Synthesis, Nematicidal Evaluation, and 3D-QSAR Analysis of Novel 1,3,4-Oxadiazole-Cinnamic Acid Hybrids.

Journal of Agricultural and Food Chemistry
Jixiang ChenBaoan Song

Abstract

A series of novel 1,3,4-oxadiazole-cinnamic acid hybrids were synthesized. The bioassays results indicated that compounds 1, 2, 7, and 8 showed excellent nematicidal activities against Tylenchulus semipenetrans with LC50,48h values of 9.7 ± 1.6, 15.6 ± 2.8, 8.0 ± 0.5, and 19.8 ± 2.9 mg/L, respectively, which were higher than those of avermectin (32.6 ± 4.5 mg/L) and fosthiazate (67.8 ± 1.7 mg/L). Low-toxicity compound 26, with excellent nematicidal activity in vitro (LC50,48h = 8.2 ± 1.2 mg/L), was designed on the basis of the predictive CoMFA ( q2 = 0.795, r2 = 0.921) and CoMSIA ( q2 = 0.762, r2 = 0.912) models. The control effect of compound 26 was 69.8% at an effective dose of 1.0 g per plant in a field experiment, which was superior to that of fosthiazate (67.2%). This work indicated that 1,3,4-oxadiazole-cinnamic acid hybrids may be used as potential nematicides.

References

Jul 31, 2002·Annual Review of Phytopathology·David J Chitwood
Dec 21, 2002·The Journal of Organic Chemistry·Xini ZhangDawei Xu
Sep 30, 2004·Journal of Agricultural and Food Chemistry·Sujie QinJ Ole Becker
Nov 21, 2007·Pest Management Science·Murray B Isman
Nov 28, 2007·Journal of Agricultural and Food Chemistry·Fabricio BisognoRicardo Enriz
Apr 17, 2009·Journal of Agricultural and Food Chemistry·Shipra VishnoiVirendra K Kasana
May 7, 2011·Journal of Agricultural and Food Chemistry·Yan-Ying ZhouSheng-Hong Li
Sep 14, 2011·Journal of Agricultural and Food Chemistry·Quang Le DangJin-Cheol Kim
Dec 30, 2011·European Journal of Medicinal Chemistry·Samir BondockFarid A Badria
Feb 6, 2013·Journal of Agricultural and Food Chemistry·Pierluigi CaboniGraziella Tocco
Jul 7, 2015·Journal of Agricultural and Food Chemistry·Gaolei WangXiaoyong Xu
Jun 16, 2016·Bioorganic & Medicinal Chemistry Letters·Sambhaji T DhumalRamrao A Mane
Nov 14, 2016·Bioorganic & Medicinal Chemistry Letters·Daniela De VitaLuigi Scipione
Mar 28, 2017·Journal of Agricultural and Food Chemistry·Ting LiuWei-Cheng Liu

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Citations

Mar 17, 2020·Pest Management Science·Robert D Clark
Oct 23, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zai-Bo YangYin-Ju He
Apr 16, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hui LuLinhong Jin
Sep 19, 2020·Chemical Biology & Drug Design·Lili GuXinyue Zhang
Feb 25, 2020·Journal of Agricultural and Food Chemistry·Huanyu YangBaoan Song
Sep 26, 2020·Journal of Agricultural and Food Chemistry·Fangli GangJiwen Zhang
Oct 21, 2020·Journal of Agricultural and Food Chemistry·Jixiang ChenBaoan Song
Oct 17, 2020·Journal of Agricultural and Food Chemistry·Hai-Bo WuTing-Ting Liu

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