Design, synthesis and structure–activity relationship of novel oxime ether strobilurin derivatives containing substituted benzofurans. Issue 3 (28th May 2014)

• Record Type: Journal Article
• Authors: Xie, Ya‐Qiang; Huang, Yi‐Bing; Liu, Jian‐She; Ye, Li‐Yi; Che, Li‐Ming; Tu, Song; Liu, Chang‐Ling
• Is Part Of: Pest management science. Volume 71:Issue 3(2015:Mar.)
• Page Start: 404
• Page End: 414
• Publication Date: 2014-05-28
• Subjects: Pests -- Control -- Periodicals; Pesticides -- Periodicals; 632.9
• DOI: 10.1002/ps.3819
• Languages: English
• ISSNs: 1526-498X

Abstract

<abstract abstract-type="main" id="ps3819-abs-0001"> <title>Abstract</title> <sec id="ps3819-sec-0001" sec-type="section"> <title>BACKGROUND</title> <p id="ps3819-para-0001">Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin analogues with broad spectrum and high activity, a series of novel oxime ether strobilurin derivatives containing substituted benzofurans in the side chain were synthesised and bioassayed.</p> </sec> <sec id="ps3819-sec-0002" sec-type="section"> <title>RESULTS</title> <p id="ps3819-para-0002">The synthesised compounds were characterised by <sup>1</sup>H NMR, <sup>13</sup>C NMR, MS and HRMS. Bioassays demonstrated that most target compounds possessed good or excellent fungicidal activities, especially against <italic>Erysiphe graminis</italic> and <italic>Pyricularia oryzae</italic>. Furthermore, methyl 3‐methoxypropenoate oxime ethers exhibited remarkably higher activities against <italic>E. graminis</italic>, <italic>Colletotrichum lagenarium</italic> and <italic>Puccinia sorghi</italic> Schw. Notably, (<italic>E</italic>, <italic>E</italic>)‐methyl 3‐methoxy‐2‐{2‐[({[5‐fluoro‐1‐(benzofuran‐2‐yl)ethylidene]amino}oxy)methyl]phenyl}propenoate (BSF2) and (<italic>E</italic>, <italic>E</italic>)‐methyl 3‐methoxy‐2‐{2‐[({[5‐chloro‐1‐(benzofuran‐2‐yl)ethylidene]amino}oxy)methyl]phenyl}propenoate (BSF3) were identified as the most promising candidates for further study.</p> </sec> <sec id="ps3819-sec-0003" sec-type="section"> <title>CONCLUSION</title> <p id="ps3819-para-0003">The present work demonstrates that oxime ether strobilurin derivatives containing benzofurans can be used as possible lead compounds for developing novel fungicides. © 2014 Society of Chemical Industry</p> </sec> </abstract>