Royal jelly oil control composition

Abstract

The invention discloses a royal jelly oil control composition. The preparation method of the royal jelly oil-control composition comprises the following steps: freeze-drying collected fresh royal jelly, then putting the material into a supercritical extraction kettle, and introducing CO2 containing an ethanol additive for extraction to obtain a royal jelly fat-soluble component; adding the royal jelly fat-soluble component, capryloyl glycine and ethanol into a reaction kettle, vacuumizing, then adding a carbon dioxide / nitrogen mixture, pressurizing and stirring; removing the pressure, and carrying out rotary evaporation to remove ethanol to obtain a crude product; adding a solvent into the crude product, and stirring and dissolving under ultrasound; centrifuging, and taking supernate, so as to obtain the royal jelly oil control composition. According to the royal jelly oil control composition, a water-soluble supramolecular layered micelle structure is formed through the intermolecular non-covalent bond effect, so that the problem that the composition is insoluble in water is solved, continuous release of active ingredients is realized through a non-covalent bond network, and the bioavailability is improved.

Description

Technical Field

[0001] This invention relates to the field of cosmetics, and in particular to a royal jelly oil-controlling composition. Background Technology

[0002] In today's society, work pressure, staying up late, and increased use of electronic products have led to increased sebum secretion. More than 50% of young people aged 18-30 list "oil control + moisturizing" as their primary skincare needs, resulting in a huge market demand for oil-control cosmetics.

[0003] Royal jelly is a milky white or pale yellow paste-like substance secreted by the hypopharyngeal and mandibular glands of worker bees. It has biological functions such as anti-oxidation, anti-aging, wound healing, neuroprotection, and immune regulation. Lipids account for approximately 3% to 8% of royal jelly, with medium-chain fatty acids being the most abundant. Sebacic acid, 10-hydroxydecanoic acid, and 10-hydroxy-2-decanoic acid (10-HDA) are the three most abundant medium-chain fatty acids in royal jelly. 10-HDA is the main component of royal jelly (approximately 21 mg / g) and is also a unique component of royal jelly, considered a key indicator for judging the quality grade of exported royal jelly. Reference: Wu Hongyan, Qi Shanshan, Zhang Lijun, et al. Research progress on the bioactivity of royal jelly and its application in health foods [J]. Food Science, 2025, 46(20):406-420. Capryloyl glycine (C10H19NO3) is a cosmetic active ingredient with multiple mechanisms of action. It significantly inhibits excessive sebum secretion by dually regulating 5α-reductase activity and the SRD5A1 gene expression pathway, while also exhibiting broad-spectrum antibacterial activity against Gram-positive pathogens. It is soluble in lipids but almost insoluble in water, making it difficult to apply directly to water-based formulations.

[0004] Following extensive research in the field of cosmetics, the inventors of this invention developed a royal jelly oil-controlling composition prepared through a specific process. In this composition, the medium-chain fatty acids and capryloyl glycine in the fat-soluble components of royal jelly form a supramolecular structure. Experiments have shown that the royal jelly oil-controlling composition has good water solubility and excellent oil-controlling effects, thus completing this invention. Summary of the Invention

[0005] In view of this, the purpose of the present invention is to provide a water-soluble royal jelly oil-controlling composition, which can play a good oil-controlling role when applied in cosmetics.

[0006] In a first aspect, the present invention provides a method for preparing a royal jelly oil-controlling composition.

[0007] The preparation method of the royal jelly oil-controlling composition of the present invention is as follows: Freshly collected royal jelly was freeze-dried to a moisture content of ≤5%; then pulverized and vacuum-dried to further reduce the moisture content to ≤1%; the material was then fed into a supercritical extraction vessel, and CO2 containing ethanol was introduced for extraction to obtain the lipid-soluble components of royal jelly; the lipid-soluble components of royal jelly, capryloyl glycine, and ethanol were added to a reaction vessel, vacuumed, and then a carbon dioxide / nitrogen mixture was added and stirred under pressure; the pressure was released, and the ethanol was removed by rotary evaporation to obtain a crude product; a solvent was added to the crude product, and it was dissolved by ultrasonic stirring; the product was centrifuged, and the supernatant was collected to obtain the royal jelly oil-controlling composition.

[0008] Optionally, the freeze-drying conditions include: a freeze-drying temperature of -40°C and a vacuum degree of ≤0.1 mbar.

[0009] Optionally, the pulverization is performed to a particle size of 0.2-0.5 mm.

[0010] Optionally, the vacuum drying conditions include: vacuum drying at 40°C and ≤5 bar low pressure.

[0011] Optionally, the volume fraction of the ethanol adjuvant is 5-10%.

[0012] Optionally, the conditions for supercritical extraction include: an internal pressure of 300-500 bar, a temperature of 40-50°C, and an extraction time of 60-90 min.

[0013] Optionally, the volume ratio of the carbon dioxide / nitrogen mixture is 95:5.

[0014] Optionally, the conditions for pressurized stirring include: continuous stirring for 24 hours at a pressure of 400 bar and a temperature of 40°C.

[0015] Optionally, the amount of solvent added is 5-10 times the weight of the crude product.

[0016] Optionally, the solvent is a polyol. The polyol of the present invention may be one or a mixture of more than one of glycerol, propylene glycol, butylene glycol, pentanediol, hexanediol, sorbitol, ethanol, polyethylene glycol-8, polyethylene glycol-32, dipropylene glycol, diglycerol, glycerol polyether-26, polyglycerol-10, and polyglycerol-8.

[0017] In a second aspect, the present invention provides a royal jelly oil-controlling composition, wherein the composition is prepared by the method described in the present invention.

[0018] A third aspect of the present invention provides the application of the royal jelly oil-controlling composition of the present invention in the preparation of cosmetics.

[0019] The beneficial effects of the technical solution provided by the embodiments of the present invention are as follows: The royal jelly oil-controlling composition provided by this invention allows the medium-chain fatty acids of the lipid-soluble components of royal jelly and capryloylglycine to spontaneously assemble into an ordered supramolecular layered micelle structure through non-covalent interactions such as hydrogen bonding, hydrophobic interactions, and van der Waals forces. Firstly, from a molecular structure perspective: The chemical formula of capryloylglycine is CH3-(CH2)6-CO-NH-CH2-COOH, where the peptide bond (-CO-NH-) acts as both a hydrogen bond acceptor (C=O) and a hydrogen bond donor (NH); the terminal carboxyl group (-COOH) is a strong hydrogen bond donor and acceptor; and the capryloyl carbon chain (C8) provides a hydrophobic tail. The terminal carboxyl group (-COOH) of the medium-chain fatty acid is a strong hydrogen bond donor and acceptor; and the long alkyl chain provides a hydrophobic tail. Secondly, from a driving force perspective: the hydrogen bond network is the most crucial driving force. The amide group (-CO-NH-) of capryloylglycine can form a strong hydrogen bond with the carboxyl group of another capryloylglycine or fatty acid. All molecules can form cyclic dimer structures (-COOH···HOOC-) between their carboxyl groups, which is the most stable hydrogen bonding mode in fatty acid crystals and many similar systems. This ultimately forms an extended, stable two-dimensional hydrogen bond network that "bonds" the molecules together. Hydrophobic interactions are also an important driving force. The C8 alkyl chain of capryloylglycine and the long alkyl chains of fatty acids are hydrophobic. In an aqueous environment, they aggregate together as much as possible to avoid water, forming an internal hydrophobic core. This interaction drives the directional alignment of molecules and the formation of micelles / bilayer structures. Based on the above driving forces, an ordered supramolecular layered micelle structure is assembled. The alkyl chains of capryloylglycine and fatty acids interweave and arrange side by side, forming a tightly packed, nonpolar internal region. This region is similar to the hydrophobic core of the lipid bilayer in a cell membrane. On both sides of the hydrophobic core are the hydrophilic head regions of the molecules. Here, carboxyl and amide groups interact strongly through hydrogen bonds, forming a two-dimensional, robust hydrogen bond network plane. This plane is the "skeleton" of the supramolecular structure. This "hydrophobic core-hydrogen bonded layer-hydrophobic core-hydrogen bonded layer..." structure repeats periodically, forming a layered phase. The hydrogen bonded layer consists of planes interwoven with hydrogen bonds such as (-COOH···HOOC-) and (-CO-NH-···OOC-). The hydrophobic layer is a collection of CH3-(CH2)n-... (CH2)m-CH3 alkyl chains. (The rest of the text appears to be a continuation of the previous paragraph.) Figure 1 As can be seen from the proton NMR spectrum, the signal is significantly broadened, proving that a supramolecular structure has been formed.

[0020] In summary, the royal jelly oil-controlling composition provided by this invention forms a water-soluble supramolecular layered micelle structure through intermolecular non-covalent interactions (such as hydrogen bonds, hydrophobic interactions, and van der Waals forces). This not only solves the inherent problem of its insolubility in water, but also enables the continuous release of active ingredients through the non-covalent network, thereby improving bioavailability. Attached Figure Description

[0021] To more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the accompanying drawings used in the description of the embodiments or the prior art are briefly introduced below.

[0022] Figure 1 The NMR spectrum of the royal jelly oil-controlling composition in Example 1 is shown. Detailed Implementation

[0023] This invention discloses a royal jelly oil-controlling composition. Those skilled in the art can refer to the content of this document and appropriately modify the process parameters to achieve the desired result. It should be particularly noted that all similar substitutions and modifications are obvious to those skilled in the art and are considered to be included in this invention. The methods and applications of this invention have been described through preferred embodiments. Those skilled in the art can obviously make modifications or appropriate alterations and combinations to the methods and applications described herein without departing from the content, spirit, and scope of this invention to implement and apply the technology of this invention.

[0024] The raw materials and reagents used in the royal jelly oil-controlling composition provided by this invention can be purchased from the market.

[0025] The present invention will be further illustrated below with reference to the embodiments: Example 1 A royal jelly oil-controlling composition is obtained by the following preparation method: Fresh royal jelly was freeze-dried at -40℃ and ≤0.1mbar to reduce its moisture content to ≤5%. The jelly was then pulverized to a particle size of 0.2mm and vacuum-dried at 40℃ and ≤5bar to further reduce its moisture content to ≤1%. The material was then placed in a supercritical fluid extraction vessel, and CO2 containing 10% ethanol was introduced for extraction. The vessel pressure was 300bar, the temperature was 50℃, and the extraction time was 60min to obtain the lipid-soluble components of the royal jelly. The lipid-soluble components of the royal jelly, capryloyl glycine, and ethanol were added to a reaction vessel, and a vacuum was applied. A carbon dioxide / nitrogen mixture with a volume ratio of 95 / 5 was then added, and the mixture was continuously stirred at 400bar and 40℃ for 24 hours. The pressure was released, and the ethanol was removed by rotary evaporation to obtain the crude product. Hexanediol solvent, at a weight of 10 times that of the crude product, was added and dissolved by ultrasonic stirring. The mixture was centrifuged, and the supernatant was collected to obtain the royal jelly oil-controlling composition.

[0026] Example 2 A royal jelly oil-controlling composition is obtained by the following preparation method: Fresh royal jelly was freeze-dried at -40℃ and ≤0.1mbar to reduce its moisture content to ≤5%. The jelly was then pulverized to a particle size of 0.5mm and vacuum-dried at 40℃ and ≤5bar to further reduce its moisture content to ≤1%. The material was then placed in a supercritical fluid extraction vessel, and CO2 containing 5% ethanol was introduced for extraction. The vessel pressure was 500bar, the temperature was 40℃, and the extraction time was 90min to obtain the lipid-soluble components of the royal jelly. The lipid-soluble components of the royal jelly, capryloyl glycine, and ethanol were added to a reaction vessel, and a vacuum was applied. A carbon dioxide / nitrogen mixture with a volume ratio of 95 / 5 was then added, and the mixture was continuously stirred at 400bar and 40℃ for 24 hours. The pressure was released, and the ethanol was removed by rotary evaporation to obtain the crude product. Hexanediol solvent, five times the weight of the crude product, was added and dissolved under ultrasonic stirring. The mixture was centrifuged, and the supernatant was collected to obtain the royal jelly oil-controlling composition.

[0027] Experiment 1 The royal jelly oil-controlling composition prepared in Example 1 was dissolved in deuterated solvent D2O, loaded onto the sample, and data was acquired using a nuclear magnetic resonance (NMR) spectrometer. Specific spectra are shown in the appendix. Figure 1 From the appendix Figure 1 As can be seen from the proton NMR spectrum, the signal is significantly broadened, proving that a supramolecular structure has been formed.

[0028] Example 3 An oil-controlling toner, comprising the following components in percentage by weight: 1% glycerol Hexanediol 0.5% p-Hydroxyacetophenone 0.5% Sodium hyaluronate 0.02% 0.05% Transparent xanthan gum The royal jelly oil-controlling composition prepared in Example 1 (10%) 1% betaine Dimethyl sulfone 1% Water balance.

[0029] Example 4 An oil-controlling toner lotion comprising the following components in weight percentage: Butanediol 2% 3% glycerol Carbomer 0.18% 0.05% Transparent xanthan gum Hydrogenated lecithin 0.25% p-Hydroxyacetophenone 0.5% Hexanediol 1.5% Sodium hyaluronate 0.03% PEG-100 stearate 0.1% C20-22 Alcohol Phosphate 1% 3% polydimethylsiloxane 16 / 18 alcohol 0.5% 5% hydrogenated polyisobutylene Arginine 0.3% The royal jelly oil-controlling composition prepared in Example 2 (5%) Water balance.

[0030] Experiment 2 Volunteer Oil Control Test Thirty male volunteers, aged 20-30, all exhibiting significant oiliness in their T-zone, were recruited. They used a combination of the oil-controlling toner prepared in Example 3 and the oil-controlling lotion prepared in Example 4. The specific usage method was as follows: After cleansing, apply the oil-controlling toner first, gently patting until absorbed. Then, take an appropriate amount of the oil-controlling lotion, apply it evenly to the face, and gently massage in circular motions until fully absorbed. Use twice daily, morning and evening, for one month. A follow-up visit after one month revealed that 15 volunteers reported significant improvement in T-zone oiliness, and 9 volunteers reported less oiliness in their T-zone compared to before, indicating some improvement. Therefore, after one month of combined use of the oil-controlling toner prepared in Example 3 and the oil-controlling lotion prepared in Example 4, 24 / 30 = 80% of the volunteers reported improved oiliness, with an effectiveness rate exceeding 80%, demonstrating good oil-controlling efficacy.

[0031] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.

Claims

1. A royal jelly oil-controlling composition, characterized in that, The preparation method of the royal jelly oil-controlling composition is as follows: Fresh royal jelly is freeze-dried to a moisture content of ≤5%; it is then pulverized and vacuum-dried to further reduce the moisture content to ≤1%; the material is then fed into a supercritical extraction vessel, and CO2 containing ethanol as an adjuvant is introduced for extraction to obtain the lipid-soluble components of royal jelly; the lipid-soluble components of royal jelly, capryloyl glycine, and ethanol are added into a reaction vessel, a vacuum is drawn, and then a carbon dioxide / nitrogen mixture is added and stirred under pressure; the pressure is released, and the ethanol is removed by rotary evaporation to obtain a crude product; a solvent is added to the crude product, and it is dissolved by stirring under ultrasonication; the product is centrifuged, and the supernatant is collected to obtain the royal jelly oil-controlling composition.

2. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The freeze-drying conditions include: a freeze-drying temperature of -40°C and a vacuum degree of ≤0.1 mbar.

3. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The pulverization is to pulverize to a particle size of 0.2-0.5 mm; the vacuum drying conditions include: vacuum drying at 40°C and ≤5 bar low pressure.

4. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The volume fraction of the ethanol additive is 5-10%.

5. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The conditions for supercritical extraction include: pressure inside the vessel of 300-500 bar, temperature of 40-50℃, and extraction time of 60-90 min.

6. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The volume ratio of the carbon dioxide / nitrogen mixture is 95:

5.

7. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The conditions for pressurized stirring include continuous stirring for 24 hours at a pressure of 400 bar and a temperature of 40°C.

8. The method for preparing the royal jelly oil-controlling composition according to claim 1, characterized in that, The amount of solvent added is 5-10 times the weight of the crude product; the solvent is a polyol.

9. A royal jelly oil-controlling composition, characterized in that, The royal jelly oil-controlling composition was prepared using the preparation method of any one of claims 1-8 of this invention.

10. The use of the royal jelly oil-controlling composition according to claim 9 in the preparation of cosmetics.

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