{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T12:25:16Z","timestamp":1790857516097,"version":"4.1.0"},"reference-count":48,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2021,11,13]],"date-time":"2021-11-13T00:00:00Z","timestamp":1636761600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["scijournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Pest Management Science"],"published-print":{"date-parts":[[2022,3]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:sec>\n                    <jats:title>BACKGROUND<\/jats:title>\n                    <jats:p>4\u2010Hydroxyphenyl pyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the important target enzymes used to address the issue of weed control. HPPD\u2010inhibiting herbicides can reduce the carotenoid content in plants and hinder photosynthesis, eventually causing albinism and death. Exploring novel HPPD\u2010inhibiting herbicides is a significant direction in pesticide research. In the process of exploring new high\u2010efficiency HPPD inhibitors, a series of novel quinoxaline derivatives were designed and synthesized using an active fragment splicing strategy.<\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>RESULTS<\/jats:title>\n                    <jats:p>\n                      The title compounds were unambiguously characterized by infrared,\n                      <jats:sup>1<\/jats:sup>\n                      H NMR,\n                      <jats:sup>13<\/jats:sup>\n                      C NMR, and high\u2010resolution mass spectroscopy. The results of the\n                      <jats:italic>in vitro<\/jats:italic>\n                      tests indicated that the majority of the title compounds showed potent inhibition of\n                      <jats:italic>Arabidopsis thaliana<\/jats:italic>\n                      HPPD (\n                      <jats:italic>At<\/jats:italic>\n                      HPPD). Preliminary bioevaluation results revealed that a number of novel compounds displayed better or excellent herbicidal activity against broadleaf and monocotyledonous weeds. Compound III\u20105 showed herbicidal effects comparable to those of mesotrione at a rate of 150\u2009g of active ingredient (ai)\/ha for post\u2010emergence application. The results of molecular dynamics verified that compound III\u20105 had a more stable protein\u2010binding ability. Molecular docking results showed that compound III\u20105 and mesotrione shared homologous interplay with the surrounding residues. In addition, the enlarged aromatic ring system adds more force, and the hydrogen bond formed can enhance the synergy with \u03c0\u2013\u03c0 stacking.\n                    <\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>CONCLUSIONS<\/jats:title>\n                    <jats:p>The present work indicates that compound III\u20105 may be a potential lead structure for the development of new HPPD inhibitors.<\/jats:p>\n                  <\/jats:sec>","DOI":"10.1002\/ps.6703","type":"journal-article","created":{"date-parts":[[2021,10,31]],"date-time":"2021-10-31T02:13:35Z","timestamp":1635646415000},"page":"938-946","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":44,"title":["Design, synthesis and biological activity of novel triketone\u2010containing quinoxaline as\n                    <scp>HPPD<\/scp>\n                    inhibitor"],"prefix":"10.1002","volume":"78","author":[{"given":"Wei","family":"Hu","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2012-8768","authenticated-orcid":false,"given":"Shuang","family":"Gao","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Li\u2010Xia","family":"Zhao","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ke\u2010Liang","family":"Guo","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jia\u2010Yu","family":"Wang","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ying\u2010Chao","family":"Gao","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xin\u2010Xin","family":"Shao","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4265-6879","authenticated-orcid":false,"given":"Ying","family":"Fu","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7731-752X","authenticated-orcid":false,"given":"Fei","family":"Ye","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry College of Science, Northeast Agricultural University  Harbin People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,11,13]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M111.227595"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00728a032"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.abb.2004.08.015"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-9422(02)00121-8"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.6b01395"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2014.08.043"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0126731"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.7b03851"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5967"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.5b01530"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.3894"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1614\/0890-037X(2003)017[0284:MAAAFW]2.0.CO;2"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1614\/WT-D-16-00019.1"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1111\/tpj.14089"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.4697"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5725"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.indcrop.2019.05.070"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2016.06.004"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jhazmat.2020.124015"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2019.00556"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cej.2021.132758"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.3389\/fphar.2018.00277"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.0c00051"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms21197144"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejps.2020.105504"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2006.04.029"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1124\/dmd.30.3.344"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1094\/MPMI-22-9-1143"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/ml400468x"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.549"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2005.11.088"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6005"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.1c02221"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.1c04621"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pestbp.2021.104958"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.9b03587"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.0c01867"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6193"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic101946n"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.9b04917"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.6b04110"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6159"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5591"},{"key":"e_1_2_7_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.9b01412"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms21155546"},{"key":"e_1_2_7_47_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pestbp.2021.104811"},{"key":"e_1_2_7_48_1","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2017.00107"},{"key":"e_1_2_7_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.5b01530"}],"container-title":["Pest Management Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ps.6703","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/ps.6703","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/scijournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ps.6703","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,21]],"date-time":"2025-10-21T16:51:46Z","timestamp":1761065506000},"score":1,"resource":{"primary":{"URL":"https:\/\/scijournals.onlinelibrary.wiley.com\/doi\/10.1002\/ps.6703"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,11,13]]},"references-count":48,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2022,3]]}},"alternative-id":["10.1002\/ps.6703"],"URL":"https:\/\/doi.org\/10.1002\/ps.6703","archive":["Portico"],"relation":{},"ISSN":["1526-498X","1526-4998"],"issn-type":[{"value":"1526-498X","type":"print"},{"value":"1526-4998","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,11,13]]},"assertion":[{"value":"2021-07-29","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-10-30","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-11-13","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}