{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T18:47:46Z","timestamp":1790621266564,"version":"4.1.0"},"reference-count":49,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2022,10,17]],"date-time":"2022-10-17T00:00:00Z","timestamp":1665964800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21867003"],"award-info":[{"award-number":["21867003"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100018555","name":"Science and Technology Program of Guizhou Province","doi-asserted-by":"publisher","award":["20191139"],"award-info":[{"award-number":["20191139"]}],"id":[{"id":"10.13039\/501100018555","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["scijournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Pest Management Science"],"published-print":{"date-parts":[[2023,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:sec><jats:title>Background<\/jats:title><jats:p>With the long\u2010term use of traditional bactericides and antiviral agents, drug resistance has become increasingly prominent, resulting in impaired crop growth and yields. Based on this, the introduction of small molecular active groups into natural products has become the direction of research for green pesticides.<\/jats:p><\/jats:sec><jats:sec><jats:title>Results<\/jats:title><jats:p>In this study, novel 1,3,4\u2010oxadiazole sulfonate\/carboxylate flavonoid derivatives were explored. Among them, <jats:bold>D4<\/jats:bold> exhibited good inhibitory effects on plant bacteria. It is worth mentioning that <jats:bold>D4<\/jats:bold> (15\u2009\u03bcg\u2009ml<jats:sup>\u22121<\/jats:sup>) exhibited an excellent median effective concentration (EC<jats:sub>50<\/jats:sub>) value against <jats:italic>Xanthomonas oryzae<\/jats:italic> pv. <jats:italic>oryzae<\/jats:italic> (<jats:italic>Xoo<\/jats:italic>), which was better than bismerthiazol (73\u2009\u03bcg\u2009ml<jats:sup>\u22121<\/jats:sup>) and thiodiazole copper (100\u2009\u03bcg\u2009ml<jats:sup>\u22121<\/jats:sup>). The EC<jats:sub>50<\/jats:sub> for <jats:bold>D4<\/jats:bold> was much lower than the two positive controls (bismerthiazol, thiodiazole copper), making <jats:bold>D4<\/jats:bold> more potent in this assay of bacterial growth inhibition. In addition, mechanism research using scanning electron microscopy revealed that <jats:bold>D4<\/jats:bold> could cause deformation or rupture of the cell membranes of <jats:italic>Xoo<\/jats:italic> and <jats:italic>Pseudomonas syringae<\/jats:italic> pv. <jats:italic>actinidiae<\/jats:italic>. Moreover, <jats:bold>D4<\/jats:bold> exhibited the best EC<jats:sub>50<\/jats:sub> for in vivo curative (132\u2009\u03bcg\u2009ml<jats:sup>\u22121<\/jats:sup>) and protective (101\u2009\u03bcg\u2009ml<jats:sup>\u22121<\/jats:sup>) activities against tobacco mosaic virus, which were more effective than ningnanmycin. Microscale thermophoresis data suggested that <jats:bold>D4<\/jats:bold> [dissociation constant\u00a0(<jats:italic>K<\/jats:italic><jats:sub>d<\/jats:sub>) =\u20090.038\u2009\u00b1\u20090.011\u2009\u03bcmol\u2009L<jats:sup>\u22121<\/jats:sup>] exhibited a stronger binding capacity than the control agent ningnanmycin (<jats:italic>K<\/jats:italic><jats:sub>d<\/jats:sub> =\u20094.707\u2009\u00b1\u20092.176\u2009\u03bcmol\u2009L<jats:sup>\u22121<\/jats:sup>).<\/jats:p><\/jats:sec><jats:sec><jats:title>Conclusion<\/jats:title><jats:p>The biological activity data and mode of action demonstrated that <jats:bold>D4<\/jats:bold> had the best antibacterial and antiviral effects. Compound <jats:bold>D4<\/jats:bold> discovered in the current work may be a very promising agricultural drug. \u00a9 2022 Society of Chemical Industry.<\/jats:p><\/jats:sec>","DOI":"10.1002\/ps.7197","type":"journal-article","created":{"date-parts":[[2022,9,23]],"date-time":"2022-09-23T04:48:59Z","timestamp":1663908539000},"page":"274-283","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":33,"title":["Novel 1,3,4\u2010oxadiazole sulfonate\/carboxylate flavonoid derivatives: synthesis and biological activity"],"prefix":"10.1002","volume":"79","author":[{"given":"Feng","family":"Peng","sequence":"first","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tingting","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yunying","family":"Zhu","sequence":"additional","affiliation":[{"name":"School of Chemical Engineering Guizhou Institute of Technology  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fang","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiao","family":"Cao","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qifan","family":"Wang","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liwei","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4471-5414","authenticated-orcid":false,"given":"Wei","family":"Xue","sequence":"additional","affiliation":[{"name":"State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering; Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education; Research and Development Center for Fine Chemicals Guizhou University  Guiyang People's Republic of China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,10,17]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6024"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.6510"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules23123132"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1046\/j.1364-3703.2004.00197.x"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1186\/s13065-017-0336-7"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1007\/s13313-014-0328-1"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5910"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules24050925"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.4762"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.9b02681"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5873"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1094\/PDIS-94-2-0201"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202100939"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0115323"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.1c05256"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jscs.2020.101194"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.phymed.2020.153223"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1080\/01635581.2014.951732"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11010-015-2492-1"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.3892\/ol.2017.6031"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biopha.2019.109506"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.arabjc.2021.103243"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.0c01652"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9RA05139B"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2015.04.063"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms21228692"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2015.02.069"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.arabjc.2013.11.010"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2011.12.013"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.arabjc.2022.103712"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2020.127237"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1080\/15376516.2018.1506848"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9RA05349B"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.14233\/ajchem.2019.21623"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1080\/10426507.2019.1655418"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biopha.2017.06.013"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25071488"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.1c03755"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.6023\/cjoc202008006"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.fitote.2020.104804"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.5587"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00706-021-02739-1"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9NJ05867B"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9NJ03019K"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pestbp.2020.104749"},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijbiomac.2016.10.027"},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9RA00618D"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202000025"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jep.2022.115118"}],"container-title":["Pest Management Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ps.7197","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/ps.7197","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/scijournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ps.7197","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,21]],"date-time":"2025-10-21T15:22:12Z","timestamp":1761060132000},"score":1,"resource":{"primary":{"URL":"https:\/\/scijournals.onlinelibrary.wiley.com\/doi\/10.1002\/ps.7197"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,17]]},"references-count":49,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2023,1]]}},"alternative-id":["10.1002\/ps.7197"],"URL":"https:\/\/doi.org\/10.1002\/ps.7197","archive":["Portico"],"relation":{},"ISSN":["1526-498X","1526-4998"],"issn-type":[{"value":"1526-498X","type":"print"},{"value":"1526-4998","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,17]]},"assertion":[{"value":"2022-03-30","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-09-23","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-10-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}