Preparation method for triclosan-containing poly(beta-urethane-urea) and application of triclosan-containing poly(beta-urethane-urea) in selectively killing oral streptococcus mutans of biofilm

A technology of streptococcus mutans and triclosan, which is applied in the field of nano-biomedical materials, can solve problems such as drug leakage, and achieve the effects of improving loading rate, easy mass production, and good biofilm penetration and retention capacity

Inactive Publication Date: 2017-09-08
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the problem that the existing antimicrobial agents encapsulated in nanocarriers have drug leakage during storage, transportation or circulation in the body, and provide a preparation method of triclosan-containing poly(β-urethane) and its selection Application of Sexually Killing Oral Streptococcus Mutans Biofilms

Method used

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  • Preparation method for triclosan-containing poly(beta-urethane-urea) and application of triclosan-containing poly(beta-urethane-urea) in selectively killing oral streptococcus mutans of biofilm
  • Preparation method for triclosan-containing poly(beta-urethane-urea) and application of triclosan-containing poly(beta-urethane-urea) in selectively killing oral streptococcus mutans of biofilm
  • Preparation method for triclosan-containing poly(beta-urethane-urea) and application of triclosan-containing poly(beta-urethane-urea) in selectively killing oral streptococcus mutans of biofilm

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1: the preparation method of polyethylene glycol-b-poly(β-urethane) polymer micelles containing triclosan

[0032] (1) preparation of monomers containing triclosan, the steps are as follows:

[0033] 1) Add 28.9 grams of triclosan and 31.5 grams of 3-(acryloyloxy)-2-((acryloyloxy)methyl)-2-methylpropionic acid into a dried Schlenk bottle, and add Dissolve it in 200 ml of dichloromethane;

[0034] 2) Add 24.9 grams of EDC·HCl and 15.9 grams of DMAP;

[0035] 3) The system was reacted at room temperature for 12 hours;

[0036] 4) Add 1000 milliliters of dichloromethane to dilute the system after completion of the reaction;

[0037] 5) washing with 1000 milliliters of saturated sodium carbonate solution and 1000 milliliters of dilute hydrochloric acid solution respectively;

[0038] 6) After the organic phase is separated and obtained, it is dried with anhydrous magnesium sulfate, filtered, and the organic solvent is removed in vacuo;

[0039] 7) Purify the...

Embodiment 2

[0050] Example 2: Test experiment of the penetration ability of polyethylene glycol-b-poly(β-urethane) polymer micelles to oral Streptococcus mutans biofilm. The experimental steps of the penetration test are as follows:

[0051] 1) Utilize Streptococcus mutans to cultivate biofilm in 12-well plate for 48 hours;

[0052] 2) using SYTO9 to stain the obtained biofilm sample in the dark for 15 minutes;

[0053] 3) The obtained biofilm sample is mixed with polyethylene glycol-b-poly(β-urethane) polymer micelles containing Nile Red at a concentration of 0.2 mg / ml;

[0054] 4) Incubate at 60 rpm at 37°C for 2 minutes;

[0055]5) The biofilm samples were observed with a TCS SP2 laser confocal fluorescence microscope. Excite SYTO9 and Nile Red with a wavelength of 488 nm, set the receiving wavelength to 490-540 nm (green) and 583-688 nm (red), and set the scan interval to 2 microns;

[0056] 6) The obtained layer-scanned fluorescence micrographs were processed with ImageJ software...

Embodiment 3

[0058] Example 3: Experiment of selective killing ability of triclosan-containing poly(β-urethane) polymer micelles on oral Streptococcus mutans biofilm.

[0059] Proceed as follows:

[0060] 1) Utilize Streptococcus mutans to cultivate biofilm in 12-well plate for 48 hours;

[0061] 2) Mix freshly prepared polyethylene glycol-b-poly(β-urethane) polymer micelles or triclosan solutions (triclosan concentrations of 100 and 200 μg / ml, respectively, in saliva buffer, pH 6.8) mixing;

[0062] 3) Remove the micellar solution after incubating at 37° C. for 2 minutes at 60 rpm, and then add 300 microliters of saliva buffer;

[0063] 4) After 1 hour, 3 hours and 5 hours, use Live / Dead stain to stain the obtained biofilm sample in the dark for 15 minutes;

[0064] 5) The biofilm samples were observed with a TCS SP2 laser confocal fluorescence microscope. Excited with a wavelength of 488 nm and propidium iodide, the receiving wavelength is set to 490-540 nm (green) and 583-688 nm (...

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Abstract

The invention discloses a preparation method for a triclosan-containing polyethylene glycol-b-poly(beta-urethane-urea) polymer micelle and application of the micelle in selectively killing an oral streptococcus mutans of a biofilm. The polyethylene glycol-b-poly(beta-urethane-urea) polymer is obtained by performing Michael addition reaction on triclosan-containing monomer molecues. The triclosan-bonded polyethylene glycol-b-poly(beta-urethane-urea) polymer has relatively good killing effect on the harmful bacteria oral streptococcus mutans of the biofilm, and can selectively keep oral beneficial bacterium streptococcus salivarius. The micelle system has the advantages that: firstly, preparation is simple; secondly, large-scale preparation can be realized, and conversion to the clinical direction is easy; thirdly, biofilm infiltration capacity is good; and fourthly, selective killing ability on harmful bacteria is achieved.

Description

technical field [0001] The invention belongs to the field of nano-biological medical materials, and relates to the preparation of a novel triclosan-containing polymer micelle and its application in the selective killing of oral streptococcus mutans. Background technique [0002] Theoretically, oral microbes are constantly interacting with surfaces that contain saliva coatings (or pellicles). On these surfaces, some microorganisms can attach first, and then guide other microorganisms to attach. Systemic factors such as the host's eating habits and immune response will determine whether the entire oral environment is healthy or not. For example, frequent and excessive sugar intake promotes the development of toxic biofilms. Within these biofilms are highly acidogenic microbial communities. The acids produced by these microorganisms can damage tooth enamel, leading to the formation of dental caries. [0003] In response to the above-mentioned crisis, nanotechnology has been...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06A61K9/107A61K47/34A61K31/085A61P31/04
CPCC08G73/0627A61K9/1075A61K31/085A61K47/34
Inventor 史林启刘勇亨克·卜歇儿亨利·万德梅任艺瑾李圆凤安英丽
Owner NANKAI UNIV
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