Methods of analysis and separation of chiral flavonoids

Yáñez, Jaime A.; Andrews, Preston K.; Davies, Neal M.

doi:10.1016/j.jchromb.2006.10.052

Cited by 115 publications

(52 citation statements)

References 104 publications

(297 reference statements)

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“…Indirect derivatization methods have been very limited and mostly observational. 47 Obviously, the concern in the study of enantiomers in drugs or phytodrugs has been increased, especially after the tragic case of thalidomide. Further studies are in progress to extend the application of the developed methodology to determine the enantiomeric purity of other chiral compounds in plant extracts.…”

Section: Discussionmentioning

confidence: 99%

Determination of catechin diastereomers from the leaves of Byrsonima species using chiral HPLC‐PAD‐CD

et al. 2010

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When catechins are found in plant extracts, they are almost always identified as catechin and/or epicatechin probably due to stereoselectivity of the enzymes involved in the biosynthesis of these substances. However, the lack of reports regarding to ent-catechin as well as ent-epicatechin does not necessarily mean that these compounds have not been produced. In fact, most of the previous reports used chromatographic conditions not suitable for such separation. This article describes a simple and reliable analytical HPLC-PAD-CD method for simultaneous determination of catechin diastereomers both in infusions and extracts from the leaves of Byrsonima species. The direct separation of catechin, ent-catechin, epicatechin, and ent-epicatechin was obtained in normal phase by HPLC-PAD-CD using Chiralcel OD-H as chiral stationary phase and n-hexane/ethanol with 0.1% of TFA as mobile phase.

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Section: Discussionmentioning

confidence: 99%

Determination of catechin diastereomers from the leaves of Byrsonima species using chiral HPLC‐PAD‐CD

et al. 2010

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“…Regarding the structure of 2,3-dihydroflavone, an inclusion with the phenyl group or parts of the bicycle is possible. 7 This result indicates that 2,3-dihydroflavone enantiomers favorably form noncovalent interaction with β-CD and the noncovalent interaction can be a main force for the enantioseparation of 2,3-dihydroflavone by β-CD.…”

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confidence: 87%

“…7 Mainly, chiral flavonoids have been resolved by chromatographic methods such as high-performance liquid chromatography/ultraviolet detector (HPLC/UV) [8][9][10] and capillary electrophoresis (CE). [11][12][13][14][15] Especially, a variety of chiral stationary phases (CSPs) for HPLC/UV have extensively been used for enantioseparation of flavonoids with an achiral mobile phase.…”

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confidence: 99%

Enantioseparation of Physiologically Active Some Flavonoids by Liquid Chromatography-Electrospray-Tandem Mass Spectrometry Based on Noncovalent Interactions with β-Cyclodextrin

Lee¹,

Cho²,

Lee³

et al. 2011

Bulletin of the Korean Chemical Society

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“…In those cases, separation of enantiomer or diastereoisomer compounds can be accomplished using chiral stationary phases (CSPs) or the addition of chiral additives to the mobile phase on conventional stationary phases. CSPs have been mainly used for the enantiomeric separation of flavanones (Yañez et al, 2007), although chiral HPLC has been also applied for the separation of catechin diastereomers (Rinaldo et al, 2010) or taxifolin enantiomers (Vega-Villa et al, 2009). Chiral additives have been used to separate flavonoid enantiomers mainly by capillary electrophoresis (Cao, Qu, and Cheng, 2010;Kwon and Jung, 2011).…”

Section: Chiral Separationsmentioning

confidence: 99%

Strategies in the Analysis of Plant Flavonoids

Santos‐Buelga

Gonzaléz-Paramás

2014

Encyclopedia of Analytical Chemistry

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Flavonoids are one of the largest groups of plant secondary metabolites. They comprise several thousand compounds that share a phenylchromane skeleton and can be classified into different classes, namely flavones, flavonols, flavanones, flavanols, anthocyanins, dihydroflavonols, isoflavones, and chalcones. Flavonoids occur in their natural sources as aglycones or glycosylated forms and as monomers or constituting polymerized structures and can be found both as free and matrix‐bound compounds. This structural diversity affects their physicochemical behavior, and different flavonoid classes and compounds may have different requisites for their extraction and analysis, so that there is not a unique analytical strategy that applies in all situations. In this chapter, the main methodological approaches to the analysis of flavonoids in plant materials are revised paying particular attention to more recent extraction techniques and high performance liquid chromatography‐based methodologies that currently dominate the field of flavonoid analysis.

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Methods of analysis and separation of chiral flavonoids

Cited by 115 publications

References 104 publications

Determination of catechin diastereomers from the leaves of Byrsonima species using chiral HPLC‐PAD‐CD

Determination of catechin diastereomers from the leaves of Byrsonima species using chiral HPLC‐PAD‐CD

Enantioseparation of Physiologically Active Some Flavonoids by Liquid Chromatography-Electrospray-Tandem Mass Spectrometry Based on Noncovalent Interactions with β-Cyclodextrin

Strategies in the Analysis of Plant Flavonoids

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