Separation of Dihydro-Isocoumarins and Dihydro-Stilbenoids from Hydrangea macrophylla ssp. serrata by Use of Counter-Current Chromatography

Previously, different ssp. cultivars were investigated by untargeted LC-MS analysis. From this, a list of tentatively identified and unknown compounds that differ significantly between these cultivars was obtained. Due to the lack of reference compounds, especially for dihydro-isocoumarins, we aimed...

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Published in:Molecules (Basel, Switzerland) Switzerland), 2022-05, Vol.27 (11), p.3424
Main Authors: Wellmann, Johannes, Hartmann, Beate, Schwarze, Esther-Corinna, Hillebrand, Silke, Brueckner, Stephan I, Ley, Jakob, Jerz, Gerold, Winterhalter, Peter
Format: Article
Language:English
Subjects:
Chromatography
Cultivars
cyanogenic glycosides
dihydro-isocoumarins
dihydro-stilbenoids
flavonols
Glycosides
High performance liquid chromatography
Hydrangea macrophylla
Hydrangea macrophylla ssp. serrata
Liquid chromatography
Metabolites
Natural products
NMR
Nuclear magnetic resonance
Polyphenols
Purification
secoriridoids
Solvents
Workflow
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Summary:Previously, different ssp. cultivars were investigated by untargeted LC-MS analysis. From this, a list of tentatively identified and unknown compounds that differ significantly between these cultivars was obtained. Due to the lack of reference compounds, especially for dihydro-isocoumarins, we aimed to isolate and structurally characterise these compounds from the cultivar 'Yae-no-amacha' using NMR and LC-MS methods. For purification and isolation, counter-current chromatography was used in combination with reversed-phase preparative HPLC as an orthogonal and enhanced purification workflow. Thirteen dihydro-isocoumarins in combination with other metabolites could be isolated and structurally identified. Particularly interesting was the clarification of dihydrostilbenoid glycosides, which were described for the first time in ssp. . These results will help us in further studies on the biological interpretation of our data.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27113424