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The Extraction And Seperration Of Huangying Pepper Chemical Composition And Activity Research Of Capsaicin Analogs

Posted on:2014-01-16Degree:MasterType:Thesis
Country:ChinaCandidate:Z C WangFull Text:PDF
GTID:2254330401982677Subject:Medicinal chemistry
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Capsicum annuum, a new breed, is the Solanaceae, pepper genus First the chemical composition of Huangying pepper was extracted, separated and detected for the weight loss activity, the experimental results indicate that capsaicin is the main component of Huangying pepper for weight loss activity; then we prepared the capsaicin molecularly imprinted polymers and investigated its solid-phase extraction capacity of capsaicin, provided a new technique for the separation and purification of capsaicin; Finally, the structure-activity relationships and oxidative stress mechanism of capsaicin analogs on the growth of gastric cancer cells were studied.In the first part, we tested effects of different extracts of huangying pepper on the proliferation and differentiation of3T3-L1preadipocyte. They can all prohibit the proliferation and differentiation of3T3-L1 preadipocyte, ethyl acetate extract the strongest, petroleum ether extract the seond, n-butyl alcohol extract the third. We find capsaicin in ethyl acetate and petroleum ether extract, but not in n-butyl alcohol extract. N-butyl alcohol extract was separated into A-E five parts, A and B parts has the stronger effects on3T3-L1preadipocyte, finally, we find the L-uridine in A part.In the second part, Molecular imprinting polymers (MIPs) were synthesized by bulk polymerization, using capsaicin as the template molecule and2-Vinylpyridine (2-VP) and Acrylamide (AM) as the function monomer. The specific adsorption ability of the molecularly imprinted polymers (MIPs) to capsaicin was valuated by equilibrium binding experiments, saturated adsorption time was valuated by saturated adsorption experiment and selective adsorption ability to capsaicin analogs was valuated by selective adsorption experiments. The results showed that molecularly imprinted polymers (MIPs) exerted the best adsorption effect to capsaicin when the ratio of capsaicin:2-Vinylpyridine (2-VP):Acryl amide (AM) was1:2:2. The adsorption capacity and the recognition factor were20.46mg/g and3.05respectively. Saturated adsorption time was6h and it has better selective recognization to capsaicin. In this paper, effects of various polarity eluent to the specific adsorption and non-specific adsorption of capsaicin in solid phase extraction column of MIPs were investigated, and the specific adsorption was kept while the non-specific adsorption was discharged by the greatest extent when chloroform as the eluent.In the third part, the structure-activity relationship of capsaicin analogs inhibiting the growth of gastric cancer cells was investigated. MTT results showed the sequent order of effectiveness of capsaicin analogs was dihydrocapsaicin> capsaicin>6-gingerol≥vanillin> vanillylamine. The results implied that B and C region are indispensable for the anti-cancer activity of capsaicin. In addition, the oxidative stress mechanism of capsaicin and its analogs inducing gastric cancer cells apoptosis was simultaneously investigated. In gastric cancer cells treated with capsaicin and its analogs, ROS and MDA contents markedly increased, the biological activity pathway of SOD and Glutathione Peroxidase was up-regulated, whereas, the CAT activity was down-regulated. We concluded that inactivation of CAT may be responsible for the oxidative stress and apoptosis of gastric cancer cells induced by capsaicin and its analogs.
Keywords/Search Tags:Capsicum annuum, lose weight, capsaicin analogs, structure-activity relationship, oxidative stress, Molecularly ImprintedPolymer
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