WO2016140421A1 - Microcapsule containing structure in which active material is inserted into de-differentiated plant protoplast, and cosmetic composition containing same - Google Patents

Abstract

The present invention relates to: a microcapsule in which a structure is supported within a capsule, allowing a structure in which an active material is inserted into de-differentiated plant protoplast to be applied to various formulations, regardless of the presence or absence, type and content of a surfactant, and the hardness and viscosity of a formulation, in order to increase the stability and efficacy of an active ingredient; and a cosmetic composition containing the same.

Description

Structure-containing microcapsules containing active substances in dedifferentiated plant protoplasts and cosmetic compositions containing same

The present invention can maintain stability without breaking by the physical force applied when the active material is incorporated into the de-differentiated plant protoplast in the preparation of a surfactant or cosmetic formulation in order to increase the stability and efficacy of the active material The present invention relates to a microcapsule encapsulated in a microcapsule, a preparation method thereof, and a cosmetic composition containing the same.

There are many different phytochemicals inherent in natural plants, and they are made up of a myriad of species, including terpenoids, flavonoids, flavonols, polyphenols, amino acids, lignans, alkaloids, vitamins and catechin compounds. ．

Therefore, cosmetic compositions using only plant extracts or plant specific components have been actively proposed.

As an example, International Patent WO2013-180526 mentions that Edelweiss extract can be used as a cosmetic by promoting skin regeneration, and International Patent WO2012-102456 mentions that silk extract can be used in various cosmetics because it is effective in improving wrinkles.

In addition, Japanese Laid-Open Patent Publication No. 2012-102136 proposes a cosmetic composition comprising a freeze dried product of dedifferentiated plant cells of a basophilic plant, such as Criste Marine, for skin bleaching and lightening.

On the other hand, effective active substances such as retinol, while having a useful function in the physiological characteristics in the human body is not free from the stability, various methods have been proposed to increase their stability.

For example, many attempts have been made to apply liposomes using phospholipids or surfactants to the active substance, stabilized cerasomes using ceramides, liquid crystals stabilized with liquid crystal structures, and cubic cubosomes using monoglycerides.

In addition, research is being conducted to apply plant cells to cosmetic compositions.

International Patent WO2012-173458 discloses a cosmetic composition containing plant cells stabilized with active substances such as gallic acid, amino acids, etc., wherein the plant cells are cell walls, and the active substances are introduced into the cell walls. In this case, it was suggested that the stability of the active substance can be increased.

The cell wall of the plant cell contains excess cellulose, which is not easy to penetrate other substances, so it needs to be removed for the entry of the active substance, and if the cell wall and the cell membrane are removed, the stability of the introduced active substance is rather deteriorated. Can be. Accordingly, the present inventors have proposed a structure in which the active material is introduced into a protoplast composed of cell membranes and cell bodies and removed cell walls of plant cells through patent application 10-2013-0164701.

However, the structure of the patent is easy to use in water-soluble products or formulations, but the stability of the oil-containing products and the high content of surfactants has a disadvantage of low stability. The present invention also provides a method for stabilizing a structure by pressure stirring and mixing the structure with vegetable oil to stabilize the structure in which the active substance is introduced into the dedifferentiated plant protoplasm even in an emulsion formulation having a high content of surfactant. It was proposed through patent application No. 10-2014-0173575.

Accordingly, the present inventors have conducted various studies so that the structure into which the active substance is introduced into the dedifferentiated plant protoplasm can be maintained without being destroyed by the physical force applied when preparing the surfactant or cosmetic formulation. When the encapsulated inside is microencapsulated, the structure was stabilized to confirm that the present invention can be applied in various formulations.

Accordingly, an object of the present invention is to provide a microcapsule containing a structure containing an active substance in a dedifferentiated plant protoplast and a cosmetic composition containing the same.

In order to achieve the above object, the present invention

A core comprising a structure having an active substance introduced therein into a dedifferentiated plant protoplast,

Provided is a microcapsule formed surrounding the core and comprising a shell comprising collagen, acacia gum, lecithin and a crosslinking agent.

The microcapsules of the present invention can maintain stability not only in nonionic surfactants but also in ionic surfactant-containing formulations, where physical forces are applied during manufacture. Accordingly, the microcapsules in which the structure is encapsulated can be applied to various formulations regardless of the presence or absence, type, content, surfactant, and viscosity of the surfactant. In addition, lecithin contained in the shell of the microcapsules can improve the skin absorption of the supported structure, thereby enhancing the skin improving effect of the active substance introduced into the structure.

1 is a photograph of the microcapsules of Example 5 observed 400 times under a microscope.

Figure 2 is a graph showing the results of measuring the moisturizing power of using the cosmetic composition of Comparative Formulation Example 6 and Formulation Example 9.

Figure 3 is a graph showing the results of measuring the skin elasticity using the cosmetic composition of Comparative Formulation Example 6 and Formulation Example 9.

Figure 4 is a graph showing the results of measuring the skin gloss according to the use of the cosmetic composition of Comparative Formulation Example 6 and Formulation Example 9.

Hereinafter, the present invention will be described in more detail.

The present invention provides a method for stabilizing a structure such that the structure in which the active material is introduced into the dedifferentiated plant protoplast can maintain stability even in a manufacturing environment in which a surfactant or a physical force is applied.

Protoplasts are protoplasts in which cell walls of cells are removed and cell membranes are present, and various active substances that can be used as cosmetic compositions can be introduced into the cell membranes. The cell wall contains an excess of cellulose, which is not easy to penetrate other materials, so it needs to be removed for the introduction of the active material, and if the cell wall and the cell membrane are removed, the stability of the introduced active material may be lowered. Therefore, protoplasts with cell membranes are preferred.

The active substance may be a hydrophilic substance or a hydrophobic substance, and is not particularly limited in the present invention. Representative examples of the active substance include organic acids, vitamins, arbutin, adenosine, niacinamide, polyphenols, flavonoids, retinol, cyclohexanediol bisethylhexanoate, bisretinamido methylpentane, betarapach, growth factor, growth One kind selected from the group consisting of factor complex peptides, and combinations thereof is possible.

Although the active substance is itself used as an active ingredient of the cosmetic composition, it is not stable enough to express its activity, but it is incorporated into the protoplast, thereby increasing the stability of the activity, and the biocompatibility is also greatly improved due to the protoplast. There is an advantage.

The structure in which the active substance is introduced into the dedifferentiated plant protoplast according to the present invention can be prepared by the following steps:

Step (a): Obtaining Plant Cells

In step (a), the cells of the plant are obtained from the leaves, stems, roots, flowers, berries and seeds of the plant.

Plant cell harvesting is not particularly limited in the present invention, and known methods can be used. For example, in the embodiment of the present invention, after sterilization, the plant cells were obtained by dipping into the aqueous solution of sodium chlorate added with a surfactant and then washing.

As a plant which can be used, it does not specifically limit in this invention, All plants are possible. Typically, curry plant ( Helichrysum) italicum ), Commiphora wightii , Commiphora myrrha ), Prickly Pear Cactus ( Opuntia Ficus indica ), Peony ( Paeonia lactiflora ), Petrifying ( Adenium) obesum ), Nymphaea coerulea , Eucalyptus punctata , Ginkgo biloba , Lilium candidum , Olive tree ( Olea) europaea ), papyrus ( Cyperus papyrus ), lotus ( Nelumbo nucifera ), redwood ( Sequoia sempervirens ), rosacea rose ( Rosa gallica officinalis ), coffee tree ( Coffea arabica , Plumeria obtusa , Gardenia jasminoides , Bougainvillea spectabilis , Jasminum sambac , Rosa centifolia , Peppermint ( Mentha piperita ), Rosa damascena , Iris pallida ), Vine ( Vitis vinifera ), white rose ( Rosa alba ), ylang-ylang ( Cananga odorata ), almond tree ( Prunus amygdalus) dulcis ), apple tree ( Malus domestica ), Apricot ( Prunus armeniaca ), Ginseng ( Panax ginseng ), Blackberry ( Rubus fruticosus ), gold film ( Eschscholtzia californica ), Centella ( Centella asiatica), Shin Yang cherry tree (P runus cerasus), Hawaii Hibiscus (Hibiscus rosa sinensis), Juniper berry (Juniperus communis), cotton (Gossypium arboreum ), date palm ( Phoenix dactylifera ), ginger ( Zingiber officinale ), rose of sharon ( Hibiscus syriacus ), Pueraria tuberosa , pomegranate ( Punica) granatum ), boombox costatum ( Bombax costatum ), saffron ( Crocus sativus ), Salvia ( Salvia officinalis ), water lily ( Nymphaea alba ) and combinations thereof. curryplant, Helichrysum italicum ), comiphora wightii , Commiphora myrrha ), Opuntia Ficus indica ), etc.

Step (b): Dedifferentiation  step

In step (b), the obtained plant cells are dedifferentiated using auxin to obtain dedifferentiated plant cells.

Auxin, which is used for dedifferentiation, is one of the plant growth regulators, which promotes cell elongation at low concentrations but inhibits growth at high concentrations. As the auxin, one species selected from the group consisting of alpha-naphtalene acetic acid, 2,4-dichlorophenoxy acetic acid, indole-3-acetic acid, and combinations thereof It is possible to induce dedifferentiation of the plant cells by culturing the plant cells in a medium containing them at a concentration of 1 to 5 mg / l.

The medium is not particularly limited in the present invention, any medium used for plant cell culture may be used.

Step (c): Dedifferentiation  Culture step of plant cell

In step (c), the dedifferentiated plant cells obtained in step (b) are cultured in large quantities.

Mass cultivation of dedifferentiated plant cells is carried out in a variety of media, wherein as the medium may be a known medium such as MS medium, B5 medium, WHITE medium, N6 medium, SH medium, Anderson medium, preferably MS Use the medium.

In addition, the culture conditions and period are not particularly mentioned in the present invention, it can be carried out under the conditions as known.

Step (d): Cell Wall Removal Through Enzyme Reaction

In step (d), the cell walls of the largely cultured dedifferentiated plant cells are removed using an enzymatic reaction to obtain a protoplast remaining only in the cell membrane and organelles.

The enzyme consists of cellulase (EC 3.2.1.4), pectinase (EC 3.2.1.15), xylanase (EC 3.2.1.8), chitinase (EC 3.2.1.14), hemicellulase and combinations thereof One species selected from the group is possible.

These enzymes can be used in various concentrations of 0.01 to 10% by weight, preferably 0.1 to 5% by weight of cellulase, 0.01 to 2.5% by weight of pectinase, 0.1 to 5% by weight of hemicellulase, more preferably A multicomponent enzyme mixture of 1% by weight cellulase, 2% by weight hemicellulase and 0.5% by weight pectinase is used.

The enzymatic reaction is carried out in a temperature range of 4 ° C. to 40 ° C. (more preferably 10 ° C. to 25 ° C.) at a rate of 10 to 50 rpm for 15 hours to 24 hours. Only the cell wall is removed and the cell membrane can be stably preserved.

Step (e): drawing of active substance by pressure osmosis process

In step (e), the active material is introduced into the obtained dedifferentiated plant protoplasm by a pressure osmotic process.

Specifically, when the dedifferentiated plant protoplasts are dissolved in lower alcohols (C1 to C4 alcohols), mixed with the active substance and water, and sodium chloride is added, the active substance is introduced into the protoplasm by osmosis. do.

This process is carried out in a pressurized osmosis process, specifically, at 0.01 to 10 MPa, preferably at 0.05 to 1 MPa, most preferably at 0.05 to 0.5 MPa, wherein the concentration is at least 1% by weight, preferably by addition of sodium chloride. It is made to be 1-50 weight% below. If the pressure and concentration are less than the above range, the introduction of the active substance does not occur effectively. If the pressure and the concentration are above the above range, the protoplasm may be destroyed. Therefore, it is suitably used within the above range.

The pulling is carried out so that the concentration of the active substance can be sufficiently exhibited, which may vary depending on the active substance, but has a pulling rate of 0.001 to 20% (based on weight%). In addition, the pulling may further perform a dehydration reaction to increase the pulling rate.

Step (f): First Post Processing Step

In step (f), the primary post-treatment yields a structure in which the active substance is introduced into the protoplasm.

This primary aftertreatment is a conventional aftertreatment process in which unreacted material (active material not taken in) and salts are removed by centrifugation and washing.

The structure in which the active material is introduced into the protoplasm obtained through the above steps is maintained with the stability of the active ingredient existing in the plant cells as it is, and further, the stability of the active material introduced into the cells is high. Efficacy is also improved and can be preferably used as an active ingredient composition of the cosmetic.

Step (g): pressurization after mixing with the first vegetable oil Stirring  step

In step (g), the structure obtained through the first post-treatment is mixed with the first vegetable oil and then stabilized by stirring simultaneously with the pressurization.

Through the pressure stirring process, the outer wall of the protoplast structure, which is mostly composed of phospholipid, ceramide, cholesterol, and the like, is impregnated with the first vegetable oil and pressurized, thereby inducing a change in solubility and stabilizing.

The first vegetable oil may be olive oil, sunflower seed oil, meadowfoam seed oil or argan oil. Preferably olive oil is used as refined olive oil or extra virgin olive oil.

At this time, the structure and the first vegetable oil is preferably mixed in a weight ratio of 1: 1.

This pressurized stirring process is specifically performed at 0.01-10 MPa, Preferably it is 0.05-1 MPa, Most preferably, it is 0.05-0.5 MPa. If the pressure is less than the above range, the stabilizing effect of the structure is insignificant. If the pressure exceeds the above range, the protoplasm may be destroyed. Therefore, the pressure is suitably performed within the above range.

Step (h): second post-treatment step

In step (h), pressure treatment with the first vegetable oil is carried out through secondary workup to obtain a stabilized structure.

This second workup removes the first vegetable oil through centrifugation and washing.

Step (i): Mixing with Second Vegetable Oil

In step (i), the stabilized structure obtained through the secondary workup is again mixed with the second vegetable oil to obtain a mixture.

In this case, the second vegetable oil may include avocado oil, wheat germ oil, rosehip oil, almond oil, castor oil, camellia oil, corn, in addition to olive oil, sunflower seed oil, meadowfoam seed oil, or argan oil used as the first vegetable oil. Oil, safflower oil, soybean oil, rape oil, macadamia nut oil, jojoba oil, palm oil, palm kernel oil, coconut oil, mango butter oil, shea butter oil, cocoa seed butter oil, refined grape seed oil, rosehip oil, Sapflower oil or peach seed oil are possible.

The stabilized structure and the second vegetable oil obtained through the second post-treatment are preferably mixed in a weight ratio of 1: 9 to 5: 5.

In this case, steps (g) to (i) may be selectively performed.

In the present invention, the structure thus obtained is microencapsulated.

Specifically, the microcapsules of the present invention have a core-shell structure, a core including a structure having an active substance introduced therein into a dedifferentiated plant protoplast, and formed to surround the core, and collagen, acacia gum, and lecithin. And a shell comprising a crosslinking agent.

At this time, the microcapsules may have a particle size of 10 ~ 100 ㎛.

Collagen, acacia gum, lecithin and crosslinking agents included in the shell may form a wall of microcapsules to stabilize the structure core from an external environment such as a surfactant or a physical force.

The crosslinking agent that can be used in the present invention is a substance capable of forming a network by reacting with an amine, for example, selected from the group consisting of glutaaldehyde, glyoxal, and genipin. Can be used.

The microcapsules according to the present invention can be prepared through coacervation technology, which is a technique for agglomerating cationic polymers and anionic polymers by ion-ion bonding. That is, a capsule was prepared by aggregating by ionic bonding of collagen, a cationic polymer, and acacia gum, an anionic polymer.

The present invention provides a cosmetic composition in which the microcapsules are contained in the cosmetic composition to stabilize the plant protoplast structure. The microcapsules may be contained in an amount of 0.001 to 99.0% by weight, preferably 0.01 to 10.0% by weight, more preferably 0.1 to 3% by weight, based on the total weight of the cosmetic composition.

The microcapsules of the present invention can be prepared in cosmetic formulations of any formulation as is known, and can be used as a lotion, nourishing lotion, nourishing cream, massage cream, essence, pack, paste, gel, cream, lotion, powder, soap, oil, It can be formulated in the form of a foundation, wax or spray.

In addition, in the cosmetic composition of each formulation, other components in addition to the cells described above may be arbitrarily selected and blended according to the formulation or use purpose of other cosmetics. In addition, the compositions of each formulation may contain various bases and additives necessary and appropriate for the formulation of the formulation, and nonionic surfactants, silicone polymers, extender pigments, fragrances, preservatives, Fungicides, oxidation stabilizers, organic solvents, ionic or nonionic thickeners, softeners, antioxidants, free radical destroying agents, opacifying agents, stabilizers, emollients, silicones, α-hydroxy acids, antifoams, humectants, And known compounds such as vitamins, insect repellents, fragrances, preservatives, surfactants, anti-inflammatory agents, substance P antagonists, fillers, polymers, propellants, basicizing or acidifying agents, or coloring agents.

When the formulation of the present invention is a paste, cream or gel, animal oils, vegetable oils, waxes, paraffins, starches, trachants, cellulose derivatives, polyethylene glycols, silicones, bentonites, silicas, talc or zinc oxide may be used as carrier components. Can be.

When the formulation of the present invention is a powder or a spray, lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used, and especially in the case of spray, additionally chlorofluorohydrocarbon, propane Propellant such as butane or dimethyl ether.

When the formulation of the present invention is a solution or emulsion, a solvent, solubilizer or emulsifier is used as the carrier component, such as water, ethanol, isopropanol, ethylcarbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 Fatty acid esters of, 3-butylglycol oil, glycerol aliphatic ester, polyethylene glycol or sorbitan.

When the formulation of the present invention is a suspension, liquid carrier diluents such as water, ethanol or propylene glycol, suspending agents such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, microcrystals Soluble cellulose, aluminum metahydroxide, bentonite, agar or tracant and the like can be used.

When the formulation of the present invention is a surfactant-containing cleansing, the carrier component is an aliphatic alcohol sulfate, an aliphatic alcohol ether sulfate, a sulfosuccinic acid monoester, isethionate, an imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide. Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters and the like can be used.

Hereinafter, preferred examples are provided to aid in understanding the present invention. However, the following examples are merely provided to more easily understand the present invention, and the contents of the present invention are not limited by the examples.

Production Example  One

(One) Dedifferentiation  Obtain of Plant Cells

Curry Plant ( Helichrysum italicum ), comiphora wightii), prickly pear cactus ( Opuntia Ficus tissue sections (at least 3 cm) were cut from the stem and leaves of the indica ).

In this operating step, all work was performed on a sterile workbench under sterile conditions.

To sterilize the plant material, the tissues are soaked in 70% ethanol (Ethanol, Sigma, USA) for 60 seconds and 30% hydrogen peroxide (LG Chemical, Korea) for 15 minutes and the solvent is removed. Rinse 3 to 5 times with ₂ O, soak for 15 minutes in sodium chlorate (Sigma, USA) to which a few drops of Tween 20 was added, and wash 3 to 5 times with sterile H ₂ O.

For tissue culture, these tissue fragments are placed in a sterile Petri dish (125 mm) and cut (2-3 mm) and carefully removed the bleached portion, and the sample thus obtained is thinly cut to give a solid culture medium (see table below). 1) smeared and half buried.

Raw material	Content (mg / L)
KNO 3	2,500
(NH 4 ) 2 SO 4	134
CaCl 2 · 2H 2 O	120
NaH 2 PO 4 · 2H 2 O	150
MgSO 4 7 H 2 O	200
MnSO 4 4H 2 O	15
ZnSO 4 · 7H 2 O	5
H 3 BO 3	4
KI	0.8
Na 2 MoO 4 2H 2 O	0.25
CuSO 4 · 5H 2 O	0.025
CoCl 2 · 6H 2 O	0.025
FeSO 4 7H 2 O	32.8
Miyo-inositol	200
Nicotinic acid	2
L-ascorbic acid	30
Citric acid	50
Biotin ((+)-Biotin)	0.01
Pyridoxine-HCl	2
Thiamine Chloride (Thiamine-HCl)	10
Sucrose	20,000
Alpha-naphtalene acetic acid	2
2,4-dichlorophenoxy acetic acid	0.5
Kinetin	0.5
Agar	9,000
Purified water	Remaining amount

(2) Dedifferentiation  Planting of Plant Cells

Two to three cell clusters (1 to 2 cm) were collected with a spatula, and then plated and dispersed in fresh medium. All this was done on a sterile workbench under sterile conditions.

(3) in the liquid culture medium Dedifferentiation  Proliferation of plant cells

The dedifferentiated plant cells were transferred to the liquid culture medium of Table 2 below, and then cultured in a rotary stirrer at 50 ° C. to 150 rpm under 25 ° C. and dark conditions, and their passage culture period was fixed every 10 days.

Raw material	Content (mg / L)
NH 4 NO 3	400
Ca (NO 3 ) 2	500
CaCl 2 · 2H 2 O	100
KH 2 PO 4	200
MgSO 4 7 H 2 O	150
MnSO 4 4H 2 O	20
ZnSO 4 · 7H 2 O	5
H 3 BO 3	5
K 2 SO 4	1,000
Na 2 MoO 4 2H 2 O	0.25
CuSO 4 · 5H 2 O	0.25
FeSO 4 7H 2 O	32.8
Miyo-inositol	200
Nicotinic acid	2
L-ascorbic acid	30
Citric acid	50
Biotin ((+)-Biotin)	0.01
Pyridoxine-HCl	2
Thiamine Chloride (Thiamine-HCl)	10
Sucrose	30,000
Alpha-naphtalene acetic acid	2
2,4-dichlorophenoxy acetic acid	0.5
Kinetin	0.5
Purified water	Remaining amount

(4) Dedifferentiation  Remove cell wall of plant cell Protoplasm  purchase

A multicomponent enzyme mixture (1 wt% of cellulase, 2 wt% of hemicellulase and 0.5 wt% of pectinase) was added to the liquid culture medium in which the dedifferentiated plant cells were grown, and the rate of 50 rpm for 20 hours at a temperature range of 25 ° C. The cell wall was removed.

Subsequently, the protoplasts in the culture were obtained by centrifugation for 15 minutes under 200xg, and further purified by centrifugation for 15 minutes under 5,000xg.

(5) Dedifferentiation  plant Protoplasm  Growth factor complex Growth factor mimic peptides  Preparation of Reinforced Structures

Oligopeptide-34, Caregen, Korea, Oligopeptide-24, Caregen, Korea, Decapeptide-4, Caregen, Korea, Acetyl Decapeptide -3, Caregen, Korea) and rh-polypeptide-4 (rh-Polypeptide-4, Bio-FD & C, Korea) were added to 4,000 ppm (20,000 ppm total) of tertiary distilled water, respectively, and stirred for 30 minutes.

In 20% by weight of the obtained peptide mixture solution, 20% by weight of the protoplast prepared in Preparation Example 1, and 60% by weight of distilled water, and 500rpm, 25 ℃ conditions using a paddle mixer (PL-S10, Poonglim, Korea) Stirred for 1 h.

Subsequently, 2 wt% of sodium chloride (NaCl, Sigma, USA) was added to the mixture of the peptide mixture solution, the protoplasm and the distilled water, and reverse osmosis was performed at 0.5 MPa and 25 ° C. for 1 hour using a high pressure reactor (Miniclave, Buchi AG, Switzerland). Permeation, dehydration and induction of peptides were induced. Thereafter, centrifugation was performed under a centrifuge (Supra 22K, Hanil, Korea) for 20 minutes at 5,000xg to obtain a structure in which the peptide was introduced into the protoplast. The structure thus obtained was stored in a dispersion state by adding 80% by weight of glycerin to 20% by weight of the structure.

Production Example  2

The structure in which the growth factor complex peptide was introduced into the dedifferentiated plant protoplasm obtained in Preparation Example 1 was mixed with extra virgin olive oil in a weight ratio of 1: 1. The mixture was stirred for 24 hours under pressure to 0.5 MPa.

Thereafter, centrifugation (Supra 22K, Hanil, Korea) using a centrifuge at 5,000xg for 20 minutes to obtain a structure stabilized in vegetable oil, which was stabilized in vegetable oil: Extra virgin olive oil of 0.1: 99.9 Redispersed again to have a weight ratio.

Production Example  3

Stabilized structure stabilized in vegetable oil in Preparation Example 2 was carried out in the same manner except that the re-dispersed extra virgin olive oil to have a weight ratio of 5:95.

Production Example  4

Stabilized structure stabilized in vegetable oil in Preparation Example 2 was carried out in the same manner except that the re-dispersed extra virgin olive oil to have a weight ratio of 10:90.

Production Example  5

Stabilized structure stabilized in vegetable oil in Preparation Example 2, except that the extra virgin olive oil was redispersed again to have a weight ratio of 15:85.

Production Example  6

Stabilized structure: extra virgin olive oil stabilized in vegetable oil in Preparation Example 2 except that it was redispersed again to have a weight ratio of 20:80. The resulting structure mixture has a concentration of about 5,000,000 structures / mL.

Production Example  7

Stabilized structure: extra virgin olive oil stabilized in vegetable oil in Preparation Example 2 except that it was redispersed again to have a weight ratio of 30:70.

Example  One

25 g of the dedifferentiated plant protoplasm obtained in Preparation Example 2 and extra virgin olive oil, 74 g of hydrogenated polydecene, and 1 g of lecithin were added to 100 g of a 10 wt% collagen aqueous solution and warmed to 50 ° C. to emulsify. Further 100 g of 10 wt% Arabian gum aqueous solution was added and mixed at 50 ° C. for 20 minutes. Thereafter, 150 mL of hot water was added, and then pH was adjusted to 4 by adding an appropriate amount of a pH regulator to coacervate. After cooling to 10 ° C or less, 10 g of a 25 wt% glutaraldehyde solution and 300 g of purified water were added to crosslink the wall at room temperature for 5 hours. The pH was adjusted to 8.5 to suitably add a pH adjusting agent to obtain a microcapsule dispersion.

Example  2

The microcapsule dispersion was obtained in the same manner as in Example 1 except that the dispersion of the dedifferentiated plant protoplasm obtained in Preparation Example 3 and the extra virgin olive oil was used.

Example  3

The microcapsule dispersion was obtained in the same manner as in Example 1 except that the dispersion of the dedifferentiated plant protoplasm obtained in Preparation Example 4 and the extra virgin olive oil was used.

Example  4

The microcapsule dispersion was obtained in the same manner as in Example 1 except that the dispersion of the dedifferentiated plant protoplasm obtained in Preparation Example 5 and the extra virgin olive oil was used.

Example  5

The microcapsule dispersion was obtained in the same manner as in Example 1 except that the dispersion of the dedifferentiated plant protoplasm obtained in Preparation Example 6 and the extra virgin olive oil was used.

Example  6

The microcapsule dispersion was obtained in the same manner as in Example 1 except that the dispersion of the dedifferentiated plant protoplasm obtained in Preparation Example 7 and the extra virgin olive oil was used.

Experimental Example  One: Dedifferentiation  plant Proteplast  Check the filling status according to the content

The microcapsules obtained in Examples 1 to 6 were magnified 400 times under a microscope (OLYMPUS BX51) (software: QCAPTURE) to confirm the microcapsules and the plant protoplasts embedded therein. The results are shown in Figure 1 and Table 3.

division	Example 1	Example 2	Example 3	Example 4	Example 5	Example 6
Plant Protoplast Content in Dispersion (wt%)	0.1	5	10	15	20	30
Enclosed state	◎	◎	◎	◎	◎	△
◎ is "very good", ○ is "good", △ is "slightly strange but practically no problem", × means "unstable".

1 is a photograph of the microcapsules of Example 5 observed 400 times under a microscope.

Referring to FIG. 1, it was confirmed that the protoplasm was enclosed in the microcapsules. 0.1g of the microcapsules were dropped onto the slide glass, covered with a cover glass, pressurized with a force of 0.8N, and then oscillated at a rate of 5 cycles / sec to collapse the microcapsules and then leaked to the outside of the capsule. The plaster structure could be confirmed.

Experimental Example 2: Checking the effect of stability of plant protoplast structure according to the type of surfactant

To the cosmetic composition of Formulation Examples 1 to 5 and Comparative Formulation Examples 1 to 3 according to the composition shown in Table 4.

First, the aqueous phase and the oil phase were each dispersed and dissolved while being heated to 75 ° C. When the water part and the oil part were prepared, the mixture was mixed at 3000 rpm for 3 minutes using a homomixer at 75 ° C. Thereafter, tromethamine was added and neutralized using a homomixer at 3500 rpm for 3 minutes. The mixture was cooled to 45 ° C., and then added with additives. The mixture was dispersed evenly and stirred slowly while cooling.

division	Ingredient (% by weight)	Comparative Formulation Example 1	Comparative Formulation Example 2	Comparative Formulation Example 3	Formulation Example 1	Formulation Example 2	Formulation Example 3	Formulation Example 4	Formulation Example 5
Awards	Purified water	To 100	To 100	To 100	To 100	To 100	To 100	To 100	To 100
	antiseptic	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity
	glycerin	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Butylene Glycol	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Carbomer	0.20	0.20	0.20	0.20	0.20	0.20	0.20	0.20
Paid	Polysorbate 60	3.00	3.00	-	3.00	-	-	-	-
	Sodium methylstearoyl taurate	-	-	3.00	-	3.00	5.00	7.00	10.00
	Cetearyl Alcohol	2.00	2.00	2.00	2.00	2.00	2.00	2.00	2.00
	Caprylic / Capric Triglycerides	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Squalane	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Cyclopentasiloxane	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Macadamia Seed Oil	5.00	5.00	5.00	5.00	5.00	5.00	5.00	5.00
Chinese	Tromethamine	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity
adding	Glycerin dispersed plant protoplast structure of Preparation Example 1	10.00	-	-	-	-	-	-	-
	Oil Dispersion Plant Protoplasm Structure of Preparation Example 6	-	10.00	10.00	-	-	-	-	-
	Microcapsules of Example 5	-	-	-	10.00	10.00	10.00	10.00	10.00

Immediately after the preparation of the phytoprotoplast structure in the formulation and for confirming long-term stability, the cosmetic compositions of Formulation Examples 1 to 5 and Comparative Formulation Examples 1 to 3 were prepared immediately and after storage for 1 month at room temperature. Through the confirmation of the stability of the plant protoplast structure and the results are shown in Table 5. ◎ is "very good", ○ is "good", △ is "slightly strange but practically no problem", × means "unstable".

division	Stability immediately after manufacture	Stability after 1 month storage
Comparative Formulation Example 1	×	×
Comparative Formulation Example 2	◎	◎
Comparative Formulation Example 3	○	×
Formulation Example 1	◎	◎
Formulation Example 2	◎	◎
Formulation Example 3	◎	◎
Formulation Example 4	◎	◎
Formulation Example 5	◎	◎

According to Table 5, Comparative Composition Example 1 comprising a plant protoplast structure dispersed in its own glycerin of Preparation Example 1 is not stable in a non-ionic surfactant-containing formulation, was developed to improve Cosmetic composition comprising the plant protoplast structure dispersed in the oil phase of Preparation Example 6 Comparative Examples 2 to 3 is stable in nonionic surfactant-containing formulations, but rapidly decreased in anionic surfactant-containing formulations. However, in the case of the formulation examples 1 to 5, which is a cosmetic composition comprising Example 5 stabilized by encapsulating it in a microcapsule, it was confirmed that it is stable regardless of the type and content of the surfactant.

Experimental Example  3: plants by physical force Protoplasm  Structure Stability Impact

Comparative Formulation Examples 4 to 6 and Formulation Examples 6 to 9 were carried out in accordance with the composition shown in Table 6 by varying the dispersion method in order to determine the effect of stability of the plant protoplast structure by the physical force applied during manufacture.

First, the aqueous phase and the oil phase were each dispersed and dissolved while being heated to 75 ° C. When the water part and the oil part were prepared, the mixture was mixed at 3000 rpm for 3 minutes using a homomixer at 75 ° C. Thereafter, tromethamine was added and neutralized using a homomixer at 3500 rpm for 3 minutes. The mixture was cooled to 45 ° C., and then added with additives. The mixture was dispersed evenly and stirred slowly while cooling.

When the additives were added and dispersed, the dispersion method was changed by paddle / scraper or homo mixing and the physical force applied was adjusted.

division	Ingredient (% by weight)	Comparative Formulation Example 4	Comparative Formulation Example 5	Comparative Formulation Example 6	Formulation Example 6	Formulation Example 7	Formulation Example 8	Formulation Example 9
Awards	Purified water	To 100	To 100	To 100	To 100	To 100	To 100	To 100
	antiseptic	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity
	glycerin	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Butylene Glycol	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Carbomer	0.20	0.20	0.20	0.20	0.20	0.20	0.20
Paid	Glyceryl Stearate / Pig-100stearate	3.00	3.00	3.00	3.00	3.00	3.00	3.00
	Cetearyl Alcohol	2.00	2.00	2.00	2.00	2.00	2.00	2.00
	Mango Butter	2.00	2.00	2.00	2.00	2.00	2.00	2.00
	Caprylic / Capric Triglycerides	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Squalane	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Cyclopentasiloxane	5.00	5.00	5.00	5.00	5.00	5.00	5.00
	Macadamia Seed Oil	5.00	5.00	5.00	5.00	5.00	5.00	5.00
Chinese	Tromethamine	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity	Quantity
adding	Oil-dispersed plant protoplast structure of Preparation Example 6	10.00	10.00	10.00	-	-	-	-
	Microcapsules of Example 5	-	-	-	10.00	10.00	10.00	10.00
Dispersion method	Homo Mixing	-	1500 rpm	3000 rpm	-	1500 rpm	3000 rpm	6000 rpm
	Paddle / Scrapper Mixing	20 rpm	20 rpm	20 rpm	20 rpm	20 rpm	20 rpm	20 rpm

The stability of the plant protoplast structure was confirmed through a microscope (OLYMPUS BX51) to confirm the long-term stability immediately after the preparation of the plant protoplast structure in the formulation. The results are shown in Table 7 below. ◎ is "very good", ○ is "good", △ is "slightly strange but practically no problem", × means "unstable".

division	Stability immediately after manufacture	Stability after 1 month storage
Comparative Formulation Example 4	○	○
Comparative Formulation Example 5	△	△
Comparative Formulation Example 6	×	×
Formulation Example 6	◎	◎
Formulation Example 7	◎	◎
Formulation Example 8	◎	◎
Formulation Example 9	○	○

According to Table 7, Comparative Example 4 containing a phytoprotoplast structure dispersed in the oil developed in the prior art of Preparation Example 6 does not significantly affect the stability during manufacturing by applying a weak physical force, but homo mixing (Homo When a little stronger force is applied through mixing, much of the plant protoplasm structure is destroyed. However, in the case of Formulation Examples 6 to 9 applying Example 5 stabilized through microcapsules, it was confirmed that the structure is well maintained without breaking even when a strong physical force is applied during manufacture. Accordingly, when the plant protoplast structure was encapsulated and stabilized by microcapsules, it was confirmed that the present invention can be applied to various products having high viscosity and high hardness as well as low viscosity emulsion formulation.

Experimental Example  4: skin efficacy evaluation

Ten women in their 30s to 50s were measured for skin moisture, skin brightness, skin tone, skin roughness, and skin elasticity before starting the test.The measurement was performed in a constant temperature and humidity room (temperature 22 ± 2 ℃, relative humidity 40 ± 2) to stabilize the skin. %) Progression after at least 30 minutes.

Both cheeks of the subjects were designated as test sites, and the cosmetic compositions of Comparative Formulation Example 6 and Formulation Example 9 were used twice each morning and evening on both cheeks, and immediately after and 2 to 4 weeks after use, Remeasurement was performed.

4-1. Skin moisturizing effect

The measuring device used a moisture content measuring instrument (Corneometer CM825, Courage + Khazaka, Germany) to measure the moisture capacity by measuring the electrical capacity of the skin according to the moisture content of the skin. The results are shown in Table 8 below.

division	Skin moisture before application	Skin moisture after 4 weeks	% Improvement
Formulation Example 9	50.40	55.54	25.60
Comparative Formulation Example 6	50.08	51.54	2.92

4-2. Skin elasticity effect

Negative pressure measurement equipment measures skin on the basis of skin change and restorative force according to the inhalation and duration of inhalation time. The higher the elasticity value is, the better the elasticity is. As a representative instrument, Cutometer MPA 580 (Courage + Khazaka) measures skin elasticity using the principle that the skin is sucked into the probe during the measurement time with continuous sound pressure, and then the music is removed and the skin is returned to its original appearance. A 2 mm diameter probe connected to the instrument is placed in close contact with the skin and measured in a non-invasive way. The unit of measurement is Arbitrary Unit (A.U.). The results are shown in FIG.

4-3. Skin brightness

Skin brightness is taken on the entire face using the Facial Stage (Facial Stage). The results are shown in FIG.

4-4. Skin glow

Skin specular light was measured using CD-2500d (minolta, Japan). At this time, unlike the existing spectrophotometer, the CD-2500d simultaneously measures SCI and SCE through two pulsed xenon arc lamps and displays them on the liquid crystal within 1.5 seconds.

The L * (SCI, SCE) corresponding to the cheek area of the face was measured three times and averaged. And SCI value was calculated by subtracting the SCE value. The results are shown in FIG.

1 to 4, it was shown that the formulation containing the microcapsules according to the present invention has better skin moisturizing, skin elasticity, skin brightness and skin gloss improvement effects than the formulation containing the plant protoplast structure itself. This is believed to be because lecithin, which forms the walls of the microcapsules, improves skin absorption of the plant protoplast structure upon skin application.

Hereinafter, preferred formulation examples are provided to aid the understanding of the present invention. However, the following formulation examples are merely provided to more easily understand the present invention, and the contents of the present invention are not limited by the formulation examples.

Formulation example  1: Preparation of Nutritional Cream

To prepare a nutritious cream using a known method to have a composition as shown in Table 9 below.

ingredient	Content (% by weight)
Microcapsules of Example 5	0.5
Lipophilic monostearate	2.0
Cetearyl Alcohol	2.0
Stearic acid	1.5
Polysorbate 60	1.5
Sorbitan stearate	0.6
Hydrogenated Polyisobutene	1.0
Squalane	3.0
Mineral oil	5.0
Cyclomethicone	5.0
Dimethicone	1.0
Tocopherol Acetate	0.5
glycerin	5.0
Betaine	3.0
Triethanolamine	1.0
Xanthan Gum	0.05
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Distilled water	Remaining amount
Sum	100.00

Formulation example  2: Preparation of flexible lotion (skin lotion)

A flexible lotion was prepared using a known method to have a composition as shown in Table 10 below.

ingredient	Content (% by weight)
Microcapsules of Example 5	0.3
glycerin	5.0
1,3-butylene glycol	3.0
Betaine	1.0
Allantoin	0.1
DL-panthenol	0.3
EDTA-2Na	0.02
Sodium hyaluronate powder	0.05
ethanol	5.0
Octyldodeceth-16	0.2
Polyoxyethylene Cured Castor Oil	0.2
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Purified water	Remaining amount
Sum	100.00

Formulation example  3: nutrition lotion

To prepare a nutritional lotion using a known method to have a composition as shown in Table 11.

ingredient	Content (% by weight)
Structure Mixture of Example 5	0.5
Glyceryl Stearate SE	1.5
Cetearyl Alcohol	1.0
Shea Butter	1.5
Polysorbate 60	1.3
Sorbitan stearate	0.5
Cured Vegetable Oil	1.0
Mineral oil	5.0
Squalane	3.0
Cyclomethicone	2.0
Dimethicone	0.8
Tocopherol Acetate	0.5
Carbomer	0.12
glycerin	5.0
1,3-butylene glycol	3.0
Sodium hyaluronate powder	0.05
Triethanolamine	0.12
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Distilled water	Remaining amount
Sum	100.00

Formulation example  4 : Massage  cream

Massage cream was prepared using a known method to have a composition as shown in Table 12 below.

ingredient	Content (% by weight)
Microcapsules of Example 5	0.5
Lipophilic Monostearic Acid Glycerin	1.5
Cetearyl Alcohol	1.5
Stearic acid	1.0
Polysorbate 60	1.5
Sorbitan stearate	0.6
Isostearyl Isosterate	5.0
Squalane	5.0
Mineral oil	35
Dimethicone	0.5
Hydroxyethyl cellulose	0.12
glycerin	6.0
1,3-butylene glycol	3.0
Triethanolamine	0.3
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Distilled water	Remaining amount
Sum	100.00

Formulation example  5: essence

Essence was prepared using a known method to have a composition as shown in Table 13.

ingredient	Content (% by weight)
Microcapsules of Example 5	0.5
glycerin	6.0
Betaine	5.0
PEG 1500	2.0
Allantoin	0.1
DL-panthenol	0.3
EDTA-2Na	0.02
Hydrogenated Lecithin	0.6
Hydroxyethyl cellulose	0.1
Sodium hyaluronate powder	0.08
Carboxy Vinyl Polymer	0.2
Triethanolamine	0.2
Ceramide	0.2
Octyldodecanol	3.0
Squalane	3.0
Polysorbate 60	0.4
Glyceryl Stearate SE	1.5
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Distilled water	Remaining amount
Sum	100.00

Formulation example  6: pack

To prepare a pack using a known method to have a composition as shown in Table 14.

ingredient	Content (% by weight)
Microcapsules of Example 5	0.5
Polyvinyl alcohol	15
Cellulose gum	0.15
glycerin	3.0
PEG 1500	2.0
Betaine	2.0
DL-panthenol	0.4
Allantoin	0.1
Triethanolamine	0.2
Nicotinamide	0.5
ethanol	6.0
PEG 40 Cured Castor Oil	0.3
incense	Quantity
antiseptic	Quantity
Pigment	Quantity
Distilled water	Remaining amount
Sum	100.00

Claims (9)

1. A core comprising a structure having an active substance introduced therein into a dedifferentiated plant protoplast,

   A shell formed surrounding the core and comprising collagen, acacia gum, lecithin and a crosslinking agent

   Microcapsules comprising a.
2. The method of claim 1, wherein the plant

   Curry Plant ( Helichrysum italicum ), comiphora wightii , Commiphora myrrha ), Opuntia Ficus indica ), Peony ( Paeonia lactiflora ), Petrifying ( Adenium) obesum ), Nymphaea Odorata coerulea), eucalyptus Tooth (Eucalyptus punctata), ginkgo (Ginkgo biloba), lilies (Lilium candidum), the olive tree (Olea europaea ), papyrus ( Cyperus papyrus ), lotus ( Nelumbo nucifera ), redwood ( Sequoia sempervirens ), roca rose (R osa gallica officinalis ), coffee tree ( Coffea arabica , Plumeria obtusa , Gardenia jasminoides , Bougainvillea spectabilis , Jasminum sambac , Rosa centifolia , Peppermint, Rosa damascena , Rosa damascena , Iris pallida , Vitis vinifera , Rosa alba , Cananga odorata ), almond tree ( Prunus amygdalus) dulcis ), apple tree ( Malus domestica ), Apricot ( Prunus armeniaca ), Ginseng ( Panax ginseng ), Blackberry ( Rubus fruticosus ), gold film ( Eschscholtzia californica ), Centella ( Centella asiatica ), Prunus cerasus , Hibiscus rosa sinensis , Hawaiian Juniperus communis , Gossypium arboreum ), date palm ( Phoenix dactylifera ), ginger ( Zingiber officinale ), rose of sharon ( Hibiscus syriacus ), Pueraria tuberosa , pomegranate (Punica granatum), boombox costatum , saffron ( Crocus sativus ), Salvia ( Salvia officinalis ), water lily ( Nymphaea alba ) and microcapsules characterized in that one selected from the group consisting of a combination thereof.
3. The microcapsule according to claim 1, wherein the active substance is one selected from the group consisting of hydrophilic substances and hydrophobic substances.
4. The method of claim 1, wherein the active substance is an organic acid, vitamin, arbutin, adenosine, niacinamide, polyphenol, flavonoid, retinol, cyclohexanediol bisethylhexanoate, bisretinamido methylpentane, betarapan, growth Microcapsule, characterized in that the one selected from the group consisting of factors, growth factor complex peptide, and combinations thereof.
5. The microcapsule according to claim 1, wherein the active material has a content rate of 0.001 to 20% by weight.
6. The method of claim 1, wherein the core is

   Olive Oil, Sunflower Seed Oil, Meadowfoam Seed Oil, Argan Oil, Avocado Oil, Wheat Germ Oil, Rose Hip Oil, Almond Oil, Castor Oil, Camellia Oil, Corn Oil, Safflower Oil, Soybean Oil, Rapeseed Oil, Maca Nut Nuts 1 type selected from the group consisting of oil, jojoba oil, palm oil, palm kernel oil, coconut oil, mango butter oil, shea butter oil, cocoa seed butter oil, refined grape seed oil, rosehip oil, saffron oil and peach seed oil Microcapsules further comprising a vegetable oil.
7. The method of claim 6, wherein the core is

   A microcapsule, characterized in that the structure in which the active substance is introduced into the dedifferentiated plant protoplast and the vegetable oil are mixed in a weight ratio of 1: 9 to 5: 5.
8. The method of claim 1, wherein the microcapsules

   Microcapsules, characterized in that the particle size is 10 ~ 100 ㎛.
9. Cosmetic composition containing the microcapsules according to any one of claims 1 to 8.

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