Synthesis, crystal structure and antifungal activities of new quinoline derivatives

被引：7
作者：
Sun, Xin-Peng [1 ,3 ]
Yu, Wei [1 ,3 ]
Min, Li-Jing [2 ]
Han, Liang [1 ]
Sun, Na-Bo [3 ]
Liu, Xing-Hai [1 ]
机构：
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China
[2] Huzhou Univ, Coll Life Sci, Key Lab Vector Biol & Pathogen Control Zhejiang Pr, Huzhou 313000, Zhejiang, Peoples R China
[3] Zhejiang Shuren Univ, Coll Biol & Environm Engn, Hangzhou 310015, Zhejiang, Peoples R China
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2023年 / 1277卷
关键词：
Quinoline; Synthesis; Diphenyl ether; Antifungal activity; HERBICIDAL ACTIVITY; DESIGN;
D O I：
10.1016/j.molstruc.2022.134792
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A series of new quinoline ester derivatives containing diphenyl ether motif were designed and synthesized using 4-chlorophenol, 1-chloro-2-nitrobenzene, as raw materials via four steps. The structures were confirmed by 1 H NMR and HRMS. The compound 8-(4-chlorophenoxy)-2,3-dimethylquinolin-4-(4-chloro) benzoate (4j) exhibited moderate fungicidal activity (68.2% inhibition) against the plant pathogens Sclerotinia sclerotiorum at 50 mu g/mL.(c) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数：6
相关论文
共 38 条
  • [1] Synthesis of neocryptolepines and carbocycle-fused quinolines and evaluation of their anticancer and antiplasmodial activities
    Akkachairin, Bhornrawin
    Rodphon, Warabhorn
    Reamtong, Onrapak
    Mungthin, Mathirut
    Tummatorn, Jumreang
    Thongsornkleeb, Charnsak
    Ruchirawat, Somsak
    [J]. BIOORGANIC CHEMISTRY, 2020, 98
  • [2] Structural modifications of quinoline-based antimalarial agents: Recent developments
    Bawa, Sandhya
    Kumar, Suresh
    Drabu, Sushma
    Kumar, Rajiv
    [J]. JOURNAL OF PHARMACY AND BIOALLIED SCIENCES, 2010, 2 (02): : 64 - 71
  • [3] Synthesis, spectroscopic characterization, crystal structure, DFT, molecular docking and in vitro antibacterial potential of novel quinoline derivatives
    Bouzian, Younos
    Karrouchi, Khalid
    Sert, Yusuf
    Lai, Chin-Hung
    Mahi, Lhassane
    Hamou Ahabchane, Noureddine
    Talbaoui, Ahmed
    Mague, Joel T.
    Essassi, El Mokhtar
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2020, 1209
  • [4] The synthesis of 6-(tert-butyl)-8-fluoro-2,3-dimethylquinoline carbonate derivatives and their antifungal activity against Pyricularia oryzae
    Cheng, Long
    Zhang, Ruirui
    Wu, Hongke
    Liu, Xinghai
    Xu, Tianming
    [J]. FRONTIERS OF CHEMICAL SCIENCE AND ENGINEERING, 2019, 13 (02) : 369 - 376
  • [5] Synthesis and Insecticidal Activity of New Quinoline Derivatives Containing Perfluoropropanyl Moiety
    Cheng, Long
    Cai, Peng-Peng
    Zhang, Rui-Rui
    Han, Liang
    Tan, Cheng-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Liu, Xing-Hai
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (04) : 1312 - 1317
  • [6] Synthesis and Biological Activity of Some New 6-perfluoropropanyl Quinoline Derivatives
    Cheng, Long
    Zhang, Rui-Rui
    Han, Liang
    Tan, Cheng-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Liu, Xing-Hai
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (11) : 2585 - 2589
  • [7] Glycoconjugation of Quinoline Derivatives Using the C-6 Position in Sugars as a Strategy for Improving the Selectivity and Cytotoxicity of Functionalized Compounds
    Dominska, Monika
    Pastuch-Gawolek, Gabriela
    Skonieczna, Magdalena
    Szeja, Wieslaw
    Dominski, Adrian
    Kurcok, Piotr
    [J]. MOLECULES, 2022, 27 (20):
  • [8] New quinoline derivatives: Synthesis and investigation of antibacterial and antituberculosis properties
    Eswaran, Sumesh
    Adhikari, Airody Vasudeva
    Chowdhury, Imran H.
    Pal, Nishith K.
    Thomas, K. D.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (08) : 3374 - 3383
  • [9] Synthesis and Antifungal Activity of Some 6-tert-butyl-8-chloro-2, 3-dimethylquinolin-4-ol Derivatives against Pyricularia oryae
    Fang, Yue-Ming
    Zhang, Rui-Rui
    Shen, Zhong-Hua
    Tan, Cheng-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Liu, Xing-Hai
    Huang, Hong-Ying
    Wu, Hong-Ke
    [J]. LETTERS IN DRUG DESIGN & DISCOVERY, 2018, 15 (12) : 1314 - 1318
  • [10] Synthesis, Antifungal Activity, and SAR Study of Some New 6-Perfluoropropanyl Quinoline Derivatives
    Fang, Yue-Ming
    Zhang, Rui-Rui
    Shen, Zhong-Hua
    Wu, Hong-Ke
    Tan, Cheng-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Liu, Xing-Hai
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (01) : 240 - 245
1234