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Planta Med 2016; 82(18): 1576-1583
DOI: 10.1055/s-0042-118710
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Saponins and Flavonoids from an Infusion of Herniaria hirsuta

Ines van Dooren
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Kenn Foubert
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Sebastiaan Bijttebier
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Mart Theunis
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Stefaniya Velichkova
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Magda Claeys
2   Laboratory for Bio-organic Mass Spectrometry, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Luc Pieters
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Vassiliki Exarchou
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
,
Sandra Apers
1   Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
› Author Affiliations
Further Information

Publication History

received 01 April 2016
revised 04 October 2016

accepted 05 October 2016

Publication Date:
24 October 2016 (online)

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Abstract

Stone diseases present a major health problem in the Western society, since both urinary and biliary stones occur with a relatively high prevalence of 10–12 % and 10–20 %, respectively, and demonstrate a high recurrence rate. At the moment treatment is mainly based on interventional procedures, or prophylactic and dissolution therapy. However, many of the current drugs cause severe side effects, and therefore, there is an increasing interest in natural medicines. At the moment no registered herbal medicinal products are available for treatment of gallstones. Since an infusion of Herniaria hirsuta L. has a proven efficacy against urolithiasis and cholelithiasis, its phytochemical composition has been investigated. Two previously undescribed triterpene saponins, 28-O-{[β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)]-[β-D-glucopyranosyl-(1–6)]-β-D-glucopyranosyl}-medicagenic acid and 3-O-[α-L-rhamnopyranosyl-(1 → 3)-β-D-glucuronopyranosyl]-28-O-{[β-D-glucopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)]-[β-D-apiofuranosyl-(1 → 3)]-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranosyl}-medicagenic acid and three known flavonoids, quercetin-3-O-(2″-O-α-L-rhamnopyranosyl)-β-D-glucuronopyranoside, rutin, and narcissin (isorhamnetin-3-O-rutinoside), were isolated using flash chromatography and successive semi-preparative HPLC and were well characterized by MS and 1D and 2D NMR spectroscopic techniques. These findings could contribute to the development of a standardized extract that can be used in prophylaxis and treatment of gall and kidney stones.

Key words

Herniaria hirsute - Caryophyllaceae - flavonoids - saponins - urolithiasis - cholelithiasis

Supporting Information

 

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