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

Synthesis of Amphiphilic β-Cyclodextrin Star Polymer and Its Micellization Application

An amphiphilic polymer and star polymer technology, which is applied in the fields of polymer chemistry and pharmaceutical preparations, can solve the problems of affecting drug efficacy and absolute bioavailability, so as to improve drug loading performance and improve bioavailability. , No toxic side effects

Active Publication Date: 2015-08-19
GUANGDONG PHARMA UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Vinpocetine is almost insoluble in water, and its absolute bioavailability is only 7%, which affects the efficacy of the drug

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
  • Synthesis of Amphiphilic β-Cyclodextrin Star Polymer and Its Micellization Application
  • Synthesis of Amphiphilic β-Cyclodextrin Star Polymer and Its Micellization Application
  • Synthesis of Amphiphilic β-Cyclodextrin Star Polymer and Its Micellization Application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment example 1

[0068] Material β-CD-[P(AA-co-MMA)-b-PNVP] 6 (PAA:PMMA:PNVP=10:1:12) specific synthesis steps

[0069] Dissolve 5.675 g β-CD, 4.566 g MBA, 0.421 g KOH, and 6.668 g P in 80 mL of 1,4-dioxane 2 S 5 , and then reflux at 120°C for 30h. After the reaction, let cool and filter, the obtained solid was washed with acetone-water (1:1, v / v) and filtered three times, and vacuum-dried at 50°C to obtain hexa-substituted dithiobenzoate β-CD (CTA4) .

[0070] Add 0.4g of CTA4 reagent to the dry reaction eggplant bottle that has been deaired by argon, add 25mL of ethanol-water (1.5:1) mixed solvent to dissolve; then add 10.38mL of AA, 1.07mL of MMA, 0.016g of AIBN and then carry out circulation pumping Exhaust - fill in argon to remove oxygen, then seal the reaction at 70°C for 18 hours; after the reaction, take out the reaction bottle and cool it, the reaction mixture is precipitated with ethyl acetate, and the resulting precipitate is vacuum-dried at 45°C to obtain β-CD- [P(AA-co...

Embodiment example 2

[0074] Material β-CD-[P(AA-co-MMA)-b-PNVP] 4 (PAA:PMMA:PNVP=7:1:8) specific synthesis steps

[0075] Dissolve 5.675 g β-CD, 2.283 g MBA, 0.421 g KOH, and 3.334 g P in 80 mL of 1,4-dioxane 2 S 5 , and then reflux at 120°C for 30h. After the reaction, let cool and filter, the obtained solid was washed with acetone-water (1:1, v / v) and filtered three times, and vacuum-dried at 50°C to obtain tetrasubstituted dithiobenzoate β-CD (CTA2) .

[0076] Add 0.4g of CTA2 reagent to the dry reaction eggplant bottle that has been deaired by argon, add 25mL of ethanol-water (1.5:1) mixed solvent to dissolve; then add 8.10mL of AA, 1.14mL of MMA, 0.016g of AIBN and then carry out circulation pumping Exhaust - fill in argon to remove oxygen, then seal the reaction at 70°C for 18 hours; after the reaction, take out the reaction bottle and cool it, the reaction mixture is precipitated with ethyl acetate, and the resulting precipitate is vacuum-dried at 45°C to obtain β-CD- [P(AA-co-MM...

Embodiment example 3

[0079] Implementation Case 3 The process of preparing micelles by thin film hydration method

[0080] Accurately weigh 40 mg of the product prepared in Example 2 (β-CD-[P(AA-co-MMA)-b-PNVP] 4(PAA:PMMA:PNVP=7:1:8)) and 20mg of vinpocetine were placed in a 250mL dry round bottom flask with magnetic stirring; add 50mL of methanol and stir to dissolve the polymer and the drug and disperse evenly in the organic solvent ;Place the flask in a 40°C water bath, remove methanol by rotary evaporation under reduced pressure, so that the solute forms a film and adheres to the wall of the flask; transfer to a 60°C water bath and keep warm for 5min to melt the solid skeleton film; add 10mL of 60°C deionized water , stirred for 2h (1500r / min) to hydrate into micelles; quenched to room temperature, and filtered out the uncoated drug with a 0.22μm syringe filter to obtain a drug-loaded micellar solution with a drug loading of 3.52%.

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 diameteraaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of high polymer chemistry and pharmaceutical preparations, relates to a synthesis and a micellization application of an amphiphilic beta-cyclodextrin (beta-CD) star polymer, and provides an amphiphilic beta-cyclodextrin (beta-CD) star polymer taking beta-cyclodextrin (beta-CD) as a core, acrylic acid and a methyl methacrylate copolymer as a lipotropy block and poly (N-vinyl pyrrolidone) as a hydrophilic block, and a synthesizing method of the amphiphilic beta-cyclodextrin (beta-CD) star polymer. The amphiphilic beta-cyclodextrin (beta-CD) star polymer is formed by connecting amphiphilic block polymers to 3-6 hydroxide radicals of the beta-cyclodextrin (beta-CD). The molar mass ratio of the acrylic acid and the methyl methacrylate in the lipotropy block and the poly (N-vinyl pyrrolidone) in the hydrophilic block in the amphiphilic polymer is 4:1:(1-15):1:16. The invention further relates to a vinpocetine micelle taking the amphiphilic beta-cyclodextrin (beta-CD) star polymer as a carrier material and a preparation method of the vinpocetine micelle. The medicine carrying micelle of the amphiphilic beta-cyclodextrin (beta-CD) star polymer provided by the invention has the characteristics of slow-release effect, pH sensitivity and lung targeting.

Description

technical field [0001] The invention belongs to the technical field of macromolecular chemistry and pharmaceutical preparations, and in particular relates to a new type of drug carrier material amphiphilic β-CD star polymer and its synthesis method, amphiphilic β-CD star polymer drug-loaded micelles and the Preparation method of micelles. Background technique [0002] Amphiphilic copolymer means that the same copolymer has both hydrophilicity and lipophilicity. In a selected solvent, the parts with the same affinity in the macromolecular chain are easy to aggregate with each other to form micelles. The micelles formed by the self-assembly of amphiphilic copolymers have a unique core-shell structure, which can solubilize insoluble drugs and improve the bioavailability of drugs. Through the EPR effect of tumor tissue, the passive targeting can be enhanced, and the toxic and side effects of drugs can be reduced. [0003] β-CD is a cyclic oligosaccharide compound formed by con...

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 Patents(China)
IPC IPC(8): C08F293/00C08F220/06C08F220/14C08F226/10C08B37/16A61K47/40A61K9/51A61K31/4375A61P9/10A61P7/04
Inventor 杨帆刘意黄淑玲梁润成
Owner GUANGDONG PHARMA 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