CN104447660B - Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation - Google Patents
Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation Download PDFInfo
- Publication number
- CN104447660B CN104447660B CN201410686293.3A CN201410686293A CN104447660B CN 104447660 B CN104447660 B CN 104447660B CN 201410686293 A CN201410686293 A CN 201410686293A CN 104447660 B CN104447660 B CN 104447660B
- Authority
- CN
- China
- Prior art keywords
- selenium
- ovisot
- quercetin
- solution
- modified
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
-
- 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
- A61K33/04—Sulfur, selenium or tellurium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/545—Heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/55—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug, i.e. a dimer, oligomer or polymer of pharmacologically or therapeutically active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C219/04—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C219/06—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having the hydroxy groups esterified by carboxylic acids having the esterifying carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C391/00—Compounds containing selenium
Abstract
The invention belongs to nanometer selenium preparing technical field, disclose a kind of functionalized nano selenium and preparation method thereof and the application in antibacterial, the germ killing drugs of preparation.This functionalized nano selenium is at least one in nanometer selenium, Ovisot that Quercetin the is modified nanometer selenium of modifying and the Quercetin-Ovisot nanometer selenium of modifying.Functionalized nano selenium of the present invention, it not only has the activity of killing bacterium and multidrug resistance bacterium, and has the biological activity of anti-bacteria and multidrug resistance bacterial growth, is applicable to prepare anti-bacteria and multidrug resistance bacterial growth and germ killing drugs.The preparation method of functionalized nano selenium of the present invention is simple, is modified and obtains, can directly preserve and use by in-situ reducing.Functionalized nano selenium of the present invention is modified by several functions, improves its targeting and the transhipment in bacterial cell membrane and cross-film and absorbs, can increase the ingestion of medicines amount of bacterium, reduce outer row, thus ensures that in bacterial cell, medicine maintains higher level.
Description
Technical field
The invention belongs to nanometer selenium preparing technical field, particularly a kind of functionalized nano selenium and preparation method thereof and the application in antibacterial, the germ killing drugs of preparation.
Background technology
The treatment of bacteriological infection is one of challenging task of most in biomedical sector.Microbiotic is exploited more than 70 years, is all considered to the medicine being the most effectively used for treating bacteriological infection type all the time.But abuse of antibiotics can cause the bacterium of increasing multi-drug resistant.
At present, multi-drug resistant superbacteria occurs with unprecedented speed in the world, and cause publilc health to threaten, comprise Gram-positive vancomycin-resistant enterococcus (VRE), methicillin-resistant staphylococcus aureus (MRSA) and Gram-negative multidrug resistance (MDR) Klebsiella Pneumoniae, Acinetobacter bauamnnii, Pseudomonas aeruginosa and enterobacter, referred to as " ESKAPE ".It is reported, the medicine of targeted cells film can treat superbacteria effectively, as the protein hydrolytic reagent, peptidoglycan recognition protein, atpase inhibitor etc. of positively charged ion, amphipathic carbonic ether nanoparticle, periplasm protein.
In recent years, anti-biotic material obtains to be paid close attention to widely and pays much attention to, anti-biotic material, refers to the class type material self having killing or suppress microbial function.Antiseptic-germicide is the extremely sensitive chemical composition of some microorganism such as bacterium, mould, and the antiseptic-germicide of minute quantity adds in common material, namely can be made into anti-biotic material.General antiseptic-germicide is divided three classes: natural class, organic, mineral-type.Natural antimicrobial agent working life is short, poor heat resistance, and range of application is restricted.Organic antiseptic-germicide toxicity is comparatively large, and more difficult decomposition, easily causes secondary pollution.Mineral-type antiseptic-germicide overcomes the shortcoming of above two class antiseptic-germicides, and not easily produces resistance, is paid close attention to widely at present.
Nano medication transports carrier as antibacterials, due to its slow releasing function thus prolong drug action time, the object of targeted medicine can be reached, and then enhancing drug effect, alleviate untoward reaction, improve medicine stability, Nano medication also can take some new route of administration etc., is thus used widely at field of medicaments.
Selenium have improve body immunity, anti-oxidant, delay senility and give protection against cancer, anticancer effect, functionalized nano selenium has more application in biological activity.Ovisot is a kind of non-antibiotic aminated compounds, has the effect of targeted cells film.So far functionalized nano selenium of the present invention is found no for the preparation of report that is antibacterial, germ killing drugs.
Summary of the invention
In order to overcome the shortcoming of above-mentioned prior art with not enough, primary and foremost purpose of the present invention is to provide a kind of functionalized nano selenium.
Another object of the present invention is to the preparation method that a kind of above-mentioned functions nanometer selenium is provided.
Another object of the present invention is to provide that above-mentioned functions nanometer selenium is antibacterial in preparation, application in germ killing drugs.
Object of the present invention is realized by following proposal:
A kind of functionalized nano selenium, is preferably at least one in the nanometer selenium of Quercetin modification, the nanometer selenium of Ovisot modification and the nanometer selenium of Quercetin-Ovisot modification.
The molecular formula of described Quercetin is C
15h
10o
7;
The molecular formula of described Ovisot is C
7h
16nO
2cl.
The nanometer selenium that described Quercetin is modified, prepares preferably by following method:
Quercetin methanol solution is dropped in Se solution, then adds sodium borohydride (NaBH
4) solution, stir, obtain the nanometer selenium that Quercetin is modified.
The nanometer selenium that described Ovisot is modified, prepares preferably by following method:
Be added drop-wise in Se solution by the Ovisot aqueous solution, drip Glacial acetic acid, ice-water bath stirs, then adds sodium borohydride solution, stirs, and obtains the nanometer selenium that Ovisot is modified.
The nanometer selenium that described Quercetin-Ovisot is modified, prepares preferably by following method:
Be added drop-wise in Se solution by Quercetin methanol solution, the Ovisot aqueous solution, drip Glacial acetic acid, ice-water bath stirs, then adds sodium borohydride solution, stirs, and obtains the nanometer selenium that Quercetin-Ovisot is modified.
In the nanometer selenium preparation method that Quercetin is modified, in Quercetin used and Se solution, the mol ratio of selenium element is preferably 2:1 ~ 4:1.
In the nanometer selenium preparation method that Ovisot is modified, in Ovisot used and Se solution, the mol ratio of selenium element is preferably 4:1 ~ 6:1.
In the nanometer selenium preparation method that Quercetin-Ovisot is modified, in Quercetin used, Ovisot and Se solution, the mol ratio of selenium element is preferably (1 ~ 2): (1 ~ 2): 1.
In above-mentioned three kinds of functionalized nano selenium preparation methods, described Se solution is preferably sodium selenite solution or tin anhydride solution.
In above-mentioned three kinds of functionalized nano selenium preparation methods, the concentration of described Se solution is preferably 0.5 ~ 10mMol/L.
In above-mentioned functions nanometer selenium preparation method, the concentration of described Quercetin methanol solution is preferably 0.5 ~ 10mMol/L, prepares by Quercetin is dissolved in anhydrous methanol.Methyl alcohol used is preferably analytical pure.
In above-mentioned functions nanometer selenium preparation method, the concentration of the described Ovisot aqueous solution is preferably 0.5 ~ 10mMol/L.
In above-mentioned three kinds of functionalized nano selenium preparation methods, described sodium borohydride (NaBH
4) concentration of solution is preferably 0.1 ~ 10mMol/L.
In above-mentioned three kinds of functionalized nano selenium preparation methods, in sodium borohydride used and Se solution, the mol ratio of selenium element is preferably 0.1:1 ~ 1:1.
The present invention adds Glacial acetic acid and is used for providing weak acid environment, preferably drips several, by determining that the acid-basicity of reaction system is determined.
Stirring described in above-mentioned preparation method is preferably slowly stirs, and the time is preferably 0.5h, or is determined by the variable color of observe system color.
Described ice-water bath stirring refers to that system is positioned in ice-water bath and stirs, and preferably stirs 10min.
In above-mentioned three kinds of functionalized nano selenium preparation methods, preferred after stirring system to be left standstill under the condition of cooling, be more preferably and at 4 DEG C, place 12h make to react completely.
Be separated by modes such as centrifugal or filtrations after leaving standstill, obtain product.
The product that described separation obtains preferably uses PBS buffer solution and in 70 DEG C of dryings 2 days.
The functionalized nano selenium of the invention described above can be applicable to that preparation is antibacterial, in germ killing drugs, wherein functionalized nano selenium is activeconstituents, has antibacterial, fungicidal activity.
The nanometer selenium that nanometer selenium, Ovisot that the above-mentioned Quercetin for preparing is modified are modified and the nanometer selenium that Quercetin-Ovisot is modified all have excellent anti-bacteria and the biological activity of multidrug resistance bacterial growth and sterilization, can be applicable to that preparation is antibacterial, in germ killing drugs.
The present invention, relative to prior art, has following advantage and beneficial effect:
(1) the invention provides a kind of functionalized nano selenium, it not only has the activity of killing bacterium and multidrug resistance bacterium, and there is the biological activity of anti-bacteria and multidrug resistance bacterial growth, be applicable to prepare anti-bacteria and multidrug resistance bacterial growth medicine and germ killing drugs.
(2) nanometer selenium that the nanometer selenium that the Quercetin that prepared by the present invention is modified, the nanometer selenium of Ovisot modification or Quercetin-Ovisot are modified, directly be coupled with elemental nano-selenium with Quercetin or Ovisot, in-situ reducing is modified, preparation process product system is simple, and product can directly be preserved and use.
(3) modifier that the present invention adopts improves the targeting of functionalized nano selenium and the transhipment in bacterial cell membrane and cross-film and absorbs, the ingestion of medicines amount of bacterium can be increased, reduce outer row, thus ensure that in bacterial cell, medicine maintains higher level.
Accompanying drawing explanation
Fig. 1 is perspective Electronic Speculum (TEM) figure of the nanometer selenium that the Quercetin of embodiment 1 is modified.
Fig. 2 is perspective Electronic Speculum (TEM) figure of the nanometer selenium that the Ovisot of embodiment 3 is modified.
Fig. 3 is perspective Electronic Speculum (TEM) figure of the nanometer selenium that the Quercetin-Ovisot of embodiment 5 is modified.
Fig. 4 is the external destruction graphic representation to bacterial cell membrane of functionalized nano selenium.
Fig. 5 is functionalized nano selenium to the sterilization effect figure of intestinal bacteria and streptococcus aureus.
Fig. 6 is functionalized nano selenium to action effect (SEM) figure of intestinal bacteria and streptococcus aureus.
Embodiment
Below in conjunction with embodiment and accompanying drawing, the present invention is described in further detail, but embodiments of the present invention are not limited thereto.
As long as the raw materials used purity of the present invention reaches more than chemical pure, source all can be buied from market.
Embodiment 1: the preparation of the nanometer selenium that Quercetin is modified
(1) take 604mg Quercetin to be dissolved in 20mL methyl alcohol (analytical pure) and to be mixed with 0.01mol/L storage liquid, take 13.5mg Sodium Selenite and be dissolved in 5mL distilled water and be mixed with 0.01mol/L storage liquid.Get 19mg sodium borohydride and be dissolved in the storage liquid being mixed with 0.01mol/L in 5mL distilled water.During use, above-mentioned storage liquid is used corresponding solvent cut respectively.
(2) 10mL is diluted the Quercetin methanol solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, the mol ratio of final Quercetin and Sodium Selenite is 2:1, add the sodium borohydride solution that 5mL concentration is 5mMol/L, slowly stir at normal temperatures, form the nano selenium sol that red Quercetin is modified.Observed by TEANAI-10 type transmission electron microscope (TEM), as shown in Figure 1.Obtain the dispersion system of nanoparticle, its particle diameter is at 80 ~ 100nm.This nanoparticle can at room temperature stable existence, easily preserves, it is centrifugal, be separated, washing, dry, obtains the nanometer selenium (QuSeNPs) that Quercetin is modified.
Embodiment 2: the preparation of the nanometer selenium that Quercetin is modified
20mL is diluted the Quercetin methanol solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, the mol ratio of final Quercetin and Sodium Selenite is 4:1, add the sodium borohydride solution that 5mL concentration is 5mMol/L, be stirred to the nano selenium sol forming red Quercetin at normal temperatures, obtain the dispersion system of nanoparticle stable existence, its particle diameter is at 80 ~ 100nm, it is centrifugal, separation, washing, drying, obtain the nanometer selenium (QuSeNPs) that Quercetin is modified.
Embodiment 3: the preparation of the nanometer selenium that Ovisot is modified
(1) Ovisot is dissolved in the water, is mixed with the storage liquid of 0.01Mol/L.
(2) 20mL is diluted the Ovisot aqueous solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, wherein, the mol ratio of Ovisot and Sodium Selenite is 4:1, drip several Glacial acetic acid, vigorous stirring 10min in ice bath, mixes.Stir always and add the sodium borohydride solution that 5mL concentration is 5mMol/L, continuing slowly to stir 30min, until solution becomes red, i.e. the nano selenium sol of obtained red Ovisot modification.Its pattern is observed by TEANAI-10 type transmission electron microscope (TEM), as shown in Figure 2.Its particle diameter is about 50nm.This nanoparticle can at room temperature stable existence, easily preserves, it is centrifugal, be separated, washing, dry, obtains the nanometer selenium (AchSeNPs) of Ovisot.
Embodiment 4: the preparation of the nanometer selenium that Ovisot is modified
30mL is diluted the Ovisot aqueous solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, wherein, the mol ratio of Ovisot and Sodium Selenite is 6:1, drip several Glacial acetic acid, vigorous stirring 10min in ice bath, mixes.Stir always and add the sodium borohydride solution that 5mL concentration is 5mMol/L, continue slowly to stir 30min, until solution becomes red, namely the nano selenium sol that obtained red Ovisot is modified, its particle diameter is about 50nm, and this nanoparticle can at room temperature stable existence, easy preservation, it is centrifugal, separation, after washing, drying, obtains the nanometer selenium (AchSeNPs) of Ovisot.
Embodiment 5: the preparation of the nanometer selenium that Quercetin-Ovisot is modified
10mL is diluted the Ovisot aqueous solution of the 5mMol/L obtained, 10mL dilutes the Quercetin methanol solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, drip several Glacial acetic acid, and in ice bath vigorous stirring 10min, mix.Be that the sodium borohydride solution of 5mMol/L is added drop-wise in above-mentioned mixing solutions by 5mL concentration, mild stirring 30min, can obtain the nano selenium sol that red Quercetin-Ovisot is modified.Its pattern is observed by TEANAI-10 type transmission electron microscope (TEM), as shown in Figure 3.Its particle diameter is at 100 ~ 150nm.This nanoparticle can at room temperature stable existence, easily preserves, it is centrifugal, be separated, washing, dry, obtains the nanometer selenium (Qu-AchSeNPs) of Quercetin-Ovisot.
Embodiment 6: the preparation of the nanometer selenium that Quercetin-Ovisot is modified
5mL is diluted the Ovisot aqueous solution of the 5mMol/L obtained, 5mL dilutes the Quercetin methanol solution of the 5mMol/L obtained, under constantly stirring, dropped to 5mL to dilute in the sodium selenite solution of the 5mMol/L obtained and mix, drip several Glacial acetic acid, and in ice bath vigorous stirring 10min, mix.Be that the sodium borohydride of 5mMol/L is added drop-wise in above-mentioned mixing solutions by 5mL concentration, mild stirring 30min, the nano selenium sol that red Quercetin-Ovisot is modified can be obtained, this nanoparticle can at room temperature stable existence, easy preservation, it is centrifugal, separation, washing, drying, obtain the nanometer selenium (Qu-AchSeNPs) of Quercetin-Ovisot.
Embodiment 7: functionalized nano selenium is as the experiment in vitro of antibacterials
The multiple bacterial strain purchased from ATCC company of this experimental selection, streptococcus aureus (ATCC6538) and multidrug resistance streptococcus aureus (MDR) (ATCC25213), intestinal bacteria (ATCC8739) and multidrug resistance intestinal bacteria (MDR) (E76227), Pseudomonas aeruginosa (ATCC27853) and multidrug-resistant pseudomonas aeruginosa (MDR) (BJ915), Klebsiella pneumonia (ATCC13883) and multidrug resistance Klebsiella pneumonia (MDR) (R12K2637), Acinetobacter bauamnnii (ATCC11038) and multidrug resistance Acinetobacter bauamnnii (MDR) (GIM1.650).Tested sample number into spectrum is: a (nanometer selenium that the Quercetin that embodiment 1 prepares is modified, QuSeNPs), the b (nanometer selenium that the Ovisot that embodiment 3 prepares is modified, AchSeNPs), c (nanometer selenium that the Quercetin that embodiment 5 prepares-Ovisot is modified, Qu-AchSeNPs).
MIC testing method:
Applying 96 hole Microdilution plates, is original concentration (1 × 10 by ready bacterium seed culture fluid dilution
7cFU) 1/1000 to 1/500.With sterile pipette, the first row of 96 orifice plates is added 198 μ L bacterium liquid and the certain density each sample of 2 μ L (functionalized nano selenium sample a of the present invention, sample b, sample c), other hole adds 100 μ L bacterium liquid; By the sample in first row and the mixing of bacterium liquid, draw 100 μ L and down add successively, do two times of decreasing concentration dilutions, last every hole nutrient solution polishing 200 μ L, each sample concentration sets 5 Duplicate Samples.Last two row holes, as blank and DMSO negative control, are put 30 DEG C and are cultivated 24h, survey absorbancy with microplate reader 630nm, obtain the minimal inhibitory concentration (MIC) of sample.Experimental result is in table 1,2.
From table 1,2, the nanometer selenium of the nanometer selenium that Quercetin of the present invention is modified, the nanometer selenium of Ovisot modification, Quercetin-Ovisot modification has the effect of good bacteria growing inhibiting, and Dosages is less, show good using value, be particularly suitable for antibacterial, sterilization field, and can be applicable in antibacterial, the germ killing drugs of preparation.
Table 1 functionalized nano selenium suppresses the minimum concentration (MIC) of common bacteria
Table 2 nanometer selenium suppresses the minimum concentration of multidrug resistance bacterium
Embodiment 8: functionalized nano selenium is to the destruction of bacterial cell membrane
(1) functionalized nano selenium is to the destruction of intestinal bacteria and aureus cell film
Tested sample number into spectrum is: a (nanometer selenium that the Quercetin that embodiment 1 prepares is modified, QuSeNPs), the b (nanometer selenium that the Ovisot that embodiment 3 prepares is modified, AchSeNPs), c (nanometer selenium that the Quercetin that embodiment 5 prepares-Ovisot is modified, Qu-AchSeNPs).By intestinal bacteria overnight incubation, get 500 μ L bacterium liquid (1 × 10
7cFU) in EP pipe, add QuSeNPs, AchSeNPs and Qu-AchSeNPs nanometer of three kinds of concentration such as the 5 μ g/mL of 100 μ L, 10 μ g/mL, 20 μ g/mL respectively, control group adds the sterilized water of 100 μ L.Hatch 0.5h, 1.0h, 1.5h, 2.0h respectively, adding 100 μ L concentration is that the o-nitrophenol-β-D-galactoside of 100 μ g/mL hatches ten minutes.The centrifugal 5min of 5000rpm/min, gets supernatant, detects the uv-absorbing at 420nm place with spectrophotometer.Experimental result is shown in Fig. 4.Result shows, QuSeNPs does not detect the release of a large amount of beta-galactosidase enzymess, the burst size of AchSeNPs and Qu-AchSeNPs two kinds of nanoparticles beta-galactosidase enzymes after effect 1.5h all reaches maximum value, the maximum value of AchSeNPs, higher than the value of Qu-AchSeNPs effect, illustrates that the ability of AchSeNPs destruction Bacillus coli cells film is better than Qu-AchSeNPs.
(2) functionalized nano selenium is on the impact of bacterial growth
The bacterium of taking the logarithm vegetative period makes bacterial suspension with sterilized water, and adjustment cell concn is 1 × 10
5individual/mL, with spreading rod, be inoculated in culture plate, each dull and stereotyped 20mL substratum, be placed in 4 DEG C of refrigerator 2h, the scraps of paper having soaked functionalized nano selenium (concentration is 25 μ g/mL) are placed on flat board, the scraps of paper of soaking function nanometer selenium solution are not as blank, the scraps of paper of Ovisot (Ach) solution (concentration is 25 μ g/mL) are soaked as a comparison, put in 30 DEG C of incubators and cultivate, cultivate 12h, observation experiment the results are shown in Figure 5, and wherein A is AchSeNPs, B be QuSeNPs, C be Qu-AchSeNPs, D be Ach, E is blank.AchSeNPs and Qu-AchSeNPs has the effect of obvious Developing restraint to intestinal bacteria and streptococcus aureus as can be seen from Figure 5, and the fungistatic effect of the two is similar.QuSeNPs has the effect of Developing restraint (being weaker than AchSeNPs and Qu-AchSeNPs) to streptococcus aureus, and for intestinal bacteria, the action effect of QuSeNPs is not obvious.This experimental result shows, functionalized nano selenium of the present invention can bacteria growing inhibiting, and can suppress multidrug resistance bacterial growth.
(3) functionalized nano selenium sterilization effect
Scanning electron microscopic observation (SEM) is carried out to above-mentioned functions nanometer selenium sterilization effect, the results are shown in Figure 6.As can be seen from Figure 6, the intestinal bacteria of control group and the form of streptococcus aureus all very complete, do not occur what change.Add nanometer selenium that Quercetin modifies respectively, after nanometer selenium effect 1h that nanometer selenium that Ovisot is modified, Quercetin-Ovisot are modified, can see that the form of intestinal bacteria (E.coli) and streptococcus aureus (S.aureus) obviously changes significantly, bacterium starts atrophy, can see that E. coli bacteria cell walls and cytolemma start to be separated (in figure arrow pointed location).Streptococcus aureus also starts depression, and can see that bacterium surface has material to adhere to, and illustrates that functionalized nano selenium of the present invention can targeted cells film.The result of Fig. 6 shows, functionalized nano selenium prepared by the present invention has and destroys bacterial cell membrane to the effect that bacterium damages, and illustrates that functionalized nano selenium of the present invention can be used in preparing the medicine of anti-bacteria and multidrug resistance bacterial growth medicine, kill bacteria and multidrug resistance bacterium.
Above-described embodiment is the present invention's preferably embodiment; but embodiments of the present invention are not restricted to the described embodiments; change, the modification done under other any does not deviate from spirit of the present invention and principle, substitute, combine, simplify; all should be the substitute mode of equivalence, be included within protection scope of the present invention.
Claims (9)
1. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation, is characterized in that: described functionalized nano selenium is at least one in nanometer selenium, Ovisot that Quercetin the is modified nanometer selenium of modifying and Quercetin-Ovisot nanometer selenium of modifying.
2. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 1, is characterized in that:
The nanometer selenium that described Quercetin is modified, prepares by the following method:
Quercetin methanol solution is dropped in Se solution, then adds sodium borohydride solution, stir, obtain the nanometer selenium that Quercetin is modified;
The nanometer selenium that described Ovisot is modified, prepares by the following method:
Be added drop-wise in Se solution by the Ovisot aqueous solution, drip Glacial acetic acid, ice-water bath stirs, then adds sodium borohydride solution, stirs, and obtains the nanometer selenium that Ovisot is modified;
The nanometer selenium that described Quercetin-Ovisot is modified, prepares by the following method:
Be added drop-wise in Se solution by Quercetin methanol solution, the Ovisot aqueous solution, drip Glacial acetic acid, ice-water bath stirs, then adds sodium borohydride solution, stirs, and obtains the nanometer selenium that Quercetin-Ovisot is modified.
3. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: in the nanometer selenium preparation method that Quercetin is modified, and in Quercetin used and Se solution, the mol ratio of selenium element is 2:1 ~ 4:1; In the nanometer selenium preparation method that Ovisot is modified, in Ovisot used and Se solution, the mol ratio of selenium element is 4:1 ~ 6:1; In the nanometer selenium preparation method that Quercetin-Ovisot is modified, in Quercetin used, Ovisot and Se solution, the mol ratio of selenium element is (1 ~ 2): (1 ~ 2): 1.
4. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: described Se solution is sodium selenite solution or tin anhydride solution; The concentration of described Se solution is 0.5 ~ 10mmol/L.
5. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: the concentration of described Quercetin methanol solution is 0.5 ~ 10mmol/L.
6. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: the concentration of the described Ovisot aqueous solution is 0.5 ~ 10mmol/L.
7. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: the concentration of described sodium borohydride solution is 0.1 ~ 10mmol/L.
8. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, is characterized in that: in sodium borohydride used and Se solution, the mol ratio of selenium element is 0.1:1 ~ 1:1.
9. the application of functionalized nano selenium in antibacterial, the germ killing drugs of preparation according to claim 2, it is characterized in that: described stirring refers to slow stirring, the time is 0.5h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410686293.3A CN104447660B (en) | 2014-11-24 | 2014-11-24 | Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410686293.3A CN104447660B (en) | 2014-11-24 | 2014-11-24 | Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104447660A CN104447660A (en) | 2015-03-25 |
| CN104447660B true CN104447660B (en) | 2016-04-13 |
Family
ID=52894485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410686293.3A Expired - Fee Related CN104447660B (en) | 2014-11-24 | 2014-11-24 | Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104447660B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104496954B (en) * | 2014-12-13 | 2017-04-12 | 象山商博电子商务有限公司 | Preparation method of functionalized nano-selenium |
| CN109965282B (en) * | 2019-01-31 | 2023-05-05 | 华南农业大学 | Functional enhancement type Pickering emulsion constructed by utilizing black tea nano aggregate and nano selenium as well as preparation method and application thereof |
| CN109908172A (en) * | 2019-03-13 | 2019-06-21 | 常州大学 | A kind of magnetic iron oxide and elemental selenium Nano Composite Particles and its preparation method and application |
| CN114288319A (en) * | 2022-01-07 | 2022-04-08 | 暨南大学 | Application of functionalized nano-selenium in preparation of anti-wound infection medicine |
-
2014
- 2014-11-24 CN CN201410686293.3A patent/CN104447660B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN104447660A (en) | 2015-03-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Abo-Shama et al. | Synergistic and antagonistic effects of metal nanoparticles in combination with antibiotics against some reference strains of pathogenic microorganisms | |
| Elumalai et al. | Bio-fabrication of zinc oxide nanoparticles using leaf extract of curry leaf (Murraya koenigii) and its antimicrobial activities | |
| CN104447660B (en) | Application in functionalized nano selenium and preparation thereof and, germ killing drugs antibacterial in preparation | |
| CN1918999A (en) | Preparation process of nano antibacterial agent | |
| US20120052105A1 (en) | Nanostructural composition of biocide and process of obtaining nanostructural biocide nanocomposition | |
| Ulagesan et al. | Biogenic preparation and characterization of Pyropia yezoensis silver nanoparticles (Py AgNPs) and their antibacterial activity against Pseudomonas aeruginosa | |
| Safavi et al. | The study of nano silver (NS) antimicrobial activity and evaluation of using NS in tissue culture media | |
| Ingle et al. | Assessment of in vitro antimicrobial efficacy of biologically synthesized metal nanoparticles against pathogenic bacteria | |
| Verma et al. | Antibacterial characteristics of TiO2 nano-objects and their interaction with biofilm | |
| Inamdar et al. | Aloe vera (L.) Burm. F Assisted Green Synthesis and Biological Applications of Y 2 O 3: Mg 2+ Nanocomposites | |
| Shnawa et al. | Antimicrobial activity of plant-extract-mediated synthesis of Silver-Zinc Oxide nanocomposites and their acaricidal efficacy on Hyalomma marginatum ticks | |
| CN105010367A (en) | Sterilization composition containing copper quinolate and zhongshengmycin | |
| Freitas et al. | Modulation of antibiotic effect by Fe2 (MoO4) 3 microstrutures | |
| Georgieva et al. | Antifungal activity of SiO2/cellulose hybrid materials doped with silver nanoparticles against Candida albicans 74 | |
| RU2446810C2 (en) | Antimicrobial agents | |
| Wolny-Koładka et al. | Eco-friendly approach to the synthesis of silver nanoparticles and their antibacterial activity against Staphylococcus spp. and Escherichia coli | |
| Ghasemi et al. | Biosynthesis of silver nanoparticles using Pseudomonas canadensis, and its antivirulence effects against Pseudomonas tolaasii, mushroom brown blotch agent | |
| Mondal et al. | Synthesis, characterization and optimization of chicken bile–mediated silver nanoparticles: a mechanistic insight into antibacterial and antibiofilm activity | |
| CN104496954B (en) | Preparation method of functionalized nano-selenium | |
| CN102939966B (en) | A kind of compound disinfectant, its preparation method and application | |
| Eltarahony et al. | Study on the antagonistic potential of biosynthesized hematite nanoparticles during water and wastewater treatment | |
| Fosso-Kankeu et al. | Antibacterial activity of a synthesized chitosan-silver composite with different molecular weights chitosan against Gram-positive and Gram-negative bacteria | |
| CN101700210A (en) | Nanometer protection cream and method for preparing same | |
| Thamer et al. | Synergistic antimicrobial potential: Exploring the efficacy of poly methacrylic acid (PMAA) polymers, CuO NPs, and pomegranate peel extract against bacterial pathogens | |
| CN109645230A (en) | A kind of rosin lysate bacteriostatic agent and its preparation method and application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160413 Termination date: 20181124 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |