Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides
文献类型：期刊论文
| 作者 | Takamura, Hiroyoshi1; Kikuchi, Takahiro1; Iwamoto, Kohei1; Nakao, Eiji1; Harada, Naoki1; Otsu, Taichi1; Endo, Noriyuki2; Fukuda, Yuji2; Ohno, Osamu3; Suenaga, Kiyotake4 |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2018-09-21 |
| 卷号 | 83期号:18页码:11028-11056 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/acs.joc.8b01634 |
| 文献子类 | Article |
| 英文摘要 | 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. |
| WOS关键词 | MARINE NATURAL-PRODUCTS ; BARNACLE BALANUS-AMPHITRITE ; SOUTH CHINA SEA ; ANTIFOULING ACTIVITY ; MITSUNOBU REACTION ; TROCHELIOPHORUM MARENZELLER ; STEREOSELECTIVE-SYNTHESIS ; ABSOLUTE-CONFIGURATIONS ; ASYMMETRIC EPOXIDATION ; SECONDARY ALCOHOLS |
| 资助项目 | Yakumo Foundation for Environmental Science[00000000] ; JSPS KAKENHI[17K05862] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000445713000035 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/279572]  |
| 专题 | 天然药物化学研究室 |
| 通讯作者 | Takamura, Hiroyoshi |
| 作者单位 | 1.Okayama Univ, Grad Sch Nat Sci & Technol, Dept Chem, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan; 2.Himeji EcoTech Co Ltd, 841-49 Koh,Shirahama Cho, Himeji, Hyogo 6728023, Japan; 3.Kogakuin Univ, Sch Adv Engn, Dept Chem & Life Sci, 2665-1 Nakano, Hachioji, Tokyo 1920015, Japan; 4.Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, 3-14-1 Hiyoshi, Yokohama, Kanagawa 2238522, Japan; 5.Chinese Acad Sci, Shanghai Inst Mat Med, 555 Zu Chong Zhi Rd,Zhangjiang Hi Tech Pk, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Takamura, Hiroyoshi,Kikuchi, Takahiro,Iwamoto, Kohei,et al. Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides[J]. JOURNAL OF ORGANIC CHEMISTRY,2018,83(18):11028-11056. |
| APA | Takamura, Hiroyoshi.,Kikuchi, Takahiro.,Iwamoto, Kohei.,Nakao, Eiji.,Harada, Naoki.,...&Kadota, Isao.(2018).Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides.JOURNAL OF ORGANIC CHEMISTRY,83(18),11028-11056. |
| MLA | Takamura, Hiroyoshi,et al."Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides".JOURNAL OF ORGANIC CHEMISTRY 83.18(2018):11028-11056. |
入库方式： OAI收割
来源：上海药物研究所
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