Antifungal activity of eugenol derivatives against Botrytis cinerea

Andrés F. Olea, Angelica Bravo, Rolando Martínez, Mario Thomas, Claudia Sedan, Luis Espinoza, Elisabeth Zambrano, Denisse Carvajal, Evelyn Silva-Moreno, Héctor Carrasco

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Botrytis cinerea is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest for agricultural industries. In this work, a series of phenylpropanoids derived from eugenol were synthesized and characterized. Their effects on the mycelial growth of a virulent and multi-resistant isolate of B. cinerea (PN2) have been evaluated and IC 50 values for the most active compounds range between 31–95 ppm. The antifungal activity exhibited by these compounds is strongly related to their chemical structure, i.e., increasing activity has been obtained by isomerization of the double bond or introduction of a nitro group on the aromatic ring. Based on the relationship between the fungicide activities and chemical structure, a mechanism of action is proposed. Finally, the activity of these compounds is higher than that reported for the commercial fungicide BC-1000 that is currently employed to combat this disease. Thus, our results suggest that these compounds are potential candidates to be used in the design of new and effective control with inspired natural compounds of this pathogen.

Original languageEnglish
Article number1239
JournalMolecules
Volume24
Issue number7
DOIs
Publication statusPublished - 29 Mar 2019

Keywords

  • Botrytis cinerea
  • Chemical fungicides
  • Eugenol
  • Mycelial growth
  • Reactive oxygen species
  • Resistant isolate

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Olea, A. F., Bravo, A., Martínez, R., Thomas, M., Sedan, C., Espinoza, L., Zambrano, E., Carvajal, D., Silva-Moreno, E., & Carrasco, H. (2019). Antifungal activity of eugenol derivatives against Botrytis cinerea. Molecules, 24(7), [1239]. https://doi.org/10.3390/molecules24071239