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Method for preparing poly ethylene glycol-phosphatidyl ethanolamine

A technology of phosphatidylethanolamine and polyethylene glycol, which is applied in the field of biomedical materials, can solve the problems of difficult separation and purification of products, mild reaction conditions, and poor universality, and achieve easy separation and purification of products, low cost, and applicable broad effect

Inactive Publication Date: 2014-08-06
苏州岸谷纳米材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the above-mentioned patents report the method of preparing polyethylene glycol-phosphatidylethanolamine using a variety of different catalysts, there are still defects such as poor universality, mild reaction conditions, difficult separation and purification of products, and high cost.

Method used

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  • Method for preparing poly ethylene glycol-phosphatidyl ethanolamine
  • Method for preparing poly ethylene glycol-phosphatidyl ethanolamine
  • Method for preparing poly ethylene glycol-phosphatidyl ethanolamine

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Example 1: Dissolve 10 grams of monomethyl polyethylene glycol with a molecular weight of 15,000 in 1,000 milliliters of chloroform, and use succinic anhydride (the molar ratio of succinic anhydride to polyethylene glycol terminal hydroxyl group is 10:1) and polyethylene glycol Diol reaction, under the catalysis of EDC·HCl (the molar ratio of EDC·HCl and polyethylene glycol terminal carboxyl group is 2:1), add N-hydroxysuccinimide (N-hydroxysuccinimide and polyethylene glycol The molar ratio of the carboxyl group at the alcohol end is 10:1), then add phosphatidylethanolamine (the molar ratio of polyethylene glycol to phosphatidylethanolamine is 1:1), react at 60°C for 72 hours, and precipitate and purify in ethanol to obtain Polyethylene glycol-phosphatidylethanolamine.

Embodiment 2

[0026] Embodiment 2: 10 grams of monobenzyl polyethylene glycol with a molecular weight of 500 are dissolved in 10 milliliters of dichloromethane, with butenedioic anhydride (the molar ratio of butenedioic anhydride and polyethylene glycol terminal hydroxyl is 1:1 ) react with polyethylene glycol, under the catalysis of DCC (the molar ratio of DCC to polyethylene glycol terminal carboxyl group is 100:1), add N-hydroxysuccinimide (N-hydroxysuccinimide and polyethylene glycol The molar ratio of the carboxyl group at the alcohol end is 2:1), then add phosphatidylethanolamine (the molar ratio of polyethylene glycol to phosphatidylethanolamine is 2:1) and react at 0°C for 48 hours, then recrystallize and purify in methanol, that is Obtain polyethylene glycol-phosphatidylethanolamine.

Embodiment 3

[0027] Embodiment 3: 10 grams of monomethylpolyethylene glycol with a molecular weight of 1500 are dissolved in 100 milliliters of dioxane, and methylbutenedioic anhydride (the mol ratio of butenedioic anhydride to polyethylene glycol terminal hydroxyl is 10:1) react with polyethylene glycol, under the catalysis of EDC (the molar ratio of EDC to polyethylene glycol terminal carboxyl group is 10:1), add N-hydroxysuccinimide (N-hydroxysuccinimide and The molar ratio of polyethylene glycol terminal carboxyl group is 10:1) to activate, then add phosphatidylethanolamine (the molar ratio of polyethylene glycol to phosphatidylethanolamine is 1.2:1) to react at 25°C for 24 hours, crystallize and purify in ethanol , to obtain polyethylene glycol-phosphatidylethanolamine.

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Abstract

The invention discloses a method for preparing poly ethylene glycol-phosphatidyl ethanolamine. The method comprises the following steps: dissolving poly ethylene glycol into an organic solvent, adding organic acid anhydride to convert the hydroxyl of the polyethylene glycol end group into carboxyl; activating the carboxyl end group of the poly ethylene glycol with N-hydroxy succinimide under the action of a catalyst; performing reaction for the activated poly ethylene glycol and phosphatidyl ethanolamine at the temperature of 0-60 DEG C for 2-72 h; purifying in the solvent to obtain poly ethylene glycol-phosphatidyl ethanolamine. The method is wide in applicability, mild in reaction condition, simple to operate, easy in purification after product separation, low in cost, and suitable for scale production.

Description

technical field [0001] The invention relates to a preparation method of polyethylene glycol-phosphatidylethanolamine, belonging to the field of biomedical materials. Background technique [0002] The nano-drug delivery system uses the high permeability and retention (EPR) effect of tumor tissue blood vessels to passively target and gather drugs into tumor tissue, which can reduce the dosage and frequency of traditional cancer chemotherapy drugs, thereby reducing their toxic side effects and improving chemotherapy effects. . Liposome, as a nano-drug carrier, has been widely used in the research and development of new nano-anti-tumor drugs. Since ordinary liposomes do not have the long-term circulation function in the body, they are easily absorbed by the endothelial reticular system ( RES) clearance, in order to improve the circulation time of liposomal nanomedicine in the blood, long-circulating liposomes are required. An important component of long-circulating liposomes i...

Claims

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Application Information

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IPC IPC(8): C08G65/48
Inventor 何斌陈建华
Owner 苏州岸谷纳米材料科技有限公司
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