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Light-controlled temperature-sensitive liposome and its preparation method and application

A temperature-sensitive lipid and liposome technology, applied in the field of medicine and chemical industry, can solve the problems of difficult and rapid release of drugs, and the inability to accurately control physiological temperature

Active Publication Date: 2021-02-05
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Ordinary temperature-sensitive liposomes are mixed with different phospholipids and cholesterol in a certain ratio, so that it has a specific phase transition temperature (T m ), when the ambient temperature is higher than T m The release of drugs can be increased at high temperature, but the physiological temperature cannot be precisely controlled, and it is difficult for the drugs entrapped in liposomes to be released quickly and exert their efficacy

Method used

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  • Light-controlled temperature-sensitive liposome and its preparation method and application
  • Light-controlled temperature-sensitive liposome and its preparation method and application
  • Light-controlled temperature-sensitive liposome and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Example 1: Preparation of PEGylated Photosensitive Molecule 2

[0061] Take 57 mg of photosensitive molecules shown in formula 2, 26.9 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 19.0 mg of 1-hydroxybenzotriazole and add them to 20 mL of tetrahydrofuran and In a mixed solvent of 1mL N,N-dimethylformamide, seal and react at room temperature for 2h. Then, dissolve 36.7mg of GFLG short peptide (glycine-phenylalanine-leucine-glycine) in 2mL tetrahydrofuran to make a mixed solution, then add this mixed solution to the above reaction solution, and continue the closed reaction at room temperature 24h. The organic solvent was removed by rotary evaporation, and the obtained substance was dissolved in methanol, separated and purified by preparative liquid chromatography, precipitated and crystallized with ether, and the photosensitive molecule 2 modified by GFLG was obtained. Add 50mg of GFLG-modified photosensitive molecule 2, 11.6mg of 1-(3-dimethyla...

Embodiment 2

[0062] Example 2: Preparation of PEGylated Photosensitive Molecule 3

[0063] Take 68 mg of the photosensitive molecule shown in formula 3, 26.9 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 19.0 mg of 1-hydroxybenzotriazole and add them to 20 mL of tetrahydrofuran and In a mixed solvent of 1mL N,N-dimethylformamide, seal and react at room temperature for 2h. Then 54.6mg proline-leucine-glycine-leucine-alanine-glycine (PLGLAG) was dissolved in 2mL tetrahydrofuran to make a mixed solution, and then this mixed solution was added to the above reaction solution, and continued to Airtight reaction at room temperature for 24h. The organic solvent was removed by rotary evaporation, the resulting substance was dissolved in methanol, separated and purified by preparative liquid chromatography, and ether precipitated and crystallized to obtain PLGLAG-based photosensitive molecule 3, and then 67.7 mg PLGLAG-based photosensitive molecule 2, 11.6 mg 1-(3- Dimethyl...

Embodiment 3

[0064] Example 3: Preparation of PEGylated Photosensitive Molecule 4

[0065]Take 50 mg of the photosensitive molecule shown in formula 4, 26.9 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 19.0 mg of 1-hydroxybenzotriazole and add it to 20 mL of tetrahydrofuran and In a mixed solvent of 1mL N,N-dimethylformamide, seal and react at room temperature for 2h. Then, dissolve 421 mg of aminated polyethylene glycol monomethyl ether and 12 μL of anhydrous triethylamine in 10 mL of dichloromethane to make a mixed solution, then add the mixed solution to the above reaction solution, and continue the sealed reaction at room temperature 24h. The organic solvent was removed by rotary evaporation, and the obtained substance was dissolved in methanol, separated and purified by preparative liquid chromatography, precipitated and crystallized with ether, and PEGylated photosensitive molecule 4 was obtained.

[0066] figure 1 Shown is the mass spectrogram of the PEGy...

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Abstract

The present invention relates to a light-controlled temperature-sensitive liposome and its preparation method and application, wherein the light-controlled temperature-sensitive liposome comprises a liposome and a PEGylated photosensitive liposome embedded in the liposome bilayer molecular. This kind of liposome utilizes the respective advantages of photothermal effect and temperature-sensitive liposome to significantly improve the controllability of the release of chemotherapeutic drugs, thereby improving the anticancer efficacy of chemotherapeutic drugs and reducing toxic and side effects.

Description

technical field [0001] The invention belongs to the technical field of medicine and chemical industry, and in particular relates to a light-controlled temperature-sensitive liposome and a preparation method thereof. The present invention also relates to the application of the above-mentioned light-controlled temperature-sensitive liposome for loading hydrophobic and hydrophilic chemotherapeutic drugs, and the preparation of drugs for inhibiting the metastasis of cancer cells and / or reversing the multidrug resistance of cancer cells application. Background technique [0002] Liposomes (liposomes) are closed vesicular structures of biomembrane structures arranged by lipid bilayers. Because its lipid bilayers are similar to cell membrane structures, they can be used as drug carriers to wrap drugs in In the bilayer or inner cavity of the liposome bilayer, the passive targeting of the liposome is used to enrich the drug-loaded liposome in the lesion, and then release the drug. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K41/00A61K9/127A61K45/06A61K47/60A61K31/403A61K31/382A61K31/409A61P35/00
CPCA61K9/1271A61K31/382A61K31/403A61K31/409A61K41/0052A61K45/06
Inventor 于海军李亚平周方圆冯兵王亭亭崔智睿王当歌刘建萍
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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