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Tree-type high-molecular polyamide-amine compound and its preparing process and application

A polymer and polyamide technology, applied in the direction of using vectors to introduce foreign genetic material, recombinant DNA technology, etc., can solve the problems of poor biodegradability and high toxicity, achieve enhanced targeting, reduce cytotoxicity, and improve transfection efficiency Effect

Inactive Publication Date: 2004-11-03
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problem is that some of the existing dendritic polymers have poor biodegradability, and some have high toxicity, which limits their application

Method used

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  • Tree-type high-molecular polyamide-amine compound and its preparing process and application
  • Tree-type high-molecular polyamide-amine compound and its preparing process and application
  • Tree-type high-molecular polyamide-amine compound and its preparing process and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] Example 1. Preparation of trimethyl isophthalic acid G0.5: 2.8 grams of isophthalic acid crystals (melting point 376° C.) recrystallized from water were added to 26 ml of anhydrous methanol, 0.5 ml of concentrated H 2 SO 4 , Refluxed for 2 hours, and 2 / 3 of the methanol was evaporated. Distilled methanol with anhydrous K 2 CO 3 dry. The dried methanol was injected back into the reaction flask and refluxed for 2 hours. Repeat this three times. When the reaction mixture was cooled, a large number of white crystals appeared. The filtered crystals were dissolved in 30ml of ether, filtered, the filtrate was poured into 30ml of water, and then extracted with 105ml of ether. The ether solutions were combined with 100 ml of 10% KHCO 3 The solution was thoroughly washed 2 times, and then washed 2 times with water, and the separated ether layer was washed with anhydrous MgSO 4 dry. The dried ether solution was filtered, and the filtrate was sucked to dry ether under redu...

Embodiment 2

[0101] Example 2. Preparation of the above-mentioned G1.0: Dissolve 1.4 grams of G0.5 in 70ml of anhydrous methanol with slight heating, place it in a dropping funnel, and slowly drop into 75ml of it in an ice bath, nitrogen protection, and electromagnetic stirring In anhydrous ethylenediamine, stir at room temperature for 72 hours in the dark. The methanol and a small amount of ethylenediamine were evaporated under reduced pressure with a water pump at 30°C, and then the excess ethylamine was evaporated under reduced pressure at 30°C and a vacuum of 1 mmHg. The obtained yellow oil was dissolved in 10ml of anhydrous methanol, and then 100ml of anhydrous toluene was added, and methanol and toluene were distilled off under reduced pressure. Repeat this three times to obtain 1.6 grams of white powder which is the G1.0 product. Yield 85.6%.

Embodiment 3

[0102] Example 3. Preparation of the above-mentioned semi-generation product: place the methanol solution of the whole-generation product in a three-necked round-bottomed flask, and slowly drip it into the periphery of the whole-generation product with a syringe under ice bath, nitrogen protection, and electromagnetic stirring. Methyl acrylate with 2.4 times the molar number of amine groups, and then a catalytic amount of sodium methoxide in methanol was dripped into the solution with a syringe, and stirred at room temperature for 72 hours in the dark. Evaporate methanol and excess methyl acrylate under reduced pressure with a water pump at 30°C, dissolve with a small amount of methanol, add ether, and decant the supernatant. Repeat several times, and dry under reduced pressure to obtain a yellow viscous substance which is the desired half-generation polyamide-amine dendrimer. The yield is about 94%.

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Abstract

A tree-type polyamide-amine material series includes G1.5, G2.0, G2.5, G3.5...G8.0 three-type high-molecular materials. The above-mentioned half generation tree-type polyamid-amine material is prepared through Michael addition reaction of integer generation one on methyl acrylate under the catalysis of sodium methoxide. The above-mentioned integer generation tree-type polyamide-amine material is prepared through amidation reaction of half generation one on ethanediamine. Its advantages are biodegradability and low poison. It can be used as gene transfer carrier and release controlling carrier of medicine.

Description

technical field [0001] The invention relates to a polyamide-amine dendrimer, a preparation method and application thereof. Background technique [0002] Dendrimer is a new type of polymer with definite structure, high degree of branching, monodispersity, spherical shape, and a large number of functional groups and high-density charges on the surface of the molecule, which can be combined with DNA molecules through electrostatic interaction. The complex enters the cell through pinocytosis (Jonathan.D.Eichman, et al, PSTT, 2000, 3(7), 232-245). Another attractive feature is that it can form a host-guest composite structure with small molecules, and the inner cavity of dendrimers can accommodate small molecules. In this way, the molecular size and surface structure can be controlled by molecular design, so as to study the combination mechanism of dendritic molecules with genes and drugs, and develop dendritic molecular gene transfer vectors and dendritic molecular drug carrier...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/02C12N15/64
Inventor 卓仁禧刘芝兰章雪晴
Owner WUHAN UNIV
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