Production of New Isoflavone Diglucosides from Glycosylation of 8-Hydroxydaidzein by Deinococcus geothermalis Amylosucrase

doi:10.3390/fermentation7040232

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Please use this identifier to cite or link to this item: https://ir.cnu.edu.tw/handle/310902800/34317

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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