4.7 Article

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

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 70, Issue 4, Pages 1029-1036

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.1c05933

Keywords

chalcone derivatives; piperazine; antifungal activity; action mechanism; Rhizoctonia solani; Colletotrichum gloeosporioides

Funding

  1. National Natural Science Foundation of China [32072446]
  2. Science Foundation of Guizhou Province [20192452]
  3. Natural Science Research Project of Guizhou Education Department [2018009]
  4. Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, Department of Education, Guizhou Province [2020004]
  5. Program of Introducing Talents of Discipline to Universities of China (111 Program) [D20023]

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A novel chalcone derivative containing a piperazine fragment, compound D2, showed excellent fungicidal activity and inhibitory effect against Rhizoctonia solani.
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.

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