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Planta Med 2013; 79(18): 1736-1741
DOI: 10.1055/s-0033-1351016
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Inhibition of G Protein-Activated Inwardly Rectifying K+ Channels by Extracts of Polygonum persicaria and Isolation of New Flavonoids from the Chloroform Extract of the Herb

Ildikó Lajter
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
,
Andrea Vasas
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
,
Péter Orvos
2   Department of Pharmacology and Pharmacotherapy, University of Szeged, Szeged, Hungary
3   Rytmion Ltd., Szeged, Hungary
,
Száva Bánsághi
3   Rytmion Ltd., Szeged, Hungary
,
László Tálosi
3   Rytmion Ltd., Szeged, Hungary
,
Gusztáv Jakab
4   Hungary Institute of Environmental Sciences, Szent István University, Szarvas, Hungary
,
Zoltán Béni
5   Gedeon Richter Plc., API Research and Development – Spectroscopic Research, Budapest, Hungary
,
Viktor Háda
5   Gedeon Richter Plc., API Research and Development – Spectroscopic Research, Budapest, Hungary
,
Peter Forgo
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
,
Judit Hohmann
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
› Author Affiliations
Further Information

Publication History

received 16 May 2013
revised 16 September 2013

accepted 05 October 2013

Publication Date:
11 November 2013 (online)

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Abstract

The G protein-activated inwardly rectifying K+ channel-modulatory activities of Polygonum persicaria extracts were investigated by using an automated patch-clamp method, with the aim of identifying natural sources of promising ion channel-blocking compounds. The chloroform extract of the whole plant at 0.1 mg/mL exhibited high G protein-activated inwardly rectifying K+ channel-inhibitory activity. Fractionation of this extract by vacuum liquid chromatography on RP-silica gel resulted in 6 fractions, which were evaluated for G protein-activated inwardly rectifying K+ channel-modulatory activity. RP-HPLC of the most active fractions afforded the main compounds 1–4 in pure form and a mixture containing the minor constituents. The structures were identified by means of UV, HRMS, and advanced NMR methods as 3-O-senecioyl-isorhamnetin (1), 3-O-angeloyl-isorhamnetin (2), 5,3′,4′,5′-tetramethoxy-6,7-methylenedioxyflavone (3), and 3,5,3′,4′,5′-pentamethoxy-6,7-methylenedioxyflavone (4). Compounds 1–4 are new natural products, though 4 was reported earlier as a synthetic compound. Neither the individual, nor the combined application of compounds 1–4 modified the G protein-activated inwardly rectifying K+ channel activity. However, a marked G protein-activated inwardly rectifying K+ current-inhibitory effect was detected on use of the HPLC eluates containing the minor compounds. These results indicate the presence of electrophysiologically active agents among the minor compounds.

Key words

Polygonum persicaria - Polygonaceae - flavone esters - GIRK channel
 

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