Ilicicolinic acids and ilicicolinal derivatives from the fungus Neonectria discophora SNB-CN63 isolated from the nest of the termite Nasutitermes corniger found in French Guiana show antimicrobial activity

Phytochemistry. 2018 Jul:151:69-77. doi: 10.1016/j.phytochem.2018.04.003. Epub 2018 Apr 16.

Abstract

The fungus Neonectria discophora SNB-CN63 has been isolated from the nest of the termite Nasutitermes corniger found in French Guiana. From the ethyl acetate extract of fungal culture, bioassay guided fractionation led to the isolation of fourteen ilicicolinic acids and ilicicolinal derivatives. Their structures were elucidated by analyses of 1D and 2D NMR and MS spectroscopic data. All metabolites were tested against several microbial pathogens and six displayed antimicrobial activities with MIC <16 μg/mL on T. rubrum, Staphylococcus aureus and methicillin-resistant S. aureus. Based on their structural similarities, a common biosynthetic pathway is proposed for all isolated metabolites.

Keywords: Antimicrobial; Ilicicolinal derivatives; Ilicicolinic acids; Nectriaceae; Neonectria discophora; Symbiotic fungus.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Benzoates / chemistry
  • Benzoates / isolation & purification
  • Benzoates / pharmacology*
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification
  • Benzofurans / pharmacology*
  • Dose-Response Relationship, Drug
  • Hypocreales / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship
  • Trichophyton / drug effects

Substances

  • Anti-Bacterial Agents
  • Benzoates
  • Benzofurans
  • Ilicicolinic acid C
  • Ilicicolinic acid D
  • ilicicolinal