Studies On Optimization Of Synthetic Conditions Of Oleanolic Acid 3β-phthalic Monoester And Its Protective Activity Against Liver Injury

OLA is regarded as an ideal drug to treat acute Jaundical hepatitis and chronic viral hepatitis, but its strong fat-soluble affects its bioavailability and limits clinical application. This paper reports the synthesis of Oleanolic acid 3 ~ -phthalic monoester(OLA-PE) and its sodium salt. OLA-PE, which is the prodrug of OLA, is made by the reaction of OLA and excessive Phthalandione. its chemical structure was Confirmed by the figures of UV IR~. æ…”-NMR~.?C-NMR~ DEPT -. MS spectra and physical and chemical characteristic, those figures are compared with the figures of OLA. Uniform design was adopted in the optimization of experimental conditions in OLA-PE synthesis, the yield is about 72%. The reaction products have better water solubility than OLA. The solubility of OLA-PE in water has increased by 11 times compared with OLA and OLA-PENa has increased by 8887 times. The results of preliminary pharmacological experiments showed that OLA-PE was more effective in protecting against liver injury induced by CCL4 in little mice than that of the same dose of OLA by oral. the result of this paper will provide an important basis for the studies of new drugs to the protective activity against injury.