Anti-Epstein-Barr Viral Agents from the Medicinal Herb-Derived Fungus Alternaria alstroemeriae Km2286

J Nat Prod. 2022 Nov 25;85(11):2667-2674. doi: 10.1021/acs.jnatprod.2c00783. Epub 2022 Nov 8.

Abstract

Chromatographic separation on the liquid-state fermented products produced by the fungal strain Alternaria alstroemeriae Km2286 isolated from the littoral medicinal herb Atriplex maximowicziana Makino resulted in the isolation of compounds 1-9. Structures were determined by spectroscopic analysis as four undescribed perylenequinones, altertromins A-D (1-4), along with altertoxin IV (5), altertoxin VIII (6), stemphyperylenol (7), tenuazonic acid (8), and allo-tenuazonic acid (9). Compounds 1-6 exhibited antiviral activities against Epstein-Barr virus (EBV) with EC50 values ranging from 0.17 ± 0.07 to 3.13 ± 0.31 μM and selectivity indices higher than 10. In an anti-neuroinflammatory assay, compounds 1-4, 6, and 7 showed inhibitory activity of nitric oxide production in lipopolysaccharide-induced microglial BV-2 cells, with IC50 values ranging from 0.33 ± 0.04 to 4.08 ± 0.53 μM without significant cytotoxicity. This is the first report to describe perylenequinone-type compounds with potent anti-EBV and anti-neuroinflammatory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alternaria* / chemistry
  • Alternaria* / isolation & purification
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / isolation & purification
  • Anti-Inflammatory Agents* / pharmacology
  • Antiviral Agents* / chemistry
  • Antiviral Agents* / isolation & purification
  • Antiviral Agents* / pharmacology
  • Atriplex* / microbiology
  • Epstein-Barr Virus Infections* / virology
  • Herpesvirus 4, Human* / drug effects
  • Humans
  • Molecular Structure
  • Perylene* / chemistry
  • Perylene* / isolation & purification
  • Perylene* / pharmacology
  • Plants, Medicinal* / microbiology
  • Quinones* / chemistry
  • Quinones* / isolation & purification
  • Quinones* / pharmacology
  • Tenuazonic Acid / chemistry

Substances

  • Perylene
  • perylenequinone
  • Quinones
  • Tenuazonic Acid
  • Anti-Inflammatory Agents
  • Antiviral Agents

Supplementary concepts

  • Alternaria alstroemeriae