Planta Med 2011; 77 - PG77
DOI: 10.1055/s-0031-1282561

Anti-Influenza Viral Flavonoids from Persicaria filiforme

J Kwak 1, J Khoo 1, H Youn 2, Y Lee 2, C Song 2, D Lee 3, O Zee 1
  • 1School of Pharmacy, Sungkyunkwan University, Suwon 440–746, Korea
  • 2College of Veterinary Medicine, Konkuk University, Seoul 143–701, Korea
  • 3Department of Biotechnology, Dongguk University, Gyeongju 780–714, Korea

Persicaria filiforme Nakai, which belongs to the family Polygonaceae, is a perennial herb growing in mountains area of Korea [1]. It has been used as a traditional Chinese medicine for the treatment of various bleeding, diarrhea, dysentery, and stomachache [2]. In the course of a search for anti-influenza viral compounds from natural products, we have found that the methanol extract of P. filiforme has anti-viral activity against influenza A virus. To date, there are no reports on the phytochemical constituents and biological activities of P. filiforme. A new flavonol glycoside and eight known flavonoids were isolated from the EtOAc and n-BuOH fractions of P. filiforme. The known compounds, quercitrin (2), juglanin (3), avicularin (4), afzelin (5), quercetin (6), kaempferol (7), quercitrin 2''-O-gallate (8) and quercitrin 3''-O-gallate (9) were identified by comparing their spectral data with literature values. The structure of a new flavonol glycoside (1), named persicarioside A, was determined as quercetin 3-O-β-D-apiofuranosyl-(1→2)-α-L-rhamnopyranoside from spectral data and chemical evidence. The anti-influenza viral activity of the isolates 1-9 were evaluated using cytopathic effect (CPE) inhibition assay against influenza A/NWS/33 (H1N1) virus [3, 4]. Compounds 1, 2, and 7 showed antiviral activity. The anti-viral compounds were subjected to inhibitory activity against neuraminidase in a virus. The effect of compounds was evaluated using neuraminidase inhibition assay in influenza A/NWS/33 virus [5]. The activity of neuraminidase decreased significantly by tested compounds, however half reduction of enzymatic activity was shown at relatively high concentration.

References: 1. Lee TB (1999) Illustrated flora of Korea. Hyangmoonsa. Seoul.

2. Zhonghuabencao Compilation Committee (1999) Zhonghuabencao (2). Shanghai Science and Technological Publisher. Shanghai.

3. Player MR et al. (1998) Proc Natl Acad Sci USA 95: 8874–8879.

4. Jeong HJ et al. (2009) Bioorganic & Medicinal Chemistry 17: 6816–6823.

5. Song J-M et al. (2005) Antiviral Research 68: 66–74.