北京大学医学部机构知识库
Advanced  
IR@PKUHSC  > 北京大学药学院  > 期刊论文
学科主题: 药学
题名:
Synthesis and Antitumor Activity Evaluation of gamma-Monofluorinated and gamma,gamma-Difluorinated Goniothalamin Analogues
作者: Yang, Yi1; Yang, Zhenjun3; Cheng, Chunru1; Qing, Fengling2
关键词: Goniothalamin ; Stille coupling ; fluorine ; antitumor activity
刊名: CHINESE JOURNAL OF CHEMISTRY
发表日期: 2013-06-01
DOI: 10.1002/cjoc.201300227
卷: 31, 期:6, 页:805-812
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
关键词[WOS]: GEM-DIFLUOROMETHYLENATED ANALOGS ; RING-CLOSING METATHESIS ; BRYONOPSIS-LACINIOSA ; MEDICINAL CHEMISTRY ; CYTOTOXIC ACTIVITY ; COUPLING REACTIONS ; STYRYL-LACTONES ; DRUG DESIGN ; FLUORINE ; ORGANOSTANNANES
英文摘要:

A series of novel ,-difluorinated Goniothalamin analogues 4a-4i and 6a-6i were synthesized. The key steps included the construction of C-5 stereocenter adjacent to gem-difluoromethylene group by way of lipase AK catalyzed kinetic resolution, the introduction of aryl group via Stille coupling, and lactonization by 1,5-oxidative cyclization. These ,-difluorinated Goniothalamin analogues 4a-4i and their enantiomers 6a-6i, together with several corresponding -monofluorinated Goniothalamin analogues were biologically evaluated against four different cancer cell lines. Compound 7h showed a nearly equivalent potency as the parent (R)-Goniothalamin in the micromolar range. The different fluorine effects between fluoromethylene and gem-difluoromethylene on antitumor activity were discussed through the analysis of bioassay data.

语种: 英语
所属项目编号: 2107028 ; 20832008 ; 2012CB821600 ; 2012RC17 ; 2012RC15
项目资助者: National Natural Science Foundation of China ; National Basic Research Program of China ; Scientific Research Program of Sichuan University of Science Engineering
WOS记录号: WOS:000320392400017
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/59724
Appears in Collections:北京大学药学院_期刊论文

Files in This Item:

There are no files associated with this item.


作者单位: 1.Sichuan Univ Sci & Engn, Sch Chem & Pharmaceut Engn, Zigong 643000, Sichuan, Peoples R China
2.Chinese Acad Sci, Key Lab Organofluorine Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
3.Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100083, Peoples R China

Recommended Citation:
Yang, Yi,Yang, Zhenjun,Cheng, Chunru,et al. Synthesis and Antitumor Activity Evaluation of gamma-Monofluorinated and gamma,gamma-Difluorinated Goniothalamin Analogues[J]. CHINESE JOURNAL OF CHEMISTRY,2013,31(6):805-812.
Service
Recommend this item
Sava as my favorate item
Show this item's statistics
Export Endnote File
Google Scholar
Similar articles in Google Scholar
[Yang, Yi]'s Articles
[Yang, Zhenjun]'s Articles
[Cheng, Chunru]'s Articles
CSDL cross search
Similar articles in CSDL Cross Search
[Yang, Yi]‘s Articles
[Yang, Zhenjun]‘s Articles
[Cheng, Chunru]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
Add to CiteULike Add to Connotea Add to Del.icio.us Add to Digg Add to Reddit

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Copyright © 2007-2017  北京大学医学部 - Feedback
Powered by CSpace