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C-芳基核苷类似物的合成。

Synthesis of C-arylnucleoside analogues.

作者信息

Len Christophe, Enderlin Gérald

机构信息

Sorbonne Universités, Université de Technologie de Compiègne, Ecole Supérieure de Chimie Organique et Minérale, Transformations Intégrées de la Matière Renouvelable, Centre de Recherche Royallieu, CS 60319, Compiègne cedex F-60203, France.

Department of Chemistry, University of Hull, Hull HU6 7RX, UK.

出版信息

Molecules. 2015 Mar 18;20(3):4967-97. doi: 10.3390/molecules20034967.

DOI:10.3390/molecules20034967
PMID:25793544
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6272657/
Abstract

Modified nucleoside analogues are of great biological importance as antiviral and antitumoral agents. There is special interest in the preparation of C-aryl nucleosides with an aromatic ring in different positions of the glycone for their biological activity. Different chemical synthesis strategies for these targets are described in this review.

摘要

修饰核苷类似物作为抗病毒和抗肿瘤药物具有重要的生物学意义。人们对在糖部分不同位置带有芳香环的C-芳基核苷的制备因其生物活性特别感兴趣。本文综述了针对这些目标的不同化学合成策略。

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本文引用的文献

1
Synthesis of bicyclonucleosides having a C-C bridge.具有碳-碳桥的双环核苷的合成。
Chem Rev. 2010 Jun 9;110(6):3371-418. doi: 10.1021/cr800465j.
2
C-nucleosides: synthetic strategies and biological applications.C-核苷：合成策略与生物学应用
Chem Rev. 2009 Dec;109(12):6729-64. doi: 10.1021/cr9002165.
3
New light-sensitive nucleosides for caged DNA strand breaks.用于笼化DNA链断裂的新型光敏核苷。
Chembiochem. 2002 Jan 4;3(1):54-60. doi: 10.1002/1439-7633(20020104)3:1<54::AID-CBIC54>3.0.CO;2-2.
4
Site-specific DNA cleavage on a solid support: a method for mismatch detection.固体支持物上的位点特异性DNA切割：一种错配检测方法。
Angew Chem Int Ed Engl. 2007;46(12):2112-4. doi: 10.1002/anie.200603092.
5
3'-Carbon-substituted pyrimidine nucleosides having a 2',3'-dideoxy and 2',3'-didehydro-2',3'-dideoxy structure: synthesis and antiviral evaluation.具有2'，3'-二脱氧和2'，3'-二脱氢-2'，3'-二脱氧结构的3'-碳取代嘧啶核苷：合成与抗病毒评价
Antivir Chem Chemother. 2006;17(4):225-34. doi: 10.1177/095632020601700406.
6
Effects of halogenated WNA derivatives on sequence dependency for expansion of recognition sequences in non-natural-type triplexes.卤代WNA衍生物对非天然型三链体中识别序列扩展的序列依赖性的影响。
J Org Chem. 2006 Mar 3;71(5):2115-22. doi: 10.1021/jo052413u.
7
The dihydroxyacetone unit--a versatile C(3) building block in organic synthesis.二羟基丙酮单元——有机合成中一种通用的C(3)构建模块。
Angew Chem Int Ed Engl. 2005 Feb 18;44(9):1304-25. doi: 10.1002/anie.200400659.
8
Enantioseparation of four cis and trans diastereomers of 2',3'-didehydro-2',3'-dideoxythymidine analogs, by high-performance liquid chromatography and capillary electrophoresis.通过高效液相色谱法和毛细管电泳法对2',3'-二脱氢-2',3'-二脱氧胸苷类似物的四种顺式和反式非对映异构体进行对映体拆分。
J Chromatogr A. 2004 Apr 23;1034(1-2):161-7. doi: 10.1016/j.chroma.2004.02.021.
9
Ring opening of nucleoside 1',2'-epoxides with organoaluminum reagents: stereoselective entry to ribonucleosides branched at the anomeric position.用有机铝试剂使核苷1',2'-环氧化物开环：立体选择性合成异头位分支的核糖核苷。
J Org Chem. 2004 Mar 19;69(6):1831-6. doi: 10.1021/jo030262u.
10
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J Am Chem Soc. 2004 Jan 21;126(2):516-28. doi: 10.1021/ja037211z.