang A&amp;F University State Key Laboratory of Subtropical Silviculture, College of Forestry and Biotechnology, Zhejiang A &amp; F University  Hangzhou China"},{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry Nankai University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lv\u2010Ting","family":"Zhao","sequence":"additional","affiliation":[{"name":"Collaborative Innovation Center of Green Pesticide, National Joint Engineering Laboratory of Biopesticide Preparation Zhejiang A&amp;F University State Key Laboratory of Subtropical Silviculture, College of Forestry and Biotechnology, Zhejiang A &amp; F University  Hangzhou China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fan\u2010Fei","family":"Meng","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry Nankai University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xue\u2010Wen","family":"Hua","sequence":"additional","affiliation":[{"name":"College of Agriculture Liaocheng University  Liaocheng China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yong\u2010Hong","family":"Li","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry Nankai University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bin","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry Nankai University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jie","family":"Chen","sequence":"additional","affiliation":[{"name":"Collaborative Innovation Center of Green Pesticide, National Joint Engineering Laboratory of Biopesticide Preparation Zhejiang A&amp;F University State Key Laboratory of Subtropical Silviculture, College of Forestry and Biotechnology, Zhejiang A &amp; F University  Hangzhou China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"An\u2010Liang","family":"Chen","sequence":"additional","affiliation":[{"name":"Collaborative Innovation Center of Green Pesticide, National Joint Engineering Laboratory of Biopesticide Preparation Zhejiang A&amp;F University State Key Laboratory of Subtropical Silviculture, College of Forestry and Biotechnology, Zhejiang A &amp; F University  Hangzhou China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zheng\u2010Ming","family":"Li","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Elemento\u2010Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry Nankai University  Tianjin China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,9,10]]},"reference":[{"key":"e_1_2_7_2_1","first-page":"1","article-title":"Acetohydroxyacid synthase","volume":"33","author":"Duggleby RG","year":"2000","journal-title":"J Biochem Mol Biol"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1616142114"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00726-005-0297-3"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0167-4838(98)00083-1"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.8b00665"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.83.12.4418"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1191\/074823399678846592"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2001.5419"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M211648200"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0508701103"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.7b05198"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/bk-1991-0443.ch002"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.2305"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.0c04436"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.200800103"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.6b00720"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.4460"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6336"},{"key":"e_1_2_7_20_1","unstructured":"Ministry of Agriculture of the People's Republic of China. 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