Design, Synthesis, and Herbicidal Activity of Pyrimidine-Biphenyl Hybrids as Novel Acetohydroxyacid Synthase Inhibitors

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成果类型：

期刊论文

作者：

Li, Ke-Jian;Qu, Ren-Yu;Liu, Yu-Chao;Yang, Jing-Fang;Devendar, Ponnam;...

通讯作者：

Yang, Guang-Fu;Xi, Zhen

作者机构：

[Yang, Jing-Fang; Yang, Guang-Fu; Devendar, Ponnam; Liu, Yu-Chao; Qu, Ren-Yu; Li, Ke-Jian; Chen, Qiong] CCNU, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.

[Xi, Zhen; Niu, Cong-Wei] Nankai Univ NKU, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.

[Xi, Z; Yang, GF; Yang, Guang-Fu; Xi, Zhen] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.

通讯机构：

[Yang, Guang-Fu; Xi, Z; Yang, GF] C

[Xi, Zhen] N

CCNU, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.

Nankai Univ NKU, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.

Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.

语种：

英文

关键词：

Aromatic compounds;Herbicides;Lead compounds;Scaffolds;Acetohydroxyacid synthase;Arabidopsis thaliana;Herbicidal activity;Herbicide resistant weeds;Inhibitory activity;pyrimidine-biphenyl;Structure-based designs;Weed resistances;Weed control;acetolactate synthase;biphenyl;biphenyl derivative;enzyme inhibitor;herbicide;plant protein;pyrimidine derivative;antagonists and inhibitors;Arabidopsis;Brassicaceae;chemistry;drug design;drug effects;enzymology;kinetics;structure activity relation;synthesis;weed;weed control;Acetolactate Synthase;Arabidopsis;Biphenyl Compounds;Brassicaceae;Drug Design;Enzyme Inhibitors;Herbicides;Kinetics;Plant Proteins;Plant Weeds;Pyrimidines;Structure-Activity Relationship;Weed Control

期刊：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

ISSN：

0021-8561

年：

2018

卷：

期：

页码：

3773-3782

DOI：

10.1021/acs.jafc.8b00665

基金类别：

We thank Prof. Jie Chen and her research group at Zhejiang Research Institute of Chemical Industry for their help with screening for herbicidal activity. This research was supported by the National Key R&D Program (2017YFD0200507) and the National Natural Science Foundation of China (No. 21332004).

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

The issue of weed resistance to acetohydroxyacid synthase (EC 2.2.1.6, AHAS) inhibitors has become one of the largest obstacles for the application of this class of herbicides. In a continuing effort to discover novel AHAS inhibitors to overcome weed resistance, a series of pyrimidine-biphenyl hybrids (4aa-bb and 5aa-ah) were designed and synthesized via a scaffold hopping strategy. Among these derivatives, compounds 4aa (Ki= 0.09 μM) and 4bb (Ki= 0.02 μM) displayed higher inhibitory activities against Arabidopsis thaliana AHAS than those of the controls bispyribac (Ki= 0.54 μM) and f...

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Design, Synthesis, and Herbicidal Activity of Pyrimidine-Biphenyl Hybrids as Novel Acetohydroxyacid Synthase Inhibitors

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