Rutin-containing mink oil skin care composition and preparation method thereof

Abstract

The invention discloses a rutin-containing mink oil skin care composition and a preparation method thereof. The preparation method comprises the following steps: fully dissolving rutin and lecithin in ethanol to form a uniform solution; dropwise adding the uniform solution into preheated mink oil, then removing ethanol, adding vitamin E and phytosterol, and homogenizing to obtain the mink oil composition. The composition prepared according to the invention can effectively inhibit self-oxidation of the mink oil, continuously remove oxidative stress products in the skin after being used, and relieve skin erythema and injury caused by lipid peroxidation.

Description

Technical Field

[0001] This invention relates to a mink oil skincare composition. Background Technology

[0002] Mink oil is a natural oil extracted from the subcutaneous fat tissue of mink. Due to its similarity to human sebum structure, it has excellent skin affinity and permeability, and is widely used in high-end skincare products. Mink oil is rich in unsaturated fatty acids (such as oleic acid and linoleic acid), with a content exceeding 70%. These components effectively moisturize the skin and repair its barrier function. However, the high content of unsaturated fatty acids also makes mink oil highly susceptible to lipid peroxidation, especially under conditions of light, high temperature, or the presence of metal ions. This generates a large number of reactive oxygen species (ROS) and lipid peroxides (such as malondialdehyde, MDA). These oxidation products not only cause the mink oil itself to become rancid and deteriorate, but also trigger localized erythema, inflammatory reactions, and cell damage on the skin, manifesting as redness, stinging, or even allergic reactions after use.

[0003] Currently, the main methods for addressing mink oil oxidation include adding synthetic antioxidants (such as BHT and BHA), lowering storage temperatures, or using light-protected packaging. However, synthetic antioxidants pose potential skin irritation and safety concerns; physical protection methods cannot solve the problem of mink oil oxidation on the skin surface after use. Therefore, developing a gentle solution that can both stabilize the oxidation of mink oil itself and neutralize oxidative stress on the skin is of great value. Summary of the Invention

[0004] The purpose of this invention is to provide a skin care mink oil composition that can effectively solve the above-mentioned problems of oxidation and skin irritation.

[0005] According to one aspect of the present invention, a method for preparing a mink oil composition is provided, comprising: Rutin and lecithin were dissolved in ethanol at a mass ratio of 1:(1~3) to form a homogeneous solution; The homogeneous solution was added dropwise to preheated mink oil. Ethanol was then removed, and vitamin E and phytosterols were added. After homogenization, the mink oil composition was obtained. The mass ratio of rutin to mink oil is 1:(10~50).

[0006] According to the preparation method of the present invention, the temperature for preheating mink oil is preferably 45~55℃.

[0007] According to the preparation method of the present invention, the preferred mass ratio of vitamin E, phytosterol, and rutin is 1:(1.5~2.5):(3~18). Vitamin E and phytosterol are further preferably dissolved in mink oil before being added. The preferred mass ratio of mink oil used to dissolve vitamin E and phytosterol to preheated mink oil is 5:(70~100). The preferred phytosterol is β-sitosterol.

[0008] According to the preparation method of the present invention, the above-mentioned homogeneous solution is preferably added dropwise during the emulsification process of preheating mink oil at a shear rate of 2000~4000 rpm, and the emulsification time can be 10~30 minutes.

[0009] The preparation method according to the present invention may further include nitrogen-filled packaging of the obtained mink oil composition.

[0010] According to the preparation method of the present invention, ethanol removal can be achieved by vacuum distillation.

[0011] According to another aspect of the present invention, a skin care mink oil composition is provided, which is prepared by the above method.

[0012] According to another aspect of the present invention, the above-described skin-care mink oil composition is also provided for use in the preparation of pharmaceuticals or cosmetics for improving skin lipid peroxidation damage. For example, it can be used to prepare topical formulations, including but not limited to creams, lotions, serums, massage oils, lipsticks, etc., and is particularly suitable for relieving skin erythema and irritation caused by the use of conventional oxidized mink oil.

[0013] The composition prepared according to the present invention can effectively inhibit the oxidation of mink oil itself, and at the same time continuously remove oxidative stress products from the skin after use, thereby reducing skin erythema and damage caused by lipid peroxidation. Detailed Implementation

[0014] The present invention will be further described below with reference to the embodiments.

[0015] Source of materials The mink oil used in this invention was purchased from Baicheng Songmao Biotechnology (Henan) Co., Ltd. and underwent refining treatment: the mink oil was melted in a 60℃ water bath, activated clay (2% of the mink oil mass) was added, and the mixture was stirred and decolorized for 30 minutes. After filtration, clear refined mink oil was obtained with an iodine value of 80~100g I2 / 100g, an acid value ≤1mg KOH / g, and a peroxide value ≤5mmol / kg. Rutin was purchased from Shanghai Yuanye Biotechnology Co., Ltd.

[0016] Example 1 Add 3g of rutin and 6g of lecithin to 200ml of ethanol, and sonicate in a 50℃ water bath until completely dissolved to obtain a clear solution. Preheat 85g of refined mink oil to 50℃, and slowly add the above solution dropwise under high-speed shear (3000rpm). After the addition is complete, continue shearing for 20 minutes. Transfer to a rotary evaporator (50℃, -0.08MPa) to remove ethanol until no alcohol odor remains. Then add 0.5g of vitamin E and 1g of β-sitosterol, which are pre-dissolved in 5g of mink oil, and stir well. Fill into containers under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0017] Example 2 Add 2g of rutin and 4g of lecithin to 200ml of ethanol, and stir in a 50℃ water bath until completely dissolved to obtain a clear solution. Preheat 95g of refined mink oil to 50℃, and slowly add the above solution dropwise under high-speed shear (3000rpm). After the addition is complete, continue shearing for 20 minutes. Transfer to a rotary evaporator (50℃, -0.08MPa) to remove ethanol until no alcohol odor remains. Then add 0.5g of vitamin E and 1g of β-sitosterol, which are pre-dissolved in 5g of mink oil, and stir well. Fill into containers under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0018] Example 3 Add 2g of rutin and 4g of lecithin to 200ml of ethanol, and stir in a 50℃ water bath until completely dissolved to obtain a clear solution. Preheat 75g of refined mink oil to 50℃, and slowly add the above solution dropwise under high-speed shear (3000rpm). After the addition is complete, continue shearing for 20 minutes. Transfer to a rotary evaporator (50℃, -0.08MPa) to remove ethanol until no alcohol odor remains. Then add 0.5g of vitamin E and 1g of β-sitosterol, which are pre-dissolved in 5g of mink oil, and stir well. Fill into containers under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0019] Example 4 Add 4g of rutin and 8g of lecithin to 200ml of ethanol, and stir in a 50℃ water bath until completely dissolved to obtain a clear solution. Preheat 75g of refined mink oil to 50℃, and slowly add the above solution dropwise under high-speed shear (3000rpm). After the addition is complete, continue shearing for 20 minutes. Transfer to a rotary evaporator (50℃, -0.08MPa) to remove ethanol until no alcohol odor remains. Then add 0.5g of vitamin E and 1g of β-sitosterol, which are pre-dissolved in 5g of mink oil, and stir well. Fill into containers under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0020] Example 5 Add 8g of rutin and 16g of lecithin to 200ml of ethanol, and stir in a 50℃ water bath until completely dissolved to obtain a clear solution. Preheat 75g of refined mink oil to 50℃, and slowly add the above solution dropwise under high-speed shear (3000rpm). After the addition is complete, continue shearing for 20 minutes. Transfer to a rotary evaporator (50℃, -0.08MPa) to remove ethanol until no alcohol odor remains. Then add 0.5g of vitamin E and 1g of β-sitosterol, which are pre-dissolved in 5g of mink oil, and stir well. Fill into containers under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0021] Comparative Example 1 75g of refined mink oil was preheated to 50℃ and sheared at 3000rpm for 20 minutes. Then, 0.5g of vitamin E and 1g of β-sitosterol, pre-dissolved in 5g of mink oil, were added and stirred until homogeneous. The mixture was then bottled under nitrogen protection and stored away from light. The resulting product was a pale yellow, transparent, oily liquid that showed no precipitation after 6 months at room temperature, with a peroxide value change of <10%.

[0022] Comparative Example 2 Preheat 85g of refined mink oil to 50℃, shear at 3000rpm for 20 minutes, then add 0.5g of vitamin E and 1g of β-sitosterol pre-dissolved in 5g of mink oil, and stir well. Fill the container under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid. No precipitation occurs after 6 months at room temperature, and the peroxide value changes by <10%.

[0023] Comparative Example 3 Preheat 80g of refined mink oil to 50℃, shear at 3000rpm for 20 minutes, and stir until homogeneous; fill under nitrogen protection and store away from light. The resulting product is a pale yellow, transparent, oily liquid that shows no precipitation after 6 months at room temperature, with a peroxide value change of <10%.

[0024] Test Example 1 The oxidative stability of the liquid samples obtained in Examples 1-5 and Comparative Examples 1-3 was tested using a Biodiesel Rancimat instrument. The specific procedures were as follows: a) The parameters of the Biodiesel Rancimat instrument were set as follows: temperature 100℃, correction temperature 0.9℃, air flow rate 20L / h. After parameter setting, the heating channel automatically heated to the set temperature. b) 5g of samples from Examples 1-5 and Comparative Examples 1-3 were weighed using an electronic balance and placed into a dedicated reaction tube. 50mL of ultrapure water was measured using a graduated cylinder and introduced into a glass bottle for measuring conductivity. c) The instrument monitored the conductivity changes of each sample. The time corresponding to the inflection point (peak of the second derivative) of the conductivity curve was determined as the induction time.

[0025] The experimental results of antioxidant stability of Examples 1-5 and Comparative Examples 1-3 are shown in Table 1. The results show that the compositions of Examples 1-5 of the present invention all have significantly improved antioxidant stability.

[0026]

[0027] Test Example 2 Determination of the ability to scavenge 2,2-adiazonium diammonium salt (ABTS) free radicals: 2.5 mL of 7 mmol / L ABTS and 0.5 mL of 15 mmol / L potassium persulfate were mixed and allowed to stand for 12-16 h at room temperature in the dark to form an ABTS free radical stock solution. The stock solution was diluted with PBS solution at a ratio of 1:50 (V / V) to obtain an absorbance of 0.7 ± 0.02 at 30 °C and 734 nm, yielding the ABTS working solution for later use. The liquid samples prepared in Examples 1-5 and Comparative Examples 1-3 of this invention were then dissolved in PBS buffer to prepare sample solutions of a series of concentrations (0.1, 0.2, 0.5, and 1.0 mg / mL). 100 μL of ABTS working solution of different concentrations was added to each well of a 96-well plate. PBS was used as the sample control (Ac) instead of ABTS solution, and the sample solvent was used as the blank control (Ao). The plates were incubated at room temperature in the dark for 6 min, and the absorbance (Ai) of each sample was measured at 734 nm. Vitamin C (Vc) was used as a positive control. Each sample was tested in triplicate. The free radical scavenging rate was calculated using the following formula: ABTS radical scavenging rate (%) = (Ao - (Ai - Ac)) / Ao × 100% In the formula: Ac is the absorbance of the sample control at 734 nm; A0 is the absorbance of the blank control at 734 nm; Ai is the absorbance of the sample at 734 nm.

[0028] The experimental results of the ABTS radical scavenging ability of Examples 1-5 and Comparative Examples 1-3 are shown in Table 2. The results show that the compositions of Examples 1-5 of the present invention all have significantly improved ABTS radical scavenging rates.

[0029]

[0030] Test Example 3 Determination of the ability to scavenge diphenylpicrylhydrazine (DPPH) free radicals: 100 μL of liquid samples prepared in Examples 1-5 and Comparative Examples 1-3 at different concentrations (concentration gradient: 0.0078, 0.016, 0.03125, 0.0625, 0.125, 0.25, and 0.5 mg / mL) were placed in 96-well plates, and 100 μL of 0.02 mmol / L anhydrous ethanol solution of DPPH was added. Anhydrous ethanol was used as the sample control (Ac), and the sample solvent was used as the blank control (Ao). The reaction was carried out at room temperature in the dark for 30 min, and the absorbance (Ai) of different samples was measured at 517 nm. Vitamin C (Vc) was used as a positive control. Each sample was tested in triplicate. The DPPH free radical scavenging rate was calculated according to the following formula: DPPH radical scavenging rate (%) = (Ao - (Ai - Ac)) / Ao × 100% In the formula: Ac is the absorbance of the sample control at 517 nm; A0 is the absorbance of the blank control at 517 nm; Ai is the absorbance of the sample at 517 nm.

[0031] The experimental results of the DPPH free radical scavenging ability of Examples 1-5 and Comparative Examples 1-3 are shown in Table 3. The results show that the compositions of Examples 1-5 of the present invention all have significantly improved DPPH free radical scavenging rates.

[0032]

[0033] Test Example 4 The protective effects of Examples 1-5 and Comparative Examples 1-3 against H2O2-induced oxidative damage in HaCaT cells were evaluated using the MTT assay. Specific experimental methods are as follows: a) HaCaT cell culture: HaCaT cells were cultured in DMEM medium containing 10% fetal bovine serum and routinely passaged in a 37°C, 5% CO2 cell culture incubator. The medium was changed daily, and cells in the logarithmic growth phase were used for subsequent experiments. b) Effect of mink oil composition on HaCaT cell proliferation: After HaCaT cells reached 90% confluence, they were prepared into a density of 5 × 10⁶ cells / year. 4Cell suspension was seeded at a density of 100 μL / well in 96-well culture plates. After culturing for 24 h, the culture medium was removed by pipette. 100 μL of complete culture medium was added as a blank group, and 100 μL of complete culture medium containing 0.04, 0.20, and 1.00 mg / mL mink oil composition were added as drug groups. These were incubated with HaCaT cells for 12 h, with 4 replicates per group. The absorbance at 570 nm of each test well was detected by MTT assay, and the HaCaT cell viability was calculated. c) Test of the protective effect of mink oil composition against H2O2-induced oxidative stress damage in HaCaT cells: The experiment included a blank group, a model group, and drug groups containing mink oil composition. The blank control group and model group were added with 100 μL of complete culture medium, while the drug groups were added with 100 μL of complete culture medium containing 0.10, 0.20, and 1.00 mg / mL mink oil compositions, respectively. After incubation for 12 h, except for the blank control group, each of the other groups was added with 100 μL of H2O2 solution. Each group had four replicates, and incubation was carried out for 4 h. The absorbance of each test well at 570 nm was detected by MTT assay, and the HaCaT cell viability was calculated. The experimental results are shown in Table 4. The results indicate that the mink oil compositions of Examples 1-5 of this invention have a protective effect against H2O2-induced HaCaT cell damage.

[0034]

[0035] Test Example 5 The solubility of rutin in mink oil compositions was determined by HPLC using the external standard method. Chromatographic conditions: mobile phase: acetonitrile-0.1% phosphoric acid aqueous solution (30:70, v / v); flow rate: 1.0 mL / min; column temperature: 30±1℃; detection wavelength: 254 nm; sample injection volume: 10 μL; method run time: 15 min; column: octadecylsilane-bonded silica gel. The treated rutin-mink oil compositions and rutin-mink oil sample solutions were injected separately. Qualitative analysis was based on retention time, and the content was calculated using the external standard method. The final solubility of rutin in mink oil was determined to be 0.8 mg / g, while its solubility in the mink oil compositions was significantly increased to 35 mg / g.

[0036] Sample pretreatment for HPLC analysis: Weigh 2.0 g each of the rutin-mink oil composition and the rutin-mink oil sample, add 10 mL of n-hexane and vortex to dissolve, then add 10 mL of methanol-water (7:3, v / v) mixed solvent and sonicate for 30 min. Centrifuge (10,000 rpm, 10 min), collect the lower methanol phase, repeat the extraction once, combine the methanol phases, and filter through a 0.22 μm filter membrane.

[0037] Preparation of rutin-mink oil composition: 400 mg of rutin and 600 mg of lecithin were added to 10 ml of ethanol and ultrasonically stirred in a water bath at 50 °C until completely dissolved to obtain a clear solution; 10 g of refined mink oil was preheated to 50 °C and slowly added dropwise under high-speed shear (3000 rpm), and shearing was continued for 20 minutes after the addition was complete; the solution was transferred to a rotary evaporator (50 °C, -0.08 MPa) to remove ethanol until no alcohol odor was detected.

[0038] Preparation of rutin-mink oil: Add 100 mg of rutin to 10 g of molten mink oil (50℃), and sonicate in a 50℃ water bath for 20 minutes. Centrifuge (5000 rpm, 20 minutes), and filter the supernatant through a 0.22 μm filter membrane.

[0039] In the composition of this invention, the apparent solubility of rutin in mink oil is increased to over 3% (compared to <0.1% by conventional methods) through the mediated dispersion effect of lecithin, and no precipitation occurs during long-term storage. Rutin and vitamin E can thus interact with the fatty acids in mink oil to form a full-phase antioxidant network, simultaneously inhibiting both the self-oxidation of mink oil and lipid peroxidation reactions on the skin surface after use. Experiments also show that the composition of this invention can reduce the peroxide value (POV) of mink oil in an accelerated test (60°C, 14 days) from 120 mmol / kg in the control group to below 25 mmol / kg.

Claims

1. A method for preparing a mink oil composition, comprising: Rutin and lecithin were dissolved in ethanol at a mass ratio of 1:(1~3) to form a homogeneous solution; The homogeneous solution was added dropwise to preheated mink oil. Ethanol was then removed, and vitamin E and phytosterols were added. After homogenization, the mink oil composition was obtained. The mass ratio of rutin to mink oil is 1:(10~50).

2. The preparation method according to claim 1, wherein the temperature for preheating the mink oil is 45~55℃.

3. The preparation method according to claim 2, wherein the mass ratio of vitamin E, phytosterol and rutin is 1:(1.5~2.5):(3~18).

4. The preparation method according to claim 3, wherein vitamin E and phytosterols are dissolved in mink oil before being added.

5. The preparation method according to claim 4, wherein the mass ratio of mink oil used to dissolve vitamin E and phytosterols to preheated mink oil is 5:(70~100).

6. The preparation method according to claim 1, wherein the above homogeneous solution is added dropwise during the emulsification process of preheated mink oil at a shear rate of 2000~4000 rpm, and the emulsification time is 10~30 minutes.

7. The preparation method according to claim 1 further includes nitrogen-filled packaging of the obtained mink oil composition.

8. A skin care mink oil composition, prepared by the method according to any one of claims 1-7.

9. The use of the skin care mink oil composition according to claim 8 in the preparation of a medicament or cosmetic for improving skin lipid peroxidation damage.

Images