ID | 56663 |
フルテキストURL | |
著者 |
Takamura, Hiroyoshi
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
ORCID
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Kikuchi, Takahiro
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
Iwamoto, Kohei
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
Nakao, Eiji
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
Harada, Naoki
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
Otsu, Taichi
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
Endo, Noriyuki
Himeji EcoTech Co., Ltd.
Fukuda, Yuji
Himeji EcoTech Co., Ltd.
Ohno, Osamu
Department of Chemistry and Life Science, School of Advanced Engineering , Kogakuin University
Suenaga, Kiyotake
Department of Chemistry, Faculty of Science and Technology , Keio University
Guo, Yue-Wei
Shanghai Institute of Materia Medica , Chinese Academy of Sciences
Kadota, Isao
Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University
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抄録 | Sarcophytonolides are cembranolide diterpenes isolated from the soft corals of genus Sarcophyton. Unified total synthesis of sarcophytonolides C, E, F, G, H, and J and isosarcophytonolide D was achieved. The synthetic routes feature NaHMDS- or SmI2-mediated fragment coupling, alkoxycarbonylallylation, macrolactonization, and transannular ring-closing metathesis. These total syntheses led to the absolute configurational confirmation of sarcophytonolide H, elucidation of sarcophytonolides C, E, F, and G, and revision of sarcophytonolide J and isosarcophytonolide D. We also evaluated the antifouling activity and toxicity of the synthetic sarcophytonolides H and J and their analogues as well as the cytotoxicity of the synthetic sarcophytonolides and the key synthetic intermediates.
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備考 | This is an Accepted Manuscript of an article published by American Chemical Society
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発行日 | 2018-08-09
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出版物タイトル |
The Journal of Organic Chemistry
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巻 | 83巻
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号 | 18号
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出版者 | American Chemical Society
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開始ページ | 11028
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終了ページ | 11056
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ISSN | 0022-3263
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NCID | AA00704100
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資料タイプ |
学術雑誌論文
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言語 |
英語
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OAI-PMH Set |
岡山大学
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論文のバージョン | author
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DOI | |
Web of Science KeyUT | |
関連URL | isVersionOf https://doi.org/10.1021/acs.joc.8b01634
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