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https://ir.cnu.edu.tw/handle/310902800/34317
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| Title: | Production of New Isoflavone Diglucosides from Glycosylation of 8-Hydroxydaidzein by Deinococcus geothermalis Amylosucrase |
| Authors: | Chiang, Chien-Min
Wang, Tzi-Yuan
Wu, Jiumn-Yih
Zhang, Yun-Rong
Lin, Shu-Yuan
Chang, Te-Sheng |
| Contributors: | Chia Nan Univ Pharm & Sci, Dept Pharm
Acad Sinica, Biodivers Res Ctr
Natl Quemoy Univ, Dept Food Sci
Natl Univ Tainan, Dept Biol Sci & Technol |
| Keywords: | amylosucrase
Deinococcus geothermalis
8-hydroxydaidzein
isoflavone
glycosylation |
| Date: | 2021 |
| Issue Date: | 2023-11-11 11:42:58 (UTC+8) |
| Publisher: | MDPI |
| Abstract: | 8-Hydroxydaidzein (8-OHDe) is a non-natural isoflavone polyphenol isolated from fermented soybean foods. 8-OHDe exhibits a wide range of pharmaceutical activities. However, both the poor solubility and instability of 8-OHDe limit its applications. To resolve the limitations of 8-OHDe, Deinococcus geothermalis amylosucrase (DgAS) has previously been used to glycosylate 8-OHDe to produce soluble and stable 8-OHDe-7-O-alpha-glucopyranoside (8-OHDe-7-G) in a 0.5 h reaction time. In this study, we aimed to use DgAS and an extended reaction time to produce 8-OHDe diglucosides. At least three 8-OHDe derivatives were produced after a 24 h reaction time, and two major products were successfully purified and identified as new compounds: 8-OHDe-7-O-[alpha-glucopyranosyl-(1 -> 6)-alpha-glucopyranoside] (8-OHDe-7-G2) and 8-OHDe-7,4 '-O-alpha-diglucopyranoside (8-OHDe-7-G-4 '-G). 8-OHDe-7-G-4 '-G showed a 4619-fold greater aqueous solubility than 8-OHDe. In addition, over 92% of the 8-OHDe diglucosides were stable after 96 h, while only 10% of the 8-OHDe could be detected after being subjected to the same conditions. The two stable 8-OHDe diglucoside derivatives have the potential for pharmacological usage in the future. |
| Relation: | FERMENTATION-BASEL, v.7, n.4, pp.232 |
| Appears in Collections: | [Dept. of Pharmacy] Periodical Articles
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| fermentation7040232.pdf | | 1326Kb | Adobe PDF | 141 | View/Open | | index.html | | 0Kb | HTML | 272 | View/Open |
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