咖啡酰奎尼酸衍生物的设计、合成及生物活性研究
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摘要
天然产物的开发利用在药物发展史上一直占据着非常重要的地位。近几十年,随着单晶衍射和核磁共振等技术的发展,药物分子设计和组合化学在药物研究和开发中的地位日益提高。但实践证明,这些方法的应用并未使新药开发的成功率提高,而在临床应用的一些新药中天然产物仍占大部分的比例。天然化合物所具有的独特结构特征,仅通过化学合成是不可能获得的。咖啡酰奎尼酸是一类自然界中分布十分广泛的天然产物,本论文即是围绕咖啡酰奎尼酸类天然产物的结构改造而展开。
咖啡酰奎尼酸是一类活性广泛的天然产物,目前研究主要集中在植物化学分离和药理活性方面。我们选取咖啡酰奎尼酸为母体化合物,对其进行结构改造,并对咖啡酰奎尼酸类衍生物的合成进行了初步研究,设计并合成了5个系列包括中间体在内的化合物58个,其中50个为新化合物。关于该类化合物的合成及分离尚需进一步的摸索和改进。
Natural products (NP) have traditionally played an important role in drug discovery and were the basis of early medicines. Over the last 15 to 20 years advances in X-ray crystallography and NMR, and alternative drug discovery methods such as rational drug design and combinatorial chemistry have placed great press upon NP drug discovery programmes. However, despite the promise of these alternative drug discovery methods, there is still a shortage of lead compounds progressing into clinical trials. This is especially the case in therapeutic areas where natural products have still played a central role in lead discovery. It is impossible to provide the diversity of compounds as natural products only by organic syntheses. Caffeoylquinic acids are widespread types of natural products occurring in nature. In this thesis, the research was carried out on the derivitives of natural caffeoylquinic acids.
Caffeoylquinic acids are kinds of natural products with many biological activities. The hot research pionts are still focused on their isolation and pharmacological activities. It has served as a lead compound for the synthesis of derivatives to optimize their activity. Five series of target derivatives were designed and altogether 58 intermediate and target moleculars were synthesized, 50 of all of the moleculars are new compounds, they have not been reported to this day. The synthetic method and isolation of this sort of compounds are still need further improvement.
咖啡酰奎尼酸是一类活性广泛的天然产物,目前研究主要集中在植物化学分离和药理活性方面。我们选取咖啡酰奎尼酸为母体化合物,对其进行结构改造,并对咖啡酰奎尼酸类衍生物的合成进行了初步研究,设计并合成了5个系列包括中间体在内的化合物58个,其中50个为新化合物。关于该类化合物的合成及分离尚需进一步的摸索和改进。
Natural products (NP) have traditionally played an important role in drug discovery and were the basis of early medicines. Over the last 15 to 20 years advances in X-ray crystallography and NMR, and alternative drug discovery methods such as rational drug design and combinatorial chemistry have placed great press upon NP drug discovery programmes. However, despite the promise of these alternative drug discovery methods, there is still a shortage of lead compounds progressing into clinical trials. This is especially the case in therapeutic areas where natural products have still played a central role in lead discovery. It is impossible to provide the diversity of compounds as natural products only by organic syntheses. Caffeoylquinic acids are widespread types of natural products occurring in nature. In this thesis, the research was carried out on the derivitives of natural caffeoylquinic acids.
Caffeoylquinic acids are kinds of natural products with many biological activities. The hot research pionts are still focused on their isolation and pharmacological activities. It has served as a lead compound for the synthesis of derivatives to optimize their activity. Five series of target derivatives were designed and altogether 58 intermediate and target moleculars were synthesized, 50 of all of the moleculars are new compounds, they have not been reported to this day. The synthetic method and isolation of this sort of compounds are still need further improvement.
引文
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