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Antibacterial organic compound as well as preparation method and application thereof

A technology of organic compounds and antibacterial agents, which is applied in the preparation of organic compounds, hydroxyl compounds, and nitro compounds, etc., can solve problems such as the increase in the number of multidrug-resistant strains, and achieve long-term antibacterial ability, significant effect, and reduced The effect of the speed of resistance

Inactive Publication Date: 2021-08-03
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the overuse of antibiotics has made bacteria more and more resistant to antibiotics, and the number of multidrug-resistant strains continues to grow

Method used

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  • Antibacterial organic compound as well as preparation method and application thereof
  • Antibacterial organic compound as well as preparation method and application thereof
  • Antibacterial organic compound as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0065] Embodiment 1: the synthesis of BNTC

[0066] The synthetic route is attached figure 1 .

[0067] In a nitrogen atmosphere, at 0 ° C, to a solution containing diphenylmethane (2.5 g, 15 mmol) in anhydrous tetrahydrofuran (40 mL) was added 9 mL of a 1.6 M n-butyllithium solution in hexane, at which temperature the obtained The orange-red solution was stirred for 30 minutes. After addition of 4,4'-dibromobenzophenone (5.1 g, 15 mmol), the reaction mixture was allowed to warm to room temperature and stirring was continued for 6 hours. Afterwards, the reaction mixture was quenched with aqueous ammonium chloride solution, followed by multiple extractions with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, and the crude alcohol product was obtained by evaporating the solvent. The obtained crude alcohol product was dissolved in about 100 ml of toluene, and p-toluenesulfonic acid (1.15 g, 6.0 mmol) was added, and the reaction mixture was refluxed...

Embodiment 2

[0071] Embodiment 2: the synthesis of BOTC

[0072] The synthetic route is attached Figure 4 .

[0073] 4,4'-dibromobenzophenone (3.91g, 11.5mmol), 4,4'-dimethoxybenzophenone (2.79g, 11.5mmol) and zinc powder (5.97g, 92mmol) were dissolved in dehydrated tetrahydrofuran, then the mixture was purged with nitrogen. Titanium tetrachloride (8.72 g, 46 mmol) was added to the above mixture under nitrogen protection, and the acetone bath was maintained for 0.5 hours. The mixture was then refluxed under nitrogen for 9 hours and then cooled to room temperature. After adding saturated potassium carbonate solution, it was extracted three times with dichloromethane. The organic phase was dried with anhydrous sodium sulfate to obtain a crude product, which was purified on a silica gel column using petroleum ether / dichloromethane (5 / 1v / v) as the eluent to obtain intermediate product 3 as a light yellow powder (Yield 35%).

[0074] Intermediate 3 (550mg, 1.0mmol), 4-methoxycarbonylphen...

Embodiment 3

[0076] Embodiment 3: the preparation of magnesium aluminum ultrathin hydrotalcite nanosheet (LDH)

[0077] Solution A: Mg(NO 3 ) 2 ·6H 2 O(0.4mmol), Al(NO 3 ) 3 9H 2 O (0.2 mmol) was dissolved in 20 mL of deionized water.

[0078] Solution B: NaNO 3 (0.2 mmol) was dissolved in 40 mL of deionized water containing 25% formamide.

[0079] Solution C: NaOH (4.5 mmol) was dissolved in 20 mL of deionized water. Add solution A and solution C to solution B rapidly at 80°C, and after stirring vigorously for 20 minutes, wash the obtained hydrotalcite with water and ethanol several times to neutrality, then perform dialysis (3kDa) to remove formamide, and finally in Resuspend in water for later use.

[0080] as attached Figure 7 , the ultra-thin hydrotalcite was characterized by transmission electron microscopy, the prepared ultra-thin hydrotalcite is a sheet structure, the particle size is about 70nm.

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Abstract

The invention relates to the technical field of antibacterial agents, and particularly discloses an antibacterial organic compound as well as a preparation method and application thereof. The structural formula of the antibacterial organic compound is as shown in formula I, wherein R is selected from -NO2 or -OCH3. The antibacterial compound provided by the invention has an obvious antibacterial effect on gram-positive bacteria, and can show an obvious inhibition effect on staphylococcus aureus at an extremely low concentration (0.05-0.1 [mu]g / mL), which is lower than the MIC values of most of common antibiotics. The antibacterial compound provided by the invention not only has an antibacterial effect, but also can be used for dyeing bacteria and carrying out fluorescence imaging on the bacteria. The antibacterial compound provided by the invention is compounded with an organic molecular nano-material hydrotalcite used as a nano-carrier, so that the speed of generating drug resistance of bacteria to the organic antibacterial agent can be greatly reduced, slow release of the organic antibacterial agent can be formed by virtue of the hydrotalcite, and therefore, the long-term antibacterial ability of the organic antibacterial agent is improved.

Description

technical field [0001] The invention relates to the technical field of antibacterial agents, in particular to a novel antibacterial organic compound. Background technique [0002] Bacterial infection is one of the major challenges facing human health. Recent projections suggest that bacterial infections will kill 10 million people a year by 2050, more deaths than are currently caused by cancer. [0003] Antibiotics are currently the main therapeutic strategy for the treatment of planktonic bacterial infections and biofilm infections, and they act on bacteria by targeting fundamental life processes such as inhibiting cell wall synthesis and interfering with the synthesis of important proteins, DNA and RNA. However, the overuse of antibiotics has made bacteria more and more resistant to antibiotics, and the number of multidrug-resistant strains continues to grow. Vancomycin is known as the "last antibiotic" for humans because of its strong bactericidal ability. However, with...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/38C07C33/46C07C17/35C07C25/24C07C201/08C07C205/12C07C201/12C07C205/57C07C51/09C07C65/28C07C67/343C07C69/76C07C41/30C07C43/225A01N37/38A01N37/48A01P1/00C09K11/06C09B23/14C09B23/10A61K31/194A61P31/04G01N21/64
CPCC07C29/38C07C33/46C07C17/35C07C25/24C07C201/08C07C205/12C07C201/12C07C205/57C07C51/09C07C65/28C07C67/343C07C69/76C07C41/30C07C43/225A01N37/38A01N37/48C09K11/06C09B23/148A61K31/194A61P31/04G01N21/6402C09K2211/1007Y02A50/30
Inventor 王卓王振国
Owner BEIJING UNIV OF CHEM TECH
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