CN117069964A - Curcumin-based ionic liquid hydrogel and preparation method and application thereof - Google Patents
Curcumin-based ionic liquid hydrogel and preparation method and application thereof Download PDFInfo
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- CN117069964A CN117069964A CN202310973772.2A CN202310973772A CN117069964A CN 117069964 A CN117069964 A CN 117069964A CN 202310973772 A CN202310973772 A CN 202310973772A CN 117069964 A CN117069964 A CN 117069964A
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- curcumin
- ionic liquid
- based ionic
- liquid hydrogel
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- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 title claims abstract description 406
- 239000004148 curcumin Substances 0.000 title claims abstract description 203
- 235000012754 curcumin Nutrition 0.000 title claims abstract description 203
- 229940109262 curcumin Drugs 0.000 title claims abstract description 203
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 title claims abstract description 203
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 151
- 239000000017 hydrogel Substances 0.000 title claims abstract description 101
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims abstract description 47
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 claims abstract description 25
- 229960003237 betaine Drugs 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 22
- 229920006037 cross link polymer Polymers 0.000 claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000004132 cross linking Methods 0.000 claims description 13
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 3
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- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims description 3
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- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 abstract 1
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
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- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
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Abstract
The invention discloses a curcumin-based ionic liquid hydrogel and a preparation method and application thereof. The preparation method of the curcumin-based ionic liquid hydrogel comprises the following steps: the curcumin and betaine and L-carnitine are prepared into curcumin-based ionic liquid through ionization salification reaction; and preparing the curcumin-based ionic liquid and the crosslinked polymer into the curcumin-based ionic liquid hydrogel. Compared with single curcumin, the curcumin-based ionic liquid hydrogel prepared by the method has the advantages of good biocompatibility, good skin permeability, good solubility, high bioavailability and the like, and the percutaneous absorption effect of curcumin is greatly improved; in addition, the curcumin-based ionic liquid hydrogel completely retains the main molecular skeleton of the curcumin monomer and the main molecular skeleton of the gel, so that the biological activity and the efficacy of the curcumin-based ionic liquid hydrogel are improved.
Description
Technical Field
The invention relates to the technical field of hydrogels, in particular to a curcumin-based ionic liquid hydrogel and a preparation method and application thereof.
Background
Curcumin is a natural compound, and is a diketone compound extracted from rhizomes of some plants in the families of Zingiberaceae and Araceae. Wherein, the turmeric contains about 3% -6% of curcumin, which is a rare pigment with diketone structure in the plant kingdom. Curcumin is orange yellow crystal powder, has slightly bitter taste, is insoluble in water, and is mainly used for coloring sausage products, cans, marinated products and other products in food production. Curcumin has the effects of reducing blood lipid, resisting tumor, resisting inflammation, promoting bile flow, resisting oxidation, and the like, and scientists find that curcumin helps to treat drug-resistant tuberculosis.
Transdermal administration has many advantages over traditional drug delivery strategies (oral, injection), such as avoiding first pass liver clearance, improving patient dependence on drugs and reducing side effects. However, transdermal delivery is difficult due to poor solubility and skin permeability of the individual curcumin.
Accordingly, the prior art is still in need of improvement and development.
Disclosure of Invention
In view of the shortcomings of the prior art, the invention aims to provide a curcumin-based ionic liquid hydrogel and a preparation method and application thereof, and aims to solve the problems that skin permeability, solubility and bioavailability of single curcumin are poor and transdermal delivery is difficult to realize.
In a first aspect of the present invention, there is provided a method for preparing a curcumin-based ionic liquid hydrogel, comprising:
step A, carrying out ionization salification reaction on curcumin and betaine and/or L-carnitine to obtain curcumin-based ionic liquid;
and B, crosslinking the curcumin-based ionic liquid and the crosslinked polymer by a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel.
Optionally, the step a specifically includes:
step A1, adding curcumin and betaine and/or L-carnitine into a solvent, and carrying out ionization salification reaction for a preset time at a preset temperature;
and A2, concentrating and recrystallizing the reacted system to obtain the curcumin-based ionic liquid.
Optionally, the ratio of the moles of curcumin to the moles of betaine and/or l-carnitine is 1:1-1:10.
optionally, the temperature of the ionization salt forming reaction is 30-100 ℃ and the time is 4-48 hours.
Optionally, the solvent is one or two of ethanol, water, methanol, isopropanol, acetone, propylene glycol, butylene glycol and pentylene glycol.
Optionally, the step B specifically includes: and mixing the curcumin-based ionic liquid and the crosslinked polymer in a solvent, and uniformly stirring to obtain the curcumin-based ionic liquid hydrogel.
Optionally, the cross-linked polymer is selected from one or more of hydroxyethyl cellulose, sodium hyaluronate, silk fibroin, collagen.
Optionally, the curcumin-based ionic liquid and the crosslinked polymer are mixed according to a molar ratio of (1-10):
(1-10) mixing.
According to a second aspect of the invention, a curcumin-based ionic liquid hydrogel is provided, which is characterized in that the curcumin-based ionic liquid hydrogel is prepared by adopting the preparation method of the curcumin-based ionic liquid hydrogel.
In a third aspect of the invention, there is provided the use of a curcumin-based ionic liquid hydrogel according to the invention in cosmetics;
or, the application of the curcumin-based ionic liquid hydrogel in preparing medicines is provided.
The beneficial effects are that: compared with single curcumin, the curcumin-based ionic liquid hydrogel prepared by the method has the advantages of good biocompatibility, good solubility, high bioavailability, good skin permeability and the like, and the transdermal absorption effect of curcumin is greatly improved; in addition, the curcumin-based ionic liquid hydrogel completely retains the main molecular skeleton of the curcumin monomer and the main molecular skeleton of the gel, so that the biological activity and the efficacy of the curcumin-based ionic liquid hydrogel are improved.
Drawings
Fig. 1 is a flowchart of a method for preparing a curcumin-based ionic liquid hydrogel according to an embodiment of the present invention.
FIG. 2 is a nuclear magnetic resonance hydrogen spectrum of the curcumin-based ionic liquid prepared in example 1.
FIG. 3 is a two-dimensional nuclear magnetic resonance hydrogen spectrum of the curcumin-based ionic liquid prepared in example 1.
FIG. 4 is a scanning electron microscope image of the curcumin-based ionic liquid hydrogel prepared in example 1.
Fig. 5 is a graph of the transdermal efficiency of the curcumin-based ionic liquid hydrogel prepared in example 1.
FIG. 6 is a graph showing the cell viability of the curcumin-based ionic liquid hydrogel prepared in example 1.
FIG. 7 is a graph showing the solubility of the curcumin-based ionic liquid hydrogel prepared in example 1.
Detailed Description
The invention provides a curcumin-based ionic liquid hydrogel and a preparation method and application thereof, and the curcumin-based ionic liquid hydrogel is further described in detail below in order to make the purposes, the technical schemes and the effects of the curcumin-based ionic liquid hydrogel clearer and more definite. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
In recent years, hydrogel technology is beginning to be applied to the fields of cosmetics, medicines and life sciences, and compared with the traditional preparation method of hydrogels, ionic liquid hydrogels have the most outstanding advantage that ionic liquid molecules can be connected through acting force so that the ionic liquid hydrogels have double or more effects. In ionic liquid hydrogel, the acting force between ionic liquids can not only effectively penetrate the stratum corneum of the skin, but also can be used as an active ingredient to improve the bioavailability and exert the effect.
Referring to fig. 1, an embodiment of the present invention provides a method for preparing a curcumin-based ionic liquid hydrogel, which includes:
step A, carrying out ionization salification reaction on curcumin and betaine and/or L-carnitine to obtain curcumin-based ionic liquid;
and B, crosslinking the curcumin-based ionic liquid and the crosslinked polymer by a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel.
The solubility and transdermal effect of single curcumin are poor, so that the application effect and application range of the curcumin are limited. In the embodiment of the invention, curcumin is used as an anion precursor, and the curcumin-based ionic liquid with the properties of oxidation resistance, inflammation resistance, tumor resistance and the like can be obtained after ionization modification of betaine and/or L-carnitine. The prepared curcumin-based ionic liquid not only can effectively improve the solubility and skin permeability of curcumin, but also can improve the bioactivity of curcumin, and has potential application value in transdermal drug delivery and transportation.
According to the embodiment of the invention, the curcumin-based ionic liquid and the crosslinked polymer are crosslinked by a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel. The crosslinked curcumin-based ionic liquid hydrogel not only has the characteristics of curcumin-based ionic liquid, but also has the characteristics peculiar to the hydrogel, such as: more and uniform pore size.
The curcumin-based ionic liquid hydrogel prepared by the preparation method provided by the embodiment of the invention has the advantages of good biocompatibility, good solubility, high bioavailability, good skin permeability and the like; moreover, the curcumin-based ionic liquid hydrogel completely maintains the main molecular skeleton of the gel, and simultaneously maintains the bioactivity and efficacy of curcumin. The preparation method is simple, easy for mass production, green and pollution-free.
Wherein the curcumin is a natural compound, and is a diketone compound extracted from rhizomes of some plants in the families of Zingiberaceae and Araceae. Wherein, the turmeric contains about 3% -6% of curcumin, which is a rare pigment with diketone structure in the plant kingdom. Curcumin is orange yellow crystal powder, has slightly bitter taste, is insoluble in water, and is mainly used for coloring sausage products, cans, marinated products and other products in food production. Curcumin has the effects of reducing blood lipid, resisting tumor, resisting inflammation, promoting bile flow, resisting oxidation, and the like, and scientists find that curcumin helps to treat drug-resistant tuberculosis.
The betaine has the effects of resisting tumor, lowering blood pressure, resisting peptic ulcer and gastrointestinal dysfunction, treating liver diseases, regulating in vivo osmotic pressure, relieving stress, promoting fat metabolism and protein synthesis, etc.
The L-carnitine has the effects of protecting the stability of cell membranes, improving the immunity of human bodies, avoiding invasion of some diseases and the like, and has a certain prevention effect on sub-health prevention and treatment.
In the step A, curcumin is used as an anion precursor, betaine and/or L-carnitine are used as a cation precursor, and the curcumin-based ionic liquid is synthesized through an ionization salification reaction.
In one embodiment, the step a specifically includes:
step A1, adding curcumin and betaine and/or L-carnitine into a solvent, and carrying out ionization salification reaction for a preset time at a preset temperature;
and A2, concentrating and recrystallizing the reacted system to obtain the curcumin-based ionic liquid.
Mixing curcumin and betaine and/or L-carnitine in solvents such as ethanol or water, and ionizing the curcumin and the betaine and the L-carnitine at a preset temperature to form salt for a preset time; and concentrating and recrystallizing to obtain the curcumin-based ionic liquid. The curcumin-based ionic liquid has the biological activity and the efficacy of curcumin, betaine and/or L-carnitine substances, and greatly improves the permeability, the solubility and the bioavailability of the curcumin, and enhances the application effect of the curcumin-based ionic liquid.
The curcumin can play a unique role in protecting skin, and has the functions of resisting oxidization, inflammation and tumor. The betaine and the L-carnitine can enable the outer layer of the cell to generate a natural protective component, and also have good repairing and protecting effects on the skin. The curcumin-based ionic liquid has the biological activity and the efficacy of curcumin, betaine and/or L-carnitine, and greatly improves the solubility and the transdermal permeability of the curcumin, and enhances the application effect of the curcumin-based ionic liquid.
In one embodiment, the ratio of the moles of curcumin to the moles of betaine and/or l-carnitine is 1:1-1:10, such as 1:1, 1:2, 1:4, 1:8, 1:9, 1:10.
In one embodiment, the ionization to salt reaction temperature is 30 ℃ to 100 ℃, such as 30 ℃, 40 ℃, 50 ℃, 60 ℃, 70 ℃, 80 ℃, 90 ℃, 100 ℃.
In one embodiment, the ionization to salt reaction time is 4 to 48 hours, such as 4 hours, 8 hours, 12 hours, 24 hours, 48 hours.
In one embodiment, the solvent may be one or two of ethanol, water, methanol, isopropanol, acetone, propylene glycol, butylene glycol, pentylene glycol, etc. to enhance the recrystallization separation effect of the product.
In one embodiment, the step A2 specifically includes: concentrating the reacted system to 1/5 to 1/10 of the volume of the concentrated system under vacuum condition, and then carrying out reduced pressure distillation and recrystallization to obtain the curcumin-based ionic liquid.
In one embodiment, the method further comprises the steps of: filtering, separating and vacuum drying to obtain the curcumin-based ionic liquid, wherein the drying temperature is 30-100 ℃ and the drying time is 24-48 hours, so that residual water or solvents such as ethanol and the like in the product are thoroughly removed.
In the step B, the curcumin-based ionic liquid and the crosslinked polymer are subjected to a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel.
In one embodiment, the step B specifically includes: and mixing the curcumin-based ionic liquid and the crosslinked polymer, and uniformly stirring to obtain the curcumin-based ionic liquid hydrogel.
In a specific embodiment, the step B specifically includes: mixing the curcumin-based ionic liquid and the crosslinked polymer in a solvent, uniformly stirring, pouring into a mold, and volatilizing and forming to obtain the curcumin-based ionic liquid hydrogel.
In one embodiment, the cross-linked polymer is selected from one or more of hydroxyethyl cellulose, sodium hyaluronate, silk fibroin, collagen.
In one embodiment, the curcumin-based ionic liquid and the crosslinked polymer are combined in a molar ratio of (1-10): (1-10), such as 1:1, 1:2, 1:3, 2:1, 5:1, 10:1, etc.
Specifically, the curcumin-based ionic liquid hydrogel provided by the embodiment of the invention is prepared by mixing curcumin-based ionic liquid and crosslinked polymer according to a molar ratio of (1-10) at 30 ℃: (1-10), and fully and uniformly mixing by a magnetic stirrer to obtain the curcumin-based ionic liquid hydrogel. The preparation method is simple, easy to operate and capable of realizing industrial production.
Specifically, the curcumin-based ionic liquid hydrogel provided by the invention takes curcumin as an anion precursor, betaine and/or L-carnitine as a cation precursor, the curcumin-based ionic liquid is synthesized through ionization salt formation reaction, separation and purification of products are realized through concentration and recrystallization after the reaction is finished, and pure curcumin-based ionic liquid is obtained. And finally, crosslinking the curcumin-based ionic liquid and the crosslinked polymer by a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel.
The embodiment of the invention provides a curcumin-based ionic liquid hydrogel, which is prepared by adopting the preparation method of the curcumin-based ionic liquid hydrogel. Wherein, curcumin based ionic liquid includes: curcumin, betaine and/or l-carnitine.
The curcumin-based ionic liquid hydrogel provided by the embodiment of the invention has the following effects: firstly, compared with single curcumin, the curcumin-based ionic liquid hydrogel has better biocompatibility, and meanwhile, the transdermal absorbability of the curcumin-based ionic liquid hydrogel is obviously improved, and the application effect is enhanced; secondly, the curcumin-based ionic liquid hydrogel completely maintains the main molecular skeleton of the curcumin monomer and the characteristics of gel, so that the curcumin-based ionic liquid hydrogel has the biological activity and the efficacy of two substances.
The embodiment of the invention also provides application of the curcumin-based ionic liquid hydrogel in cosmetics;
or, the application of the curcumin-based ionic liquid hydrogel in preparing medicines is described.
That is, the curcumin-based ionic liquid hydrogel disclosed by the embodiment of the invention is applied to the fields of cosmetics, medicines and life sciences; alternatively, the curcumin-based ionic liquid hydrogel according to the embodiment of the present invention is used as a pharmaceutical ingredient of a drug for transdermal delivery and the like. In other words, the curcumin-based ionic liquid hydrogel according to the embodiment of the present invention can be used as a raw material for application in medicine, cosmetics, carriers for delivering drugs, and the like.
In the embodiment of the invention, curcumin is used as an anion precursor to carry out ionization modification on betaine and L-carnitine, and then curcumin-based ionic liquid is generated; and adding a crosslinking polymer to obtain the curcumin-based ionic liquid hydrogel through a physical crosslinking method. The curcumin-based ionic liquid hydrogel not only completely maintains the main molecular skeleton and functional groups of curcumin, but also maintains the characteristics of gel, so that the curcumin-based ionic liquid hydrogel has biological activity and efficacy of two substances, and has remarkable enhancement effect on the solubility, transdermal absorbability, transdermal delivery and other effects of curcumin.
The invention is further illustrated by the following examples.
Example 1
The preparation method of the curcumin-based ionic liquid hydrogel comprises the following steps:
under the nitrogen atmosphere, dissolving 0.01mol of curcumin in 10mL of water and ethanol, dissolving 0.01mol of betaine and 0.01mol of L-carnitine in 10mL of water, dropwise adding into the reactor dissolved with curcumin, heating to 60 ℃, and carrying out ionization salification reaction for 12 hours;
after the reaction is finished, concentrating the solution to 1/10 of the volume of the reaction solution under the vacuum condition, carrying out reduced pressure distillation and recrystallization, filtering, washing and separating, and then drying in a vacuum drying oven for 48 hours to obtain the curcumin ionic liquid with the yield of 92.36%.
As shown in fig. 2, the nuclear magnetic hydrogen spectrum data of the curcumin-based ionic liquid prepared in this embodiment is: 1 HNMR (400 mhz, dmso) δ8.03 (s, 1H), 6.60-6.59 (m, 2H), 5.37 (s, 1H), 4.38 (s, 1H), 3.48-3.36 (m, 6H), 3.28-2.97 (m, 2H), 2.35-2.28 (t, 1H), 1.25-0.83 (m, 4H); the nuclear magnetic carbon spectrum data are: 13 C NMR(400MHz,DMSO)δ160.52(s),106.63(s),65.71(s),64.87(s),62.32(s),61.48(s),61.38(s),61.25(s),56.50(s),52.87(s),52.65(s),52.53(s),52.24(s),51.04(s),50.75(s),46.34(s),41.28(s),32.24 (s), 28.36(s), 28.12(s), 25.77(s), 18.87(s), 18.86(s), 14.35(s), 10.27(s). The melting point of the curcumin-based ionic liquid prepared in the embodiment is 264.27 ℃.
Fig. 3 is a two-dimensional nuclear magnetic hydrogen spectrum of the curcumin-based ionic liquid prepared in this example. The testing method comprises the following steps: the prepared curcumin-based ionic liquid was dissolved in DMSO-d6 and then tested with nuclear magnetism of 400 MHz. As can be seen from fig. 3, the interaction force between curcumin and l-carnitine occurs to form a supramolecule.
At room temperature, dissolving 0.01mol of curcumin-based ionic liquid in a reactor by 10mL of ethanol, dissolving 0.01mol of hydroxyethyl cellulose in 10mL of water, dropwise adding the solution into the reactor dissolved with the curcumin-based ionic liquid, stirring uniformly, pouring the solution into a mould for volatile molding, and obtaining the curcumin-based ionic liquid hydrogel with the yield of 97.84%.
Fig. 4 is a scanning electron microscope image of the curcumin-based ionic liquid hydrogel prepared in this example. The testing method comprises the following steps: and freeze-drying the prepared curcumin-based ionic liquid hydrogel, then adhering the dried curcumin-based ionic liquid hydrogel to a sample preparation table by using conductive adhesive, and performing a test after metal spraying. As can be seen from the scanning electron microscope image of FIG. 4, the curcumin-based ionic liquid hydrogel has a good pore diameter, and the ionic liquid is uniformly distributed in the hydrogel.
Fig. 5 is a graph of the transdermal efficiency of the curcumin-based ionic liquid hydrogel prepared in this example. The testing method comprises the following steps: the transdermal efficiency of curcumin-based ionic liquid hydrogels was measured using in vitro Franz diffusion Chi Fa. As can be seen from the transdermal efficiency map of fig. 5, the permeability of the curcumin-based ionic liquid hydrogel was improved by about 16.33 times over curcumin alone and about 1.86 times over curcumin-based ionic liquid.
FIG. 6 is a graph showing the cell viability of the curcumin-based ionic liquid hydrogel prepared in this example. The testing method comprises the following steps: keratinocytes were cultured, followed by adding the cells to a 96-well plate, incubating for 24 hours, adding a curcumin-based ionic liquid hydrogel, incubating for 24 hours, followed by adding a CCK08 kit, incubating for 4 hours, and measuring absorbance and calculating cell viability with a microplate reader. As can be seen from the cell viability map in fig. 6, the viability of the curcumin-based ionic liquid hydrogel for keratinocytes was higher than 93%, indicating that the curcumin-based ionic liquid hydrogel has lower toxicity, better biocompatibility and safety.
FIG. 7 is a graph showing the solubility of the curcumin-based ionic liquid hydrogel prepared in this example. The testing method comprises the following steps: curcumin was added to water, ethanol, curcumin-based ionic liquid and curcumin-based ionic liquid hydrogels, respectively, and its absorbance was measured with uv-vis absorption spectroscopy and solubility was calculated. As can be seen from the solubility diagram of fig. 7, the curcumin-based ionic liquid hydrogel can increase the solubility of curcumin by about 359.5 times as compared with the aqueous solution; the ratio of the ionic liquid to the ethanol and the curcumin is increased by about 2.79 times and 1.43 times respectively. Therefore, the curcumin-based ionic liquid hydrogel not only has better biocompatibility and skin permeability, but also improves the solubility and stability of curcumin.
In summary, the invention provides a curcumin-based ionic liquid hydrogel and a preparation method and application thereof. The invention takes betaine and L-carnitine as cation precursors, takes curcumin as anion precursors, synthesizes curcumin-based ionic liquid through ionization salification reaction, and realizes separation and purification of products through concentration and crystallization after the reaction is finished to obtain the curcumin-based ionic liquid; and then the curcumin-based ionic liquid and the crosslinked polymer are subjected to a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel. The permeability of the curcumin-based ionic liquid hydrogel is improved by about 16.33 times compared with that of the curcumin-based ionic liquid hydrogel, and the curcumin-based ionic liquid hydrogel has the effects of antioxidation, anti-inflammation, anti-tumor and repairing and biological activity of betaine, L-carnitine and single curcumin and gel.
It is to be understood that the invention is not limited in its application to the examples described above, but is capable of modification and variation in light of the above teachings by those skilled in the art, and that all such modifications and variations are intended to be included within the scope of the appended claims.
Claims (10)
1. A method for preparing a curcumin-based ionic liquid hydrogel, which is characterized by comprising the following steps:
step A, carrying out ionization salification reaction on curcumin and betaine and/or L-carnitine to obtain curcumin-based ionic liquid;
and B, crosslinking the curcumin-based ionic liquid and the crosslinked polymer by a physical crosslinking method to obtain the curcumin-based ionic liquid hydrogel.
2. The method for preparing a curcumin-based ionic liquid hydrogel according to claim 1, wherein the step a specifically comprises:
step A1, adding curcumin and betaine and/or L-carnitine into a solvent, and carrying out ionization salification reaction for a preset time at a preset temperature;
and A2, concentrating and recrystallizing the reacted system to obtain the curcumin-based ionic liquid.
3. The method for preparing the curcumin-based ionic liquid hydrogel according to claim 1 or 2, wherein the ratio of the number of moles of curcumin to the number of moles of betaine and/or l-carnitine is 1:1-1:10.
4. the method for preparing the curcumin-based ionic liquid hydrogel according to claim 1 or 2, wherein the ionization salt formation reaction is carried out at a temperature of 30-100 ℃ for 4-48 hours.
5. The method for preparing the curcumin-based ionic liquid hydrogel according to claim 2, wherein the solvent is one or two of ethanol, water, methanol, isopropanol, acetone, propylene glycol, butylene glycol and pentylene glycol.
6. The method for preparing a curcumin-based ionic liquid hydrogel according to claim 1, wherein the step B specifically comprises: and mixing the curcumin-based ionic liquid and the crosslinked polymer in a solvent, and uniformly stirring to obtain the curcumin-based ionic liquid hydrogel.
7. The method for preparing the curcumin-based ionic liquid hydrogel according to claim 1, wherein the cross-linked polymer is one or more selected from the group consisting of hydroxyethyl cellulose, sodium hyaluronate, silk fibroin and collagen.
8. The method for preparing the curcumin-based ionic liquid hydrogel according to claim 1, wherein the curcumin-based ionic liquid and the crosslinked polymer are mixed according to a molar ratio of (1-10): (1-10) mixing.
9. A curcumin-based ionic liquid hydrogel, which is prepared by the preparation method of the curcumin-based ionic liquid hydrogel according to any one of claims 1-8.
10. Use of the curcumin-based ionic liquid hydrogel according to claim 9 in cosmetics;
alternatively, the use of a curcumin-based ionic liquid hydrogel according to claim 9 in the preparation of a medicament.
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