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Bionic phospholipid polyalcohol plasmalemma as well as preparation method and application thereof

A biomimetic phospholipid and polymer technology, applied in medical science, prosthesis, surgery, etc., can solve the problems of affecting the results of drug testing, affecting membrane stability, and single cell membrane

Inactive Publication Date: 2008-05-21
SHANGHAI INST OF ONCOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In July 2002, the first international conference on artificial membrane permeability research was held in San Francisco. A new artificial membrane PAMPA model was introduced at the meeting, but the model still has shortcomings, mainly in: (1) PAMPA price Although it is lower than the Caco-2 cell model, this model has a high degree of automation. For the test of a small amount of samples, its cost is relatively large, and it is inconvenient for the small sample test of ordinary laboratories; (2) PAMPA is a solution film, which will Cause errors in some experimental tests; (3) PAMPA is a bimolecular membrane made of small molecular phospholipids, which is very unstable, which not only affects the stability of the membrane, but also affects the results of drug testing; (4) currently PAMPA uses lecithin membrane To simulate the absorption performance of the intestine, the simulated cell membrane is still too simple

Method used

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  • Bionic phospholipid polyalcohol plasmalemma as well as preparation method and application thereof
  • Bionic phospholipid polyalcohol plasmalemma as well as preparation method and application thereof
  • Bionic phospholipid polyalcohol plasmalemma as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Embodiment 1: the preparation method of phospholipid polymer

[0038] (1) a. synthesize monomer by the route of formula (V):

[0039]

[0040] Weigh a certain amount of aliphatic dihydric alcohol, dissolve triethylamine in dry tetrahydrofuran, cool to 0°C, stir and slowly add a certain amount of methacryloyl chloride dropwise, keep the temperature at 0-3°C, and heat the mixture to 50°C Reaction for 2h, filtered, washed, and separated by chromatographic column to obtain a colorless liquid aliphatic diol methacrylate, the developer is ethyl acetate / n-hexane: 20 / 80 and ethyl acetate / n-hexane: 50 / 50. Weigh a certain amount of aliphatic diol methacrylate, dissolve triethylamine in dry tetrahydrofuran, cool to -20°C, dissolve a certain amount of COP in dry tetrahydrofuran, stir and slowly add the solution dropwise, keeping the temperature At -20~-30°C for 3h, filtered, washed, and dried to obtain a colorless liquid of the monomer intermediate. Weigh a certain amount of...

Embodiment 2

[0050] Accurately weigh 28.76g (0.197mol) of 1,8-octanediol, and dissolve 33.1g (0.327mol) of triethylamine in 200mL of dry tetrahydrofuran, cool to 0°C, stir slowly and dropwise add 20.6g of methacryloyl chloride (0.197mol), keeping the temperature at 0-3°C, the mixture was heated to 50°C for 2h, filtered, washed, and separated by chromatography column to obtain a colorless liquid octylene glycol methacrylate, the developer was ethyl acetate / n-Hexane 20 / 80 and ethyl acetate / n-Hexane 50 / 50. Accurately weigh 32.96g (0.154mol) of octylene glycol methacrylate, dissolve 15.6g triethylamine (0.154mol) in 200mL dry tetrahydrofuran, cool to -20°C, and dissolve 21.9g (0.154mol) COP in In 100mL of dry tetrahydrofuran, stir and slowly add the solution dropwise, keep the temperature at -20~-30°C for 3h, filter, wash, and dry to obtain 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate colorless liquid . Accurately weigh 5.0g of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate ...

Embodiment 3

[0052] Accurately weigh 31.52g (0.197mol) of 1,9-nonanediol, and dissolve 33.1g (0.327mol) of triethylamine in 200mL of dry tetrahydrofuran, cool to 0°C, stir slowly and dropwise add 20.6g of methacryloyl chloride (0.197mol), keeping the temperature at 0-3°C, the mixture was heated to 50°C for 2h, filtered, washed, and separated by chromatography column to obtain a colorless liquid octylene glycol methacrylate, the developer was ethyl acetate / n-Hexane 20 / 80 and ethyl acetate / n-Hexane 50 / 50. Accurately weigh 34.25g (0.154mol) of octylene glycol methacrylate, dissolve 15.6g of triethylamine (0.154mol) in 200mL of dry THF, cool to -20°C, and dissolve 21.9g (0.154mol) of COP in In 100mL of dry tetrahydrofuran, stir and slowly add the solution dropwise, keep the temperature at -20~-30°C for 3h, filter, wash, and dry to obtain 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate colorless liquid . Accurately weigh 5.0g of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate and...

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PUM

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Abstract

The invention provides a self-assembly simulated phospholipid polymer histiocyte film, the preparing method thereof and the application in medicine absorption thereof, pertaining to the technical field of macromolecule material film. The invention overcomes the defects of the prior art, which connects the hydrophilic phospholipid radical or the ramification thereof on the hydrophobic aliphatic hydrocarbon with double bond so as to compound micro inhomogeneous structure extremely similar to biomembrane. The self-assembly simulated phospholipid polymer histiocyte film of the invention is stable, long in storing time, and simple and rapid in preparing method. The model built by the invention has the similar medicine infiltrating and absorbing function with the Caco-2 cell model; by comparing, the parameter got by adopting the model has comparatively big relativity with the research result of the internal medicine, in particular the passively absorbed medicine; therefore, the invention can be used for the early filtration and research of the medicine development.

Description

technical field [0001] The invention belongs to the technical field of polymer material membranes, and relates to a novel simulated tissue cell membrane, its preparation method and its application in drug penetration. Background technique [0002] Bioavailability is one of the important indicators to measure whether a drug can be developed into an effective clinical drug. The bioavailability of drugs is affected by a series of factors. It has been reported that 80% of drugs penetrate into the blood through passive diffusion of intestinal epithelial cells. Studies have shown that absorbability data can be used for in vitro activity analysis in early drug development. [0003] Over the past ten years, tissue cell models have been widely used abroad as a tool for drug absorption research, mainly including Caco-2 cell monolayer model, MDCK cell model and BBMEC model. [0004] The Caco-2 cell model is derived from human colon cancer cells and is a well-known intestinal absorpti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L27/16A61L31/04C08L43/02C08L43/04
Inventor 段友容于晖刘培峰许金萍张钧鄢祝兵
Owner SHANGHAI INST OF ONCOLOGY