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2-O-β-D-glucopyranosyl- L -ascorbic acid, a novel vitamin C derivative from Lycium barbarum, prevents oxidative stress
Wang,Shen Fei1; Liu,Xin1; Ding,Mo Yu1; Ma,Shuangcheng1,2; Zhao,Jing1; Wang,Ying1; Li,Shaoping1
2019-06-01
Source PublicationRedox Biology
ISSN2213-2317
Volume24
AbstractReducing agents are crucial for the management of maladaptive inflammation-induced macrophage death and hematopoietic toxicity of chemotherapy. 2-O-β-D-glucopyranosyl- -ascorbic acid (AA-2βG), a unique AA (or vitamin C) derivative identified in Lycium barbarum, exhibited enhanced free radical scavenging activity compared with AA and its synthetic derivative AA-2αG. AA-2βG protected hydrogen peroxide-induced cell death in murine macrophage RAW264.7 cells. Treatment with AA-2βG eliminated oxidative stress and the ratio of cellular glutathione to glutathione disulfide 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 significantly decreased Keap-1expression, and increased the expression levels of nuclear factor E2-related factor 2 (Nrf2) and heme oxygenase-1. All compounds triggered the nuclear translocation of Nrf2, while the ability of AA-2βG to enhance the Nrf2-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 scavenging activities 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 from L. barbarum with excellent free radical scavenging activity is a promising natural AA derivative for further pharmacological evaluation.
Keyword2-O-β-D-glucopyranosyl- L -ascorbic acid (AA-2βG) Ascorbic acid Lycium barbarum Nuclear factor E2-related factor 2 (Nrf2) Oxidative stress
DOI10.1016/j.redox.2019.101173
URLView the original
Language英语
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Cited Times [WOS]:6   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionUniversity of Macau
Corresponding AuthorWang,Ying
Affiliation1.Institute of Chinese Medical Sciences and State Key Laboratory of Quality Research in Chinese Medicine,University of Macau,Taipa,Avenida da Universidade,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
Wang,Shen Fei,Liu,Xin,Ding,Mo Yu,et al. 2-O-β-D-glucopyranosyl- L -ascorbic acid, a novel vitamin C derivative from Lycium barbarum, prevents oxidative stress[J]. Redox Biology,2019,24.
APA Wang,Shen Fei,Liu,Xin,Ding,Mo Yu,Ma,Shuangcheng,Zhao,Jing,Wang,Ying,&Li,Shaoping.(2019).2-O-β-D-glucopyranosyl- L -ascorbic acid, a novel vitamin C derivative from Lycium barbarum, prevents oxidative stress.Redox Biology,24.
MLA Wang,Shen Fei,et al."2-O-β-D-glucopyranosyl- L -ascorbic acid, a novel vitamin C derivative from Lycium barbarum, prevents oxidative stress".Redox Biology 24(2019).
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