Constituents and Bioactive Principles of Polygonum chinensis

doi:10.1016/S0031-9422(98)00322-7

Phytochemistry

Volume 49, Issue 6, 20 November 1998, Pages 1663-1666

https://doi.org/10.1016/S0031-9422(98)00322-7 Get rights and content

Abstract

Isolation and characterization of the chemical constituents of Polygonum chinensis L. gave the new 25R-spirost-4-ene-3,12-dione. The known compounds stigmast-4-ene-3,6-dione, stigmastane-3,6-dione, hecogenin and aurantiamide acetate were also isolated from for the first time from this species. Their anti-inflammatory and anti-allergic properties are described.

Introduction

Polygonum chinensis L. is used in its entirety as a folk medicine in Taiwan to treat many infectious diseases[1]. Previous studies on its constituents have mostly reported primary metabolites such as fatty acids[2], monosaccharides[3]and amino acids[4]from its roots, as well as several flavonoids from its leaves5, 6. This study attempted to investigate the constituents of both roots and stems and to examine their anti-inflammatory and anti-allergic properties.

Section snippets

Characterization of the isolated compounds

Plant constituents were isolated in crude form by MeOH extraction and subsequent partitioning of the resulting aqueous suspension using n-hexane and chloroform, respectively (see Experimental). The corresponding fractions so obtained were subjected to various forms of chromatography. The known stigmast-4-ene-3,6-dione 1 was identified by comparison of its [α]_D, as well as IR, UV, MS, ¹H NMR and ¹³C NMR spectra to previously reported data7, 8. However, through DEPT analysis, the results

General

Melting points were measured on a Yanaco MP-500 and are uncorrected. UV spectra were obtained on a Shimadzu UV-160A, whereas IR spectra were recorded on a Nicolet Impact 400 FT-IR speectrometer. Mass spectra were obtained using an Hewlett-Packard 5995 GC-MS System with a direct probe (70 ev). ¹H and ¹³C NMR spectra were recorded on Bruker ARX-200 or ARX-300 FT-NMR spectrometers. Optical activities were measured on a Perkin-Elmer 241 Polarimeter. For HPLC separations, a Shimadzu LC-10S pump and a

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Plant steroids have not been well studied for their effects on fMLF-stimulated functional responses in leukocytes. High concentrations (30–100 μM) of stigmast-4-ene-3,6-dione and hecogenin isolated from Polygonum chinensis inhibited O2− production by fMLF-stimulated rat neutrophils, whereas stigmastane-3,6-dione was inactive [60]. Further work is necessary to assess the specificity and receptor targets of these plant steroids.
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EECTD (300 mg/kg) significantly reduced the number of writhing, extended the pain response latency, and suppressed xylene-induced ear swelling. Each EECTD treatment group also had significant inhibition of cotton granulation formation in addition to reduced carrageenan-induced paw edema. EECTD was also shown to alleviate signs of inflammation in histopathological paw sections. However, it had a less noticeable effect on mouse ear swelling in the delayed type hypersensitivity test. A purified compound was isolated from EECTD and its structure was identified as AA. In vitro experimental results showed that both EECTD and AA were able to significantly inhibit the release of pro-inflammatory cytokines NO and PGE₂ on LPS-induced RAW264.7 cells.
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Constituents and Bioactive Principles of Polygonum chinensis

Abstract

Introduction

Section snippets

Characterization of the isolated compounds

General

Phytochemistry

Methods Enzymol.

Methods Enzymol.

Biochem. Biophys. Acta

Anal. Biochem.

Proc. Natl. Acad. Sci. India. Sect. A

J. Inst. Chem. Calcutta

J. Inst. Chem. Calcutta

Curr. Sci.