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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Sociedad Chilena de Química
2016
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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 |
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Scielo Chile |
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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 |
work_keys_str_mv |
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1714200895580798976 |