Targeted double-stimulation responsiveness multifunction cerium dioxide nano-medicine carrying system capable of degrading polydopamine packs
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A stimuli-responsive, ceria technology, which is applied in the field of nano-biomedical materials, can solve problems such as staying in, and achieve the effects of improving lethality, good application and development prospects, and achieving rapid release.
Active Publication Date: 2018-03-13
NORTHWEST A & F UNIV
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However, Insung S. Choi's research group only stopped at the synthesis of polydopamine containing disulfide bonds, and did not fully apply it
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[0031] The preparation method of the targeted stimulus-responsive multifunctional ceria nano-loading system includes the following steps:
[0032] 1) Synthesis of dopamine derivative monomers containing disulfide bonds;
[0033] 2) Porous ceria adsorbs medicine;
[0034] 3) Put the dopamine derivative containing disulfide bond and the cerium oxide adsorbing the drug in the alkaline Tris-HCl solution and stir to form a degradable polydopamine film on the surface of the ceria, and then the sugar with hydroxyl Placed in the drug-loading system, the sugar with hydroxyl groups is connected by Michael addition or Schiff base reaction, and a targeted dual-stimuli-responsive multifunctional ceria nanometer drug-loading system encapsulated by degradable polydopamine is constructed.
[0035] Since the surface of the porous ceria nanorods is coated with degradable polydopamine, the biocompatibility of the system can be significantly improved; at the same time, the sugar with hydroxyl gr...
Embodiment 1
[0039]
[0040] Compound 2: Levodopa (274.5 mg, 1.39 mmol) and TBDMSCl (638 mg, 4.23 mmol) were dissolved in 2 mL of dry acetonitrile, DBU (602.8 mg, 4 mmol) was added dropwise at 0°C for 10 min, and stirred at room temperature for 24 h. After filtration, the filter residue was recrystallized from methanol / acetonitrile to obtain 425.7 mg of pure compound 2 with a yield of 81%.
[0044] Synthesis of Compound 3: Compound 2 was added to 1 mL containing 15.5 mg NaHCO 3 deionized water, and then add 1 mL of tetrahydrofuran containing di-tert-butyl dicarbonate. After stirring at room temperature for 24 hours, THF was rotary evaporated, added pure water and extracted with ether. The aqueous layer was acidified with citric acid to pH=5-6 and then extracted with ether for 3 times. The organic phase was dried over magnesiumsulfate. Finally, 66 mg of yellow oily liquid was obtained by column chromatography with a yield of 74%.
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Abstract
The invention relates to a targeted double-stimulation responsiveness multifunction cerium dioxide nano-medicine carrying system capable of degrading polydopamine packs. According to the system, cerium dioxide with cytotoxicity serves as a medicine carrying body, polydopamine derivatives with disulfide bonds serve as medicine packs, the medicine packs are attached on the medicine carrying body, and sugar with hydroxyl serves as a targeted group and is connected on the surface of the system in a Michael addition or Schiff base reaction manner. The sugar with the hydroxyl is connected on the polydopamine surface, the biological compatibility of the system can be remarkably improved, the sugar with the hydroxyl and specific lactose binding proteins of cancercell surface over-expression can be mutually acted, targeted selective entering of a cancercell is realized, polydopamine can be slowly degraded under partial acid of the environments in the cancercell, disulfide bonds in the polydopamine is rapidly fractured by the aid of GSH (glutathione) with high concentration in the cancer cell, rapid degradation of the polydopamine is accelerated, anticancer medicines are rapidly released,and ceriumoxide nano-carrier and the anticancer medicine cooperatively resist cancers.
Description
technical field [0001] The invention belongs to the field of nano biomedical materials, and in particular relates to a degradable polydopamine-encapsulated targeted dual-stimuli-responsive multifunctional ceria nanometer drug-carrying system. Background technique [0002] Cancer is still one of the most harmful diseases in the world. The main methods of cancer treatment include surgery, radiation therapy and chemical drug therapy. Chemotherapy is currently the main means of cancer treatment, but chemotherapy has problems such as low drug utilization and damage to normal tissue cells. Therefore, the development of a nano drug delivery system is the most economical and effective means to reduce the toxic effect of drug molecules and increase the concentration of drugs in tumor tissues. Among the many new drug carriers, the polydopamine-based nano-drug delivery system has become an ideal drug carrier due to its good biocompatibility and superior performance such as degradabili...
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