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

Deoxyglucose modified folic acid derivative as well as synthesis and application thereof

A technology of folic acid derivatives and deoxyglucose, which is applied in the field of biomedicine, can solve the problems of poor curative effect, uneven particle size of liposomes, easy to cause immune reactions, etc., and achieve the effect of correct structure

Active Publication Date: 2020-10-09
北京和益源生物技术有限公司
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there have been many reports on a variety of targeted antineoplastic drugs developed based on folic acid. The particle size of the liposomes prepared by the treatment strategy is not uniform, the efficiency of carrying anti-tumor drugs is low, the curative effect is poor, and the modified macromolecules are also likely to cause immune reactions in the body

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
  • Deoxyglucose modified folic acid derivative as well as synthesis and application thereof
  • Deoxyglucose modified folic acid derivative as well as synthesis and application thereof
  • Deoxyglucose modified folic acid derivative as well as synthesis and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037]This example provides a deoxyglucose-modified folic acid derivative. The folic acid derivative (FA-2-DG) is formed by linking deoxyglucose and folic acid via aminoethanol, wherein the carboxyl group of folic acid is connected with the amino group of aminoethanol to form The amide bond, the hydroxyl group of aminoethanol and the hydroxyl group of deoxyglucose are connected to form a glycosidic bond. The chemical structural formula of the FA-2-DG is as figure 1 shown.

[0038] Deoxyglucose has multiple hydroxyl groups. During the reaction, the hydroxyl groups have high reactivity, so they need to be protected with acetyl groups before the reaction. The acetyl-protected reaction proceeds from deoxyglucose and acetic anhydride in anhydrous pyridine. The amino group of aminoethanol will also have relatively high reactivity during the reaction process, so aminoethanol is not used directly in the reaction process, but 2-bromoethanol is used to react with acetyl deoxyglucose f...

Embodiment 2

[0067] This embodiment provides a targeted anti-tumor nanoparticle, the nanoparticle is composed of the above-mentioned folic acid derivative and the anti-tumor drug cisplatin linked by coordination bonds. To prepare the complex of FA-2-DG and cisplatin, mix the aqueous solution of cisplatin and FA-2-DG of the same concentration and stir at room temperature. After two hours, cisplatin and FA-2-DG are formed as Figure 5 The coordination compound (FA-2-DG-Pt) shown. The mixed solution was injected into HPLC-MS analysis, and the formation of the complex was confirmed. For mass spectrometry results, see Figure 6 .

[0068] The morphological characterization techniques of atomic force microscopy, transmission electron microscopy and scanning electron microscopy all confirmed that FA-2-DG itself can self-assemble to form nanoparticles, and form a coordination bond with cisplatin, and obtain FA-2-DG-Pt after drug loading. It can also self-assemble into nanostructures.

[0069] ...

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
Particle sizeaaaaaaaaaa
Particle sizeaaaaaaaaaa
Particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention discloses a deoxyglucose modified folic acid derivative as well as synthesis and an application thereof, and the derivative is a novel compound-FA-2-DG formed by combining folic acid anddeoxyglucose in a chemical bond manner. In the derivative, aminoethanol is used as a connecting arm between folic acid and deoxyglucose, and carboxyl of folic acid is connected with amino of aminoethanol to form an amido bond; hydroxyl of the aminoethanol is connected with hydroxyl of the deoxyglucose to generate glycosidic bonds. The connection mode does not destroy the structures and functionsof the folic acid and the deoxyglucose; meanwhile, a distance between two molecules of folic acid and deoxyglucose can be increased through the introduced connecting arms of the two carbon atoms, themethod is more suitable for hydrolysis of glycosidase, and deoxyglucose with anti-tumor activity is released. The derivative FA-2-DG can be used as a drug plastid for drug loading based on the structural characteristics of the derivative FA-2-DG.

Description

technical field [0001] The invention belongs to the field of biomedicine, and in particular relates to a deoxyglucose-modified folic acid derivative and its synthesis and application. Background technique [0002] Malignant tumors are complex diseases that endanger human health today, and the number of human deaths every year is second only to cardiovascular and cerebrovascular diseases. Tumors with high expression of folate receptors have a higher incidence in women, and the development of targeted anti-tumor drugs based on folic acid recognition has always been one of the hot topics in the development of tumor drugs. At present, there have been many reports on a variety of targeted antineoplastic drugs developed based on folic acid. The particle size of the liposomes prepared by the treatment strategy is not uniform, the efficiency of carrying anti-tumor drugs is low, the curative effect is poor, and the modified macromolecules are also likely to cause immune reactions in...

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): C07H15/04C07H1/00A61P35/00A61K47/54A61K47/69A61K33/243
CPCA61K47/549A61K47/6929A61P35/00A61K33/243C07H1/00C07H15/04
Inventor 金绍明葛绍阳刘治麟王鹏杰杜仲尧
Owner 北京和益源生物技术有限公司
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