Facile construction of 3-hydroxyphenanthrene-1,4-diones: key intermediates to tanshinone I and its A-ring-modified analogue
文献类型：期刊论文
| 作者 | Jiao, Mingkun; Ding, Chunyong1,2 ; Zhang, Ao
|
| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2014-05-06 |
| 卷号 | 70期号:18页码:2976-2981 |
| 关键词 | Tanshinone I Total synthesis Radical alkylation Intracellular C-H arylation Feist-Benary reaction |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2014.03.019 |
| 文献子类 | Article |
| 英文摘要 | A mild synthetic approach was established allowing for a convenient construction of tricyclic hydroxyphenanthraquinones, the key precursor for total synthesis of tanshinone I. This tandem process includes decarboxylative radical alkylation, intramolecular C-H arylation and one-pot O-demethylation and aromatization. Variously substituted phenylpropanoic acids were well tolerated in this approach, and synthesis of tanshinone I (1) was finally successful in six straight steps in 19% overall yields from commercially available 5-bromovanillin. (C) 2014 Elsevier Ltd. All rights reserved. |
| WOS关键词 | SALVIA-MILTIORRHIZA BUNGE ; BREAST-CANCER CELLS ; QUINONES ; CRYPTOTANSHINONE ; CYTOTOXICITY ; MDA-MB-231 ; MARMYCIN ; TANSHEN ; GROWTH ; VITRO |
| 资助项目 | Chinese National Sciences Foundation[81125021] ; Chinese National Sciences Foundation[81373277] ; "Interdisciplinary Cooperation Team" Program for Science and Technology Innovation (CAS)[00000000] ; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica[SIMM1302KF-08] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000334972900014 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277080]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Ding, Chunyong |
| 作者单位 | 1.Chinese Acad Sci, SOMCL, SIMM, Shanghai 201203, Peoples R China 2.Chinese Acad Sci, CAS Key Lab Receptor Res, SIMM, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Jiao, Mingkun,Ding, Chunyong,Zhang, Ao. Facile construction of 3-hydroxyphenanthrene-1,4-diones: key intermediates to tanshinone I and its A-ring-modified analogue[J]. TETRAHEDRON,2014,70(18):2976-2981. |
| APA | Jiao, Mingkun,Ding, Chunyong,&Zhang, Ao.(2014).Facile construction of 3-hydroxyphenanthrene-1,4-diones: key intermediates to tanshinone I and its A-ring-modified analogue.TETRAHEDRON,70(18),2976-2981. |
| MLA | Jiao, Mingkun,et al."Facile construction of 3-hydroxyphenanthrene-1,4-diones: key intermediates to tanshinone I and its A-ring-modified analogue".TETRAHEDRON 70.18(2014):2976-2981. |
入库方式： OAI收割
来源：上海药物研究所
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