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Novel glycosyl compound and biological antibacterial material constructed with same

A technology of antibacterial materials and compounds, applied in the field of pharmacy, can solve the problems of difficulty in eradicating bacteria, improper dosage, and promoting bacteria.

Pending Publication Date: 2019-02-19
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Studies have found that bacteria are becoming more and more difficult to eradicate, and it seems that they have formed a protective barrier against external attacks. In addition to the mutation of drug-resistant genes caused by long-term antibiotic use, most bacteria are due to the formation of a stubborn biofilm on the surface of the bacteria, which prevents the outside world from attacking. The invasion of drugs, some studies have even found that some antibiotics or antibacterial drugs inappropriate dosage will promote the formation of bacterial biofilm
There are more and more drug-resistant bacteria that use biofilm as a protective barrier. Clinical studies have found that various environmental surfaces in hospitals carry pathogenic bacteria in the form of biofilm, which are difficult to remove by conventional hydrogen peroxide and surfactant disinfection. Drugs often cannot effectively degrade the biofilm, so they cannot fully act on the bacteria to completely eliminate the bacteria

Method used

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  • Novel glycosyl compound and biological antibacterial material constructed with same
  • Novel glycosyl compound and biological antibacterial material constructed with same
  • Novel glycosyl compound and biological antibacterial material constructed with same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0134] Embodiment 1. Preparation of two-dimensional molybdenum sulfide material

[0135] As described in "Materials and Methods", according to the method reported in the existing literature (Angew.Chem.Int.Ed. 2011,50,10839), using natural molybdenum sulfide powder as raw material, by controlling the ultrasonic temperature, time, power, etc. Operation means, and finally prepare molybdenum disulfide material with uniform size through centrifugation and freezing.

Embodiment 2

[0136] Example 2. Synthesis of Glycosyl Compounds

[0137] The overall synthesis process of the glycosyl compound of the present invention is as follows: first, three azide sugar ligands such as galactose, fucose, and maltose are synthesized by glycosylation; at the same time, rings with disulfide bonds are synthesized by amidation Octyne ligand; finally, the azido sugar ligand and cyclooctyne ligand synthesized above were combined with non-copper click chemistry to finally synthesize three glycosyl compounds with different glycoforms.

[0138] The specific synthesis situation is as follows:

[0139]

[0140] Scheme S1.

[0141] Synthesis of 3: To 1 (55 mg, 0.19 mmol) (Bioconjugate Chem.2012, 23, 1680-1686) in CH 2 Cl 2 To the solution as solvent was added EDCl (69.2 mg, 0.23 mmol) and HOBt (31.1 mg, 0.23 mmol), followed by 2 (60.0 mg, 0.29 mmol). The mixture was stirred under nitrogen for 12 hours. The resulting mixture was treated with CH 2 Cl 2 Dilute and wash wit...

Embodiment 3

[0154] Example 3. Self-assembly of composite nanomaterials carrying fluorophores or antibiotic drugs

[0155] As described in "Materials and Methods", the ultrasonic assembly of glycosyl compounds and 2D nanomaterials in solution is based on the ability of the modified disulfide bond groups on the glycosyl compounds to coordinate with the surface of the 2D molybdenum sulfide material , followed by centrifugation to obtain composite nanomaterials of surface-modified glycosyl compounds. Then further use the method of physical encapsulation to assemble the fluorophore or antibiotic into the sugar-based composite nanomaterial, and quantify the concentration of the encapsulated fluorophore or antibiotic by means of centrifugation, ultraviolet detection, etc., and finally assemble to form a fluorophore or antibiotic Composite nanomaterials for antibiotic drugs.

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PUM

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Abstract

The invention provides a glycosyl azido compound shown as formula I and capable of specifically recognizing Pseudomonas aeruginosa, a glycosyl compound containing the glycosyl azido compound and shownas formula IIa or IIb, and a biological antibacterial material containing the glycosyl compound; in the formulas, R is glycosyl. The biological antibacterial compound can provide more thorough antibacterial effect; the diagnostic and treatment range of Pseudomonas aeruginosa is expanded from in-vitro free state to in-vivo skin affected tissues and in-vivo bone repair materials.

Description

technical field [0001] The present invention relates to the field of pharmacy; in particular, the present invention relates to a novel glycosyl compound with antibacterial activity, especially anti-drug-resistant bacteria activity, and biological antibacterial materials containing the glycosyl compound, such as biomedical materials. Background technique [0002] Nanomaterials refer to materials whose structural units have a size ranging from 1 nanometer to 100 nanometers. Since the size is close to the coherence length of electrons, its properties change greatly due to self-organization brought about by strong coherence. Moreover, its scale is close to the wavelength of light, and it has a special effect of a large surface, so the properties exhibited, such as melting point, magnetism, optics, thermal conductivity, electrical conductivity, etc., are often different from those of the substance in its overall state. nature. [0003] Antibacterial materials are emerging eco-e...

Claims

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Application Information

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IPC IPC(8): C07H15/26C07H1/00A61K31/7056A61P31/04A61P31/02A61L27/00A61L27/20A61L27/54G01N33/569
CPCA61L27/00A61L27/20A61L27/54A61P31/02A61P31/04G01N33/56911C07H1/00C07H15/26A61L2300/404
Inventor 贺晓鹏陈代杰胡习乐陈国荣
Owner EAST CHINA UNIV OF SCI & TECH
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