Structure-activity relationship of antioxidative components isolated from ginger (Zingiber officinal)

姜（Zingiber officinal）中分离的抗氧化成分的构效关系

基本信息

批准号：
10660133
负责人：
KIKUZAKI Hiroe
金额：
$ 1.98万
依托单位：
Osaka City University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
1998
资助国家：
日本
起止时间：
1998 至 1999
项目状态：
已结题

项目摘要

Eleven gingerol related compounds, gingerols, shogaols and dehydrogingerdiones substituted with an alkyl group bearing 8〜12 carbon chain length, were isolated from rhizomes of ginger (Zingiber officinale) using repeated chromatographic techniques. The antioxidant activities of these compounds were evaluated by five measurements ; 1) the DPPH radical scavenging activity, 2) the inhibitory effect on autoxidation of linoleic acid in ehtanol-buffer system, 3) the inhibitory effect on autoxidation of methyl linoleate, 4) the inhibitory effect on oxidation of methyl linoleate under aeration and heating using Oil Stability Index method and 5) the inhibitory effect on oxidation of liposome. The antioxidant activity of these constituents based on the methods 1 and 5 was in the order shogaols 【similar or equal】 gingerols > dehydrogingerdiones. The inhibitory effect on autoxidation of linoleic acid was in the order shogaols > gingerols > dehydrogingerdiones, while the activity of the compounds based on methods 3 and 4 was in the order dehydrogingerdiones > gingerols 【similar or equal】 shogaols. Concerning ginerol related compounds with different lengths of alkyl chain, significant higher activity was correlated with longer alkyl chains based on the method 2. This finding was also observed in the case of alkyl ferulates with different lengths of alkyl chain. In addition, the effects of cinnamic acid related compounds were measured using the methods 1-4. Caffeic acid with 3,4-dihydroxy phenyl group showed the strongest activity based on the methods 1, 3 and 4, while felulic acid with 4-hydroxy-3-methoxyphenyl group showed the strongest activity based on the method 2. These findings suggested that not only radical scavenging ability of antioxidant but also the affinity of the antioxidant with substrate owing to the substituents on the alkyl chain might contribute to the antioxidant activity.

使用重复的色谱技术从姜（Zingiber offinale）的根茎中分离出11种相关化合物，生姜，Shogaols，Shogaols和用酒精类带8-12碳链长度代替的脱氢蛋白diones。这些化合物的抗氧化活性通过五个测量值进行了评估。 1）DPPH自由基清除活性，2）对eHtanol-buffer系统中亚油酸自氧化的抑制作用，3）3）抑制性对甲基linoleate的自氧化的抑制作用，4）使用油稳定性和5）对甲基氧化的氧化氧化对甲基氧化物的氧化对甲基氧化的氧化作用。这些成分基于方法1和5的抗氧化活性在shogaols [相似或相等] dehydrogingerdiones的顺序中。对亚油酸自氧化的抑制作用在Shogaols> Gingerols> Dehydrogingerdiones的顺序中，而基于方法3和4的化合物的活性则以脱氢dehydrogingerdiones> Gingerols> Gingerols [相似或相等]的Shogaols为顺序。关于烷基链长度不同的与金梅醇相关的化合物，基于方法2的烷基链的显着较高活性与较长的烷基链相关。另外，使用方法1-4测量了肉桂酸相关化合物的作用。具有3,4-二羟基苯基的咖啡酸基于方法1、3和4表现出很强的活性，而用4-羟基-3-甲氧基苯基群则基于方法2表现出很强的活性。这些发现不仅表明与抗氧化剂的替代剂的替代能力相关的能力，而且还表现为抗氧化剂的替代能力。烷基链可能有助于抗氧化活性。