Chemical Analysis and In Vitro Bioactivity of Essential Oil of Laurelia sempervirens and Safrole Derivatives against Oomycete Fish Pathogens

Molecules. 2021 Oct 29;26(21):6551. doi: 10.3390/molecules26216551.

Abstract

In this study, the essential oil (EO) from Laurelia sempervirens was analyzed by GC/MS and safrole (1) was identified as the major metabolite 1, was subjected to direct reactions on the oxygenated groups in the aromatic ring and in the side chain, and eight compounds (4 to 12) were obtained by the process. EO and compounds 4-12 were subjected to biological assays on 24 strains of the genus Saprolegnia, specifically of the species 12 S. parasitica and 12 S. australis. EO showed a significant effect against Saprolegnia strains. Compound 6 presents the highest activity against two resistant strains, with minimum inhibitory concentration (MIC) and minimum oomyceticidal concentration (MOC) values of 25 to 100 and 75 to 125 µg/mL, respectively. The results show that compound 6 exhibited superior activities compared to the commercial controls bronopol and azoxystrobin used to combat these pathogens.

Keywords: Laurelia sempervirens; nitrocompounds; safrol; saprolegniosis.

MeSH terms

  • Animals
  • Antiparasitic Agents / chemistry
  • Antiparasitic Agents / isolation & purification
  • Antiparasitic Agents / pharmacology*
  • Fishes
  • Magnoliopsida / chemistry*
  • Oils, Volatile / chemistry
  • Oils, Volatile / isolation & purification
  • Oils, Volatile / pharmacology*
  • Parasitic Sensitivity Tests
  • Safrole / chemistry
  • Safrole / pharmacology*
  • Saprolegnia / drug effects*

Substances

  • Antiparasitic Agents
  • Oils, Volatile
  • Safrole