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Electrochemical and Mechanistic Study of Oxidative Degradation of Favipiravir by Electrogenerated Superoxide through Proton-Coupled Electron Transfer
https://gifu-pu.repo.nii.ac.jp/records/14857
https://gifu-pu.repo.nii.ac.jp/records/148576cb53c97-3c5e-419e-ae51-2b219fe18e4c
名前 / ファイル | ライセンス | アクション |
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Item type | 一般雑誌記事 / Article(1) | |||||
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公開日 | 2023-03-20 | |||||
タイトル | ||||||
タイトル | Electrochemical and Mechanistic Study of Oxidative Degradation of Favipiravir by Electrogenerated Superoxide through Proton-Coupled Electron Transfer | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Electrochemical and Mechanistic Study of Oxidative Degradation of Favipiravir by Electrogenerated Superoxide through Proton-Coupled Electron Transfer | |||||
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_6501 | |||||
資源タイプ | article | |||||
著者 |
nakayama, tatsushi
× nakayama, tatsushi× Honda, Ryo |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Electrochemical analyses aided by density functional theory calculations were used to investigate the oxidative degradation of pyrazine antiviral drugs, 3-hydroxypyrazine-2-carboxamide (T-1105) and 6-fluoro-3-hydroxypyrazine-2-carboxamide (favipiravir, T-705), by the electrogenerated superoxide radical anion (O2•–). T-1105 and T-705 are antiviral RNA nucleobase analogues that selectively inhibit the RNA-dependent RNA polymerase. They are expected as a drug candidate against various viral infections, including COVID-19. The pyrazine moiety was decomposed by O2•– through proton-coupled electron transfer (PCET). Our results show that its active form, pyrazine-ribofuranosyl-5′-triphosphate, is easily oxidized under inflamed organs by overproduced O2•– through the PCET mechanism in the immune system. This mechanistic study implies that the oxidative degradation of pyrazine derivatives will be prevented by controlling the PCET through simple modification of the pyrazine structure. | |||||
書誌情報 |
en : ACS Omega 巻 6, 号 33, p. 21730-21740, 発行日 2021 |
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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 | 2470-1343 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1021/acsomega.1c03230 |