Study On The Anti-inflammatory Of Tryptophan-ribose Maillard Reaction Products And Its Anti-inflammatory Mechanism

Maillard reaction wildly exists in food production which could produce color,aroma as well as flavor,and it also could generate many functional compounds with lower toxicity.The study was intend to receive anti-inflammatory compound with lower toxicity.The indol ring of tryptophan display multiple biological and pharmacological activities,and the indole ring constitutes the basic structure of many therapeutic agents with anti-inflammatory potential.It could be modified through Maillard reaction to receive anti-inflammatory compounds with lower toxicity.It would be important for developing anti-inflammatory compounds with lower toxicity through amino-sugar reactions.The main results are shown as follows:(1)The anti-oxidant evaluation of tryptophan-ribose Maillard reaction production.When equal ratio of tryptophan and ribose were heated at 65°C under neutral conditions,the Maillard reaction model of ribose and tryptophan showed the best antioxidant than other models,through free radical scavenging activity(DPPH and ABTS),Oxygen Radical Absorbance Capacity(ORAC)and Ferric Reducing Antioxidant Power(FRAP).(2)The biologic activities studies of tryptophan-ribose reduced Maillard reaction production.The Maillard reaction products(MRPs)were unstable for the C=N of Schiff base,and they would produce different products through a series of reaction.Schiff base was more stable by reducing the C=N to C-N.The activities of MRPs varied under different reaction and storage conditions.The MRPs reacting and reducing in methanol was much more and the ABTS free radical scavenging activity was higher than that of the others.The reducing MRPs of newly prepared MRPs and storing MRPs for two weeks were almost no difference in protecting the damage erythrocyte by AAPH and the anti-inflammatory activity.The MRPs could constrain the proliferation of hepato-carcinoma HepG2 and lung cancer cell A549 while the reducing MRPs had no effect.The MRPs were much different between fresh and two-week storing under-18 °C.(3)The isolation and purification of anti-inflammatory compounds from tryptophanribose reduced Maillard reaction production.The compounds of MRPs were less after extracted by butanol,and the butanol section could obviously inhibit the production of NO,IL-6 and TNF-? secreted by LPS-induced RAW264.7.It obtained five mainly compounds that could inhibit the production of NO,IL-6 and TNF-? from the butanol section by HPLC(BF-1~5).The anti-inflammatory effects of BF-2,BF-4 and BF-5 were better than others and their nucleo plasmic relation were 525(+1),533(+1)and 549(+1).The structures of BF-2,BF-4 and BF-5 were analysed by LC-MS,1H-NMR,13C-NMR,DEPT-135,H-H HMBC,C-H HMQC and C-H HSQC.Three compounds were confirmed as new indol compounds by SciFinder Scholar.(4)The anti-inflammatory primary mechanism of tryptophan-ribose reduced Maillard reaction production.BF-2,BF-4 and BF-5 were almost of no inhibition for the inflammatory gene expressions at the concentration of 10 ?g/mL,even promoted some inflammatory genes.BF-4 had the best anti-inflammatory effect among the three compounds,and it inhabited many inflammatory gene to express at 20 ?g/mL.BF-2 and BF-5 had obvious inflammatory gene expressions at 40 ?g/mL.The KEGG of BF-2 and BF-4 were more complex at 40 ?g/mL and they were effective on much more disease pathways,while the KEGG of BF-5 was less at 40 ?g/mL and it regulated less disease pathways.BF-2 showed inhibition trend at 40 ?g/mL while reduced gene expression obviously above the 40 ?g/mL.BF-4 and BF-5 could restrain gene expression at 20 ?g/mL and 40 ?g/mL.BF-4 properly had an effect on NF?B pathway as well as the p-P38,p-JNK and p-ERK pathways of MAPKs pathway by Western blot.