Cytotoxic and Antibacterial Cyclodepsipeptides from an Endophytic Fungus Fusarium avenaceum W8

Molecules. 2024 Dec 5;29(23):5746. doi: 10.3390/molecules29235746.

Abstract

Seven cyclic depsipeptides, including two new cyclic pentadepsipeptides avenamides A (1) and B (2), were isolated from a plant-derived fungus Fusarium avenaceum W8 by using the bioassay-guided fractionation method. The planar structures were elucidated by using comprehensive spectroscopic analyses, including 1D and 2D NMR, as well as MS/MS spectrometry. The absolute configuration of the amino acid and hydroxy acid residues was confirmed by using the advanced Marfey's method and chiral HPLC analysis, respectively. Compounds 1-7 were evaluated for their cytotoxic activities against A549 and NCI-H1944 human lung adenocarcinoma cell lines and their antimicrobial activities against Staphylococcus aureus and Saccharomyces cerevisiae. As a result, compounds 1-4 showed moderate cytotoxicity, with IC50 values of 6.52~45.20 µM. Compounds 1 and 3 exhibited significant antimicrobial activities against S. aureus and S. cerevisiae, with an MIC80 of 11.1~30.0 µg/mL.

Keywords: Fusarium avenaceum W8; antimicrobial activity; cyclic depsipeptides; cytotoxic activity; endophytic fungus.

MeSH terms

  • A549 Cells
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Depsipeptides* / chemistry
  • Depsipeptides* / isolation & purification
  • Depsipeptides* / pharmacology
  • Fusarium* / drug effects
  • Humans
  • Microbial Sensitivity Tests*
  • Molecular Structure
  • Saccharomyces cerevisiae
  • Staphylococcus aureus* / drug effects

Substances

  • Depsipeptides
  • Anti-Bacterial Agents
  • Antineoplastic Agents