Antioxidant properties of gingerol related compounds from ginger

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.

Effect of Herbal Preparation on Heavy Metal (Cadmium) Induced Antioxidant System in Female Wistar Rats

“…Catalase activity was predominant in P. longum [14]. There are more than 50 antioxidants isolated from rhizomes of ginger [34]. Z. officinale (ginger) significantly lowers lipid peroxidation by maintaining the activities of the antioxidant enzymes: SOD, catalase and glutathione peroxides in rats [12].…”

Bioactivity and potential therapeutic benefits of some medicinal plants from the Caatinga (semi-arid) vegetation of Northeast Brazil: a review of the literature

“…In fact, gingerol, shogaol, paradol and other structurally related substances in ginger were found also to possess considerable antiinflamatory activity (Flynn et al, 1986;Kiuchi et al, 1982;1992;Nurtjahja-Tjendraputra et al, 2003), while more than fifty antioxidants (mainly [6]-gingerol) isolated from the rhizomes were showed (Aeschbach et al, 1994;Chung et al, 2001;Masuda et al, 2004).…”

Gelam Honey and Ginger Potentiate the Anti Cancer Effect of 5-FU against HCT 116 Colorectal Cancer Cells

“…For centuries, it has been used as food flavoring agent as well as for traditional medicinal purposes (Ali et al, 2008). Current trend in research has focused its attention to ginger given its anti-cancer, anti-oxidant, and anti-inflammatory properties (Masuda et al, 2004;Grzanna et al, 2005;Shukla and Singh, 2007;Habib et al, 2008). Recently, our laboratory has demonstrated anti-tumor effects of ginger extracts against colon cancer cell lines through the induction of apoptotic pathway coupled with cell cycle arrest at G 0 /G 1 phase (Abdullah et al, 2010).…”