Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography

Model solutions (pH = 3.5, 12% ethanol) of malvidin 3-O-glucoside (Mv3glc), the most common free anthocyanin in grapes and red wines from Vitis vinifera, and three free hydroxycinnamic acids present in wines (caffeic, ferulic and p-coumaric acids) were studied. The stability of the precursors and their derivatives was studied during a storage period of six months at 20 °C. Capillary zone electrophoresis with UV–vis detection (CZE/UV–vis) was used to monitor changes in sample composition. Ultra-performance liquid chromatography coupled to mass detection (UPLC/MS) was used to confirm the presence of the compounds formed. Discussion on the migration times of the new pigments as well as on their UV–vis and mass spectra is reported. Six derivatives were detected in model wine solutions containing Mv3glc and caffeic acid. The six derivatives were identified as three condensation products of caffeic acid, 4-vinylcatechol, 4-vinylsyringol and a compound with a molecular ion at m/z 803, whose structure has been tentatively assigned to a caffeic acid linked to Pinotin A. The derivatives 4-vinylphenol and 4-vinylguaiacol pyranoanthocyanins were detected in solutions containing malvidin 3-O-glucoside together with p-coumaric and ferulic acid, respectively. The malvidin 3-O-glucoside derivative, 4-vinylsyringol was also detected in all solutions containing the anthocyanin regardless of the presence of hydroxycinnamic acid.

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Bibliographic Details
Main Authors: Sáenz-Navajas, María-Pilar, Tena, María Teresa, Fernández, M. P.
Other Authors: Gobierno de La Rioja
Format: artículo biblioteca
Language:English
Published: Elsevier 2009-07-15
Subjects:CZE/UV–vis, UPLC/MS, Malvidin 3-O-glucoside, Hydroxycinnamic acids,
Online Access:http://hdl.handle.net/10261/48867
http://dx.doi.org/10.13039/501100000780
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spelling dig-icvv-es-10261-488672021-06-10T15:28:50Z Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography Sáenz-Navajas, María-Pilar Tena, María Teresa Fernández, M. P. Gobierno de La Rioja Universidad de La Rioja European Commission CZE/UV–vis UPLC/MS Malvidin 3-O-glucoside Hydroxycinnamic acids Model solutions (pH = 3.5, 12% ethanol) of malvidin 3-O-glucoside (Mv3glc), the most common free anthocyanin in grapes and red wines from Vitis vinifera, and three free hydroxycinnamic acids present in wines (caffeic, ferulic and p-coumaric acids) were studied. The stability of the precursors and their derivatives was studied during a storage period of six months at 20 °C. Capillary zone electrophoresis with UV–vis detection (CZE/UV–vis) was used to monitor changes in sample composition. Ultra-performance liquid chromatography coupled to mass detection (UPLC/MS) was used to confirm the presence of the compounds formed. Discussion on the migration times of the new pigments as well as on their UV–vis and mass spectra is reported. Six derivatives were detected in model wine solutions containing Mv3glc and caffeic acid. The six derivatives were identified as three condensation products of caffeic acid, 4-vinylcatechol, 4-vinylsyringol and a compound with a molecular ion at m/z 803, whose structure has been tentatively assigned to a caffeic acid linked to Pinotin A. The derivatives 4-vinylphenol and 4-vinylguaiacol pyranoanthocyanins were detected in solutions containing malvidin 3-O-glucoside together with p-coumaric and ferulic acid, respectively. The malvidin 3-O-glucoside derivative, 4-vinylsyringol was also detected in all solutions containing the anthocyanin regardless of the presence of hydroxycinnamic acid. The authors thank the Consejería de Educación, Cultura y Deportes delGobierno de La Rioja for its financial support (ANGI 2004/10). MPSN thanks the INEM for her contract of employment: mujer-primer empleo and the University of La Rioja for her F.P.I. grant, as well as the MEC/FEDER for the AGL2005-02313/ALI project. Peer reviewed 2012-04-25T07:13:06Z 2012-04-25T07:13:06Z 2009-07-15 artículo http://purl.org/coar/resource_type/c_6501 Food Chemistry 115(15): 766–774 (2009) 0308-8146 http://hdl.handle.net/10261/48867 10.1016/j.foodchem.2008.12.072 http://dx.doi.org/10.13039/501100000780 en http://dx.doi.org/10.1016/j.foodchem.2008.12.072 none Elsevier
institution ICVV ES
collection DSpace
country España
countrycode ES
component Bibliográfico
access En linea
databasecode dig-icvv-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del ICVV España
language English
topic CZE/UV–vis
UPLC/MS
Malvidin 3-O-glucoside
Hydroxycinnamic acids
CZE/UV–vis
UPLC/MS
Malvidin 3-O-glucoside
Hydroxycinnamic acids
spellingShingle CZE/UV–vis
UPLC/MS
Malvidin 3-O-glucoside
Hydroxycinnamic acids
CZE/UV–vis
UPLC/MS
Malvidin 3-O-glucoside
Hydroxycinnamic acids
Sáenz-Navajas, María-Pilar
Tena, María Teresa
Fernández, M. P.
Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
description Model solutions (pH = 3.5, 12% ethanol) of malvidin 3-O-glucoside (Mv3glc), the most common free anthocyanin in grapes and red wines from Vitis vinifera, and three free hydroxycinnamic acids present in wines (caffeic, ferulic and p-coumaric acids) were studied. The stability of the precursors and their derivatives was studied during a storage period of six months at 20 °C. Capillary zone electrophoresis with UV–vis detection (CZE/UV–vis) was used to monitor changes in sample composition. Ultra-performance liquid chromatography coupled to mass detection (UPLC/MS) was used to confirm the presence of the compounds formed. Discussion on the migration times of the new pigments as well as on their UV–vis and mass spectra is reported. Six derivatives were detected in model wine solutions containing Mv3glc and caffeic acid. The six derivatives were identified as three condensation products of caffeic acid, 4-vinylcatechol, 4-vinylsyringol and a compound with a molecular ion at m/z 803, whose structure has been tentatively assigned to a caffeic acid linked to Pinotin A. The derivatives 4-vinylphenol and 4-vinylguaiacol pyranoanthocyanins were detected in solutions containing malvidin 3-O-glucoside together with p-coumaric and ferulic acid, respectively. The malvidin 3-O-glucoside derivative, 4-vinylsyringol was also detected in all solutions containing the anthocyanin regardless of the presence of hydroxycinnamic acid.
author2 Gobierno de La Rioja
author_facet Gobierno de La Rioja
Sáenz-Navajas, María-Pilar
Tena, María Teresa
Fernández, M. P.
format artículo
topic_facet CZE/UV–vis
UPLC/MS
Malvidin 3-O-glucoside
Hydroxycinnamic acids
author Sáenz-Navajas, María-Pilar
Tena, María Teresa
Fernández, M. P.
author_sort Sáenz-Navajas, María-Pilar
title Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
title_short Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
title_full Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
title_fullStr Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
title_full_unstemmed Study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
title_sort study of hydroxycinnamic acids and malvidin 3-monoglucoside derivatives using capillary zone electrophoresis and ultra-performance liquid chromatography
publisher Elsevier
publishDate 2009-07-15
url http://hdl.handle.net/10261/48867
http://dx.doi.org/10.13039/501100000780
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