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

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)be...

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Autores principales: MENDOZA,LEONORA, CASTRO,PAULO, MELO,RICARDO, CAMPOS,ANA MARÍA, ZÚÑIGA,GUSTAVO, GUERRERO,JUAN, COTORAS,MILENA
Lenguaje:English
Publicado: Sociedad Chilena de Química 2016
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300006
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spelling oai:scielo:S0717-970720160003000062017-06-14IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACEMENDOZA,LEONORACASTRO,PAULOMELO,RICARDOCAMPOS,ANA MARÍAZÚÑIGA,GUSTAVOGUERRERO,JUANCOTORAS,MILENA Botrytis cinerea antifungal activity laccase 2,6-dimethoxy-4-(phenylimino)benzenone 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.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.61 n.3 20162016-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300006en10.4067/S0717-97072016000300006
institution Scielo Chile
collection Scielo Chile
language English
topic Botrytis cinerea
antifungal activity
laccase
2,6-dimethoxy-4-(phenylimino)benzenone
spellingShingle Botrytis cinerea
antifungal activity
laccase
2,6-dimethoxy-4-(phenylimino)benzenone
MENDOZA,LEONORA
CASTRO,PAULO
MELO,RICARDO
CAMPOS,ANA MARÍA
ZÚÑIGA,GUSTAVO
GUERRERO,JUAN
COTORAS,MILENA
IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
description 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.
author MENDOZA,LEONORA
CASTRO,PAULO
MELO,RICARDO
CAMPOS,ANA MARÍA
ZÚÑIGA,GUSTAVO
GUERRERO,JUAN
COTORAS,MILENA
author_facet MENDOZA,LEONORA
CASTRO,PAULO
MELO,RICARDO
CAMPOS,ANA MARÍA
ZÚÑIGA,GUSTAVO
GUERRERO,JUAN
COTORAS,MILENA
author_sort MENDOZA,LEONORA
title IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
title_short IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
title_full IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
title_fullStr IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
title_full_unstemmed IMPROVEMENT OF THE ANTIFUNGAL ACTIVITY AGAINST BOTRYTIS CINEREA OF SYRINGIC ACID, A PHENOLIC ACID FROM GRAPE POMACE
title_sort improvement of the antifungal activity against botrytis cinerea of syringic acid, a phenolic acid from grape pomace
publisher Sociedad Chilena de Química
publishDate 2016
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300006
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