H6R6 peptide modified triple-sensitive chitosan double-drug-loading nano-composite material and preparation and application thereof
A technology of nanocomposite materials and sensitive shells, which is applied in nanotechnology, drug combination, nanotechnology, etc. for materials and surface science, and can solve problems such as sudden release, inaccurate delivery of tumor sites, poor treatment of single drugs, etc. Achieve mild preparation conditions, easy control of reaction conditions, and reduce system toxicity
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Embodiment 1
[0041] (1) Weigh 5 g of chitosan CS, add 1.0% acetic acid solution (250 mL), stir at room temperature until completely dissolved, then add 250 mL of absolute ethanol and stir again until clarification. Then add 0.5mL acetic anhydride, stir well at room temperature until clear, add 10% NaOH solution, precipitate CS, freeze-dry to obtain acetylated chitosan (N-CS);
[0042] (2) Dissolve N-CS (0.292g) in step (1) fully in DMF (30mL), slowly add the chain transfer agent DDACT (0.37g), then add DCC (0.205g) and DMAP (0.015g) , stirred at room temperature for 40 hours, dialyzed, and freeze-dried to obtain N-CS-RAFT;
[0043] (3) Dissolve N-CS-RAFT (0.0468g) in step (2) in DMF (5mL), add AIBN (0.0016g) and NVCL (1g), and stir magnetically in an oil bath at 60°C for 24 hours at the same time. Precipitate with ether for 12 hours, dialyze and lyophilize to obtain N-CS-g-PNVCL. N-CS-g-PNVCL was dissolved in NaOH solution with pH=10, stirred for 24 hours to remove N-acetyl group, and fr...
Embodiment 2
[0048] (1) Carry out NMR, infrared, TEM and DLS characterization of the sample (DOX / OA)@H6R6-CS-g-PNVCL prepared in Example 1, and the appearance of characteristic peaks verifies the successful preparation of the sample, such as figure 2 Shown in (A), (B); TEM observation sample shape is spherical, and the sample particle diameter is 190nm, as figure 2 Shown in (C); DLS observation sample particle size distribution, the sample hydrodynamic diameter is 268nm, as figure 2 (D) shown. figure 2 It shows that the triple nanocomposite material (DOX / OA)@H6R6-CS-g-PNVCL prepared by the present invention has a uniform spherical shape, good dispersion, and has a size in line with the EPR effect, and can accumulate in tumor tissue parts.
[0049] (2) Take 5 mg (DOX / OA)@H6R6-CS-g-PNVCL of the lyophilized product of Example 1 and dissolve them in 5 mL of PBS solution (pH=6.5 and pH=7.4), respectively, pour the above solutions into two Put it into a dialysis bag, seal it and put it in...
Embodiment 3
[0051] To evaluate the cytotoxicity of the nanocomposite prepared in Example 1, the MTT method was used. Two kinds of cells were cultured, one human-derived normal cell HUVEC, and the other human-derived ovarian cancer cell SKOV3. The two kinds of cells were seeded into 96-well plates for culture, and the number of cells per well was about 10 4 After culturing overnight, when the cells were 80% full, the old medium was discarded and washed 3 times with PBS solution. Add 200 μL of PBS solution of each group of materials to each well: Free DOX, Free OA, H6R6-CS-g-PNVCL, DOX@H6R6-CS-g-PNVCL, (DOX / OA)@H6R6-CS-g-PNVCL, The concentration of materials in each group was set as 0 μg / mL, 0.5 μg / mL, 1 μg / mL, 2 μg / mL, 5 μg / mL, and 10 μg / mL, respectively, based on the concentration of DOX. Incubate the material for 24 hours, then discard the material, wash it three times with PBS, add MTT (5 mg / mL, 20 μL) and culture medium (180 μL) to each well, incubate for 4 hours, then discard the ma...
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