Design, Syntheses and Biological Activities of Novel Sulfonylureas Containing an Oxime Ether Moiety

doi:10.1007/s40242-016-5406-1

Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (2): 195-201.doi: 10.1007/s40242-016-5406-1

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Design, Syntheses and Biological Activities of Novel Sulfonylureas Containing an Oxime Ether Moiety

WEI Wei, CHENG Dandan, CHEN Wei, LIU Jingbo, WAN Yingying, LI Yuxin, LI Yonghong, YU Shujing, LI Zhengming

State Key Laboratory of Elemento-organic Chemistry, Institute of Elemento-organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), Nankai University, Tianjin 300071, P. R. China

Received:2015-10-21 Revised:2016-01-04 Online:2016-04-01 Published:2016-01-14
Contact: LI Zhengming E-mail:nkzml@vip.163.com
Supported by:
Supported by the National Natural Science Foundation of China(No.21272129), the National Key Technology Research and Development Program of China(No.2011BAE06B05), the "111" Project of the Ministry of Education of China(No.B06005) and the Project of the Synergetic Innovation Center of Chemical Science and Engineering of Tianjin, China.

Abstract

Abstract:

Since sulfonylurea is one of the most potent acetohydroxyacid synthase(AHAS) inhibitors, a series of novel sulfonylureas containing an oxime ether moiety was designed and synthesized and their chemical structures were determined by means of ¹H nuclear magnetic resonance(NMR), ¹³C NMR and high-resolution mass spectrometry(HRMS). In the herbicidal bioassay, several compounds showed moderate to good herbicidal activities against dicotyledons, but their activities against monocotyledons decreased. The in vitro antifungal activity was tested at a dosage of 50 mg/L. And the results show that compounds 7l, 7m and 7n exhibit promising antifungal activities against six common plant pathogenic fungi. Further investigations on molecular modification are in progress.

Key words: Acetohydroxyacid synthase, Sulfonylurea, Oxime ether

WEI Wei, CHENG Dandan, CHEN Wei, LIU Jingbo, WAN Yingying, LI Yuxin, LI Yonghong, YU Shujing, LI Zhengming. Design, Syntheses and Biological Activities of Novel Sulfonylureas Containing an Oxime Ether Moiety[J]. Chemical Research in Chinese Universities, 2016, 32(2): 195-201.

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Design, Syntheses and Biological Activities of Novel Sulfonylureas Containing an Oxime Ether Moiety

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