A kind of esterase-responsive polycurcumin thiodipropionic acid copolymer prodrug nanomicelle and its preparation method and application
A technology of poly-curcumin thiodipropionic acid and nano-micelle, which is applied in the directions of pharmaceutical formulations, inactive medical preparations, anti-tumor drugs, etc., can solve the problems of poor water solubility, low bioavailability, and turmeric It can solve the problems of poor absorption and other problems, and achieve good long-term circulation, improve solubility, and increase the effect of accumulation.
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Embodiment 1
[0051] Preparation of Methoxypolyethylene Glycol-Curcumin Polyprodrug Block Copolymer
[0052] MPEG 5000 -CPRSC 2500 Synthesis
[0053] (1) Add 1.72g curcumin to 80ml dichloromethane, add 1.07g thiodipropionic acid, 0.1g4-dimethylaminopyridine, and 2.97g dicyclohexylcarbodiimide to react for 24h, the product obtained after the reaction Precipitate with a precipitating agent, filter and then dissolve in a solvent, reprecipitate with a precipitating agent, and repeat the operation three times to obtain curcumin prodrug polymer short chain (CPRSC). The molecular weight measured by GPC was 3200.
[0054] (2) Add 0.32g of curcumin prodrug polymer short chain into 50ml of dichloromethane, add 31mg of dicyclohexylcarbodiimide, 0.1g of 4-methylaminopyridine, and 0.1ml of triethylamine to dissolve; After the glycol monomethyl ether is dissolved, it is added into the curcumin prodrug polymer short-chain solution, reacted overnight, and is precipitated with ether to obtain curcumin p...
Embodiment 2
[0056] MPEG 5000 -CPRSC 3500 Synthesis
[0057] (1) 1.81g curcumin is added in 80ml dichloromethane, add 1.07g thiodipropionic acid successively, 0.1g4-dimethylaminopyridine, 2.97g dicyclohexylcarbodiimide reacts 24h, the polymer after reaction Precipitate with ether, and the product obtained after the reaction is precipitated with a precipitating agent, filtered and then dissolved in a solvent, and reprecipitated with a precipitating agent, and the operation is repeated three times to obtain a curcumin prodrug polymer short chain (CPRSC). The molecular weight measured by GPC was 4500. The H NMR spectra of short polyprodrug chains of curcumin are shown in figure 1 .
[0058] (2) 0.45g curcumin prodrug polymer short chain is added in 50ml methylene chloride, add dicyclohexylcarbodiimide 31mg successively, 4-methylaminopyridine 0.1g, triethylamine 0.1ml dissolve; Add curcumin prodrug polymer short-chain solution after dissolving ethylene glycol monomethyl ether, react overn...
Embodiment 3
[0060] MPEG 5000 -CPRSC 5000 Synthesis
[0061] (1) Add 1.9g curcumin to 80ml dichloromethane, add 1.07g thiodipropionic acid, 0.1g4-dimethylaminopyridine, and 2.97g dicyclohexylcarbodiimide for 24 hours, and the product obtained after the reaction Precipitate with a precipitating agent, filter and then dissolve in a solvent, reprecipitate with a precipitating agent, and repeat the operation three times to obtain curcumin prodrug polymer short chain (CPRSC). The molecular weight measured by GPC was 6300.
[0062] (2) Add 0.63g of curcumin prodrug polymer short chain into 50ml of dichloromethane, add 31mg of dicyclohexylcarbodiimide, 0.1g of 4-methylaminopyridine, and 0.1ml of triethylamine to dissolve; After the glycol monomethyl ether is dissolved, it is added into the curcumin prodrug polymer short-chain solution, reacted overnight, and is precipitated with ether to obtain curcumin polyprodrug amphiphile molecules.
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