Isolation of highly polar galloyl glucoside tautomers from Saxifraga tangutica through preparative chromatography and assessment of their in vitro antioxidant activity

Bibliographic Details
Title: Isolation of highly polar galloyl glucoside tautomers from Saxifraga tangutica through preparative chromatography and assessment of their in vitro antioxidant activity
Authors: Yingying Tong, Ming Chu, Jia Zhou, Qilan Wang, Gang Li, A. M. Abd El-Aty, Jun Dang
Source: BMC Chemistry, Vol 18, Iss 1, Pp 1-12 (2024)
Publisher Information: BMC, 2024.
Publication Year: 2024
Collection: LCC:Chemistry
Subject Terms: Saxifraga tangutica, Isolation, Galloyl glucoside tautomers, Antioxidative activity, HepG2 cells, Structure‒activity relationships, Chemistry, QD1-999
More Details: Abstract In this work, the rapid and efficient preparation of isolated galloyl glucoside tautomer free radical inhibitors was investigated using Saxifraga tangutica as a raw material. Four highly polar galloyl glucoside tautomers, 3-O-galloyl-α-d-glucose ⇌ 3-O-galloyl-β-d-glucose (Fr2-1-1), 2-O-galloyl-α-d-glucose ⇌ 2-O-galloyl-β-d-glucose (Fr2-1-2/2-1-3), 1-O-galloyl-β-d-glucose (Fr2-2-1), and 6-O-galloyl-α-d-glucose ⇌ 6-O-galloyl-β-d-glucose (Fr2-3-1/Fr2-3-2), were obtained via two-step medium-pressure liquid chromatography (with solid loading instead of conventional liquid injection) and one-step high-performance chromatography coupled with on-line RPLC-DPPH techniques for targeted isolation. This separation integration technique not only increases sample intake and reduces time cost but also visualizes each step of targeted separation. All four compounds were isolated from the plant for the first time. In vitro antioxidant activity assays by DPPH (1,1‑diphenyl-2-picrylhydrazyl) revealed that Fr2-1-2/Fr2-1-3 (IC50: 5.52 ± 0.32 μM), Fr2-2-1 (IC50: 7.22 ± 0.57 μM), and Fr2-3–1/Fr2-3-2 (IC50: 7.36 ± 0.25 μM) had superior free radical scavenging abilities and that both were superior to that of quercetin (IC50: 18.61 ± 3.55 μM). Oxidative stress assays revealed that Fr2-1-2/Fr2-1-3 significantly inhibited oxidative stress damage in H2O2-induced HepG2 cells, decreased the level of ROS (P
Document Type: article
File Description: electronic resource
Language: English
ISSN: 2661-801X
Relation: https://doaj.org/toc/2661-801X
DOI: 10.1186/s13065-024-01330-z
Access URL: https://doaj.org/article/402d24a51d5d4678a6e2c268c8a42387
Accession Number: edsdoj.402d24a51d5d4678a6e2c268c8a42387
Database: Directory of Open Access Journals
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More Details
ISSN:2661801X
DOI:10.1186/s13065-024-01330-z
Published in:BMC Chemistry
Language:English