CN114711288A - Cinnamyl aldehyde solid lipid nanoparticle with high stability and preparation method thereof - Google Patents
Cinnamyl aldehyde solid lipid nanoparticle with high stability and preparation method thereof Download PDFInfo
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- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 title claims abstract description 52
- 239000002047 solid lipid nanoparticle Substances 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 229940117916 cinnamic aldehyde Drugs 0.000 claims abstract description 57
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims abstract description 57
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000002502 liposome Substances 0.000 claims abstract description 33
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 claims abstract description 17
- 229940083466 soybean lecithin Drugs 0.000 claims abstract description 17
- CTKXFMQHOOWWEB-UHFFFAOYSA-N Ethylene oxide/propylene oxide copolymer Chemical compound CCCOC(C)COCCO CTKXFMQHOOWWEB-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229940075507 glyceryl monostearate Drugs 0.000 claims abstract description 15
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims abstract description 15
- 229940044519 poloxamer 188 Drugs 0.000 claims abstract description 15
- 229920001993 poloxamer 188 Polymers 0.000 claims abstract description 15
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims abstract description 14
- 229920000053 polysorbate 80 Polymers 0.000 claims abstract description 14
- 239000012528 membrane Substances 0.000 claims abstract description 13
- 150000002632 lipids Chemical class 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 54
- 239000002105 nanoparticle Substances 0.000 claims description 38
- 239000012071 phase Substances 0.000 claims description 23
- 238000002156 mixing Methods 0.000 claims description 21
- 239000008346 aqueous phase Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 238000000108 ultra-filtration Methods 0.000 claims description 12
- 238000000265 homogenisation Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000000725 suspension Substances 0.000 claims description 4
- 238000001723 curing Methods 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 238000007711 solidification Methods 0.000 claims 1
- 230000008023 solidification Effects 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 19
- 238000003860 storage Methods 0.000 abstract description 9
- 230000002421 anti-septic effect Effects 0.000 abstract description 7
- 239000007787 solid Substances 0.000 abstract description 5
- 239000006185 dispersion Substances 0.000 abstract description 4
- 239000000243 solution Substances 0.000 description 50
- 230000000052 comparative effect Effects 0.000 description 22
- 239000003921 oil Substances 0.000 description 17
- 235000019198 oils Nutrition 0.000 description 17
- 241000220223 Fragaria Species 0.000 description 12
- 235000016623 Fragaria vesca Nutrition 0.000 description 9
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 9
- 238000005538 encapsulation Methods 0.000 description 8
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 8
- -1 cinnamaldehyde lipid Chemical class 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 230000002335 preservative effect Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- 239000000341 volatile oil Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 238000005536 corrosion prevention Methods 0.000 description 3
- 235000021012 strawberries Nutrition 0.000 description 3
- 230000008859 change Effects 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 235000012055 fruits and vegetables Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 description 1
- BIABMEZBCHDPBV-MPQUPPDSSA-N 1,2-palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol) Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCC BIABMEZBCHDPBV-MPQUPPDSSA-N 0.000 description 1
- 244000037364 Cinnamomum aromaticum Species 0.000 description 1
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 description 1
- 241001632576 Hyacinthus Species 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003012 bilayer membrane Substances 0.000 description 1
- 229940107161 cholesterol Drugs 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 239000010630 cinnamon oil Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000002296 dynamic light scattering Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000013035 low temperature curing Methods 0.000 description 1
- 210000004779 membrane envelope Anatomy 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT, VEGETABLES, EDIBLE SEEDS; CHEMICAL RIPENING OF FRUIT OR VEGETABLES; THE PRESERVED, RIPENED, OR CANNED PRODUCTS
- A23B7/00—Preservation or chemical ripening of fruit or vegetables
- A23B7/14—Preserving or ripening with chemicals not covered by groups A23B7/08 or A23B7/10
- A23B7/153—Preserving or ripening with chemicals not covered by groups A23B7/08 or A23B7/10 in the form of liquids or solids
- A23B7/154—Organic compounds; Microorganisms; Enzymes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P10/00—Shaping or working of foodstuffs characterised by the products
- A23P10/30—Encapsulation of particles, e.g. foodstuff additives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
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Abstract
The invention relates to the technical field of liposome, and discloses a cinnamaldehyde solid lipid nanoparticle with high stability and a preparation method thereof, wherein the cinnamaldehyde solid lipid nanoparticle comprises cinnamaldehyde and a lipid encapsulating film encapsulated on the outer surface of the cinnamaldehyde; the chemical components of the lipid encapsulating membrane comprise soybean lecithin, poloxamer-188, glyceryl monostearate and tween-80. The soybean lecithin is the main component of the liposome and has amphipathy, and the poloxamer-188, the glyceryl monostearate and the tween-80 can effectively control the particle size stability of the liposome after being mixed with the soybean lecithin, wherein the glyceryl monostearate plays a role in reducing the fluidity of the soybean lecithin. The obtained cinnamaldehyde solid lipid nanoparticles have the advantages of easy solid storage at normal temperature, long antiseptic time and good dispersion stability after being prepared into a solution.
Description
Technical Field
The invention relates to the technical field of liposome, in particular to a cinnamaldehyde solid lipid nanoparticle with high stability and a preparation method thereof.
Background
The cinnamaldehyde exists in essential oil such as cinnamon oil, cassia oil, patchouli oil, hyacinth oil, rose oil and the like in a large amount, has the effects of sterilization, disinfection and corrosion prevention, particularly has a remarkable antifungal effect, and can be used as a fruit and vegetable preservative.
Chinese patent CN109056083B discloses a method for preparing a controllable-release cinnamaldehyde essential oil liposome antibacterial bilayer membrane, wherein dipalmitoyl phosphatidyl glycerol, distearoyl phosphatidyl choline, cholesterol and cinnamaldehyde essential oil are used as raw materials to prepare a cinnamaldehyde thermosensitive type essential oil liposome, and the cinnamaldehyde thermosensitive type essential oil liposome has a sustainable-release antiseptic effect within five days, but the antiseptic time of the antiseptic can be further prolonged.
Disclosure of Invention
In order to further prolong the preservation time of the cinnamaldehyde, the invention provides the cinnamaldehyde solid lipid nanoparticle with high stability, which has the advantages of long preservation time and good stability; the invention provides a preparation method of cinnamaldehyde solid lipid nanoparticles with high stability, and the prepared solid lipid nanoparticles have the advantages of long corrosion prevention time and good stability.
The invention is realized by the following technical scheme:
a cinnamaldehyde solid lipid nanoparticle with high stability comprises cinnamaldehyde and a lipid encapsulating membrane encapsulated on the outer surface of cinnamaldehyde; the chemical components of the lipid envelope membrane comprise soybean lecithin, poloxamer-188, glyceryl monostearate and tween-80.
The structure of the encapsulating membrane needs to have high affinity with cinnamaldehyde to obtain high encapsulating rate, and meanwhile, certain hydrophilicity is needed to ensure that the liposome is suspended in water without aggregation, and the surfactant is used for controlling the fluidity and stability of the encapsulating membrane to ensure the shape of the nano-particles of the liposome in water; the glyceryl monostearate is a main component of a lipid nanoparticle wall material and has amphipathy, poloxamer-188, soybean lecithin and tween-80 belong to surfactants, wherein the soybean lecithin belongs to the amphoteric surfactants and is distributed in a water phase to play a role in stabilizing a nanoparticle structure and dispersion degree, and the glyceryl monostearate is solid at normal temperature and has a fluidity role; the cinnamaldehyde solid lipid nanoparticles are solid at normal temperature after being freeze-dried, the wall fluidity of the lipid nanoparticles is reduced due to the glyceryl monostearate, the stability is better, the storage and the transportation are easy, and water can be added again for redispersion when the solid lipid nanoparticles are needed.
A preparation method of cinnamaldehyde solid lipid nanoparticles with high stability comprises the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water to obtain an aqueous phase solution;
step two, fully mixing and stirring glycerin monostearate, tween-80 and cinnamaldehyde to form an oil phase solution;
step three, dripping the aqueous phase solution into the oil phase solution, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution;
step four, ultra-filtering the liposome nanoparticle solution prepared in the step three;
and step five, curing the liposome nanoparticle solution prepared in the step four at a low temperature.
Preferably, in the first step, the mass ratio of the soybean lecithin, the poloxamer-188 and the water is 1-3: 2-4: 100.
Preferably, the mass ratio of the glyceryl monostearate, the tween-80 and the cinnamaldehyde in the step two is 1-3: 2-5.
In the preparation process, the coating material of the liposome nanoparticle and the cinnamaldehyde are mixed in a proper proportion, so that the technical effects of high encapsulation efficiency and good dispersion stability can be achieved.
Preferably, the volume ratio of the aqueous phase solution to the oil phase solution in the third step is 100: 3-10, and the temperature of the aqueous phase in the third step is 5 ℃ higher than that of the oil phase, so that the glycerin monostearate is prevented from being solidified due to the temperature reduction of the aqueous phase dropping into the oil phase.
Preferably, the stirring speed of the first step to the third step is 500rpm/min to 1000rpm/min, and the stirring temperature is 60 ℃ to 70 ℃.
Preferably, the pressure of the high-pressure homogenization in the third step is 7,500 psi-25,000 psi, and the circulation time of the suspension through the high-pressure homogenizer is 2-4 times.
Preferably, the ultrafiltration membrane used in step four has a molecular weight cut-off of 30kDa to 150 kDa.
Preferably, the temperature of the low-temperature curing in the step five is 4-12 ℃, and the time is 1-4 h; finally, the liposome nanoparticles are solidified at low temperature, so that liquid components are reduced, the volume is reduced, the liposome nanoparticles are convenient to store and take again for dilution.
The invention has the beneficial effects that: (1) the solid lipid nanoparticle has high encapsulation efficiency, high cinnamaldehyde concentration and good corrosion resistance; (2) the particle size of the solid lipid nanoparticles is stable in the nanometer level, the dispersibility is good, the uniformity of the solid lipid nanoparticles sprayed on fruits and vegetables is high, the volatilization amount of cinnamaldehyde is effectively reduced, and the corrosion prevention time is prolonged; (3) the solid lipid nanoparticles are stored in a solid state at normal temperature, have small volume, are convenient to store and are not easy to deteriorate; (4) the preparation process is simple and easy for industrial popularization.
Drawings
Fig. 1 is a structural schematic diagram of a solid lipid nanoparticle under an electron microscope.
Detailed Description
In further describing the embodiments of the present invention, unless otherwise specified, the starting materials employed in the present invention are either commercially available or commonly used in the art, and unless otherwise specified, the procedures described in the following examples are conventional in the art.
Example 1
A preparation method of cinnamaldehyde solid lipid nanoparticles with high stability comprises the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water into an aqueous phase solution according to the mass ratio of 1:2:100, wherein the stirring speed is 500rpm/min, and the stirring temperature is 70 ℃;
step two, fully mixing and stirring the glyceryl monostearate, the tween-80 and the cinnamaldehyde into an oil phase solution according to the mass ratio of 3:3:5, wherein the stirring speed is 1000rpm/min, and the stirring temperature is 65 ℃;
step three, dripping the water phase solution into the oil phase solution with the volume ratio of 100:3, fully mixing and stirring, and then circulating on a high-pressure homogenizer to form the lipid nanoparticle solution, wherein the stirring speed is 500rpm/min, the stirring temperature is 60 ℃, the pressure of high-pressure homogenization is 7,500psi, and the circulation frequency is 2 times;
step four, carrying out ultrafiltration on the liposome nanoparticle solution prepared in the step three, wherein the molecular weight cutoff of the ultrafiltration membrane is 30 kDa;
and step five, solidifying the liposome nanoparticle solution prepared in the step four at a low temperature of 4 ℃ for 1 h.
Example 2
A preparation method of cinnamaldehyde solid lipid nanoparticles with high stability comprises the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water into an aqueous phase solution according to the mass ratio of 3:4:100, wherein the stirring speed is 1000rpm/min, and the stirring temperature is 70 ℃;
step two, fully mixing and stirring the glyceryl monostearate, the tween-80 and the cinnamaldehyde into an oil phase solution according to the mass ratio of 1:1:2, wherein the stirring speed is 500rpm/min, and the stirring temperature is 65 ℃;
step three, dripping the aqueous phase solution into the oil phase solution with the volume ratio of 100:10, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution with the stirring speed of 1000rpm/min, the stirring temperature of 60 ℃, the pressure of high-pressure homogenization of 25,000psi and the circulation frequency of 4 times;
step four, carrying out ultrafiltration on the liposome nanoparticle solution prepared in the step three, wherein the molecular weight cut-off of the ultrafiltration membrane is 150 kDa;
and step five, solidifying the liposome nanoparticle solution prepared in the step four at a low temperature of 12 ℃ for 4 hours.
Example 3
A preparation method of cinnamaldehyde solid lipid nanoparticles with high stability comprises the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water into an aqueous phase solution according to the mass ratio of 2:3:100, wherein the stirring speed is 750rpm/min, and the stirring temperature is 65 ℃;
step two, fully mixing and stirring the glyceryl monostearate, the Tween-80 and the cinnamaldehyde into an oil phase solution according to the mass ratio of 2:2:3.5, wherein the stirring speed is 750rpm/min, and the stirring temperature is 60 ℃;
step three, dripping the aqueous phase solution into the oil phase solution with the volume ratio of 100:6.5, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution with the stirring speed of 750rpm/min, the stirring temperature of 65 ℃, the pressure of high-pressure homogenization of 15,000psi and the circulation frequency of 3 times;
step four, carrying out ultrafiltration on the liposome nanoparticle solution prepared in the step three, wherein the molecular weight cut-off of the ultrafiltration membrane is 100 kDa;
and step five, solidifying the liposome nanoparticle solution prepared in the step four at a low temperature of 8 ℃ for 2.5 hours.
COMPARATIVE EXAMPLE 1 (removal of Poloxamer-188)
A preparation method of cinnamaldehyde solid lipid nanoparticles comprises the following steps:
step one, fully mixing and stirring soybean lecithin and water into an aqueous phase solution according to the mass ratio of 2:3:100, wherein the stirring speed is 750rpm/min, and the stirring temperature is 65 ℃;
step two, fully mixing and stirring the glyceryl monostearate, the tween-80 and the cinnamaldehyde into an oil phase solution according to the mass ratio of 2:2:3.5, wherein the stirring speed is 750rpm/min, and the stirring temperature is 60 ℃;
step three, dripping the aqueous phase solution into the oil phase solution with the volume ratio of 100:6.5, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution with the stirring speed of 750rpm/min, the stirring temperature of 65 ℃, the pressure of high-pressure homogenization of 15,000psi and the circulation frequency of 3 times;
step four, carrying out ultrafiltration on the liposome nanoparticle solution prepared in the step three, wherein the molecular weight cut-off of the ultrafiltration membrane is 100 kDa;
and step five, solidifying the liposome nanoparticle solution prepared in the step four at a low temperature of 8 ℃ for 2.5 hours.
Comparative example 2 (Packed p-anisaldehyde)
A preparation method of p-anisaldehyde solid lipid nanoparticles comprises the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water into an aqueous phase solution according to the mass ratio of 2:3:100, wherein the stirring speed is 750rpm/min, and the stirring temperature is 65 ℃;
step two, fully mixing and stirring glyceryl monostearate, tween-80 and p-anisaldehyde into an oil phase solution according to the mass ratio of 2:2:3.5, wherein the stirring speed is 750rpm/min and 60 ℃;
step three, dripping the aqueous phase solution into the oil phase solution with the volume ratio of 100:6.5, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution with the stirring speed of 750rpm/min, the stirring temperature of 65 ℃, the pressure of high-pressure homogenization of 15,000psi and the circulation frequency of 3 times;
step four, carrying out ultrafiltration on the liposome nanoparticle solution prepared in the step three, wherein the useful ultrafiltration membrane has the molecular weight cutoff of 100 kDa;
and step five, solidifying the liposome nanoparticle solution prepared in the step four at a low temperature of 8 ℃ for 2.5 hours.
Anticorrosive performance and particle size stability test of each example and comparative example:
and (3) testing the corrosion resistance: matching solutions with the same concentration in each example and each comparative example, coating the solutions on the fresh surface, matching solutions with different concentrations in example 3, coating the solutions on the fresh strawberry surface, standing for 7 days, observing the rot degree and the hardness change of the strawberry, and detecting the SOD activity, the MDA and VC contents and the pH value in a homogeneous strawberry sample;
and (3) testing the particle size stability: example 3 and comparative example 1 were examined for particle size using dynamic light scattering.
The antiseptic detection results of solutions prepared in example 3 and having different concentrations are shown in the data of tables 1-2:
TABLE 1 decay, severity and hardness test of strawberries after storage for 7 days after treatment with cinnamaldehyde lipid nanoparticles of different concentrations
TABLE 2 detection of SOD, MDA, VC and PH after storage for 7 days after treatment of strawberries with cinnamaldehyde liposomes of different concentrations
| 0％ | 0.104％ | 0.208％ | 0.416％ | 0.830％ | 1.663％ | |
| SOD(U) | 212 | 216 | 214 | 215 | 213 | 202 |
| MDA(mol/g) | 558 | 550 | 460 | 517 | 577 | 587 |
| VC(mg/100g) | 26 | 29 | 30 | 28 | 24 | 22 |
| PH | 4.7 | 4.6 | 4.55 | 4.7 | 4.7 | 4.75 |
As can be seen from table 1, the preservative property of the cinnamaldehyde lipid nanoparticles does not completely follow the rule that the higher the concentration is, the better the property is, but when the preservative property is lower than the critical concentration of the cinnamaldehyde lipid nanoparticles, the preservative property rises along with the concentration, and when the preservative property is higher than the critical concentration, the preservative property is reduced, even the strawberry rot is accelerated, and the critical concentration obtained from experimental data should be between 0.208% and 0.416%; from table 2, cinnamaldehyde lipid nanoparticle concentration had no significant effect on SOD activity and PH of the strawberry samples; the smaller the MDA amount is, the lower the damage degree of the strawberry cells is, and the damage of the 0.208% cinnamaldehyde lipid nanoparticles to the strawberry cells is the smallest; the VC content is reduced along with the increase of the concentration of the cinnamaldehyde lipid nanoparticles, but the VC content of the untreated strawberries is less than the first three data with the minimum concentration, which shows that the VC content is reduced to a certain extent in the strawberry rotting process.
The results of corrosion resistance tests of the examples and comparative examples are shown in the data of tables 3 to 8:
TABLE 3 strawberry rotting, severity and hardness test after 7 days storage after treatment with solutions of the same preferred concentrations formulated in the examples and comparative examples
| Example 1 | Example 2 | Example 3 | Comparative example 1 | |
| Rotting Rate (%) | 35％ | 33％ | 32％ | 74％ |
| Severity (%) | 12％ | 10％ | 10.83％ | 22.7％ |
| Hardness (N) | 76 | 70 | 74 | 53 |
Compared with the prior art, the preparation method has the advantages that one poloxamer-188 is omitted in comparative example 1, so that the lipid nanoparticles are unstable, cinnamaldehyde is easy to leak and volatilize, the antiseptic time is shortened, and the antiseptic performance is obviously lower than that of examples 1-3.
Particle size stability results are shown in tables 4-8:
TABLE 4 particle size before and after lyophilization
| Before freezing out (nm) | After freeze-drying (nm) | |
| Example 1 | 111 | 257 |
| Example 2 | 114 | 253 |
| Example 3 | 112 | 252 |
| Comparative example 1 | 113 | 3010 |
TABLE 5 particle size change after 6 days storage
| Primary particle size (nm) | Particle size after 6 days (nm) | |
| Example 1 | 111 | 142 |
| Example 2 | 114 | 135 |
| Example 3 | 112 | 139 |
| Comparative example 1 | 113 | 211 |
TABLE 6 Effect of different pH's on particle size
TABLE 7 results of particle size after 6 days storage at different pH
| 3.17 | 4.17 | 5.17 | 6.17 | 7.17 | |
| Example 1 | 140 | 142 | 141 | 146 | 163 |
| Example 2 | 138 | 139 | 141 | 145 | 165 |
| Example 3 | 137 | 138 | 139 | 134 | 173 |
| Comparative example 1 | 213 | 214 | 211 | 337 | 451 |
TABLE 8 results of particle size after 6 days of storage at different temperatures
| Temperature (. degree.C.) | 35 | 50 |
| Example 1 | 142 | 142 |
| Example 2 | 135 | 137 |
| Example 3 | 139 | 144 |
| Comparative example 1 | 298 | 263 |
As can be seen from table 4, the comparative examples are generally inferior to the examples in particle size stability to the freeze-dried lipid nanoparticles, and the examples have better anti-corrosive performance than the comparative examples because the cinnamaldehyde lipid nanoparticles need to be freeze-dried into a solid for convenient transportation and then stored, and then re-dispersed with a solvent when in use, and the particle size is still stable in the nanometer level after dispersion to maintain high-efficiency anti-corrosive performance; as can be seen from Table 5, the storage stability of the examples is superior to that of the comparative examples; as can be seen from Table 6, the difference of the pH on the particle size of the examples is not significant, but the particle size stability of the comparative example at different pH values is significantly lower than that of the examples; as can be seen from Table 7, the examples are superior in particle size stability at different pH values to the comparative examples, which are significantly enlarged at higher pH values.
The encapsulation efficiency of example 3 compared to that of comparative example 2 is shown in table 9:
table 9 encapsulation performance data for example 3 and comparative example 2
| Example 3 | Comparative example 2 | |
| Encapsulation efficiency | 89.49％ | 65％ |
| Particle size | 112nm | 145nm |
| PDI | 0.153 | 0.147 |
| Zeta | -44.36mV | -108.6mV |
As shown in table 9, the encapsulation efficiency of comparative example 2 in which p-anisaldehyde is encapsulated is significantly lower than that of example 3, the particle size is relatively larger, but the Zeta potential is significantly larger than that of example 3, so that the suspension stability is relatively better, but-44.36 mV in example 3 is enough to obtain satisfactory suspension stability, which indicates that the formula of the present invention is suitable for the encapsulation of cinnamaldehyde, can achieve high encapsulation efficiency, effectively disperses lipid nanoparticles, and achieves the technical effect of preventing the volatilization of cinnamaldehyde.
Claims (9)
1. A cinnamaldehyde solid lipid nanoparticle with high stability is characterized by comprising cinnamaldehyde and a lipid encapsulating film encapsulated on the outer surface of the cinnamaldehyde;
the chemical components of the lipid encapsulating membrane comprise soybean lecithin, poloxamer-188, glyceryl monostearate and tween-80.
2. The method for preparing cinnamaldehyde solid lipid nanoparticles with high stability according to claim 1, comprising the following steps:
fully mixing and stirring soybean lecithin, poloxamer-188 and water to obtain an aqueous phase solution;
step two, fully mixing and stirring glycerin monostearate, tween-80 and cinnamaldehyde to form an oil phase solution;
step three, dripping the aqueous phase solution into the oil phase solution, fully mixing and stirring, and circulating on a high-pressure homogenizer to form liposome nanoparticle solution;
step four, ultra-filtering the liposome nanoparticle solution prepared in the step three;
and step five, curing the liposome nanoparticle solution prepared in the step four at a low temperature.
3. The preparation method of the cinnamaldehyde solid lipid nanoparticle with high stability according to claim 2, wherein the mass ratio of the soybean lecithin, the poloxamer-188 and the water in the first step is 1-3: 2-4: 100.
4. The preparation method of the cinnamaldehyde solid lipid nanoparticle with high stability according to claim 2, wherein the mass ratio of the glyceryl monostearate, the tween-80 and the cinnamaldehyde in the second step is 1-3: 2-5.
5. The preparation method of the cinnamaldehyde solid lipid nanoparticle with high stability as claimed in claim 2, wherein the volume ratio of the water phase solution to the oil phase solution in the third step is 100: 3-10, and the temperature of the water phase is 5 ℃ higher than that of the oil phase.
6. The preparation method of cinnamaldehyde solid lipid nanoparticles with high stability according to claim 2, wherein the stirring speed of the first step to the third step is 500rpm/min to 1000rpm/min, and the stirring temperature is 60 ℃ to 70 ℃.
7. The method for preparing cinnamaldehyde solid lipid nanoparticles with high stability according to claim 2, wherein the pressure of the high pressure homogenization in the third step is 7,500 psi-25,000 psi, and the number of cycles of the suspension passing through the high pressure homogenizer is 2-4.
8. The method for preparing cinnamaldehyde solid lipid nanoparticles with high stability according to claim 2, wherein the ultrafiltration membrane used in the fourth step has a molecular weight cut-off of 30kDa-150 kDa.
9. The method for preparing cinnamaldehyde solid lipid nanoparticles with high stability according to claim 2, wherein the temperature for low temperature solidification in step five is 4-12 ℃ and the time is 1-4 h.
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