The Study On Total Synthesis Of New Physiological Active Flavonoids And Neoengleromycin Fragments

Flavonoids, also called bioflavoinoids, are ubiquitous in nature plant kingdom, The immediate family members of flavonoids include flavones, flavanes, flavonols, anthocyanidins and catechins. They possess a wide spectrum of biological activities, and some flavonoids are potent ingredients of many officinal plants. Neoengleromycin, isolated from the fruiting bodies of the ascomycete Engleromyces, which was only found in China, was regarded as "hot compound" by Nature Products Report in 2002. In order to meet the needs for studying on synthesis method and selecting the substances with biological activities. This thesis aims at the studies on the syntheses of flavonoids derivatives and Neoengleromycin derivatives. Biological activities of flavonoids derivatives are also discussed in this thesis.1. The biological activities and the previous synthetic reports of flavonoids and its application in pharmacology were introduced briefly in this thesis. Meanwhile, the classification, new extraction method, new synthesis method and structure identification method were also mentioned.2. Synthetic routes of flavonoids derivatives were proposed. On the basis of the designation, which chalcone act as the key intermediates, thirty-four compounds were synthesized, including eighteen novel target compounds (Three series) and sixteen intermediates.3. Synthesis methods have been studied, such as, synthesis of 3,5-dimethoxy ester in one step. Possible mechanism of condensation of ketone with alcohol. An improvement of traditional synthesis method. A facial, but not universal synthesis method of flavanone was suggested.4. Eighteen novel target compounds which derived from flavonoids were screened, using five international standard model (PP1, PAI-1, CDC25, CAT-K, CAT-B), by Lab for screening (a department of State Key Lab of Phytochemistry and Plant Resource in West China, KIB, CAS). Results showed that two compounds have inhibition activity of CDC25 and CAT-B.5. Based on the structure analysis of Neoengleromycin, it was found that some fragments of Neoengleromycin were similar to a nature amino acid: L-Asparagine. Therefore, we adopte L-Asparagine as initial material to synthesis a series of Neoengleromycin derivatives. Three intermediates were reported in this paper.6. Synthesis methods have been investigated. We tested many substants for...