Synthesis, Characterization Of Ursolic Acid Derivatives And Primary Research On Anti-tumor And Anti-bacterial Activity

Pentacyclic triterpenoids-ursolic acid is the main composition of functions of a variety of natural products, is widely distributed in nature as the form of cell-free or glycoside.The composition of triterpenoids is very complicated which can be divided into ursane, uleanane, friedelane, Pentacyclic lupine, ursolic acid belongs to ursane triterpenoids.It shows a wide range of biological activity, including anti-tumor, anti-HIV, anti-malaria, hepatic, stomach protected, anti-inflammatory,anti-blood sugar and many other pharmacological effects. Anti-tumor activity is one of the most biological activity of ursolic acid, Ursolic acid is potential anti-tumor promoter and cytotoxic agent against tumor cells, inhibiting proliferation, inducing apoptosis and preventing invasion.The low bioavailability of ursolic acid in vivo confines the application on clinic, for that reason we need to improve the anti-tumor activities and bioavailability of ursolic acid by the technique of chemical. This field will be an important part in researching ursolic acid derivatives, and will be a development direction and hotspot of ursolic acid in future. At present, the research of structure-activity relationships of focus on the modification of C-3,C-12, C-13 and C-28.Ukiya team studies the inhibition of cancer of diol or triol triterpenoids which extracted from chrysanthemum. The results demonstrate ursolic acid and oleanonic acid derivatives shows great effect on inhibiting anti-tumor activities. Therefore, diol or triol triterpenoids have both anti-tumor and anti-inflammatory effect. It will be a potential cancer chemopreventive drug in future.We use natural products-ursolic acid, which has anti-tumor activity as lead compounds, in order to be guided by the theory of organic chemistry, combined with biological activity tests, carried out research work to optimize its structure,in order to find low toxicity, effective innovative new drug target molecules or lead compounds.In order to acquire new ursolic acid derivatives, the structure modification of acid at C-3 and C-28 was carried out. The enone frame was introduced into ring C to get a serious of polyols. Including intermediate and final product a total of 22 triterpenoid ursolic acid derivatives was synthesized, in which 10 compounds has never been reported in the literature. The structures of the compounds were confirmed by IR,1H NMR,13C NMR. The study of antibacterial activity and anti-tumor activity of UA and its derivatives has been carried out.