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Compounds and their preparation methods and applications

A compound and a technology for preparing drugs, which are applied in the fields of sulfonate ester preparation, organic chemistry, and drug combination, etc., can solve the problems that the preparation method of gold nanoparticles needs to be improved, and achieve excellent anticancer activity, less toxic and side effects, and easy to expand effects

Active Publication Date: 2018-04-20
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the preparation methods of gold nanoparticles still need to be improved

Method used

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  • Compounds and their preparation methods and applications
  • Compounds and their preparation methods and applications
  • Compounds and their preparation methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1: the synthesis of selenium-containing small molecule

[0045] The synthesis of selenium-containing small molecule EGSe-tMe mainly includes the following steps:

[0046] 1) Mix 2.62g of triethylene glycol monomethyl ether (16mmol) with 2.02g of triethylamine (20mmol), and stir in an ice-water bath. Dissolve 3.82g of p-toluenesulfonyl chloride (20mmol) in 10mL of dichloromethane, and slowly add it dropwise to the above mixture with a constant pressure dropping funnel. Then it was stirred at 30°C for 3 hours, the liquid was separated, and the solvent was evaporated to dryness under vacuum. The crude product was purified by column chromatography (dichloromethane:ethyl acetate=4:1) to obtain compound 3.

[0047]

[0048] 2) Take 0.227g of sodium borohydride (6mmol) and 0.474g of selenium powder (6mmol), put them in a 100mL round-bottomed flask, add water, open the reaction for 5 minutes, and react in a closed manner at 50 degrees Celsius for 20 minutes to ob...

Embodiment 2

[0052] Example 2: Synthesis and morphology characterization of selenium-stabilized gold nanoparticles

[0053] The selenium-containing small molecule EGSe-tMe was dissolved in pure water, and its concentration was controlled to be 0.5mM. Chlorauric acid was added thereto to control its concentration to 0.25mM. After standing for a period of time, gold nanoparticles (AuNP / Se) stabilized by selenium were obtained. The prepared gold nanoparticles were adsorbed on the carbon-supported copper grid, and characterized by transmission electron microscopy. The results are as follows: figure 1 shown.

Embodiment 3

[0054] Example 3: Synthesis and morphology characterization of selenium-stabilized gold nanoparticles

[0055] The selenium-containing small molecule EGSe-tMe was dissolved in pure water, and its concentration was controlled to be 0.25mM. Chlorauric acid was added thereto to control its concentration to 0.25mM. After standing for a period of time, gold nanoparticles (AuNP / Se) stabilized by selenium were obtained. The prepared gold nanoparticles were adsorbed on the carbon-supported copper grid, and characterized by transmission electron microscopy. The results are as follows: figure 2 shown.

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Abstract

The invention relates to a compound and a preparation method and application thereof. Specifically, the compound is a compound shown as a formula (I) or a stereoisomer, a tautomer, a solvate, a metabolism product, a pharmaceuticallyacceptable salt or a prodrug of the compound shown in the formula (I); the compound has anticancer activity; furthermore, gold nanoparticles can be prepared by taking the compound as a reducing agent and a stabilizing agent, so that the gold nanoparticles can be prepared with a one-step method; the prepared gold nanoparticles show superior antitumor activity. The formula (I) is shown in the description.

Description

technical field [0001] The present invention relates to the field of pharmaceutical technology, specifically, the present invention relates to compounds and their preparation methods and applications, and more specifically, the present invention relates to compounds represented by formula (I) and their preparation methods and applications. Background technique [0002] Gold nanoparticles refer to gold particles with a diameter in the range of 1-100 nanometers. In addition to the properties shared by metal nanoparticles, they also have special bio-affinity effects. In general, the preparation of gold nanoparticles requires a two-step process: the reduction of chloroauric acid and the stabilization of gold nanoparticles. Commonly used reducing agents are sodium borohydride and ascorbic acid, while commonly used stabilizers are mercaptans. Gold nanoparticles are widely used in biomedicine, mainly for the diagnosis and treatment of diseases such as cancer. [0003] However, th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C391/00A61K31/095A61K33/24A61K47/24B22F9/24B82Y40/00A61P35/00
CPCA61K31/095A61K33/24A61K47/24B22F9/24B82Y40/00C07C303/28C07C391/00C07C309/73A61K2300/00
Inventor 许华平李天予徐俊
Owner TSINGHUA UNIV