Concise Total Synthesis of Dysoxylactam A and a Simplified Analog
文献类型：期刊论文
| 作者 | Yang, Guan-Zhou2,3; Wang, Lei2; Fan, Yao-Yue2; Lai, Zeng-Wei2; Yu, Xue-Ni1,2; Lou, Li-Guang2 ; Gao, Kun3; Yue, Jian-Min2,3
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| 刊名 | CHINESE JOURNAL OF CHEMISTRY
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| 出版日期 | 2022-06-21 |
| 页码 | 8 |
| ISSN号 | 1001-604X |
| 关键词 | Total synthesis Dysoxylactam A Macrocyclolipopeptide Reversing multidrug resistance Structure-activity relationship |
| DOI | 10.1002/cjoc.202200123 |
| 通讯作者 | Yue, Jian-Min(jmyue@simm.ac.cn) |
| 英文摘要 | Comprehensive Summary A total synthesis of 17-membered macrocyclolipopeptide dysoxylactam A, a potent agent reversing P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) in cancer cells, was developed from the starting material (S)-2-methylbutanal in a linear sequence of 12 steps with 23.2% overall yield. The key steps include proline-catalyzed asymmetric aldol reaction, Evans aldol reaction and Krische allylation to construct the multiple stereocenters containing fragment, and ring-closing metathesis to furnish the macrocycle. This total synthesis facilitates the preparation of large amount samples of dysoxylactam A and the side chain simplified derivatives for further biological tests and preliminary structure-activity relationship exploration. |
| WOS关键词 | MEDIATED MULTIDRUG-RESISTANCE ; P-GLYCOPROTEIN ; ALLYL ACETATE ; CANCER ; PHYTOCHEMICALS ; REASSIGNMENT ; INHIBITION ; REAGENTS ; REVERSAL ; ALCOHOL |
| 资助项目 | National Natural Science Foundation of China[81861138045] ; National Natural Science Foundation of China[22177121] ; CAMS Innovation Fund for Medical Sciences[2019-I2M-5-080] ; Biological Resources Program, CAS of People's Republic of China[KFJ-BRP-008-001] ; Science and Technology Commission of Shanghai Municipality[20ZR1467800] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| WOS记录号 | WOS:000813610300001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/301602]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Yue, Jian-Min |
| 作者单位 | 1.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China 3.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, 222 Tianshui South Rd, Lanzhou 730000, Gansu, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yang, Guan-Zhou,Wang, Lei,Fan, Yao-Yue,et al. Concise Total Synthesis of Dysoxylactam A and a Simplified Analog[J]. CHINESE JOURNAL OF CHEMISTRY,2022:8. |
| APA | Yang, Guan-Zhou.,Wang, Lei.,Fan, Yao-Yue.,Lai, Zeng-Wei.,Yu, Xue-Ni.,...&Yue, Jian-Min.(2022).Concise Total Synthesis of Dysoxylactam A and a Simplified Analog.CHINESE JOURNAL OF CHEMISTRY,8. |
| MLA | Yang, Guan-Zhou,et al."Concise Total Synthesis of Dysoxylactam A and a Simplified Analog".CHINESE JOURNAL OF CHEMISTRY (2022):8. |
入库方式： OAI收割
来源：上海药物研究所
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