CN114532535A - Preparation method of curcumin nano-liposome - Google Patents

Preparation method of curcumin nano-liposome Download PDF

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Publication number
CN114532535A
CN114532535A CN202210005084.2A CN202210005084A CN114532535A CN 114532535 A CN114532535 A CN 114532535A CN 202210005084 A CN202210005084 A CN 202210005084A CN 114532535 A CN114532535 A CN 114532535A
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curcumin
liposome
organic solvent
nano
soybean lecithin
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Inventor
岳秋林
赵林
赵晨
苏乐
张松
李昆仑
李宝君
孙欣
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Qilu University of Technology
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Qilu University of Technology
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105Plant extracts, their artificial duplicates or their derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/03Organic compounds
    • A23L29/035Organic compounds containing oxygen as heteroatom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/03Organic compounds
    • A23L29/05Organic compounds containing phosphorus as heteroatom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00Shaping or working of foodstuffs characterised by the products
    • A23P10/30Encapsulation of particles, e.g. foodstuff additives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Abstract

The invention belongs to the technical field of food processing, and particularly relates to a preparation method of curcumin nano-liposome. The method of the invention comprises the following steps: (1) weighing soybean lecithin, cholesterol and curcumin, dissolving in an organic solvent, performing rotary evaporation, and removing the organic solvent to form a film; (2) hydrating the lipid film with phosphate buffer solution to form coarse liposome, and stirring; (3) standing after ultrasonic treatment, and filtering to obtain the nano liposome. The liposome prepared by the method of the invention wraps curcumin in a lipid bilayer, thereby overcoming the problem of low bioavailability of curcumin due to poor water solubility. The encapsulation rate reaches more than 90%, the stability is good, and the cytotoxicity is lower. The preparation method of the curcumin nanoliposome effectively solves the problems of poor water solubility and low bioavailability of curcumin, and simultaneously remarkably improves the stability and safety of the product.

Description

Preparation method of curcumin nano-liposome
Technical Field
The invention belongs to the technical field of food processing, and particularly relates to a preparation method of curcumin nano-liposome.
Background
Curcumin is a natural polyphenol compound, mainly exists in rhizome of Zingiberaceae plant, and has chemical formula C21H20O6. Wherein the turmeric contains curcumin at a maximum content of about 5%. Curcumin has the characteristics of blood fat reduction, anti-inflammation, antioxidation, anti-tumor and the like, has good clinical application potential, but has the characteristics of low bioavailability and the like due to easy oxidation, instability under alkaline conditions, poor water solubility and limits the further application of curcumin.
Nanoliposomes are nanoscale vesicular structures composed of phospholipids, cholesterol, and the like, and have small particle sizes, usually tens to hundreds of nanometers. When used as a carrier of a medicament, the compound can obviously improve the water solubility of the medicament, enhance the stability of the medicament, increase the half-life period, and has the characteristics of difficult oxidation, reduced toxicity and the like. Therefore, the curcumin nano-liposome has good application prospect.
Regarding the method for preparing curcumin nanoliposomes, the following patent documents are disclosed:
CN109512785A discloses a preparation method of folic acid-Pluronic F87 modified curcumin nano-liposome, which is prepared from phospholipid, cholesterol, folic acid-Pluronic F87 and curcumin as raw materials by adopting a thin film dispersion method combined with a dynamic high-pressure micro-jet technology and carrying out dissolution, film formation, hydration, dynamic high-pressure micro-jet and other treatments. The folic acid-Pluronic F87 modified curcumin nano-liposome prepared by the method has the average particle size of 81.0 +/-2.9 nm, the dispersion coefficient of 0.384 +/-0.061 and the curcumin encapsulation rate of 88.6 +/-1.4%. The folic acid-Pluronic F87 modified curcumin nano-liposome prepared by the invention has good slow release performance, 82.9% of curcumin is released after 72 hours under the condition of pH7.4, and folic acid modification can enhance the cytotoxicity of the curcumin liposome.
However, the encapsulation efficiency of the curcumin nanoliposome still needs to be improved, and the cell survival rate is not high.
In view of the above technical background, the invention needs to invent a method for preparing curcumin nano-liposome which can effectively solve the problems of poor water solubility, low bioavailability, instability and the like of curcumin.
Disclosure of Invention
In order to solve the problems of poor water solubility, low bioavailability, instability and the like of the existing curcumin, the invention provides a preparation method of a curcumin nano liposome, which can effectively solve the problems, and the curcumin nano liposome prepared by the method can obviously improve the cell survival rate and has low cytotoxicity in a certain concentration range.
The preparation method of the curcumin nano-liposome provided by the invention comprises the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in an organic solvent, performing rotary evaporation, and removing the organic solvent to form a film;
(2) hydrating the lipid film with phosphate buffer solution to form coarse liposome, and stirring;
(3) standing after ultrasonic treatment, and filtering to obtain the nano liposome.
Preferably, in the step (1), in the rotary evaporation, the rotary evaporation is carried out for 0.8-1.2 h at 45-50 ℃ in a vacuum state, and the vacuum degree is 0.08-0.12 MPa.
Preferably, in the step (1), the addition amount of the soybean lecithin is 0.4-0.8mM, and the molar ratio of cholesterol to the soybean lecithin is 0.05-2: 1, curcumin is 8-15 mg.
Preferably, in the step (1), the organic solvent is at least two of chloroform, dichloromethane and methanol.
For example, the organic solvent may be a mixed solution of chloroform and methanol, and the volume ratio of chloroform to methanol is 2: 1;
the organic solvent can also be a mixed solution of dichloromethane and methanol, and the volume ratio of the dichloromethane to the methanol is 2: 1;
or the organic solvent can also be a mixed solution of chloroform, dichloromethane and methanol, and the volume ratio of the chloroform to the dichloromethane to the methanol is 2:1: 1;
of course, the kind of the organic solvent is not limited to the above combination, and other combinations are also possible, and similar variations fall within the scope of the present invention.
Preferably, in the step (2), the pH value of the phosphate buffer solution is 7.0-7.4.
Preferably, in the step (2), stirring is carried out for 30-60 min.
Preferably, in the step (3), ultrasonic treatment is carried out for 8-12 min, and standing is carried out for 20-40 min.
Preferably, in (3), the filtration is performed 3 times using a 0.22 μm filter.
Preferably, the preparation method of the curcumin nano liposome provided by the invention comprises the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in an organic solvent, performing rotary evaporation for 0.8-1.2 h at 45-50 ℃ in a vacuum state, and removing the organic solvent to form a layer of film;
the addition amount of the soybean lecithin is 0.4-0.8mM, and the molar ratio of cholesterol to the soybean lecithin is 0.05-2: 1, curcumin is 8-15 mg; the organic solvent is at least two of chloroform, dichloromethane and methanol;
(2) hydrating the lipid film with a phosphate buffer solution to form a crude liposome, and stirring for 30-60 min; the pH value of the phosphate buffer solution is 7.0-7.4;
(3) and (3) carrying out ultrasonic treatment for 8-12 min, standing for 20-40 min, and filtering to obtain the nano liposome.
Preferably, the preparation method of the curcumin nano liposome provided by the invention comprises the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in organic solvent, rotary evaporating at 48 deg.C under vacuum for 1 hr, and removing organic solvent to form a film;
the addition of soybean lecithin is 0.6 mM, the molar ratio of cholesterol to soybean lecithin is 0.15, and the curcumin is 12 mg; the organic solvent is at least two of chloroform, dichloromethane and methanol;
(2) hydrating the lipid film with phosphate buffer solution to form coarse liposome, and stirring for 50 min; the pH value of the phosphate buffer solution is 7.2;
(3) performing ultrasonic treatment for 10min, standing for 30min, and filtering to obtain nanometer liposome.
The method has the advantages that the curcumin nano liposome is prepared by a reverse evaporation method, the operation is simple, the reaction is rapid, the encapsulation rate is high, the water solubility of the curcumin is greatly improved, the problem of low bioavailability of the curcumin is solved, and meanwhile, the curcumin nano liposome is better in stability and lower in cytotoxicity.
In the specific embodiment of the invention, the result of cytotoxicity analysis shows that the curcumin nano-liposome can obviously improve the cell survival rate and has low cytotoxicity when the concentration is 25-100 mug/mL.
Drawings
Figure 1 is a cytotoxicity assay of curcumin and curcumin nanoliposomes.
Detailed Description
The present invention will now be further described with reference to specific embodiments in order to enable those skilled in the art to better understand the present invention.
Example 1
A method for preparing curcumin nano-liposome comprises the following steps:
(1) weighing 0.6 mmol of soybean lecithin, cholesterol accounting for 15% of the molar ratio of the soybean lecithin, and 10 mg of curcumin, and dissolving in an organic solvent, wherein the organic solvent is a mixed solvent consisting of chloroform and methanol; chloroform/methanol (V: V =2: 1), rotary evaporating at 50 deg.C under 0.1 MPa for 1 hr with rotary evaporator, removing organic solvent, and forming a lipid film on the inner wall of round flask;
(2) the lipid film was then hydrated with 5mL of phosphate buffer (pH7.4) to form 5mL of a crude lipid suspension, stirred for 30 minutes, sonicated for 10 minutes, allowed to stand for 30 minutes, and filtered 3 times with a 0.22 μm filter to give liposomes.
Example 2
A preparation method of curcumin nano-liposome comprises the following steps:
(1) weighing 0.4 mmol of soybean lecithin, cholesterol 10% of the molar ratio of the soybean lecithin, and 8 mg of curcumin, dissolving in dichloromethane/methanol (V: V =2: 1), performing rotary evaporation at 50 ℃ and 0.1 MPa by using a rotary evaporator for 1 hour, removing the organic solvent, and forming a lipid film on the inner wall of a round-bottomed flask;
(2) the lipid film was then hydrated with 5mL of phosphate buffer (pH7.0) to form 5mL of a crude lipid suspension, stirred for 40 minutes, sonicated for 10 minutes, allowed to stand for 30 minutes, and filtered 3 times with a 0.22 μm filter to give liposomes.
Example 3
A preparation method of curcumin nano-liposome comprises the following steps:
(1) weighing 0.8 mmol of soybean lecithin, cholesterol 20% of the lecithin and 15 mg of curcumin, dissolving in chloroform/dichloromethane/methanol (V: V: V =2:1: 1), performing rotary evaporation for 1 hour at 45 ℃ under 0.1 MPa by using a rotary evaporator, removing the organic solvent, and forming a lipid thin film on the inner wall of the round-bottom flask;
(2) the lipid film was then hydrated with 5mL of phosphate buffer (pH7.2) to form 5mL of a crude lipid suspension, stirred for 60 minutes, sonicated for 10 minutes, allowed to stand for 30 minutes, and filtered 3 times with a 0.22 μm filter to give liposomes.
Comparative example
The encapsulation efficiency detection and the particle size analysis are carried out on the curcumin nano-liposome prepared by the invention, and the results are shown in table 1.
The encapsulation efficiency detection method comprises the following steps: measuring 2 mL of sample to be measured, placing the sample into a centrifuge tube, centrifuging the sample for 15 min at 4500 r/min, enriching supernatant, fixing the volume by using methanol, measuring an absorbance value at 425 nm, and calculating the mass of curcumin as m inclusion; taking another 2 mL sample, diluting to constant volume with methanol, measuring absorbance value at 425 nm, and calculating curcumin mass as m total. Encapsulation efficiency: EE% = (m)Package carrier/mGeneral assembly)×100%。
Table 1 encapsulation efficiency and particle size of curcumin nanoliposomes
Figure DEST_PATH_IMAGE001
Cytotoxicity assays
Collecting the CaCo-2 cells growing in logarithmic phase, digesting with pancreatin, inoculating to 96-well plate, culturing, the cell concentration is 3 × 104Per well. When the adherent growth of the cells reaches 70%, adding curcumin and curcumin nano-liposomes containing different concentration gradients at the concentration of 10, 25, 50, 75 and 100 mu g/mL respectively, culturing for 24 h, and detecting the cell survival rate by an MTT method, wherein the result is shown in figure 1.
The results shown in table 1 and fig. 1 show that the curcumin nano-liposome can significantly improve the cell survival rate and has low cytotoxicity when the concentration is 25-100 mug/mL.

Claims (10)

1. A preparation method of curcumin nano-liposome comprises the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in an organic solvent, performing rotary evaporation, and removing the organic solvent to form a film;
(2) hydrating the lipid film with phosphate buffer solution to form coarse liposome, and stirring;
(3) standing after ultrasonic treatment, and filtering to obtain the nano liposome.
2. The method for preparing curcumin nano-liposome as claimed in claim 1, wherein: (1) in the rotary evaporation, the rotary evaporation is carried out for 0.8 to 1.2 hours at a temperature of between 45 and 50 ℃ in a vacuum state, and the vacuum degree is between 0.08 and 0.12 MPa.
3. The method for preparing curcumin nano-liposome as claimed in claim 1, wherein: (1) wherein the dosage of the soybean lecithin is 0.4-0.8mM, and the molar ratio of cholesterol to soybean lecithin is 0.05-2: 1, the curcumin is 8-15 mg.
4. The method for preparing curcumin nano-liposome as claimed in claim 1, wherein: (1) the organic solvent is at least two of chloroform, dichloromethane and methanol.
5. The method for preparing curcumin nano-liposome as claimed in claim 1, wherein: (2) in the method, the pH value of the phosphate buffer solution is 7.0-7.4.
6. The method for preparing curcumin nano-liposome as claimed in claim 1, wherein: (2) and stirring for 30-60 min.
7. The method for preparing curcumin nanoliposomes as claimed in claim 1, wherein: (3) and (4) carrying out ultrasonic treatment for 8-12 min, and standing for 20-40 min.
8. The method for preparing curcumin nanoliposomes as claimed in claim 1, wherein: (3) in the filtration, a 0.22 μm filter membrane was used for 3 times.
9. The method for preparing curcumin nano-liposome as claimed in claim 1, comprising the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in an organic solvent, performing rotary evaporation for 0.8-1.2 h at 45-50 ℃ in a vacuum state, and removing the organic solvent to form a layer of film;
the addition amount of the soybean lecithin is 0.4-0.8mM, and the molar ratio of cholesterol to the soybean lecithin is 0.05-2: 1, curcumin is 8-15 mg; the organic solvent is at least two of chloroform, dichloromethane and methanol;
(2) hydrating the lipid film with a phosphate buffer solution to form a crude liposome, and stirring for 30-60 min; the pH value of the phosphate buffer solution is 7.0-7.4;
(3) and (3) carrying out ultrasonic treatment for 8-12 min, standing for 20-40 min, and filtering to obtain the nano liposome.
10. The method for preparing curcumin nano-liposome as claimed in claim 1, comprising the following steps:
(1) weighing soybean lecithin, cholesterol and curcumin, dissolving in organic solvent, rotary evaporating at 48 deg.C under vacuum for 1 hr, and removing organic solvent to form a film;
soybean lecithin was added at 0.6 mM, the molar ratio of cholesterol to soybean lecithin was 0.15: 1, curcumin is 12 mg; the organic solvent is at least two of chloroform, dichloromethane and methanol;
(2) hydrating lipid film with phosphate buffer solution to form coarse liposome, and stirring for 50 min; the pH value of the phosphate buffer solution is 7.2;
(3) performing ultrasonic treatment for 10min, standing for 30min, and filtering to obtain nanometer liposome.
CN202210005084.2A 2022-01-05 2022-01-05 Preparation method of curcumin nano-liposome Pending CN114532535A (en)

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