Asymmetric Total Synthesis of Distaminolyne A and Revision of Its Absolute Configuration
文献类型：期刊论文
| 作者 | Sun, Dong-Yu1,2; Han, Guan-Ying3; Gong, Jing-Xu1; Nay, Bastien4; Li, Xu-Wen1 ; Guo, Yue-Wei1
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| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2017-02-03 |
| 卷号 | 19期号:3页码:714-717 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.6b03892 |
| 文献子类 | Article |
| 英文摘要 | The first total synthesis of a marine derived polyacetylene, distaminolyne A, and its enantiomer were achieved from the commercially available undec-10-en-1-ol. A key proline-catalyzed asymmetric alpha-aminooxylation of an aldehyde intermediate was used to introduce the chiral center en route to the enantiomerically pure 1,2-amino alcohols. The absolute configuration of both synthesized enantiomers of distaminolyne A was confirmed by using chiral derivatizing agents, leading to revision of the natural product absolute configuration from 2S to 2R. Antibacterial, pancreatic lipase (PL) inhibitory, and protein-tyrosine phosphatase 1B (PTP1B) inhibitory activities were evaluated. |
| WOS关键词 | BROMINATED POLYUNSATURATED LIPIDS ; SPONGE XESTOSPONGIA-TESTUDINARIA ; INHIBITORY-ACTIVITY ; NATURAL-PRODUCTS ; LIPASE ; POLYACETYLENES ; BIOSYNTHESIS ; NMR ; BIOACTIVITY ; CHEMISTRY |
| 资助项目 | Natural Science Foundation of China[81520108028] ; Natural Science Foundation of China[81273430] ; Natural Science Foundation of China[41306130] ; Natural Science Foundation of China[81302692] ; Natural Science Foundation of China[41676073] ; Natural Science Foundation of China[81603022] ; Natural Science Foundation of China[81302681] ; SCTSM Project[14431901100] ; SCTSM Project[15431901000] ; Institutes for Drug Discovery and Development, Chinese Academy of Sciences[CASIMM0120152039] ; SKLDR/SIMM Projects[SIMM 1501ZZ-03] ; Natural Science Foundation Guidance Plan of Liaoning[201602282] ; "Youth Innovation Promotion Association" from Chinese Academy of Sciences[2016258] ; "Young Talent Supporting Project" from China Association for Science and Technology[2016QNRC001] ; Shanghai "Pujiang Program"[16PJ1410600] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000393539900073 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/275638]  |
| 专题 | 天然药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Li, Xu-Wen; Guo, Yue-Wei |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd,Zhangjiang Hi Tech Pk, Shanghai 201203, Peoples R China; 2.Jinzhou Med Univ, Sch Pharmaceut Sci, Jinzhou 121001, Peoples R China; 3.Jinzhou Med Univ, Affiliated Hosp 1, 2 Renmin Rd, Jinzhou 121001, Peoples R China; 4.Univ Paris Saclay, Ecole Polytech, UMR CNRS 7652, Lab Synth Organ, F-91128 Palaiseau, France |
| 推荐引用方式 GB/T 7714 | Sun, Dong-Yu,Han, Guan-Ying,Gong, Jing-Xu,et al. Asymmetric Total Synthesis of Distaminolyne A and Revision of Its Absolute Configuration[J]. ORGANIC LETTERS,2017,19(3):714-717. |
| APA | Sun, Dong-Yu,Han, Guan-Ying,Gong, Jing-Xu,Nay, Bastien,Li, Xu-Wen,&Guo, Yue-Wei.(2017).Asymmetric Total Synthesis of Distaminolyne A and Revision of Its Absolute Configuration.ORGANIC LETTERS,19(3),714-717. |
| MLA | Sun, Dong-Yu,et al."Asymmetric Total Synthesis of Distaminolyne A and Revision of Its Absolute Configuration".ORGANIC LETTERS 19.3(2017):714-717. |
入库方式： OAI收割
来源：上海药物研究所
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