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2-O-β-D-glucopyranosyl-L-ascorbic acid, a novel vitamin C derivative fromLycium barbarum, prevents oxidative stress
Shen-Fei Wang1; Xin Liu1; Mo-Yu Ding1; Shuangcheng Ma1,2; Jing Zhao1; Ying Wang1; Shaoping Li1
2019-03-18
Source PublicationRedox Biology
ISSN2213-2317
Volume24
Abstract

Reducing agents are crucial for the management of maladaptive inflammation-induced macrophage death and he-matopoietic toxicity of chemotherapy. 2-O-β-D-glucopyranosyl-L-ascorbic acid (AA-2βG), a unique AA (or vitamin C)derivative identified inLyciumbarbarum, exhibited enhanced free radical scavenging activity compared with AA and itssynthetic derivative AA-2αG. AA-2βG protected hydrogen peroxide-induced cell death in murine macrophageRAW264.7 cells. Treatment with AA-2βG eliminated oxidative stress and the ratio of cellular glutathione to glutathionedisulfide more effectively than AA and AA-2αG. AA-2βG also significantly reduced the fluorescent intensity of DCFH-DA triggered by chemotherapeutic agent camptotehcin-11 but not fluorouracil. AA, AA-2αG, and AA-2βG significantlydecreased Keap-1expression, and increased the expression levels of nuclear factor E2-related factor 2 (Nrf2) and hemeoxygenase-1. All compounds triggered the nuclear translocation of Nrf2, while the ability of AA-2βG to enhance theNrf2-DNA binding affinity was approximately two fold as those of AA and AA-2αG. Sodium ascorbate cotransporters(SVCT) inhibitors, sulfinpyrazone, phloretin, and 3-O-methyglucose, potently abrogated the free radical scavengingactivities of AA, AA-2αG, and AA-2βG. The cellular uptake efficacy of AA-2αG and AA-2βG was less than 10% of AA,while the inhibition of SVCT with sulfinpyrazone considerably diminished the uptake efficacy of these compounds. AA-2αG and AA-2βG are more stable in the Fenton reagents than AA. In summary, AA-2βG fromL.barbarumwith excellentfree radical scavenging activity is a promising natural AA derivative for further pharmacological evaluation.

KeywordAscorbic Acid 2-o-β-d-glucopyranosyl-l-ascorbic Acid (Aa-2βg) Oxidative Stress Lycium Barbarum Nuclear Factor E2-related Factor 2 (Nrf2)
DOIhttps://doi.org/10.1016/j.redox.2019.101173
Indexed BySCI
Language英语
WOS Research AreaBiochemistry ; Molecular Biology
WOS SubjectBiochemistry & Molecular Biology
WOS IDWOS:000471255400011
PublisherELSEVIER SCIENCE BV, PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS
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Cited Times [WOS]:3   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Corresponding AuthorJing Zhao; Ying Wang; Shaoping Li
Affiliation1.Institute of Chinese Medical Sciences and State Key Laboratory of Quality Research in Chinese Medicine, University of Macau, Avenida da Universidade, Taipa, MacaoSAR, China
2.National Institutes for Food and Drug Control, Beijing, 100050, China
First Author AffilicationInstitute of Chinese Medical Sciences
Corresponding Author AffilicationInstitute of Chinese Medical Sciences
Recommended Citation
GB/T 7714
Shen-Fei Wang,Xin Liu,Mo-Yu Ding,et al. 2-O-β-D-glucopyranosyl-L-ascorbic acid, a novel vitamin C derivative fromLycium barbarum, prevents oxidative stress[J]. Redox Biology,2019,24.
APA Shen-Fei Wang.,Xin Liu.,Mo-Yu Ding.,Shuangcheng Ma.,Jing Zhao.,...&Shaoping Li.(2019).2-O-β-D-glucopyranosyl-L-ascorbic acid, a novel vitamin C derivative fromLycium barbarum, prevents oxidative stress.Redox Biology,24.
MLA Shen-Fei Wang,et al."2-O-β-D-glucopyranosyl-L-ascorbic acid, a novel vitamin C derivative fromLycium barbarum, prevents oxidative stress".Redox Biology 24(2019).
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