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Silver/polydiguanide complex, preparation method thereof, and antibacterial composition containing the same as an active ingredient

A polycondensed biguanide and complex technology, applied in the direction of organic active ingredients, medical preparations containing active ingredients, inorganic active ingredients, etc., can solve problems such as lack of stability

Inactive Publication Date: 2012-07-11
SEOUL NAT UNIV R&DB FOUND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Although the solid antibacterial agent containing divalent silver solves the problem of the liquid state of the divalent silver antibacterial agent, the product still suffers from lack of stability in long-term storage in a solid state

Method used

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  • Silver/polydiguanide complex, preparation method thereof, and antibacterial composition containing the same as an active ingredient
  • Silver/polydiguanide complex, preparation method thereof, and antibacterial composition containing the same as an active ingredient
  • Silver/polydiguanide complex, preparation method thereof, and antibacterial composition containing the same as an active ingredient

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0113] The preparation of microcrystalline silver (I) / chlorhexidine complex 1

[0114] Step 1 of Preparation #1: Prepare an aqueous solution of chlorhexidine

[0115] 0.49 mmol of chlorhexidine (1,1'-hexamethylenebis[5-p-chlorophenyl]biguanide) (0.25 g) was dissolved in 25 ml of dilute sulfuric acid (2N) and stirred to prepare an aqueous chlorhexidine solution.

[0116] Step 2 of Preparation #1: Add an aqueous solution containing silver(I)

[0117] To the aqueous chlorhexidine solution prepared in Step 1 of Preparation #1 was added dropwise an aqueous solution (1.25 ml) containing 0.05 mmol of silver nitrate (0.085 g).

[0118] Step 3 of Preparation #1: Precipitating Microcrystalline Silver(I) / Polybiguanidine Complex

[0119] The pH of the reaction mixture was then adjusted to 7.0 by dropwise adding a saturated aqueous solution of sodium bicarbonate to the silver(I) / chlorhexidine reaction mixture prepared in step 2. The reaction mixture was kept under agitation for a...

Embodiment 2

[0122] The preparation of microcrystalline silver (II) / chlorhexidine complex 1

[0123] Step 1 of Preparation #3: Preparation of Aqueous Chlorhexidine

[0124] 0.49 mmol of chlorhexidine (1,1'-hexamethylenebis[5-p-chlorophenyl]biguanide) (0.25 g) was dissolved in 25 ml of dilute sulfuric acid (2N) and stirred to prepare an aqueous chlorhexidine solution.

[0125] Step 2 of Preparation #3: Adding an aqueous solution containing silver(I)

[0126] To the chlorhexidine solution prepared in Step 1 of Preparation #3 was added dropwise an aqueous solution (1.25 ml) containing 0.05 mmol of silver nitrate (0.085 g).

[0127] Step 3 of Preparation #3: Add Oxidizer

[0128] To the reaction mixture of silver(I) and chlorhexidine prepared in step 2 of Preparation #3 was added an aqueous solution (1.25 ml) containing 0.99 mmol of sodium persulfate (0.235 g) as an oxidizing agent.

[0129] Step 4 of Preparation #3: Preparation of Microcrystalline Silver(II) / Polybiguanidine Comple...

Embodiment 3

[0133] The preparation of microcrystalline silver (II) / chlorhexidine complex 2

[0134] A microcrystalline silver(II) / chlorhexidine complex was obtained in the same manner as in Example 2 except that nitric acid was used instead of sulfuric acid in Step 1 in Example 2.

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Abstract

The present invention relates to a silver / polydiguanide complex and derivatives thereof including silver and polydiguanide having at least two biguanide moieties, wherein the silver is stabilized in an oxidation state of an integer of 0 to 4, a mole ratio between the silver and the polydiguanide is 1: 1-4, an average particle diameter of the complex is micrometer or nanometer, and zeta potential of the complex is greater than or equal to zero, a preparation method thereof, and an antibacterial composition for burns or wounds treatment including the same as an active ingredient. A silver / polydiguanide complex according to the present invention is different from conventional silver / polydiguanide complexes in carbon, hydrogen, and nitrogen contents as well as in structure of silver and polydiguanide, and solubility, is a material that exhibits a very good antibacterial activity due to a much lower minimal inhibitory concentration (MIC) value by 10 to 100 folds or more compared to silver sulfadiazine which is a conventional therapeutic agent for burns, and may be usefully used as an antibacterial composition for burns or wounds treatment.

Description

technical field [0001] The present invention relates to silver / polybiguanide complexes, processes for their preparation and antibacterial compositions containing said silver / polybiguanide complexes as active ingredients. Background technique [0002] Silver metal, silver salts (such as AgNO 3 ) and silver complexes to combat infection and control spoilage in a variety of pharmaceutical and healthcare applications, including anti-infective coatings in medical devices, post-operative wound management, and burn management. Because the metal attacks multiple targets in the organism, it is difficult for microorganisms to develop resistance to silver, as they do against conventional and highly targeted antibiotics. In effect, they had to develop multiple mutations at the same time to protect themselves. Silver ions have been noted to be responsible for the antibacterial activity. Silver's antibacterial mechanisms can include modification of sulfur-containing cell membranes, inh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K33/38A61K31/155A61P17/02A61P17/00C07F1/10
CPCC07F1/10A61K33/38A61K31/155C07F1/005A61P17/00A61P17/02A61P31/04Y10T428/2982
Inventor 宋俊明苏克德布·帕尔
Owner SEOUL NAT UNIV R&DB FOUND
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