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Ceric ammonium nitrate-promoted oxidative coupling reaction for the synthesis and evaluation of a series of anti-tumor amide anhydrovinblastine analogs

文献类型：期刊论文

作者Song, Weibin2; Lei, Min1; Zhao, Kun1; Hu, Lingjun1; Meng, Yuhui1; Guo, Dean1; Liu, Xuan1; Hu, Lihong1,2
刊名BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
出版日期2012
卷号22期号:1页码:387-390
关键词Ceric ammonium nitrate (CAN) Amide anhydrovinblastine analogs Oxidative coupling Structure-activity relationship (SAR) Cytotoxicity
ISSN号0960-894X
DOI10.1016/j.bmcl.2011.10.114
文献子类Article
英文摘要A new, practical and efficient method for the synthesis of anhydrovinblastine AVBL (1f) by oxidative coupling of vindoline and catharanthine in the presence of ceric ammonium nitrate (CAN) was developed. Under the optimized reaction conditions, we synthesized a new series of amide anhydrovinblastine analogs substituted at the vindoline moiety of C-23 site and, evaluated for their proliferation inhibition against HeLa cell. The aryl-substituted derivatives showed loss of potency, while alkyl-substituted derivatives retained some of its cytotoxic potency. The iso-butylamide compound 10b and 2-furancorboxamide compound 18b displayed a similar cytotoxic potency compared to the positive control AVBL. (C) 2011 Elsevier Ltd. All rights reserved.
WOS关键词DIMERIC CATHARANTHUS ALKALOIDS ; VINBLASTINE-TYPE ALKALOIDS ; VINCA ALKALOIDS ; BIOLOGICAL EVALUATION ; BISINDOLE ALKALOIDS ; BIOGENETIC APPROACH ; SOLID TUMORS ; DERIVATIVES ; VINDOLINE ; (+)-VINBLASTINE
资助项目Chinese National Science Technology[2009ZX09301-001] ; Chinese National Science Technology[2009ZX09102-022] ; National Natural Science Foundation of China[90713046] ; National Natural Science Foundation of China[30925040] ; CAS Foundation[KSCX2-YW-R-179]
WOS研究方向Pharmacology & Pharmacy ; Chemistry
语种英语
WOS记录号WOS:000298636700074
出版者PERGAMON-ELSEVIER SCIENCE LTD
源URL[http://119.78.100.183/handle/2S10ELR8/278280]  
专题上海中药现代化研究中心
通讯作者Liu, Xuan
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai 201203, Peoples R China;
2.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
推荐引用方式
GB/T 7714		 Song, Weibin,Lei, Min,Zhao, Kun,et al. Ceric ammonium nitrate-promoted oxidative coupling reaction for the synthesis and evaluation of a series of anti-tumor amide anhydrovinblastine analogs[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,2012,22(1):387-390.
APA Song, Weibin.,Lei, Min.,Zhao, Kun.,Hu, Lingjun.,Meng, Yuhui.,...&Hu, Lihong.(2012).Ceric ammonium nitrate-promoted oxidative coupling reaction for the synthesis and evaluation of a series of anti-tumor amide anhydrovinblastine analogs.BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,22(1),387-390.
MLA Song, Weibin,et al."Ceric ammonium nitrate-promoted oxidative coupling reaction for the synthesis and evaluation of a series of anti-tumor amide anhydrovinblastine analogs".BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 22.1(2012):387-390.

入库方式： OAI收割

来源：上海药物研究所

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