CN111686252A - CCM @ ZIF-8@ HA @ CS nano antibacterial agent and preparation method and application thereof - Google Patents
CCM @ ZIF-8@ HA @ CS nano antibacterial agent and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a CCM @ ZIF-8@ HA @ CS nano antibacterial agent and a preparation method and application thereof, wherein the CCM @ ZIF-8@ HA @ CS nano antibacterial agent is formed by coating HA outside ZIF-8 coated with CCM and finally coating a layer of CS. The method simply and efficiently wraps the photosensitizer CCM in the ZIF-8 crystal during the formation of the crystal, so that the CCM has a good carrier to improve the stability and the antibacterial activity of the CCM.
Description
Technical Field
The invention belongs to the technical field of antibacterial agents, and particularly relates to a CCM @ ZIF-8@ HA @ CS nano antibacterial agent and a preparation method and application thereof.
Background
Bacterial infectious diseases constitute a serious threat to human health and have attracted extensive attention worldwide. Studies have shown that the gram-negative bacteria escherichia coli (e.coli) and the gram-positive bacteria staphylococcus aureus (s.aureus) can cause more than half of the bacterial infections. The most effective antimicrobial currently in use is an antibiotic. However, due to overuse and abuse of antibiotics, resistant bacteria, even multi-resistant strains, have developed and spread widely. Therefore, the development of effective antibacterial strategies without the use of antibiotics remains a very urgent issue. In most cases, the antimicrobial agent can effectively penetrate the bacterial membrane of the thick, porous, open network structure of gram-positive bacteria. Gram-negative bacteria, however, have a bilayer membrane structure comprising a dense outer membrane of lipopolysaccharides and lipoproteins, and an inner membrane of phospholipids. This high density membrane structure of gram-negative bacteria acts as a strong defense barrier against antibacterial agents, with the result that most antibacterial agents that kill gram-positive bacteria do not work well against gram-negative bacteria. Therefore, the development of an antibacterial agent capable of killing both gram-negative and gram-positive bacteria is an urgent problem to be solved without the overuse of antibiotics.
Photodynamic therapy (PDT) is a therapy that uses photosensitizers that generate Reactive Oxygen Species (ROS) when exposed to light of a specific wavelength. ROS can cause irreversible damage to many biomolecules (e.g., lipids, proteins, and nucleic acids), ultimately leading to bacterial death. More importantly, since PDT does not require specific bacterial targeting, it is not susceptible to drug resistance. It is reported that copper-impregnated mesoporous silica nanoparticles of photosensitizers curcumin (CCM) and Ag are bound to each other with negatively charged bacterial cell membranes, and release silver and generate ROS under light irradiation to inhibit gram-negative and gram-positive bacteria. However, in solution is reported1O2The diffusion distance of (a typical ROS) is only 20nm, and how to transport the photosensitizer to the bacterial cell membrane in a short distance and make the photosensitizer effectively generate ROS is the most critical problem for promoting the antibacterial activity of PDT.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a preparation method of a CCM @ ZIF-8@ HA @ CS nano antibacterial agent, wherein CCM (curcumin) is filled in ZIF-8 (zeolite imidazole acid ester framework-8), and the nano antibacterial agent HAs strong positive charges through a layer-by-layer self-assembly HA and CS technology.
The invention also aims to provide the CCM @ ZIF-8@ HA @ CS nano antibacterial agent obtained by the preparation method.
The invention also aims to provide application of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent in the antibacterial field.
The purpose of the invention is realized by the following technical scheme.
A preparation method of a CCM @ ZIF-8@ HA @ CS nano antibacterial agent comprises the following steps:
1) uniformly distributing 400-500 parts by mass of zinc nitrate hexahydrate in 10-20 parts by volume of deionized water to obtain a zinc nitrate hexahydrate aqueous solution; uniformly distributing 950-1000 parts by mass of 2-methylimidazole and 10-20 parts by mass of CCM in 25-35 parts by volume of methanol to obtain a first solution;
uniformly mixing a zinc nitrate hexahydrate aqueous solution with the first solution, and reacting for 10-20 minutes under a stirring condition until the mixture turns to milk white, so as to obtain a CCM @ ZIF-8 nanoparticle solution;
2) adding 1-5 parts by volume of Hyaluronic Acid (HA) water solution with the concentration of 0.1-0.5 mg/mL into 1-5 parts by volume of CCM @ ZIF-8 nanoparticle solution, stirring for 10-20 minutes, then washing with deionized water, uniformly distributing the washed solid in 1-5 parts by volume of water, adding 1-5 parts by volume of Chitosan (CS) water solution with the concentration of 0.1-0.5 mg/mL, stirring for 10-20 minutes, and washing with deionized water again to obtain the CCM @ ZIF-8@ HA @ CS nano antibacterial agent.
In the step 2), the washing is centrifugation, the centrifugal force is 50000-80000 g, and the centrifugation time is 10-30 min.
In the above technical solution, the number of times of centrifugation is at least 3.
In the above technical solution, when the unit of the volume parts is mL, the unit of the mass parts is mg.
The CCM @ ZIF-8@ HA @ CS nano antibacterial agent is prepared by the following steps.
In the technical scheme, the average number of the surface potentials of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent is +17.1 mV.
The CCM @ ZIF-8@ HA @ CS nano antibacterial agent is applied to the antibacterial field.
In the above technical scheme, the bacteria are e.
In the above technical solution, the antibacterial condition is blue light irradiation.
In the technical scheme, the Minimum Inhibitory Concentration (MIC) of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent to E.coli is 2.5 mug/mL.
In the technical scheme, the Minimum Inhibitory Concentration (MIC) of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent to S.aureus is 0.625 mug/mL.
The invention has the following beneficial effects:
1. the photosensitizer CCM is simply and efficiently filled in the ZIF-8 crystal during the formation, so that the CCM has a good carrier to improve the stability and the antibacterial activity of the CCM.
2. The prepared CCM @ ZIF-8@ HA @ CS nano antibacterial agent HAs stronger positive charges by a layer-by-layer self-assembly method, and the operation method is simple and easy to implement.
Drawings
FIG. 1 is a TEM of ZIF-8 obtained in comparative example 1;
FIG. 2 is a TEM of CCM @ ZIF-8 prepared in comparative example 2;
FIG. 3 is a TEM of the CCM @ ZIF-8@ HA @ CS nanobacterial agent prepared in example 1;
FIG. 4 is a photograph showing UV-visible spectrum absorptions of ZIF-8 prepared in comparative example 1, CCM @ ZIF-8 prepared in comparative example 2, and CCM;
FIG. 5 is XRD of the ZIF-8 prepared in comparative example 1, the CCM @ ZIF-8 prepared in comparative example 2, and the CCM @ ZIF-8@ HA @ CS nano-antibacterial agent prepared in example 1;
FIG. 6 is a graph of the MIC of CCM @ ZIF-8@ HA @ CS nano antibacterial agent versus E.coli;
FIG. 7 is a graph of the MIC of CCM @ ZIF-8@ HA @ CS nano-antibacterial agent versus S.aureus.
Detailed Description
The technical scheme of the invention is further explained by combining specific examples.
Example 1
A preparation method of a CCM @ ZIF-8@ HA @ CS nano antibacterial agent comprises the following steps:
1) uniformly distributing 450mg of zinc nitrate hexahydrate in 15mL of deionized water to obtain an aqueous solution of zinc nitrate hexahydrate; uniformly distributing 990mg of 2-methylimidazole and 15mg of CCM in 30mL of methanol to obtain a first solution;
uniformly mixing a zinc nitrate hexahydrate aqueous solution with the first solution, and reacting for 10 minutes under the stirring condition until the mixture turns to be milk white, so as to obtain a CCM @ ZIF-8 nanoparticle solution;
2) adding 1mL of Hyaluronic Acid (HA) aqueous solution with the concentration of 0.4mg/mL into 2mL of CCM @ ZIF-8 nano-particle solution, stirring for 10 minutes, washing with 10mL of deionized water, uniformly distributing the washed solid in 4mL of water, adding 1mL of Chitosan (CS) aqueous solution with the concentration of 0.2mg/mL, stirring for 10 minutes, and washing with deionized water again to obtain the solid CCM @ ZIF-8@ HA @ CS nano-antibacterial agent.
In this example, the washing was 3 times centrifugation, the centrifugal force was 50000g, and the time for each centrifugation was 10 min.
Example 1 a TEM of the CCM @ ZIF-8@ HA @ CS nanoantimicrobial prepared as shown in figure 3.
Comparative example 1
A preparation method of ZIF-8 (zeolite imidazolate framework-8) comprises the following steps:
1) uniformly distributing 450mg of zinc nitrate hexahydrate in 15mL of deionized water to obtain an aqueous solution of zinc nitrate hexahydrate; 990mg of 2-methylimidazole is uniformly distributed in 30mL of methanol to obtain a second solution;
and uniformly mixing the zinc nitrate hexahydrate aqueous solution with the second solution, reacting for 10 minutes under the stirring condition, and washing with 10mL of deionized water to obtain a solid ZIF-8.
In this example, the washing was 3 times centrifugation, the centrifugal force was 50000g, and the time for each centrifugation was 10 min.
Comparative example 1 TEM of the ZIF-8 prepared is shown in fig. 1.
Comparative example 2
A preparation method of CCM @ ZIF-8 comprises the following steps:
1) uniformly distributing 450mg of zinc nitrate hexahydrate in 15mL of deionized water to obtain an aqueous solution of zinc nitrate hexahydrate; uniformly distributing 990mg of 2-methylimidazole and 15mg of CCM in 30mL of methanol to obtain a first solution;
and uniformly mixing the zinc nitrate hexahydrate aqueous solution with the first solution, reacting for 10 minutes under the stirring condition until the mixture becomes milky white, and washing with deionized water to obtain a solid CCM @ ZIF-8.
Comparative example 2 a TEM of CCM @ ZIF-8 prepared as shown in fig. 2.
In this example, the washing was 3 times centrifugation, the centrifugal force was 50000g, and the time for each centrifugation was 10 min.
As shown in fig. 4, the ZIF-8 prepared in comparative example 1, the CCM @ ZIF-8 prepared in comparative example 2, and the photosensitizer CCM used were tested for uv-visible absorption of the three. The characteristic absorption band of ZIF-8 was not observed, and when CCM was filled into ZIF-8, CCM @ ZIF-8 had a strong absorption band centered at 485nm, which was red-shifted by 57nm relative to the absorption band of free CCM at 427nm, indicating that CCM was successfully filled into ZIF-8.
XRD absorption of the ZIF-8, CCM @ ZIF-8 and CCM @ ZIF-8@ HA @ CS nano antibacterial agent powder is tested, and as shown in figure 5, the invention proves that the ZIF-8 crystal and the CCM @ ZIF-8 synthesized after the CCM is filled with the ZIF-8 successfully synthesized, and the CCM @ ZIF-8@ HA @ CS synthesized by the layer-by-layer assembly of the HA and the CS by the CCM @ ZIF-8 HAs a pure phase of the ZIF-8.
Respectively incubating CCM @ ZIF-8@ HA @ CS nano antibacterial agents with different concentrations with E.coli and S.aureus, and respectively irradiating the nano antibacterial agents with blue light (illumination, 72J/cm)2) And reacting for 10min in the absence of light (no light), wherein the activities of E.coli and S.aureus are reduced under blue light irradiation with the increase of the concentration of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent. In the absence of light (no light), both e.coli and s.aureus retained higher levels of bacterial activity, although the bacterial activity decreased slightly with increasing concentrations of CCM @ ZIF-8@ HA @ CS nano-antibacterial agent.
Wherein for when under blue light illumination conditions: coli is shown in FIG. 6, when the concentration of CCM @ ZIF-8@ HA @ CS nano antibacterial agent is 2.5. mu.g/mL or more, E.coli HAs no activity at all; when the concentration of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent is less than 2.5 mug/mL, the activity of E.coli appears and rises along with the reduction of the concentration. As shown in fig. 7 for s.aureus, when the concentration of CCM @ ZIF-8@ HA @ CS nano antibacterial agent was 0.625 μ g/mL or more, s.aureus was completely inactive; when the concentration of CCM @ ZIF-8@ HA @ CS nano antibacterial agent is less than 0.625 mug/mL, S.aureus shows activity and the activity also rises with the reduction of the concentration. From this, it was finally determined that the Minimum Inhibitory Concentrations (MICs) of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent for E.coli and S.aureus were 2.5. mu.g/mL and 0.625. mu.g/mL, respectively, and such lower concentrations indicated excellent antibacterial performance of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent under blue light irradiation conditions.
Data measured by a nano-particle-size potentiometer of CCM @ ZIF-8 and ZIF-8 showed that the surface potential value of CCM @ ZIF-8 was about +4.0mV, which is similar to the surface potential value (+4.1mV) of ZIF-8, confirming that CCM was not adsorbed onto the surface of ZIF-8 but filled within the ZIF-8 crystals. The surface potential of the prepared CCM @ ZIF-8@ HA @ CS is +17.1mV through the self-assembly of HA and CS at CCM @ ZIF-8.
The invention has been described in an illustrative manner, and it is to be understood that any simple variations, modifications or other equivalent changes which can be made by one skilled in the art without departing from the spirit of the invention fall within the scope of the invention.
Claims (10)
1. A preparation method of a CCM @ ZIF-8@ HA @ CS nano antibacterial agent is characterized by comprising the following steps:
1) uniformly distributing 400-500 parts by mass of zinc nitrate hexahydrate in 10-20 parts by volume of deionized water to obtain a zinc nitrate hexahydrate aqueous solution; uniformly distributing 950-1000 parts by mass of 2-methylimidazole and 10-20 parts by mass of CCM in 25-35 parts by volume of methanol to obtain a first solution;
uniformly mixing a zinc nitrate hexahydrate aqueous solution with the first solution, and reacting for 10-20 minutes under a stirring condition until the mixture turns to milk white, so as to obtain a CCM @ ZIF-8 nanoparticle solution;
2) adding 1-5 parts by volume of hyaluronic acid aqueous solution with the concentration of 0.1-0.5 mg/mL into 1-5 parts by volume of CCM @ ZIF-8 nano-particle solution, stirring for 10-20 minutes, then washing with deionized water, uniformly distributing the washed solid in 1-5 parts by volume of water, adding 1-5 parts by volume of chitosan aqueous solution with the concentration of 0.1-0.5 mg/mL, stirring for 10-20 minutes, and washing with deionized water again to obtain the CCM @ ZIF-8@ HA @ CS nano-antibacterial agent.
2. The preparation method according to claim 1, wherein in the step 2), the washing is centrifugation, the centrifugal force is 50000-80000 g, and the centrifugation time is 10-30 min.
3. The method of claim 2, wherein the number of times of centrifugation is at least 3.
4. The method according to claim 1 or 2, wherein when the unit of the volume part is mL, the unit of the mass part is mg.
5. The CCM @ ZIF-8@ HA @ CS nanoantimicrobial agent obtained by the process of claim 1.
6. The CCM @ ZIF-8@ HA @ CS nanobacterial agent of claim 5, wherein the average of the surface potentials of said CCM @ ZIF-8@ HA @ CS nanobacterial agent is +17.1 mV.
7. The CCM @ ZIF-8@ HA @ CS nanobacterial agent of claim 5, for use in the antibacterial field.
8. Use according to claim 7, wherein the bacteria are E.
9. Use according to claim 7, characterized in that the antibacterial condition is blue light irradiation.
10. The use of claim 9, wherein the CCM @ ZIF-8@ HA @ CS nanobacterial HAs a minimum inhibitory concentration for e.coli of 2.5 μ g/mL; the minimum inhibitory concentration of the CCM @ ZIF-8@ HA @ CS nano antibacterial agent to S.aureus is 0.625 mu g/mL.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113150362A (en) * | 2021-04-02 | 2021-07-23 | 淮阴工学院 | Preparation method and application of porous hydrogel integrating capturing and killing of bacteria |
| CN115040773A (en) * | 2022-06-22 | 2022-09-13 | 西南交通大学 | Microneedle patch for treating chronic infection wound surface and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110934138A (en) * | 2019-11-22 | 2020-03-31 | 华南理工大学 | Nano antibacterial material with blue light excitation and acid response release functions, preparation method and application |
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- 2020-06-20 CN CN202010569896.0A patent/CN111686252A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110934138A (en) * | 2019-11-22 | 2020-03-31 | 华南理工大学 | Nano antibacterial material with blue light excitation and acid response release functions, preparation method and application |
Non-Patent Citations (2)
| Title |
|---|
| MIN ZHENG ET AL: "One-Step Synthesis of Nanoscale Zeolitic Imidazolate Frameworks with High Curcumin Loading for Treatment of Cervical Cancer", 《ACS APPL. MATER. INTERFACES》 * |
| SHIHAO DUAN ET AL: "Layer-by-Layer Decorated Nanoscale ZIF-8 with High Curcumin Loading Effectively Inactivates Gram-Negative and Gram-Positive Bacteria", 《ACS APPL. BIO MATER》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113150362A (en) * | 2021-04-02 | 2021-07-23 | 淮阴工学院 | Preparation method and application of porous hydrogel integrating capturing and killing of bacteria |
| CN115040773A (en) * | 2022-06-22 | 2022-09-13 | 西南交通大学 | Microneedle patch for treating chronic infection wound surface and preparation method and application thereof |
| CN115040773B (en) * | 2022-06-22 | 2023-10-13 | 西南交通大学 | Microneedle patch for treating chronic infection wound surface and preparation method and application thereof |
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Application publication date: 20200922 |