咖啡酰 5,6-脱水奎宁酸衍生物的合成、抗 HIV 和抗氧化活性。
Synthesis, anti-HIV and anti-oxidant activities of caffeoyl 5,6-anhydroquinic acid derivatives.
机构信息
Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.
出版信息
Bioorg Med Chem. 2010 Jan 15;18(2):863-9. doi: 10.1016/j.bmc.2009.11.043. Epub 2009 Dec 3.
In our continued research on chlorogenic acid analogues and derivatives with improved bioactivity, we have synthesized some caffeoyl 5,6-anhydroquinic acid derivatives. The 1,7 acetonides of chlorogenic acid (15), and of the mono-caffeoyl 5,6-anhydroquinic acids (7-8) showed appreciable anti-HIV activity. The 3,4-dicaffeoyl 5,6-anhydroquinic acid (12) exhibited an anti-HIV activity twice as that of 3,5-dicaffeoylquinic acid (22). The caffeoyl 5,6-anhydroquinic acid derivatives displayed potent anti-oxidant activities. The mono-caffeoyl 5,6-anhydroquinic acids (10-11) were more than twice stronger than chlorogenic acid (21) on SOD-like activity.
在我们对具有改善生物活性的绿原酸类似物和衍生物的持续研究中，我们合成了一些咖啡酰 5,6-脱水奎宁酸衍生物。绿原酸（15）和单咖啡酰 5,6-脱水奎宁酸（7-8）的 1,7 缩酮表现出相当的抗 HIV 活性。3,4-二咖啡酰 5,6-脱水奎宁酸（12）的抗 HIV 活性是 3,5-二咖啡酰奎宁酸（22）的两倍。咖啡酰 5,6-脱水奎宁酸衍生物表现出很强的抗氧化活性。单咖啡酰 5,6-脱水奎宁酸（10-11）在 SOD 样活性方面比绿原酸（21）强两倍以上。
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