Design, Synthesis, and Antifungal Activity of Novel Chalcone Derivatives Containing a Piperazine Fragment

被引:51
|
作者
Zhou, Qing [1 ]
Tang, Xuemei [1 ]
Chen, Shuai [1 ]
Zhan, Wenliang [1 ]
Hu, Die [1 ]
Zhou, Ran [1 ]
Sun, Nan [1 ]
Wu, YongJun [2 ]
Xue, Wei [1 ]
机构
[1] Guizhou Univ, Res & Dev Ctr Fine Chem, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn,Minist Educ, Guiyang 550025, Guizhou, Peoples R China
[2] Guizhou Univ, Inst Agrobioengn, Coll Life Sci, Guiyang 550025, Guizhou, Peoples R China
基金
中国国家自然科学基金;
关键词
chalcone derivatives; piperazine; antifungal activity; action mechanism; Rhizoctonia solani; Colletotrichum gloeosporioides; BIOLOGICAL EVALUATION; MOLECULAR DOCKING; ACTION MECHANISM; ANTIBACTERIAL; SKELETON; MOIETY; BLIGHT;
D O I
10.1021/acs.jafc.1c05933
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
In an attempt to find the biorational pesticides, 20 novel chalcone derivatives containing a piperazine fragment were designed and synthesized. Their fungicidal activities and preliminarily action mechanism against Rhizoctonia solani were evaluated. Strikingly, the biological activity of compound D2 was obtained by optimizing the structure of the system. Subsequently, the practical value of compound D2 was ascertained by the relative surveys on in vivo anti-R. solani and anti-Colletotrichum gloeosporioides. The results revealed by scanning electron microscopy demonstrated that compound D2 could induce irregular and shrivelled growth of mycelium and rupture of the mycelium surface. This study indicates that chalcone derivatives containing a piperazine skeleton had better inhibitory effect on plant fungi, providing further complementary research on new pesticides.
引用
收藏
页码:1029 / 1036
页数:8
相关论文
共 50 条
  • [21] Design, synthesis and antifungal activity of novel triazole derivatives
    Zhao, Qing Jie
    Song, Yan
    Hu, Hong Gang
    Yu, Shi Chong
    Wu, Qiu Ye
    CHINESE CHEMICAL LETTERS, 2007, 18 (06) : 670 - 672
  • [22] Design, Synthesis and Antifungal Activity of Novel Triazole Derivatives
    Chun Quan SHENG
    ChineseChemicalLetters, 2004, (04) : 404 - 407
  • [23] Design, Synthesis and Antifungal Activity of Novel Isoquinoline Derivatives
    Zuo Huailong
    Lei Simin
    Zhang Rui
    Li Yuxin
    Chen Wei
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2021, 42 (09): : 2766 - 2771
  • [24] Design, synthesis and antifungal activity of novel furancarboxamide derivatives
    Wen, Fang
    Jin, Hong
    Tao, Ke
    Hou, Taiping
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 120 : 244 - 251
  • [25] Design, synthesis and antifungal activity of novel triazole derivatives
    Qing Jie Zhao
    ChineseChemicalLetters, 2007, (06) : 670 - 672
  • [26] Design, synthesis and antifungal activity of novel triazole derivatives
    Sheng, CQ
    Zhang, WN
    Ji, HT
    Song, YL
    Zhang, M
    Zhou, YJ
    Lü, JG
    Zhu, J
    CHINESE CHEMICAL LETTERS, 2004, 15 (04) : 404 - 407
  • [27] Design, Synthesis, and Antibacterial and Antifungal Activities of Novel Trifluoromethyl and Trifluoromethoxy Substituted Chalcone Derivatives
    Lagu, Surendra Babu
    Yejella, Rajendra Prasad
    Bhandare, Richie R.
    Shaik, Afzal B.
    PHARMACEUTICALS, 2020, 13 (11) : 1 - 16
  • [28] Synthesis and Biological Evaluation of Novel Substituted Chalcone-piperazine Derivatives
    Gao, Hui
    Zheng, Xi
    Zhu, Ping
    Wang, Si
    Wan, Chunping
    Rao, Gaoxiong
    Mao, Zewei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (03) : 684 - 691
  • [29] Synthesis and Antibacterial Activity of Thienyl Chalcone Derivatives Bearing Piperazine Moiety
    Li, Yongkun
    Tang, Yanling
    Li, Minxin
    Yang, Xiaobi
    Gao, Hui
    Mao, Zewei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (01) : 108 - 114
  • [30] Design, synthesis, and anticancer activity of novel aryl/heteroaryl chalcone derivatives
    Arasavelli, Ananda Mohan
    Sharma, Ganapavarapu Veera Raghava
    Vidavalur, Siddaiah
    HETEROCYCLIC COMMUNICATIONS, 2016, 22 (01) : 1 - 5