Anti-inflammatory antioxidant gallic acid glycoside and preparation method and application thereof

By using Bifidobacterium adolescentis sucrose phosphorylase to catalyze the formation of an α-O-glycosidic bond at the C4 hydroxyl group of gallic acid, the problems of poor water solubility and low bioavailability of gallic acid were solved, and the efficient preparation of anti-inflammatory and antioxidant gallic acid glycosides was achieved, expanding its application in chronic inflammatory and oxidative stress diseases.

CN122404445APending Publication Date: 2026-07-17HEFEI UNIV OF TECH

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
HEFEI UNIV OF TECH
Filing Date
2026-04-27
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Gallic acid has poor water solubility in physiological environments and is easily metabolized and decomposed, resulting in low bioavailability. Existing enzymatic glycosylation technologies suffer from problems such as poor regioselectivity, high cost of glycosyl donors, and limited substrate specificity, making it difficult to achieve efficient and large-scale preparation of α-glycoside derivatives.

Method used

Using sucrose phosphorylase derived from Bifidobacterium adolescentis, with sucrose as the glycosyl donor, a glucose moiety is directionally transferred to the C4 hydroxyl group of gallic acid through an enzymatic reaction to form an α-O-glycosidic bond. Gallic acid-4-O-α-D-glucopyranoside is synthesized by utilizing its unique catalytic specificity and high selectivity.

Benefits of technology

The synthesis of gallic acid glycosides with high selectivity was achieved, increasing its water solubility by 9 times, enhancing its anti-inflammatory and antioxidant activities, expanding its application potential in chronic inflammation and oxidative stress-related diseases, and solving the technical problem of low bioavailability.

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Abstract

The application discloses an anti-inflammatory and anti-oxidative gallic acid glycoside as well as a preparation method and application thereof. The preparation method comprises the following steps: taking sucrose as a glucosyl donor, taking gallic acid as a glucosyl acceptor, and performing an enzymatic reaction under the catalysis of sucrose phosphorylase to transfer a glucosyl generated by the decomposition of sucrose to a C4 hydroxyl group of the gallic acid to obtain the gallic acid glycoside; and the sucrose phosphorylase is derived from Bifidobacterium adolescentis. In the application, sucrose is taken as a glucosyl donor, gallic acid is taken as a receptor, and a glucosyl generated by the hydrolysis of sucrose is accurately transferred to a C4 hydroxyl group of the gallic acid through a high-efficiency transglycosylation reaction, so that the conversion rate of a target product is significantly improved, and core technical support is provided for large-scale preparation.
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