An Efficient Synthesis of Ginsenoside Rg5 via Conversion of PPD Type Saponins: Unusual Application of 4A Molecular Sieves

Ginsenoside Rg5 is a rare secondary ginsenoside with good pharmacological activity. However, preparation of Rg5 is time consuming, gives a low yield and has poor selectivity and efficiency. Therefore, the current study describes an efficient method of preparing ginsenoside Rg5 through conversion of Protopanaxadiol (PPD) type saponins in the presence of a molecular sieve and hydrochloric acid. The PPD type saponins were transformed on the surface of a molecular sieve to obtain ginsenoside Rg5 and most of the generated secondary ginsenoside was dissociates into the reaction solution, avoiding further decomposition. In addition, the optimal experimental conditions were identified to be as follows; 0.5 ml of absolute ethanol, 0.2 mol/L of hydrochloric acid, 12.5 mg of a 4A molecular sieve, a reaction time of 2.5 hours and a reaction temperature of 70 ℃. Under these experimental conditions, yields of upto 63.2% were obtained for ginsenoside Rg5. Moreover, the hydrochloric acid-catalyzed preparation of ginsenoside Rg5 effectively inhibited its decomposition in the presence of a molecular sieve. The method is therefore suitable for laboratory and industrial production with the advantages of large-scale preparation and high-yield.