Food Science and Biotechnology

Korean Society of Food Science and Technology (한국식품과학회)
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A Novel Benzoyl Glucoside and Phenolic Compounds from the Leaves of Camellia japonica

  • Cho, Jeong-Yong (Department of Food Science and Technology, and Functional Food Research Center, Chonnam National University) ;
  • Ji, Soo-Hyun (Department of Food Science and Technology, and Functional Food Research Center, Chonnam National University) ;
  • Moon, Jae-Hak (Department of Food Science and Technology, and Functional Food Research Center, Chonnam National University) ;
  • Lee, Kye-Han (Division of Forest Resources and Landscape Architecture, College of Agriculture & Life Sciences, Chonnam National University) ;
  • Jung, Kyung-Hee (Jeonnam Biotechnology Research Center) ;
  • Park, Keun-Hyung (Department of Food Science and Technology, and Functional Food Research Center, Chonnam National University)
  • Published : 2008.10.31
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Abstract

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-$\beta$-D-(6'-O-p-hydroxylbenzoyl)-glucopyranoside (camelliadiphenoside). The 13 known compounds were identified as (E)-coniferyl alcohol (1), (-)-epicatechin (2), 4-hydroxyphenol 1-O-$\beta$-D-(6-O-p-hydroxybenzoyl) glucopyranoside (3), naringenin 7-O-$\beta$-D-glucopyranoside (5), quercetin 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (6), kaempferol 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (7), (+)-catechin (8), 1,6-di-O-p-hydroxybenzoyl-$\beta$-D-glucopyranoside (9), phloretin 2'-O-$\beta$-D-glucopyranoside (10), quercetin 3-O-$\beta$-D-glucopyranoside (11), quercetin 3-O-$\beta$-D-galactopyranoside (12), kaempferol 3-O-$\beta$-D-galactopyranoside (13), and kaempferol 3-O-$\beta$-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.

Keywords

References

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