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Substituent Effect on the Radical-Scavenging Reactivity of Vitamin E Analogues
https://repo.qst.go.jp/records/70461
https://repo.qst.go.jp/records/70461c6d4c9f5-6263-47a7-b187-92baa02d2181
| Item type | 会議発表用資料 / Presentation(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2011-06-27 | |||||
| タイトル | ||||||
| タイトル | Substituent Effect on the Radical-Scavenging Reactivity of Vitamin E Analogues | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_c94f | |||||
| 資源タイプ | conference object | |||||
| アクセス権 | ||||||
| アクセス権 | metadata only access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_14cb | |||||
| 著者 |
Nakanishi, Ikuo
× Nakanishi, Ikuo× Inami, Keiko× Ohkubo, Kei× Kawashima, Tomonori× Matsumoto, Kenichiro× Fukuhara, Kiyoshi× Okuda, Haruhiro× Mochizuki, Masataka× Ikota, Nobuo× Fukuzumi, Shunichi× Ozawa, Toshihiko× Anzai, Kazunori× 中西 郁夫× 川島 知憲× 松本 謙一郎 |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The molecular design for novel phenolic antioxidants with high antioxidative and low pro-oxidant activities is of considerable importance with regard to the development of effective chemopreventive agents against oxidative stress and associated diseases. However, very little is known about the detailed structure-activity relationship of phenolic antioxidants. In this study, we examined the radical-scavenging rates of alpha-tocopherol and its analogues with various substituents on the 6-chromanol ring. alpha-Tocopherol efficiently scavenged galvinoxyl radical (GO) with the second-order rate constant (k) of 3.3 x 10(3) M(-1) s(-1) in deaerated acetonitrile at 298 K. When the phytyl group at the C2 position in alpha-tocopherol was replaced by methyl group, no significant change in the k value was observed (3.2 x 10(3) M(-1) s(-1)). On the other hand, a carboxyl group at the C2 position significantly retarded the GO-scavenging rate (k = 4.9 x 10(2) M(-1) s(-1)). Among vitamin E analogues used in this study, 8-amino-2,2-dimethylchroman-6-ol showed the highest GO-scavenging activity (k = 1.4 x 10(4) M(-1) s(-1)). The logarithm of the k values for alpha-tocopherol and its analogues were linearly correlated with the corresponding ionization potentials (IP) determined by the density functional theory calculations. The smaller the IP value is, the stronger the radical-scavenging activity becomes. |
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| 会議概要（会議名, 開催地, 会期, 主催者等） | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | 4th International Symposium on Nutrition, Oxygen Biology and Medicine | |||||
| 発表年月日 | ||||||
| 日付 | 2011-06-17 | |||||
| 日付タイプ | Issued | |||||
