Antifungal Indole Diketopiperazines From Aspergillus fumigatus

Chem Biodivers. 2026 Apr;23(4):e71161. doi: 10.1002/cbdv.71161.

Abstract

Chemical investigation of the desert soil-derived fungus Aspergillus fumigatus J3-4-1 led to the isolation of two new indole diketopiperazines, fumines A (1) and B (2), along with seven known analogues (3-9). Their structures were elucidated through comprehensive analysis of NMR and HRESIMS data and were further confirmed by electronic circular dichroism (ECD) calculations. All isolated compounds exhibited broad-spectrum antifungal activity against five phytopathogenic fungi at a concentration of 50 µg/mL, with inhibition rates ranging from 12.51% to 88.08%. Notably, compounds 2 and 3 displayed superior activity against A. alternata and A. solani, with IC50 values as low as 7.22 µg/mL, outperforming the commercial fungicide hymexazol. These results highlight the potential of these compounds as promising candidates for the development of new antifungal agents.

Keywords: Aspergillus fumigatus; antifungal activity; indole diketopiperazines; phytopathogenic fungi.

MeSH terms

  • Alternaria / drug effects
  • Antifungal Agents* / chemistry
  • Antifungal Agents* / isolation & purification
  • Antifungal Agents* / pharmacology
  • Aspergillus fumigatus* / chemistry
  • Diketopiperazines* / chemistry
  • Diketopiperazines* / isolation & purification
  • Diketopiperazines* / pharmacology
  • Dose-Response Relationship, Drug
  • Indoles* / chemistry
  • Indoles* / isolation & purification
  • Indoles* / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Diketopiperazines
  • Antifungal Agents
  • Indoles

Supplementary concepts

  • Alternaria alternata