Synthesis of dihydroisorcordoin derivatives and their in vitro anti-oomycete activities

Nat Prod Res. 2019 Apr;33(8):1214-1217. doi: 10.1080/14786419.2018.1460828. Epub 2018 Apr 5.

Abstract

A series of novel dihydrochalcone derivatives 2-7 were synthesized from dihydroisorcordoin 1 which was isolated from the aerial parts of Adesmia balsamica. The structures of all compounds were confirmed by 1H NMR, 13C NMR, and HRMS. Their anti-oomycete activity was evaluated in vitro against Saprolegnia parasitica and Saprolegnia diclina. Some of the newly synthesized compounds exhibited better anti-oomycete activities at low values compared with bronopol and fluconazole as positive controls. Among them, compound 7 exhibited strong activity, with minimum inhibitory concentration and minimum oomyceticidal concentration values of 75 and 100 μg/mL, respectively.

Keywords: sp.; anti-oomycete activity; dihydroisorcordoin.

MeSH terms

  • Antiparasitic Agents / chemical synthesis*
  • Antiparasitic Agents / pharmacology
  • Chalcones / chemical synthesis*
  • Infections / parasitology
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Oomycetes / drug effects*
  • Propylene Glycols
  • Saprolegnia / drug effects*
  • Structure-Activity Relationship

Substances

  • Antiparasitic Agents
  • Chalcones
  • Propylene Glycols
  • bronopol
  • dihydrochalcone