Cytotoxic isocoumarin derivatives from the mangrove endophytic fungus Aspergillus sp. HN15-5D

Arch Pharm Res. 2019 Apr;42(4):326-331. doi: 10.1007/s12272-018-1019-1. Epub 2018 Mar 28.

Abstract

Five isocoumarin derivatives including three new compounds, aspergisocoumrins A-C (1-3), together with two known analogues, 8-dihydroxyisocoumarin-3-carboxylic acid (4) and dichlorodiaportin (5) were obtained from the culture of the endophytic fungus Aspergillus sp. HN15-5D derived from the fresh leaves of the mangrove plant Acanthus ilicifolius. Their structures were elucidated using comprehensive spectroscopic methods. The double bond geometry of compounds 1 and 2 were assigned as E and Z on the basis of the distinct coupling constants, respectively. Compounds 1 and 2 showed cytotoxicity against MDA-MB-435 with IC50 values of 5.08 ± 0.88 and 4.98 ± 0.74 μM, respectively.

Keywords: Aspergillus sp.; Cytotoxicity; Isocoumarins; Mangrove endophytic fungus.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Aspergillus / chemistry*
  • Bacillus subtilis / drug effects
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Escherichia coli / drug effects
  • Humans
  • Isocoumarins / chemistry
  • Isocoumarins / isolation & purification
  • Isocoumarins / pharmacology*
  • Klebsiella pneumoniae / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Staphylococcus aureus / drug effects
  • Staphylococcus epidermidis / drug effects
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Isocoumarins