Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin

Herbal preparations from <i>Silybum</i><i> </i><i>marianum</i> have been used since the fourth century BC in liver disease treatment and against numerous other pathologies. Consumption of silymarin containing drugs and food supplements continues to increase. Preci...

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Main Authors: Lucie Petrásková, Kristýna Káňová, David Biedermann, Vladimír Křen, Kateřina Valentová
Format: Article
Language:English
Published: MDPI AG 2020-01-01
Series:Foods
Subjects:
Online Access:https://www.mdpi.com/2304-8158/9/2/116
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author Lucie Petrásková
Kristýna Káňová
David Biedermann
Vladimír Křen
Kateřina Valentová
author_facet Lucie Petrásková
Kristýna Káňová
David Biedermann
Vladimír Křen
Kateřina Valentová
author_sort Lucie Petrásková
collection DOAJ
description Herbal preparations from <i>Silybum</i><i> </i><i>marianum</i> have been used since the fourth century BC in liver disease treatment and against numerous other pathologies. Consumption of silymarin containing drugs and food supplements continues to increase. Precise, fast, reliable, and complex determination of all components of silymarin preparations is paramount for assessing its pharmacological quality. We present here simple and fast HPLC-DAD and LC-MS analytical methods for the determination and quantification of all known silymarin components, including 2,3-dehydroflavonolignans that has not been achieved so far. The first method, using a common C18 column, allows baseline separation of previously inseparable silychristin A, B, isosilychristin, and silydianin. Moreover, this method allowed detection of three so far unknown silymarin components. In addition, the first analytical separation of enantiomers of 2,3-dehydrosilybin was achieved using a Lux 3&#956; Cellulose-4 chiral column, providing even more accurate description of silymarin composition. 2,3-Dehydroflavonolignans were isolated for the first time from silymarin using preparative chromatography on C18 and ASAHIPAK columns, and 2,3-dehydrosilychristin and 2,3-dehydrosilybin were for the first time conclusively confirmed by HPLC, MS, and NMR to be silymarin components. Using the optimized analytical methods, six various silymarin preparations were analyzed showing substantial differences in the composition.
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spelling doaj.art-ace66ac9015641bdbab94c35d3c7e2252022-12-21T20:26:15ZengMDPI AGFoods2304-81582020-01-019211610.3390/foods9020116foods9020116Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in SilymarinLucie Petrásková0Kristýna Káňová1David Biedermann2Vladimír Křen3Kateřina Valentová4Institute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, CZ 142 20 Prague, Czech RepublicInstitute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, CZ 142 20 Prague, Czech RepublicInstitute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, CZ 142 20 Prague, Czech RepublicInstitute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, CZ 142 20 Prague, Czech RepublicInstitute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, CZ 142 20 Prague, Czech RepublicHerbal preparations from <i>Silybum</i><i> </i><i>marianum</i> have been used since the fourth century BC in liver disease treatment and against numerous other pathologies. Consumption of silymarin containing drugs and food supplements continues to increase. Precise, fast, reliable, and complex determination of all components of silymarin preparations is paramount for assessing its pharmacological quality. We present here simple and fast HPLC-DAD and LC-MS analytical methods for the determination and quantification of all known silymarin components, including 2,3-dehydroflavonolignans that has not been achieved so far. The first method, using a common C18 column, allows baseline separation of previously inseparable silychristin A, B, isosilychristin, and silydianin. Moreover, this method allowed detection of three so far unknown silymarin components. In addition, the first analytical separation of enantiomers of 2,3-dehydrosilybin was achieved using a Lux 3&#956; Cellulose-4 chiral column, providing even more accurate description of silymarin composition. 2,3-Dehydroflavonolignans were isolated for the first time from silymarin using preparative chromatography on C18 and ASAHIPAK columns, and 2,3-dehydrosilychristin and 2,3-dehydrosilybin were for the first time conclusively confirmed by HPLC, MS, and NMR to be silymarin components. Using the optimized analytical methods, six various silymarin preparations were analyzed showing substantial differences in the composition.https://www.mdpi.com/2304-8158/9/2/116silymarinmilk thistleflavonolignanshplc-ms separationquantificationdiastereoisomersenantiomers
spellingShingle Lucie Petrásková
Kristýna Káňová
David Biedermann
Vladimír Křen
Kateřina Valentová
Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
Foods
silymarin
milk thistle
flavonolignans
hplc-ms separation
quantification
diastereoisomers
enantiomers
title Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
title_full Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
title_fullStr Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
title_full_unstemmed Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
title_short Simple and Rapid HPLC Separation and Quantification of Flavonoid, Flavonolignans, and 2,3-Dehydroflavonolignans in Silymarin
title_sort simple and rapid hplc separation and quantification of flavonoid flavonolignans and 2 3 dehydroflavonolignans in silymarin
topic silymarin
milk thistle
flavonolignans
hplc-ms separation
quantification
diastereoisomers
enantiomers
url https://www.mdpi.com/2304-8158/9/2/116
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