4.5 Article

Flavonoids from the flowers of Impatiens glandulifera Royle isolated by high performance countercurrent chromatography

Journal

PHYTOCHEMICAL ANALYSIS
Volume 27, Issue 2, Pages 116-125

Publisher

WILEY
DOI: 10.1002/pca.2606

Keywords

Impatiens glandulifera; Balsaminaceae; invasive plant; high performance countercurrent chromatography (HPCCC); LC-ESI-MS; NMR; flavonol glucosides; preparative mass spectrometry metabolite profiling

Funding

  1. Studienstiftung des deutschen Volkes (Germany)

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IntroductionImpatiens glandulifera Royle (Balsaminaceae) is an annual herb from the Himalaya region, currently widespread along European river systems and one of the most important neophyte invading plants in Germany. Exploring the effects of allelopathic plant chemicals is important for the understanding of its ecological impacts in the process of suppression of indigenous plant species. ObjectiveTo investigate the chemical composition of Impatiens glandulifera flowers (IGFs) using high performance countercurrent chromatography (HPCCC). MethodsThe flowers of Impatiens glandulifera were manually separated and extracted with ethanol. LC-ESI-MS/MS was used to characterise the crude extract of IGF. The various flavonoids detected were isolated by HPCCC using of methyl tert-butyl ether-acetonitrile-water (2:2:3, v/v/v). The combination of the data provided by preparative ESI-MS/MS metabolite profiling, LC-ESI-MS/MS, UV-vis and 1D/2D-NMR spectroscopic analysis was used to elucidate the structures of the isolated compounds. ResultsHPCCC runs led to the direct isolation of pure dihydromyricetin (ampelopsin), eriodictyol-7-O-glucoside, kaempferol-3-O-glucoside (astragalin) and kaempferol-3-O-6-malonyl-glucoside, as well as the pre-purification of kaempferol-3-O-rhamno-rhamnosyldiglucoside, quercetin-3-O-galactoside (hyperoside), quercetin and kaempferol in a single step. ConclusionThis is the first report on the flavonoid composition of the species Impatiens glandulifera. The developed protocol was successfully used to isolate the main flavonoids from the crude extract of IGFs. This combined HPCCC and HPLC procedure could be applied to the fast fractionation and recovery of flavonoid derivatives of other plant extracts. Copyright (c) 2016 John Wiley & Sons, Ltd. Impatiens glandulifera (Balsaminaceae) is one of the most important neophyte invading plant in Germany. Therefore, the aim of this work was to investigate the chemical composition of its flowers using high performance countercurrent chromatography (HPCCC). HPCCC runs lead to the isolation of dihydromyricetin, eriodictyol-7-O-glucoside, kaempferol-3-O-glucoside and kaempferol-3-O-6-malonyl-glucoside, as well as the pre-purification of kaempferol-3-O-rhamnosyldiglucoside, quercetin-3-O-galactoside, quercetin and kaempferol in a single step. The combination of ESI-MS/MS metabolite profiling, LC-ESI-MS/MS, UV-Vis and 1D/2D-NMR data allowed the identification of the isolated compounds.

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