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Curcumin micellar drug carrying system and preparation method thereof

A drug-carrying system, curcumin technology, applied in the direction of pharmaceutical formulations, anti-tumor drugs, drug combinations, etc., can solve problems such as poor stability, achieve the effect of increasing the force and good industrial application prospects

Inactive Publication Date: 2015-07-08
CHANGZHOU TARGET MEDICINE TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The polymer micelle material used in this patent is MPEG-PLA, but the stability of the micelle in vivo and in vitro is relatively poor, and it cannot really solve the shortcoming of curcumin’s rapid metabolism in the body

Method used

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  • Curcumin micellar drug carrying system and preparation method thereof
  • Curcumin micellar drug carrying system and preparation method thereof
  • Curcumin micellar drug carrying system and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The synthesis of embodiment 1 macromolecule auxiliary material

[0040] 1.1 Preparation of MPEG-PCL-Phe(Boc)

[0041] 5g of methoxypolyethylene glycol with a molecular weight of 2000, 6g of ε-caprolactone, 6mg of stannous octoate, and 10ml of toluene were added to the polymerization bottle, and the toluene was removed by vacuum at 50°C to remove the moisture in the system, and the vacuum-sealed polymerization bottle was placed at 100 Polymerize at ℃ for 24 hours, dissolve the product with dichloromethane, and precipitate with ether to obtain methoxypolyethylene glycol-polycaprolactone block copolymer (MPEG-PCL).

[0042] Dissolve 6.65g of Boc phenylalanine in 50ml of anhydrous ethyl acetate, add 3.5ml of triethylamine, add 3.05ml of pivaloyl chloride after the solution is cooled to -10°C, heat up the reactant to 0°C for 2 hours, then continue the reaction at room temperature 2h. The insoluble matter was removed by filtration, and the ethyl acetate was removed by rotar...

Embodiment 2

[0050] The preparation of embodiment 2 curcumin micelles

[0051] 2.1 Preparation of MPEG-PCL-Phe(Boc) / curcumin micelles

[0052] 20mg of curcumin, 380mg of MPEG-PCL-Phe (Boc) were dissolved in 5ml of ethanol, 5ml of ultrapure water was added to dissolve the drug film after the solvent was removed by rotary evaporation at 55°C, and the obtained micellar solution was filtered through a 0.22μm antibacterial membrane and freeze-dried to obtain turmeric Freeze-dried powder of vegetarian micelles.

[0053] 2.2 Preparation of MPEG-PCL-Phe(Fmoc) / curcumin micelles

[0054] 50mg of curcumin, 500mg of MPEG-PCL-Phe (Fmoc) were dissolved in 10ml of acetone, added to a dialysis bag with a molecular weight cut-off of 3000 and dialyzed for 24h, and the resulting micellar solution was filtered through a 0.22 μm sterile membrane and freeze-dried to obtain curcumin micelles. dry powder.

[0055] 2.3 Preparation of MPEG-PCL-Phe(Bz) / curcumin micelles

[0056] 1g of MPEG-PCL-Phe (Bz) was heate...

Embodiment 3

[0057] Embodiment 3 stability comparative test

[0058] Using the MPEG-PLA disclosed in Chinese patent CN201110231519.7 and the polymer excipients prepared in Example 1.1 respectively, the curcumin micelles were prepared by the film hydration process, and the micellar solutions prepared by the two methods were placed in a constant temperature environment of 37°C Observe the drug precipitation time, by Figure 5 It can be seen that when MPEG-PLA is used as the polymer excipient, the drug is obviously precipitated in less than 24 hours at 37°C, while the patented excipient is used, even after 72 hours, the micellar solution is still clear, indicating that the drug is stably encapsulated in the nucleus of the micelles , indicating that the stability of the micelles is significantly higher than that of the micelles disclosed in CN201110231519.7.

[0059] The curcumin micelles disclosed in Chinese patent CN201110231519.7 and the curcumin micelles disclosed in this patent were resp...

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Abstract

The invention relates to a novel micellar drug carrying system formed by an amphiphilic block copolymer and curcumin. The amphiphilic block copolymer comprises a hydrophilic chain segment and a hydrophobic chain segment, the hydrophilic chain segment is methoxypolyethylene glycols, the hydrophobic chain segment is polycaprolactone, and the hydrophobic chain segment end group is terminated with a hydrophobic group. The hydrophobic group is a group having a t-butyloxycarboryl or benzene ring structure, compatibility of drug molecules with the hydrophobic chain segment of the block copolymer is improved, the mutual force is increased, and besides, a greater space is provided for accommodating the drug molecules. Prepared micelles can more effectively limit the drug molecules in micelle cores so as to allow the drug molecules to be not easily dissolved out, and thus the drug carrying micelles having high stability are obtained.

Description

technical field [0001] The invention relates to a loading system formed by an amphiphilic block copolymer and curcumin and a preparation method thereof, and belongs to the field of nanomedicine preparations. Background technique [0002] Tumor is a kind of disease that seriously threatens the safety of human life. The study of safe and effective anti-tumor drugs is of great significance to improve the quality of human life. [0003] Curcumin (curcumin) is a polyphenolic compound extracted from the rhizomes of turmeric, curcuma, turmeric, etc. [0004] [0005] Pharmacological experiments show that curcumin has a variety of pharmacological effects, including anti-inflammatory, anti-cancer, anti-oxidation, kidney protection, inhibition of pulmonary fibrosis, inhibition of liver fibrosis, helping muscle damage repair, treatment of cataracts, anti-parasitic diseases, etc., especially Curcumin nanoformulations: a future nanomedicine for cancer.Drug Discov Today2012; 17(1-2):...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K9/19A61K31/12A61K47/34A61K45/00A61P35/00
Inventor 刘珂郎跃武许卉范华英胡代强其他发明人请求不公开姓名
Owner CHANGZHOU TARGET MEDICINE TECH CO LTD
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