Diclofenac copper complexes capable of inhibiting urease activity and preparation method of complexes

A technology of urease activity and diclofenac, applied in copper organic compounds, organic chemical methods, organic chemistry, etc., can solve the problems of short effective inhibition time, low efficiency, poor absorption, etc.

Inactive Publication Date: 2015-06-10
SHANDONG UNIV OF TECH
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Currently commonly used urease inhibitors are small organic molecules, most of which have the disadvantages of short effective inhibition time, low effic

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
  • Diclofenac copper complexes capable of inhibiting urease activity and preparation method of complexes
  • Diclofenac copper complexes capable of inhibiting urease activity and preparation method of complexes
  • Diclofenac copper complexes capable of inhibiting urease activity and preparation method of complexes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1: Preparation of a copper complex (complex 1) with diclofenac and 1,3-propanediamine as ligands.

[0021] Preparation of diclofenac sodium solution (0.1mmol / ML methanol): Accurately weigh 0.318g (1mmol) of diclofenac sodium and dissolve in 10mL methanol. Preparation of copper perchlorate solution (0.1mmol / mL methanol): accurately weigh copper perchlorate [Cu(ClO 4 ) 2 .6H 2 O] 0.37g (1mmol) was dissolved in 10mL methanol. Preparation of 1,3-propylenediamine solution (1mmol / mL methanol): Accurately weigh 0.74g (10mmol) of 1,3-propylenediamine and dissolve it in 10mL methanol. Accurately measure 10 mL of diclofenac sodium solution (0.1 mmol / mL methanol) and 5 mL of copper perchlorate solution (0.1 mmol / mL methanol) in a beaker, add methanol to 60 mL, stir at room temperature for 5 minutes, then add 1,3-propane dropwise Diamine solution (1mmol / mL methanol) 0.1mL, sealed with parafilm, pierced with a toothpick on the parafilm, left to stand at room temperature ...

Embodiment 2

[0024] Example 2: Preparation of a copper complex (complex 2) with diclofenac and imidazole as ligands.

[0025] Preparation of diclofenac sodium solution (0.1 mmol / mL): Accurately weigh 0.318 g (1 mmol) of diclofenac sodium and dissolve in 10 mL of a mixed solvent of methanol and dichloromethane (the volume ratio of methanol to dichloromethane is 1:3). Preparation of copper perchlorate solution (0.1mmol / mL): Accurately weigh copper perchlorate [Cu(ClO 4 ) 2 .6H 2 O] 0.37g (1mmol) was dissolved in 10mL methanol. Preparation of imidazole solution (1mmol / mL): Accurately weigh 0.68g (10mmol) of imidazole and dissolve in 10mL of methanol. Accurately measure 2 mL of diclofenac sodium solution (0.1 mmol / mL methanol: dichloromethane volume ratio of 1:3) and 1 mL of copper perchlorate solution (0.1 mmol / mL methanol) in a beaker, then add dropwise imidazole solution (1 mmol / mL mL methanol) 0.1mL, add a mixed solvent of methanol and dichloromethane (methanol:dichloromethane volume r...

Embodiment 3

[0028] Example 3: Preparation of a copper complex (complex 3) using diclofenac and 2,2'-bipyridine as ligands.

[0029] The preparation method of diclofenac sodium solution (0.1mmol / mL) and copper perchlorate solution (0.1mmol / mL) is the same as in Example 2. Prepare 1mmol / mL 2,2’-bipyridine solution: Accurately weigh 1.56g (10mmol) of 2,2’-bipyridine and dissolve it in 10mL of methanol. Accurately measure 2mL of diclofenac sodium solution (0.1mmol / mL, the volume ratio of methanol to dichloromethane is 1:3) and 0.1mL of 2,2'-bipyridyl solution (1mmol / mL methanol) in a test tube and mix them evenly. Add 4mL of a mixed solution of methanol and dichloromethane (the volume ratio of methanol to dichloromethane is 1:1) 4mL, then add 1 mL of copper perchlorate solution (0.1mmol / mL methanol) to the test tube, and seal it with a parafilm. The sealing film was pierced with a toothpick, left to stand at room temperature and volatilized slowly. After a few days, green massive crystals pr...

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 relates to three diclofenac copper complexes capable of inhibiting urease activity and a preparation method of the complexes and belongs to the technical fields of complex synthesis and pharmaceutical chemistry. The three complexes all have copper ions as central ions, wherein the complex 1 is of a binuclear structure with the diclofenac and 1,3-propane diamine as the ligands; the complex 2 is of a single structure with the diclofenac and imidazole as the ligands; and the complex 3 is of a mononuclear structure with the diclofenac and 2,2'-dipyridyl as the ligands. Discovered via tests, the urease inhibiting IC50 values of the complexes 1, 2 and 3 are 0.132mu mol/L, 0.25mu mol/L and 0.448mu mol/L, respectively, and the inhibition rate to the urease activity is 50%; and in contrast, the IC50 value of the positive control N-hydroxyacetamide is 12.5mu mol/L, and therefore, the complexes are all superior to the positive control in urease activity inhibition, and are excellent urease inhibitors.

Description

technical field [0001] The invention relates to three diclofenac copper complexes with urease-inhibiting activity and a preparation method thereof, belonging to the technical fields of complex synthesis and medicinal chemistry. Background technique [0002] The invention relates to a metal complex with urease-inhibiting activity, a preparation method and application thereof, and belongs to the technical field of organic synthesis. [0003] Helicobacter pylori (Hp) can induce human chronic gastritis, peptic ulcer, gastric mucosa-associated lymphoid tissue lymphoma, and intestinal gastric cancer. The World Health Organization (WHO) has listed Hp as a class I carcinogen of human gastric cancer. Hp can survive in the stomach, thanks to its high activity urease, which can catalyze the hydrolysis of urea into ammonia and carbon dioxide, and the formed ammonia cloud protection layer can enable Helicobacter pylori to survive in the gastric acid environment, and substances that can ...

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
IPC IPC(8): C07F1/08A61P1/04A61P1/00A61P35/00
CPCC07B2200/13C07F1/08
Inventor 朱海亮盛桂华丁霜霜胡晓明孔爽周欣李闯
Owner SHANDONG UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap