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| Progress in Chemistry,
2010,
Vol. 22,
Issue (05) :
784-795
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| Cite this paper: |
| . UVA Light-Assisted Anticancer Drugs---Study on 4-Thiothymidine & Its Analogues Progress in Chemistry, 2010, 22(05): 784-795
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| 张晓辉 王爱玲 李德鹏 徐耀忠. 4-硫脱氧胸苷及类似物在UVA光辅助治疗抗癌药物方面的研究 化学进展, 2010, 22(05): 784-795
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Invited Article |
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UVA Light-Assisted Anticancer Drugs---Study on 4-Thiothymidine & Its Analogues |
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Zhang Xiaohui1*; Wang Ailing1; Li Depeng1; Xu Yaozhong2 |
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(1. College of Environment and Chemical Engineering, Dalian University, Dalian 116622, China; 2. Department of Chemistry and Analytical Sciences, The Open University, Walton Hall, Milton Keynes MK7 6AA, UK) |
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Abstract: The article reviews the chemical methods for the preparation of DNA containing 4-thiothymine(base). 4-Thiothymine(base) has several unique properties, such as easy alkylation, ready oxidation and strong absorption in UVA region. These chemical and physical properties are retained at its nucleoside and DNA levels and particularly useful for chemical manipulation and photo crossing of the thiothymine(base) DNA with other biomolecules of interest. The ability to make DNA containing thiothymine(base) or their functionalized analogues is also useful for studying DNA repairs. UVA/Thiothymidine anti-cancer therapy is also introduced and discussed. The synergetic exploration of sulfur-containing nucleoside analogues and ultraviolet light could provide a new way for treatment of cancer.
Contents
1 Introduction
2 An overview of photodynamic therapy (PDT)
3 Thiothymidine & analogues as potential UVA light-assisted anticancer drugs
4 Chemical synthesis of base-modified DNA
4.1 Conventional synthetic approach
4.2 Post-synthetic functionalization
4.3 Combined approach
5 Synthetic chemistry of DNA containing 4-thiothymine(base)
5.1 Preparation of 4-thiothymidine
5.2 Preparation of phosphoramidite of 4-thiothymidine and its incorporation in DNA synthesis
5.3 Purification
5.4 Composition analysis
6 Chemical and physical properties of thiothymine in DNA
6.1 Direct alkylation
6.2 Photochemistry
6.3 UV absorption and application of 4-thiothymidine
7 DNA containing 4-thiothymine(base) used for cancer studies
7.1 The role of ultraviolet light-induced activation as a novel cancer therapy
7.2 Exploration of 4-thiothymidine & analogues (5-Br-4-thiodU) as potential prodrugs
8 Conclusion and outlook |
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Key words:
thiothymidine
modified bases
DNA repair
anticancer drugs
photodynamic therapy (PDT)
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Received: 2009-10-14
Revised: 2009-12-10
Published: 2010-05-05
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Corresponding Authors: Zhang Xiaohui
Email: xiaohui99@hotmail.co.uk
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