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Preparation of self-assembly bionic phospholipid polyalcohol organization plasmalemma and application thereof

A bionic phospholipid and polymer technology, applied in medical science, prosthesis, surgery, etc., can solve problems such as high cost, high degree of model automation, and inconvenient testing

Inactive Publication Date: 2011-06-22
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] 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 number of samples, its cost is large, so it is inconvenient for the small sample test of ordinary laboratories; (2) PAMPA is a solution film, It will cause errors in some experimental tests; (3) PAMPA is a bimolecular membrane made of small molecular phospholipids, which is unstable and affects the results of drug testing; (4) PAMPA currently uses lecithin membranes to simulate intestinal absorption. The cell membrane part is still too single

Method used

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  • Preparation of self-assembly bionic phospholipid polyalcohol organization plasmalemma and application thereof
  • Preparation of self-assembly bionic phospholipid polyalcohol organization plasmalemma and application thereof
  • Preparation of self-assembly bionic phospholipid polyalcohol organization plasmalemma and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Accurately weigh 28.76g (0.197mol) of 1,8-octanediol, Et 3 N33.1g (0.327mol) was dissolved in 200mL of dry THF, cooled to 0°C, and 20.6g (0.197mol) of methacryloyl chloride was slowly added dropwise with stirring, keeping the temperature at 0°C, and the mixture was heated to 50°C for 2 hours. After filtering, washing, and column separation, a colorless liquid octylene glycol methacrylate was obtained, and the developing solvent was EtOAc / hexanes 20 / 80. Accurately weigh octylene glycol methacrylate 32.96g (0.154mol), 15.6gEt 3 Dissolve N (0.154mol) in 200mL dry THF, cool to -20°C, dissolve 21.9g (0.154mol) COP in 100mL dry THF, stir and slowly add the solution dropwise, keep the temperature at -20~-30°C for 3h , filtered, washed, and dried to obtain 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate as a colorless liquid. Accurately weigh 5.0g of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate and 30ml of dry acetonitrile, cool to -20°C, quickly add 2ml of anh...

Embodiment 2

[0039] Accurately weigh 1,9-nonanediol 31.52g (0.197mol), Et3 N33.1g (0.327mol) was dissolved in 200mL of dry THF, cooled to 0°C, and 20.6g (0.197mol) of methacryloyl chloride was slowly added dropwise with stirring, keeping the temperature at 0°C, and the mixture was heated to 50°C for 2 hours. After filtering, washing, and column separation, a colorless liquid octylene glycol methacrylate was obtained, and the developing solvent was EtOAc / hexanes 20 / 80. Accurately weigh octylene glycol methacrylate 34.25g (0.154mol), 15.6gEt 3 Dissolve N (0.154mol) in 200mL dry THF, cool to -20°C, dissolve 21.9g (0.154mol) COP in 100mL dry THF, stir and slowly add the solution dropwise, keep the temperature at -20~-30°C for 3h , filtered, washed, and dried to obtain 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate as a colorless liquid. Accurately weigh 5.0g of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)ethyl methacrylate and 30ml of dry acetonitrile, cool to -20°C, quickly add 2ml of anhydrou...

Embodiment 3

[0041] A small amount of synthetic lecithin polymer is placed on the micropores of PAMPA. PAMPA consists of upper and lower chambers. The upper layer is the donor fluid (buffer solution and drug), and the lower layer is the receiving fluid (buffer solution). The buffer solution consists of 50mM Sodium phosphate (pH6.0-7.5), 50mM sodium citrate (pH3.0-5.5), 50mM sodium borate (pH8.0-10.0), cultured at 30°C for 2-15 hours to form lecithin polymer biomimetic cell membrane. The concentration of the solution in the receiver was measured by UV spectroscopy. The penetration rates of several drugs such as sulfamethoxidine, Norfolk, hydrochlorothiazide, ritrolidine, propranolol, and verapamil were 16.0, 45.0, 16.0, 128.0, 133.0, and 148.0 nm / s in a small amount of tests.

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Abstract

The invention relates to a preparation method and application of a self-assembled biomimetic phospholipids polymer membrane. The preparation steps comprise (1) monomer preparation and (2) oligomer preparation. Connect the hydrophilic phospholipids groups and their derivatives with the dual bonds hydrophobic aliphatic hydrocarbons and synthesize a self-assembled microcosmic heterogeneous phase similar to the biological membrane. The invention can imitate PH values of different organs by adjusting the PH value of the penetrant liquid, or can regulate the stability and flexibility of the phospholipid polymer by controlling the polymer molecular size, the hydrophobic chain length and the phospholipid content. The membrane coverage and thickness can be adjusted according to requirements while the single or double layer membrane can be made according to the molecule's PH value change with the environment. The preparation method is fast and easy, low cost and can be kept for a long time, helps to accelerate the new medicine discovery and development. The invention is applied to bring various polarized phospholipids and their derivatives such as lecithin and cephalin on the hydrophobic chain, and set up the simulation cell membrane model with different targets.

Description

technical field [0001] The invention belongs to the technical field of polymer material membranes, and in particular relates to the preparation of a self-assembled biomimetic phospholipid polymer tissue cell membrane 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 non-spontaneous diffusion of intestinal epithelial cells. Studies have shown that absorbability data can be used for in vitro activity analysis in early drug development. [0003] In 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 and MDCK cell model. [0004] The Caco-2 cell model is derived from human colon cancer cells and is...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61L31/06C08J5/18A61L27/16C08L43/02
Inventor 于晖段友容顾晓华沈新元张丽吴恒亓雪莲付艳罗郈
Owner DONGHUA UNIV
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