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Purification and Analysis of Salicinoids

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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 100more 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.
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Keywords: Flash chromatography; HPLC; Populus; phenolic glycoside; poplar; salicinoid

Document Type: Research Article

Publication date: August 1, 2018

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