Design, synthesis and structure-activity relationship of novel coumarin derivatives

被引：44
|
作者：
Guan, Ai-Ying [1 ]
Liu, Chang-Ling [1 ]
Li, Miao [1 ]
Zhang, Hong [1 ]
Li, Zhi-Nian [1 ]
Li, Zheng-Ming [2 ]
机构：
[1] Shenyang Res Inst Chem Ind, State Key Lab Discovery & Dev Novel Pesticide, Shenyang 110021, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
PEST MANAGEMENT SCIENCE | 2011年 / 67卷 / 06期
关键词：
coumarin derivatives; methoxyacrylates; intermediate derivatisation method; fungicidal activities; structure-activity relationship; STROBILURIN DERIVATIVES; FUNGICIDAL ACTIVITY; BIOLOGICAL-ACTIVITY; ACARICIDAL ACTIVITY; ALLELOCHEMICALS;
D O I：
10.1002/ps.2103
中图分类号：
S3 [农学（农艺学）];
学科分类号：
0901 ;
摘要：
BACKGROUND: The lead coumarin derivative (E)-methyl 3-methoxy-2-[2-(4-methylcoumarin-7-yloxymethyl) phenyl]acrylate was discovered by using an intermediate derivatisation method. To discover new coumarin derivatives with improved activity, a series of substituted coumarins were synthesised and bioassayed. RESULTS: The compounds were identified by H-1 NMR, IR, MS and elemental analysis. Bioassays demonstrated that some of the title compounds exhibited excellent fungicidal activity against cucumber downy mildew at 25 mg L-1. The relationship between structure and fungicidal activity is reported. CONCLUSION: The present work demonstrates that coumarin derivatives containing methoxyacrylate moieties can be used as possible lead compounds for developing novel fungicides. (C) 2011 Society of Chemical Industry
引用
收藏
页码：647 / 655
页数：9
相关论文
共 50 条
  • [21] Design, synthesis and structure-activity relationship of novel oxime ether strobilurin derivatives containing substituted benzofurans
    Xie, Ya-Qiang
    Huang, Yi-Bing
    Liu, Jian-She
    Ye, Li-Yi
    Che, Li-Ming
    Tu, Song
    Liu, Chang-Ling
    PEST MANAGEMENT SCIENCE, 2015, 71 (03) : 404 - 414
  • [22] STRUCTURE-ACTIVITY RELATIONSHIP OF NOVEL DISTAMYCIN-A DERIVATIVES - SYNTHESIS AND ANTITUMOR-ACTIVITY
    DALESSIO, R
    GERONI, C
    BIASOLI, G
    PESENTI, E
    GRANDI, M
    MONGELLI, N
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (12) : 1467 - 1472
  • [23] Design, Synthesis, and Structure-Activity Relationship Studies of Novel Thioether Pleuromutilin Derivatives as Potent Antibacterial Agents
    Ling, Chenyu
    Fu, Liqiang
    Gao, Suo
    Chu, Wenjing
    Wang, Hui
    Huang, Yanqin
    Chen, Xiaoyan
    Yang, Yushe
    JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (11) : 4772 - 4795
  • [24] Design, synthesis and structure-activity relationship study of aminopyridine derivatives as novel inhibitors of Janus kinase 2
    Wang, Wanqi
    Diao, Yanyan
    Li, Wenjie
    Luo, Yating
    Yang, Tingyuan
    Zhao, Yuyu
    Qi, TianTian
    Xu, Fangling
    Ma, Xiangyu
    Ge, Huan
    Liang, Yingfan
    Zhao, Zhenjiang
    Liang, Xin
    Wang, Rui
    Zhu, Lili
    Li, Honglin
    Xu, Yufang
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (12) : 1507 - 1513
  • [25] Synthesis of New Coumarin Compounds and Its Hypoglycemic Activity and Structure-Activity Relationship
    Qi, Gang
    Zhang, Wenguo
    ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (17) : 9835 - 9839
  • [26] Design, Synthesis and Structure-Activity Relationship Optimization of Lycorine Derivatives for HCV Inhibition
    Duozhi Chen
    Jieyun Cai
    Junjun Cheng
    Chenxu Jing
    Junlin Yin
    Jiandong Jiang
    Zonggen Peng
    Xiaojiang Hao
    Scientific Reports, 5
  • [27] Design, Synthesis, and Structure-Activity Relationship Studies of Magnolol Derivatives as Antifungal Agents
    Li, Hu
    He, Ying-Hui
    Hu, Yong-Mei
    Chu, Qing-Ru
    Chen, Yong-Jia
    Wu, Zhen-Rong
    Zhang, Zhi-Jun
    Liu, Ying-Qian
    Yang, Cheng-Jie
    Liang, Hong-Jie
    Yan, Yin-Fang
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2021, 69 (40) : 11781 - 11793
  • [28] Design, synthesis, and structure-activity relationship studies of benzothiazole derivatives as antifungal agents
    Zhao, Shizhen
    Zhao, Liyu
    Zhang, Xiangqian
    Liu, Chunchi
    Hao, Chenzhou
    Xie, Honglei
    Sun, Bin
    Zhao, Dongmei
    Cheng, Maosheng
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 123 : 514 - 522
  • [29] Design, Synthesis and Structure-Activity Relationship Optimization of Lycorine Derivatives for HCV Inhibition
    Chen, Duozhi
    Cai, Jieyun
    Cheng, Junjun
    Jing, Chenxu
    Yin, Junlin
    Jiang, Jiandong
    Peng, Zonggen
    Hao, Xiaojiang
    SCIENTIFIC REPORTS, 2015, 5
  • [30] Synthesis and structure-activity relationship of novel benzoxazole derivatives as melatonin receptor agonists
    Sun, LQ
    Chen, J
    Bruce, M
    Deskus, JA
    Epperson, JR
    Takaki, K
    Johnson, G
    Iben, L
    Mahle, CD
    Ryan, E
    Xu, C
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (14) : 3799 - 3802
12345