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Int. J. Mol. Sci. 2011, 12(9), 5616-5625; doi:10.3390/ijms12095616

Synthesis of Xylooligosaccharides of Daidzein and Their Anti-Oxidant and Anti-Allergic Activities

Department of Chemistry, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan
Department of Life Science, Faculty of Science, Okayama University of Science, 1-1 Ridai-cho, Kita-ku, Okayama 700-0005, Japan
National Institute of Fitness and Sports in Kanoya, 1 Shiromizu-cho, Kagoshima 891-2390, Japan
Authors to whom correspondence should be addressed.
Received: 7 June 2011 / Revised: 17 August 2011 / Accepted: 18 August 2011 / Published: 31 August 2011
(This article belongs to the Special Issue Antioxidants)
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The biocatalytic synthesis of xylooligosaccharides of daidzein was investigated using cultured cells of Catharanthus roseus and Aspergillus sp. β-xylosidase. The cultured cells of C. roseus converted daidzein into its 4'-O-β-glucoside, 7-O-β-glucoside, and 7-O-β-primeveroside, which was a new compound. The 7-O-β-primeveroside of daidzein was further xylosylated by Aspergillus sp. β-xylosidase to daidzein trisaccharide, i.e., 7-O-[6-O-(4-O-(β-D-xylopyranosyl))-β-D-xylopyranosyl]-β-D-glucopyranoside, which was a new compound. The 4'-O-β-glucoside, 7-O-β-glucoside, and 7-O-β-primeveroside of daidzein exerted DPPH free-radical scavenging and superoxide radical scavenging activity. On the other hand, 7-O-β-glucoside and 7-O-β-primeveroside of daidzein showed inhibitory effects on IgE antibody production. View Full-Text
Keywords: daidzein; xylooligosaccharide; biocatalyst; anti-oxidant activity; anti-allergic activity daidzein; xylooligosaccharide; biocatalyst; anti-oxidant activity; anti-allergic activity

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Shimoda, K.; Hamada, H.; Hamada, H. Synthesis of Xylooligosaccharides of Daidzein and Their Anti-Oxidant and Anti-Allergic Activities. Int. J. Mol. Sci. 2011, 12, 5616-5625.

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