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New Eugenol Derivatives with Enhanced Insecticidal Activity.

Maria José G Fernandes1, Renato B Pereira2, David M Pereira2

  • 1Centre of Chemistry, Department of Chemistry, Campus of Gualtar, University of Minho, 4710-057 Braga, Portugal.

International Journal of Molecular Sciences
|December 9, 2020
PubMed
Summary
This summary is machine-generated.

New eugenol derivatives show potent insecticidal activity by inducing programmed cell death in insect cells. These plant-derived compounds offer potential as novel, semisynthetic insecticides.

Keywords:
Spodoptera frugiperdaeugenol derivativesnatural product-derived insecticidesphenylpropanoidssemisynthetic insecticides

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Area of Science:

  • Natural Product Chemistry
  • Insect Toxicology
  • Molecular Biology

Background:

  • Eugenol, a major component of clove oil, possesses known antimicrobial and antioxidant properties.
  • The biological potential of eugenol derivatives remains an area of active research.
  • Exploring plant natural products for novel insecticide development is crucial.

Purpose of the Study:

  • To synthesize novel O-alkylated eugenol derivatives and their corresponding oxiranes.
  • To evaluate the insecticidal activity of these derivatives against the Sf9 insect cell line.
  • To investigate the mechanism of cell death and potential human toxicity of promising compounds.

Main Methods:

  • Synthesis of O-alkylated eugenol derivatives and epoxidation to oxiranes.
  • Assessment of insect cell viability (Sf9) upon treatment with synthesized compounds.
  • Morphological analysis, caspase-like activity assays, and human cell toxicity evaluations.

Main Results:

  • Structural modifications of eugenol significantly impacted insecticidal potency.
  • Certain derivatives exhibited high toxicity towards Sf9 insect cells.
  • Morphological changes and caspase-like activity indicated programmed cell death induction in insect cells.
  • Preliminary assessment of human cell toxicity was conducted.

Conclusions:

  • O-alkylated eugenol derivatives and their oxiranes demonstrate significant insecticidal potential.
  • These compounds induce programmed cell death in insect cells, confirming their mechanism of action.
  • Eugenol derivatives represent promising semisynthetic insecticides derived from natural products.