CN104926889A - Sucrose sulfate copper and silver compound as well as preparation method and application thereof - Google Patents

Abstract

The invention discloses sucrose sulfate ester copper-silver compounds, whose structural formula is (I): Wherein, R represents 1/2 Cu or Ag or H, and the number of 1/2 Cu or Ag in the sucrose sulfate copper-silver compound is greater than 1. The invention also relates to a preparation method of the compound, a pharmaceutical composition containing the compound as an active ingredient, and the application of the compound and the pharmaceutical composition of the invention in the preparation of medicines for treating burn wounds and other trauma infections. The compound of the present invention has high-efficiency and broad-spectrum antibacterial activity, and the pharmaceutical composition of the compound has high-efficiency antibacterial and anti-inflammatory activities and the activity of promoting wound and burn healing.

Description

Sucrose sulfate copper-silver compound and its production method and use

technical field

The invention relates to the field of medical technology, in particular to sucrose sulfate copper-silver compounds, a preparation method and application thereof.

Background technique

Copper and silver ions have a long history of being used as antibacterial disinfectants to sterilize bacteria. Silver-copper series antibacterial powders have killing and inhibiting effects on Escherichia coli, Staphylococcus aureus, cholera, hepatitis B virus, etc. Ag ⁺ and Cu ²⁺ mainly cause damage to the active components of Escherichia coli through contact reactions Or produce obstacles, when trace amounts of Ag ⁺ and Cu ²⁺ reach the bacterial cells, the bacterial cell walls and cell membranes are negatively charged, relying on electrostatic attraction, the bacterial cell walls and cell membranes firmly adsorb Ag ⁺ , Cu ²⁺ , Ag ⁺ and Cu ²⁺ penetrate the cell membrane and enter the cell, coagulate the protein, destroy the activity of the bacterial cell synthase, and cause the dissolution and death of the bacteria.

The basic aluminum salt formed by sucrose octasulfate and metal aluminum has been widely used clinically to treat intestinal-gastric ulcers. This compound is dissociated into aluminum hydroxide and sulfated sucrose complexes in the stomach, which are natural and non-toxic substances , the former has an anti-acid effect, and the latter combines with positively charged proteins on the surface of the lesion to form a protective film, which firmly adheres to the epithelial cells and ulcer base to prevent the erosion of gastric acid and digestive enzymes.

The existing antibacterial drugs for treating burn wounds and other trauma infections mainly include antibiotics and sulfonamides. Long-term large-scale use of antibiotics and antibacterial drugs will produce systemic toxic and side effects, such as long-term external use of gentamicin, which will cause ototoxicity and nephrotoxicity; Antibacterial drugs are ineffective and will cause new problems for clinical treatment. Sulfonamides are broad-spectrum antimicrobials, but because many common clinical pathogens are resistant to such drugs, they are only used for infections caused by sensitive bacteria and other sensitive pathogenic microorganisms. Therefore, in order to effectively and safely treat burn wounds and other traumatic infections clinically, there is still a need for a novel compound that can effectively kill bacteria, inhibit bacterial infection, and repair the infected skin.

Contents of the invention

As a result of various extensive and meticulous studies and experiments, the inventors of the present invention have found that when specific sucrose sulfate copper-silver compounds are contained in antibacterial agents for the treatment of burn wounds and other traumatic infections, said compounds are helpful It is used to improve the antibacterial properties of the skin after trauma infection. Based on this finding, the present invention has been accomplished.

The object of the present invention is to provide a class of sucrose sulfate copper-silver compounds with medicinal value and pharmaceutical compositions containing sucrose sulfate copper-silver compounds, as well as their preparation methods and uses, so as to treat burn wounds and other traumas for humans Infections offer more avenues for drug selection.

A still further object of the present invention is to solve at least the above-mentioned problems and/or disadvantages and to provide at least the advantages that will be described hereinafter.

The technical scheme provided by the invention is:

Sucrose sulfate ester copper-silver compound, its structural formula is (I):

Wherein, R represents 1/2 Cu or Ag or H, and the number of 1/2 Cu or Ag in the sucrose sulfate copper-silver compound is greater than 1. The valence of Cu ²⁺ is positive divalent, and one Cu ²⁺ will exchange ions with two H ⁺ to achieve charge balance. The substituent of sucrose sulfate copper and silver compounds is relatively large. If one Cu ²⁺ and intramolecular The combination of two sulfate ester groups has a large steric hindrance and is not easy to occur. Therefore, the sucrose sulfate copper-silver compound will carry out intermolecular bonding, and one Cu ²⁺ will perform ion exchange with the H ⁺ on the two molecules, thereby A molecule of sucrose sulfate copper-silver compound only accounts for 1/2 of Cu ²⁺ .

The preparation method of described sucrose sulfate ester copper-silver compound, comprises the following steps:

Step 1, the aqueous solution of sodium sucrose sulfate and double distilled water are eluted successively through the first strong acid type cation exchange resin, and the eluents are combined to obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, the aqueous solution of sucrose sulfate obtained in step 1 and the double-distilled water are eluted successively by the second weakly acidic cation exchange resin with Cu ²⁺ , and the combined eluents are obtained to obtain the aqueous solution of sucrose sulfate copper compound , the structural formula (III) of sucrose sulfate copper compounds is as follows;

Wherein R' represents 1/2 Cu or H, and the number of 1/2 Cu or H in the copper sucrose sulfate compound is greater than 1;

Step 3, the aqueous solution of the sucrose sulfate copper compound obtained in step 2 and the double-distilled water are successively eluted by the third weak acid type cation exchange resin with Ag ⁺ , and the eluent is combined to obtain the sucrose sulfate copper-silver compound. Aqueous solution of the compound.

Preferably, in the preparation method of described sucrose sulfate ester copper-silver compound, the second weakly acidic cation exchange resin that is adsorbed with Cu ²⁺ undergoes a pretreatment step:

_3.7-4.2 parts by weight of CuSO are dissolved in double distilled water and then eluted by the second weakly acidic cation exchange resin, and then the second weakly acidic cation exchange resin is washed with distilled water until there is no free Cu ²⁺ , to obtain the second weakly acidic cation exchange resin adsorbed with Cu ²⁺ .

Preferably, in the preparation method of the sucrose sulfate copper-silver compound, the third weakly acidic cation exchange resin adsorbed with Ag ⁺ undergoes a pretreatment step:

dissolving 3.7-4.2 parts by weight of AgNO3 in double-distilled water and eluting through the _third weakly acidic cation exchange resin, and then washing the third weakly acidic cation exchange resin with distilled water until there is no free Ag ⁺ , That is, the third weak acid cation exchange resin adsorbed with Ag ⁺ is obtained.

Preferably, the method for preparing the sucrose sulfate copper-silver compound further includes: removing impurities from the aqueous solution of the sucrose sulfate copper-silver compound obtained in step 3 to prepare the sucrose sulfate copper-silver compound.

Preferably, in the preparation method of described sucrose sulfate ester copper-silver compound, removing impurities and preparing described sucrose sulfate ester copper-silver compound comprises the following steps:

Step a, adding 500-550 parts by weight of absolute ethanol to the aqueous solution of sucrose sulfate copper and silver compounds obtained in step 3, standing for 0.5-1.0h until the solids are completely precipitated, and centrifuging to obtain sucrose sulfate Copper-silver compound solid;

Step b, washing the sucrose sulfate ester copper-silver compound solid obtained in step a twice with 10-15 parts by weight of acetone, and drying to obtain the sucrose sulfate ester copper-silver compound.

Preferably, in the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

Preferably, in the preparation method of sucrose sulfate copper-silver compounds, both the second weak acid type cation exchange resin and the third weak acid type cation exchange resin are regenerated IRC-50 ion exchange resins.

A pharmaceutical composition for treating burn wounds and other trauma infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Application of the sucrose sulfate copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

The present invention at least includes the following beneficial effects:

The present invention combines copper ions and silver ions with sucrose sulfate, fully utilizes the strong bactericidal ability of copper ions and silver ions and the repairing effect of sucrose esters on human skin damage, and prepares sucrose sulfate copper-silver compounds. Bacteriostasis experiments, and the activity experiment of the pharmaceutical composition of the compound in the treatment of rat skin wound burn infection show that the compound has high-efficiency, broad-spectrum antibacterial activity, and the pharmaceutical composition of the compound has high-efficiency antibacterial, anti-inflammatory and wound-promoting effects. Activity in burn healing.

Other advantages, objectives and features of the present invention will partly be embodied through the following descriptions, and partly will be understood by those skilled in the art through the study and practice of the present invention.

Description of drawings

Fig. 1 is the infrared spectrogram of the embodiment of the present invention 4 sucrose sulfate copper-silver compounds;

Fig. 2 is the ultraviolet spectrogram of the sucrose sulfate copper-silver compound of Example 4 of the present invention.

Detailed ways

The present invention will be further described in detail below in conjunction with the embodiments, so that those skilled in the art can implement it with reference to the description.

Example 1

A kind of sucrose sulfate ester copper-silver compound, its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, the aqueous solution of sodium sucrose sulfate and double distilled water are eluted successively through the first strong acid type cation exchange resin, and the eluents are combined to obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, the aqueous solution of sucrose sulfate obtained in step 1 and double-distilled water are successively eluted by the second weakly acidic cation exchange resin with Cu ²⁺ , and the combined eluent obtains the aqueous solution of sucrose sulfate copper compound, The structural formula (III) of sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step 3, the aqueous solution and the double-distilled water of the sucrose sulfate copper compound obtained in step 2 are eluted successively by the third weakly acidic cation exchange resin with Ag ⁺ , and the eluents are combined to obtain the sucrose sulfate copper-silver compound. aqueous solution.

In the preparation method of described sucrose sulfate ester copper-silver compound, described adsorption has Cu The second weakly acidic cation exchange resin of Cu ²⁺ is through pretreatment step:

Parts by weight are 3.7 parts of _CuSO dissolved in double distilled water and then eluted by the second weakly acidic cation exchange resin, and then the second weakly acidic cation exchange resin is washed with distilled water until free of Cu ²⁺ , i.e. Obtain the second weakly acidic cation exchange resin adsorbed with Cu ²⁺ . In the process of washing with distilled water, the fresh eluate was continuously collected and added with sodium hydroxide solution. No blue precipitate was formed, indicating that there was no free Cu ²⁺ .

In the preparation method of the described sucrose sulfate ester copper-silver compound, the third weakly acidic cation exchange resin that is adsorbed with ^Ag goes through a pretreatment step:

Dissolving 3.7 parts by weight of AgNO3 in double distilled water and then eluting through the _third weakly acidic cation exchange resin, and then washing the third weakly acidic cation exchange resin with distilled water until there is no free Ag ⁺ , to obtain The third weakly acidic cation exchange resin with Ag ⁺ adsorbed on it. In the process of washing with distilled water, the fresh eluate was continuously collected and added with hydrochloric acid solution, but no white precipitate was formed, indicating that there was no free Ag ⁺ .

In the preparation method of the sucrose sulfate ester copper-silver compound, it also includes: removing impurities from the aqueous solution of the sucrose sulfate ester copper-silver compound obtained in step 3 to prepare the sucrose sulfate ester copper-silver compound.

In the preparation method of described sucrose sulfate ester copper-silver compound, impurity removal prepares described sucrose sulfate ester copper-silver compound, comprises the following steps:

Step a, adding 500 parts by weight of absolute ethanol to the aqueous solution of the sucrose sulfate copper-silver compound obtained in step 3, standing for 0.5h until the solid is completely precipitated, and centrifuging to obtain the sucrose sulfate copper-silver compound solid; The sucrose sulfate copper-silver compound is insoluble in organic solvents, and water and absolute ethanol are miscible. Adding a large amount of absolute ethanol will reduce the proportion of water in the solution, causing the sucrose sulfate copper-silver compound to precipitate. At this time, the mixed solution is Turbid, settling slowly, after centrifugation, the sucrose sulfate copper-silver compound solid can be separated.

Step b, washing the sucrose sulfate ester copper-silver compound solid obtained in step a twice with 10-15 parts by weight of acetone, and drying to obtain the sucrose sulfate ester copper-silver compound. Acetone can be used to remove the residual alcohol-water mixture, and after the acetone volatilizes, dry sucrose sulfate copper-silver compound can be obtained.

In the preparation method of described sucrose sulfate copper compound, the preparation method of sodium sucrose sulfate aqueous solution in described step 1 is:

2.0 parts by weight of sodium sucrose sulfate were dissolved in 30 parts by weight of double distilled water to obtain the aqueous solution of sodium sucrose sulfate.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate ester copper-silver compound, the second weakly acidic cation exchange resin and the third weakly acidic cation exchange resin are regenerated IRC-50 ion exchange resins.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Pharmaceutically acceptable carriers refer to conventional drug carriers in the pharmaceutical field, such as: diluents, excipients such as water, etc.; fillers such as starch, sucrose, etc.; Vinyl pyrrolidone, etc.; wetting agents such as glycerin, white petrolatum, liquid paraffin, etc.; emulsifiers such as glyceryl monostearate; absorption promoters such as quaternary ammonium compounds; surfactants such as cetyl alcohol, stearyl alcohol, etc.; adsorption Carriers such as kaolin and bentonite; lubricants such as talc, calcium and magnesium stearate, and polyethylene glycol. In addition, other adjuvants such as flavoring agents and sweetening agents can also be added to the composition.

The sucrose sulfate copper-silver compound of the present invention can be applied externally in the form of a composition to patients who need to be treated for skin burn wounds and other trauma infections.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

Various dosage forms of the pharmaceutical composition of the present invention can be prepared according to conventional production methods in the field of pharmacy. For example, the active ingredient is mixed with one or more carriers and brought into the desired dosage form.

Example 1 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 2

A kind of sucrose sulfate ester copper-silver compound, its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, the aqueous solution of sodium sucrose sulfate and double distilled water are eluted successively through the first strong acid type cation exchange resin, and the eluents are combined to obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, the aqueous solution of sucrose sulfate obtained in step 1 and double-distilled water are successively eluted by the second weakly acidic cation exchange resin with Cu ²⁺ , and the combined eluent obtains the aqueous solution of sucrose sulfate copper compound, The structural formula (III) of sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step 3, the aqueous solution and the double-distilled water of the sucrose sulfate copper compound obtained in step 2 are eluted successively by the third weakly acidic cation exchange resin with Ag ⁺ , and the eluents are combined to obtain the sucrose sulfate copper-silver compound. aqueous solution.

In the preparation method of described sucrose sulfate ester copper-silver compound, described adsorption has Cu The second weakly acidic cation exchange resin of Cu ²⁺ is through pretreatment step:

Parts by weight are 4.2 parts of _CuSO Dissolved in double distilled water and then eluted by the second weakly acidic cation exchange resin, then the second weakly acidic cation exchange resin is washed with distilled water until free Cu ²⁺ , i.e. Obtain the second weakly acidic cation exchange resin adsorbed with Cu ²⁺ . In the process of washing with distilled water, the fresh eluate was continuously collected and added with sodium hydroxide solution. No blue precipitate was formed, indicating that there was no free Cu ²⁺ .

In the preparation method of the described sucrose sulfate ester copper-silver compound, the third weakly acidic cation exchange resin that is adsorbed with ^Ag goes through a pretreatment step:

Dissolving 4.2 parts by weight of AgNO3 in double distilled water and then eluting through the _third weak acid type cation exchange resin, and then washing the third weak acid type cation exchange resin with distilled water until there is no free Ag ⁺ , to obtain The third weakly acidic cation exchange resin with Ag ⁺ adsorbed on it. In the process of washing with distilled water, the fresh eluate was continuously collected and added with hydrochloric acid solution, but no white precipitate was formed, indicating that there was no free Ag ⁺ .

In the preparation method of the sucrose sulfate ester copper-silver compound, it also includes: removing impurities from the aqueous solution of the sucrose sulfate ester copper-silver compound obtained in step 3 to prepare the sucrose sulfate ester copper-silver compound.

In the preparation method of described sucrose sulfate ester copper-silver compound, impurity removal prepares described sucrose sulfate ester copper-silver compound, comprises the following steps:

Step a, adding 550 parts by weight of absolute ethanol to the aqueous solution of the sucrose sulfate copper-silver compound obtained in step 3, let stand for 1.0h until the solid is completely precipitated, and centrifuge to obtain the sucrose sulfate copper-silver compound solid; The sucrose sulfate copper-silver compound is insoluble in organic solvents, and water and absolute ethanol are miscible. Adding a large amount of absolute ethanol will reduce the proportion of water in the solution, causing the sucrose sulfate copper-silver compound to precipitate. At this time, the mixed solution is Turbid, settling slowly, after centrifugation, the sucrose sulfate copper-silver compound solid can be separated.

Step b, washing the sucrose sulfate ester copper-silver compound solid obtained in step a twice with 15 parts by weight of acetone, and drying to obtain the sucrose sulfate ester copper-silver compound. Acetone can be used to remove the residual alcohol-water mixture. After the acetone volatilizes, dry copper sucrose sulfate solid can be obtained.

In the preparation method of described sucrose sulfate copper compound, the preparation method of sodium sucrose sulfate aqueous solution in described step 1 is:

2.2 parts by weight of sodium sucrose sulfate were dissolved in 35 parts by weight of double distilled water to obtain the aqueous solution of sodium sucrose sulfate.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate ester copper-silver compound, the second weakly acidic cation exchange resin and the third weakly acidic cation exchange resin are regenerated IRC-50 ion exchange resins.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Pharmaceutically acceptable carriers refer to conventional drug carriers in the pharmaceutical field, such as: diluents, excipients such as water, etc.; fillers such as starch, sucrose, etc.; Vinyl pyrrolidone, etc.; wetting agents such as glycerin, white petrolatum, liquid paraffin, etc.; emulsifiers such as glyceryl monostearate; absorption promoters such as quaternary ammonium compounds; surfactants such as cetyl alcohol, stearyl alcohol, etc.; adsorption Carriers such as kaolin and bentonite; lubricants such as talc, calcium and magnesium stearate, and polyethylene glycol. In addition, other adjuvants such as flavoring agents and sweetening agents can also be added to the composition.

The sucrose sulfate copper-silver compound of the present invention can be applied externally in the form of a composition to patients who need to be treated for skin burn wounds and other trauma infections.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

Various dosage forms of the pharmaceutical composition of the present invention can be prepared according to conventional production methods in the field of pharmacy. For example, the active ingredient is mixed with one or more carriers and brought into the desired dosage form.

Example 2 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 3

A kind of sucrose sulfate ester copper-silver compound, its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, the aqueous solution of sodium sucrose sulfate and double distilled water are eluted successively through the first strong acid type cation exchange resin, and the eluents are combined to obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, the aqueous solution of sucrose sulfate obtained in step 1 and double-distilled water are successively eluted by the second weakly acidic cation exchange resin with Cu ²⁺ , and the combined eluent obtains the aqueous solution of sucrose sulfate copper compound, The structural formula (III) of sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step 3, the aqueous solution and the double-distilled water of the sucrose sulfate copper compound obtained in step 2 are eluted successively by the third weakly acidic cation exchange resin with Ag ⁺ , and the eluents are combined to obtain the sucrose sulfate copper-silver compound. aqueous solution.

In the preparation method of described sucrose sulfate ester copper-silver compound, described adsorption has Cu The second weakly acidic cation exchange resin of Cu ²⁺ is through pretreatment step:

Parts by weight are _4.0 parts of CuSO dissolved in double distilled water and eluted by the second weakly acidic cation exchange resin, and then the second weakly acidic cation exchange resin is washed with distilled water until there is no free Cu ²⁺ , i.e. Obtain the second weakly acidic cation exchange resin adsorbed with Cu ²⁺ . In the process of washing with distilled water, the fresh eluate was continuously collected and added with sodium hydroxide solution. No blue precipitate was formed, indicating that there was no free Cu ²⁺ .

In the preparation method of the described sucrose sulfate ester copper-silver compound, the third weakly acidic cation exchange resin that is adsorbed with ^Ag goes through a pretreatment step:

Dissolving 4.0 parts by weight of AgNO3 in double distilled water and then eluting through the _third weakly acidic cation exchange resin, and then washing the third weakly acidic cation exchange resin with distilled water until there is no free Ag ⁺ , to obtain The third weakly acidic cation exchange resin with Ag ⁺ adsorbed on it. In the process of washing with distilled water, the fresh eluate was continuously collected and added with hydrochloric acid solution, but no white precipitate was formed, indicating that there was no free Ag ⁺ .

In the preparation method of the sucrose sulfate ester copper-silver compound, it also includes: removing impurities from the aqueous solution of the sucrose sulfate ester copper-silver compound obtained in step 3 to prepare the sucrose sulfate ester copper-silver compound.

In the preparation method of described sucrose sulfate ester copper-silver compound, impurity removal prepares described sucrose sulfate ester copper-silver compound, comprises the following steps:

Step a, adding 520 parts by weight of absolute ethanol to the aqueous solution of the sucrose sulfate copper-silver compound obtained in step 3, standing for 0.7h until the solid is completely precipitated, and centrifuging to obtain the sucrose sulfate copper-silver compound solid; The sucrose sulfate copper-silver compound is insoluble in organic solvents, and water and absolute ethanol are miscible. Adding a large amount of absolute ethanol will reduce the proportion of water in the solution, causing the sucrose sulfate copper-silver compound to precipitate. At this time, the mixed solution is Turbid, settling slowly, after centrifugation, the sucrose sulfate copper-silver compound solid can be separated.

Step b, washing the sucrose sulfate ester copper-silver compound solid obtained in step a twice with 10-15 parts by weight of acetone, and drying to obtain the sucrose sulfate ester copper-silver compound. Acetone can be used to remove the residual alcohol-water mixture. After the acetone volatilizes, dry copper sucrose sulfate solid can be obtained.

In the preparation method of described sucrose sulfate copper compound, the preparation method of sodium sucrose sulfate aqueous solution in described step 1 is:

Take 2.1 parts by weight of sodium sucrose sulfate and dissolve it in 32 parts by weight of double distilled water to obtain the aqueous solution of sodium sucrose sulfate.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate ester copper-silver compound, the second weakly acidic cation exchange resin and the third weakly acidic cation exchange resin are regenerated IRC-50 ion exchange resins.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Pharmaceutically acceptable carriers refer to conventional drug carriers in the pharmaceutical field, such as: diluents, excipients such as water, etc.; fillers such as starch, sucrose, etc.; Vinyl pyrrolidone, etc.; wetting agents such as glycerin, white petrolatum, liquid paraffin, etc.; emulsifiers such as glyceryl monostearate; absorption promoters such as quaternary ammonium compounds; surfactants such as cetyl alcohol, stearyl alcohol, etc.; adsorption Carriers such as kaolin and bentonite; lubricants such as talc, calcium and magnesium stearate, and polyethylene glycol. In addition, other adjuvants such as flavoring agents and sweetening agents can also be added to the composition.

The sucrose sulfate copper-silver compound of the present invention can be applied externally in the form of a composition to patients who need to be treated for skin burn wounds and other trauma infections.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

Various dosage forms of the pharmaceutical composition of the present invention can be prepared according to conventional production methods in the field of pharmacy. For example, the active ingredient is mixed with one or more carriers and brought into the desired dosage form.

Example 3 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 4

Sucrose sulfate ester copper-silver compound is characterized in that its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, the sucrose sulfate sodium that is 2.0 parts by weight is dissolved in the double distilled water that is 30 parts by weight, then the gained solution is passed through the first strong acid type cation strong acid type ion exchange resin, after eluting, collect the second One eluent, and the first strong acid type cation exchange resin is washed twice with 10 parts by weight of double distilled water, the second and third eluent are collected, and the first to the second eluent are combined Three eluents obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, 3.7 parts by weight of CuSO ₄ are dissolved in 100 parts by weight of double distilled water, and then the resulting solution is passed through the second weak acid type cation exchange resin, and after elution, the second weak acid type The cation exchange resin was washed with 900 parts by weight of distilled water until there was no free Cu ²⁺ , and then the aqueous solution of sucrose sulfate obtained in step 1 was passed through the second weakly acidic cation exchange resin, and after elution, the first Four eluents, then the second weakly acidic cation exchange resin was washed twice with 10 parts by weight of double distilled water, the fifth and sixth eluents were collected, and the fourth to the second eluents were combined Six eluents obtain the aqueous solution of the sucrose sulfate copper compound, and the structural formula (III) of the sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step ₃ : Dissolve 4.2 parts by weight of AgNO3 in 100 parts by weight of double distilled water, then pass the resulting solution through the third weak acid type cation exchange resin, after elution, the third weak acid type cation exchange resin The cation exchange resin is washed with 900 parts by weight of distilled water until there is no free Ag ⁺ , and then the aqueous solution of the sucrose sulfate copper compound obtained in step 2 is passed through the third weakly acidic cation exchange resin, and after eluting, collect The seventh eluent, then the third weak acid type cation exchange resin was washed twice with 10 parts by weight of double distilled water, the eighth and ninth eluents were collected, and the seventh eluent was combined into The ninth eluent obtains an aqueous solution of sucrose sulfate copper-silver compound, which is set aside;

Step 4, the absolute ethanol that is 500 parts by weight is added in the aqueous solution of the sucrose sulfate copper-silver compound that obtains in the step 3, leave standstill 0.5h to after the solid is completely separated out, carry out centrifugation, get sucrose sulfate copper-silver Compound solid, spare;

Step five, washing the solid sucrose sulfate copper-silver compound obtained in step four with 10 parts by weight of acetone twice, and drying to obtain the sucrose sulfate copper-silver compound.

In the preparation method of the sucrose sulfate copper-silver compound, the pH value of the aqueous solution of the sucrose sulfate in the step 1 is 2.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the second weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the third weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

In Fig. 1, the abscissa represents the wave number, and the ordinate represents the pass rate. As can be seen from Fig. 1, copper and silver sucrose sulfate have strong absorption peaks of sulfate groups at 1636cm ^-1 , 1105cm ^-1 and 1050cm ^-1 , and at 616cm There is a medium-intensity absorption peak of sulfate ester group at ^-1 . In Fig. 2, abscissa represents wavelength, and ordinate represents absorbance, as can be seen from Fig. 2, sucrose sulfate copper silver has the characteristic absorption peak of sulfate ester group at 214nm place. Illustrates the presence of a sulfate group in the compound. Add potassium thiocyanate solution to the aqueous solution of the compound, a white precipitate is formed, it can be known that sucrose sulfate copper silver contains silver ions; add sodium hydroxide solution to another aqueous solution of the compound, a blue precipitate is produced, it can be known that sucrose sulfate Sulfate copper silver contains copper ions, indicating that in the process of synthesizing sucrose sulfate copper silver compound with sucrose sodium sulfate as raw material, copper and silver ions were introduced, while the sulfate group was retained, that is, sucrose sulfate copper silver was synthesized. compound.

Example 4 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 5

Sucrose sulfate ester copper-silver compound is characterized in that its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, the sucrose sulfate sodium that is 2.2 parts by weight is dissolved in the double distilled water that is 35 parts by weight, then the gained solution is passed through the first strong acid type cation strong acid type ion exchange resin, after eluting, collect the second One eluent, and the first strong acid type cation exchange resin is washed twice with double distilled water of 12 parts by weight, the second and third eluent are collected, and the first to the second eluent are combined Three eluents obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step 2, 4.2 parts by weight of CuSO ₄ is dissolved in 110 parts by weight of double distilled water, then the resulting solution is passed through the second weak acid type cation exchange resin, after elution, the second weak acid type The cation exchange resin was washed with 1000 parts by weight of distilled water until there was no free Cu ²⁺ , and then the aqueous solution of sucrose sulfate obtained in step 1 was passed through the second weakly acidic cation exchange resin, and after elution, the first Four eluents, then the second weakly acidic cation exchange resin was washed twice with 12 parts by weight of double distilled water, the fifth and sixth eluents were collected, and the fourth to the second eluents were combined Six eluents obtain the aqueous solution of the sucrose sulfate copper compound, and the structural formula (III) of the sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step _3. Dissolve 3.7 parts by weight of AgNO3 in 110 parts by weight of double distilled water, then pass the resulting solution through the third weak acid type cation exchange resin, and after elution, the third weak acid type The cation exchange resin is washed with 1000 parts by weight of distilled water until there is no free Ag ⁺ , and then the aqueous solution of the sucrose sulfate copper compound obtained in step 2 is passed through the third weakly acidic cation exchange resin, and after eluting, collect The seventh eluent, then the third weak acid type cation exchange resin was washed twice with 12 parts by weight of double distilled water, the eighth and ninth eluents were collected, and the seventh and ninth eluents were combined into The ninth eluent obtains an aqueous solution of sucrose sulfate copper-silver compound, which is set aside;

Step 4, the absolute ethanol that is 550 parts by weight is added in the aqueous solution of the sucrose sulfate copper-silver compound that obtains in the step 3, leave standstill 1.0h to after solid is completely separated out, carry out centrifugation, get sucrose sulfate copper-silver Compound solid, spare;

Step 5, washing the solid sucrose sulfate copper-silver compound obtained in step 4 with 10-15 parts by weight of acetone twice, and drying to obtain the sucrose sulfate copper-silver compound.

In the preparation method of the sucrose sulfate copper-silver compound, the pH value of the aqueous solution of the sucrose sulfate in the step 1 is 3.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the second weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the third weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

Example 5 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 6

Sucrose sulfate ester copper-silver compound is characterized in that its structural formula is (I):

where R represents 1/2Cu.

The preparation method of described sucrose sulfate ester copper-silver compound comprises the following steps:

Step 1, be that 2.1 parts by weight of sucrose sodium sulfate are dissolved in 32 parts by weight of double distilled water, then pass the gained solution through the first strong acid type cation strong acid type ion exchange resin, after eluting, collect the second One eluent, and the first strong acid type cation exchange resin is washed twice with double distilled water of 11 parts by weight, the second and third eluent are collected, and the first to the second eluent are combined Three eluents obtain the aqueous solution of sucrose sulfate, and the structural formula (II) of sucrose sulfate is as follows;

Step ₂ , 3.9 parts by weight of CuSO are dissolved in 105 parts by weight of double-distilled water, and then the resulting solution is passed through the second weak acid type cation exchange resin, and after elution, the second weak acid type The cation exchange resin was washed with 950 parts by weight of distilled water until there was no free Cu ²⁺ , and then the aqueous solution of sucrose sulfate obtained in step 1 was passed through the second weakly acidic cation exchange resin, and after elution, the first Four eluents, then the second weakly acidic cation exchange resin was washed twice with 11 parts by weight of double distilled water, the fifth and sixth eluents were collected, and the fourth to the second eluents were combined Six eluents obtain the aqueous solution of the sucrose sulfate copper compound, and the structural formula (III) of the sucrose sulfate copper compound is as follows;

where R represents 1/2Cu.

Step ₃ : Dissolve 4.2 parts by weight of AgNO3 in 105 parts by weight of double distilled water, then pass the resulting solution through the third weak acid type cation exchange resin, after elution, the third weak acid type cation exchange resin The cation exchange resin was washed with 950 parts by weight of distilled water until free of free Ag ⁺ , and then the aqueous solution of the sucrose sulfate copper compound obtained in step 2 was passed through the third weakly acidic cation exchange resin, and after elution, collected The seventh eluent, then the third weak acid type cation exchange resin was washed twice with 11 parts by weight of double distilled water, the eighth and ninth eluents were collected, and the seventh eluent was combined into The ninth eluent obtains an aqueous solution of sucrose sulfate copper-silver compound, which is for subsequent use;

Step 4, the absolute ethanol that is 525 parts by weight is added in the aqueous solution of the sucrose sulfate copper-silver compound that obtains in step 3, leave standstill 0.7h to after solid is completely separated out, carry out centrifugation, get sucrose sulfate copper-silver Compound solid, spare;

Step 5, washing the solid sucrose sulfate copper-silver compound obtained in step 4 with 10-15 parts by weight of acetone twice, and drying to obtain the sucrose sulfate copper-silver compound.

In the preparation method of the sucrose sulfate copper-silver compound, the pH value of the aqueous solution of the sucrose sulfate in the step 1 is 2.

In the preparation method of the sucrose sulfate ester copper-silver compound, the first strong-acid cation exchange resin is IR-120H ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the second weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

In the preparation method of the sucrose sulfate copper-silver compound, the third weak acid type cation exchange resin is regenerated IRC-50 ion exchange resin.

A pharmaceutical composition for treating burn wounds and other traumatic infections, the pharmaceutical composition contains a therapeutically effective amount of the sucrose sulfate copper-silver compound and a pharmaceutically acceptable carrier.

Application of the sucrose sulfate ester copper-silver compound in the preparation of medicines for treating burn wounds and other trauma infections.

Example 6 The synthetic route of sucrose sulfate copper-silver compound is as follows.

where R represents 1/2Cu.

Example 7

An antibacterial external ointment for treating wound burns, the antibacterial external ointment contains sucrose sulfate copper silver compound. The copper-silver sucrose sulfate described in this embodiment is the copper-silver sucrose sulfate compound described in Example 4.

The antibacterial external ointment for the treatment of wound burns, the antibacterial external ointment is composed of the following components in parts by weight:

0.8 parts of copper and silver sucrose sulfate, 7.7 parts of stearyl alcohol, 3.2 parts of glyceryl monostearate, 5.2 parts of white petrolatum, 10.2 parts of liquid paraffin, 7.7 parts of glycerin, 1.2 parts of sodium lauryl sulfate, 0.09 parts of paraben parts and 64 parts of distilled water.

A preparation method of an antibacterial external ointment for treating wound burns, comprising the following steps:

Step 1. Mix 7.7 parts by weight of stearyl alcohol, 3.2 parts of glyceryl monostearate, 5.2 parts of white petrolatum and 10.2 parts of liquid paraffin, and stir at 90°C for 6 minutes until the mixture is completely transparent. The oil solution is obtained, and the oil solution is kept at 90° C. for subsequent use;

Step 2: Take 1.2 parts by weight of sodium lauryl sulfate, 0.09 parts of paraben and 7.7 parts of glycerin, add 51 parts by weight of distilled water, and stir at 90°C for 4 minutes until the mixture Completely dissolve to obtain an aqueous solution, and place the aqueous solution at 90°C for subsequent use;

Step 3. Add the oil solution obtained in step 1 to the aqueous solution obtained in step 2 at 90°C, and keep stirring in the same direction for 2 minutes to obtain a cream base for later use;

Step 4, add 13 parts by weight of distilled water to 0.8 parts by weight of sucrose sulfate copper silver and grind evenly, then add to the cream base obtained in step 3, and continue stirring at room temperature for 7 minutes until mixed The solution is completely emulsified and cooled at room temperature to obtain the antibacterial ointment for external use.

Example 8

The antimicrobial activity of the sucrose sulfate copper silver compound described in embodiment 4.

Add 19.0g of nutrient broth powder into 1L of distilled water, stir evenly, heat and boil until completely dissolved, and sterilize at 121°C for 15 minutes to obtain nutrient broth, cool it for later use.

Take 5 small Erlenmeyer flasks under sterile conditions, number them, add 20mL of nutrient broth in sequence, and pipette 5μL of Escherichia coli, Staphylococcus aureus, Proteus, Pseudomonas aeruginosa, and Klebsiella pneumoniae respectively. The suspension of the formula bacteria was placed in the corresponding small Erlenmeyer flask, the bottle mouth was sealed, placed in a shaker, incubated at 36°C for 36h, and set aside.

Add 32.0 g of nutrient agar powder into 1 L of distilled water, stir evenly, heat and boil until completely dissolved, sterilize at 121°C for 15 minutes, and cool to 50°C to obtain nutrient agar liquid. Pour the nutrient agar solution into a disposable petri dish to make a plate culture medium, about 20mL per dish, and cool it for later use.

The sucrose sulfate copper silver compound described in embodiment 4 is dissolved in distilled water, is mixed with the sucrose sulfate copper silver solution of 5mg/mL, and sucrose sodium sulfate is dissolved in distilled water, is mixed with the sucrose sulfate sodium solution of 5mg/mL, Silver sulfadiazine was made into 5mg/mL cloudy solution of silver sulfadiazine.

On the purification workbench, use a pipette gun to pipette 100 μL of the suspension of the above-mentioned 5 kinds of activated bacteria to 5 disposable medium, and spread evenly, and use tweezers to pick up three sterilized Oxford cups Place them evenly on the culture medium, and make the distance from the Oxford cup to the edge of the culture medium equal, and fix it with light pressure. The numbers are 1, 2 and 3, and the inner diameter of the Oxford cup is 6mm. Take 200 μL sucrose sulfate copper silver solution into No. 1 Oxford cup, take 200 μL sulfadiazine silver cloudy solution into No. 2 Oxford cup, take 200 μL sucrose sulfate sodium solution into No. 3 Oxford cup, cover the petri dish, and prepare mark. Place them in a constant temperature incubator at 36°C for 36 hours, and finally measure the diameter of the inhibition zone with a vernier caliper. Repeat the above operation 3 times, and take the average value of the diameter of the inhibition zone. Example 4 The antibacterial activity results of sucrose sulfate copper silver solution, sucrose sodium sulfate solution and sulfadiazine silver cloudy solution are shown in Table 1.

The antibacterial activity of table 1 embodiment 4 sucrose sulfate copper-silver solution and sulfadiazine silver turbid solution

As can be seen from Table 1, the sucrose sulfate copper-silver solution has a strong inhibitory effect on 5 kinds of Gram bacteria such as Staphylococcus aureus, and the inhibitory effect on Staphylococcus aureus is the strongest, and the diameter of the inhibition zone reaches 25mm, which is highly sensitive, and significantly higher than that of sulfadiazine silver cloud solution; the inhibitory effect on the other four bacteria is also better than that of sulfadiazine silver cloud solution, and sucrose sulfate sodium solution has no antibacterial activity, further illustrating the new synthetic compound - Copper and silver ions with antibacterial activity are introduced into the sucrose sulfate copper-silver compound, and the sucrose sulfate copper-silver compound is a highly efficient and broad-spectrum antibacterial compound.

Example 9

The animal skin wound promoting healing experiment of the antibacterial external ointment described in embodiment 7.

Step (1): Establishment of Animal Skin Wound Model

After two days of adaptive feeding, 40 SD rats were anesthetized by intraperitoneal injection of 1% pentobarbital sodium 4mL/kg, the back was clipped with electric clippers, and then the hair was depilated with 10% sodium sulfide, and the skin was treated with iodine. After alcohol disinfection, use scissors to cut a circular skin tissue with a radius of 1 cm from the skin on the back of the spine along the marked line. The wound is deep under the fascia to expose the wound of SD rats. After that, all SD rats are fed in single cages and given sufficient water. .

Step (2): Animal grouping and drug administration

The SD rats were divided into 4 groups, namely blank control group, positive control group, matrix group and sample drug group. On the second day after grouping, first mark the edge of the wound with a transparent film, then cut out three layers of filter paper with the same area along the film mark, and accurately weigh the filter paper within the marked range with an electronic analytical balance, and calculate the average value of each layer of filter paper. The mass replaces the area as the area of the current wound, and then begins external application.

The blank control group was coated with 1 mL of sterile normal saline on each wound; the positive control group was coated with silver sulfadiazine cream, which included the following components in parts by weight: 0.8 parts of silver sulfadiazine, 7.7 parts of stearyl alcohol, monohard 3.2 parts of fatty acid glycerides, 5.2 parts of white petrolatum, 10.2 parts of liquid paraffin, 7.7 parts of glycerin, 1.2 parts of sodium lauryl sulfate, 0.09 parts of paraben and 64 parts of distilled water; Components in parts by weight: 7.7 parts of stearyl alcohol, 3.2 parts of glyceryl monostearate, 5.2 parts of white petrolatum, 10.2 parts of liquid paraffin, 7.7 parts of glycerin, 1.2 parts of sodium lauryl sulfate, 0.09% of paraben and 64 parts of distilled water; the sample medicine group wound is coated with the antibacterial external ointment that embodiment 7 in the present invention makes, every group every medicine that is coated for the first time is 0.5g, evenly covers the wound, afterward each coating just evenly covers the wound, Administer once daily until the wound is healed.

Step (3): Determination of antibacterial and anti-inflammatory activity

Observe 4 groups of SD rats after wounding and administration, wound redness, infection, wound edge skin shrinkage, scab situation, from the 4th day after administration, mark along the edge of the wound with a transparent film every 4 days, and Cut three layers of filter paper with the same area along the mark, accurately weigh the filter paper within the marked range with an electronic analytical balance, and replace the area with the average mass of each layer of filter paper as the area of the current wound, take the average value for each group, and compare it with the original area, The wound healing rate was calculated to evaluate the degree of wound healing. The results are shown in Table 2. The calculation formula of wound healing rate is as follows:

Healing rate (%) = (original surface area - current wound area) / original surface area × 100%

The effect of table 2 embodiment 7 antibacterial topical ointment on rat wound skin wound healing rate

As can be seen from Table 2, the antibacterial external ointment prepared in Example 7 of the present invention is compared with the positive control group, the blank control group and the matrix group, and the wound healing rate in the same time is high, and the wound healing is fast in a short period of time, illustrating that Example 7 The antibacterial ointment for external use has better antibacterial and anti-inflammatory activities and promotes the activity of wound healing.

Example 10

The animal skin burn promotion experiment of the antibacterial topical ointment described in embodiment 7.

Step (1): Establishment of Animal Skin Burn Model

After 40 SD rats were fed adaptively for two days, they were anesthetized by intraperitoneal injection of 1% pentobarbital sodium 4mL/kg, their backs were clipped with electric clippers, their skins were disinfected with iodine, and weights with a diameter of 3 cm at the bottom were used. After being burned in an electric furnace for about 5 minutes, the bottom of it was touched to the skin of the rat's depilated area for 20 seconds, resulting in severe local skin burns. The necrotic scabs were cut off the next day, and the wound was successfully prepared. All SD rats were housed in a single cage with adequate water supply.

Step (2): Animal grouping and drug administration

The SD rats were divided into 4 groups, namely blank control group, positive control group, matrix group and sample drug group. On the second day after grouping, mark along the edge of the wound with a transparent film, and cut out 3 layers of filter paper with the same area along the mark, accurately weigh the filter paper within the marked range with an electronic analytical balance, and replace it with the average mass of each layer of filter paper The area is taken as the current wound area, and then the topical administration is started.

The blank control group was coated with 1 mL of sterile normal saline on each wound; the positive control group was coated with silver sulfadiazine cream, which included the following components in parts by weight: 0.8 parts of silver sulfadiazine, 7.7 parts of stearyl alcohol, monohard 3.2 parts of fatty acid glycerides, 5.2 parts of white petrolatum, 10.2 parts of liquid paraffin, 7.7 parts of glycerin, 1.2 parts of sodium lauryl sulfate, 0.09 parts of paraben and 64 parts of distilled water; Components in parts by weight: 7.7 parts of stearyl alcohol, 3.2 parts of glyceryl monostearate, 5.2 parts of white petrolatum, 10.2 parts of liquid paraffin, 7.7 parts of glycerin, 1.2 parts of sodium lauryl sulfate, 0.09% of paraben and 64 parts of distilled water; the wound surface of the sample drug group is coated with the antibacterial external ointment that the embodiment of the present invention 7 makes, and every group every medicine that is coated for the first time is 0.5g, evenly covers the wound surface, afterward each coating just evenly covers the wound surface, every day Administer once until the wound is healed.

Step (3): Determination of antibacterial and anti-inflammatory activity

Observe 4 groups of SD rats after wounding and administration, wound redness, infection, wound edge skin shrinkage, scab situation, from the 4th day after administration, mark along the edge of the wound with a transparent film every 4 days, and Cut 3 layers of filter paper with the same area along the mark, accurately weigh the filter paper within the marked range with an electronic analytical balance, and use the average mass of each layer of filter paper instead of the area as the current wound area, and compare it with the original surface area to calculate the wound healing rate. This evaluation wound healing degree, the results are shown in Table 3. The calculation formula of wound healing rate is as follows:

Healing rate (%) = (original surface area - current wound area) / original surface area × 100%

The effect of table 3 embodiment 7 antibacterial topical ointment on rat burn skin wound healing rate

As can be seen from Table 3, compared with the positive control group, blank control group and matrix group, the wound healing rate in the same time is high in the embodiment of the present invention 7 antibacterial external ointment, and the wound healing is fast in a short period of time, illustrating that embodiment 7 antibacterial external ointment has Better antibacterial, anti-inflammatory and burn wound healing activities. The invention provides a new idea for researching and developing new antibacterial ointment for external use.

Although the embodiment of the present invention has been disclosed as above, it is not limited to the use listed in the specification and implementation, it can be applied to various fields suitable for the present invention, and it can be easily understood by those skilled in the art Therefore, the invention is not limited to the specific details and embodiments shown and described herein without departing from the general concept defined by the claims and their equivalents.

Claims (10)

1. sucrose sulfuric ester copper silver compounds, it is characterized in that, its structural formula is (I):

Wherein, R represents 1/2Cu or Ag or H, and in described sucrose sulfuric ester copper silver compounds, the number of 1/2Cu or Ag is all greater than 1.

2. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 1, is characterized in that, comprise the following steps:

Step one, by the sucrose sodium sulfovinate aqueous solution and distilled water successively by the first strongly acidic cation-exchange wash-out, merge elutriant, obtain the aqueous solution of sucrose sulfuric ester, the structural formula (II) of sucrose sulfuric ester is as follows;

Step 2, by the aqueous solution of sucrose sulfuric ester that obtains in step one and distilled water successively by being adsorbed with Cu ²⁺the second weak-type Zeo-karb wash-out, merge elutriant, obtain the aqueous solution of sucrose sulfuric ester copper compounds, the structural formula (III) of sucrose sulfuric ester copper compounds is as follows;

Wherein R ' expression 1/2Cu or H, in described sucrose sulfuric ester copper compounds, the number of 1/2Cu or H is all greater than 1;

Step 3, by the aqueous solution of sucrose sulfuric ester copper compounds that obtains in step 2 and distilled water successively by being adsorbed with Ag ⁺the 3rd weak-type Zeo-karb wash-out, merge elutriant, obtain sucrose sulfuric ester copper silver compounds the aqueous solution.

3. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 2, is characterized in that, described in be adsorbed with Cu ²⁺the second weak-type Zeo-karb through pre-treatment step:

By the CuSO that parts by weight are 3.7-4.2 part ₄be dissolved in by the second weak-type Zeo-karb wash-out after distilled water, then described second weak-type Zeo-karb rinsed to without free Cu with distilled water ²⁺, described in obtaining, be adsorbed with Cu ²⁺the second weak-type Zeo-karb.

4. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 2, is characterized in that, described in be adsorbed with Ag ⁺the 3rd weak-type Zeo-karb through pre-treatment step:

By the AgNO that parts by weight are 3.7-4.2 part ₃be dissolved in by the 3rd weak-type Zeo-karb wash-out after distilled water, then described 3rd weak-type Zeo-karb rinsed to without free Ag with distilled water ⁺, described in obtaining, be adsorbed with Ag ⁺the 3rd weak-type Zeo-karb.

5. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 2, is characterized in that, also comprise: described sucrose sulfuric ester copper silver compounds is prepared in the aqueous solution removal of impurities of the sucrose sulfuric ester copper obtained in step 3 silver compounds.

6. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 5, is characterized in that, described sucrose sulfuric ester copper silver compounds is prepared in removal of impurities, comprises the following steps:

Step a, be that the dehydrated alcohol of 500-550 part adds in the aqueous solution of the sucrose sulfuric ester copper silver compounds obtained in step 3 by parts by weight, leave standstill 0.5-1.0h and separate out completely to solid, centrifugation obtains sucrose sulfuric ester copper silver compounds solid;

Step b, be the washing with acetone twice of 10-15 part by the sucrose sulfuric ester copper obtained in step a silver compounds solid parts by weight, after drying, obtain described sucrose sulfuric ester copper silver compounds.

7. the making method of sucrose sulfuric ester copper silver compounds as claimed in claim 2, it is characterized in that, described first strongly acidic cation-exchange is IR-120H ion exchange resin.

8. as claimed in claims 3 and 4 sucrose sulfuric ester copper silver compounds making method, it is characterized in that, described second weak-type Zeo-karb and described 3rd weak-type Zeo-karb are the IRC-50 ion exchange resin after regeneration.

9. be used for the treatment of the pharmaceutical composition of burn trauma and other trauma infection contaminations, it is characterized in that, described pharmaceutical composition contains the sucrose sulfuric ester copper silver compounds according to claim 1 for the treatment of significant quantity and pharmaceutically acceptable carrier.

10. the application of sucrose sulfuric ester copper silver compounds as claimed in claim 1 in the medicine preparing treatment burn trauma and other trauma infection contaminations.