Abstract
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.
Keywords:
anti-allergic activity; anti-oxidant activity; biocatalyst; daidzein; xylooligosaccharide.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Allergic Agents / chemistry
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Anti-Allergic Agents / metabolism*
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Anti-Allergic Agents / pharmacology
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Antioxidants / chemistry
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Antioxidants / metabolism*
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Antioxidants / pharmacology
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Aspergillus / enzymology
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Biosynthetic Pathways
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Biphenyl Compounds / antagonists & inhibitors
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Biphenyl Compounds / chemistry
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Biphenyl Compounds / metabolism
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Catharanthus / cytology
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Catharanthus / metabolism
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Cell Line
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Free Radical Scavengers / chemistry
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Free Radical Scavengers / metabolism
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Free Radical Scavengers / pharmacology
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Glucuronates / biosynthesis*
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Glucuronates / chemistry
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Glucuronates / pharmacology
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Isoflavones / biosynthesis*
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Isoflavones / chemistry
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Isoflavones / pharmacology
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Molecular Structure
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Oligosaccharides / biosynthesis*
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Oligosaccharides / chemistry
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Oligosaccharides / pharmacology
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Picrates / antagonists & inhibitors
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Picrates / chemistry
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Picrates / metabolism
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Solubility
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Superoxides / antagonists & inhibitors
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Superoxides / chemistry
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Superoxides / metabolism
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Water / chemistry
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Xylosidases / metabolism
Substances
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Anti-Allergic Agents
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Antioxidants
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Biphenyl Compounds
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Free Radical Scavengers
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Glucuronates
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Isoflavones
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Oligosaccharides
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Picrates
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xylooligosaccharide
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Water
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Superoxides
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daidzein
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1,1-diphenyl-2-picrylhydrazyl
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Xylosidases
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exo-1,4-beta-D-xylosidase