Supercharge Your Innovation With Domain-Expert AI Agents!

Acid-sensitive cyclodextrin and preparation method thereof

A cyclodextrin, acid-sensitive technology, applied in the field of medical materials, to achieve the effect of increasing water solubility, simple operation and high purity

Inactive Publication Date: 2019-01-11
KUNMING UNIV OF SCI & TECH
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, it has been reported that derivatives such as cyclodextrin or amino cyclodextrin, hydroxypropyl cyclodextrin and insoluble drugs are used for inclusion, but the cyclodextrin modified by this kind of acid-sensitive stimulus-responsive factor temporarily No report

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
  • Acid-sensitive cyclodextrin and preparation method thereof
  • Acid-sensitive cyclodextrin and preparation method thereof
  • Acid-sensitive cyclodextrin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1: The acid-sensitive cyclodextrin structure of this embodiment is as follows:

[0030]

[0031] where m=6; n=0; R 1 =CH 3 , R 2 =H.

[0032] Stir and dissolve 0.4mmol of amino β-cyclodextrin with 13mL of distilled water. After mixing, add the acetonitrile solution of citraconic anhydride (3.6mmol of citraconic anhydride), stir for 10min, then add 13mmol of triethylamine solution to react, at 25℃ After the reaction was completed, adjust the pH to 6.5 with 2mol / L HCl, then slowly drop the reaction solution into methanol 10 times its volume and stir, the precipitate was precipitated, centrifugally filtered, and the filter residue was washed 3 times with methanol, at 55 Drying at ℃, the obtained white solid is the acid-sensitive amino β-cyclodextrin, and the yield is 62%. from figure 1 The proton nuclear magnetic resonance spectrum of the acid-sensitive amino β-cyclodextrin shows that the compound was successfully prepared.

[0033] Use the amine-based ...

Embodiment 2

[0034] Embodiment 2: The acid-sensitive cyclodextrin structure of this embodiment is as follows:

[0035]

[0036] where m=6; n=1; R 1 = H, R 2 =H.

[0037] Stir and dissolve 0.4mmol ethylenediamine β-cyclodextrin with 13mL distilled water, add maleic anhydride in acetonitrile solution (maleic anhydride 4mmol) after mixing, stir for 10min, then add 15mmol triethylamine solution to react, at 40℃ Stir for 5 hours. After the reaction is completed, adjust the pH to 6 with 2mol / L HCl, then slowly drop the reaction solution into ethanol with 6 times its volume and stir, the precipitate is precipitated, centrifugally filtered, and the filter residue is washed 4 times with ethanol. Drying at ℃, the obtained white solid is acid-sensitive ethylenediamine γ-cyclodextrin, with a yield of 55%; from figure 2 The hydrogen nuclear magnetic resonance spectrum of the acid-sensitive ethylenediamine β-cyclodextrin shows that the compound was successfully prepared.

Embodiment 3

[0038] Embodiment 3: The acid-sensitive cyclodextrin structure of this embodiment is as follows:

[0039]

[0040] where m=6; n=1; R 1 = H, R 2 =CH 3 .

[0041]Stir and dissolve 0.4mmol ethylenediamine β-cyclodextrin with 13mL distilled water, add citraconic anhydride in acetonitrile solution (4mmol citraconic anhydride) after mixing, stir for 10min, then add 15mmol triethylamine solution to react, at 40℃ Stir for 5 hours. After the reaction is completed, adjust the pH to 6 with 2mol / L HCl, then slowly drop the reaction solution into ethanol with 6 times its volume and stir, the precipitate is precipitated, centrifugally filtered, and the filter residue is washed 4 times with ethanol. Drying at ℃, the obtained white solid is acid-sensitive ethylenediamine γ-cyclodextrin, with a yield of 50%; from image 3 The proton nuclear magnetic resonance spectrum of the acid-sensitive amino β-cyclodextrin shows that the compound was successfully prepared.

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 acid-sensitive cyclodextrin and a preparation method thereof. A structural formula of acid-sensitive cyclodextrin is shown in the specification, wherein m is 5-7; n is 0 to 2;R1 is selected from H, CH3; R2 is selected from H, CH3; and R1 and R2 are not simultaneously CH3. The acid-sensitive cyclodextrin has acid sensitivity and can specifically release drugs in tumor cells(pH 5-6) to improve the bioavailability of poorly soluble anticancer drugs. The polymer provided by the invention has good safety, good solubility, and high bioavailability, and the preparation method has the advantages of simpleness, mild reaction condition, low cost, and easy operation, and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of medical materials, in particular to a class of water-soluble and acid-sensitive acid-sensitive beta-cyclodextrin and a preparation method thereof. Background technique [0002] In recent years, research on stimuli-responsive drug carriers has attracted more and more attention in drug delivery. Generally speaking, stimuli can be divided into two types: endogenous and exogenous, and the endogenous stimuli refer to the internal environmental factors of the organism, including the pH value in the biological medium, a certain ionic strength, temperature and The concentration level changes of specific chemical substances are widely used in biomedical research because of their specificity and other advantages. [0003] In living organisms, once a normal tissue becomes diseased, the local biological internal environment must undergo corresponding changes. For example, the internal environment of diseased tumor cells is sl...

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): C08B37/16A61K47/69
CPCA61K47/6951C08B37/0012
Inventor 杨波林洁玲张东京赵榆林高传柱廖霞俐
Owner KUNMING UNIV OF SCI & TECH
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com