CN111110720B - Rosemary essential oil nano liposome and preparation method and application thereof - Google Patents
Rosemary essential oil nano liposome and preparation method and application thereof Download PDFInfo
- Publication number
- CN111110720B CN111110720B CN202010056445.7A CN202010056445A CN111110720B CN 111110720 B CN111110720 B CN 111110720B CN 202010056445 A CN202010056445 A CN 202010056445A CN 111110720 B CN111110720 B CN 111110720B
- Authority
- CN
- China
- Prior art keywords
- essential oil
- rosemary
- mixture
- rosemary essential
- nanoliposome
- 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.)
- Active
Links
- 239000000341 volatile oil Substances 0.000 title claims abstract description 98
- 238000002360 preparation method Methods 0.000 title claims abstract description 33
- 239000002502 liposome Substances 0.000 title abstract description 29
- 244000178231 Rosmarinus officinalis Species 0.000 title 1
- 241001529742 Rosmarinus Species 0.000 claims abstract description 121
- 239000000203 mixture Substances 0.000 claims abstract description 57
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 238000003756 stirring Methods 0.000 claims abstract description 26
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229960000502 poloxamer Drugs 0.000 claims abstract description 25
- 229920001983 poloxamer Polymers 0.000 claims abstract description 25
- 238000002156 mixing Methods 0.000 claims abstract description 18
- 239000008367 deionised water Substances 0.000 claims abstract description 16
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 16
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims abstract description 16
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 14
- 238000001816 cooling Methods 0.000 claims abstract description 8
- 238000001256 steam distillation Methods 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 7
- 238000000605 extraction Methods 0.000 claims description 7
- 239000010668 rosemary oil Substances 0.000 claims description 3
- 229940058206 rosemary oil Drugs 0.000 claims description 3
- 238000000265 homogenisation Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 abstract description 18
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 13
- 238000000576 coating method Methods 0.000 abstract description 12
- 230000000694 effects Effects 0.000 abstract description 12
- 239000011248 coating agent Substances 0.000 abstract description 11
- 230000007547 defect Effects 0.000 abstract description 10
- 230000014759 maintenance of location Effects 0.000 abstract description 8
- 238000012545 processing Methods 0.000 abstract description 7
- 230000000144 pharmacologic effect Effects 0.000 abstract description 3
- 230000008569 process Effects 0.000 abstract description 3
- 230000009471 action Effects 0.000 abstract description 2
- DOUMFZQKYFQNTF-WUTVXBCWSA-N (R)-rosmarinic acid Chemical compound C([C@H](C(=O)O)OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-WUTVXBCWSA-N 0.000 description 10
- 229940079593 drug Drugs 0.000 description 9
- 241000894006 Bacteria Species 0.000 description 5
- ZZAFFYPNLYCDEP-HNNXBMFYSA-N Rosmarinsaeure Natural products OC(=O)[C@H](Cc1cccc(O)c1O)OC(=O)C=Cc2ccc(O)c(O)c2 ZZAFFYPNLYCDEP-HNNXBMFYSA-N 0.000 description 5
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 238000000338 in vitro Methods 0.000 description 5
- 238000011068 loading method Methods 0.000 description 5
- DOUMFZQKYFQNTF-MRXNPFEDSA-N rosemarinic acid Natural products C([C@H](C(=O)O)OC(=O)C=CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-MRXNPFEDSA-N 0.000 description 5
- TVHVQJFBWRLYOD-UHFFFAOYSA-N rosmarinic acid Natural products OC(=O)C(Cc1ccc(O)c(O)c1)OC(=Cc2ccc(O)c(O)c2)C=O TVHVQJFBWRLYOD-UHFFFAOYSA-N 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 4
- 238000005538 encapsulation Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QRYRORQUOLYVBU-VBKZILBWSA-N Carnosic acid Natural products CC([C@@H]1CC2)(C)CCC[C@]1(C(O)=O)C1=C2C=C(C(C)C)C(O)=C1O QRYRORQUOLYVBU-VBKZILBWSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- MINDHVHHQZYEEK-UHFFFAOYSA-N (E)-(2S,3R,4R,5S)-5-[(2S,3S,4S,5S)-2,3-epoxy-5-hydroxy-4-methylhexyl]tetrahydro-3,4-dihydroxy-(beta)-methyl-2H-pyran-2-crotonic acid ester with 9-hydroxynonanoic acid Natural products CC(O)C(C)C1OC1CC1C(O)C(O)C(CC(C)=CC(=O)OCCCCCCCCC(O)=O)OC1 MINDHVHHQZYEEK-UHFFFAOYSA-N 0.000 description 2
- 241000207923 Lamiaceae Species 0.000 description 2
- 241000186779 Listeria monocytogenes Species 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 241000191963 Staphylococcus epidermidis Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000012377 drug delivery Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 229960003128 mupirocin Drugs 0.000 description 2
- 229930187697 mupirocin Natural products 0.000 description 2
- DDHVILIIHBIMQU-YJGQQKNPSA-L mupirocin calcium hydrate Chemical group O.O.[Ca+2].C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@@H]1[C@@H](O)[C@@H](O)[C@H](C\C(C)=C\C(=O)OCCCCCCCCC([O-])=O)OC1.C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@@H]1[C@@H](O)[C@@H](O)[C@H](C\C(C)=C\C(=O)OCCCCCCCCC([O-])=O)OC1 DDHVILIIHBIMQU-YJGQQKNPSA-L 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229940092258 rosemary extract Drugs 0.000 description 2
- 235000020748 rosemary extract Nutrition 0.000 description 2
- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- KSEBMYQBYZTDHS-HWKANZROSA-M (E)-Ferulic acid Natural products COC1=CC(\C=C\C([O-])=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-M 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- XUSYGBPHQBWGAD-PJSUUKDQSA-N Carnosol Chemical compound CC([C@@H]1C2)(C)CCC[C@@]11C(=O)O[C@@H]2C2=C1C(O)=C(O)C(C(C)C)=C2 XUSYGBPHQBWGAD-PJSUUKDQSA-N 0.000 description 1
- MMFRMKXYTWBMOM-UHFFFAOYSA-N Carnosol Natural products CCc1cc2C3CC4C(C)(C)CCCC4(C(=O)O3)c2c(O)c1O MMFRMKXYTWBMOM-UHFFFAOYSA-N 0.000 description 1
- -1 DPPH free radical Chemical class 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000004654 carnosol Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000002828 disc diffusion antibiotic sensitivity testing Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229930004069 diterpene Natural products 0.000 description 1
- 150000004141 diterpene derivatives Chemical class 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- KSEBMYQBYZTDHS-HWKANZROSA-N ferulic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-N 0.000 description 1
- 229940114124 ferulic acid Drugs 0.000 description 1
- KSEBMYQBYZTDHS-UHFFFAOYSA-N ferulic acid Natural products COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 description 1
- 235000001785 ferulic acid Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000008384 membrane barrier Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 231100000957 no side effect Toxicity 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/331—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation, decoction
Abstract
The invention discloses a rosemary essential oil nano liposome and a preparation method and application thereof. Firstly, dissolving rosemary essential oil in caprylic capric triglyceride and uniformly mixing; dissolving the molten poloxamer in deionized water, standing, and fully and uniformly stirring; mixing the two mixtures, placing the mixture into a high-pressure homogenizer for processing, and cooling to below 24 ℃ after the processing is finished to obtain the rosemary essential oil nanoliposome. The rosemary essential oil nano liposome prepared by the invention overcomes the defects in the using process, has better slow release effect and better exerts the pharmacological activity. And under the action of better permeation promotion and better biological viscosity of the liposome, the retention amount and retention time of the medicament on the skin are increased, and the local effect of the medicament is better exerted. The method is simple and easy to implement, few in used reagents and low in preparation cost, and the obtained rosemary essential oil nanoliposome is high in coating rate and has a good application prospect.
Description
Technical Field
The invention relates to application of rosemary essential oil, and in particular relates to rosemary essential oil nano liposome and a preparation method and application thereof.
Background
Rosemary, also known as the dew of the ocean, belongs to the family Labiatae, the genus Rosmarinus, the family Labiatae, the family of the genera shrub or perennial herb, the family of the genera Rosmarinus. The rosemary essential oil contains more diterpene phenol antioxidant components such as carnosol, carnosic acid, rosmarinic acid and ferulic acid, the components contain unsaturated double bonds and phenolic hydroxyl groups, phenolic acid substances have strong reducibility, have a good removing effect on oxidative substances, and are main assistant agents in the DPPH free radical removing process of the rosemary essential oil along with the increase of substance concentration and the higher removal rate in a certain range. Therefore, the rosemary extract has good antioxidant effect, has obvious advantages compared with the artificially synthesized antioxidant, and has no side effect. However, rosemary essential oil has the defects of being difficult to dissolve in water, easy to volatilize, large in peculiar smell and the like, so that the large-scale good application of the rosemary essential oil is limited.
The nano liposome is an active component carrier newly developed in the end of last century, is a new generation nano particle drug delivery system prepared by adsorbing or wrapping drugs in a lipid membrane, and takes natural or synthetic lipid with low toxicity, good biocompatibility and biodegradability as a carrier. The liposome drug delivery system acts on the volatile oil, so that the effect of solidifying the liquid medicine can be achieved, and the stability of the volatile oil can be improved and the taste masking effect can be achieved after the volatile oil is encapsulated. The liposome used for external local application also has a plurality of advantages, such as better wrapping of hydrophilic or lipophilic drugs and reduction of the irritation of the drugs to the skin; the product has solubilizing effect on insoluble drugs, and can increase retention time and retention amount of drugs on skin; has the speed-limiting membrane barrier effect of systemic absorption, and reduces the systemic absorption of the medicine, thereby reducing the adverse reaction of the medicine. However, when used as an external preparation, liposomes lack certain viscosity and thixotropy, which are very essential properties for external preparations. Therefore, the defects need to be overcome in the preparation and application of the nanoliposome so as to better expand the application of the nanoliposome in external preparations.
Disclosure of Invention
In order to solve the problems and achieve the corresponding purpose, the invention provides rosemary essential oil nanoliposome and a preparation method and application thereof. The rosemary essential oil nano liposome prepared by the invention overcomes the defects in the using process, has better slow release effect and better exerts the pharmacological activity. And under the action of better permeation promotion and better biological viscosity of the liposome, the retention amount and retention time of the medicament on the skin are increased, and the local effect of the medicament is better exerted.
The invention is realized by the following technical scheme
The invention provides a preparation method of rosemary essential oil nano liposome, which comprises the following steps:
(1) dissolving rosemary essential oil in caprylic capric triglyceride, and uniformly mixing to obtain a first mixture;
(2) dissolving the molten poloxamer in deionized water, standing, and fully stirring to obtain a second mixture;
(3) slowly adding the second mixture into the first mixture, stirring uniformly to obtain a third mixture, treating the third mixture in a high-pressure homogenizer, and cooling to below 24 ℃ after treatment to obtain the rosemary essential oil nanoliposome.
The preparation method of the rosemary essential oil nanoliposome comprises the following steps of (1) extracting rosemary from rosemary essential oil by a steam distillation method, and specifically comprises the following steps: taking fresh rosemary leaves, drying in shade, then placing in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the dried rosemary leaves to the water in the extraction is 1: 10-14, distilling and extracting for 3-3.5 hours.
According to the preparation method of the rosemary essential oil nanoliposome, in the step (1), the mass ratio of rosemary essential oil to caprylic capric triglyceride is 1: 35 to 50.
According to the preparation method of the rosemary essential oil nanoliposome, in the step (2), the dosage ratio of the molten poloxamer to the deionized water in the second mixture is 3 g: (16-40) ml.
According to the preparation method of the rosemary essential oil nanoliposome, the temperature of the molten poloxamer is 70 ℃, and the molten poloxamer is dissolved in deionized water and then stands for 24 hours.
According to the preparation method of the rosemary essential oil nano-liposome, the mass ratio of rosemary essential oil to molten poloxamer is 1: 7 to 8.
According to the preparation method of the rosemary essential oil nanoliposome, after the second mixture in the step (3) is completely added into the first mixture, the stirring speed is 18000-21000 rpm, and the stirring time is 10-18 min.
And (3) when the third mixture is treated in a high-pressure homogenizer, the working pressure of the high-pressure homogenizer is 80MPa, and the homogenization treatment is carried out for 8-10 times.
According to the invention, through the interaction, the rosemary essential oil is coated, the coating rate reaches 81.9%, and the coating effect is good. The rosemary extract can be better used for in-vitro preparations, plays the role of rosemary essential oil and has good stability. The preparation method is simple, the use amount of the reagents is small, the reagents interact with each other by better controlling the small amount of the reagents, the outstanding coating effect on the rosemary essential oil is achieved, and the technical problem that the high coating rate cannot be achieved by adopting fewer kinds of reagents in the prior art is effectively solved.
The invention also provides the rosemary essential oil nanoliposome prepared by the preparation method of the rosemary essential oil nanoliposome.
The rosemary essential oil nanoliposome has a coating rate of 81.9% on rosemary essential oil, has good stability, overcomes the defects of difficult dissolution in water, easy volatilization and unstable peculiar smell of the rosemary essential oil, and enables the rosemary essential oil to be better applied.
The invention provides application of the rosemary essential oil nanoliposome in an external preparation. The rosemary essential oil nano liposome prepared by the invention can be used in cosmetics and in vitro pharmaceutical preparations.
Compared with the prior art, the invention has the following positive beneficial effects
Rosemary essential oil is widely researched due to the outstanding antioxidant performance, but is limited due to the defects of volatility, peculiar smell, instability and the like, and the prior art has the defect that the rosemary essential oil is prepared into the nano liposome to overcome the defects of volatility, instability and the like. However, when the reagent is used for coating rosemary essential oil improperly, the rosemary essential oil is difficult to coat well, multiple reagents are consumed, toxic reagents are used, and the consumption of the reagents is increased, so that great influence is brought to the environment and technicians.
According to the rosemary essential oil coating method, the caprylic/capric triglyceride and the poloxamer are subjected to emulsification interaction, so that the rosemary essential oil can be coated well, the coating rate reaches 81.9%, no additional reagent is needed in the coating preparation process, no toxic reagent is used, the whole preparation process is environment-friendly, green and harmless, and the method is simple and easy to carry out; the caprylic capric triglyceride has better viscosity and thixotropy, and the rosemary essential oil nanoliposome prepared by the invention has better viscosity and thixotropy, so that the high application of an in-vitro preparation is facilitated, namely the defect that the nanoliposome is lack of viscosity and thixotropy is overcome under the condition that no additional reagent is added.
The rosemary essential oil nanoliposome prepared by the invention can overcome the defects that rosemary essential oil is difficult to dissolve, volatile, peculiar smell and unstable in water, has good slow release effect and can better exert the pharmacological activity, and under the condition of coating the liposome, the retention amount and retention time of a medicament on the skin are increased, and the local effect of the medicament is better exerted.
The method is simple and easy to implement, few in used reagents and low in preparation cost, and the obtained rosemary essential oil nanoliposome is high in coating rate and has a good application prospect.
Drawings
FIG. 1 shows a Scanning Electron Microscope (SEM) image of rosemary nanoliposomes (REO-NLCs);
FIG. 2 shows a Zeta potential plot for REO-NLC;
FIG. 3 shows a particle size distribution diagram of REO-NLC;
FIG. 4 shows the effect of REO and REO-NLC gels on total bacteria count (CFU/g); six animals per group, superscripts (a-b) showing significant differences between the other groups and the control group; in the figure, a is Control, b is Mupirocin, c is REO, and d is REO-NLCs.
Detailed Description
The present invention will be described in more detail with reference to the following embodiments for understanding the technical solutions of the present invention, but the present invention is not limited to the scope of the present invention.
Example 1
A preparation method of rosemary essential oil nano-liposome comprises the following steps:
(1) drying fresh rosemary leaves in the shade, then placing the dried rosemary leaves in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the rosemary leaves dried in the shade to the water in the extraction is 1: 10, distilling and extracting for 3 hours;
(2) dissolving rosemary essential oil in caprylic capric triglyceride, and mixing uniformly to obtain a first mixture; wherein the mass ratio of the rosemary essential oil to the caprylic capric triglyceride is 1: 35;
(3) dissolving 70 ℃ molten poloxamer in deionized water, uniformly mixing, standing for 24 hours, and fully stirring after standing to obtain a second mixture; wherein the dosage ratio of the molten poloxamer to the deionized water is 3 g: 16ml of the solution;
(4) continuously and slowly adding the second mixture into the first mixture (mixing rosemary essential oil and molten poloxamer at a mass ratio of 1: 7), stirring at 18000rpm for 18min after the second mixture is completely added, and uniformly stirring to obtain a third mixture;
(5) and (3) placing the third mixture into a high-pressure homogenizer for processing, wherein the working pressure of the high-pressure homogenizer is 80MPa, homogenizing for 8 times, and then cooling to below 24 ℃ to obtain the rosemary essential oil nanoliposome.
Example 2
A preparation method of rosemary essential oil nano-liposome comprises the following steps:
(1) drying fresh rosemary leaves in the shade, then placing the dried rosemary leaves in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the rosemary leaves dried in the shade to the water in the extraction is 1: 14, distilling and extracting for 3.5 hours;
(2) dissolving rosemary essential oil in caprylic capric triglyceride, and mixing uniformly to obtain a first mixture; wherein the mass ratio of the rosemary essential oil to the caprylic capric triglyceride is 1: 50;
(3) dissolving 70 ℃ molten poloxamer in deionized water, uniformly mixing, standing for 24 hours, and fully stirring after standing to obtain a second mixture; wherein the dosage ratio of the molten poloxamer to the deionized water is 3 g: 40 ml;
(4) continuously and slowly adding the second mixture into the first mixture (mixing the rosemary essential oil and the molten poloxamer according to the mass ratio of 1: 8), completely adding the second mixture, stirring at the stirring speed of 21000rpm for 10min, and uniformly stirring to obtain a third mixture;
(5) and (3) placing the third mixture into a high-pressure homogenizer for processing, wherein the working pressure of the high-pressure homogenizer is 80MPa, homogenizing for 10 times, and then cooling to below 24 ℃ to obtain the rosemary essential oil nanoliposome.
Example 3
A preparation method of rosemary essential oil nano-liposome comprises the following steps:
(1) drying fresh rosemary leaves in the shade, then placing the dried rosemary leaves in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the rosemary leaves dried in the shade to the water in the extraction is 1: 12, distilling and extracting for 3 hours;
(2) dissolving rosemary essential oil in caprylic capric triglyceride, and mixing uniformly to obtain a first mixture; wherein the mass ratio of the rosemary essential oil to the caprylic capric triglyceride is 1: 42;
(3) dissolving 70 ℃ molten poloxamer in deionized water, uniformly mixing, standing for 24 hours, and fully stirring after standing to obtain a second mixture; wherein the dosage ratio of the molten poloxamer to the deionized water is 3 g: 28 ml;
(4) continuously and slowly adding the second mixture into the first mixture (mixing rosemary essential oil and molten poloxamer at a mass ratio of 1: 7.5), stirring at 20000rpm for 15min after the second mixture is completely added, and stirring uniformly to obtain a third mixture;
(5) and (3) placing the third mixture into a high-pressure homogenizer for processing, wherein the working pressure of the high-pressure homogenizer is 80MPa, homogenizing for 9 times, and then cooling to below 24 ℃ to obtain the rosemary essential oil nanoliposome.
Example 4
A preparation method of rosemary essential oil nano-liposome comprises the following steps:
(1) drying fresh rosemary leaves in the shade, then placing the dried rosemary leaves in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the rosemary leaves dried in the shade to the water in the extraction is 1: 12, distilling and extracting for 3 hours;
(2) dissolving rosemary essential oil in caprylic capric triglyceride, and mixing uniformly to obtain a first mixture; wherein the mass ratio of the rosemary essential oil to the caprylic capric triglyceride is 1: 40;
(3) dissolving 70 ℃ molten poloxamer in deionized water, uniformly mixing, standing for 24 hours, and fully stirring after standing to obtain a second mixture; wherein the dosage ratio of the molten poloxamer to the deionized water is 3 g: 20ml of the solution;
(4) continuously and slowly adding the second mixture into the first mixture (mixing rosemary essential oil and molten poloxamer at a mass ratio of 1: 7.5), stirring at 20000rpm for 15min after the second mixture is completely added, and stirring uniformly to obtain a third mixture;
(5) and (3) placing the third mixture into a high-pressure homogenizer for processing, wherein the working pressure of the high-pressure homogenizer is 80MPa, homogenizing for 9 times, and then cooling to below 24 ℃ to obtain the rosemary essential oil nanoliposome.
Example 5
The preparation method of example 4 is adopted to prepare the rosemary essential oil nanoliposome, and the performance of the rosemary essential oil nanoliposome is detected, specifically as follows.
1. Preparing rosemary essential oil nano liposome:
(1) drying fresh rosemary leaves in the shade, then placing the dried rosemary leaves in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the rosemary leaves dried in the shade to the water in the extraction is 1: 12, distilling and extracting for 3 hours;
(2) dissolving 200mg of rosemary essential oil prepared in the step (1) in 8g of caprylic/capric triglyceride, and uniformly mixing to obtain a first mixture;
(3) dissolving 1.5g of poloxamer molten at 70 ℃ in 10ml of deionized water, uniformly mixing, standing for 24 hours, and fully stirring after standing to obtain a second mixture;
(4) continuously and slowly adding the second mixture into the first mixture, stirring for 15min at the stirring speed of 20000rpm after the second mixture is completely added, and uniformly stirring to obtain a third mixture;
(5) and (3) placing the third mixture into a high-pressure homogenizer for processing, wherein the working pressure of the high-pressure homogenizer is 80MPa, homogenizing for 9 times, and then cooling to below 24 ℃ to obtain the rosemary essential oil nanoliposome.
2. The rosemary essential oil nanoliposomes prepared above were evaluated for appearance, particle size and zeta potential using laser diffraction techniques (Malvern Instruments, UK).
(1): morphology characteristics of rosemary essential oil nanoliposome (REO-NLC) were evaluated by using a Scanning Electron Microscope (SEM) (KYKY-EM3200) (results are shown in figure 1), particle size was measured by a Malvenano ZS90 particle size analyzer (results are shown in figure 3), and zeta potential (results are shown in figure 2).
(2): the entrapment rate (EE%) and the drug-loading rate (DL%) of the nano-liposome are detected by taking rosmarinic acid as an index:
EE(％)＝(1－Cf/Ct)×100％
DL(％)＝We/Wm×100％
wherein EE represents encapsulation efficiency, CfIn terms of the amount of free rosmarinic acid, CtIs the total amount of rosmarinic acid in nanoparticle or liposome suspension. Wherein DL represents the percentage of the drug-loading of rosemary oil in the liposome, WeDenotes the amount of rosemary essential oil encapsulated in liposomes, WmRepresents the total weight of the (drug-loaded) liposomes.
The detection values are shown in the following table 1, and the encapsulation rate of REO-NLC in the prepared nano-liposome is 81.9 percent and is up to more than 82 percent according to the calculation of the data in the table 1, and the drug loading rate is 12.3 percent.
TABLE 1 content, encapsulation efficiency and drug loading of rosmarinic acid in REO-NLC
(3): the antibacterial activity of the rosemary essential oil nanoliposome is measured by a disc diffusion method:
get 1060.10ml of bacteria per ml is inoculated in a culture medium for culture; then 100mg REO and 100mg REO-NLCs were placed on the inoculation plate and inoculated at 37 ℃ for 7 days.
The positive control was mupirocin, while the negative control was a sterile dish containing 10% DMSO and NLC (blank).
The length of the zone of inhibition was compared in mm for the drug and control groups.
6 disks per group, the results are shown in FIG. 4; there is no significant difference between REO and REO-NLCs, and REO-NLCs are more stable.
(4): determination of Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC)
A96-well microplate was loaded with 100. mu.l of bacteria per well. Then 100. mu.l REO and 100. mu.l REO-NLC were added to and mixed with the substances in the wells, respectively, and then 100ml wells containing the sample were transferred to the wells of the second column, and the transfer was repeated. All wells in each column receive half of the nanoparticles in the previous column. The bacterial test inoculum size is 106CFU/ml。
The plates were then incubated at 37 ℃ for 24 hours. The growth of the microorganisms is monitored by measuring the absorbance. 620nm in a Power Wave microplate spectrophotometer (BioTek Germany). The lowest concentration and lowest turbidity well was determined as the MIC value. All measurements were repeated three times.
For the MBC test, 50ml were removed from the wells for MIC analysis, plated on nutrient agar plates, and incubated at 37 ℃ for 24 hours. After the incubation time, the plates were examined for growth. The lowest concentrations of REO and REO-NLC were considered as MBC values and the results are shown in table 2.
TABLE 2 MIC and MBC data in REO and REO-NLC groups
As shown in table 2, REO-NLC and REO have the greatest antibacterial activity against positive bacteria including staphylococcus epidermidis, staphylococcus aureus and listeria monocytogenes. The mean values for MIC and MBC were between 4.9 and 20mg/ml (Table 2).
Therefore, the invention researches and prepares the rosemary nanoliposome (REO-NLC) with high entrapment rate and high physical stability, and researches the in vitro antibacterial performance. The results prove that the rosemary nano liposome has high encapsulation efficiency, stable drug-loading rate and better biocompatibility; in vitro bacteriostatic experiments also confirmed that: REO-NLC and REO have the greatest antibacterial activity against positive bacteria including Staphylococcus epidermidis, Staphylococcus aureus and Listeria monocytogenes, without significant difference.
Claims (7)
1. A preparation method of rosemary essential oil nanoliposome is characterized by comprising the following steps:
(1) dissolving rosemary essential oil in caprylic capric triglyceride, and uniformly mixing to obtain a first mixture; the mass ratio of the rosemary essential oil to the caprylic capric triglyceride is 1: 35-50;
(2) dissolving the molten poloxamer in deionized water, standing, and fully stirring to obtain a second mixture; the dosage ratio of the molten poloxamer to the deionized water in the second mixture is 3 g: (16-40) ml; the mass ratio of the rosemary essential oil to the molten poloxamer is 1: 7-8;
(3) slowly adding the second mixture into the first mixture, stirring uniformly to obtain a third mixture, treating the third mixture in a high-pressure homogenizer, and cooling to below 24 ℃ after treatment to obtain the rosemary essential oil nanoliposome.
2. The method for preparing rosemary essential oil nanoliposome according to claim 1, wherein the rosemary essential oil obtained in the step (1) is obtained by extracting rosemary through a steam distillation method, and specifically comprises the following steps: taking fresh rosemary leaves, drying in shade, then placing in water for steam distillation to extract essential oil in the rosemary leaves, wherein the mass ratio of the dried rosemary leaves to the water in the extraction is 1: 10-14, distilling and extracting for 3-3.5 hours.
3. The method for preparing rosemary essential oil nanoliposome according to claim 1, wherein the temperature of the molten poloxamer is 70 ℃, and the molten poloxamer is dissolved in deionized water and then stands for 24 hours.
4. The method for preparing rosemary essential oil nanoliposome according to claim 1, wherein the stirring speed after the second mixture is completely added into the first mixture in the step (3) is 18000-21000 rpm, and the stirring time is 10-18 min.
5. The method for preparing rosemary essential oil nanoliposome according to claim 1, wherein the working pressure of the high pressure homogenizer is 80MPa when the third mixture is processed in the high pressure homogenizer in the step (3), and the homogenization is performed for 8-10 times.
6. Rosemary oil nanoliposomes obtained by the method for preparing rosemary oil nanoliposomes according to any one of claims 1 to 5.
7. Use of the rosemary essential oil nanoliposome of claim 6 in the preparation of an external preparation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010056445.7A CN111110720B (en) | 2020-01-18 | 2020-01-18 | Rosemary essential oil nano liposome and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010056445.7A CN111110720B (en) | 2020-01-18 | 2020-01-18 | Rosemary essential oil nano liposome and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111110720A CN111110720A (en) | 2020-05-08 |
| CN111110720B true CN111110720B (en) | 2021-11-26 |
Family
ID=70489674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010056445.7A Active CN111110720B (en) | 2020-01-18 | 2020-01-18 | Rosemary essential oil nano liposome and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111110720B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113456581B (en) * | 2021-08-09 | 2024-02-02 | 信阳农林学院 | Rosemary essential oil nasal in-situ gel and preparation method and application thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101374498A (en) * | 2005-12-01 | 2009-02-25 | 麻萨诸塞州洛厄尔大学 | Botulinum nanoemulsions |
| CN104337851A (en) * | 2014-10-28 | 2015-02-11 | 华东理工大学 | Preparation method of oleum fructus bruceae nano structure lipid carrier and freeze-dried powder thereof |
| CN105030678A (en) * | 2015-08-10 | 2015-11-11 | 江苏大学 | High-stability rosemary essential oil nano lipidosome antibacterial agent and preparation method |
| CN105434407A (en) * | 2015-12-09 | 2016-03-30 | 中国药科大学 | High-bioavailability curcumin nanometer lipid carrier |
| CN105658224A (en) * | 2013-08-12 | 2016-06-08 | 红金琼脂糖公司(巴拿马注册) | A cream-like solid agarose-in-water gel particles suspension as an intermediate cosmetics product |
| CN107686773A (en) * | 2017-08-04 | 2018-02-13 | 西南林业大学 | A kind of method that Rosemary Oil and antioxidant are extracted from rosemary |
| WO2019198923A1 (en) * | 2018-04-13 | 2019-10-17 | 가천대학교 산학협력단 | Microstructure for transcutaneous and intracutaneous drug delivery of cyclosporin a (csa) |
| CN110664690A (en) * | 2019-10-30 | 2020-01-10 | 张瀚文 | Biological macromolecule skin care product with flexible nano liposome as carrier and preparation method thereof |
-
2020
- 2020-01-18 CN CN202010056445.7A patent/CN111110720B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101374498A (en) * | 2005-12-01 | 2009-02-25 | 麻萨诸塞州洛厄尔大学 | Botulinum nanoemulsions |
| CN105658224A (en) * | 2013-08-12 | 2016-06-08 | 红金琼脂糖公司(巴拿马注册) | A cream-like solid agarose-in-water gel particles suspension as an intermediate cosmetics product |
| CN104337851A (en) * | 2014-10-28 | 2015-02-11 | 华东理工大学 | Preparation method of oleum fructus bruceae nano structure lipid carrier and freeze-dried powder thereof |
| CN105030678A (en) * | 2015-08-10 | 2015-11-11 | 江苏大学 | High-stability rosemary essential oil nano lipidosome antibacterial agent and preparation method |
| CN105434407A (en) * | 2015-12-09 | 2016-03-30 | 中国药科大学 | High-bioavailability curcumin nanometer lipid carrier |
| CN107686773A (en) * | 2017-08-04 | 2018-02-13 | 西南林业大学 | A kind of method that Rosemary Oil and antioxidant are extracted from rosemary |
| WO2019198923A1 (en) * | 2018-04-13 | 2019-10-17 | 가천대학교 산학협력단 | Microstructure for transcutaneous and intracutaneous drug delivery of cyclosporin a (csa) |
| CN110664690A (en) * | 2019-10-30 | 2020-01-10 | 张瀚文 | Biological macromolecule skin care product with flexible nano liposome as carrier and preparation method thereof |
Non-Patent Citations (6)
| Title |
|---|
| 两种壁材迷迭香精油脂质体包埋效果的比较;韩阳，等;《上海交通大学学报(农业科学版)》;20171231;第35卷(第1期);第72-77,94页 * |
| 基于迷迭香主要活性成分的药学特性及其应用系统;马殿军;《科研成果登记表》;20190423;第1-4页 * |
| 新型纳米结构脂质载体给药系统的研究进展;高振东;《中国药业》;20130220;第22卷(第04期);第93页左栏第1段、"1作用特点""2 常用脂质材料及物理稳定性""5 NLC的制备方法"，第94页左栏第1段、"6 在给药系统领域的应用于前景" * |
| 纳米结构脂质载体的制备及其聚集动力学研究;魏渊，等;《化工学报》;20180730;第69卷(第10期);第4427-4437页 * |
| 表面活性剂在新剂型中的应用;施洁明，等;《中国药房》;20030330;第14卷(第3期);第179-181页 * |
| 高压均质法制备包覆防晒剂纳米结构脂质载体的研究;凌慧，等;《高校化学工程学报》;20180415;第32卷(第2期);第377-385页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111110720A (en) | 2020-05-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Wen et al. | Encapsulation of cinnamon essential oil in electrospun nanofibrous film for active food packaging | |
| Cui et al. | The specific antibacterial effect of the Salvia oil nanoliposomes against Staphylococcus aureus biofilms on milk container | |
| Cui et al. | The antibacterial activity of clove oil/chitosan nanoparticles embedded gelatin nanofibers against Escherichia coli O157: H7 biofilms on cucumber | |
| Mahdavi et al. | Assessment of antioxidant, cytotoxicity, antibacterial, antifungal, and cutaneous wound healing activities of green synthesized manganese nanoparticles using Ziziphora clinopodioides Lam leaves under in vitro and in vivo condition | |
| Feng et al. | Enhancement of the antimicrobial activity of cinnamon essential oil-loaded electrospun nanofilm by the incorporation of lysozyme | |
| Xie et al. | Activating the Antibacterial Effect of 4, 6‐Diamino‐2‐pyrimidinethiol‐Modified Gold Nanoparticles by Reducing their Sizes | |
| CN105030678A (en) | High-stability rosemary essential oil nano lipidosome antibacterial agent and preparation method | |
| Zangeneh | Green synthesis and chemical characterization of silver nanoparticles from aqueous extract of Falcaria vulgaris leaves and assessment of their cytotoxicity and antioxidant, antibacterial, antifungal and cutaneous wound healing properties | |
| CN105287380A (en) | High-stability antibacterial agent containing cinnamon essential oil nanoliposomes and method for preparing high-stability antibacterial agent containing cinnamon essential oil nanoliposomes | |
| CN110898008A (en) | Nano-antibacterial emulsion containing tea tree essential oil and preparation method thereof | |
| CN1957924A (en) | Nano liposome of tea plant oil, and preparation method | |
| Najafi et al. | Preparation of barije (ferula gummosa) essential oil–loaded liposomes and evaluation of physical and antibacterial effect on escherichia coli o157: H7 | |
| CN111110720B (en) | Rosemary essential oil nano liposome and preparation method and application thereof | |
| CN105287379A (en) | High-stability antibacterial agent containing tea tree oil nanoliposomes and method for preparing high-stability antibacterial agent containing tea tree oil essential oil nanoliposomes | |
| CN1785258A (en) | Tea tree oil liposome and its preparation method | |
| El-Naggar et al. | Potential antimicrobial and antibiofilm efficacy of essential oil nanoemulsion loaded polycaprolactone nanofibrous dermal patches | |
| Wei et al. | Fabrication of cinnamaldehyde-entrapped ethosome nanoparticles as antimicrobial agent | |
| CN112220824A (en) | Antibacterial nano microemulsion system, preparation method, application and application method | |
| WO2016088093A1 (en) | Propolis-silver preparation accelerating the regeneration of soft tissues and method of obtaining thereof | |
| CN105287381A (en) | High-stability antibacterial agent containing nutmeg essential oil nanoliposomes and method for preparing high-stability antibacterial agent containing nutmeg essential oil nanoliposomes | |
| CN105030677A (en) | High-stability corymbia citriodora essential oil nano lipidosome antibacterial agent and preparation method | |
| CN102038744B (en) | High-permeability environment-friendly high-efficiency skin disinfectant and preparation method thereof | |
| CN116602896A (en) | Natural plant preservative effect self-microemulsified liquid and preparation method thereof | |
| CN110840753A (en) | Skin lotion containing cannabidiol nanoliposome and preparation method thereof | |
| CN103505540A (en) | Oil-in-water compound cedar oil nano emulsion composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20240312 Address after: 450000 No. 1, Minghui Road, Mazhai economic and Industrial Park, Erqi District, Zhengzhou City, Henan Province Patentee after: Henan Dimingtang Pharmaceutical Co.,Ltd. Country or region after: China Address before: 450000 room 718, block B, Fangyuan building, Zijingshan Road, Longhai Road, Guancheng District, Zhengzhou City, Henan Province Patentee before: HENAN DEMENG MEDICINE TECHNOLOGY Co.,Ltd. Country or region before: China |