| 薛姗姗 秦向阳 孙晓亮 王时雨 邓晓军 何炜.咪唑类氮氧自由基的合成及其DPPH清除能力的研究[J].,2016,16(14):2612-2617 |
| 咪唑类氮氧自由基的合成及其DPPH清除能力的研究 |
| Study on Synthesis and Scavenging Activity of DPPH Free Radical byImidazole Nitronyl Nitroxide Radicals |
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| DOI： |
| 中文关键词: 2- 硝基丙烷 合成 咪唑类氮氧自由基 DPPH 自由基 |
| 英文关键词: 2-nitropropane Synthesis Imidazole nitronyl nitroxide radical DPPH free radical |
| 基金项目:国家“重大新药创制”科技重大专项基金项目（2014ZX09J14104-06C）；国家自然科学基金项目（21272272） |
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| 中文摘要: |
| 目的：合成8 种新型咪唑类氮氧自由基(4a～4h)，并探讨其对1,1- 二苯基-2- 三硝基苯肼自由基（DPPH）的清除作用。方法：
本文以2- 硝基丙烷为原料，经烷基化、还原、缩合及氧化反应等步骤，合成8 种新型咪唑类氮氧自由基(4a～4h)。将4a～4h 分别与
DPPH作用，使用紫外-可见分光光度法测定其中DPPH的浓度，考察4a～4h 对DPPH 自由基的清除作用，以四甲基哌啶氮氧自
由基（Tempol）作为阳性对照。结果：合成中间体及终产物经1H NMR、HRMS、EPR等光谱数据确证了结构。通过DPPH 自由基清
除实验，结果显示所合成的8 种新型咪唑类氮氧自由基对DPPH 均有清除作用。结论：合成了新型咪唑类氮氧自由基，并对其合
成方法进行了重要改进。在对DPPH 自由基清除能力方面，8种化合物在一定浓度范围（0.01 umol/mL-2.4 umol/mL）内，清除作用
与浓度成依赖性增长关系。其中，4b 与Tempol相当，4a 优于阳性对照Tempol，具有进一步开发研究的潜在价值。 |
| 英文摘要: |
| Objective:In this investigation, eight novel imidazole nitronyl nitroxide radicals were synthesized and their scavenging
effects of 2,2-diphenyl-1-picrylhydrazyl were discussed.Methods:Eight novel imidazole nitronyl nitroxide radicals were synthesized by
alkylation, reduction, condensation and oxidation reaction, using 2-nitropropane as the starting material. In order to evaluate the
elimination function of 4a～4h to DPPH, the obtained compounds(4a～4h) were reacted with DPPH and the concentration of DPPH was
measured through the method of UV-VIS spectrophotometry. We used Tempol as positive control.Results:Eight novel imidazole
nitronyl nitroxide radicals were synthesized, and the structures of intermediates and final products were confirmed by 1H NMR, HRMS,
EPR analysis. The results of the scavenging of DPPH radical assay showed that eight new synthesized imidazole nitronyl nitroxide
radicals showed scavenging effect on DPPH.Conclusion:Improved the method of synthesis of the important intermediate. In a certain
concentration range (0.01 umol/mL-2.4 umol/mL), the scavenging effect of eight new synthesized imidazole nitronyl nitroxide radicals
increases with the increase of concentration. Among them, 4a exhibited more active antioxidant activity compared with Tempol while 4b
had the same effect. They all have the potential value of further research and development. |
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