The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002

Mar Drugs. 2019 Jul 12;17(7):414. doi: 10.3390/md17070414.

Abstract

Six new polyketides, including one coumarin (1), two isocoumarins (2 and 3), dihydroradicinin (4), and two benzofuranone derivatives (7 and 8), together with seven known analogues (5-6 and 9-13) were isolated from the culture of the mangrove endophytic fungus Epicoccum nigrum SCNU-F0002. The structures were elucidated on the interpretation of spectroscopic data. The absolute configuration of Compounds 2 and 3 were determined by comparison of their ECD spectra with the data of their analogue dihydroisocoumarins described in the literature. The absolute configuration of 4 was determined by single-crystal X-ray diffraction. All the compounds were screened for their antioxidant, antibacterial, anti-phytopathogenic fungi and cytotoxic activities. Using a DPPH radical-scavenging assay, Compounds 10-13 showed potent antioxidant activity with IC50 values of 13.6, 12.1, 18.1, and 11.7 μg/mL, respectively. In addition, Compounds 6 and 7 showed antibacterial effects against Bacillus subtilis (ATCC 6538), Escherichia coli (ATCC 8739), and Staphylococcus aureus (ATCC 6538), with MIC values in the range of 25-50 μg/mL.

Keywords: antibacterial effect; antioxidant activity; benzofuranone derivative; coumarin; dihydroradicinin.

MeSH terms

  • Acanthaceae / microbiology
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Aquatic Organisms / chemistry*
  • Ascomycota / chemistry*
  • Bacillus subtilis / drug effects
  • Cell Line, Tumor
  • Endophytes / chemistry*
  • Escherichia coli / drug effects
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / isolation & purification
  • Free Radical Scavengers / pharmacology
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Polyketides / chemistry
  • Polyketides / isolation & purification
  • Polyketides / pharmacology*
  • Staphylococcus aureus / drug effects
  • Wetlands

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Free Radical Scavengers
  • Polyketides