JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 61 No 3 (2016): Journal of the Chilean Chemical Society
Original Research Papers

IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE

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  • Leonora Mendoza,
  • Paulo Castro,
  • Ricardo Melo,
  • Ana María Campos,
  • Gustavo Zúñiga,
  • Juan Guerrero,
  • Milena Cotoras
Leonora Mendoza
Facultad de Química y Biología, Universidad de Santiago de Chile
Paulo Castro
Facultad de Química y Biología, Universidad de Santiago de Chile
Ricardo Melo
Facultad de Química y Biología, Universidad de Santiago de Chile
Ana María Campos
Facultad de Química y Biología, Universidad de Santiago de Chile
Gustavo Zúñiga
Facultad de Química y Biología, Universidad de Santiago de Chile
Juan Guerrero
Facultad de Química y Biología, Universidad de Santiago de Chile
Milena Cotoras
Facultad de Química y Biología, Universidad de Santiago de Chile
Published May 23, 2017
Keywords
  • Botrytis cinerea,
  • Antifungal activity,
  • Laccase,
  • 2,
  • 6-dimethoxy-4-(phenylimino)benzenone
How to Cite
Mendoza, L., Castro, P., Melo, R., Campos, A. M., Zúñiga, G., Guerrero, J., & Cotoras, M. (2017). IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE. Journal of the Chilean Chemical Society, 61(3). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/69

Copyright (c) 2017 Leonora Mendoza, Paulo Castro, Ricardo Melo, Ana María Campos, Gustavo Zúñiga, Juan Guerrero, Milena Cotoras

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Abstract

The aim of this study was to improve the antifungal activity against Botrytis cinerea of syringic acid by using the enzyme laccase to synthesize a heterodimeric compound by a coupling reaction with aniline. The synthesized heterodimer is a quinone-imine like compound (2,6-dimethoxy-4-(phenylimino)benzenone), which was characterized by using 1H and 13C NMR, IR, and mass spectrometry. The antifungal activity of the heterodimeric compound against B. cinerea was determined in vitro and showed a higher antifungal effect than the substrates (syringic acid and aniline), inhibiting the mycelial growth with an IC50 value of 0.14mM and delayed 2 hours the conidial germination. Also, using the fluorochrome calcofluor white, cell wall damage was observed when B. cinerea was incubated with the compound. This is the first report on antifungal activity of this type of compound against B. cinerea.

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