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Photochemical generation of the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radical from caged nitroxides by near-infrared two-photon irradiation and its cytocidal effect on lung cancer cells
http://hdl.handle.net/2241/00157106
http://hdl.handle.net/2241/00157106171545ce-cc13-4e37-9377-10453dd4f61d
名前 / ファイル | ライセンス | アクション |
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BJOC_15-863 (1.7 MB)
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Item type | Journal Article(1) | |||||||||||
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公開日 | 2019-07-16 | |||||||||||
タイトル | ||||||||||||
言語 | en | |||||||||||
タイトル | Photochemical generation of the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radical from caged nitroxides by near-infrared two-photon irradiation and its cytocidal effect on lung cancer cells | |||||||||||
言語 | ||||||||||||
言語 | eng | |||||||||||
資源タイプ | ||||||||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||||||||
タイプ | journal article | |||||||||||
著者 |
西村, 賢宣
× 西村, 賢宣
WEKO
204634
× Yamada, Ayato× Abe, Manabu× Ishizaka, Shoji× Namba, Masashi× Nakashima, Taku× Shimoji, Kiyofumi× Hattori, Noboru |
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抄録 | ||||||||||||
内容記述タイプ | Abstract | |||||||||||
内容記述 | Novel caged nitroxides (nitroxide donors) with near-infrared two-photon (TP) responsive character, 2,2,6,6-tetramethyl-1-(1-(2-(4-nitrophenyl)benzofuran-6-yl)ethoxy)piperidine (2a) and its regioisomer 2b, were designed and synthesized. The one-photon (OP)(365 ± 10 nm) and TP (710–760 nm) triggered release (i.e., uncaging) of the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radicalunder air atmosphere were discovered. The quantum yields for the release of the TEMPO radical were 2.5% (2a) and 0.8% (2b) inbenzene at ≈1% conversion of 2, and 13.1% (2a) and 12.8% (2b) in DMSO at ≈1% conversion of 2. The TP uncaging efficiencieswere determined to be 1.1 GM at 740 nm for 2a and 0.22 GM at 730 nm for 2b in benzene. The cytocidal effect of compound 2a onlung cancer cells under photolysis conditions was also assessed to test the efficacy as anticancer agents. In a medium containing100 μg mL−1 of 2a exposed to light, the number of living cells decreased significantly compared to the unexposed counterparts(65.8% vs 85.5%). | |||||||||||
書誌情報 |
en : Beilstein Journal of Organic Chemistry 巻 15, p. 863-873, 発行日 2019-04 |
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ISSN | ||||||||||||
収録物識別子タイプ | ISSN | |||||||||||
収録物識別子 | 1860-5397 | |||||||||||
DOI | ||||||||||||
識別子タイプ | DOI | |||||||||||
関連識別子 | 10.3762/bjoc.15.84 | |||||||||||
権利 | ||||||||||||
権利情報 | © 2019 Yamada et al.; licensee Beilstein-Institut.License and terms: see end of document. | |||||||||||
権利 | ||||||||||||
権利情報 | This is an Open Access article under the terms of theCreative Commons Attribution License(http://creativecommons.org/licenses/by/4.0). Please notethat the reuse, redistribution and reproduction in particularrequires that the authors and source are credited.The license is subject to the Beilstein Journal of OrganicChemistry terms and conditions:(https://www.beilstein-journals.org/bjoc) | |||||||||||
著者版フラグ | ||||||||||||
値 | publisher | |||||||||||
出版者 | ||||||||||||
出版者 | Beilstein-Institut |