Isolation and anti-inflammatory effect of astragalin synthesized by enzymatic hydrolysis of tea seed extract

• Published in: Journal of the science of food and agriculture Vol. 91; no. 13; pp. 2315 - 2321
• Main Authors: Lee, Hyang-Bok, Kim, Eun-Ki, Park, Sang-Jae, Bang, Sang-gu, Kim, Tae Gil, Chung, Dae-won
• Format: Journal Article
• Language: English
• Published: Chichester, UK John Wiley & Sons, Ltd 01.10.2011; Wiley; John Wiley and Sons, Limited
• Subjects: Animals; anti-inflammation; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification; Anti-Inflammatory Agents, Non-Steroidal - metabolism; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; astragalin; Biological and medical sciences; Camellia sinensis - chemistry; Cell Line, Transformed; Cells; Cytokines; Dinoprostone - metabolism; enzymatic hydrolysis; Enzymes; flavonol triglycosides; Food industries; Foods; Fundamental and applied biological sciences. Psychology; Fungal Proteins - metabolism; Glycoside Hydrolases - metabolism; Glycosides - metabolism; Hydrolysis; Interleukin-6 - metabolism; Kaempferols - chemistry; Kaempferols - isolation & purification; Kaempferols - metabolism; Kaempferols - pharmacology; Lipopolysaccharides - pharmacology; Macrophages - drug effects; Macrophages - metabolism; Magnetic Resonance Spectroscopy; Mice; Nitric Oxide - metabolism; Nitrites; NMR; Nuclear magnetic resonance; Oxides; Plant Extracts - metabolism; Prostaglandins; Quercetin - analogs & derivatives; Quercetin - metabolism; Seeds; Seeds - chemistry; Tea; tea seed extract; Seeds; Antiinflammatory agent; Inflammation; anti-inflammation; tea seed extract; Flavonoid; enzymatic hydrolysis; Hydrolysis; Polyphenol; flavonol triglycosides; Isolation; astragalin; Tea extract; Enzymatic reaction
• ISSN: 0022-5142; 1097-0010; 1097-0010
• DOI: 10.1002/jsfa.4457

BACKGROUND: The application of tea seed extract (TSE) has been widely investigated because of its biological activities. In this paper, two flavonol triglycosides in TSE—camelliaside A (CamA) and camelliaside B (CamB)—were subjected to hydrolysis in the presence of two commercial enzyme complexes (Pectinex™ series): Smash and Mash. RESULTS: Smash hydrolyzed only the xylosyl moiety of CamB, and the main product was kaempferol diglycoside (nicotiflorin, NF). On the other hand, Mash induced the hydrolysis of both CamA and CamB, and kaempferol monoglycoside (astragalin, AS) was found to be a main product. Pure AS with > 96% purity was prepared by enzymatic hydrolysis of TSE using Mash, and the chemical structure of AS was confirmed by 1H‐ and 13C‐nuclear magnetic resonance analyses. The prepared pure AS showed anti‐inflammatory activities by significantly inhibiting cellular nitrite oxide (IC50 = 363 µg mL−1), prostaglandin E2 (IC50 = 134 µg mL−1) and interleukin‐6 production (IC50 = 289 µg mL−1) by lipopolysaccharide ‐stimulated RAW 264.7 cells. CONCLUSION: It was concluded that pure AS can be prepared by enzymatic partial hydrolysis of TSE and employed as an anti‐inflammatory material. This is the first study to address the preparation of pure AS from natural sources. Copyright © 2011 Society of Chemical Industry