Medium-Chain Fatty Acids from Eugenia winzerlingii Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects

Molecules. 2019 May 3;24(9):1724. doi: 10.3390/molecules24091724.

Abstract

Eugenia winzerlingii (Myrtaceae) is an endemic plant from the Yucatan peninsula. Its organic extracts and fractions from leaves have been tested on two phloem-feeding insects, Bemisia tabaci and Myzus persicae, on two plant parasitic nematodes, Meloidogyne incognita and Meloidogyne javanica, and phytotoxicity on Lolium perenne and Solanum lycopersicum. Results showed that both the hexane extract and the ethyl acetate extract, as well as the fractions, have strong antifeedant and nematicidal effects. Gas chromatography-mass spectrometry analyses of methylated active fractions revealed the presence of a mixture of fatty acids. Authentic standards of detected fatty acids and methyl and ethyl derivatives were tested on target organisms. The most active compounds were decanoic, undecanoic, and dodecanoic acids. Methyl and ethyl ester derivatives had lower effects in comparison with free fatty acids. Dose-response experiments showed that undecanoic acid was the most potent compound with EC50 values of 21 and 6 nmol/cm2 for M. persicae and B. tabaci, respectively, and 192 and 64 nmol for M. incognita and M. javanica, respectively. In a phytotoxicity assay, medium-chain fatty acids caused a decrease of 38-52% in root length and 50-60% in leaf length of L. perenne, but no effects were observed on S. lycopersicum. This study highlights the importance of the genus Eugenia as a source of bioactive metabolites for plant pest management.

Keywords: Bemisia tabaci; Eugenia winzerlingii; Lolium perenne; Meloidogyne; Myzus persicae; Solanum lycopersicum; decanoic acid; dodecanoic acid; undecanoic acid.

MeSH terms

  • Animals
  • Antinematodal Agents / chemistry
  • Antinematodal Agents / pharmacology*
  • Chromadorea / drug effects
  • Eugenia / chemistry*
  • Fatty Acids / chemistry
  • Fatty Acids / pharmacology*
  • Gas Chromatography-Mass Spectrometry
  • Hemiptera / drug effects
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Lolium / drug effects
  • Molecular Structure
  • Pest Control
  • Plant Leaves / chemistry
  • Plant Leaves / drug effects
  • Plant Leaves / growth & development
  • Plant Roots / drug effects
  • Plant Roots / growth & development
  • Solanum lycopersicum / drug effects

Substances

  • Antinematodal Agents
  • Fatty Acids
  • Insecticides