Hemi-Synthesis and Anti-Oomycete Activity of Analogues of Isocordoin

Molecules. 2017 Jun 10;22(6):968. doi: 10.3390/molecules22060968.

Abstract

An efficient synthesis of a series of 4'-oxyalkyl-isocordoin analogues (2-8) is reported for the first time. Their structures were confirmed by ¹H-NMR, 13C-NMR, and HRMS. Their anti-oomycete activity was evaluated by mycelium and spores inhibition assay against two selected pathogenic oomycetes strains: Saprolegnia parasitica and Saprolegnia australis. The entire series of isocordoin derivatives (except compound 7) showed high inhibitory activity against these oomycete strains. Among them, compound 2 exhibited strong activity, with minimum inhibitory concentration (MIC) and minimum oomyceticidal concentration (MOC) values of 50 µg/mL and 75 µg/mL, respectively. The results showed that 4'-oxyalkylated analogues of isocordoin could be potential anti-oomycete agents.

Keywords: Saprolegnia sp.; anti-oomycete activity; isocordoin; oxyalkyl derivates.

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / classification
  • Antifungal Agents / pharmacology
  • Catechols / chemical synthesis
  • Catechols / chemistry*
  • Catechols / pharmacology
  • Inorganic Chemicals / chemical synthesis
  • Inorganic Chemicals / chemistry
  • Inorganic Chemicals / pharmacology
  • Microbial Sensitivity Tests
  • Mycelium / drug effects*
  • Mycelium / pathogenicity
  • Saprolegnia / drug effects*
  • Saprolegnia / pathogenicity
  • Spores, Fungal / drug effects*
  • Spores, Fungal / pathogenicity

Substances

  • Antifungal Agents
  • Catechols
  • Inorganic Chemicals
  • isocordoin