Saponins and Flavonoids from an Infusion of Herniaria hirsuta

Ines van Dooren; Kenn Foubert; Sebastiaan Bijttebier; Mart Theunis; Stefaniya Velichkova; Magda Claeys; Luc Pieters; Vassiliki Exarchou; Sandra Apers

doi:10.1055/s-0042-118710

Planta Medica, Table of Contents

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

Authors

Ines van Dooren

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Kenn Foubert

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Sebastiaan Bijttebier

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Mart Theunis

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Stefaniya Velichkova

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Magda Claeys

²Laboratory for Bio-organic Mass Spectrometry, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Luc Pieters

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Vassiliki Exarchou

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
Sandra Apers

¹Natural Products and Food – Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium

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

Full Text

References

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