Antioxidant and Quinone Reductase-Inducing Constituents of Black Chokeberry (Aronia melanocarpa) Fruits

Using in vitro hydroxyl radical-scavenging and quinone reductase-inducing assays, bioactivity-guided fractionation of an ethyl acetate-soluble extract of the fruits of the botanical dietary supplement, black chokeberry (Aronia melanocarpa), led to the isolation of 27 compounds, including a new depsi...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2012-11, Vol.60 (46), p.11551-11559
Main Authors: Li, Jie, Deng, Ye, Yuan, Chunhua, Pan, Li, Chai, Heebyung, Keller, William J, Kinghorn, A. Douglas
Format: Article
Language:English
Subjects:
acetates
antioxidant activity
Antioxidants - chemistry
Aronia melanocarpa
Biological and medical sciences
dietary supplements
Food industries
fractionation
Fruit - chemistry
Fruit and vegetable industries
fruits
Fundamental and applied biological sciences. Psychology
NAD(P)H dehydrogenase (quinone)
NAD(P)H Dehydrogenase (Quinone) - chemistry
nuclear magnetic resonance spectroscopy
Oxidation-Reduction
Photinia - chemistry
Plant Extracts - chemistry
protocatechuic acid
quercetin
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Summary:Using in vitro hydroxyl radical-scavenging and quinone reductase-inducing assays, bioactivity-guided fractionation of an ethyl acetate-soluble extract of the fruits of the botanical dietary supplement, black chokeberry (Aronia melanocarpa), led to the isolation of 27 compounds, including a new depside, ethyl 2-[(3,4-dihydroxybenzoyloxy)-4,6-dihydroxyphenyl] acetate (1), along with 26 known compounds (2–27). The structures of the isolated compounds were identified by analysis of their physical and spectroscopic data ([α]D, NMR, IR, UV, and MS). Altogether, 17 compounds (1–4, 9, 15–17, and 19–27) showed significant antioxidant activity in the hydroxyl radical-scavenging assay, with hyperin (24, ED50 = 0.17 μM) being the most potent. The new compound (1, ED50 = 0.44 μM) also exhibited potent antioxidant activity in this assay. Three constituents of black chokeberry fruits doubled quinone reductase activity at concentrations
ISSN:0021-8561
1520-5118
DOI:10.1021/jf303712e