Synthesis, Nematicidal Evaluation, and the Structure-Activity Relationship Study of Aurone Derivatives

被引:2
|
作者
Cao, Xiaofeng [1 ]
Wang, Mingxia [1 ]
Li, Zhong [1 ]
Xu, Xiaoyong [1 ]
机构
[1] East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
SHAFTS; scaffold hopping; nematicidal activity; aurone derivatives; SAR; INHIBITORY-ACTIVITY; HYBRID APPROACH; DISCOVERY; SHAFTS;
D O I
10.1021/acs.jafc.3c00627
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Plant-parasitic nematodes (PPNs) are one of the majorthreats tomodern agriculture. Chemical nematicides are still required for themanagement of PPNs. Based on our previous work, the structure of auroneanalogues was obtained using a hybrid 3D similarity calculation method(SHAFTS, SHApe-FeaTure Similarity). Thirty-seven compounds were synthesized.The nematicidal activity of target compounds against Meloidogyne incognita (root-knot nematode, M. incognita) was evaluated, and the structure-activityrelationship of synthesized compounds was analyzed. The results showedthat compound 6 and some of its derivatives exhibitedimpressive nematicidal activity. Among these compounds, compound 32 bearing 6-F showed the best in vitro and in vivo nematicidal activity. Its lethal concentration 50%after exposure to 72 h (LC50/72 h) value was 1.75mg/L, and the inhibition rate reached 97.93% in the sand at 40 mg/L.At the same time, compound 32 also exhibited excellentinhibition on egg hatching and moderate inhibition on the motilityof Caenorhabditis elegans (C. elegans).
引用
收藏
页码:8757 / 8768
页数:12
相关论文
共 50 条
  • [41] DFT study and quantitative structure-activity relationship for cephalosporin derivatives
    Sun Qin-Chao
    Feng Da-Cheng
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2007, 28 (04): : 696 - 699
  • [42] DFT study and quantitative structure-activity relationship for cephalosporin derivatives
    College of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China
    Kao Teng Hsueh Hsiao Hua Heush Hsueh Pao, 2007, 4 (696-699): : 696 - 699
  • [43] Current development and structure-activity relationship study of berberine derivatives
    Luo, Xiong-Fei
    Zhou, Han
    Deng, Peng
    Zhang, Shao-Yong
    Wang, Yi-Rong
    Ding, Yan-Yan
    Wang, Guang-Han
    Zhang, Zhi-Jun
    Wu, Zheng-Rong
    Liu, Ying-Qian
    BIOORGANIC & MEDICINAL CHEMISTRY, 2024, 112
  • [44] Benzyl-Triazole Derivatives of Hydrazinecarbothiamide Derivatives as Potent Tyrosinase Inhibitors: Synthesis, Biological Evaluation, Structure-Activity Relationship and Docking Study
    Divar, Masoumeh
    Tadayyon, Somayeh
    Khoshneviszadeh, Mehdi
    Pirhadi, Somayeh
    Attarroshan, Mahshid
    Mobaraki, Kourosh
    Damghani, Tahereh
    Mirfazli, Sara
    Edraki, Najmeh
    CHEMISTRYSELECT, 2023, 8 (08):
  • [45] IN VITRO EVALUATION OF ANTIOXIDANT AND ANTIMICROBIAL ACTIVITY OF SERIES OF NEW PYRAZOLE DERIVATIVES; A STUDY ON THE STRUCTURE-ACTIVITY RELATIONSHIP
    Kumar, G. Vasanth
    Govindaraju, M.
    Renuka, N.
    Pavithra, G.
    Mylarappa, B. N.
    Kumar, K. Ajay
    INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH, 2012, 3 (12): : 4801 - 4806
  • [46] Synthesis, cytotoxicity and structure-activity relationship study of terpyridines
    Zhao, Long-Xuan
    Sherchan, Jyoti
    Park, Jung Ki
    Jahng, Yurngdong
    Jeong, Byeong-Seon
    Jeong, Tae Cheon
    Lee, Chong-Soon
    Lee, Eung-Seok
    ARCHIVES OF PHARMACAL RESEARCH, 2006, 29 (12) : 1091 - 1095
  • [47] Synthesis, cytotoxicity and structure-activity relationship study of terpyridines
    Long-Xuan Zhao
    Jyoti Sherchan
    Jung Ki Park
    Yurngdong Jahng
    Byeong-Seon Jeong
    Tae Cheon Jeong
    Chong-Soon Lee
    Eung-Seok Lee
    Archives of Pharmacal Research, 2006, 29 : 1091 - 1095
  • [48] Synthesis and Antimicrobial Activity of 2-Methyl-5-nitroaniline Derivatives: A Structure-Activity Relationship Study
    Lingappa, Mallesha
    Kikkeri, N. Mahana
    Devaraju, Rakshith
    Sreedharamurthy, Satish
    CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (01) : 102 - 108
  • [49] Synthesis and insecticidal activity of novel dihalopropene derivatives containing benzoxazole moiety: A structure-activity relationship study
    Guan, Aiying
    Qin, Yukun
    Wang, Junfeng
    Li, Bin
    JOURNAL OF FLUORINE CHEMISTRY, 2013, 156 : 120 - 123
  • [50] Synthesis, Evaluation, and Structure-Activity Relationship Study of Lanosterol Derivatives To Reverse Mutant-Crystallin-Induced Protein Aggregation
    Yang, Xinglin
    Chen, Xiang-Jun
    Yang, Zimo
    Xi, Yi-Bo
    Wang, Liguo
    Wu, Yue
    Yan, Yong-Bin
    Rao, Yu
    JOURNAL OF MEDICINAL CHEMISTRY, 2018, 61 (19) : 8693 - 8706