Shimoda Kei, Hamada Hiroki, Hamada Hatsuyuki
Department of Chemistry, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan.
Int J Mol Sci. 2011;12(9):5616-25. doi: 10.3390/ijms12095616. Epub 2011 Aug 31.
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.
利用长春花和曲霉属β-木糖苷酶的培养细胞，研究了大豆苷元木寡糖的生物催化合成。长春花的培养细胞将大豆苷元转化为其4'-O-β-葡萄糖苷、7-O-β-葡萄糖苷和7-O-β-樱草糖苷，其中7-O-β-樱草糖苷是一种新化合物。大豆苷元的7-O-β-樱草糖苷被曲霉属β-木糖苷酶进一步木糖基化生成大豆苷元三糖，即7-O-[6-O-(4-O-(β-D-吡喃木糖基))-β-D-吡喃木糖基]-β-D-吡喃葡萄糖苷，这也是一种新化合物。大豆苷元的4'-O-β-葡萄糖苷、7-O-β-葡萄糖苷和7-O-β-樱草糖苷具有清除DPPH自由基和超氧自由基的活性。另一方面，大豆苷元的7-O-β-葡萄糖苷和7-O-β-樱草糖苷对IgE抗体产生具有抑制作用。
