【作者】 石晓娜；

【导师】 陈晓岚；

【作者基本信息】 郑州大学 ， 有机化学， 2007， 硕士

【摘要】 大豆苷元是异黄酮化合物中很重要的一种，是大豆和葛根的主要有效成分之一，具有广泛的药理活性，由于与雌二醇在结构上有相似性，因此具有植物雌激素功能，此外它还有抗心率失常作用、抗缺氧缺血作用、局部麻醉作用等。本论文对大豆苷元的药理活性、提取方法、研究现状等方面进行了综述。大豆苷元有着广泛的药理活性，因此引起了人们的关注，结构改造是其中的一个重要方面，人们期望通过结构改造获得一些具有更好的生物活性、低毒、具有较高生物利用度的化合物。1．本文设计并合成了7种大豆苷元衍生物，全部为新化合物，分别给出它们的ESI-MS、IR、NMR等波谱数据，通过二维NMR对其NMR波谱数据进行了全归属。2．大量的ESI图谱显示，磷酰化大豆苷元在气相条件下可以和溶菌酶、胰岛素、细胞色素C等蛋白发生弱相互作用，但ESI未检测到大豆苷元-蛋白非共价复合物的存在。磷酰化大豆苷元对蛋白更具亲和力。实验结果还表明不同的磷酰化大豆苷元和蛋白形成复合物的稳定性不同，和磷酰化基团疏水性能有关。茄呢醇是不饱和聚异戊二烯醇，全E式结构，是一种重要的药用中间体，其衍生物具有多方面的药理活性，国内外以茄呢醇为基础新药的研究开发工作比较活跃。本文对茄呢醇性质、提取方法、研究现状进行了综述，并运用Abruzov-Michaelis反应合成了3种茄呢基膦酸二酯，全部为新化合物，分别给出了他们的ESI-MS、NMR等波谱数据。更多还原

【Abstract】 Daidzein （7, 4’-dihydroxyisoflavone） is one of the most abundant isoflavonoids, found in legumes, especially soybeans. It has comprehensive pharmacological activities, including preventing of cardiovascular disease, lessening the symptoms of the menopause and protecting against osteoporosis. Due to its structural similarity to estradiol, more attention has been paid to its phytoestrogen activities in the past few years. In the work described in the dissertation, the recent studies on pharmacological action, extraction and isolation, pharmaceutical and structural modifications of daidzein were introduced in chapter one.Extensively pharmaceutical values in clinic of daidzein have made it common interests as mentioned in many published papers. Lots of efforts have been made to synthesized daidzein derivatives with better activities in recent years. Structural modification is one of the most important aspects in terms of increasing its water-solubility, lowering its toxicity and improving its biological assimilation. The studies on phosphorous modifications of daidzein and non-covalent interaction with protein were shown in this dissertation. The relating works included:1. Seven novel daidzein phosphorous derivatives were synthesized. The structures of all compounds were determined by ESI-MS, IR and NMR. Especially 2D NMR spectra of some compounds were assigned in details.2. ESI experiment shows that phosphorylated daidzein derivatives could interact with the protein lysozyme, insulin and cytochrome C. Even though different parameters were tried, no corresponding non-covalent protein-daidzein complexes were detected. The experiment suggests that the phosphorylated daidzein derivatives could form non-covalent complexes with protein more easily than the unphosphorylated daidzein. Different phosphorylated daidzein derivatives could tolerance different high orifice voltage. The relative stability of the non-covalent complexes was closely associated with the length of the hydrophobic chain.Solanesol, a long-chain terpenoid alcohol, mainly existing in tobacco leaves, is the starting material for many high-value biochemicals, including Vitamin K analogues and co-enzyme Q₁₀, which is useful in the treatment of heart diseases, cancers and ulcers. The recent studies on character, extraction and isolation, pharmaceutical and structural modifications of solanesol were reviewed. In the work described in this paper, three solanesyl phosphonates were synthesized using standard Arbuzov-Michaelis reaction, and their structures were elucidated by ESI-MS, NMR.更多还原