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

Ursolic acid derivative and preparation method thereof

A technology of ursolic acid and derivatives, applied in the field of derivatives of ursolic acid, can solve the problems of unsatisfactory resistance to other tumors, complicated preparation methods and high industrial production costs

Inactive Publication Date: 2012-07-11
ARMY MEDICAL UNIV
View PDF2 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the preparation method is more complicated, and the cost of applying to industrial production is higher, and the compound is not satisfactory in terms of anti-other tumors. The effect is basically the same

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
  • Ursolic acid derivative and preparation method thereof
  • Ursolic acid derivative and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0025] One, a kind of ursolic acid derivative, the 3-position of ursolic acid parent body is 3β-acetoxyl group in this derivative structure, in the present invention, is 28-acyl (8 ' in the 28-position of ursolic acid parent body) -amino caprylic acid), the ursolic acid derivative is 3β-acetoxy-arbutane-12-ene-28-acyl (8'-amino caprylic acid), and its structural formula I is:

[0026] ;

[0027] Alternatively, at the 28-position of the parent ursolic acid is 28-acyl (4'-aminobutanol), the ursolic acid derivative is 3β-acetoxy-arbutane-12-en-28-yl (4 '-aminobutanol), its structural formula II is:

[0028] .

[0029] Two, a kind of preparation method of ursolic acid derivative, what this method prepared is the ursolic acid derivative described in this specific embodiment one; The method has following preparation steps:

[0030] (1) Reaction of ursolic acid and acetic anhydride to acetylate and protect the 3-hydroxyl of ursolic acid to generate 3-O-acetyl ursolic acid;

...

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 relates to an ursolic acid derivative and a preparation method thereof. The ursolic acid derivative is 3-beta-acetoxy-ursolic alkyl-12-alkene-28-acyl (8'-aminobutyric acid) or 3-beta-acetoxyl-ursolic alkyl-12-alkene-28-acyl (4'-aminobutanol). The preparation method comprises the following steps of: converting ursolic acid into coarse 3-O-acetyl ursolic alkyl-28-acyl chloride intermediates via two steps, and making the coarse products as one of reactants react with 8-amino octanoic acid or 4-amino butanol, thereby obtaining the ursolic acid derivative. The ursolic acid derivativehas good effects on inhibition of human leukemia U937 cell proliferation, which cannot be realized by the prior art. The synthesis reaction steps in the technical scheme are reduced, the purificationmethod is simple, the cost can be reduced, and the product purity is high.

Description

technical field [0001] The invention relates to a derivative of ursolic acid and a preparation method of the derivative of ursolic acid. Background technique [0002] Ursolic acid (UA), also known as ursolic acid, belongs to pentacyclic triterpenoids, which widely exists in natural plants. Its structural formula is: [0003] [0004] Ursolic acid has a variety of pharmacological activities, especially antitumor activity, and has a broad antitumor spectrum. Ursolic acid can inhibit the growth of a variety of tumor cells, induce tumor cell differentiation, anti-tumor angiogenesis and induce tumor cell apoptosis. Therefore, ursolic acid has broad development and application prospects in anti-tumor. In order to improve the antitumor activity and bioavailability of ursolic acid, and improve its druggability, the chemical structure of ursolic acid needs to be modified by different chemical modification methods. [0005] At present, there are many modifications to the structu...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00A61P35/02
Inventor 刘毅敏张定林高宁李国兵赵先英
Owner ARMY MEDICAL 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