Facile Synthesis of 7-epi-Taxane and Its Derivatives and Preliminary Evaluation of Anticancer Activity
文献类型：期刊论文
| 作者 | Li, Zhao1,2; Feng, Jia2,3; Zou, Kun1,2; Yang, Zhuo2; Zhang, Yong2; Xu, Zhijian2 ; Li, Bo2; Shi, Jiye4,5; Li, Yiming1; Zhu, Weiliang2
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| 刊名 | CHINESE JOURNAL OF CHEMISTRY
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| 出版日期 | 2016-11 |
| 卷号 | 34期号:11页码:1165-1176 |
| 关键词 | taxane 7-epi-taxane silver oxide amino acid C-13 derivative of taxane anticancer activity |
| ISSN号 | 1001-604X |
| DOI | 10.1002/cjoc.201600381 |
| 文献子类 | Article |
| 英文摘要 | 7-epi-Taxane has been achieved efficiently in gram scale from natural taxane via inversion of the 7-hydroxyl group simply using Ag2O as catalyst and DMF as solvent. The catalyst could be quantitatively recovered by filtration without loss of catalytic activity. This condition is also applicable to the direct epimerization of taxane derivatives (e.g., docetaxel and paclitaxel) to 7-epi-taxane derivatives (e.g., 7-epi-docetaxel and 7-epi-paclitaxel). Furthermore, 33 ester derivatives of 7-epi-taxane with different amino acid moieties at the position of C-13 were successfully synthesized via esterification without protecting C-7-OH. Bioassay results revealed that compounds 13 and 18 have good selectivity against prostatic cancer cell line DU145, with IC50 value as low as 15.9 nmol/L for 18. |
| WOS关键词 | TAXOL ANALOGS ; METABOLISM ; AGENTS |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| CSCD记录号 | CSCD:5881651 |
| WOS记录号 | WOS:000388473300015 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/275831]  |
| 专题 | 药物发现与设计中心 |
| 通讯作者 | Li, Bo; Shi, Jiye; Zhu, Weiliang |
| 作者单位 | 1.Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 3.Univ Sci & Technol China, Nano Sci & Technol Inst, Suzhou 215123, Jiangsu, Peoples R China; 4.UCB Biopharma SPRL, Chemin Foriest, Braine Lalleud, Belgium; 5.Univ Oxford, Kellogg Coll, 60-62 Banbury Rd, Oxford OX2 6PN, England |
| 推荐引用方式 GB/T 7714 | Li, Zhao,Feng, Jia,Zou, Kun,et al. Facile Synthesis of 7-epi-Taxane and Its Derivatives and Preliminary Evaluation of Anticancer Activity[J]. CHINESE JOURNAL OF CHEMISTRY,2016,34(11):1165-1176. |
| APA | Li, Zhao.,Feng, Jia.,Zou, Kun.,Yang, Zhuo.,Zhang, Yong.,...&Chen, Kaixian.(2016).Facile Synthesis of 7-epi-Taxane and Its Derivatives and Preliminary Evaluation of Anticancer Activity.CHINESE JOURNAL OF CHEMISTRY,34(11),1165-1176. |
| MLA | Li, Zhao,et al."Facile Synthesis of 7-epi-Taxane and Its Derivatives and Preliminary Evaluation of Anticancer Activity".CHINESE JOURNAL OF CHEMISTRY 34.11(2016):1165-1176. |
入库方式： OAI收割
来源：上海药物研究所
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