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Phytochemistry. 2014 Feb;98:197-203. doi: 10.1016/j.phytochem.2013.11.022. Epub 2013 Dec 17.

4-hydroxyphenylacetic acid derivatives of inositol from dandelion (Taraxacum officinale) root characterised using LC-SPE-NMR and LC-MS techniques.

Author information

1
Department of Food Biosciences, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland; Conway Institute of Biomolecular and Biomedical Research, UCD, Belfield, Dublin 4, Ireland. Electronic address: owen.kenny@teagasc.ie.
2
Department of Food Biosciences, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland. Electronic address: thomas.smyth@teagasc.ie.
3
Conway Institute of Biomolecular and Biomedical Research, UCD, Belfield, Dublin 4, Ireland. Electronic address: chandralal.hewage@ucd.ie.
4
School of Agriculture and Food Science, UCD, Belfield, Dublin 4, Ireland. Electronic address: nigel.brunton@ucd.ie.
5
Department of Food Biosciences, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland.

Abstract

The combination of hyphenated techniques, LC-SPE-NMR and LC-MS, to isolate and identify minor isomeric compounds from an ethyl acetate fraction of Taraxacum officinale root was employed in this study. Two distinct fractions of 4-hydroxyphenylacetic acid derivatives of inositol were isolated and characterised by spectroscopic methods. The (1)H NMR spectra and MS data revealed two groups of compounds, one of which were derivatives of the di-4-hydroxyphenylacetic acid derivative of the inositol compound tetrahydroxy-5-[2-(4-hydroxyphenyl)acetyl] oxycyclohexyl-2-(4-hydroxyphenyl) acetate, while the other group consisted of similar tri-substituted inositol derivatives. For both fractions the derivatives of inositols vary in the number of 4-hydroxyphenylacetic acid groups present and their position and geometry on the inositol ring. In total, three di-substituted and three tri-substituted 4-hydroxyphenylacetic acid inositol derivates were identified for the first time along with a further two previously reported di-substituted inositol derivatives.

KEYWORDS:

4-Hydroxyphenylacetic acid inositol; Dandelion root; LC–QTOF-MS/MS; LC–SPE–NMR; Taraxacum officinale

PMID:
24359632
DOI:
10.1016/j.phytochem.2013.11.022
[Indexed for MEDLINE]

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