A double-responsive dextran-polyamino acid block copolymer and its preparation method and drug-loaded micelles
A technology of block copolymer and polyamino acid, applied in capsule delivery, anti-tumor drugs, microcapsules, etc., can solve the problem of lack of intelligence in drug release, achieve good reduction response, enhance drug efficacy, and reduce toxicity.
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[0040] The present invention also provides a method for preparing a double-responsive dextran-polyamino acid block copolymer having a structure of formula (I), comprising the following steps:
[0041] A1) mix dextran, cystamine dihydrochloride and buffer solution, and react to obtain the compound shown in formula (II);
[0042]
[0043] B1) mixing the compound represented by formula (II), amino acid-N-internal carboxylic acid anhydride and an organic solvent, and reacting to obtain a double-responsive dextran-polyamino acid block copolymer;
[0044] The double-responsive dextran-polyamino acid block copolymer has a structure shown in formula (I):
[0045]
[0046] Among them, 10≤n≤3125; 10≤m≤200;
[0047] -R selected from -H, -CH 3 、-CH(CH 3 )CH 3 、-CH 2 CH(CH 3 )CH 3 、-CH(CH 3 )CH 2 CH 3 , -CH 2 Oh, -CH 2 SH, -CH(OH)CH 3 ,
[0048] In the present invention, dextran, cystamine dihydrochloride and buffer solution are mixed and reacted to obtain t...
Embodiment 1～4
[0077] Prepare an acetate buffer solution with pH=5, measure 50 mL of the configured buffer solution and place them in 4 round-bottomed flasks respectively, add 0.225 g of cystamine dihydrochloride to each flask, stir to dissolve, and then Add 5g glucan in each flask, the number average molecular weight of described dextran is 5000g / mol, then seal each reaction bottle, according to the reaction temperature condition of table 1, react 52h, after reaction finishes, with sodium bicarbonate The solution adjusted the pH of each reaction solution to 7.4, and then dialyzed with a dialysis bag with a molecular weight cut-off of 3500 Dalton for 48 hours, filtered and freeze-dried to obtain compounds represented by formula (II). The experimental results are shown in Table 1, and Table 1 shows the reaction conditions of Examples 1-4 of the present invention and the yields of the obtained products.
[0078] The reaction conditions of table 1 embodiment of the present invention 1~4 and the...
Embodiment 5～8
[0081] Prepare acetate buffer solution respectively according to the pH value condition of table 2, and respectively measure the buffer solution of 50mL configuration and place in 4 round bottom flasks respectively, add 0.225g cystamine dihydrochloride respectively in each flask, After stirring and dissolving, add 5g of dextran to each flask, the number-average molecular weight of the glucan is 5000g / mol, then seal each reaction bottle, and react for 52h at a reaction temperature of 40°C. After completion, the pH of each reaction solution was adjusted to 7.4 with sodium bicarbonate solution, and then dialyzed with a dialysis bag with a molecular weight cut-off of 3500 Dalton for 48 hours, filtered and freeze-dried to obtain compounds represented by formula (II). The experimental results are shown in Table 2, and Table 2 shows the reaction conditions of Examples 5-8 of the present invention and the yields of the obtained products.
[0082] The reaction conditions of table 2 emb...
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