Isolation and Structure of Woodorien, a New Glucoside Having Antiviral Activity, from Woodwardia orientalis

• Published in: Chemical & pharmaceutical bulletin Vol. 41; no. 10; pp. 1803 - 1806
• Main Authors: XU, Hong-Xi, KADOTA, Shigetoshi, KUROKAWA, Masahiko, SHIRAKI, Kimiyasu, MATSUMOTO, Takao, NAMBA, Tsuneo
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 01.10.1993; 公益社団法人日本薬学会; Maruzen; Japan Science and Technology Agency
• Subjects: Animals; antiviral activity; Antiviral Agents - chemistry; Antiviral Agents - isolation & purification; Antiviral Agents - pharmacology; Biological and medical sciences; General pharmacology; Glucosides - chemistry; Glucosides - isolation & purification; Glucosides - pharmacology; herpes simplex virus type 1; Herpesvirus 1, Human - drug effects; Hydroxybenzoates - chemistry; Hydroxybenzoates - isolation & purification; Hydroxybenzoates - pharmacology; Magnetic Resonance Spectroscopy; Measles virus - drug effects; Medical sciences; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plants - chemistry; Poliovirus - drug effects; Vero Cells; woodorien; Woodwardia orientalis; Asia; China; Folk medicine; Glucoside; Rhizome; Antiviral; Isolation; Pteridophyta; Biological activity; Filicineae; Structural analysis
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.41.1803

Hot aqueous and methanol extracts of the rhizomes of Woodwardia orientalis were tested for their in vitro antiviral activity against herpes simplex virus type 1 (HSV-1), poliovirus type 1, and measles virus by plaque reduction assay. The aqueous extract of W. orientalis reduced the plaque forming ability of HSV-1 and poliovirus more strongly than did the methanol extract. By bioassay-directed fractionation of the aqueous extract, a new glucoside, woodorien (1), along with five known compounds were isolated from an EtO Ac-soluble fraction that had antiviral activity. The structures of these compounds were determined by the use of two dimensional (2D) NMR techniques (1H-1H correlation spectroscopy (COSY), 1H-13C COSY and heteronuclear multiple-bond multiple-quantum coherence (HMBC)). Woodorien (1) was the most potent inhibitor against HSV-1 among the isolated compounds.