Biphenyl metabolites from the patchouli endophytic fungus Alternaria sp. PfuH1

Fitoterapia. 2020 Oct:146:104708. doi: 10.1016/j.fitote.2020.104708. Epub 2020 Aug 19.

Abstract

Patchouli is a tropical medicinal and spice crop with high economic value, and the endophytic microorganism is also one of its important components and can provide new active compounds with medicinal use. In the present study, four new biphenyl compounds named 3-O-demethylaltenuisol (1), (-)-dialtenuisol (5) and (+)-dialtenuisol (6), and altertoxin VII (9), as well as six known related compounds, were isolated from the patchouli (Pogostemon cablin) endophytic fungus Alternaria sp. PfuH1. The structures of the new compounds were elucidated from spectroscopic data, ECD spectra analysis, and ECD calculations. Compounds 5 and 6 are a pair of dimeric axially chiral enantiomers. Compounds 2, 4, and 9 showed antibacterial activities against S. agalactiae with MIC values of 9.3, 85.3, and 17.3 μg/mL, respectively, and compound 4 also showed weak antibacterial activity against E. coli with MIC value of 128 μg/mL.

Keywords: Alternaria; Antibacterial activity; Biphenyl compounds; Endophytic fungus; Patchouli; Pogostemon cablin.

MeSH terms

  • Alternaria / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Biphenyl Compounds / isolation & purification
  • Biphenyl Compounds / pharmacology*
  • Cell Line, Tumor
  • China
  • Endophytes / chemistry
  • Escherichia coli / drug effects
  • Flowers / microbiology
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pogostemon / microbiology*

Substances

  • Anti-Bacterial Agents
  • Biphenyl Compounds