Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Cholesterol grafted pH-response tri-block amphiphilic copolymer and preparation method and application thereof

An amphiphilic copolymer and amphiphilic polymer technology, applied in the field of compounds, can solve the problems of high tumor migration and recurrence rate, increased toxic and side effects, low bioavailability, etc., to relieve burst release and control drug release. , the effect of enhancing the packing capacity

Active Publication Date: 2017-04-19
DONGGUAN UNIV OF TECH
View PDF5 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some disadvantages in chemotherapy. Most of the drugs used (doxorubicin, camptothecin, cisplatin, cyclopamine and paclitaxel, etc.) are hydrophobic drugs, which have poor water solubility, low bioavailability, and poor curative effect. , tumor migration and recurrence rate are high, after it is converted into a hydrophilic drug (doxorubicin hydrochloride) through chemical modification, its toxic and side effects will increase, especially cardiotoxicity, which will increase significantly, so it is very important for chemical (drug) therapy There are still many problems in clinical widespread and effective application

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Cholesterol grafted pH-response tri-block amphiphilic copolymer and preparation method and application thereof
  • Cholesterol grafted pH-response tri-block amphiphilic copolymer and preparation method and application thereof
  • Cholesterol grafted pH-response tri-block amphiphilic copolymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] The embodiment of the present invention provides a method for preparing cholesterol-grafted pH-responsive tri-block amphiphilic polymer Chol-g-PAE-b-PEG-b-PAE-g-Chol, comprising the following steps:

[0058] (1) Preparation of pH-responsive macromonomer poly-β amino ester (PAE): put a stirring bar in a 50mL dry eggplant-shaped bottle, seal it with a reverse rubber stopper, freeze-vacuumize-nitrogen three times, Add BD (2.075mL, 11mmol) and AP (0.761mL, 10mmol) into the reaction flask sequentially with a syringe, and react for 8h at 100°C under stirring conditions, cool the reaction solution to room temperature, and slowly add ten times the amount (volume ratio) precipitation in cold n-hexane, and the precipitation was vacuum-dried at 35°C and 35mbar for 48h to obtain a pH-responsive block PAE, whose synthesis reaction formula is:

[0059]

[0060] Thereafter, utilize GPC (gel permeation chromatography) to measure its molecular weight, record productive rate to be 90%...

Embodiment 2

[0072] The embodiment of the present invention provides another preparation method of cholesterol-grafted pH-responsive triblock amphiphilic polymer Chol-g-PAE-b-PEG-b-PAE-g-Chol, which comprises the following steps:

[0073] (1) Preparation of pH-responsive macromonomer poly-β amino ester (PAE): put a stirring bar in a 50mL dry eggplant-shaped bottle, seal it with a reverse rubber stopper, freeze-vacuumize-nitrogen three times, Add BD (2.075mL, 11mmol) and AP (0.685mL, 9mmol) into the reaction flask sequentially with a syringe, and react for 8h at 100°C under stirring conditions, cool the reaction solution to room temperature, and slowly add ten times the amount (volume ratio) precipitated in cold n-hexane, precipitated at 35°C, 35mbar, vacuum dried for 48h, to obtain pH responsive block PAE, the yield was 86%, M n =2220, M w / M n = 1.48.

[0074] (2) Synthesis of the amphiphilic tri-block intermediate product PAE-b-PEG-b-PAE: also using the Michael addition method, put a ...

Embodiment 3

[0077] The embodiment of the present invention provides another preparation method of cholesterol-grafted pH-responsive triblock amphiphilic polymer Chol-g-PAE-b-PEG-b-PAE-g-Chol, which comprises the following steps:

[0078] (1) Preparation of pH-responsive macromonomer poly-β amino ester (PAE): put a stirring bar in a 50mL dry eggplant-shaped bottle, seal it with a reverse rubber stopper, freeze-vacuumize-nitrogen three times, Add BD (1.887mL, 10mmol) and AP (0.685mL, 9mmol) into the reaction flask sequentially with a syringe, and react for 8h at 100°C under stirring conditions, cool the reaction solution to room temperature, and slowly add ten times the amount (volume ratio) precipitated in cold n-hexane, precipitated at 35°C, 35mbar, vacuum dried for 48h, to obtain pH responsive block PAE, the yield was 86%, M n =3020, M w / M n = 1.32.

[0079] (2) Synthesis of the amphiphilic tri-block intermediate product PAE-b-PEG-b-PAE: also using the Michael addition method, put a ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Concentrationaaaaaaaaaa
Particle sizeaaaaaaaaaa
Number average molecular weightaaaaaaaaaa
Login to View More

Abstract

The invention discloses a cholesterol grafted pH-response tri-block amphiphilic copolymer and a preparation method and application thereof. Through Michael addition, a pH-response macromonomer poly (beta-amino ester) (PAE) is prepared; through Michael addition, a pH-response tri-block amphiphilic intermediate product PAE-b-PEG-b-PAE is prepared; and finally cholesterol is grafted onto PAE-b-PEG-b-PAE to obtain the cholesterol grafted pH-response tri-block amphiphilic copolymer Chol-g-PAE-b-PEG-b-PAE-g-Chol. The cholesterol grafted pH-response tri-block amphiphilic copolymer is applied in the preparation of a micelles system for loading poorly water-soluble drugs. The micelles system can be self-assembled in an aqueous solution to form nano-micelle with a stable structure and can efficiently coat and load poorly water-soluble drugs. By adjusting the ratio of different blocks in the polymer, pH response range can be effectively adjusted. Then, micelle can rapidly and accurately respond to pH changes of an environment, and burst release also can be effectively relived to control drug release rate.

Description

technical field [0001] The invention relates to a compound, in particular to a cholesterol-grafted pH-responsive tri-block amphiphilic copolymer. Background technique [0002] With the rapid development of science and technology, although human beings have made remarkable achievements in the field of drug development and delivery, cancer (tumor) is still the killer with the highest fatality rate in the world. Once a tumor is formed, especially a malignant tumor, it grows rapidly and often metastasizes to normal organs and tissues, causing serious damage to organ functions and eventually leading to the death of the patient. At present, traditional treatment methods, including surgical resection and radiation therapy, have many disadvantages, such as unclean resection, high recurrence rate and metastasis rate, while killing (dead) cancer cells, they also damage normal tissue cells and have toxic side effects. Big wait. Therefore, in clinical treatment, chemical (drug) therap...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C08G83/00C08G81/00C08G73/00A61K9/107A61K47/34A61K47/54
CPCA61K9/1075A61K47/34C08G73/00C08G81/00C08G83/00
Inventor 黄相璇廖文波张刚张灿阳
Owner DONGGUAN UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com