Studies On Structural Modification Of Ginsenoside And Its Antitumor Activity

Ginseng, the root of Panax ginseng C.A.Meyer, is a traditional valuable Chinese herbalmedicine. Modern researches showed that ginseng has the antitumor activity, and theprincipal active ingredients of the ginseng antitumor are the polysaccharides from panax andginsenoside. With the developing of the research, people found that the antitumor activityand the mechanism of ginsenoside are widespread. Its antitumor mechanism may be a resultof working on tumor cells, promoting tumor cells die and differentiation, and enhancing theantitumor immunity of the body. Monomer ginsenosides were deeply restricted in theirclinical application for their poor water solubility and low bioavailability in human body.The aim of this thesis is to semisyntheses ginsenosides derivatives to improve the watersolubility and bioavailability of ginsenosides.The total ginsenoside from the root of Panax ginseng was used as initial reactant toprepare ginsenoside in this thesis. The total ginsenoside was hydrolyzed for4h at90℃in asolution of50%EtOH, which contained10%HCl. Three compounds have been isolatedfrom the acid hydrolysate. They were20(R)-panaxadiol (compound1),20(R)-panaxatriol(compound2) and new panaxadiol (compound3), respectively. Obtaining ginsengenin is thepremise and foundation of this experiment studying on structure modification.This paper, which based on the previous researches on the structural modification ofginsenoside and the vivo metabolism mechanism, modified the structural of compound1,compound2and compound3. And we got three derivatives, which were20(R)-panax-adiol-3β-succinate (compound4),20(R)-panaxatriol-3β,6ɑ-two succinate (compound6) andnew panaxadiol-3β,12β-two succinate (compound8), respectively. They were transformedinto the corresponding sodium compounds. The experiment also studied the oxidativemodification of compound1,compound2and compound3. And we got three derivatives,which were20(R)-3-ketone-panaxadiol (compound10),20(R)-3,6-two ketone-panaxatriol(compound11) and3,12-two ketone-new panaxadiol(compound12). At last, nine structuremodified products were got.This paper also studied the antitumor activity of the structure modified products. TheMTT method was used to exam the structure modified products to the tumor cell inhibitoryaction. The result showed that the structure modified products had the varying degree ofdamaging effect to the human colonic cancer cells SW1116. Compound8, compound9andcompound12, which were elected to be higher antitumor activity drugs, showed the stron-ger inhibition on human colon cancer cells SW1116.This study laid a solid theoretical foundation for the further research and developmentof new antitumor drugs. The antitumor drugs from ginsenoside have high medicinal value and broad application prospect.