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Issue title: The Proceedings of the 3rd International Conference on Food Factors (ICoFF 03)
Article type: Research Article
Authors: Masuda, Yuki | Kikuzaki, Hiroe | Hisamoto, Masashi | Nakatani, Nobuji
Affiliations: Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan
Note: [] Corresponding author. Tel.: +81 6 6605 2812; Fax: +81 6 6605 3086; E-mail: kikuzaki@life.osaka-cu.ac.jp
Abstract: Ginger (Zingiber officinale Roscoe) shows an antioxidant activity, and we have been engaging to determine the structures of more than 50 antioxidants isolated from the rhizomes of ginger. The isolated antioxidants are divided into two groups; gingerol related compounds and diarylheptanoids. In this study, structure-activity relationship of gingerol related compounds was evaluated. Gingerol related compounds substituted with an alkyl group bearing 10-, 12- or 14-carbon chain length were isolated from the dichloromethane extract of rhizomes using repeated chromatographic techniques. The antioxidant activities of these compounds were evaluated by the following measurements; 1) 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity, 2) inhibitory effect on oxidation of methyl linoleate under aeration and heating by the Oil Stability Index (OSI) method, and 3) inhibitory effect on oxidation of liposome induced by 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH). These results suggested that the substituents on the alkyl chain might contribute to both radical scavenging effect and inhibitory effect of autoxidation of oils, while inhibitory effects against the AAPH-induced peroxidation of liposome was somewhat influenced by the alkyl chain length; the antioxidant activity might be due to not only radical scavenging activity of antioxidants but also their affinity of the antioxidants to the substrates.
Keywords: ginger, gingerol related compounds, antioxidant, DPPH radical, Oil Stability Index, liposome
Journal: BioFactors, vol. 21, no. 1-4, pp. 293-296, 2004
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