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KMID : 1007520080170051060
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Food Science and Biotechnology
2008 Volume.17 No. 5 p.1060 ~ p.1065
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A Novel Benzoyl Glucoside and Phenolic Compounds from the Leaves of Camellia japonica
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Cho Jeong-Yong
Moon Jae-Hak
Ji Soo-Hyun
Lee Kye-Han
Jung Kyung-Hee
Park Keun-Hyung
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Abstract
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A novel benzoyl glucoside (4) and 13 known phenolic compounds were isolated from the leaves of Camellia japonica by a guided 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. The structure of 4 was determined to be 4-hydroxy-2-methoxyphenol 1-O-β-D-(6’-O-p-hydroxylbenzoyl)-glucopyranoside (camelliadiphenoside). The 13 known compounds were identified as (E)-coniferyl alcohol (1), (-)-epicatechin (2), 4-hydroxyphenol 1-O-β-D-(6-O-p-hydroxybenzoyl) glucopyranoside (3), naringenin 7-O-β-D-glucopyranoside (5), quercetin 3-O-β-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside (6), kaempferol 3-O-β-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside (7), (+)-catechin (8), 1,6-di-O-p-hydroxybenzoyl-β-Dglucopyranoside (9), phloretin 2’-O-β-D-glucopyranoside (10), quercetin 3-O-β-D-glucopyranoside (11), quercetin 3-O-β-Dgalactopyranoside (12), kaempferol 3-O-β-D-galactopyranoside (13), and kaempferol 3-O-β-D-glucopyranoside (14). Their chemical structures were determined by the spectroscopic data of fast atom bondardment mass spectrometry (FABMS) and nuclear magnetic resonance (NMR). Flavonoids having the catechol moiety showed significantly higher DPPH radical scavenging activity than other isolated compounds having monohydroxy phenyl group.
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KEYWORD
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Camellia japonica, benzoyl glucoside, flavonoid glycoside, camelliadiphenoside, antioxidant
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