Design, Synthesis and Biological Activity Screening of Novel Amide Derivatives Containing Aromatic Thioether Group

doi:10.6023/cjoc201903004

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (9): 2581-2588.DOI: 10.6023/cjoc201903004 Previous Articles Next Articles

ARTICLE

含芳硫醚结构的新型酰胺衍生物的设计、合成和生物活性

华学文^a, 刘南南^a, 范志金^b, 宗广宁^b, 马翼^b, 雷康^c, 殷昊^a, 王桂清^a

a 聊城大学农学院聊城 252000;
b 南开大学元素有机化学国家重点实验室天津 300071;
c 聊城大学药学院聊城 252000

收稿日期:2019-03-03 修回日期:2019-03-31 发布日期:2019-04-19
通讯作者: 华学文 E-mail:huaxuewen906@163.com
基金资助:
山东省自然科学基金（No.ZR2017BC053）、聊城大学博士科研启动基金（No.318051625）、聊城大学大学生创新创业训练（No.CXCY2018181）资助项目.

Design, Synthesis and Biological Activity Screening of Novel Amide Derivatives Containing Aromatic Thioether Group

Hua Xuewen^a, Liu Nannan^a, Fan Zhijin^b, Zong Guangning^b, Ma Yi^b, Lei Kang^c, Yin Hao^a, Wang Guiqing^a

a College of Agriculture, Liaocheng University, Liaocheng 252000;
b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071;
c College of Pharmacy, Liaocheng University, Liaocheng 252000

Received:2019-03-03 Revised:2019-03-31 Published:2019-04-19
Contact: 10.6023/cjoc201903004 E-mail:huaxuewen906@163.com
Supported by:
Project supported by the Natural Science Foundation of Shandong Province (No. ZR2017BC053), the Doctoral Research Startup Foundation of Liaocheng University (No. 318051625), and the Innovation and Entrepreneurship Training Program for College Students of Liaocheng University (No. CXCY2018181).

1. Design, Synthesis and Biological Activity Screening of Novel Amide Derivatives Containing Aromatic Thioether Group.PDF(4568KB)

Abstract

A series of amide derivatives containing aromatic sulfide and sulfone groups synthesized in our previous work displayed excellent nematocidal activity at 200 μg/mL. In order to explore the effect of structural modification of the amide bridge on biological activity in a more delicate way, two series of novel target compounds were designed and synthesized by adopting amide group flipping and introducing N-sulfonyl substituted amide bonds. The bioassays indicated that the structural modification of the amide bridge had important effects on their nematocidal and fungicidal activities, which the introduction of the N-sulfonyl substituent on the amide group was favorable to improving the nematocidal activity in comparison with compounds I. The molecular docking revealed that directly attaching the carbonyl or sulfonyl groups in the amide bridge to the aromatic rings was advantageous to the nematocidal activity.

Key words: synthesis, thioether, amide, nematocidal activity, molecular docking

Cite this article

Hua Xuewen, Liu Nannan, Fan Zhijin, Zong Guangning, Ma Yi, Lei Kang, Yin Hao, Wang Guiqing. Design, Synthesis and Biological Activity Screening of Novel Amide Derivatives Containing Aromatic Thioether Group[J]. Chin. J. Org. Chem., 2019, 39(9): 2581-2588.

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含芳硫醚结构的新型酰胺衍生物的设计、合成和生物活性

Design, Synthesis and Biological Activity Screening of Novel Amide Derivatives Containing Aromatic Thioether Group

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