Stereochemistry of atropisomeric 9,10-dihydrophenanthrene dimers from Pholidota chinensis
文献类型：期刊论文
| 作者 | Yao, Sheng1 ; Tang, Chun-Ping1; Ye, Yang1; Kurtan, Tibor2; Kiss-Szikszai, Attila2; Antus, Sandor2,3; Pescitelli, Gennaro4; Salvadori, Piero4; Krohn, Karsten5
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| 刊名 | TETRAHEDRON-ASYMMETRY
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| 出版日期 | 2008-09-08 |
| 卷号 | 19期号:17页码:2007-2014 |
| ISSN号 | 0957-4166 |
| DOI | 10.1016/j.tetasy.2008.08.013 |
| 文献子类 | Article |
| 英文摘要 | Nine bis-9,10-dihydroplienanthrene and 9,10-dihydrophenanthrene/(dihydro)stilbene derivatives, including the new phochinenins G-L 1-6, were isolated from the whole plant of Pholidota chinensis. Their structures were elucidated on the basis of extensive spectroscopic investigations (1D, 2D NMR, and HR-EIMS). Owing to the sterically hindered rotation around the biaryl axis, some of these biaryl compounds can exist as a pair of enantiomers, but were isolated as racemates. Computed inversion barriers of selected atropisomeric derivatives suggested that phochinenins K 5, gymconpin C 7, and flavanthrin 9 have stable atropisomers. Their racemates were separated by HPLC on an optically active stationary phase, and were stereochemically characterized on-line by circular dichroism (CD) spectroscopy (LC-CD coupling), in conjunction with quantum-mechanics CD calculations. (C) 2008 Elsevier Ltd. All rights reserved. |
| WOS关键词 | ABSOLUTE-CONFIGURATION ; SEMIEMPIRICAL METHODS ; CD SPECTRA ; PHENANTHRENES ; OPTIMIZATION ; PARAMETERS ; RESOLUTION ; CHIRALITY ; BARRIERS ; ENERGY |
| 资助项目 | Ministry of Science and Technology[2004CB518902] ; Shanghai Commission of Science and Technology[06DZ22028] ; Hungarian Scientific Research Fund (OTKA)[00000000] ; National Office for Research and Technology (NKTH)[T-049436] ; National Office for Research and Technology (NKTH)[NI-61336] ; National Office for Research and Technology (NKTH)[K-68429] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000260081900003 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/272811]  |
| 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 | Ye, Yang |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 2.Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary; 3.Univ Debrecen, Hungarian Acad Sci, Res Grp Carbohydrates, H-4010 Debrecen, Hungary; 4.Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy; 5.Univ Gesamthsch Paderborn, Dept Chem, D-33098 Paderborn, Germany |
| 推荐引用方式 GB/T 7714 | Yao, Sheng,Tang, Chun-Ping,Ye, Yang,et al. Stereochemistry of atropisomeric 9,10-dihydrophenanthrene dimers from Pholidota chinensis[J]. TETRAHEDRON-ASYMMETRY,2008,19(17):2007-2014. |
| APA | Yao, Sheng.,Tang, Chun-Ping.,Ye, Yang.,Kurtan, Tibor.,Kiss-Szikszai, Attila.,...&Krohn, Karsten.(2008).Stereochemistry of atropisomeric 9,10-dihydrophenanthrene dimers from Pholidota chinensis.TETRAHEDRON-ASYMMETRY,19(17),2007-2014. |
| MLA | Yao, Sheng,et al."Stereochemistry of atropisomeric 9,10-dihydrophenanthrene dimers from Pholidota chinensis".TETRAHEDRON-ASYMMETRY 19.17(2008):2007-2014. |
入库方式： OAI收割
来源：上海药物研究所
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