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

Folic acid-polyamide polyamidoamine (PAMAM)-ursolic acid nano drug with tumor targeting and preparation method of drug

A nano-drug and tumor-targeting technology, applied in the field of biomedicine, can solve the problems of poor water solubility and achieve superior anti-tumor efficacy

Inactive Publication Date: 2014-08-20
FUZHOU UNIV
View PDF8 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The purpose of the present invention is to overcome the deficiencies of the prior art and provide a tumor-targeted folic acid-PAMAM-ursolic acid nanomedicine and its preparation method, which not only solves the problem of poor water solubility of UA, but also utilizes the enhancement of tumor tissue The permeation and retention effect (EPR) enables nano-drugs to be passively targeted to tumor tissues, and at the same time, it can selectively concentrate on tumor cells by using the active targeting effect of folic acid and folic acid receptors on the surface of tumor cells, thereby improving anti-tumor activity. Reduce drug side effects

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
  • Folic acid-polyamide polyamidoamine (PAMAM)-ursolic acid nano drug with tumor targeting and preparation method of drug
  • Folic acid-polyamide polyamidoamine (PAMAM)-ursolic acid nano drug with tumor targeting and preparation method of drug
  • Folic acid-polyamide polyamidoamine (PAMAM)-ursolic acid nano drug with tumor targeting and preparation method of drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Weigh 100 mg third generation PAMAM (G3-NH 2 ) was dissolved in 10 mL of anhydrous methanol, and a solution of glycidol (85 mg) in anhydrous methanol was added dropwise at room temperature under N 2 The reaction was stirred overnight under protection. Methanol was removed by rotary evaporation, and the viscous material was dissolved in pure water, put into a dialysis bag for dialysis for 2 days, and freeze-dried to obtain PAMAM-OH polymer (G3-OH). Weigh 100 mg G3-OH, 4.9 mg ursolic acid and dissolve them in 5 mL DMSO, put them into a round bottom flask, and fill with nitrogen gas for protection. Weigh 87 mg iodo-2-chloro-1-methylpyridine (CMPI) and 83 mg p-dimethylaminopyridine (DMAP) and dissolve in DMSO, add this DMSO solution dropwise to the round bottom flask containing G3-OH After 72 h of reaction at room temperature, 2.4 mg of folic acid, 20 mg of CMPI and 20 mg of DMAP were added to continue the reaction for 48 h. Dilute the reaction solution with pure water a...

Embodiment 2

[0034] Weigh 100 mg fifth generation PAMAM (G5-NH 2 ) was dissolved in 10 mL of anhydrous methanol, and a solution of glycidol (85 mg) in anhydrous methanol was added dropwise at room temperature under N 2 The reaction was stirred overnight under protection. Methanol was removed by rotary evaporation, and the viscous material was dissolved in pure water, put into a dialysis bag for dialysis for 2 days, and freeze-dried to obtain PAMAM-OH polymer (G5-OH). Weigh 100 mg G5-OH, 4.9 mg ursolic acid and dissolve them in 5 mL DMSO, put them into a round bottom flask, and fill with nitrogen gas for protection. Weigh 87 mg iodo 2-chloro-1-methylpyridine (CMPI) and 83 mg p-dimethylaminopyridine (DMAP) and dissolve in DMSO, add this DMSO solution dropwise to the round bottom flask containing G5-OH 2.4 mg of folic acid, 20 mg of CMPI and 20 mg of DMAP were added to react for 72 h at room temperature, and the reaction was continued for 48 h. Dilute the reaction solution with pure water ...

Embodiment 3

[0036] Weigh 100 mg third generation PAMAM (G3-NH 2 ) was dissolved in 10 mL of anhydrous methanol, and a solution of glycidol (85 mg) in anhydrous methanol was added dropwise at room temperature under N 2 The reaction was stirred overnight under protection. Methanol was removed by rotary evaporation, and the viscous material was dissolved in pure water, put into a dialysis bag for dialysis for 2 days, and freeze-dried to obtain PAMAM-OH polymer (G3-OH). Weigh 100mg of G3-OH, 20mg of ursolic acid and dissolve it in 5mL of DMSO, put it into a round bottom flask, and fill it with nitrogen for protection. Weigh 87 mg iodo-2-chloro-1-methylpyridine (CMPI) and 83 mg p-dimethylaminopyridine (DMAP) and dissolve in DMSO, add this DMSO solution dropwise to the round bottom flask containing G3-OH 8.0 mg folic acid, 20 mg CMPI and 20 mg DMAP were added after 72 h of reaction at room temperature to continue the reaction for 48 h. Dilute the reaction solution with pure water and put it ...

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 discloses a folic acid-polyamide polyamidoamine (PAMAM)-ursolic acid nano-drug with tumor targeting and a preparation method of the drug. The nano drug is a PAMAM derivative obtained by chemically coupling folic acid (FA) and ursolic acid (UA) to PAMAM, wherein the grafting rates of FA and UA are respectively 0.5-5 percent and 0.5-10 percent. The specific preparation method comprises the following steps: reacting PAMAM and glycidol, replacing amino on the surface of the PAMAM surface into hydroxyl, reacting FA, UA and hydroxyl on the surface of PAMAM, and synthesizing the FA-PAMAM-UA nano drug containing biodegradable acid-sensitive ester bond. According to the nano drug, the problem that the water dissolubility of UA is low is solved, the nano drug is passively targeted to tumor tissues by utilizing enhanced permeation and retention effect (EPR) of the tumor tissues and also can be selectively concentrated to tumor tissues by utilizing folic acid and an active targeting effect of a folate receptor on the surface of tumor cells, so that the antitumor activity is improved, and the toxic and side effects of the medicine are reduced.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and relates to a folic acid-PAMAM-ursolic acid nano-medicine with tumor targeting and a preparation method thereof. Background technique [0002] Ursolic acid (ursolic acid, UA), also known as ursolic acid, ursolic acid, is an α-amyresin alcohol type pentacyclic triterpenoids. Its chemical name is: 3-hydroxy-(3β)-urso 12-en-28-acid, and its molecular formula is C 30 h 48 o 3 , the molecular weight is 456.68, and its structural formula is as follows: [0003] . [0004] Ursolic acid is widely distributed in nature, and widely exists in plants such as Hedyotis diffusa, Ligustrum lucidum, ebony, and Prunella vulgaris. Ursolic acid has a wide range of pharmacological effects such as anti-inflammation, anti-virus, regulating blood lipids, anti-atherosclerosis and enhancing immunity. Modern pharmacological experiments have shown that ursolic acid also has anti-tumor effects. It not only has...

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): A61K47/48A61K31/56A61K9/14A61P35/00A61K47/54A61K47/59
Inventor 高瑜李志洪王超群陈海军贾力
Owner FUZHOU 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