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Current Analytical Chemistry

Editor-in-Chief

ISSN (Print): 1573-4110
ISSN (Online): 1875-6727

General Research Article

Purification and Analysis of Salicinoids

Author(s): Kennnedy Rubert-Nason*, Ken Keefover-Ring and Richard L. Lindroth

Volume 14 , Issue 4 , 2018

Page: [423 - 429] Pages: 7

DOI: 10.2174/1573411014666171221131933

Price: $65

Abstract

Background: Salicinoids (a type of phenolic glycoside) are plant secondary metabolites with chemical structures based on salicyl alcohol conjugated to b-D-glucopyranose, with demonstrated antiherbivore activity. These compounds have been purified and quantified in a variety of contexts. Validation of published methods is often incomplete, and there is no broadly-applicable reference procedure.

Objective: To develop and validate a robust, versatile procedure for purification and quantification of salicinoids in salicaceous plants.

Method: We extracted salicinoids from dried, ground Populus foliage into methanol:water, and purified them by sequential liquid-liquid extraction, flash chromatography and preparative scale HPLC. To evaluate potential source material for purification of salicinoids, we quantified salicortin, hydroxycyclohexen- on-oyl salicortin (HCH-salicortin), and tremulacin in methanolic extracts of Populus tremuloides, P. fremontii, and P. deltoides using ultra-high performance liquid chromatography (UHPLC) with diode array (DAD) and negative electrospray ionization single quadrupole mass spectrometry (MS) detection.

Results: Recovery efficiencies and purities of salicinoids extracted from Populus ranged from 6-63% and 58->99%, respectively. Both detectors provided accurate quantification of salicinoids; MS was 100× more sensitive than DAD, permitting detection of plant tissue salicinoid concentrations ≥0.0006% dry weight.

Conclusion: By consolidating and refining existing methods, we developed a reliable, versatile, and more environmentally-friendly procedure for purification and quantification of salicinoids.

Keywords: Flash chromatography, HPLC, phenolic glycoside, poplar, Populus, salicinoid.

Graphical Abstract

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