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Reactivity of trans-Resveratrol toward Electrogenerated Superoxide in N,N-Dimethylformamide
https://gifu-pu.repo.nii.ac.jp/records/14855
https://gifu-pu.repo.nii.ac.jp/records/14855313a6691-1ec3-40a2-bffe-f974fa665725
| Item type | 一般雑誌記事 / Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2023-03-20 | |||||
| タイトル | ||||||
| タイトル | Reactivity of trans-Resveratrol toward Electrogenerated Superoxide in N,N-Dimethylformamide | |||||
| タイトル | ||||||
| タイトル | Reactivity of trans-Resveratrol toward Electrogenerated Superoxide in N,N-Dimethylformamide | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | resveratrol | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | superoxide | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | electrochemistry | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | density functional theory | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | proton-coupled electron transfer | |||||
| キーワード | ||||||
| 言語 | en | |||||
| 主題Scheme | Other | |||||
| 主題 | resveratrol | |||||
| キーワード | ||||||
| 言語 | en | |||||
| 主題Scheme | Other | |||||
| 主題 | superoxide | |||||
| キーワード | ||||||
| 言語 | en | |||||
| 主題Scheme | Other | |||||
| 主題 | electrochemistry | |||||
| キーワード | ||||||
| 言語 | en | |||||
| 主題Scheme | Other | |||||
| 主題 | density functional theory | |||||
| キーワード | ||||||
| 言語 | en | |||||
| 主題Scheme | Other | |||||
| 主題 | proton-coupled electron transfer | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | article | |||||
| 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 |
nakayama, tatsushi
× nakayama, tatsushi× Uno, Bunji |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The reactivity of 5-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]benzene-1,3-diol (trans-resveratrol) and related compounds toward electrogenerated superoxide radical anion (O2•–) were investigated using electrochemistry, in situ electrolytic electron spin resonance, and in situ electrolytic ultraviolet–visible spectral measurements, in N,N-dimethylformamide (DMF) with the aid of density functional theory (DFT) calculations. The quasi-reversible cyclic voltammogram of dioxygen/O2•– was modified by the presence of trans-resveratrol, suggesting that the electrogenerated O2•– was scavenged by trans-resveratrol through proton-coupled electron transfer (PCET) via three phenolic hydroxy groups (OH) on the stilbene moiety. The reactivity of trans-resveratrol toward O2•– characterized by the OHs was experimentally confirmed in comparative analyses using some related compounds, pinosylvin, pterostilbene, p-coumaric acid, and so on, in DMF. The electrochemical and DFT results suggested that a concerted PCET mechanism via 4′OH of trans-resveratrol proceeds, where the coplanarity of the two phenolic rings in the stilbene moiety linked by an ethylene bridge is essential for a successful O2•– scavenging. | |||||
| 書誌情報 |
Journal of Agricultural and Food Chemistry en : Journal of Agricultural and Food Chemistry 巻 71, 号 10, p. 4382-4393, 発行日 2023-02-28 |
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| 出版者 | ||||||
| 出版者 | american chemical society | |||||
| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0021-8561 | |||||
| DOI | ||||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | 10.1021/acs.jafc.2c08105 | |||||
