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Identification of a flavonoid C-glycoside as potent antioxidant.
- Source :
-
Free Radical Biology & Medicine . Sep2017, Vol. 110, p92-101. 10p. - Publication Year :
- 2017
-
Abstract
- Flavonoids have been documented to have good antioxidant activities in vitro . However, reports on the cellular antioxidant activities of flavonoid C -glycosides are very limited. In this work, an apigenin C -glycoside was purified from Artocarpus heterophyllus by column chromatography and was identified to be 2″- O - β -D-xylosylvitexin by nuclear magnetic resonance spectroscopy. The cellular antioxidant activity and anticancer activity of 2″- O - β -D-xylosylvitexin were evaluated for the first time. The quantitative structure-activity relationship was analysed by molecular modeling. Apigenin presented an unexpected cellular antioxidation behaviour. It had an antioxidant activity at low concentration and a prooxidant activity at high concentration, whereas 2″- O - β -D-xylosylvitexin showed a dose-dependent cellular antioxidant activity. It indicated that C-glycosidation improved the cellular antioxidation performance of apigenin and eliminated the prooxidant effect. The ortho -dihydroxyl at C -3′/ C -4′ and C -3 hydroxyl in the flavonoid skeleton play important roles in the antioxidation behaviour. The cell proliferation assay revealed a low cytotoxicity of 2″- O - β -D-xylosylvitexin. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 08915849
- Volume :
- 110
- Database :
- Academic Search Index
- Journal :
- Free Radical Biology & Medicine
- Publication Type :
- Academic Journal
- Accession number :
- 125217569
- Full Text :
- https://doi.org/10.1016/j.freeradbiomed.2017.05.027