A kind of polyethylene glycol-polyamino acid block copolymer modified by cinnamaldehyde, its preparation method and hydrogel
A technology of block copolymer and polyethylene glycol, which is applied in the field of polyamino acids, can solve the problems of restricting the application of temperature-sensitive injectable hydrogels, lack of drug properties or biological activity, etc., so as to improve drug delivery efficiency and prolong drug delivery. Drug time, the effect of improving solubility
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[0049] The present invention also provides a kind of preparation method of the polyethylene glycol-polyamino acid block copolymer modified by above-mentioned cinnamaldehyde, it is characterized in that, comprises the following steps:
[0050] Polyethylene glycol compound, γ-ethyl-L-glutamate-N-carboxylic acid internal anhydride and ε-benzyloxycarbonyl-L-lysine-N-carboxylic acid internal acid anhydride are mixed for polymerization , to obtain the reaction product;
[0051] The reaction product is sequentially subjected to acetyl group capping, hydrobromic acid deprotection treatment and cinnamaldehyde grafting reaction to obtain a cinnamaldehyde-modified polyethylene glycol-polyamino acid block copolymer;
[0052] The polyethylene glycol compound is selected from aminated polyethylene glycol monomethyl ether with a structure shown in formula IV or aminated polyethylene glycol with a structure shown in formula V;
[0053]
[0054] Among them, m is the degree of polymerizatio...
Embodiment 1
[0098] Example 1 (polyethylene glycol monomethyl ether of terminal amination: γ-ethyl-L-glutamic acid ester-N-carboxylic acid internal anhydride: ε-benzyloxycarbonyl-L-lysine-N- Carboxylic acid anhydride monomer = 1:5:2)
[0099] Add 2 g of aminated polyethylene glycol monomethyl ether with a number average molecular weight of 550 to the dry reaction flask. Azeotropically remove water with 100 mL of anhydrous toluene at 130°C for 2 hours, and dry the remaining toluene under reduced pressure; dissolve the obtained solid in 50 mL of N,N-dimethylformamide after drying to obtain the first solution ;
[0100] Dissolve the 3.7g of γ-ethyl-L-glutamate-N-carboxylic acid internal anhydride and 2.22g of ε-benzyloxycarbonyl-L-lysine-N-carboxylic acid internal anhydride in 50mL of dry dehydration In the N,N-dimethylformamide after, obtain the second solution;
[0101] Under the protection of nitrogen atmosphere, the first solution and the second solution were mixed and stirred, and rea...
Embodiment 2
[0105] Example 2 (polyethylene glycol monomethyl ether of terminal amination: γ-ethyl-L-glutamate-N-carboxylic acid internal anhydride: ε-benzyloxycarbonyl-L-lysine-N- Carboxylic acid anhydride monomer = 1:8:2)
[0106] Add 2 g of aminated polyethylene glycol monomethyl ether with a number average molecular weight of 550 to the dry reaction flask. Azeotropically remove water with 100 mL of anhydrous toluene at 130°C for 2 hours, and dry the remaining toluene under reduced pressure; dissolve the obtained solid in 50 mL of N,N-dimethylformamide after drying to obtain the first solution ;
[0107] Dissolve the 5.92g of γ-ethyl-L-glutamate-N-carboxylic acid internal anhydride and 2.22g of ε-benzyloxycarbonyl-L-lysine-N-carboxylic acid internal anhydride in 50mL of dry dehydration In the N,N-dimethylformamide after, obtain the second solution;
[0108] Under the protection of nitrogen atmosphere, the first solution and the second solution were mixed and stirred, and reacted at 4...
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