Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect

A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their c...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2004-07, Vol.52 (15), p.4664-4668
Main Authors: Chung, Shin-Kyo, Kim, Young-Chan, Takaya, Yoshiaki, Terashima, Kenji, Niwa, Masatake
Format: Article
Language:English
Subjects:
antioxidant activity
Antioxidants - isolation & purification
Antioxidants - pharmacology
assays
Biological and medical sciences
chemical structure
Electron Spin Resonance Spectroscopy
Flavonoids - isolation & purification
Flavonoids - pharmacology
flavonols
Flavonols - isolation & purification
Flavonols - pharmacology
free radical scavengers
free radicals
General pharmacology
glycosides
leaves
Lipid Peroxidation - drug effects
Lipoproteins - chemistry
low density lipoprotein
Magnetic Resonance Spectroscopy
Medical sciences
medicinal plants
nuclear magnetic resonance spectroscopy
oxidation
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Leaves - chemistry
Rhamnaceae
Rhamnaceae - chemistry
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Summary:A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their chemical structures were identified by spectroscopic analyses including two-dimensional NMR (HSQC, HMBC). Whereas myricetrin, europetin 3-O-α-l-rhamnoside, and 7-O-methylquercetin 3-O-α-l-rhamnopyranoside showed stronger activities than ascorbic acid and α-tocopherol, 7-O-methylmearnsitrin showed very weak antioxidant activities by ESR and LDL oxidation inhibition tests. Keywords: Flavonol glycosides; 7-O-methylmearnsitrin; Sageretia theezans; ESR; LDL oxidation
ISSN:0021-8561
1520-5118
DOI:10.1021/jf049526j