Study On The Synthesis And Physiological Activity Of A Class Of Tropone Derivatives

Tropone and tropolone refer to seven-membered aromatic ring compounds that do not contain a benzene ring but have a carbonyl group.In the separation process of natural products,two structural units of tropolone with tropone and α-hydroxy or alkoxy are often found.The special structure of the skeleton allows them to express their biological activities more significantly,Therefore,the focus of our work is to successfully construct a seven-membered ring framework structure to explore the biological activity of tropone derivative compounds.This thesis first introduced the separation and biological activity of tropone and tropolone compounds in natural products.Subsequently,the tropone and tropolone derivative compounds and their biological activities were introduced.By summarizing the previous work,we then proposed the tropone structural skeleton that our research group needs to study.In the specific work,we use ethoxyacetylene and 3,4-dimethylterephthaloquinone as starting materials.First,a nucleophilic attack is carried out,and then a seven-membered ring skeleton structure is successfully constructed through the core steps of gold-catalyzed highly regioselective oxidation and 1,2-migration of vinyl groups.Then,partial isomerization products are obtained during the halogenation reaction,and then stille coupling,double bond oxidation,reduction and other reactions are performed to obtain a series of tropone derivative compounds.Finally,we selected the human gastric cancer cell MGC-27 from ATCC to test the biological activity of the obtained tropone derivative compounds,and found that three of them can inhibit the growth of gastric cancer cells within a certain period of time.Therefore,it has potential medicinal development value.