{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,5]],"date-time":"2026-08-05T00:40:47Z","timestamp":1785890447626,"version":"3.56.0"},"reference-count":23,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2019,4,3]],"date-time":"2019-04-03T00:00:00Z","timestamp":1554249600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100012226","name":"Fundamental Research Funds for the Central Universities","doi-asserted-by":"publisher","award":["2662016PY112"],"award-info":[{"award-number":["2662016PY112"]}],"id":[{"id":"10.13039\/501100012226","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A series of novel 3-aryl-4-hydroxy-2(5H) furanone-acrylate hybrids were designed and synthesized based on the natural butenolides and acrylates scaffolds. The structures of the prepared compounds were characterized by 1H-NMR, 13C-NMR and electrospray ionization mass spectrometry (ESI-MS), and the bioactivity of the target compounds against twelve phytopathogenic fungi was investigated. The preliminary in vitro antifungal activity screening showed that most of the target compounds had moderate inhibition on various pathogenic fungi at the concentration of 100 mg\u00b7L\u22121, and presented broad-spectrum antifungal activities. Further studies also indicated that compounds 7e and 7k still showed some inhibitory activity against Pestallozzia theae, Sclerotinia sclerotiorum and Gibberella zeae on rape plants at lower concentrations, which could be optimized as a secondary lead for further research.<\/jats:p>","DOI":"10.3390\/molecules24071304","type":"journal-article","created":{"date-parts":[[2019,4,4]],"date-time":"2019-04-04T03:13:42Z","timestamp":1554347622000},"page":"1304","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Synthesis and Bio-Evaluation of Natural Butenolides-Acrylate Conjugates"],"prefix":"10.3390","volume":"24","author":[{"given":"Longzhu","family":"Bao","sequence":"first","affiliation":[{"name":"College of Science, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuangshuang","family":"Wang","sequence":"additional","affiliation":[{"name":"College of Science, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Di","family":"Song","sequence":"additional","affiliation":[{"name":"College of Science, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jingjing","family":"Wang","sequence":"additional","affiliation":[{"name":"College of Science, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiufang","family":"Cao","sequence":"additional","affiliation":[{"name":"College of Science, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shaoyong","family":"Ke","sequence":"additional","affiliation":[{"name":"National Biopesticide Engineering Research Center, Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2019,4,3]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1169","DOI":"10.1002\/ps.3744","article-title":"Natural products for pest control: An analysis of their role, value and future","volume":"70","author":"Gerwick","year":"2014","journal-title":"Pest Manag. Sci."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1328","DOI":"10.1002\/(SICI)1521-3773(19990517)38:10<1328::AID-ANIE1328>3.0.CO;2-1","article-title":"Strobilurins: Evolution of a new class of active substances","volume":"38","author":"Sauter","year":"1999","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_3","first-page":"363","article-title":"New active ingredients of pesticides from 2011 to 2017 and application of natural products derivatization method in agrochemical molecular design","volume":"31","author":"Liu","year":"2019","journal-title":"Nat. Prod. Res. Dev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"149","DOI":"10.1016\/j.scienta.2018.01.052","article-title":"Combined effects of deficit irrigation and strobilurin application on gas exchange, yield and water use efficiency in tomato (Solanum lycopersicum L.)","volume":"233","author":"Giuliani","year":"2018","journal-title":"Sci. Hortic."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"403","DOI":"10.6023\/cjoc201607029","article-title":"Design, synthesis and bioactivities of novel strobilurin derivatives containing 1,3,4-oxadiazole moity","volume":"37","author":"Liu","year":"2017","journal-title":"Chin. J. Org. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"441","DOI":"10.1080\/03601230701316465","article-title":"Review of strobilurin fungicide chemicals","volume":"42","author":"Balba","year":"2007","journal-title":"J. Environ. Sci. Health B"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1124","DOI":"10.1021\/jo802038z","article-title":"3-Aryltetronic acids: Efficient preparation and use as precursors for vulpinic acids","volume":"74","author":"Mallinger","year":"2009","journal-title":"J. Org. Chem."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1429","DOI":"10.1021\/jo0355698","article-title":"An efficient synthesis of 4-halo-5-hydroxyfuran-2(5H)-ones via the sequential halolactonization and \u03b3-hydroxylation of 4-aryl-2,3-alkadienoic acids","volume":"69","author":"Ma","year":"2004","journal-title":"J. Org. Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"697","DOI":"10.2533\/000942903777678588","article-title":"Spirodiclofen and spiromesifen\u2014Novel acaricidal and insecticidal tetronic acid derivatives with a new mode of action","volume":"57","author":"Bretschneider","year":"2003","journal-title":"Chimia"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"4860","DOI":"10.1016\/j.bmc.2015.05.026","article-title":"Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent","volume":"23","author":"Wang","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"4874","DOI":"10.1016\/j.tetlet.2010.07.044","article-title":"Total synthesis of pulverolide: Revision of its structure","volume":"51","author":"Yang","year":"2010","journal-title":"Tetrahedron Lett."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"5952","DOI":"10.1021\/acs.orglett.6b03087","article-title":"Catalytic undirected intermolecular C\u2212H functionalization of arenes with 3-diazofuran-2,4-dione: Synthesis of 3-aryl tetronic acids, vulpinic acid, pinastric acid, and methyl isoxerocomate","volume":"18","author":"Manchoju","year":"2016","journal-title":"Org. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"737","DOI":"10.1016\/j.bmcl.2012.11.090","article-title":"A facile synthesis, antibacterial activity of pulvinone and its derivatives","volume":"23","author":"Xu","year":"2013","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"919","DOI":"10.1248\/yakushi1947.88.7_919","article-title":"Antifungal studies on drugs. I. antifungal activity of five-membered lactone derivatives","volume":"88","author":"Sakurai","year":"1968","journal-title":"Yakugaku Zasshi"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"4552","DOI":"10.1016\/j.bmc.2005.04.055","article-title":"New 3- and 4-hydroxyfuranones as anti-oxidants and anti-inflammatory agents","volume":"13","author":"Weber","year":"2005","journal-title":"Bioorg. Med. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"23","DOI":"10.1016\/j.aca.2015.01.050","article-title":"Development of models for prediction of the antioxidant activity of derivatives of natural compounds","volume":"868","author":"Kuzmanovski","year":"2015","journal-title":"Anal. Chim. Acta"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"3884","DOI":"10.1016\/j.bmc.2011.05.042","article-title":"4-Alkoxy-3-arylfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation","volume":"19","author":"Xiao","year":"2011","journal-title":"Bioorg. Med. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1641","DOI":"10.1039\/p19910001641","article-title":"Structural studies of MM46115, a novel tetronic acid containing macrolide with antiviral and antibacterial activity isolated from actinomadura pelletieri","volume":"7","author":"Luk","year":"1991","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"3772","DOI":"10.1016\/j.bmcl.2014.06.074","article-title":"Synthesis, characterization, antifungal evaluation and 3D-QSAR study of phenylhydrazine substituted tetronic acid derivatives","volume":"24","author":"Hu","year":"2014","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/j.biocontrol.2014.11.006","article-title":"A simple inhibition coefficient for quantifying potency of biocontrol agents against plant-pathogenic fungi","volume":"81","author":"Cray","year":"2015","journal-title":"Biol. Control"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"717","DOI":"10.1111\/jph.12009","article-title":"Activity of ten fungicides against Phytophthora capsici isolates resistant to metalaxyl","volume":"160","author":"Qi","year":"2012","journal-title":"J. Phytopathol."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"1517","DOI":"10.1002\/cjoc.201200101","article-title":"Synthesis and antifungal activities of new type \u03b2-methoxyacrylate-based strobilurin analogues","volume":"30","author":"Zhang","year":"2012","journal-title":"Chin. J. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1590\/S0103-50532011000500006","article-title":"Synthesis, antimicrobial and cytotoxicity studies of some novel modified strobilurin derivatives","volume":"22","author":"Sridhara","year":"2011","journal-title":"J. Braz. Chem. Soc."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/24\/7\/1304\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T12:42:35Z","timestamp":1760186555000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/24\/7\/1304"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,4,3]]},"references-count":23,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2019,4]]}},"alternative-id":["molecules24071304"],"URL":"https:\/\/doi.org\/10.3390\/molecules24071304","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,4,3]]}}}