The Research Of Nano Emulsion Carrys Curcumin Derivatives To Improve Bioaccessibility

Curcumin is one of the plant polyphenols extract from the root of turmeric, curcuma aromatic and Curcuma zedoaria. Recent research has shown that curcumin and its derivatives can be not only as a natural yellow pigment, in medicine, but also has anti-inflammatory, antioxidant and anticancer pharmacological activities. Due to its poor water soluble, the body metabolism, the curcumin has slight intestine absorption rate and its bioavailability is low. In this study, I made a structural modification on two phenolic hydroxyl groups on the benzene ring connected to succinic acid methyl groups, synthesis of succinic acid curcumin ester compounds, in order to improve its solubility in water, chemical stability and biological activities. And then use nanoemulsion drug delivery system for curcumin dimethyl disuccinate to improve its absorption in the gastrointestinal tract, and research the influence of different food matrix structure on its bioavailability.1. Synthesis, separate,Characterization of curcumin dimethyl disuccinateCurcumin molecule has two symmetrical phenolic hydroxyl groups. Base on this feature, With a mixture of curcumin, desmethoxycurcumin, bisdesmethoxycurcumin as raw material, under the catalysis of DMAP and Synthesis with single methyl succinic acid chloride, the produce were curcumin dimethyl disuccinate, desmethoxycurcumin dimethyl disuccinate, bisdesmethoxycurcumin dimethyl disuccinate. Separation the raw materials and produce by thin layer chromatography, column chromatography, the preparation of liquid chromatography and other methods. Nuclear magnetic resonance spectrum of carbon and hydrogen spectrum identification of its structure, confirming that the produce are the target compounds.2. Cellular antioxidant activity(CAA) and antitumor activity assay of curcumin dimethyl disuccinateThe antioxidant activity of curcumin dimethyl disuccinate, desmethoxycurcumin dimethyl disuccinate, bisdesmethoxycurcumin dimethyl disuccinate were determined by Cellular antioxidant activity model. The result indicate that the curcumin dimethyl disuccinate shows significant antioxidant activity, and presents good dose- effect relationship, the value of CAA50 was 0.39 mg/m L, but the antioxidant activity was lower than curcumin. The antitumor activity of curcumin dimethyl disuccinate, desmethoxycurcumin dimethyl disuccinate, bisdesmethoxycurcumin dimethyl disuccinate were determined by MTT method, the results indicate that the effect of inhibiting tumor proliferation of curcumin dimethyl disuccinate(IC50=57.0 ?mol/L) is obviously better than the curcumin(IC50=116.7 ?mol/L). The antitumor activity of desmethoxycurcumin dimethyl disuccinate and bisdesmethoxycurcumin dimethyl disuccinate are lower than curcumin, the value of IC50 was 121.8 ?mol/L and 139.8 ?mol/L respectively. The results show that the structural modification of curcumin can help improve its antitumor activity.3. Preparation and characterization of nanoemulsionPreparing a series of emulsion used self-mulsifying method, added different content of minerals(calcium chloride), carbohydrates(starch), and protein(sodium caseinate) to simulate food matrix environment, then characterize the nanoemulsion. The result indicate that the nanoemulsion is oil-in-water emulsion and the stability is very well. The electrical conductivity, particle size and Zeta potential of emulsion were significant affected by ion concentration in the environment, the stability of nanoemulsion was best and the particle size was minimum at the ion concentration of 0mmol/L. The electrical conductivity and Zeta potential of emulsion were slight affected by influence of the starch content, particle size was arrive the minimum in starch content was 0.6 g/L. The electrical conductivity of emulsion is not affected by the influence of sodium caseinate, particle size was arrive the minimum in sodium caseinate content was 0.6 g/L, too much sodium caseinate may lead to abegan to assemble.4. Determin the bioaccessibility of curcumin dimethyl disuccinate nanoemulsionIn vitro gastrointestinal model has been applied to the determination of the bioaccessibility of curcumin dimethyl disuccinate nanoemulsion. The results showed that different food matrix in nanoemulsion has different impact on the bioaccessibility. Medium concentration of Ca2+(ion concentration for 20 mmol/L) can improve the bioaccessibility of curcumin dimethyl disuccinate. Starch is mainly through affecting the emulsion particle size to adjust the bioaccessibility of the curcumin dimethyl disuccinate, the starch content at 0.6 g/L was working best. The 0.4 g/L sodium caseinate help improve the bioaccessibility of curcumin dimethyl disuccinate nanoemulsion.