Territrem and butyrolactone derivatives from a marine-derived fungus Aspergillus terreus

Mar Drugs. 2014 Dec 17;12(12):6113-24. doi: 10.3390/md12126113.

Abstract

Seventeen lactones including eight territrem derivatives (1-8) and nine butyrolactone derivatives (9-17) were isolated from a marine-derived fungus Aspergillus terreus SCSGAF0162 under solid-state fermentation of rice. Compounds 1-3 and 9-10 were new, and their structures were elucidated by spectroscopic analysis. The acetylcholinesterase inhibitory activity and antiviral activity of compounds 1-17 were evaluated. Among them, compounds 1 and 2 showed strong inhibitory activity against acetylcholinesterase with IC50 values of 4.2 ± 0.6, 4.5 ± 0.6 nM, respectively. This is the first time it has been reported that 3, 6, 10, 12 had evident antiviral activity towards HSV-1 with IC50 values of 16.4 ± 0.6, 6.34 ± 0.4, 21.8 ± 0.8 and 28.9 ± 0.8 μg·mL-1, respectively. Antifouling bioassay tests showed that compounds 1, 11, 12, 15 had potent antifouling activity with EC50 values of 12.9 ± 0.5, 22.1 ± 0.8, 7.4 ± 0.6, 16.1 ± 0.6 μg·mL-1 toward barnacle Balanus amphitrite larvae, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism
  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Aspergillus / chemistry*
  • Cell Line
  • Chlorocebus aethiops
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Fungi / chemistry*
  • Lactones / chemistry*
  • Lactones / pharmacology*
  • Larva / drug effects
  • Marine Biology
  • Oryza / microbiology
  • Pyrans / chemistry
  • Pyrans / pharmacology
  • Thoracica / drug effects
  • Vero Cells

Substances

  • Antiviral Agents
  • Cholinesterase Inhibitors
  • Lactones
  • Pyrans
  • Acetylcholinesterase