Design, Synthesis and Bioactivities of Novel Strobilurin Derivatives Containing 1,3,4-Oxadiazole Moity

doi:10.6023/cjoc201607029

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 403-410.DOI: 10.6023/cjoc201607029 Previous Articles Next Articles

ARTICLE

含噁二唑结构的甲氧基丙烯酸酯类杀菌剂的合成及生物活性研究

刘阳, 刘明, 陈明桂, 吴长春, 华学文, 周莎, 王宝雷, 李正名

南开大学元素有机化学研究所元素有机化学国家重点实验室天津化学化工协同创新中心天津 300071

收稿日期:2016-07-19 修回日期:2016-09-12 发布日期:2016-10-18
通讯作者: 李正名 E-mail:nkzml@vip.163.com
基金资助:
高等学校学科创新引智计划（No.B06005）、元素有机化学国家重点实验室和天津化学化工协同创新中心资助项目.

Design, Synthesis and Bioactivities of Novel Strobilurin Derivatives Containing 1,3,4-Oxadiazole Moity

Liu Yang, Liu Ming, Chen Minggui, Wu Changchun, Hua Xuewen, Zhou Sha, Wang Baolei, Li Zhengming

Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071

Received:2016-07-19 Revised:2016-09-12 Published:2016-10-18
Supported by:
Project by the “111” Project of Ministry of Education of China (No. B06005), the State Key Laboratory of Elemento-organic Chemistry and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin).

1. Design, Synthesis and Bioactivities of Novel Strobilurin Derivatives Containing 1,3,4-Oxadiazole Moity.PDF(1339KB)

Abstract

A series of novel strobilurin derivatives containing 1,3,4-oxdiazole moity were designed and synthesized based on the bioisosterism and coordination of active substructure theories. The structures of new compounds were characterized by ¹H NMR, ¹³C NMR and HRMS spectra. The bioassay indicated that the fungicidal activities of some compounds against Sclerotinia sclerotiorum reached the activity of azoxystrobin as the control and some compounds against Rhizotonia cerealis in vitro were more effective than the same control. Their structure-activity relationship was discussed. Methyl (E)-2-(2-((4-(1,3,4-oxadiazol-2-yl)phenoxy)methyl)phenyl)-3-methoxyacrylate (IIa) and methyl (E)-2-(2-((4-(5-ethyl-1,3,4-oxadiazol-2-yl)phe-noxy)methyl)phenyl)-3-methoxyacrylate (IIc) could be considered as leading compounds for further investigation.

Key words: 1,3,4-oxdiazole, strobilurin, in vitro, fungicidal activity

Cite this article

Liu Yang, Liu Ming, Chen Minggui, Wu Changchun, Hua Xuewen, Zhou Sha, Wang Baolei, Li Zhengming. Design, Synthesis and Bioactivities of Novel Strobilurin Derivatives Containing 1,3,4-Oxadiazole Moity[J]. Chin. J. Org. Chem., 2017, 37(2): 403-410.

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含噁二唑结构的甲氧基丙烯酸酯类杀菌剂的合成及生物活性研究

Design, Synthesis and Bioactivities of Novel Strobilurin Derivatives Containing 1,3,4-Oxadiazole Moity

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