Preparation process and application of novel phosphatidylated carnosic acid
By combining sage acid with soy phospholipids and modified soy phospholipids, and using low temperature melting and solidification processes, the problems of low stability and bioavailability of sage acid are solved, achieving its stability and efficiency improvement in multiple fields.
Patent Information
- Application Number
- CN202411870772.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-12-18
- Publication Date
- 2025-03-07
AI Technical Summary
Due to its unstable chemical structure and low water solubility, sage acid has problems such as oxidative decomposition, single dosage form and low bioavailability in its application.
By combining sage acid with soy phospholipids and modified soy phospholipids, a new type of phospholipids was prepared by using low-temperature melting and low-temperature curing. The process involves mixing soybean phospholipids and modified soybean phospholipids, adding sage acid, and curing by low temperature conditions.
This process improves the stability and bioavailability of sage acid, makes it more widely used in food, cosmetics and other fields, and extends its activity time in the body.
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Abstract
Description
Technical Field
[0001] The invention belongs to the technical field of preparation of novel phospholipidated carnosic acid, and specifically relates to a preparation process and application of the novel phospholipidated carnosic acid. Background Art
[0002] Carnosic acid (CA) is the main fat-soluble antioxidant component in rosemary (Rosmarinus officinalis L.), and is often used in food preservation and cosmetics. Studies have shown that CA has anti-cancer, anti-inflammatory, neuroprotective, blood sugar regulation, and obesity prevention effects, so it also has broad application prospects in the medical field. Because CA is a phenolic diterpene, its structure contains both ortho-diphenolic hydroxyl and carboxyl groups. This unstable chemical structure is easily oxidized and decomposed. In addition, due to its poor water solubility, CA has low bioavailability and bioavailability, which limits its application.
[0003] Phospholipids are a class of lipids containing phosphate groups and are one of the main components of biological membranes. Phospholipids are amphiphilic, that is, one part is hydrophilic (containing a phosphate group on the head) and the other part is hydrophobic (two fatty acid chains). Phospholipids can spontaneously form liposomes in water, which are vesicles with a double-layer membrane structure that can encapsulate water-soluble and fat-soluble substances.
[0004] Carnosic acid is a fat-soluble component that exists in the form of oil and powder. The advantage of the oil is that it has good fluidity and is easy to mix with materials. The disadvantage is that the oil contains a low content of carnosic acid and has certain limitations in antioxidant properties. The advantage of the powder form is that it has a high content and high antioxidant properties, but the disadvantage is that the fluidity of the powder form is poor. In addition, carnosic acid is easily oxidized and decomposed. If carnosic acid is phosphatidylserine and made into an oil, the carnosic acid content can be higher than that in conventional oils, thereby improving its antioxidant properties. In addition, the phosphatidylserine carnosic acid oil form also has good fluidity and can be well stirred and dispersed in the application system.
[0005] In the prior art, carnosic acid has the disadvantages of being easily oxidized and decomposed, having a single dosage form, and having low bioavailability, which limit its use. Summary of the invention
[0006] The purpose of the present invention is to provide a novel preparation process and application of phospholipidated carnosic acid, which can improve the stability and enhance the bioavailability of carnosic acid after phospholipidation, and expand its application in food, food additives, animals, pets, cosmetics or other antioxidant fields.
[0007] In order to achieve the above object, the present invention provides the following technical solutions: A preparation process of a novel phospholipidized carnosic acid comprises the following steps: 3-5 parts by mass of soybean lecithin and 1-3 parts by mass of modified soybean lecithin are mixed, melted at low temperature, 5-10 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0008] Furthermore, the temperature of heating to melting is 40-50°C.
[0009] Furthermore, the heating method includes a water bath method.
[0010] Furthermore, the mixing temperature is 40-50°C.
[0011] Furthermore, the temperature of the low-temperature curing is -20 to -80°C.
[0012] Furthermore, the preparation method of modified soybean lecithin is: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.095 MPa to 0.1 MPa to obtain modified soybean lecithin.
[0013] Furthermore, in step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:3-5, and the added mass of the organic acid is 3% to 5% of the mass of soybean lecithin.
[0014] Furthermore, in step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 54 wt% to 58 wt%.
[0015] Furthermore, in step (2), the material obtained in step (1) is preheated to 60° C. to 80° C. before being intermittently or continuously added to the absorption tower.
[0016] Furthermore, in step (2), the continuous feeding rate of the material obtained in step (1) is 8 to 10 L / h; and the continuous feeding rate of ozone is 40 to 50 L / h.
[0017] Furthermore, in step (2), 35 wt% hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 60° C. to 80° C., and stirred for 100 to 120 minutes. The mass of hydrogen peroxide added is 1% to 2% of the mass of the discharge of the absorption tower.
[0018] The present invention also provides a novel preparation process of phospholipidated carnosic acid and its application in the fields of food, food additives, animals, pets and cosmetics.
[0019] Compared with the prior art, the advantages and beneficial effects of the present invention are: 1. Phospholipidation is a relatively stable compound or complex formed by charge migration between active ingredients and phospholipid molecules, which can change the physical and chemical properties of active ingredients. Phospholipids are widely distributed in nature, have no toxic side effects, and can make active ingredients work at lower doses. The phospholipid complex prepared by the present invention can enhance the lipophilicity and hydrophilicity of active ingredients, better integrate and exert their efficacy in water-soluble or fat-soluble matrices, prolong the action time in the body, improve bioavailability, and enhance the purpose of pharmacological effects.
[0020] 2. The compound of carnosic acid and soybean lecithin provided by the present invention not only has natural, safe and non-toxic raw materials, but also has better oil solubility. Moreover, under the synergistic cooperation of various components, the antioxidant stability of the compound is better than that of carnosic acid, and the oxidation ability is more durable over a long period of time, which can more effectively extend the shelf life of edible oil. The preparation method of the phospholipid complex antioxidant provided by the present invention has a simple process, high efficiency, high success rate, and is easy to expand industrial production.
[0021] 3. The modified soybean lecithin is prepared by the method. Ozone continuously oxidizes the organic acid into peracid. The double bonds on the lecithin structure are oxidized to generate epoxide compounds under the action of peracid. The generated epoxide compounds are very unstable and generate hydroxy compounds under strong oxidizing conditions. The lecithin flowing down is collected at the bottom of the absorption tower and mixed with hydrogen peroxide. As the ozone is continuously absorbed by the lecithin, the iodine value of the reaction product is continuously reduced, indicating that the modification degree of the soybean lecithin is continuously improved, thereby realizing the modification of the lecithin.
[0022] 4. Soybean lecithin is a naturally occurring mixture of phospholipids. Soybean lecithin has amphiphilicity, i.e., a hydrophilic head and a hydrophobic tail, which enables it to form micelles or liposome structures in water. Phospholipid molecules can form a stable lipid bilayer structure, which helps to protect carnosic acid from the influence of the external environment and improve its stability. It can improve the absorption rate and bioavailability of carnosic acid in the body. Modified soybean lecithin is modified on the basis of natural soybean lecithin, which helps carnosic acid to be better dispersed in the medium, thereby improving its applicability in the product. Modified soybean lecithin itself has certain antioxidant properties, and its antioxidant effect can be further enhanced when combined with carnosic acid. The combination of soybean lecithin and modified soybean lecithin can provide a more stable environment to protect carnosic acid from oxidative damage. At the same time, the antioxidant properties of the two phospholipids can complement each other to improve the overall antioxidant efficacy.
[0023] 5. The role of phospholipidated carnosic acid: improving bioavailability. By combining carnosic acid with phospholipids, its solubility and absorption characteristics can be changed, thereby improving its bioavailability in the human body. Targeted delivery: Phospholipidated carnosic acid can be encapsulated in liposomes, and the characteristics of liposomes can be used to achieve selective delivery to specific tissues or cells. Enhanced stability: Phospholipidation helps protect carnosic acid from degradation by enzymes in the body, thereby prolonging its active time in the body. Phospholipidated carnosic acid is a technology that improves the application characteristics of carnosic acid by combining carnosic acid with phospholipids. This method can improve the bioavailability and stability of carnosic acid, giving it broader application prospects in the fields of medicine, health products and cosmetics. DETAILED DESCRIPTION
[0024] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.
[0025] Example 1 This embodiment provides a preparation process of a novel phospholipidated carnosic acid, comprising the following steps: 4 parts by mass of soybean lecithin and 2 parts by mass of modified soybean lecithin are mixed, melted at low temperature, 8 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidated carnosic acid.
[0026] The heating temperature to melt is 45°C.
[0027] The heating method includes a water bath method.
[0028] The mixing temperature was 45°C.
[0029] The temperature of the low temperature curing is -50°C.
[0030] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0031] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 4% of the mass of soybean lecithin.
[0032] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0033] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0034] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0035] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0036] Example 2 The present embodiment provides a preparation process of a novel phospholipidized carnosic acid, comprising the following steps: 3 parts by mass of soybean lecithin and 1 part by mass of modified soybean lecithin are mixed, melted at low temperature, 5 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0037] The heating temperature to melt is 40°C.
[0038] The heating method includes a water bath method.
[0039] The mixing temperature was 40°C.
[0040] The temperature of the low temperature curing is -20°C.
[0041] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.095 MPa to obtain modified soybean lecithin.
[0042] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:3, and the added mass of the organic acid is 3% of the mass of soybean lecithin.
[0043] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 54 wt%.
[0044] In step (2), the material obtained in step (1) is preheated to 60° C. before being intermittently or continuously added to the absorption tower.
[0045] In step (2), the continuous feeding rate of the material obtained in step (1) is 8 L / h; the continuous feeding rate of ozone is 40 L / h.
[0046] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 60° C., and stirring is performed for 100 to 120 minutes. The mass of the added hydrogen peroxide is 1% of the mass of the discharge of the absorption tower.
[0047] Example 3 This embodiment provides a preparation process of a novel phospholipidized carnosic acid, comprising the following steps: 5 parts by mass of soybean lecithin and 3 parts by mass of modified soybean lecithin are mixed, melted at low temperature, 10 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0048] The temperature for heating to melt is 50°C.
[0049] The heating method includes a water bath method.
[0050] The mixing temperature was 50°C.
[0051] The temperature of the low temperature curing is -80°C.
[0052] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.1 MPa to obtain modified soybean lecithin.
[0053] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 5% of the mass of soybean lecithin.
[0054] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 58 wt%.
[0055] In step (2), the material obtained in step (1) is preheated to 80° C. before being intermittently or continuously added to the absorption tower.
[0056] In step (2), the continuous feeding rate of the material obtained in step (1) is 10 L / h; the continuous feeding rate of ozone is 50 L / h.
[0057] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 80° C., and stirring is performed for 120 minutes. The mass of the added hydrogen peroxide is 2% of the mass of the discharge of the absorption tower.
[0058] Example 4 The present embodiment provides a preparation process of a novel phospholipidized carnosic acid, comprising the following steps: 5 parts by mass of soybean lecithin and 1 part by mass of modified soybean lecithin are mixed, melted at low temperature, 8 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0059] The heating temperature to melt is 45°C.
[0060] The heating method includes a water bath method.
[0061] The mixing temperature was 45°C.
[0062] The temperature of the low temperature curing is -50°C.
[0063] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0064] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 4% of the mass of soybean lecithin.
[0065] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0066] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0067] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0068] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0069] Comparative Example 1 The difference between this comparative example and Example 1 is that the amounts of soybean lecithin and modified soybean lecithin used are different.
[0070] A preparation process of a novel phospholipidized carnosic acid comprises the following steps: 1 mass part of soybean lecithin and 5 mass parts of modified soybean lecithin are mixed, melted at low temperature, 8 mass parts of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0071] The heating temperature to melt is 45°C.
[0072] The heating method includes a water bath method.
[0073] The mixing temperature was 45°C.
[0074] The temperature of the low temperature curing is -50°C.
[0075] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0076] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 4% of the mass of soybean lecithin.
[0077] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0078] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0079] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0080] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0081] Comparative Example 2 The difference between this comparative example and Example 1 is that the amounts of soybean lecithin and modified soybean lecithin used are different.
[0082] A preparation process of a novel phospholipidized carnosic acid comprises the following steps: 5.5 parts by weight of soybean lecithin and 0.5 parts by weight of modified soybean lecithin are mixed, melted at low temperature, 8 parts by weight of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0083] The heating temperature to melt is 45°C.
[0084] The heating method includes a water bath method.
[0085] The mixing temperature was 45°C.
[0086] The temperature of the low temperature curing is -50°C.
[0087] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0088] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 4% of the mass of soybean lecithin.
[0089] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0090] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0091] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0092] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0093] Comparative Example 3 The difference between this comparative example and Example 1 is that only soybean lecithin is used.
[0094] A preparation process of a novel phospholipidated carnosic acid comprises the following steps: 6 parts by mass of soybean lecithin are melted at low temperature, 8 parts by mass of carnosic acid are added and mixed, and then the mixture is solidified at low temperature to obtain the novel phospholipidated carnosic acid.
[0095] The heating temperature to melt is 45°C.
[0096] The heating method includes a water bath method.
[0097] The temperature of the low temperature curing is -50°C.
[0098] Comparative Example 4 The difference between this comparative example and Example 1 is that only modified soybean lecithin is used.
[0099] A preparation process of a novel phospholipidized carnosic acid comprises the following steps: 6 parts by mass of modified soybean lecithin are melted at low temperature, 8 parts by mass of carnosic acid are added and mixed, and then the mixture is solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0100] The heating temperature to melt is 45°C.
[0101] The heating method includes a water bath method.
[0102] The temperature of the low temperature curing is -50°C.
[0103] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0104] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:5, and the added mass of the organic acid is 4% of the mass of soybean lecithin.
[0105] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0106] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0107] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0108] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0109] Comparative Example 5 The difference between this comparative example and Example 1 is that the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:1, and the added mass of the organic acid is 2% of the mass of soybean lecithin.
[0110] A preparation process of a novel phospholipidized carnosic acid comprises the following steps: 4 parts by mass of soybean lecithin and 2 parts by mass of modified soybean lecithin are mixed, melted at low temperature, 8 parts by mass of carnosic acid are added and mixed, and solidified at low temperature to obtain the novel phospholipidized carnosic acid.
[0111] The heating temperature to melt is 45°C.
[0112] The heating method includes a water bath method.
[0113] The mixing temperature was 45°C.
[0114] The temperature of the low temperature curing is -50°C.
[0115] The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.098 MPa to obtain modified soybean lecithin.
[0116] In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:1. The mass of the organic acid added is 2% of the mass of soybean lecithin.
[0117] In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 56 wt%.
[0118] In step (2), the material obtained in step (1) is preheated to 70° C. before being intermittently or continuously added to the absorption tower.
[0119] In step (2), the continuous feeding rate of the material obtained in step (1) is 9 L / h; the continuous feeding rate of ozone is 45 L / h.
[0120] In step (2), 35 wt % hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 70° C., and stirring is performed for 110 minutes. The mass of the added hydrogen peroxide is 1.5% of the mass of the discharge of the absorption tower.
[0121] Performance Testing 1. Determination of peroxide value: 10 g of the products of Examples 1-4 and Comparative Examples 1-5 were added to 10 g of peanut oil, and 10 g of peanut oil was taken from the blank group (without any antioxidant added); the above samples were placed in an open beaker, and the Schaal oven method was used to place the beaker open at 25 ° C, 65 ° C and -5 ° C, and kept at a constant temperature and away from light. Under this condition, the oxidation rate of oil was accelerated, and the peroxide value was determined by the GB / T5009.227-2016 titration method at the same time point on the 6th and 12th days. Accurately weigh 3 g of the oil sample to be tested in a beaker, and the sample was titrated with sodium thiosulfate. The experimental results are shown in Table 1.
[0122] Table 1 Performance test results
[0123] 2. Bioavailability Take 9 C57BL / 6 male mice, and orally administer phospholipidated carnosic acid according to the weight of the mice and the administration volume of 0.3g / 30g; 2 hours after administration, the mice were quickly killed by myelotomy, and the brain was taken out and quickly frozen in dry ice; the mouse brain was cut into 13μm thick slices according to the horizontal plane using a freezing slicer, and attached to an ITO (Indium-Tin Oxide) conductive slide for mass spectrometry analysis. Mass spectrometry microscopy shows the metabolic distribution of carnosic acid in the mouse brain. The mass spectrometer, light microscopy, and mass spectrometry-light microscopy merge diagram of the metabolic distribution of carnosic acid in the mouse brain at 120 minutes of the product of Example 1-4 show that carnosic acid metabolites are specifically distributed in the olfactory bulb, periventricular tissue, hippocampus, and cerebellum. The carnosic acid metabolites of the products of Comparative Examples 1-5 are specifically distributed in the olfactory bulb, periventricular tissue, hippocampus, and cerebellum, which is lower than that of Example 1-4.
[0124] It can be seen from the above performance test results that the antioxidant capacity of Examples 1-4 under different storage conditions is more sustained, while the comparative example is significantly worse than the embodiment in the corresponding performance test because the necessary technical solution is not adopted. The above experimental results further prove the importance of the technical solution defined in the present invention for its technical effect. The role of phospholipidated carnosic acid: Improving bioavailability: By combining carnosic acid with phospholipids, its solubility and absorption characteristics can be changed, and its bioavailability in the human body can be improved. Targeted delivery: Phospholipidated carnosic acid can be encapsulated in liposomes, and the characteristics of liposomes can be used to achieve selective delivery to specific tissues or cells. Enhanced stability: Phospholipidation helps to protect carnosic acid from degradation by enzymes in the body, thereby prolonging its active time in the body. Phospholipidated carnosic acid is a technology that improves the application characteristics of carnosic acid by combining carnosic acid with phospholipids. This method can improve the bioavailability and stability of carnosic acid, giving it a broader application prospect in the fields of medicine, health products and cosmetics.
[0125] The above is a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principles of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.
Claims
1. A novel process for preparing phospholipidated carnosic acid, characterized in that: The following steps are involved: 3-5 parts by weight of soybean lecithin and 1-3 parts by weight of modified soybean lecithin are mixed, melted at low temperature, 5-10 parts by weight of carnosic acid are added and mixed, and solidified at low temperature to obtain novel phospholipidated carnosic acid.
2. The preparation process of the novel phospholipidated carnosic acid according to claim 1, characterized in that: The low temperature melting temperature is 40-50°C.
3. The preparation process of the novel phospholipidated carnosic acid according to claim 1, characterized in that: The mixing temperature is 40-50°C.
4. The preparation process of the novel phospholipidated carnosic acid according to claim 1, characterized in that: The preparation method of modified soybean lecithin is as follows: (1) Take soybean concentrated lecithin as raw material, add organic acid, stir evenly and set aside; (2) The material obtained in step (1) is continuously added to an absorption tower, and ozone is intermittently or continuously blown into the absorption tower. The material contacts with the ozone to undergo an oxidation reaction. The material is discharged from the absorption tower and dried at a vacuum degree of 0.095 MPa to 0.1 MPa to obtain modified soybean lecithin.
5. The preparation process of the novel phospholipidated carnosic acid according to claim 1, characterized in that: In step (1), the organic acid is a mixture of lactic acid and acetic anhydride in a mass ratio of 1:3-5, and the added mass of the organic acid is 3% to 5% of the mass of soybean lecithin.
6. The preparation process of the novel phospholipidated carnosic acid according to claim 1, characterized in that: In step (1), the concentrated soybean lecithin is viscous and has a lecithin content of 54wt% to 58wt%.
7. The process for preparing the novel phospholipidated carnosic acid according to claim 1, characterized in that: In step (2), the material obtained in step (1) is preheated to 60°C to 80°C before being intermittently or continuously added to the absorption tower.
8. The process for preparing the novel phospholipidated carnosic acid according to claim 1, characterized in that: In step (2), the continuous feeding rate of the material obtained in step (1) is 8 to 10 L / h; and the continuous feeding rate of ozone is 40 to 50 L / h.
9. The process for preparing the novel phospholipidated carnosic acid according to claim 1, characterized in that: In step (2), 35 wt% hydrogen peroxide is added to the discharge of the absorption tower, the temperature is maintained at 60° C. to 80° C., and stirring is performed for 100 to 120 minutes. The mass of the added hydrogen peroxide is 1% to 2% of the mass of the discharge of the absorption tower.
10. Application of the preparation process of the novel phospholipidated carnosic acid according to any one of claims 1 to 9 in the fields of food, food additives, animals, pets and cosmetics.