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Planta Med 2018; 84(15): 1118-1126
DOI: 10.1055/a-0605-3857
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Isolation and Determination of Phenolic Glycosides and Anthraquinones from Rhizomes of Various Reynoutria Species

Izabela Nawrot-Hadzik
1   Department of Pharmaceutical Biology and Botany, Medical University, Wroclaw, Poland
,
Sebastian Granica
2   Department of Pharmacognosy and Molecular Basis of Phytotherapy, Medical University, Warsaw, Poland
,
Krzysztof Domaradzki
3   Department of Weed Science and Soil Tillage Systems, IUNG-Institute of Soil Science and Plant Cultivation State Research Institute and Soil Science, Wroclaw, Poland
,
Łukasz Pecio
4   Department of Crop Biochemistry and Crop Quality, IUNG-Institute of Soil Science and Plant Cultivation State Research Institute, Puławy, Poland
,
Adam Matkowski
1   Department of Pharmaceutical Biology and Botany, Medical University, Wroclaw, Poland
5   Botanical Garden of Medicinal Plants, Wroclaw Medical University, Poland
› Author Affiliations
Further Information

Publication History

received 28 December 2017
revised 29 March 2018

accepted 07 April 2018

Publication Date:
19 April 2018 (online)

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Abstract

Giant knotweeds of the genus Reynoutria (syn. Fallopia)–Reynoutria japonica, Reynoutria sachalinensis, and a hybrid of them, Reynoutria x bohemica–are noxious invasive plants in Europe and North America. R. japonica is a traditional East Asian (Japan and China) drug (Polygoni cuspidati rhizoma). Recently, it has been included in European Pharmacopoeia as one of the traditional Chinese medicinal herbs. In this study, a reversed-phase high performance liquid chromatography method with diode array detector and time-of-flight mass spectrometry was developed and validated for the profiling of rhizomes from European invasive populations and Polygoni cuspidati rhizoma purchased in China. Twenty-five compounds were identified, mainly stilbenes, anthraquinones, flavan-3-ols, and phenylpropanoid esters. Tatariside B, hydropiperoside, vanicoside C, a new compound (3,6-O-di-p-coumaroyl)-β-fructofuranosyl-(2 → 1)-(2′-O-acetyl-6′-O-feruloyl)-β-glucopyranoside) were reported for the first time in these raw materials. Six compounds from three phytochemical classes–stilbenes: piceid and resveratrol; anthraquinones: emodin and physcion; hydroxycinnamic sucrose esters: vanicosides A and B–were quantified using the validated method. R. japonica from China contained twice as many stilbenoids than samples from Poland (piceid 14.83 mg/g dm vs. 7.45 mg/g and resveratrol 1.29 mg/g vs. 0.65 mg/g). R. sachalinensis rhizomes contained lower quantities of anthraquinones and no detectable stilbenes, which together with higher amounts of hydroxycinnamic glycosides makes it easily distinguishable from the other two. The phytochemical profile of R. x bohemica was intermediate between the two parent species.

Key words

LC-MS - phenolic glycosides - anthranoids - stilbenoids - flavan-3-ols - Polygonaceae - Reynoutria

Supporting Information

    1H NMR and 13C NMR spectra of all isolated compounds as well as detailed results of the validation experiment are available as Supporting Information.

  • Supporting Information
 

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