Antibacterial and NF-κB Inhibitory Lumazine Peptides, Aspochalasin, γ-Butyrolactone Derivatives, and Cyclic Peptides from a Hawaiian Aspergillus flavipes

J Nat Prod. 2020 Jul 24;83(7):2233-2240. doi: 10.1021/acs.jnatprod.0c00344. Epub 2020 Jun 22.

Abstract

Five new lumazine peptides (1-5), a new aspochalasin derivative (6), and a new γ-butyrolactone derivative (7), together with seven known compounds (8-14), were isolated from a Hawaiian fungal strain, Aspergillus flavipes FS888. Compound 1 is an uncommon natural product containing an isocyano group. The structures of the new compounds 1-7 were elucidated by NMR spectroscopy, HRESIMS, chemical derivatization, and ECD analysis. Compounds 12-14 showed significant antibacterial activity against S. aureus when in combination with disulfiram. Additionally, compounds 9 and 13 showed NF-κB inhibitory activity with IC50 values of 3.1 ± 1.0 and 10.3 ± 2.0 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Aspergillus / chemistry*
  • Fungal Proteins / chemistry*
  • Fungal Proteins / isolation & purification
  • Microbial Sensitivity Tests
  • NF-kappa B / antagonists & inhibitors*
  • Peptides / chemistry*
  • Peptides / isolation & purification
  • Peptides / pharmacology*
  • Spectrum Analysis / methods
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Fungal Proteins
  • NF-kappa B
  • Peptides
  • 4-Butyrolactone

Supplementary concepts

  • Aspergillus flavipes