Synthesis and Antifungal Activity of Curcumol Derivatives

Chem Biodivers. 2023 Jun;20(6):e202300442. doi: 10.1002/cbdv.202300442. Epub 2023 May 19.

Abstract

To discover novel and effective antifungal candidates, a series of new curcumol derivatives were designed, synthesized, and evaluated their antifungal activity against five phytopathogenic fungi by the mycelium growth rate method. Derivatives c4, c22 and c23 exhibited excellent antifungal activity against Phomopsis sp. with EC50 values of 3.06, 3.07, and 3.16 μM, respectively. Specifically, compound c4 exhibited the strongest antifungal activity against Phomopsis sp., which was 44 times that of pyrimethanil (EC50 =134.37 μM). The results of scanning electron microscopy (SEM) and transmission electron microscopy (TEM) indicated that compound c4 could cause cell senescence and death of Phomopsis sp. by changing the normal hyphal morphology and disrupting the normal metabolism of hyphal cells. Moreover, compound c4 showed excellent curative effect against Phomopsis sp. on kiwifruit. These findings confirmed that compound c4 has great potential as a potent antifungal agent.

Keywords: Phomopsis sp.; antifungal activity; curative effect; curcumol; curcumol derivatives.

MeSH terms

  • Antifungal Agents* / pharmacology
  • Fungi
  • Sesquiterpenes* / pharmacology
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • curcumol
  • Sesquiterpenes