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Molecules 2011, 16(6), 4740-4747; doi:10.3390/molecules16064740

Synthesis of Gentiooligosaccharides of Genistein and Glycitein and Their Radical Scavenging and Anti-Allergic Activity

1
Department of Chemistry, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan
2
National Institute of Fitness and Sports in Kanoya, 1 Shiromizu-cho, Kagoshima 891-2390, Japan
3
Department of Life Science, Okayama University of Science, 1-1 Ridai-cho, Kita-ku, Okayama 700-0005, Japan
*
Authors to whom correspondence should be addressed.
Received: 19 April 2011 / Revised: 27 May 2011 / Accepted: 2 June 2011 / Published: 7 June 2011
(This article belongs to the Special Issue Radical Chemistry)
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Abstract

The synthesis of gentiooligosaccharides of genistein and glycitein using cultured cells of Eucalyptus perriniana as biocatalysts was investigated. The cells of E. perriniana glycosylated genistein and glycitein to give the corresponding 4'-O-b-glucosides, 7-O-b-glucosides, and 7-O-b-gentiobiosides, which were two new compounds. The b-glucosides of genistein and glycitein showed 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging activity and superoxide-radical scavenging activity. On the other hand, 7-O-b-glucosides of genistein and glycitein and the 7-O-b-gentiobioside of glycitein exerted inhibitory effects on IgE antibody production.
Keywords: gentiooligosaccharide; genistein; glycitein; DPPH free-radical scavenging activity; superoxide-radical scavenging activity; anti-allergic activity gentiooligosaccharide; genistein; glycitein; DPPH free-radical scavenging activity; superoxide-radical scavenging 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.; Kubota, N.; Hamada, H.; Hamada, H. Synthesis of Gentiooligosaccharides of Genistein and Glycitein and Their Radical Scavenging and Anti-Allergic Activity. Molecules 2011, 16, 4740-4747.

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