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

Supermolecule phospholipid based on nucleic acid bases, preparation method of supermolecule phospholipid and liposome

A nucleic acid base and molecular phospholipid technology, applied in the field of phospholipids, can solve problems such as hidden dangers of biocompatibility, poor acid responsiveness, complex synthesis, etc., and achieve excellent base biocompatibility, high stability, and simplified synthesis procedures Effect

Active Publication Date: 2013-12-11
SHANGHAI JIAO TONG UNIV
View PDF1 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a supramolecular phospholipid based on nucleic acid bases, to solve the complex synthesis of acid-responsive phospholipids in the prior art, poor responsiveness to acids, and hidden dangers of biocompatibility, so it is difficult Technical issues applied to clinical treatment and other biomedical fields
[0006] Another object of the present invention is to provide a method for preparing the above-mentioned supramolecular phospholipids, so as to solve the problems of complex synthesis, poor responsiveness to acids, and hidden dangers of biocompatibility in the preparation methods of acid-responsive phospholipids in the prior art. Therefore, it is difficult to apply to technical problems in biomedical fields such as clinical treatment

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
  • Supermolecule phospholipid based on nucleic acid bases, preparation method of supermolecule phospholipid and liposome
  • Supermolecule phospholipid based on nucleic acid bases, preparation method of supermolecule phospholipid and liposome
  • Supermolecule phospholipid based on nucleic acid bases, preparation method of supermolecule phospholipid and liposome

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Step a: Add 1.66 grams of trimethylamine and 22 milliliters of tetrahydrofuran solution to a 100 milliliter reaction flask, then add 1.08 grams of uridine modified by chlorophosphate vinyl ester, then add 10 milliliters of acetonitrile, and stir at 40 degrees Celsius for 48 hours , natural cooling to obtain light yellow solid - phosphorylcholine containing uridine.

[0046] Step b: Mix 0.5 g of adenosine, 2.25 g of oleic acid, 0.86 g of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride and 0.27 g of 4-dimethylaminopyridine (DMAP) Added to the reaction bottle, and then added 25 ml of chloroform, stirred at room temperature for 12 hours. The precipitated insoluble matter was removed by filtration, and the filtrate was separated by column chromatography with a mixture of dichloromethane and methanol (20:1) by volume as the eluent to obtain dioleoyl adenosine with a yield of 60%.

[0047]Step c: Dissolve the above-mentioned uridine phosphorylcholine and dioleoyl ad...

Embodiment 2

[0051] Step a: Add 0.95 grams of ammonia and 100 milliliters of tetrahydrofuran solution to a 200 milliliter reaction flask, then add 1.08 grams of chlorophosphate-modified uridine, then add 10 milliliters of acetonitrile, and stir at 80 degrees Celsius for 24 hours, After natural cooling, a light yellow solid-phosphoethanolamine containing uridine was obtained.

[0052] Step b: Mix 0.5 g of adenosine, 1.12 g of oleic acid, 0.86 g of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride and 0.27 g of 4-dimethylaminopyridine (DMAP) Add it into the reaction bottle, then add 25 ml of chloroform, and stir at room temperature for 24 hours. The precipitated insoluble matter was removed by filtration, and the filtrate was separated by column chromatography with a mixture of dichloromethane and methanol (20:1) by volume as the eluent to obtain dioleoyl adenosine with a yield of 60%.

[0053] Step c: Dissolve the above-mentioned uridine phosphoethanolamine and dioleoyl adenosine i...

Embodiment 3

[0056] Step a: Add 2.6 grams of trimethylamine and 22 milliliters of tetrahydrofuran solution in a 100 milliliter reaction flask, then add 1.08 grams of uridine modified by chlorophosphate vinyl ester, then add 10 milliliters of acetonitrile, and stir at 60 degrees Celsius for 36 hours , natural cooling to obtain light yellow solid - phosphorylcholine containing uridine.

[0057] Step b: Add 0.5 g of adenosine, 1.02 g of myristic acid, 0.86 g of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride and 0.27 g of 4-dimethylaminopyridine In the reaction flask, 25 ml of chloroform was added, and the reaction was stirred at room temperature for 24 hours. The precipitated insoluble matter was removed by filtration, and the filtrate was separated by column chromatography using a mixture of dichloromethane and methanol in a volume ratio of (20:1) as the eluent to obtain dimyristoyl adenosine with a yield of 67%.

[0058] Step c: Dissolve the above-mentioned uridine phosphorylcho...

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

No PUM Login to View More

Abstract

The invention provides supermolecule phospholipid based on nucleic acid bases, a preparation method of the supermolecule phospholipid and a liposome comprising the supermolecule phospholipid. The supermolecule phospholipid provided by the invention comprises a hydrophilic phospholipid head and a hydrophobic phospholipid tail, wherein the hydrophilic phospholipid head is connected with the hydrophobic phospholipid tail by nucleic acid bases capable of being complementarily identified. Compared with the prior art, the supermolecule phospholipid based on the nucleic acid bases, which is provided by the invention, is formed by simply mixing of the hydrophilic phospholipid head and the hydrophobic phospholipid tail, and the hydrophilic phospholipid head and the hydrophobic phospholipid tail are connected together by molecular identification of the nucleic acid bases, i.e. the supermolecule phospholipid is formed by connecting of multiple hydrogen bonds between the complementary bases; the supermolecule phospholipid can be further assembled in water to form the liposome; due to sensitivity of the hydrogen bonds on the subacid environment, the liposome can be rapidly dissociated under the acid condition, so as to achieve the purpose of rapidly releasing a load.

Description

technical field [0001] The invention relates to the technical field of phospholipids, in particular to a supramolecular phospholipid based on nucleic acid bases, a preparation method thereof, and a liposome comprising supramolecular phospholipids. Background technique [0002] Phospholipids and liposomes have excellent biocompatibility and have extensive and important applications in biology, medicine, and chemical engineering. Especially in the field of biomedicine, a variety of liposome pharmaceutical preparations have been applied clinically, and a variety of liposome technologies and preparations are also widely used in preclinical and clinical trials. However, traditional phospholipids cannot respond to changes in the microenvironment at the cellular level, which leads to the inability of the assembled liposomes to release the encapsulated drug in the cell, and therefore cannot fully exert the drug effect, which greatly limits its application in the field of biomedicine...

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): C07H19/173C07H19/10C07H1/00A61K47/24A61K9/127
Inventor 王大力朱新远
Owner SHANGHAI JIAO TONG UNIV
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