CN111298115B - Light-operated tea flavone silver/silver oxide nano preparation and preparation method and application thereof - Google Patents
Light-operated tea flavone silver/silver oxide nano preparation and preparation method and application thereof Download PDFInfo
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- CN111298115B CN111298115B CN202010197995.0A CN202010197995A CN111298115B CN 111298115 B CN111298115 B CN 111298115B CN 202010197995 A CN202010197995 A CN 202010197995A CN 111298115 B CN111298115 B CN 111298115B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0057—Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/24—Heavy metals; Compounds thereof
- A61K33/38—Silver; Compounds thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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Abstract
The invention provides a light-operated tea flavone silver/silver oxide nano preparation which is characterized by comprising the following components in percentage by weight: a photosensitizer, a silver oxide and a tea flavone silver complex; the tea flavone silver complex is prepared by compounding tea flavone aglycone and silver, the silver oxide is obtained by thermal decomposition of silver hydroxide, and the photosensitizer is a natural traditional Chinese medicine photosensitizer; the nano particles are 60-100 nm, and the molar ratio of the tea flavone silver to the silver oxide silver atoms is 20:1-5: 1. The invention also provides a preparation method and application of the light-operated tea flavone silver/silver oxide nano preparation. The product and the method have small side effect on human bodies and have the effect of enhancing the synergistic sterilization.
Description
Technical Field
The invention relates to the field of medicines, in particular to a light-operated tea flavone silver/silver oxide nano preparation with an efficient sterilization effect, a preparation method and application thereof.
Background
The plant flavonoids have obvious antioxidation, and many plants contain the flavonoids, but the physiological activities of different types and sources of the flavonoids are greatly different. The tea seeds contain flavone with kaempferol structure, and kaempferol has antitumor, antiinflammatory, antioxidant, antibacterial and antiviral effects.
The biggest defects of the flavone compound are poor stability and targeting property. Although there are structural modification methods such as deglycosylation, esterification, glycosylation, methylation, etc., the process is complex and the effect is not obvious. The tea flavone and silver are coordinated to prepare the light-operated nano preparation, and the research on realizing the light-operated tissue targeting is not reported.
Silver oxide nanoparticles have a bactericidal effect, but the toxicity of the nanoparticles themselves is now unknown. Therefore, it is an effective means to load it on a carrier.
Disclosure of Invention
In order to overcome the defects and shortcomings in the prior art, the invention aims to provide a light-operated tea flavone silver/silver oxide nano preparation, a preparation method thereof and application thereof.
The invention provides a light-operated tea flavone silver/silver oxide nano preparation which is characterized by comprising the following components in percentage by weight: a photosensitizer, a silver oxide and a tea flavone silver complex; the tea flavone silver complex is prepared by compounding tea flavone aglycone and silver, the silver oxide is obtained by thermal decomposition of silver hydroxide, and the photosensitizer is a natural traditional Chinese medicine photosensitizer; the nano particles are 60-100 nm, and the molar ratio of the tea flavone silver to the silver oxide silver atoms is 20:1-5: 1.
The invention also provides a preparation method of the light-operated tea flavone silver/silver oxide nano preparation, which is characterized by comprising the following steps of: the method comprises the following steps: (1) carrying out acidolysis on tea flavonoids by using an ethanol solution of acid to obtain acidolysis solution; concentrating to obtain concentrated solution; precipitating the concentrated solution by adopting a precipitator to obtain a precipitate;
(2) dissolving the precipitate, adding silver salt, emulsifier and water, adjusting pH to 7-8, carrying out hydrothermal reaction at 80 ℃ for 2 hours, filtering and washing;
(3) dispersing the product obtained in the step 2 in an ethanol water solution, adding a photosensitizer, anhydrous sodium carbonate and a silver salt, adjusting the pH value to 10, and carrying out hydrothermal reaction at 80 ℃ for 2 hours;
(4) standing for precipitation, washing and drying to obtain the light-operated tea flavone silver/silver oxide nano preparation.
Further, in the step (1), the acid is more than one of hydrochloric acid, sulfuric acid or formic acid, and the mass concentration of the acid in ethanol in an ethanol solution of the acid is 2-5%; in the step (1), the acidolysis temperature is 70-80 ℃, and the acidolysis time is 5-8 hours.
Further, the addition amount of the anhydrous sodium carbonate in the step (2) is 10-20% of the mass of the tea flavone.
Further, the emulsifier is one or more of tween 60, polyoxyethylene stearate or sucrose fatty acid ester.
Further, the traditional Chinese medicine photosensitizer is more than one of pheophorbide, curcumin or hypocrellin.
Further, the adding amount of the emulsifier is 0.5-3% of the mass of the tea flavone silver complex, the using amount of the water is 5-10 times of the mass of the tea flavone silver complex, and the adding amount of the traditional Chinese medicine photosensitizer is 0.1-1% of the mass of the tea flavone silver complex.
Further, the molar amount of silver salt added in step 3 is 5% -20% of the product of step 2 added.
Further, the light-operated tea flavone silver/silver oxide nano preparation is used as a high-efficiency sterilization medicament.
Compared with the prior art, the invention has the following advantages and effects:
(1) according to the flavone silver/silver oxide nano preparation prepared by the invention, brass aglycone and silver are used in a matched manner, so that the synergistic effect is achieved, and the sterilization effect of the nano preparation is enhanced; the flavonoids in the Chinese patent medicines are used as main sterilization components, and the silver oxide is used as an auxiliary effect, so that the toxic effect of the silver oxide is reduced; meanwhile, the silver oxide has a promoting effect on flavonoid sterilization, has a better sterilization effect than single silver oxide or flavonoid, has a synergistic promoting effect, further reduces the usage amount of the medicament, and reduces side effects;
(2) the tea flavone is acidolyzed to obtain flavone aglycone, the flavone aglycone is matched with silver to form a tea flavone silver complex, after the pH value is adjusted, a silver hydroxide colloid is formed in a solution and is coated on the surface of the flavone silver, then the silver hydroxide colloid is decomposed in a hydrothermal emulsification method, the flavone silver and the silver oxide are combined with each other, the traditional Chinese medicine photosensitizer and the silver oxide are positioned at an outer layer, the tea flavone silver is coated at an inner layer, and the formed nano particles are stable in structure;
(3) the photosensitizer can be used as the targeting guide of flavonoid drugs on one hand, and can absorb photons on the other hand to promote the silver oxide to generate bactericidal efficacy.
Detailed Description
The present invention will be described in further detail with reference to examples, but the embodiments of the present invention are not limited thereto.
Example 1
Preparation of product with silver atom molar ratio of tea flavone silver to silver oxide of 5:1
(1) Adding 1kg of tea flavone into 4kg of ethanol solution of 2.5% hydrochloric acid, and performing acidolysis at 73 ℃ for 8 hours to obtain acidolysis solution; concentrating at 80 deg.C and 0.1 atm to 1/3 of acidolysis solution volume to obtain concentrated solution; adding 3.5 times of the volume of the concentrated solution into water for precipitation to obtain a precipitate;
(2) dissolving the precipitate with 3.5 times of anhydrous ethanol, performing hydrothermal reaction on 1g of sucrose fatty acid ester, 450g of silver acetate and 700g of water at 80 ℃ for 2h, and filtering;
(3) taking 1mol of the product obtained in the step 2, ultrasonically dispersing the product in an ethanol water solution, adding 10g of anhydrous sodium carbonate, 0.1mol of curcumin and 0.2mol of silver acetate, adjusting the pH value to 10 by using NaOH, and carrying out hydrothermal reaction at 80 ℃ for 2 hours;
(4) collecting precipitate, washing with ethanol, and vacuum drying at 80 deg.C for 3 hr to obtain tea flavone silver/silver oxide complex.
Example 2
Preparation of product with silver atom molar ratio of tea flavone silver to silver oxide being 20:1
Same as example 1 except that 0.05mol of silver acetate was added in step 3.
Example 3
Preparation of product with silver atom molar ratio of tea flavone silver to silver oxide of 10:1
Same as example 1 except that 0.1mol of silver acetate was added in step 3.
Comparative example 1
Same as example 1 except that 0.5mol of silver acetate was added in step 3.
Comparative example 2
Same as example 1 except that 0.01mol of silver acetate was added in step 3.
Comparative example 3
Same as example 1 except that curcumin was added in step 3 without adding a photosensitizer.
Comparative example 4
And (3) directly using the product obtained in the step (2) for testing.
Comparative example 5
The silver oxide is prepared by direct hydrothermal method for testing.
Light-controlled drug release experiment
The experimental method comprises the following steps: 2g of product was added to 50ml of pH 7.5 phosphate buffer and stirred at 50 rpm. 1mL of the buffer solution was sampled every 1 hour, and 1mL of phosphate buffer solution with pH 7.5 was added back until the reaction time was 12 hours. The samples were subjected to high performance liquid chromatography. Measuring the peak area of tea flavone, and calculating the cumulative release rate. The cumulative release rate of the product under 30W incandescent lamp irradiation was also determined.
The experimental results are as follows: the products prepared in examples 1, 2 and 3 release slowly in the absence of illumination, and release 90% cumulatively after 8-10 h, but release 90% cumulatively after illumination for 3-4 h, which indicates that the illumination accelerates the release of the drug. Comparative examples 3,4 had no significant acceleration effect.
Test of antibacterial Property
Activity test for inhibiting Erwinia carotovora
Toxicity testing was performed by the plate coating method. Selecting single colony of Erwinia carotovora preserved at 4 deg.C, inoculating in LB liquid culture medium, and culturing in a shaking water bath at 28 deg.C and 110rpm for 20 hr to obtain original bacterial liquid. Diluting the obtained original bacterial liquid with sterile water to 1.0 × 103CFU/ml, then 0.5ml of diluted bacteria liquid is added into 0.5ml of suspensions of products of examples and comparative examples which are irradiated by an incandescent lamp and ultrasonically treated for 30 minutes to prepare bacteria liquid with the bacteriostatic agent concentration of 0.0025g/L, and a sterile water control is set at the same time of the test. After the bacterial liquid was put in a dark shaking water bath at a constant temperature of 28 ℃ and sufficiently acted for 2 hours at 110rpm, 0.1ml of the bacterial liquid was sucked and added to a poured and solidified LB agar solid medium plate, and the plate was evenly smeared with a coating rod, and each treatment was repeated three times. The plate was placed upside down at 28 ℃ in the dark and cultured for 24 hours, and the number of colonies on each treatment plate was counted to calculate the inhibition (%) -at each concentration according to the following formula
Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 | Comparative example 3 | Comparative example 4 | Comparative example 5 | |
Rate of inhibition of bacteria | 82% | 89% | 95% | 76% | 81% | 77% | 67% | 63%。 |
Claims (1)
1. An application of a light-operated tea flavone silver/silver oxide nano preparation in the preparation of a sterilization medicament is characterized in that:
comprises the following steps: a photosensitizer, a silver oxide and a tea flavone silver complex; the tea flavone and silver are matched
The extract is prepared by mixing theaflavone aglycone and silver, wherein the silver oxide is obtained by thermal decomposition of silver hydroxide, and the photosensitizer is curcumin; the nano particles are 60-100 nm, and the molar ratio of the tea flavone silver to the silver oxide silver atoms is 20:1-5: 1; the nano preparation is prepared by the following steps:
1) carrying out acidolysis on tea flavonoids by using an ethanol solution of acid to obtain acidolysis solution; concentrating to obtain concentrated solution; precipitating the concentrated solution with water to obtain a precipitate;
2) dissolving the precipitate with anhydrous ethanol, adding silver acetate, sucrose fatty acid ester and water, adjusting pH to 7-8, carrying out hydrothermal reaction at 80 ℃ for 2 hours, filtering and washing;
3) dispersing the product obtained in the step 2) in an ethanol water solution, adding curcumin, anhydrous sodium carbonate and silver acetate, adjusting the pH value to 10 by using sodium hydroxide, and carrying out hydrothermal reaction at 80 ℃ for 2 hours;
4) standing, precipitating, washing and drying to obtain the light-operated tea flavone silver/silver oxide nano preparation;
wherein
In the step 1), the acid is hydrochloric acid, the mass concentration of the acid in ethanol solution of the acid in ethanol is 2-5%, the acidolysis temperature is 70-80 ℃, and the acidolysis time is 5-8 hours;
in the step 2), the addition amount of the sucrose fatty acid ester is 0.5-3% of the mass of the tea flavone silver complex, and the use amount of water is 5-10 times of the mass of the tea flavone silver complex;
in the step 3), the addition amount of the anhydrous sodium carbonate is 10-20% of the mass of the tea flavone, the addition amount of the curcumin is 0.1-1% of the mass of the tea flavone silver complex, and the addition molar amount of the silver acetate is 5-20% of the added product in the step 3).
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Effective date of registration: 20210802 Address after: 343100 No. 258, Kaifa Avenue, Jinggangshan economic and Technological Development Zone, Ji'an City, Jiangxi Province Applicant after: Jiangxi Yukang Pharmaceutical Co.,Ltd. Address before: Kunming Medical University, 1168 Chunrong West Road, Yuhua street, Chenggong District, Kunming City, Yunnan Province, 650500 Applicant before: Xie Shimin |
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