Synthesis And Bioacticity Analysis Of Epigallocatechin Gallate (EGCG) Derivatives

Research about the isolation purification analysis physical and chemical properties and biologic activities of epigallocatechin gallate?EGCG?has been done very systematically and deeply.But studies on EGCG oxypolymers and its modifiers have been just carried out.Very few studies on the mechanism of oxidation and structural modification is not very detailed.Oxidizing and modifiers was regarded to have negative effect on the biologica activities of EGCG in the past.But some recent researches illustrated that EGGC oxide and its modifiers may have more significant activities than EGCG.Based on this,the paper aimed on prepared EGCG oxidative polymer and aglycones polymer,and the chemical and biological activities of EGCG derivatives were preliminaried study.The main results were showen as follows:?1?EGCG as a raw material,K₃[Fe?CN?₆] / NaHCO₃,MnO₂,KMnO₄ / MnO₂,pH =8.0?NaOH?,FeCl₃,sodium hypochlorite and sodium methylate were used to oxidize EGCG.The obtained oxidation products were separated by silica gel column chromatography?chloroform: methanol = 4: 1?and identified by mass spectrometry and nuclear magnetic resonance?NMR?.Oxygen oxides: 44 53,yield of 1.53% ⁴.69%,and the literature found that the synthesis of oxides 46,49 53 are EGCG new oxide.?2?EGCG was used as the raw material,and the azidobutyanoylation aglycone was subjected to 3 + 2 cyclization addition reaction with the alkylated EGCG by the conventional Click reaction.The glycosides were successfully access to the EGCG.The yield of the monosaccharide derivatives is about 68% and the yield of the disacchride derivatives is about 63%.?3?The biological activity of EGCG derivatives was analyzed,and the effects of EGFR on the anti-tumor effect was discussed.It was found that derivatives 46 and56 d had better EGFR interaction through molecular docking simulation and molecular interaction.Further studies showed that the derivative 46 and 56 d could significantly improve the survival rate of NCI-H1975 cells and had greater stability;The derivative56 d significantly inhibits the phosphorylation of EGFR 1066,which further demonstrates that the derivative 56 d inhibits the activity of EGFR and has an certain antitumor activity.Conclusions: compounds 46 and 56 d exhibit better stability and antitumor activity,and value of continuing in-depth study.Thus,subsequent screening will be conducted through more trials to obtain the desired EGCG derivatives.Our research provides a basis for the further development and utilization of EGCG and the antitumor activity of its derivatives.