WO2022088566A1 - 一种含有脂质体的纳米纤维面膜及其制备方法 - Google Patents

一种含有脂质体的纳米纤维面膜及其制备方法 Download PDF

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WO2022088566A1
WO2022088566A1 PCT/CN2021/078036 CN2021078036W WO2022088566A1 WO 2022088566 A1 WO2022088566 A1 WO 2022088566A1 CN 2021078036 W CN2021078036 W CN 2021078036W WO 2022088566 A1 WO2022088566 A1 WO 2022088566A1
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solution
liposome
nanofiber
facial mask
concentration
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French (fr)
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刘颖
王冀
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江苏集萃先进高分子材料研究所有限公司
南京研方科技有限公司
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0212—Face masks
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/14—Liposomes; Vesicles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63—Steroids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/736—Chitin; Chitosan; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8129—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers or esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers, e.g. polyvinylmethylether
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the invention relates to a nanofiber facial mask containing liposomes and a preparation method thereof, belonging to the field of cosmetic formulations.
  • the invention adopts nanofiber as the mask material, which improves the comfort of use and the absorption of the essence by the skin. Liposomes encapsulating active ingredients are added to the essence to slow the release of active ingredients to the skin.
  • wet tissue sheet mask which accounts for more than 80% of the mask market sales, is based on non-woven fabrics and absorbs a certain amount of essence. The user sticks it on the face, so that the essence adsorbed on the non-woven fabric fully contacts the skin, which has the effects of moisturizing and improving the facial condition.
  • Sheet masks are usually made of non-woven fabrics. Although most non-woven fabrics can absorb essence and stick to the skin, there are still the following problems: (1) The diameter of non-woven fabrics is large, which is easy to rub against the skin, making it comfortable to use. (2) There are few contact points with the skin per unit area, which is not conducive to the penetration of the essence into the skin. (3) Since the traditional facial mask essence contains active ingredients such as antioxidants and a large amount of water, it is necessary to add high doses of preservatives.
  • Patents CN107898716A, CN110448471A, CN111235760A all disclose the preparation method of nanofiber-based dry facial mask: the active ingredient is mixed into the spinning dope, and the nanofiber membrane is prepared by electrospinning. The mask is in a dry state when stored, and it can be applied to the skin by moistening the front of the mask with water.
  • the active substances need to be dispersed in the spinning stock solution, which is easy to cause aggregation, leading to clogging, spraying, and uneven fiber size.
  • the active ingredients are easily oxidized and lose their efficacy during the preparation process, which cannot improve the skin condition. effect.
  • the invention adopts the liposome particles that wrap the active ingredient and adds nanofibers to make the sheet mask.
  • the prepared facial mask has the characteristics of convenient use, good stickability and high utilization rate of active functional substances.
  • the liposomes containing the active ingredient were prepared by ethanol injection, and the diameter was less than 10 microns.
  • the liposome particles, chitosan and polyethylene oxide are prepared into a spinning solution in a certain proportion, electrospinning is carried out, and the active ingredients are evenly distributed in the nanofibers to obtain a nanofiber mask with slow release function of the active ingredients. .
  • a nanofiber mask containing liposome particles includes a basement membrane and a nanofiber layer, wherein the nanofiber layer is loaded with drug-loaded liposome particles.
  • the preparation method of the above-mentioned nanofiber facial mask containing liposome particles comprises the steps:
  • the first step is to dissolve polyvinyl alcohol in deionized water to obtain an aqueous solution of polyvinyl alcohol;
  • the 2nd step add the liposome particle containing active ingredient, obtain the polyvinyl alcohol spinning solution containing liposome particle;
  • the third step electrospinning is performed by the above-mentioned polyvinyl alcohol spinning solution, and a non-woven fabric is used as a substrate, so that the nanofibers are loaded on the surface of the substrate, and after drying, a nanofiber mask is obtained.
  • the preparation method of described liposome particle containing active ingredient comprises the following steps:
  • the concentration of chitosan in the acetic acid aqueous solution is 0.1-0.5wt%, and the acetic acid aqueous solution concentration is 0.5-2wt%; pH is adjusted by 0.05-0.5M NaOH solution; phosphate buffer When the solution is added, the solution is diluted 5-15 times, and the concentration of the phosphate buffer solution is 80-120 mM.
  • the amount of ferulic acid added in the solution obtained in the step S1 is 0.5-2wt%
  • the concentration of the aqueous hydrogen peroxide solution is 5-15wt%
  • the aqueous hydrogen peroxide solution is combined with the solution in S1.
  • the volume ratio of the obtained solution is 5-30:200; the concentration of the acetic acid solution is 0.5-2wt%.
  • the weight ratio of soybean lecithin and phytosterol is 3-6:1, and the concentration of soybean lecithin in absolute ethanol is 20-60 mg/mL; the obtained solution is mixed with nicotinamide
  • the volume ratio of the aqueous solution is 10:400-600, and the concentration of the nicotinamide aqueous solution is 0.5-2wt%; when mixing the solution, it is necessary to adjust the stirring conditions, and the stirring speed is 4000-12000r/min;
  • the ultrasonic frequency is 200Hz, and the dilution refers to nicotinamide. Dilute to 0.5-2wt%.
  • step S4 after the addition is completed, high-speed stirring and dispersion are required, and the stirring speed is 8000-12000 r/min.
  • the property parameters of the chitosan powder are: viscosity 200 mPa.S, number average molecular weight 10 ⁇ 10 4 g/mol.
  • the property parameters of the polyvinyl alcohol are: alcoholysis degree of 80% and number average molecular weight of 30 ⁇ 10 4 g/mol.
  • the polyvinyl alcohol concentration in the polyvinyl alcohol aqueous solution is 10%-20%.
  • the electrospinning operation parameters are: needle inner diameter 0.98mm, receiving distance 15cm, voltage 20-30kV, metering pump flow rate 15ml/h; spinning environment: temperature 28°C, relative humidity 35 ⁇ 5% .
  • the drying process is drying at 70° C. for 5 minutes.
  • Polyvinyl alcohol is a water-soluble polymer widely used in drug delivery systems.
  • the present invention adopts polyvinyl alcohol to prepare nanofiber facial mask.
  • Liposome particle is a carrier component with good biocompatibility, which can encapsulate the active ingredient, play the role of uniform dispersion, maintain the active effect, and control the release of the active ingredient.
  • liposome particles coated with active ingredients are added to the nanofibers, so as to avoid the loss of activity of the active ingredients during processing and storage.
  • the active ingredients are gradually released with the degradation of the liposome particles, so that the skin can gradually fully absorb it.
  • Phytosterols are functional lipids with a cholesterol-like structure that exist in plants, and intake of a certain amount of phytosterols can reduce the content of low-density cholesterol in the human body.
  • the liposome of the invention uses phytosterol instead of cholesterol as the stabilizer of the liposome, so as to achieve the purpose of lowering cholesterol.
  • Chitosan is a biodegradable natural polymer with good biocompatibility and broad-spectrum antibacterial properties.
  • the chitosan grafted with ferulic acid is used to modify the liposome, and the liposome is combined with the negatively charged liposome through electrostatic action to form a protective film on the surface of the liposome, thereby improving the stability and stability of the liposome system.
  • the introduction of chitosan makes the liposomes have antibacterial properties. Ferulic acid can scavenge free radicals and has strong antioxidant activity to protect the skin.
  • the advantages of the present invention are as follows: 1. It can effectively avoid the loss of functionality of the active ingredient during preparation and storage. 2. Has the effect of slow release of active ingredients. 3. It is more portable than the existing sheet mask. 4. Better adhesion, which is conducive to the absorption of active substances on the skin surface. 5. Effectively improve the utilization rate of active substances. 6. The mask has antibacterial function. 7. Liposomes use phytosterols instead of cholesterol. 8. The introduction of ferulic acid into liposomes has a protective effect on the skin.
  • Fig. 2 is: the nicotinamide sustained-release effect diagram of the nanofiber mask of Example 1
  • Fig. 3 is: the nicotinamide sustained-release effect diagram of the nanofiber mask of Example 2
  • Fig. 4 is: the nicotinamide sustained-release effect diagram of the nanofiber mask of Example 3.
  • Fig. 5 is: the ferulic acid sustained-release effect diagram of embodiment 6 and comparative example 1 nanofiber facial mask
  • step 8 the concentration of the acetic acid solution of the ferulic acid-grafted chitosan was adjusted to 0.2 mg/ml, the others were the same as in Example 1.
  • step 8 the concentration of the acetic acid solution of the ferulic acid-grafted chitosan was adjusted to 0.3 mg/ml, the others were the same as in Example 1.
  • step 2 Except that in step 2, the concentration of the acetic acid solution of the ferulic acid-grafted chitosan was adjusted to 0.4 mg/ml, the others were the same as in Example 1.
  • step 2 Except that in step 2, the concentration of the acetic acid solution of the ferulic acid-grafted chitosan was adjusted to 0.5 mg/ml, the others were the same as in Example 1.
  • the liposomes of Examples 1-5 were diluted to a certain concentration with deionized water, the average particle size, polydispersity index (PdI) and Zeta potential of the liposomes were measured by dynamic light scattering technology.
  • PdI polydispersity index
  • Zeta potential of the liposomes were measured by dynamic light scattering technology.
  • the encapsulation efficiency of nicotinamide was calculated by the following method:
  • step 3 In the solution of step 3, add 5 mg of horseradish peroxidase, add 0.5 ml of 10% volume fraction of hydrogen peroxide solution every 3 minutes, and stop the reaction after 90 minutes.
  • the grafting reaction at room temperature is shown in Figure 1.
  • step 5 The reaction solution of step 4 was separated by a centrifuge at a speed of 5000r/min for 15 minutes, and the precipitated reaction product was collected. The reaction product was dissolved in a 1% acetic acid solution at a certain mass fraction and stored at room temperature for use.
  • soybean lecithin and phytosterol Dissolve soybean lecithin and phytosterol in absolute ethanol according to the ratio of 4:1, the concentration of soybean lecithin is 40mg/ml, fully stir and dissolve.
  • Step 10 Perform multi-needle electrospinning on the spinning solution obtained in step 2, and use the mask non-woven fabric as a base material to receive nanofibers.
  • Spinning parameters were set as follows: needle inner diameter 0.98mm, receiving distance 15cm, voltage 25kV, and metering pump flow rate 15ml/h.
  • Spinning environment temperature 28°C, relative humidity 35 ⁇ 5%.
  • nanofiber membrane is formed on the non-woven fabric of the mask. The obtained composite membrane was dried at 70°C for 5 minutes. Get the nanofiber mask.
  • step 9 Except that in step 9, the mass fraction of liposome particles was changed to 2%, the rest was the same as that in Example 6.
  • step 9 Except that in step 9, the mass fraction of liposome particles was changed to 3%, the rest was the same as that in Example 6.
  • Example 6 The difference from Example 6 is that chitosan was not added during the preparation of liposomes.
  • soybean lecithin and phytosterol Dissolve soybean lecithin and phytosterol in absolute ethanol at a ratio of 4:1.
  • the concentration of soybean lecithin is 40 mg/ml, and stir to dissolve.
  • Multi-needle electrospinning was performed on the spinning solution obtained in step 2, and the mask non-woven fabric was used as the base material to receive nanofibers.
  • Spinning parameters were set as follows: needle inner diameter 0.98mm, receiving distance 15cm, voltage 25kV, and metering pump flow rate 15ml/h.
  • Spinning environment temperature 28°C, relative humidity 35 ⁇ 5%.
  • nanofiber membrane is formed on the non-woven fabric of the mask. The obtained composite membrane was dried at 70°C for 5 minutes. Get the nanofiber mask.
  • Table 2 is a comparison of the mechanical properties of Examples 6-8 and Comparative Example 1.
  • the nanofiber facial mask of the present invention can maintain a certain strength after infiltration, which is convenient for application.
  • the nanofiber facial mask prepared by using polyvinyl alcohol/liposome in the present invention has antibacterial function; while in Comparative Example 1, since chitosan is not added, the obtained facial mask product does not have antibacterial properties.
  • the nanofiber facial mask prepared by the present invention has a slow-release function, and increasing the amount of liposome particles in the nanofibers can increase the concentration in the aqueous solution.
  • Example 6 Put 0.1 g of nanofiber membrane into a test tube, add 1 ml of deionized water, place it in a water bath at 55°C, and measure the release of ferulic acid in the solution by HPLC.
  • the dissolution curves of Example 6 and Comparative Example 1 are shown in Figure 5. As can be seen from the figure, the dissolution rate of ferulic acid in Comparative Example 1 is faster, indicating that the chitosan in the nanofiber mask passes through The electrostatic effect can be combined with liposomes, and the grafting of ferulic acid on chitosan can delay its rapid release in water.

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Abstract

一种含有脂质体的纳米纤维面膜及其制备方法，属于化妆品配方领域。采用纳米纤维作为面膜材料，提高使用舒适度和皮肤对精华液吸收。采用阿魏酸接枝的壳聚糖修饰脂质体，通过静电作用与带负电的脂质体结合，在脂质体表面形成一层保护膜，提高了脂质体体系的稳定性和尺寸均一性。壳聚糖的引入使得脂质体具有抗菌性。阿魏酸可以清除自由基并具有较强的抗氧化活性，起到保护皮肤的作用。

Description

一种含有脂质体的纳米纤维面膜及其制备方法 技术领域
本发明涉及一种含有脂质体的纳米纤维面膜及其制备方法，属于化妆品配方领域。本发明采用纳米纤维做为面膜材料，提高使用舒适度和皮肤对精华液吸收。并在精华液中加入包裹活性成分的脂质体，起到缓释活性成分到皮肤的作用。
背景技术
随着我国的经济发展和人民生活水平的提高，人们越来越注重皮肤保养，尤其是面部的皮肤。面膜作为重要的护理面部皮肤的化妆品之一，具有携带方便、操作简单有效的特征，受到广大消费者的青睐。湿纸巾片型面膜，占面膜市场销量八成以上，是以无纺布为基材，吸收一定量的精华液。使用者将其贴敷在面部，使吸附在无纺布上的精华液与皮肤充分接触，起到保湿、改善面部状态等效果。
片型面膜通常采用无纺布材质，大部分无纺布虽然有吸收精华液和贴敷皮肤的左右，但还存在以下问题：(1)无纺布纤维直径大，易摩擦皮肤，造成使用舒适度不高(2)单位面积内与皮肤的接触点少，不利于精华液渗入皮肤。(3)传统面膜精华液中由于含有抗氧化等作用的活性成分和大量水分，需添加高剂量防腐剂。
为了弥补面膜的上述缺点，采取纳米纤维代替传统纤维的无纺布来改善使用舒适度、增加面膜片与皮肤接触面积、增加精华液的皮肤导入效果。专利CN107898716A，CN 110448471A，CN111235760A都公开了基于纳米纤维的干式面膜的制备方法：将活性成分混合到纺丝原液中，通过静电纺丝制备成纳米纤维膜。储存时面膜处于干燥状态，使用时将面膜正面用水润湿即可贴敷皮肤。但仍然存在的问题是，活性物质需要分散在纺丝原液中，容易产生聚集导致堵塞喷涂和纤维尺寸不均匀等现象，且活性成分在制备过程中容易被氧化失去功效，不能起到改善皮肤状态的作用。
发明内容
本发明针对片状面膜的无纺布使用效果和舒适度问题和活性成分在制造和存储过程中易变质失去功能的问题，采用包裹活性成分的脂质体颗粒加入纳米纤维制成片状面膜。制备的面膜具有使用方便、贴敷性好、活性功能物利用率高的特点。通过乙醇注入法制备含有活性成分的脂质体，直径在10微米以下。将脂质体颗粒与壳聚糖，聚环氧乙烷按一定比例配置成 纺丝液，进行静电纺丝，将活性成分均匀分布在纳米纤维中，得到具有活性成分缓释功能的纳米纤维面膜。
一种含有脂质体颗粒的纳米纤维面膜，包括有基膜，以及纳米纤维层，所述的纳米纤维层中负载有载药的脂质体颗粒。
上述的含有脂质体颗粒的纳米纤维面膜的制备方法，包括如下步骤：
第1步，将聚乙烯醇溶解于去离子水中，得到聚乙烯醇水溶液；
第2步，加入含有活性成分的脂质体颗粒，得到含有脂质体颗粒的聚乙烯醇纺丝液；
第3步，通过上述的聚乙烯醇纺丝液进行静电纺丝，采用无纺布作为基材，使纳米纤维负载于基材表面，烘干后，得到纳米纤维面膜。
在一个实施方式中，所述的含有活性成分的脂质体颗粒的制备方法包括以下步骤：
S1，将壳聚糖加入乙酸溶液中使溶解，调节pH至5.5-6.5，再加入磷酸盐缓冲溶液；
S2，依次加入阿魏酸、辣根过氧化物酶和过氧化氢水溶液，进行交联反应；反应物离心分离后，溶解于乙酸溶液中，得到阿魏酸接枝壳聚糖的乙酸溶液；
S3，将大豆卵磷脂和植物淄醇溶解于无水乙醇中，再将得到的溶液缓慢加入烟酰胺水溶液中，超声分散，减压除乙醇后，加水稀释，得到含有烟酰胺的植物淄醇脂质体；
S4，将含有烟酰胺的植物淄醇脂质体缓慢加入至阿魏酸接枝壳聚糖的乙酸溶液中，得到阿魏酸接枝壳聚糖修饰的植物淄醇脂质体。
在一个实施方式中，所述的步骤S1中，壳聚糖在乙酸水溶液中的浓度0.1-0.5wt％，乙酸水溶液浓度0.5-2wt％；通过0.05-0.5M的NaOH溶液调节pH；磷酸盐缓冲溶液加入时使溶液稀释5-15倍，磷酸盐缓冲溶液浓度80-120mM。
在一个实施方式中，所述的步骤S2中，阿魏酸在步骤S1中得到的溶液中的加入量是0.5-2wt％，过氧化氢水溶液浓度5-15wt％，过氧化氢水溶液与S1中得到的溶液的体积比5-30：200；乙酸溶液浓度0.5-2wt％。
在一个实施方式中，所述的步骤S3中，大豆卵磷脂和植物淄醇的重量比3-6：1，大豆卵磷脂在无水乙醇中浓度20-60mg/mL；得到的溶液与烟酰胺水溶液的体积比10：400-600，烟酰胺水溶液浓度0.5-2wt％；在进行溶液混合时，需在调整搅拌条件下进行，搅拌速度4000-12000r/min；超声频率200Hz，稀释是指烟酰胺稀释至0.5-2wt％。
在一个实施方式中，步骤S4中，加入完毕后，需要高速搅拌分散，搅拌速度8000-12000r/min。
在一个实施方式中，所述的壳聚糖粉末性质参数是：粘度200mPa.S，数均分子量10× 10 4g/mol。
在一个实施方式中，所述的聚乙烯醇性质参数是：醇解度80％，数均分子量30×10 4g/mol。
在一个实施方式中，聚乙烯醇水溶液中聚乙烯醇浓度10％-20％。
在一个实施方式中，静电纺丝操作参数是：针头内径0.98mm,接收距离15cm,电压20-30千伏，计量泵流量15ml/h；纺丝环境：温度28℃，相对湿度35±5％。
在一个实施方式中，烘干过程是70℃下烘干5分钟。
阿魏酸接枝壳聚糖修饰的植物淄醇脂质体的用于制备纳米纤维面膜中的应用。
有益效果
聚乙烯醇是水溶性高分子，广泛应用于药物传递系统。本发明采用聚乙烯醇制备纳米纤维面膜。
脂质体颗粒是一种生物相容性好的载体成分，可以将活性成分包裹，起到均匀分散、保持活性功效、控制释放活性成分的作用。本发明在纳米纤维中加入包覆了活性成分的脂质体颗粒，避免活性物质在加工和存储过程中失去活性。同时，在面膜使用时，随着脂质体颗粒的降解逐渐释放活性成分，使皮肤逐渐充分吸收。
植物淄醇是存在于植物体内的具有类胆固醇结构的功能性脂质，摄入一定量的植物淄醇可以降低人体内低密度胆固醇含量。本发明的脂质体用植物淄醇代替胆固醇作为脂质体的稳定剂，达到降低胆固醇的目的。
壳聚糖是一种可生物降解的天然高分子，具有良好的生物相容性和广谱抗菌性。本发明用阿魏酸接枝的壳聚糖修饰脂质体，通过静电作用与带负电的脂质体结合，在脂质体表面形成一层保护膜，提高了脂质体体系的稳定性和尺寸均一性。壳聚糖的引入使得脂质体具有抗菌性。阿魏酸可以清除自由基并具有较强的抗氧化活性，起到保护皮肤的作用。
基于以上特性，本发明的优点有：1.可以有效避免活性成分在制备和存储过程中失去功能性。2.具有缓释活性成分的功效。3.比现有片状面膜更便于携带。4.贴敷性更好，利于活性物质在皮肤表面的吸收。5.有效提高了活性物质的利用率。6.面膜具有抗菌功能。7.脂质体采用植物淄醇代替了胆固醇。8.将阿魏酸引入脂质体，对皮肤有保护作用。
附图说明
图1为：阿魏酸接枝壳聚糖反应
图2为：实施例1纳米纤维面膜的烟酰胺缓释效果图
图3为：实施例2纳米纤维面膜的烟酰胺缓释效果图
图4为：实施例3纳米纤维面膜的烟酰胺缓释效果图
图5为：实施例6和比较例1纳米纤维面膜的阿魏酸缓释效果图
具体实施方式
实施例1
1)将0.2g壳聚糖加入100ml 1％wt的乙酸水溶液中，在40℃搅拌溶解。以0.1M氢氧化钠溶液调溶液pH值到6.0，得到溶液A。
2)将溶液A与105mM的磷酸钾缓冲溶液以1:9比例混合均匀，得到溶液B。
3)向200ml溶液B中加入2g阿魏酸，搅拌均匀得到溶液C。
4)向溶液C中，加入5mg辣根过氧化物酶，每隔3分钟加入0.5ml 10％体积分数的过氧化氢水溶液，90分钟后停止反应，得到溶液D。室温下的接枝反应如图1所示。
5)将溶液D用离心机以5000r/min的转速分离15分钟，溶液分层。收集沉淀的反应产物，将反应产物以一定质量分数溶解于1％的乙酸溶液中，室温下保存待用。
6)将大豆卵磷脂和植物淄醇按照4:1的摩尔比例溶解于无水乙醇中，大豆卵脂质体的浓度为40mg/ml，充分搅拌溶解。
7)在高速搅拌(8000r/min)条件下，用注射器将10ml大豆卵脂质体-植物淄醇溶液缓慢注入500ml 1wt％的烟酰胺的水溶液中，继续搅拌10分钟。间隔超声20分钟(开20秒，关10秒，频率200Hz)。所得溶液旋转蒸发除去乙醇，再加水稀释至原烟酰胺浓度。得到烟酰胺的植物淄醇脂质体，室温下保存待用。
8)将烟酰胺植物淄醇脂质体逐滴加入一定质量分数的阿魏酸接枝壳聚糖的乙酸溶液中，于10000r/min高速分散2分钟，得到阿魏酸接枝壳聚糖修饰的植物淄醇脂质体。
实施例2
除将步骤8中，阿魏酸接枝壳聚糖的乙酸溶液浓度调整为0.2mg/ml，其他与实施例1相同。
实施例3
除将步骤8中，阿魏酸接枝壳聚糖的乙酸溶液浓度调整为0.3mg/ml，其他与实施例1相同。
实施例4
除将步骤2中，阿魏酸接枝壳聚糖的乙酸溶液浓度调整为0.4mg/ml，其他与实施例1相同。
实施例5
除将步骤2中，阿魏酸接枝壳聚糖的乙酸溶液浓度调整为0.5mg/ml，其他与实施例1相同。
实施例1-5的脂质体用去离子水稀释至一定浓度后，采用动态光散射技术测定脂质体平均粒径、多分散系数(Polydispersity index，PdI)和Zeta电位。
实施例1-5的脂质体通过以下方法计算烟酰胺的包封率：
取制备好的1ml阿魏酸接枝壳聚糖修饰的植物淄醇脂质体,置于10ml容量瓶，加入甲醇破乳定容，超声15min后，过0.15μm滤膜，测定烟酰胺质量浓度ρ t。另取1ml阿魏酸接枝壳聚糖修饰的植物淄醇脂质体，置于30Ku的超滤离心管，于4000r/min下，离心20min，取过滤液置于10ml容量瓶，甲醇定容，超声15min后，过0.15μm滤膜，测定烟酰胺质量浓度ρ y，包封率δ的计算公式为：
δ＝100×(ρ t-ρ y)/ρ t
结果如表1所示。
表1不同浓度阿魏酸接枝壳聚糖修饰的脂质体的平均粒径、PDI、Zeta电位、包封率
Figure PCTCN2021078036-appb-000001
从表1结果可以看出，随着阿魏酸接枝壳聚糖的浓度增加，被修饰的脂质体粒径逐渐增加。同时随着阿魏酸接枝壳聚糖的浓度增加，脂质体的电位升高，表明稳定性增加。阿魏酸接枝壳聚糖的浓度为0.3mg/ml的时，多分散指数最小。随着阿魏酸接枝壳聚糖的浓度的进一步增加，粒径分布范围变广，出现较大的颗粒，且电位增加较为缓慢。结合以上实验结果，阿魏酸接枝壳聚糖的浓度确定为0.3mg/ml；上述方法制备得到的脂质体具有较好的包封率，总体在74-77％之间。
实施例6
1 将0.2g壳聚糖溶解于100ml 1％wt的乙酸水溶液中，40℃搅拌溶解。以0.1M氢氧化钠溶液调整溶液pH值到6.0。
2 将步骤1中的壳聚糖溶液与105mM的磷酸钾缓冲溶液以1:9比例混合。
3 在200ml步骤2的溶液中加入2g阿魏酸
4 在步骤3的溶液中，加入5mg辣根过氧化物酶，每隔3分钟加入0.5ml 10％体积分数的过氧化氢水溶液，90min后停止反应。室温下的接枝反应如图1所示。
5 步骤4的反应溶液通过离心机以5000r/min的转速分离15分钟，收集沉淀的反应产物。将反应产物以一定质量分数溶解于1％的乙酸溶液中，室温下保存待用。
6 将大豆卵脂质体、植物淄醇按照4:1的比例溶解于无水乙醇中，大豆卵脂质体的浓度为40mg/ml，充分搅拌溶解。
7 用去离子水将烟酰胺稀释至1wt％，在高速分散(8000r/min)条件下，用注射器将10ml大豆卵脂质体-植物淄醇溶液缓慢注入500ml烟酰胺的水溶液中，继续分散10min。间隔超声(开20S，关10S，频率200Hz)20min。旋转蒸发除去乙醇。加水稀释至原烟酰胺浓度。得到烟酰胺的植物淄醇脂质体。室温下保存待用。
8 将烟酰胺植物淄醇脂质体分散液逐滴加入0.3mg/ml的阿魏酸接枝壳聚糖的乙酸溶液中，于10000r/min高速分散2min。得到阿魏酸接枝壳聚糖修饰的植物淄醇脂质体。
9 将聚乙烯醇切片(醇解度80％，数均分子量30×10 4g/mol)溶解于去离子水中，60℃下搅拌3小时，制得质量分数10％聚乙烯醇水溶液，加入步骤8中得到的脂质体颗粒溶液，两种溶液体积比1：1，作为纺丝液。
10 将步骤二得到的纺丝液进行多针头静电纺丝，使用面膜无纺布作为基材，接收纳米纤维。设置纺丝参数为：针头内径0.98mm,接收距离15cm,电压25千伏，计量泵流量15ml/h。纺丝环境：温度28℃，相对湿度35±5％。最终在面膜无纺布上形成一层纳米纤维膜。将所得到的复合膜在70℃下烘干5分钟。得到纳米纤维面膜。
实施例7
除将步骤9中，脂质体颗粒的质量分数改为2％之外，其他与实施例6相同。
实施例8
除将步骤9中，脂质体颗粒的质量分数改为3％之外，其他与实施例6相同。
对比例1
与实施例6的区别在于：未在制备脂质体的过程中加入壳聚糖。
1 将大豆卵脂质体、植物淄醇按照4:1的比例溶解于无水乙醇中，大豆卵脂质体的浓度为40mg/ml，充分搅拌溶解。
2 用去离子水将烟酰胺稀释至1wt％，在高速分散(8000r/min)条件下，用注射器将10ml大豆卵脂质体-植物淄醇溶液缓慢注入500ml烟酰胺的水溶液中，继续分散10min。间隔超声(开20S，关10S，频率200Hz)20min。旋转蒸发除去乙醇。加水稀释至原烟酰胺浓度。得到烟酰胺的植物淄醇脂质体。室温下保存待用。
3 将烟酰胺植物淄醇脂质体分散液逐滴加入0.3mg/ml的阿魏酸的乙酸溶液中，于10000r/min高速分散2min。得到阿魏酸修饰的植物淄醇脂质体。
4 将聚乙烯醇切片(醇解度80％，数均分子量30×10 4g/mol)溶解于去离子水中，60℃下搅拌3小时，制得质量分数10％聚乙烯醇水溶液，加入得到的脂质体颗粒溶液，两种溶液体积比1：1，作为纺丝液。
5 将步骤二得到的纺丝液进行多针头静电纺丝，使用面膜无纺布作为基材，接收纳米纤维。设置纺丝参数为：针头内径0.98mm,接收距离15cm,电压25千伏，计量泵流量15ml/h。纺丝环境：温度28℃，相对湿度35±5％。最终在面膜无纺布上形成一层纳米纤维膜。将所得到的复合膜在70℃下烘干5分钟。得到纳米纤维面膜。
力学性能测试
表2为实施例6-8和比较例1的力学性能对比，本发明的纳米纤维面膜在浸润后可以保持一定的强度，方便敷贴。
表2实施例6-8和比较例1的力学性能对比
Figure PCTCN2021078036-appb-000002
抗菌性能测试
为了测试反渗透膜的抗生物污染能力，将3种面膜(实施例6-8)浸没在细菌培养液(大肠杆菌和金葡萄球菌，CFU＝10 6/ml)中，在37℃培养3小时。按照公式1计算细菌数目减少百分比R：
R％＝100×(A-B)/A
其中A为0时刻的细菌数目，B为24小时后的细菌数目。所得结果见表3。
表3
Figure PCTCN2021078036-appb-000003
从结果可知，本发明采用聚乙烯醇/脂质体制备的纳米纤维面膜具备抗菌功能；而在比较例1中由于未加入壳聚糖，得到的面膜产品并不具有抑菌性。
烟酰胺 缓释性能测试
将0.1g纳米纤维膜装入试管，再注入1ml去离子水，用高效液相色谱仪测试水溶液中烟酰胺的浓度。实施例6-8烟酰胺在水中的浓度随浸泡时间变化趋势如图2-4所示：
由图可知，本发明制备的纳米纤维面膜具备缓释功能，提高纳米纤维中脂质体颗粒的用量可以增加在水溶液中的浓度。
阿魏酸 缓释性能测试
将0.1g纳米纤维膜装入试管，加入1ml去离子水中，置于55℃水浴条件下，采用HPLC法定时测定溶液中阿魏酸的释出量。实施例6和对比例1中的溶出量曲线如图5所示，从图中可以看出，对照例1中的阿魏酸的溶出速度较快，说明在纳米纤维面膜中的壳聚糖通过静电作用可以可以与脂质体结合，而阿魏酸接枝于壳聚糖上，可以延缓其在水中的快速释放。

Claims (10)

  1. 一种含有脂质体的纳米纤维面膜，其特征在于，包括有基膜，以及纳米纤维层，所述的纳米纤维层中含有包裹活性成分的脂质体。
  2. 权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，包括如下步骤：
    第1步，将聚乙烯醇溶解于去离子水中，得到聚乙烯醇水溶液；
    第2步，加入含有活性成分的脂质体颗粒，得到含有脂质体颗粒的聚乙烯醇纺丝液；
    第3步，通过上述的聚乙烯醇纺丝液进行静电纺丝，采用无纺布作为基材，使纳米纤维负载于基材表面，烘干后，得到纳米纤维面膜。
  3. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，所述的含有活性成分的脂质体颗粒的制备方法包括以下步骤：
    S1，将壳聚糖加入乙酸溶液中使溶解，调节pH至5.5-6.5，再加入磷酸盐缓冲溶液；
    S2，依次加入阿魏酸、辣根过氧化物酶和过氧化氢水溶液，进行交联反应；反应物离心分离后，溶解于乙酸溶液中，得到阿魏酸接枝壳聚糖的乙酸溶液；
    S3，将大豆卵磷脂和植物淄醇溶解于无水乙醇中，再将得到的溶液缓慢加入烟酰胺水溶液中，超声分散，减压除乙醇后，加水稀释，得到含有烟酰胺的植物淄醇脂质体；
    S4，将含有烟酰胺的植物淄醇脂质体缓慢加入至阿魏酸接枝壳聚糖的乙酸溶液中，得到阿魏酸接枝壳聚糖修饰的植物淄醇脂质体。
  4. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，所述的步骤S1中，壳聚糖在乙酸水溶液中的浓度0.1-0.5wt％，乙酸水溶液浓度0.5-2wt％；通过0.05-0.5M的NaOH溶液调节pH；磷酸盐缓冲溶液加入时使溶液稀释5-15倍，磷酸盐缓冲溶液浓度80-120mM。
  5. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，所述的步骤S2中，阿魏酸在步骤S1中得到的溶液中的加入量是0.5-2wt％，过氧化氢水溶液浓度5-15wt％，过氧化氢水溶液与S1中得到的溶液的体积比5-30：200；乙酸溶液浓度0.5-2wt％。
  6. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，所述的步骤S3中，大豆卵磷脂和植物淄醇的重量比3-6：1，大豆卵磷脂在无水乙醇中浓度20-60mg/mL；得到的溶液与烟酰胺水溶液的体积比10：400-600，烟酰胺水溶液浓度0.5-2wt％；在进行溶液混合时，需在调整搅拌条件下进行，搅拌速度4000-12000r/min；超声频率200Hz，稀释是指烟酰胺稀释至0.5-2wt％。
  7. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施 方式中，步骤S4中，加入完毕后，需要高速搅拌分散，搅拌速度8000-12000r/min。
  8. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，所述的壳聚糖粉末性质参数是：粘度200mPa.S，数均分子量10×10 4g/mol；在一个实施方式中，所述的聚乙烯醇性质参数是：醇解度80％，数均分子量30×10 4g/mol。
  9. 根据权利要求1所述的含有脂质体的纳米纤维面膜的制备方法，其特征在于，在一个实施方式中，聚乙烯醇水溶液中聚乙烯醇浓度10％-20％；在一个实施方式中，静电纺丝操作参数是：针头内径0.98mm,接收距离15cm,电压20-30千伏，计量泵流量15ml/h；纺丝环境：温度28℃，相对湿度35±5％；在一个实施方式中，烘干过程是70℃下烘干5分钟。
  10. 阿魏酸接枝壳聚糖修饰的植物淄醇脂质体的用于制备纳米纤维面膜中的应用。
PCT/CN2021/078036 2020-11-02 2021-02-26 一种含有脂质体的纳米纤维面膜及其制备方法 WO2022088566A1 (zh)

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