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Natural Product Swainsonine Obovatol And Luotuo Ning Alkali A Synthesis Study

Posted on:2010-02-06Degree:MasterType:Thesis
Country:ChinaCandidate:S J YeFull Text:PDF
GTID:2204360272494522Subject:Organic Chemistry
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The key step of a new drug research and development is getting the bioactive compounds with acceptable price. Extraction and isolation is one important method to get the bioactive compounds, but usually expensive. If the proper synthetic method can be developed, the manufacture cost of bioactive compounds will be reduced a lot. This kind of bioactive compounds will be developed to new drug possibly. In this paper, we study the synthesis of swainsonine, obovatol and luotonin A preliminary.Swainsonine which can be used as immunomodulators, tumor metastasis and proliferation inhibitors, anti-virus and cell protection was isolated from Swainsonacanescens. It also can promote the growth of marrow, transfer the myelosuppression and the reduction of neutrophil caused by fatal irradiation or high dose chemotherapy, and has been proven to the effective against cancer. There are more than 30 total synthesis routes have been reported in the past 20 years, and more practical and creative synthesis routes are reported since the discovery of olefin metathesis reaction in recently years. We have summarized these synthesis routes in chapter II in this dissertation, and optimized the synthetic routes of swainsonine.Obovatol which has good anti-cancer, anti-anxiety, antidepressants, anti-inflammatory, bactericidal, anti-oxidation, muscle relaxation and many other physiologically active was isolated from Honokiol. It has begun to attract people's attention because of its unique di-allyl and aryl ether structures. In chapter III of this dissertation, we have designed the total synthesis route of obovatol, and tried to synthesize the derivatives of obovatol through Williamson ether synthesis, Claisen rearrangement, and the Ullmann coupling reaction by using cheap starting material.Luotonin A which is a natural alkaloid with good anti-canner activities was isolated from Peganum nigelloastrum Bge. It has attracted people's attention because of its favorable physiological activity and uncomplicated structure. We designed its retrosynthesis, and tried to synthesize luotonin A through the intermedium of quinoline derivative.
Keywords/Search Tags:swainsonine, obovatol, luotonin A, total synthesis, anti-cancer
PDF Full Text Request
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