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Food Chem. 2018 Feb 15;241:182-187. doi: 10.1016/j.foodchem.2017.08.072. Epub 2017 Aug 30.

Antioxidant phenolic compounds isolated from wild Pyrus ussuriensis Maxim. fruit peels and leaves.

Author information

1
College of Plant Science, Jilin University, Changchun, Jilin 130062, PR China.
2
Pathology and Pathophysiology, School of Basic Medical Sciences, Jilin University, Changchun 130021, China.
3
Zhejiang Provincial Key Laboratory of Chemical Utilization of Forestry Biomass, Zhejiang A&F University, Lin'an, Zhejiang 311300, China.
4
Department of Biochemistry & Biomedical Sciences, McMaster University, Hamilton, ON L8N 3Z5, Canada.
5
Centre for Wood Science, Department of Biology, University of Hamburg, Leuschnerstrasses 91, Hamburg 21031, Germany.
6
College of Plant Science, Jilin University, Changchun, Jilin 130062, PR China. Electronic address: qinjc@jlu.edu.cn.

Abstract

Thirteen phenolic compounds were isolated from pear (Pyrus ussuriensis Maxim.) peels and leaves extracts by using various column chromatography techniques with a guided DPPH (1,1-diphenyl-2-picrylhydrazyl) radical-scavenging assay, the result of antioxidant activity of phenolic compounds is then verified by measurement of ROS (reactive oxygen species). The isolated compounds were identified as rutin (1), (-)-catechin (2), orobol (3), daidzein (4), tricin 4'-O-[threo-β-guaiacyl-(7″-O-methyl)-glyceryl] ether (5), tricin 4'-O-[threo-β-guaiacyl-(7″-O-methyl-9″-O-acetyl)-glyceryl] ether (6), 5,7,3',5'-tetrahydroxyflavanone (7), artselaeroside A (8), trilobatin (9), 3-(2,4,6-trihydroxyphenyl)-1-(4-hydroxyphenyl)-propan-1-one (10), quercetin-3-O-(3″-O-galloyl)-α-l-rhamnopyranoside (11), apigenin (12) and quercetin (13) on the basis of nuclear magnetic resonance spectroscopy along with comparison with literature data. Among these compounds, quercetin and quercetin-3-O-(3″-O-galloyl)-α-l-rhamnopyranoside exhibited potent DPPH radical-scavenging activity with IC50 (Half Maximal Inhibitory Concentration) value of 6.06 and 9.60μg/mL, respectively. The results revealed that P. ussuriensis could be used in the fields of food and medicine to prevent human aging diseases.

KEYWORDS:

(−)-Catechin (2) (PubChem CID: 73160); 3-(2,4,6-Trihydroxyphenyl)-1-(4-hydroxyphenyl)-propan-1-one (10) (PubChem CID: 70018969); 5,7,3′,5′-Tetrahydroxyflavanone (7) (PubChem CID: 11483087); Antioxidant activities; Apigenin (12) (PubChem CID: 5280443); Artselaeroside A (8) (PubChem CID: 100930979); Bioactive compounds; Daidzein (4) (PubChem CID: 5281708); Orobol (3) (PubChem CID: 5281801); Phenolic compounds; Phytochemical; Pyrus ussuriensis Maxim.; Quercetin (13) (PubChem CID: 5280343); Quercetin-3-O-(3″-O-galloyl)-α-l-rhamnopyranoside (11) (PubChem CID: 23786426); Rutin (1) (PubChem CID: 5280805); Tricin 4′-O-[threo-β-guaiacyl-(7″-O-methyl)-glyceryl] ether (5) (PubChem CID: 49785092); Tricin 4′-O-[threo-β-guaiacyl-(7″-O-methyl-9″-O-acetyl)-glyceryl] ether (6) (PubChem CID:12986874); Trilobatin (9) (PubChem CID: 6451798)

PMID:
28958517
DOI:
10.1016/j.foodchem.2017.08.072
[Indexed for MEDLINE]

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