Absolute Configuration of Highly Flexible Natural Products by the Solid-State ECD/TDDFT Method: Ximaolides and Sinulaparvalides
文献类型：期刊论文
| 作者 | Kurtan, Tibor1; Jia, Rui3; Li, Yan3; Pescitelli, Gennaro2; Guo, Yue-Wei3
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| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2012-12 |
| 期号 | 34页码:6722-6728 |
| 关键词 | Conformation analysis Conformational flexibility Chiroptical properties Density functional calculations Circular dichroism Natural products Terpenoids Macrocycles |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.201200862 |
| 文献子类 | Article |
| 英文摘要 | The quantum-mechanical calculation of chiroptical properties such as electronic circular dichroism (ECD) is an increasingly popular tool for establishing the absolute configuration of organic compounds, including natural products. However, this approach is often limited by conformational flexibility, which can be overcome by considering the solid crystalline state instead of solution. By knowing the solid-state geometry, one may employ it as the input structure for ECD calculations and then comparing this with the ECD spectrum measured on a microcrystalline sample. We report here the application of this solid-state ECD approach to establish the absolute configuration of three natural products, namely ximaolide A, sinulaparvalide A and B; all display pronounced flexibility and belong to two families of compounds with remarkable biological activity. The present configurational assignment may also be extended to several analogues whose absolute configurations have not yet been reported. |
| WOS关键词 | CORAL SARCOPHYTON-TORTUOSUM ; ELECTRONIC CIRCULAR-DICHROISM ; CHIROPTICAL PROPERTIES ; ORGANIC-COMPOUNDS ; GLAUCUM ; BISCEMBRANOIDS ; PRECURSOR ; ENERGIES |
| 资助项目 | Chinese National Marine "863" Project[2011AA09070102] ; Chinese National Marine "863" Project[2012AA10170101] ; National Natural Science Foundation of China (NSFC)[21072204] ; National Natural Science Foundation of China (NSFC)[21021063] ; National Natural Science Foundation of China (NSFC)[81273430] ; SKLDR/SIMM[SIMM1203ZZ-03] ; SKLDR/SIMM[SIMM1105KF-04] ; European Union[00000000] ; European Regional Development Fund[HURO/0901/274/2.2.2] ; Hungarian-Chinese Intergovernmental S&T Cooperation Program[CN-25/2009] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000311384800007 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277862]  |
| 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 信息中心 新药研究国家重点实验室 药理学第一研究室 |
| 通讯作者 | Pescitelli, Gennaro |
| 作者单位 | 1.Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary; 2.Univ Pisa, Dept Chem, I-56126 Pisa, Italy; 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Kurtan, Tibor,Jia, Rui,Li, Yan,et al. Absolute Configuration of Highly Flexible Natural Products by the Solid-State ECD/TDDFT Method: Ximaolides and Sinulaparvalides[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2012(34):6722-6728. |
| APA | Kurtan, Tibor,Jia, Rui,Li, Yan,Pescitelli, Gennaro,&Guo, Yue-Wei.(2012).Absolute Configuration of Highly Flexible Natural Products by the Solid-State ECD/TDDFT Method: Ximaolides and Sinulaparvalides.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(34),6722-6728. |
| MLA | Kurtan, Tibor,et al."Absolute Configuration of Highly Flexible Natural Products by the Solid-State ECD/TDDFT Method: Ximaolides and Sinulaparvalides".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .34(2012):6722-6728. |
入库方式： OAI收割
来源：上海药物研究所
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