WO2018004194A1 - Lignin-carbohydrate complex and preparation method therefor - Google Patents

Lignin-carbohydrate complex and preparation method therefor Download PDF

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Publication number
WO2018004194A1
WO2018004194A1 PCT/KR2017/006600 KR2017006600W WO2018004194A1 WO 2018004194 A1 WO2018004194 A1 WO 2018004194A1 KR 2017006600 W KR2017006600 W KR 2017006600W WO 2018004194 A1 WO2018004194 A1 WO 2018004194A1
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Prior art keywords
lignin
carbohydrate complex
pinus
pine
composition
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PCT/KR2017/006600
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French (fr)
Korean (ko)
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강영규
신미숙
박준성
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(주)아모레퍼시픽
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Publication of WO2018004194A1 publication Critical patent/WO2018004194A1/en

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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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9755—Gymnosperms [Coniferophyta]
    • A61K8/9767—Pinaceae [Pine family], e.g. pine or cedar
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • 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
    • A61Q19/08—Anti-ageing preparations
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2200/00—Function of food ingredients
    • A23V2200/30—Foods, ingredients or supplements having a functional effect on health
    • A23V2200/318—Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat

Definitions

  • the present specification relates to a method for producing a lignin-carbohydrate complex in a pine cone, a lignin-carbohydrate complex in which browning is suppressed, and an antioxidant and skin anti-aging composition comprising the same.
  • the inventors of the present invention have led to the present invention by studying a method for preparing a lignin-carbohydrate complex in which browning reaction is suppressed, and thus, a lignin-carbohydrate complex.
  • Patent Document 1 Korean Registered Patent No. 10-0721421
  • Patent Document 2 Japanese Patent JP 5766192 B2
  • Patent Document 3 Japanese Laid Open Patent JP 2009-057387 A
  • Patent Document 4 Japanese Patent JP 2784605 B2
  • the inventors of the present invention have led to the present invention by studying a method for producing a lignin-carbohydrate complex in which browning reaction is suppressed, and thus the lignin-carbohydrate complex.
  • One aspect of the present invention is to provide a method for producing a lignin-carbohydrate complex having excellent browning reaction and excellent extraction yield.
  • One aspect of the present invention is to provide a method for producing an lignin-carbohydrate complex with improved antioxidant power.
  • One aspect of the present invention is to provide a method for preparing a lignin-carbohydrate complex with improved skin anti-aging efficacy.
  • Another aspect of the present invention is to provide a lignin-carbohydrate complex in which the browning reaction is suppressed.
  • Another aspect of the present invention is to provide an lignin-carbohydrate complex with improved antioxidant power.
  • Another aspect of the present invention is to provide a lignin-carbohydrate complex with improved skin anti-aging efficacy.
  • Another aspect of the present invention to provide a cosmetic or food composition comprising the lignin-carbohydrate complex.
  • One aspect of the present invention in the method for producing a lignin-carbohydrate complex, comprising a step of extracting the pine cone (pine cone) with a pectinase enzyme and an extraction solvent to obtain an extract, a method for producing a lignin-carbohydrate complex Provides
  • the cones shows a modification obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for. erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus sylvestris L.), Rigida Pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.), which comprises at least one.
  • the extraction solvent is a production method, which is water.
  • the extraction step is a manufacturing method, extraction at a temperature of 30 °C to 60 °C.
  • the extraction step is a method of extraction, pH 3.5 to pH 6.5.
  • the manufacturing method comprises a pretreatment step of removing the fat-soluble components by immersing the pine cone in alcohol before the extraction step; And a post-treatment step of filtering, precipitation and drying the extract after the extraction step.
  • the lignin-carbohydrate complex in the lignin-carbohydrate complex, is a lignin-carbohydrate complex extracted from the pine cone, the weight average molecular weight (Mw) is 60,000 or less, browning is suppressed, carbohydrate To provide a complex.
  • Mw weight average molecular weight
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex, the browning of which is absorbed at 420 nm below 1.00.
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex, which is prepared according to any one of the above methods.
  • Another aspect of the invention provides a composition comprising the lignin-carbohydrate complex.
  • the composition is an antioxidant composition.
  • the composition is a composition for anti-aging skin.
  • the composition is a cosmetic or food composition.
  • the composition is a topical skin composition.
  • the manufacturing method according to an aspect of the present invention is excellent in extraction yield.
  • Lignin-carbohydrate complex prepared by the production method according to an aspect of the present invention is suppressed browning phenomenon.
  • Lignin-carbohydrate complex prepared by the production method according to an aspect of the present invention is excellent in antioxidant capacity.
  • Lignin-carbohydrate complex prepared by the manufacturing method according to an aspect of the present invention is excellent skin anti-aging effect.
  • Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is suppressed browning phenomenon.
  • Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is excellent in antioxidant capacity.
  • Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is excellent skin anti-aging efficacy.
  • Example 1 is a photograph visually confirmed browning according to Test Example 1 of the present specification, the left side is Comparative Example 1, the right side is Example 1.
  • Example 2 is a graph showing the results of measuring the molecular weights of Example 1 and Comparative Example 1 according to Test Example 4 of the present specification.
  • One aspect of the present invention is a pine cone lignin-carbohydrate complex production method using an enzymatic reaction. More specifically, in order to extract lignin-carbohydrate complexes from pine cones, an enzyme, especially pectinase, is added to the extraction solvent to maintain the extraction yield, to inhibit browning of the lignin-carbohydrate complexes, and to increase antioxidant and skin anti-aging effects. It is about a method.
  • One aspect of the present invention in the method for producing a lignin-carbohydrate complex, comprising a step of extracting the pine cone (pine cone) with a pectinase enzyme and an extraction solvent to obtain an extract, a method for producing a lignin-carbohydrate complex To provide.
  • lignin-carbohydrate complex is a compound derived from a plant, etc., a complex in which carbohydrate strands such as pectin, cellulose and hemicellulose are present in cross-linked form in lignin, It is the hydrolyzate of the containing plant.
  • pine cone is a cluster of pine fruit. Specifically, several round scale-like pieces are layered in a round shape like a ball, with seeds in between.
  • the cones shows a modification obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for. erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus sylvestris L.), Rigida Pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.), which comprises at least one.
  • the pine is Pinus densiflora Siebold & Zucc.).
  • the pectinase can decompose the major carbohydrate components of the pine cone, specifically can decompose the pectin to galacturonic acid (galacturonic acid).
  • the extraction solvent is a production method, which is water.
  • the extraction solvent may be an extraction solvent for extracting the lignin-carbohydrate complex from the pine cone.
  • the extraction solvent is water, and by extracting with pectinase enzyme solution together with the water can improve the extraction yield, browning inhibition of the lignin-carbohydrate complex, antioxidant power and skin anti-aging effect.
  • the pectinase may be used in the form of an enzyme solution, and the extractant (preferably water) and the pectinase enzyme solution may be used in a volume ratio of 1: 0.01 to 0.1.
  • the extractant and the pectinase enzyme solution may be contained in an amount of at least 1: 0.01 volume ratio, at least 1: 0.02 volume ratio, at least 1: 0.03 volume ratio, at least 1: 0.04 volume ratio, at least 1: 0.045 volume ratio, and at least 1: 0.05 volume ratio. It may be at least 0.06 volume ratio or at least 1: 0.07 volume ratio.
  • the extractant and pectinase enzyme solution is 1: 0.1 volume ratio or less, 1: 0.09 volume ratio or less, 1: 0.08 volume ratio or less, 1: 0.07 volume ratio or less, 1: 0.06 volume ratio or less, 1: 0.055 volume ratio or less 1: It may be up to 0.05 volume ratio.
  • the extraction step is a manufacturing method, extraction at a temperature of 30 °C to 60 °C.
  • the extraction step may be at least 30 °C, 33 °C or more, 36 °C or more, 39 °C or more, 40 °C or more, 43 °C or more or 46 °C or more, the extraction step is 60 °C or less, 57 °C or less, 54 °C or more Or less, 50 degrees C or less, 47 degrees C or less, 44 degrees C or less, 41 degrees C or less, 40 degrees C or less, or 37 degrees C or less.
  • the temperature of the extraction step is within the above range, it is possible to maintain or further increase the extraction yield of the lignin-carbohydrate complex, and to increase the browning inhibition, antioxidant power and skin anti-aging effect of the lignin-carbohydrate complex.
  • the extraction step is a method of extraction, pH 3.5 to pH 6.5.
  • the extraction step is at least pH 3.5, at least pH 3.7, at least pH 3.9, at least pH 4.1, at least pH 4.3, at least pH 4.7, at least pH 4.9, at least pH 5.1, at least pH 5.4, at least pH 5.7, or at least pH 5.9
  • the extraction step may be pH 6.5 or less, 6.3 pH or less, pH 6.1 or less, pH 6.0 or less, pH 5.8 or less, pH 5.5 or less, pH 5.1 or less, pH 4.8 or less, or pH 4.5 or less.
  • the pH of the extraction step When the pH of the extraction step is within the above range, it is possible to maintain or further increase the extraction yield of the lignin-carbohydrate complex, and to increase the browning inhibition, antioxidant activity and skin anti-aging effect of the lignin-carbohydrate complex.
  • the pH of the extraction step when the pH of the extraction step is within the above range, the activity of the pectinase contained in the extraction solvent is excellent, and the enzyme reaction is excellent, thereby decomposing the major carbohydrate components of the pine cone, specifically pectin grinding Decomposition with galacturonic acid can increase browning inhibition, antioxidant activity and skin anti-aging effects.
  • the manufacturing method comprises a pretreatment step of removing the fat-soluble components by immersing the pine cone in alcohol before the extraction step; And a post-treatment step of filtering, precipitation and drying the extract after the extraction step.
  • the pretreatment step can be removed by immersing in ethanol for several hours to extract fat-soluble components.
  • the pretreatment step may include a process of drying and grinding the pine cone from which the fat-soluble component has been removed.
  • the filtration in the post-treatment step may remove the enzyme and pine cone residue by heat-denatured enzyme remaining in the extract.
  • precipitation can be obtained by reducing the solubility in water by adding an alcohol solvent after concentration of the filtered extract under reduced pressure.
  • the drying may be evaporated to dry the solvent contained in the precipitate obtained to obtain a lignin-carbohydrate complex powder.
  • Another aspect of the present invention provides a lignin-carbohydrate complex in the lignin-carbohydrate complex, wherein the lignin-carbohydrate complex is a lignin-carbohydrate complex extracted from a pine cone, having a weight average molecular weight of 60,000 or less, and browning is suppressed. do.
  • the cone will obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for.erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus) sylvestris L., Rigda pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.) may be included.
  • the pine may be red pine ( Pinus densiflora Siebold & Zucc.).
  • the extraction can be extracted with pectinase enzyme and extraction solvent (preferably water).
  • the extraction may be extracted at a temperature of 30 °C to 60 °C.
  • the extraction may be extracted at pH 3.5 to pH 6.5.
  • the weight average molecular weight of the lignin-carbohydrate complex may be specifically 60,000 or less, 58,000 or less, 56,000 or less, 55,000 or less, or 54,500 or less.
  • the weight average molecular weight of the lignin-carbohydrate complex may be 300 or more, 500 or more, 1,000 or more or 10,000 or more.
  • the lignin-carbohydrate complex may be browning inhibited. Specifically, the presence or absence of browning phenomenon can be confirmed with the naked eye, it is confirmed that browning phenomenon appeared when the extract is discolored brown. In addition, the presence or absence of browning phenomenon can be confirmed by measuring the absorbance.
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex, the browning of which is absorbed at 420 nm below 1.00.
  • the lignin-carbohydrate complex may have an absorbance at 420 nm of 1.00 or less, 0.90 or less, 0.80 or less, 0.70 or less, 0.60 or less, 0.50 or less, or 0.40 or less.
  • the absorbance may be 0.01 or more, 0.02 or more, 0.05 or more, 0.08 or more, or 0.10 or more. When the absorbance is within the above range, browning of the lignin-carbohydrate complex is suppressed, so that the antioxidant or skin anti-aging effect is excellent.
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex, which is prepared according to any one of the above methods.
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex having excellent antioxidant capacity.
  • the antioxidant capacity can be confirmed through a change in absorbance generated by reduction of DPPH, which is an organic radical.
  • the lignin-carbohydrate complex is a lignin-carbohydrate complex having excellent skin anti-aging efficacy. Specifically, the anti-aging effect of the skin can be confirmed by measuring the inhibitory ability of collagenase production.
  • Another aspect of the invention provides a composition comprising the lignin-carbohydrate complex.
  • the composition is an antioxidant composition.
  • Another aspect of the invention is a method for enhancing the antioxidant of a subject, the method comprising administering to a subject in need thereof an effective amount of the lignin-carbohydrate complex.
  • Another aspect of the invention is the use of the lignin-carbohydrate complex in the preparation of a composition for enhancing antioxidant.
  • Another aspect of the invention is the lignin-carbohydrate complex for enhancing antioxidant.
  • antioxidant refers to an effect that can slow down, prevent, or prevent the oxidation process known in the art, and is not limited thereto.
  • the composition is a composition for anti-aging skin.
  • Another aspect of the invention is a method for inhibiting aging of a subject's skin, the method comprising administering to a subject in need thereof an effective amount of the lignin-carbohydrate complex.
  • Another aspect of the invention is the use of said lignin-carbohydrate complex in the preparation of a composition for inhibiting aging of the skin.
  • Another aspect of the invention is the lignin-carbohydrate complex for skin anti-aging.
  • 'skin anti-aging' refers to an effect that can slow down, prevent, or prevent the aging process known in the art, and specifically, by effectively inhibiting the expression of collagenase in the skin, reducing collagen breakdown in the skin It may mean the effect of improving elasticity and improving wrinkles, but is not limited thereto.
  • the composition is a topical skin composition.
  • the external preparation for the skin is a generic term that may include anything applied outside the skin, and cosmetics and medicines of various formulations may be included therein.
  • the skin external preparation is also not particularly limited, but may be, for example, a skin external preparation for skin anti-aging or skin antioxidant.
  • the composition is a cosmetic or food composition.
  • the cosmetic composition is not particularly limited in formulation, and may be appropriately selected as desired.
  • softening cream skin lotion and milk lotion
  • nourishing cream essence, nutrition cream
  • the content of the active ingredient is not particularly limited, but may be included as 0.0001 to 10% by weight based on the total weight of the composition. When the active ingredient satisfies the content, it may exhibit excellent efficacy without side effects.
  • the cosmetic composition may also include cosmetically acceptable excipients that act as diluents, dispersants or carriers so that the composition is easy to distribute when applied to the skin.
  • the composition is an oil-in-water (O / W) emulsion, and the emulsion preferably contains at least 80% by weight of water in excipients.
  • O / W oil-in-water
  • the present invention is not limited thereto, and any known excipient that is acceptable for cosmetic use may be used.
  • the cosmetic composition is a cosmetic auxiliary agents commonly used in the field of the present invention, such as fatty substances, organic solvents, silicon, thickeners, softeners, supplemental sunscreens, foam inhibitors, moisturizers, fragrances, preservatives, surface active agents, Total materials, containment agents, cationic, anionic, nonionic or amphoteric polymers or mixtures thereof, propellants, basicizing or acidifying agents, dyes, pigments or nanopigments (particularly in the case of UV radiation physically) By blocking to provide a supplementary photoprotective effect), or other components commonly used in cosmetics, in particular in the manufacture of sunscreen compositions.
  • fatty substances such as fatty substances, organic solvents, silicon, thickeners, softeners, supplemental sunscreens, foam inhibitors, moisturizers, fragrances, preservatives, surface active agents, Total materials, containment agents, cationic, anionic, nonionic or amphoteric polymers or mixtures thereof, propellants, basicizing or acidifying agents, dyes, pigments or nanopig
  • organic solvents lower alcohols and polyols such as ethanol, isopropanol, propylene glycol, glycerol, sorbitol and the like can be mentioned.
  • Fatty substances may consist of oils or waxes or mixtures thereof, fatty acids, fatty acid esters, fatty alcohols, petrolatum, paraffin, lanolin, lanolin hydride or acetylated lanolin.
  • the oil may be selected from vegetable, mineral or synthetic oils, in particular from hydrogenated palm oil, hydrogenated castor oil, liquid petrolatum, liquid paraffin, purcellin oil, volatile or nonvolatile silicone oil and isoparaffin.
  • the food composition comprises a health food composition.
  • the food composition according to another aspect of the present invention provides various types of food additives or functional foods. Fermented milk, cheese, yogurt, juice, probiotic, tablets, granules, drinks, caramels, diet bars and the like, including the composition, and can be processed into conventional tea bags and dietary supplements, etc. It can be used in the form of various food additives.
  • the composition may contain other ingredients and the like that can give a synergistic effect to the main effect within a range that does not impair the main effect of the present invention.
  • it may further include additives such as perfumes, pigments, fungicides, antioxidants, preservatives, moisturizers, thickeners, inorganic salts, emulsifiers and synthetic polymer materials for improving the physical properties.
  • additives such as perfumes, pigments, fungicides, antioxidants, preservatives, moisturizers, thickeners, inorganic salts, emulsifiers and synthetic polymer materials for improving the physical properties.
  • supplementary ingredients such as water soluble vitamins, oil soluble vitamins, polymer peptides, polymer polysaccharides and seaweed extract may be further included.
  • the components may be appropriately selected and blended by those skilled in the art according to the formulation or purpose of use, and the amount of the additives may be selected within a range that does not impair the object and effect of the present invention.
  • the addition amount of the components may be in the range of 0.01 to 5% by weight, more specifically 0.01 to 3% by weight, based on the total weight of the composition.
  • the formulations of the compositions according to the invention may be in various forms, such as solutions, emulsions, viscous mixtures, tablets, powders, and the like, which may be administered by various methods such as simple drinking, injection, spray or squeeze.
  • Pinus The pine cone of densiflora Siebold & Zucc.) was immersed in 100% ethanol for 6 hours to extract and remove the fat-soluble component. Pine cones from which the fat-soluble components have been removed are dried and ground.
  • Example 1 Enzymatic Reaction Treatment Hydrolysis Extraction-1 g of water and 50 ml of enzyme (Pectinase) solution were mixed with 100 g of pulverized pine cones, and extracted under stirring at 40 ° C. and pH 4.5 for 6 hours.
  • the pH 4.5 was the pH of the solution when the ground pine cones were dispersed in water, and no additional pH adjuster was used.
  • Comparative Example 1 Hot Water Extract-The extracted / filtered extract was concentrated under reduced pressure to about 100 ml, and then an appropriate amount of a solvent such as methanol, ethanol, acetone, etc. was added to reduce the solubility in water to obtain a precipitate. The solvent contained in the obtained precipitate is evaporated to dryness to obtain a lignin-carbohydrate complex powder.
  • a solvent such as methanol, ethanol, acetone, etc.
  • Example 1 Enzyme-treated hydrolyzate-After extraction, the enzyme is heated to 95 ° C for 30 minutes, and the enzyme is thermally denatured and then filtered to remove enzymes and pine cone residues. The extract was concentrated under reduced pressure to about 100 ml, and then an appropriate amount of a solvent such as methanol, ethanol, acetone, etc. was added to reduce the solubility in water to obtain a precipitate. The solvent contained in the obtained precipitate is evaporated to dryness to obtain a lignin-carbohydrate complex powder.
  • a solvent such as methanol, ethanol, acetone, etc.
  • the extraction yield was calculated by the following equation.
  • the degree of browning it was first visually confirmed. As a result, as shown in FIG. 1, the lignin-carbohydrate complex of Example 1, unlike the pine cone lignin-carbohydrate complex of Comparative Example 1 prepared by hydrothermal extraction, was found to have almost no browning phenomenon.
  • the degree of browning was confirmed by using absorbance.
  • the lignin-carbohydrate complexes of Comparative Example 1 and Example 1 were dissolved in water at a concentration of 0.5%, and the absorbance was measured at 420 nm. Indicated.
  • Example 1 was measured at 420 nm lower than that of Comparative Example 1 in which browning phenomenon was confirmed as shown in Table 1 above.
  • 190 ⁇ l of 100 ⁇ M (in ethanol) DPPH solution and the lignin-carbohydrate complexes of Example 1 and Comparative Example 1 and the synthetic antioxidant trolox (positive control group) were prepared at a concentration of 50,000 ppm, and the final reaction concentration was 5000 ppm, 2500 ppm, 1250 ppm. After diluting to 625ppm, 312.5ppm, 156.3ppm, 78.15ppm, 39.08ppm, 10 ⁇ l each of them was added to make a reaction solution and reacted at 37 ° C for 30 minutes, and the absorbance was measured at 540nm.
  • Table 2 The analysis results are shown in Table 2 below, and IC 50 means the sample concentration when the absorbance was reduced by 50% by the added sample.
  • Example 1 shows a significantly higher antioxidant effect compared to Comparative Example 1.
  • Inhibition of collagenase production of the lignin-carbohydrate complexes of Example 1 and Comparative Example 1 was measured in comparison with tocopherol (positive control 1) and EGCG (positive control 2).
  • Tocopherols and EGCG are known substances that have the function of regenerating the epidermal cells of the skin and preventing skin aging.
  • Human fibroblasts (Cascade Biologics) (Portland, OR, USA) in 96-well microtiter plates containing DMEM (Dulbecco's Modified Eagle's Media) medium containing 2.5% fetal calf serum. 5,000 cells / well were added and incubated until 90% growth. After culturing for 24 hours in serum-free DMEM medium, 50 ppm of the lignin-carbohydrate complex of Example 1 dissolved in serum-free DMEM medium, 50 ppm of the lignin-carbohydrate complex of Comparative Example 1, tocopherol and EGCG (Sigma Aldrich) After treatment for 24 hours at 50uM concentration, the cell culture was collected.
  • DMEM Dynamic Eagle's Media
  • the degree of collagenase production of the cell cultures collected using a collagenase measuring instrument was measured. First, the collected cell culture solution was placed in a 96-well plate uniformly coated with primary collagenase antibody, and the antigen-antibody reaction was performed in a thermostat (36 ° C.) for 3 hours.
  • the chromophore-conjugated secondary collagen antibody was placed in a 96-well plate and reacted again for 15 minutes. After 15 minutes, add the coloring inducing substance and color it for 15 minutes at room temperature. Then, add 1M sulfuric acid to stop the reaction (color development). The color of the reaction solution becomes yellow. It was confirmed.
  • the absorbance of the yellow 96-well plate (96-well plate) was measured at 405nm using an absorbance meter, the degree of synthesis of collagenase was calculated by the following equation (2).
  • the reaction absorbance of the collected cell culture solution of the group not treated with the composition was used as a negative control. That is, the expression level of collagenase in the negative control group was set to 100, and the expression level of collagenase in the group treated with the test substance was calculated, and the results are shown in Table 3 below.
  • Collagenase expression level (%) (absorbance of substance treated cell group / absorbance of control group) ⁇ 100
  • Example 1 more effectively inhibited the expression of collagenase in vitro than Comparative Example 1, it was confirmed that the expression inhibitory ability of collagenase is superior to tocopherol and EGCG known as anti-aging substances. Through this, it can be seen that the lignin-carbohydrate complex prepared by using the enzymatic reaction according to an aspect of the present invention or a composition comprising the same shows a significant anti-aging effect.
  • Comparative Example 1 and Example 1 The molecular weight of the lignin-carbohydrate complex was measured using gel permeation chromatography. Each of Example 1 and Comparative Example 1 was dissolved in purified water to make a 5,000 ppm solution, followed by molecular weight measurement (Waters, 2414 RI detector) using HPLC (Waters, 2695 model). The stationary phase was used by connecting three columns of Tosch TSK gel G5000PWxL / TSK gel G4000PWxL / TSK gel G3000PWxL.
  • Example 1 compared to Comparative Example 1, Example 1 had a significantly lower molecular weight, and thus, the pineal lignin-carbohydrate complex using enzyme reaction had superior antioxidant and skin anti-aging effects than the pineal lignin-carbohydrate complex prepared by conventional hydrothermal extraction. It is judged to have.
  • Example 1 0.001 glycerin 3.0 Butylene glycol 3.0 Liquid paraffin 7.0 Beta Glucan 7.0 Carbomer 0.1 Caprylic / Capric Triglycerides 3.0 Squalane 5.0 Cetearyl Glucoside 1.5 Sorbitan stearate 0.4 Polysorbate 60 1.2 Triethanolamine 0.1 Preservative, coloring, flavoring Quantity Purified water Remaining amount
  • Example 1 0.001 glycerin 8.0 Butylene glycol 4.0 Liquid paraffin 45.0 Beta Glucan 7.0 Carbomer 0.1 Caprylic / Capric Triglycerides 3.0 Beeswax 4.0 Cetearyl Glucoside 1.5 Sesqui oleic acid sorbitan 0.9 Vaseline 3.0 paraffin 1.5 Preservative, coloring, flavoring Quantity Purified water Remaining amount
  • Example 1 0.001 glycerin 4.0 Polyvinyl alcohol 15.0 Hyaluronic acid extract 5.0 Beta Glucan 7.0 Allantoin 0.1 Nonyl Phenyl Ether 0.4 Polysorbate 60 1.2 Ethanol preservative 6.0 quantity Preservative, coloring, flavoring Quantity Purified water Remaining amount
  • Example 1 0.001 glycerin 8.0 Butylene glycol 4.0 Liquid paraffin 15.0 Beta Glucan 7.0 Carbomer 0.1 Caprylic / Capric Triglycerides 3.0 Squalane 1.0 Cetearyl Glucoside 1.5 Sorbitan stearate 0.4 Cetearyl Alcohol 1.0 Beeswax 4.0 Preservative, coloring, flavoring Quantity Purified water Remaining amount

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Abstract

The present specification provides a method for preparing a lignin-carbohydrate complex, the method comprising an extraction step for obtaining an extract from pine cones through the extraction using pectinase and an extraction solvent, and relates to a lignin-carbohydrate complex by the preparation method and a composition comprising the same, wherein the lignin-carbohydrate complex has a suppressed browning phenomenon and excellent antioxidative and anti-skin-aging effects.

Description

리그닌-탄수화물 복합체 및 이의 제조방법Lignin-Carbohydrate Complex and Method for Preparing the Same
본 명세서는 솔방울에서 리그닌-탄수화물 복합체를 제조하는 방법, 갈변현상이 억제된 리그닌-탄수화물 복합체 및 이를 포함하는 항산화 및 피부 항노화용 조성물에 관한 것이다.The present specification relates to a method for producing a lignin-carbohydrate complex in a pine cone, a lignin-carbohydrate complex in which browning is suppressed, and an antioxidant and skin anti-aging composition comprising the same.
종래에 솔방울에서 리그닌-탄수화물 복합체를 추출함에 있어서 주로 열수 또는 알칼리수로 추출하였다. 이와 같은 방법으로 솔방울의 리그닌-탄수화물 복합체를 추출 했을시 갈변반응이 일어나서 제조된 리그닌-탄수화물 복합체의 성상이 향장제품에 적용하기에 적합하지 않았으며, 항산화력도 미진하였다. Conventionally, in extracting the lignin-carbohydrate complex from the pine cone, mainly extracted with hot or alkaline water. When lignin-carbohydrate complexes of pine cones were extracted in this way, browning reaction occurred, and the properties of the prepared lignin-carbohydrate complexes were not suitable for application to cosmetic products, and their antioxidant properties were also insufficient.
이에 본 발명의 발명자들은 갈변 반응이 억제된 리그닌-탄수화물 복합체의 제조방법 및 이에 따른 리그닌-탄수화물 복합체를 연구하여 본 발명에 이르게 되었다.Accordingly, the inventors of the present invention have led to the present invention by studying a method for preparing a lignin-carbohydrate complex in which browning reaction is suppressed, and thus, a lignin-carbohydrate complex.
선행기술문헌Prior art literature
(특허문헌 1) 한국등록특허 제 10-0721421호(Patent Document 1) Korean Registered Patent No. 10-0721421
(특허문헌 2) 일본등록특허 JP 5766192 B2(Patent Document 2) Japanese Patent JP 5766192 B2
(특허문헌 3) 일본공개특허 JP 2009-057387 A(Patent Document 3) Japanese Laid Open Patent JP 2009-057387 A
(특허문헌 4) 일본등록특허 JP 2784605 B2(Patent Document 4) Japanese Patent JP 2784605 B2
상기와 같은 문제점에 착안하여, 본 발명의 발명자들은 갈변 반응이 억제된 리그닌-탄수화물 복합체의 제조방법 및 이에 따른 리그닌-탄수화물 복합체를 연구하여 본 발명에 이르게 되었다.In view of the above problems, the inventors of the present invention have led to the present invention by studying a method for producing a lignin-carbohydrate complex in which browning reaction is suppressed, and thus the lignin-carbohydrate complex.
본 발명의 일측면은, 갈변 반응이 억제됨과 동시에 추출 수율이 우수한 리그닌-탄수화물 복합체의 제조방법을 제공하고자 한다.One aspect of the present invention is to provide a method for producing a lignin-carbohydrate complex having excellent browning reaction and excellent extraction yield.
본 발명의 일측면은, 항산화력이 향상된 리그닌-탄수화물 복합체의 제조방법을 제공하고자 한다.One aspect of the present invention is to provide a method for producing an lignin-carbohydrate complex with improved antioxidant power.
본 발명의 일측면은, 피부 항노화 효능이 향상된 리그닌-탄수화물 복합체의 제조방법을 제공하고자 한다.One aspect of the present invention is to provide a method for preparing a lignin-carbohydrate complex with improved skin anti-aging efficacy.
본 발명의 다른 측면은, 갈변 반응이 억제된 리그닌-탄수화물 복합체를 제공하고자 한다.Another aspect of the present invention is to provide a lignin-carbohydrate complex in which the browning reaction is suppressed.
본 발명의 다른 측면은, 항산화력이 향상된 리그닌-탄수화물 복합체를 제공하고자 한다.Another aspect of the present invention is to provide an lignin-carbohydrate complex with improved antioxidant power.
본 발명의 다른 측면은, 피부 항노화 효능이 향상된 리그닌-탄수화물 복합체를 제공하고자 한다.Another aspect of the present invention is to provide a lignin-carbohydrate complex with improved skin anti-aging efficacy.
본 발명의 또 다른 측면은, 상기 리그닌-탄수화물 복합체를 포함하는 화장료 또는 식품 조성물을 제공하고자 한다.Another aspect of the present invention, to provide a cosmetic or food composition comprising the lignin-carbohydrate complex.
본 발명의 일측면은, 리그닌-탄수화물 복합체의 제조방법에 있어서, 솔방울(pine cone)을 펙티나아제 효소 및 추출용매로 추출하여 추출물을 수득하는 추출단계를 포함하는, 리그닌-탄수화물 복합체의 제조방법을 제공한다One aspect of the present invention, in the method for producing a lignin-carbohydrate complex, comprising a step of extracting the pine cone (pine cone) with a pectinase enzyme and an extraction solvent to obtain an extract, a method for producing a lignin-carbohydrate complex Provides
본 발명의 일측면에서, 상기 솔방울(pine cone)은 소나무(Pinus)에서 수득한 것이며, 상기 소나무(Pinus)는 적송(Pinus densiflora Siebold & Zucc.), 금강소나무 (Pinus densiflora for. erecta Uyeki), 반송 (Pinus densiflora for. multicaulis Uyeki), 해송 (Pinus thunbergii Parl.), 구주소나무 (Pinus sylvestris L.), 리기다소나무 (Pinus rigida Mill), 잣나무 (Pinus koraiensis Siebold & Zucc.) 및 스트로브잣나무 (Pinus strobus L.)중 어느 하나 이상을 포함하는 것인, 제조 방법이다.In one aspect of the invention, the cones (pine cone) shows a modification obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for. erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus sylvestris L.), Rigida Pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.), which comprises at least one.
본 발명의 일측면에서, 상기 추출용매는 물인, 제조 방법이다.In one aspect of the invention, the extraction solvent is a production method, which is water.
본 발명의 일측면에서, 상기 추출단계는 30℃ 내지 60 ℃의 온도에서 추출하는, 제조 방법이다.In one aspect of the invention, the extraction step is a manufacturing method, extraction at a temperature of 30 ℃ to 60 ℃.
본 발명의 일측면에서, 상기 추출단계는 pH 3.5 내지 pH 6.5에서 추출하는, 제조 방법이다.In one aspect of the present invention, the extraction step is a method of extraction, pH 3.5 to pH 6.5.
본 발명의 일측면에서, 상기 제조방법은 상기 추출단계 이전에 상기 솔방울을 알코올에 침지시켜 지용성 성분을 제거하는 전처리 단계; 및 상기 추출단계 이후에 상기 추출물을 여과, 침전 및 건조하는 후처리 단계;를 포함하는 제조방법이다.In one aspect of the invention, the manufacturing method comprises a pretreatment step of removing the fat-soluble components by immersing the pine cone in alcohol before the extraction step; And a post-treatment step of filtering, precipitation and drying the extract after the extraction step.
본 발명의 다른 측면은 리그닌-탄수화물 복합체에 있어서, 상기 리그닌-탄수화물 복합체는 솔방울에서 추출된 리그닌-탄수화물 복합체이고, 중량 평균 분자량(Mw)이 60,000 이하이며, 갈변이 억제된 것인, 리그닌-탄수화물 복합체를 제공한다.In another aspect of the present invention, in the lignin-carbohydrate complex, the lignin-carbohydrate complex is a lignin-carbohydrate complex extracted from the pine cone, the weight average molecular weight (Mw) is 60,000 or less, browning is suppressed, carbohydrate To provide a complex.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 420nm 에서의 흡광도가 1.00 이하로 갈변이 억제된, 리그닌-탄수화물 복합체이다.In another aspect of the invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex, the browning of which is absorbed at 420 nm below 1.00.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 상기 제조방법 중 어느 하나의 제조방법에 따라 제조된 것인, 리그닌-탄수화물 복합체이다.In another aspect of the present invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex, which is prepared according to any one of the above methods.
본 발명의 또 다른 측면은, 상기 리그닌-탄수화물 복합체를 포함하는 조성물을 제공한다.Another aspect of the invention provides a composition comprising the lignin-carbohydrate complex.
본 발명의 또 다른 측면에서, 상기 조성물은 항산화용 조성물이다.In another aspect of the invention, the composition is an antioxidant composition.
본 발명의 또 다른 측면에서, 상기 조성물은 피부 항노화용 조성물이다.In another aspect of the invention, the composition is a composition for anti-aging skin.
본 발명의 또 다른 측면에서, 상기 조성물은 화장료 또는 식품 조성물이다.In another aspect of the invention, the composition is a cosmetic or food composition.
본 발명의 또 다른 측면에서, 상기 조성물은 피부 외용제 조성물이다.In another aspect of the invention, the composition is a topical skin composition.
본 발명의 일 측면에 따른 제조방법은 추출 수율이 우수하다.The manufacturing method according to an aspect of the present invention is excellent in extraction yield.
본 발명의 일 측면에 따른 제조방법으로 제조된 리그닌-탄수화물 복합체는 갈변현상이 억제된다.Lignin-carbohydrate complex prepared by the production method according to an aspect of the present invention is suppressed browning phenomenon.
본 발명의 일 측면에 따른 제조방법으로 제조된 리그닌-탄수화물 복합체는 항산화능이 우수하다.Lignin-carbohydrate complex prepared by the production method according to an aspect of the present invention is excellent in antioxidant capacity.
본 발명의 일 측면에 따른 제조방법으로 제조된 리그닌-탄수화물 복합체는 피부항노화 효능이 우수하다.Lignin-carbohydrate complex prepared by the manufacturing method according to an aspect of the present invention is excellent skin anti-aging effect.
본 발명의 다른 측면에 따른 리그닌-탄수화물 복합체 및 이를 포함하는 조성물은 갈변현상이 억제된다.Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is suppressed browning phenomenon.
본 발명의 다른 측면에 따른 리그닌-탄수화물 복합체 및 이를 포함하는 조성물은 항산화능이 우수하다.Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is excellent in antioxidant capacity.
본 발명의 다른 측면에 따른 리그닌-탄수화물 복합체 및 이를 포함하는 조성물은 피부 항노화 효능이 우수하다.Lignin-carbohydrate complex and a composition comprising the same according to another aspect of the present invention is excellent skin anti-aging efficacy.
도 1 본 명세서의 시험예 1에 따른 갈변을 육안으로 확인한 사진이며, 좌측이 비교예 1이며, 우측이 실시예 1 이다.1 is a photograph visually confirmed browning according to Test Example 1 of the present specification, the left side is Comparative Example 1, the right side is Example 1.
도 2는 본 명세서의 시험예 4에 따른 실시예 1 및 비교예 1의 분자량을 측정한 결과 그래프이다.2 is a graph showing the results of measuring the molecular weights of Example 1 and Comparative Example 1 according to Test Example 4 of the present specification.
이하 본 발명에 대하여 상세히 설명한다.Hereinafter, the present invention will be described in detail.
본 발명의 일측면은 효소반응을 이용한 솔방울 리그닌-탄수화물 복합체 제조 방법이다. 보다 상세하게는 솔방울에서 리그닌-탄수화물 복합체를 추출하기 위하여 추출 용매에 효소, 특히 펙티나아제를 첨가함으로써 추출 수율 유지, 리그닌-탄수화물 복합체의 갈변 억제 및 항산화력 및 피부 항노화 효능을 높일 수 있는 제조 방법에 관한 것이다.One aspect of the present invention is a pine cone lignin-carbohydrate complex production method using an enzymatic reaction. More specifically, in order to extract lignin-carbohydrate complexes from pine cones, an enzyme, especially pectinase, is added to the extraction solvent to maintain the extraction yield, to inhibit browning of the lignin-carbohydrate complexes, and to increase antioxidant and skin anti-aging effects. It is about a method.
본 발명의 일측면은, 리그닌-탄수화물 복합체의 제조방법에 있어서, 솔방울(pine cone)을 펙티나아제 효소 및 추출용매로 추출하여 추출물을 수득하는 추출단계를 포함하는, 리그닌-탄수화물 복합체의 제조방법을 제공한다.One aspect of the present invention, in the method for producing a lignin-carbohydrate complex, comprising a step of extracting the pine cone (pine cone) with a pectinase enzyme and an extraction solvent to obtain an extract, a method for producing a lignin-carbohydrate complex To provide.
본 명세서에 있어서, "리그닌-탄수화물 복합체(lignin-carbohydrate complex, LLC)"는 식물 등에서 유래된 물질로 리그닌에 펙틴, 셀룰로오스 및 헤미셀룰로오스 등의 탄수화물 가닥이 가교결합된 형태로 존재하는 복합체이며, 리그닌을 포함하는 식물의 가수분해물이다.In the present specification, "lignin-carbohydrate complex (LLC)" is a compound derived from a plant, etc., a complex in which carbohydrate strands such as pectin, cellulose and hemicellulose are present in cross-linked form in lignin, It is the hydrolyzate of the containing plant.
본 명세서에 있어서, "솔방울(pine cone)"은 소나무 열매의 송이이다. 구체적으로, 공처럼 둥그스름한 모양으로 여러 개의 잔비늘 같은 조각이 겹겹이 달려 있고 그 사이에 씨가 들어 있다.In the present specification, "pine cone" is a cluster of pine fruit. Specifically, several round scale-like pieces are layered in a round shape like a ball, with seeds in between.
본 발명의 일측면에서, 상기 솔방울(pine cone)은 소나무(Pinus)에서 수득한 것이며, 상기 소나무(Pinus)는 적송(Pinus densiflora Siebold & Zucc.), 금강소나무 (Pinus densiflora for. erecta Uyeki), 반송 (Pinus densiflora for. multicaulis Uyeki), 해송 (Pinus thunbergii Parl.), 구주소나무 (Pinus sylvestris L.), 리기다소나무 (Pinus rigida Mill), 잣나무 (Pinus koraiensis Siebold & Zucc.) 및 스트로브잣나무 (Pinus strobus L.)중 어느 하나 이상을 포함하는 것인, 제조 방법이다. 바람직하게 상기 소나무는 적송(Pinus densiflora Siebold & Zucc.)일 수 있다.In one aspect of the invention, the cones (pine cone) shows a modification obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for. erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus sylvestris L.), Rigida Pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.), which comprises at least one. Preferably the pine is Pinus densiflora Siebold & Zucc.).
본 발명의 일 측면에서, 상기 펙티나아제(pectinase)는 솔방울의 주요 탄수화물 성분을 분해할 수 있으며, 구체적으로 펙틴을 갈락투론산(galacturonic acid)으로 분해할 수 있다.In one aspect of the invention, the pectinase (pectinase) can decompose the major carbohydrate components of the pine cone, specifically can decompose the pectin to galacturonic acid (galacturonic acid).
본 발명의 일측면에서, 상기 추출용매는 물인, 제조 방법이다. 상기 추출용매는 솔방울에서 리그닌-탄수화물 복합체를 추출하기 위한 추출 용매일 수 있다. 구체적으로 상기 추출 용매는 물이며, 상기 물과 함께 펙티나아제 효소용액으로 추출함으로써 추출 수율 향상, 리그닌-탄수화물 복합체의 갈변 억제, 항산화력 및 피부 항노화 효능을 높일 수 있다. In one aspect of the invention, the extraction solvent is a production method, which is water. The extraction solvent may be an extraction solvent for extracting the lignin-carbohydrate complex from the pine cone. Specifically, the extraction solvent is water, and by extracting with pectinase enzyme solution together with the water can improve the extraction yield, browning inhibition of the lignin-carbohydrate complex, antioxidant power and skin anti-aging effect.
본 발명의 일측면에서, 상기 펙티나아제는 효소 용액의 형태로 사용될 수 있으며, 상기 추출용매(바람직하게는 물) 및 펙티나아제 효소 용액은 1 : 0.01 내지 0.1의 부피비로 사용될 수 있다. 구체적으로 상기 추출용매 및 펙티나아제 효소 용액은 1 : 0.01 부피비 이상, 1 : 0.02 부피비 이상, 1 : 0.03 부피비 이상, 1 : 0.04 부피비 이상, 1 : 0.045 부피비 이상, 1 : 0.05 부피비 이상, 1 : 0.06 부피비 이상 또는 1 : 0.07 부피비 이상일 수 있다. 또한, 상기 추출용매 및 펙티나아제 효소 용액은 1 : 0.1 부피비 이하, 1 : 0.09 부피비 이하, 1 : 0.08 부피비 이하, 1 : 0.07 부피비 이하, 1 : 0.06 부피비 이하, 1 : 0.055 부피비 이하 또는 1 : 0.05 부피비 이하일 수 있다. In one aspect of the present invention, the pectinase may be used in the form of an enzyme solution, and the extractant (preferably water) and the pectinase enzyme solution may be used in a volume ratio of 1: 0.01 to 0.1. Specifically, the extractant and the pectinase enzyme solution may be contained in an amount of at least 1: 0.01 volume ratio, at least 1: 0.02 volume ratio, at least 1: 0.03 volume ratio, at least 1: 0.04 volume ratio, at least 1: 0.045 volume ratio, and at least 1: 0.05 volume ratio. It may be at least 0.06 volume ratio or at least 1: 0.07 volume ratio. In addition, the extractant and pectinase enzyme solution is 1: 0.1 volume ratio or less, 1: 0.09 volume ratio or less, 1: 0.08 volume ratio or less, 1: 0.07 volume ratio or less, 1: 0.06 volume ratio or less, 1: 0.055 volume ratio or less 1: It may be up to 0.05 volume ratio.
본 발명의 일측면에서, 상기 추출단계는 30℃ 내지 60 ℃의 온도에서 추출하는, 제조 방법이다. 구체적으로 상기 추출단계는 30℃ 이상, 33℃ 이상, 36℃ 이상, 39℃ 이상, 40℃ 이상, 43℃ 이상 또는 46℃ 이상일 수 있으며, 상기 추출단계는 60℃ 이하, 57℃ 이하, 54℃ 이하, 50℃ 이하, 47℃ 이하, 44℃ 이하, 41℃ 이하, 40℃ 이하 또는 37℃ 이하일 수 있다.In one aspect of the invention, the extraction step is a manufacturing method, extraction at a temperature of 30 ℃ to 60 ℃. Specifically, the extraction step may be at least 30 ℃, 33 ℃ or more, 36 ℃ or more, 39 ℃ or more, 40 ℃ or more, 43 ℃ or more or 46 ℃ or more, the extraction step is 60 ℃ or less, 57 ℃ or less, 54 ℃ or more Or less, 50 degrees C or less, 47 degrees C or less, 44 degrees C or less, 41 degrees C or less, 40 degrees C or less, or 37 degrees C or less.
추출단계의 온도가 상기 범위 내일 때, 리그닌-탄수화물 복합체의 추출수율을 유지하거나 더 높일 수 있으며, 리그닌-탄수화물 복합체의 갈변 억제, 항산화력 및 피부 항노화 효능을 높일 수 있다.When the temperature of the extraction step is within the above range, it is possible to maintain or further increase the extraction yield of the lignin-carbohydrate complex, and to increase the browning inhibition, antioxidant power and skin anti-aging effect of the lignin-carbohydrate complex.
종래에 솔방울에서 리그닌-탄수화물 복합체를 추출하기 위해서는 주로 70℃ 이상의 열수를 추출하여 사용하므로, 갈변 반응이 일어나 제조된 리그닌-탄수화물 복합체의 성상이 화장품 등에 적용하기 적합하지 않았으며, 항산화력 및 피부 항노화 효과 역시 미진하였다. 그러나, 본 발명의 일측면은 상기 펙티나아제 효소를 포함하는 추출용매를 이용함으로써, 30℃ 내지 60 ℃에서도 리그닌-탄수화물 복합체의 추출수율을 유지하거나 더 높일 수 있으며, 리그닌-탄수화물 복합체의 갈변 억제, 항산화력 및 피부 항노화 효능을 높일 수 있다. Conventionally, in order to extract lignin-carbohydrate complexes from pine cones, hot water of 70 ° C. or more is mainly used to extract the lignin-carbohydrate complexes. Aging effects were also negligible. However, one aspect of the present invention, by using the extraction solvent containing the pectinase enzyme, it is possible to maintain or further increase the extraction yield of the lignin-carbohydrate complex even at 30 ℃ to 60 ℃, browning inhibition of the lignin-carbohydrate complex It can increase the antioxidant power and skin anti-aging effect.
본 발명의 일측면에서, 상기 추출단계는 pH 3.5 내지 pH 6.5에서 추출하는, 제조 방법이다. 구체적으로, 상기 추출단계는 pH 3.5 이상, pH 3.7 이상, pH 3.9 이상, pH 4.1 이상, pH 4.3 이상, pH 4.7 이상, pH 4.9 이상, pH 5.1 이상, pH 5.4 이상, pH 5.7 이상 또는 pH 5.9이상일 수 있으며, 상기 추출단계는 pH 6.5 이하, 6.3 pH 이하, pH 6.1 이하, pH 6.0 이하, pH 5.8 이하, pH 5.5 이하, pH 5.1 이하, pH 4.8 이하 또는 pH 4.5 이하일 수 있다. In one aspect of the present invention, the extraction step is a method of extraction, pH 3.5 to pH 6.5. Specifically, the extraction step is at least pH 3.5, at least pH 3.7, at least pH 3.9, at least pH 4.1, at least pH 4.3, at least pH 4.7, at least pH 4.9, at least pH 5.1, at least pH 5.4, at least pH 5.7, or at least pH 5.9 The extraction step may be pH 6.5 or less, 6.3 pH or less, pH 6.1 or less, pH 6.0 or less, pH 5.8 or less, pH 5.5 or less, pH 5.1 or less, pH 4.8 or less, or pH 4.5 or less.
추출단계의 pH가 상기 범위 내일 때, 리그닌-탄수화물 복합체의 추출수율을 유지하거나 더 높일 수 있으며, 리그닌-탄수화물 복합체의 갈변 억제, 항산화력 및 피부 항노화 효능을 높일 수 있다. 구체적으로 추출단계의 pH가 상기 범위 내일 때, 추출용매에 포함된 펙티나아제의 활성이 우수하여, 효소반응이 우수하며, 이에 따른 솔방울의 주요 탄수화물 성분을 분해할 수 있으며, 구체적으로 펙틴을 갈락투론산(galacturonic acid)으로 분해하여, 갈변 억제, 항산화력 및 피부 항노화 효능을 높일 수 있다.When the pH of the extraction step is within the above range, it is possible to maintain or further increase the extraction yield of the lignin-carbohydrate complex, and to increase the browning inhibition, antioxidant activity and skin anti-aging effect of the lignin-carbohydrate complex. Specifically, when the pH of the extraction step is within the above range, the activity of the pectinase contained in the extraction solvent is excellent, and the enzyme reaction is excellent, thereby decomposing the major carbohydrate components of the pine cone, specifically pectin grinding Decomposition with galacturonic acid can increase browning inhibition, antioxidant activity and skin anti-aging effects.
본 발명의 일측면에서, 상기 제조방법은 상기 추출단계 이전에 상기 솔방울을 알코올에 침지시켜 지용성 성분을 제거하는 전처리 단계; 및 상기 추출단계 이후에 상기 추출물을 여과, 침전 및 건조하는 후처리 단계;를 포함하는 제조방법이다.In one aspect of the invention, the manufacturing method comprises a pretreatment step of removing the fat-soluble components by immersing the pine cone in alcohol before the extraction step; And a post-treatment step of filtering, precipitation and drying the extract after the extraction step.
구체적으로, 상기 전처리 단계는 에탄올에 수시간을 침지시켜 지용성 성분을 추출하여 제거시킬 수 있다. 또한, 상기 전처리 단계는 지용성 성분이 제거된 솔방울을 건조 후 분쇄시키는 과정을 포함할 수 있다.Specifically, the pretreatment step can be removed by immersing in ethanol for several hours to extract fat-soluble components. In addition, the pretreatment step may include a process of drying and grinding the pine cone from which the fat-soluble component has been removed.
이에 더해, 상기 후처리 단계에서 여과는 추출물에 잔존하는 효소를 열변성 시킨 후 여과하여 효소 및 솔방울 잔사를 제거할 수 있다. 또한, 침전은 여과된 추출물을 감압 농축 후 알코올 용매를 첨가하여 물에 대한 용해도를 감소시켜 침전물을 얻을 수 있다. 또한, 건조는 상기 수득한 침전물에 포함된 용매를 증발 건조시켜 리그닌-탄수화물 복합체 분말을 얻을 수 있다.In addition, the filtration in the post-treatment step may remove the enzyme and pine cone residue by heat-denatured enzyme remaining in the extract. In addition, precipitation can be obtained by reducing the solubility in water by adding an alcohol solvent after concentration of the filtered extract under reduced pressure. In addition, the drying may be evaporated to dry the solvent contained in the precipitate obtained to obtain a lignin-carbohydrate complex powder.
본 발명의 다른 측면은 리그닌-탄수화물 복합체에 있어서, 상기 리그닌-탄수화물 복합체는 솔방울에서 추출된 리그닌-탄수화물 복합체이고, 중량 평균 분자량이 60,000 이하이며, 갈변이 억제된 것인, 리그닌-탄수화물 복합체를 제공한다.Another aspect of the present invention provides a lignin-carbohydrate complex in the lignin-carbohydrate complex, wherein the lignin-carbohydrate complex is a lignin-carbohydrate complex extracted from a pine cone, having a weight average molecular weight of 60,000 or less, and browning is suppressed. do.
본 발명의 다른 측면에서, 상기 솔방울은 소나무(Pinus)에서 수득한 것이며, 상기 소나무(Pinus)는 적송(Pinus densiflora Siebold & Zucc.), 금강소나무 (Pinus densiflora for. erecta Uyeki), 반송 (Pinus densiflora for. multicaulis Uyeki), 해송 (Pinus thunbergii Parl.), 구주소나무 (Pinus sylvestris L.), 리기다소나무 (Pinus rigida Mill), 잣나무 (Pinus koraiensis Siebold & Zucc.) 및 스트로브잣나무 (Pinus strobus L.)중 어느 하나 이상을 포함하는 것일 수 있다. 바람직하게 상기 소나무는 적송(Pinus densiflora Siebold & Zucc.)일 수 있다.In another aspect of the invention, the cone will obtained from pine trees (Pinus), the pine (Pinus) are red pine (Pinus densiflora Siebold & Zucc.), Pinus densiflora for.erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus) sylvestris L., Rigda pine ( Pinus) rigida Mill, Pine ( Pinus koraiensis Siebold & Zucc.) and Strobe Pine ( Pinus strobus L.) may be included. Preferably, the pine may be red pine ( Pinus densiflora Siebold & Zucc.).
본 발명의 다른 측면에서, 상기 추출은 펙티나아제 효소 및 추출용매(바람직하게는 물)로 추출될 수 있다. 또한, 상기 추출은 30℃ 내지 60 ℃의 온도에서 추출될 수 있다. 또한, 상기 추출은 pH 3.5 내지 pH 6.5에서 추출될 수 있다.In another aspect of the invention, the extraction can be extracted with pectinase enzyme and extraction solvent (preferably water). In addition, the extraction may be extracted at a temperature of 30 ℃ to 60 ℃. In addition, the extraction may be extracted at pH 3.5 to pH 6.5.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체의 중량 평균 분자량은 구체적으로, 60,000 이하, 58,000 이하, 56,000이하, 55,000이하 또는 54,500이하 일 수 있다. 또한, 상기 리그닌-탄수화물 복합체의 중량 평균 분자량은 300 이상, 500 이상, 1,000 이상 또는 10,000 이상일 수 있다. 리그닌 탄수화물 복합체의 중량 평균 분자량이 상기 범위 내일 때, 우수한 항산화 또는 피부 항노화 효능을 나타낸다.In another aspect of the present invention, the weight average molecular weight of the lignin-carbohydrate complex may be specifically 60,000 or less, 58,000 or less, 56,000 or less, 55,000 or less, or 54,500 or less. In addition, the weight average molecular weight of the lignin-carbohydrate complex may be 300 or more, 500 or more, 1,000 or more or 10,000 or more. When the weight average molecular weight of the lignin carbohydrate complex is in the above range, it shows excellent antioxidant or skin anti-aging efficacy.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 갈변이 억제된 것일 수 있다. 구체적으로 갈변 현상의 유무는 육안으로 확인이 가능하며, 갈색 계열로 추출물이 변색되는 경우 갈변 현상이 나타난 것으로 확인된다. 또한, 갈변 현상의 유무는 흡광도를 측정하여 확인이 가능하다. In another aspect of the present invention, the lignin-carbohydrate complex may be browning inhibited. Specifically, the presence or absence of browning phenomenon can be confirmed with the naked eye, it is confirmed that browning phenomenon appeared when the extract is discolored brown. In addition, the presence or absence of browning phenomenon can be confirmed by measuring the absorbance.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 420nm 에서의 흡광도가 1.00 이하로 갈변이 억제된, 리그닌-탄수화물 복합체이다. 구체적으로, 리그닌-탄수화물 복합체는 420nm 에서의 흡광도가 1.00 이하, 0.90 이하, 0.80 이하, 0.70 이하, 0.60 이하, 0.50 이하 또는 0.40 이하일 수 있다. 또한, 상기 흡광도는 0.01 이상, 0.02 이상, 0.05 이상, 0.08 이상 또는 0.10 이상 일 수 있다. 흡광도가 상기 범위 내일 때 리그닌-탄수화물 복합체의 갈변이 억제되어, 항산화 또는 피부 항노화 효능이 우수하다.In another aspect of the invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex, the browning of which is absorbed at 420 nm below 1.00. Specifically, the lignin-carbohydrate complex may have an absorbance at 420 nm of 1.00 or less, 0.90 or less, 0.80 or less, 0.70 or less, 0.60 or less, 0.50 or less, or 0.40 or less. In addition, the absorbance may be 0.01 or more, 0.02 or more, 0.05 or more, 0.08 or more, or 0.10 or more. When the absorbance is within the above range, browning of the lignin-carbohydrate complex is suppressed, so that the antioxidant or skin anti-aging effect is excellent.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 상기 제조방법 중 어느 하나의 제조방법에 따라 제조된 것인, 리그닌-탄수화물 복합체이다.In another aspect of the present invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex, which is prepared according to any one of the above methods.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 항산화능이 우수한 리그닌-탄수화물 복합체이다. 구체적으로, 상기 항산화능을 유기 라디칼인 DPPH의 환원에 의해 발생하는 흡광도의 변화를 통해 확인할 수 있다.In another aspect of the present invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex having excellent antioxidant capacity. Specifically, the antioxidant capacity can be confirmed through a change in absorbance generated by reduction of DPPH, which is an organic radical.
본 발명의 다른 측면에서, 상기 리그닌-탄수화물 복합체는 피부 항노화 효능이 우수한 리그닌-탄수화물 복합체이다. 구체적으로, 상기 피부 항노화 효능은 콜라게나아제의 생성 억제능을 측정하여 확인할 수 있다.In another aspect of the present invention, the lignin-carbohydrate complex is a lignin-carbohydrate complex having excellent skin anti-aging efficacy. Specifically, the anti-aging effect of the skin can be confirmed by measuring the inhibitory ability of collagenase production.
본 발명의 또 다른 측면은, 상기 리그닌-탄수화물 복합체를 포함하는 조성물을 제공한다.Another aspect of the invention provides a composition comprising the lignin-carbohydrate complex.
본 발명의 또 다른 측면에서, 상기 조성물은 항산화용 조성물이다.In another aspect of the invention, the composition is an antioxidant composition.
본 발명의 또 다른 측면은, 대상의 항산화를 증진시키기 위한 방법으로, 상기 방법은 상기 리그닌-탄수화물 복합체의 유효량을 이를 필요로 하는 대상에 투여하는 단계를 포함하는 방법이다.Another aspect of the invention is a method for enhancing the antioxidant of a subject, the method comprising administering to a subject in need thereof an effective amount of the lignin-carbohydrate complex.
본 발명의 또 다른 측면은, 항산화를 증진시키기 위한 조성물을 제조하는데 있어서의 상기 리그닌-탄수화물 복합체의 용도이다.Another aspect of the invention is the use of the lignin-carbohydrate complex in the preparation of a composition for enhancing antioxidant.
본 발명의 또 다른 측면은, 항산화를 증진시키기 위한 상기 리그닌-탄수화물 복합체이다.Another aspect of the invention is the lignin-carbohydrate complex for enhancing antioxidant.
본 명세서에서 '항산화'란 당업계에 알려진 산화 과정을 늦추거나 막거나 또는 예방할 수 있는 효능을 말하는 것으로서 제한이 없다.As used herein, the term "antioxidant" refers to an effect that can slow down, prevent, or prevent the oxidation process known in the art, and is not limited thereto.
본 발명의 또 다른 측면에서, 상기 조성물은 피부 항노화용 조성물이다.In another aspect of the invention, the composition is a composition for anti-aging skin.
발명의 또 다른 측면은, 대상의 피부의 노화를 억제하기 위한 방법으로, 상기 방법은 상기 리그닌-탄수화물 복합체의 유효량을 이를 필요로 하는 대상에 투여하는 단계를 포함하는 방법이다. Another aspect of the invention is a method for inhibiting aging of a subject's skin, the method comprising administering to a subject in need thereof an effective amount of the lignin-carbohydrate complex.
본 발명의 또 다른 측면은, 피부의 노화를 억제하기 위한 조성물을 제조하는데 있어서의 상기 리그닌-탄수화물 복합체의 용도이다.Another aspect of the invention is the use of said lignin-carbohydrate complex in the preparation of a composition for inhibiting aging of the skin.
본 발명의 또 다른 측면은, 피부 항노화를 위한 상기 리그닌-탄수화물 복합체이다.Another aspect of the invention is the lignin-carbohydrate complex for skin anti-aging.
본 명세서에서 '피부 항노화'란 당업계에 알려진 노화 과정을 늦추거나 막거나 또는 예방할 수 있는 효능을 말하는 것으로서, 구체적으로 피부내 콜라게나제의 발현을 효과적으로 억제함으로써 피부 내의 콜라겐 분해를 감소시켜 피부 탄력을 증진시키고 주름을 개선시키는 효능을 의미할 수 있지만 이에 제한되는 것은 아니다.As used herein, 'skin anti-aging' refers to an effect that can slow down, prevent, or prevent the aging process known in the art, and specifically, by effectively inhibiting the expression of collagenase in the skin, reducing collagen breakdown in the skin It may mean the effect of improving elasticity and improving wrinkles, but is not limited thereto.
본 발명의 또 다른 측면에서, 상기 조성물은 피부 외용제 조성물이다.In another aspect of the invention, the composition is a topical skin composition.
상기 피부 외용제는 피부 외부에서 도포되는 어떠한 것이라도 포함될 수 있는 총칭이며, 다양한 제형의 화장품, 의약품이 여기에 포함될 수 있다. 상기 피부 외용제는 또한, 특별히 제한되지 않으나, 예를 들어 피부 항노화용 또는 피부 항산화용 피부 외용제일 수 있다.The external preparation for the skin is a generic term that may include anything applied outside the skin, and cosmetics and medicines of various formulations may be included therein. The skin external preparation is also not particularly limited, but may be, for example, a skin external preparation for skin anti-aging or skin antioxidant.
본 발명의 또 다른 측면에서, 상기 조성물은 화장료 또는 식품 조성물이다.In another aspect of the invention, the composition is a cosmetic or food composition.
상기 화장료 조성물은 제형이 특별히 한정되지 않으며, 목적하는 바에 따라 적절히 선택할 수 있다. 예를 들어, 유연화장수(스킨로션 및 밀크로션), 영양화장수, 에센스, 영양크림, 마사지크림, 팩, 젤, 에센스, 아이크 림, 아이에센스, 클렌징크림, 클렌징폼, 클렌징워터, 팩, 파우더, 보디로션, 보디크림, 보디오일 및 보디 에센스로 이루어진 군으로부터 선택된 어느 하나 이상의 제형으로 제조될 수 있으나, 이에 제한되는 것은 아니다. 상기 유효 성분의 함량은 특별히 제한되지 않으나, 조성물 총 중량을 기준으로 0.0001 내지 10 중량%로 포함될 수 있다. 상기 유효 성분이 상기 함량을 만족하는 경우 부작용 없이 우수한 효능을 나타낼 수 있다. 상기 화장료 조성물은 또한 조성물이 피부에 도포될 때 분포되기 용이하도록, 희석제, 분산제 또는 담체로서 작 용하는 화장용으로 허용 가능한 부형제를 포함할 수 있다. 바람직하게는, 조성물은 수중유형(oil-in-water, O/W) 유화액이고, 유화액은 바람직하게는 물을 부형제의 80 중량% 이상으로 함유한다. 그러나 이에 한정되는 것은 아니며, 공지의 화장용으로 허용 가능한 부형제이면 어느 것이라도 사용 가능하다. 또한, 상기 화장료 조성물은 본 발명의 분야에서 통상 사용되는 화장 보조제들, 이를테면 지방물질, 유기용매, 규소, 농후제, 연화제, 보충적인 태양광선 차단제, 발포억제제, 보습제, 향료, 보존제, 표면활성제, 총전재, 봉쇄제, 양이온성, 음이온성, 비이온성 혹은 양쪽성 중합체들 또는 그것들의 혼합물, 추진제, 염기화 작용제 또는 산성화 작용제, 염료, 안료 혹은 나노안료(nanopigment) (특히, 자외선조사를 물리적으로 차단시킴으로써 광보 호 효과를 보충적으로 제공할 수 있도록 만들어진 것), 또는 화장품에서 통상 사용되는, 특히 태양 광선 차단조성물의 제조에 사용되는 기타 여러 가지 성분들을 포함할 수가 있다. 유기용매들 중에서는, 저급알코올 및 폴리올, 이를테면 에탄올, 이소프로판올, 프로필렌글리콜, 글리세롤 및 솔비톨 등이 언급될 수 있다. 지방물질은 오일이나 왁스 또는 그것들의 혼합물, 지방산, 지방산에스테르, 지방알코올, 페트롤라텀, 파라핀, 라놀린, 수소화라놀린 또는 아세틸화라놀린으로 구성될 수 있다. 오일은 식물성, 광물성 또는 합성오일로, 특히 수소화팜유, 수소화피마자유, 액체페트롤라텀, 액체파라핀, 푸르셀린유(purcellin oil), 휘발성 또는 비휘발성 실리콘유 그리고 이소파라핀에서 선택될 수 있다.The cosmetic composition is not particularly limited in formulation, and may be appropriately selected as desired. For example, softening cream (skin lotion and milk lotion), nourishing cream, essence, nutrition cream, massage cream, pack, gel, essence, eye cream, eye essence, cleansing cream, cleansing foam, cleansing water, pack, powder, It may be prepared in any one or more formulations selected from the group consisting of body lotion, body cream, body oil and body essence, but is not limited thereto. The content of the active ingredient is not particularly limited, but may be included as 0.0001 to 10% by weight based on the total weight of the composition. When the active ingredient satisfies the content, it may exhibit excellent efficacy without side effects. The cosmetic composition may also include cosmetically acceptable excipients that act as diluents, dispersants or carriers so that the composition is easy to distribute when applied to the skin. Preferably, the composition is an oil-in-water (O / W) emulsion, and the emulsion preferably contains at least 80% by weight of water in excipients. However, the present invention is not limited thereto, and any known excipient that is acceptable for cosmetic use may be used. In addition, the cosmetic composition is a cosmetic auxiliary agents commonly used in the field of the present invention, such as fatty substances, organic solvents, silicon, thickeners, softeners, supplemental sunscreens, foam inhibitors, moisturizers, fragrances, preservatives, surface active agents, Total materials, containment agents, cationic, anionic, nonionic or amphoteric polymers or mixtures thereof, propellants, basicizing or acidifying agents, dyes, pigments or nanopigments (particularly in the case of UV radiation physically) By blocking to provide a supplementary photoprotective effect), or other components commonly used in cosmetics, in particular in the manufacture of sunscreen compositions. Among the organic solvents, lower alcohols and polyols such as ethanol, isopropanol, propylene glycol, glycerol, sorbitol and the like can be mentioned. Fatty substances may consist of oils or waxes or mixtures thereof, fatty acids, fatty acid esters, fatty alcohols, petrolatum, paraffin, lanolin, lanolin hydride or acetylated lanolin. The oil may be selected from vegetable, mineral or synthetic oils, in particular from hydrogenated palm oil, hydrogenated castor oil, liquid petrolatum, liquid paraffin, purcellin oil, volatile or nonvolatile silicone oil and isoparaffin.
상기 식품 조성물은 건강식품 조성물을 포함한다. 본 발명의 또 다른 측면에 따른 식품 조성물은 포함하는 다양한 형태의 식품 첨가제 또는 기능성 식품을 제공한다. 상기 조성물을 포함하는 발효유, 치즈, 요구르트, 주스, 생균제제, 정제, 과립제, 드링크제, 캐러멜, 다이어트바 등으로 제형화될 수 있고, 통상적인 티백 및 건강보조식품 등으로 가공될 수 있으며, 그 외 다양한 식품 첨가 제의 형태로 사용될 수 있다. 일실시예에서 상기 조성물은, 본 발명이 목적으로 하는 주 효과를 손상시키지 않는 범위 내에서 주 효과에 상승 효과를 줄 수 있는 다른 성분 등을 함유할 수 있다. 예를 들어, 물성 개선을 위하여 향료, 색소, 살균제, 산화 방지제, 방부제, 보습제, 점증제, 무기염류, 유화제 및 합성 고분자 물질 등의 첨가제를 더 포함할 수 있다. 그 외에도, 수용성 비타민, 유용성 비타민, 고분자 펩티드, 고분자 다당 및 해초 엑기스 등의 보조 성분을 더 포함할 수도 있다. 상기 성분들은 제형 또는 사용 목적에 따라서 당업자가 어려움 없이 적의 선정하여 배합할 수 있으며, 그 첨가량은 본 발명의 목적 및 효과를 손상시키지 않는 범위 내에서 선택될 수 있다. 예를 들어, 상기 성분들의 첨가량은, 조성물 전체 중량을 기준으로, 0.01~5 중량%, 보다 구체적으로는 0.01~3 중량% 범위일 수 있다. 본 발명에 따른 조성물의 제형은 용액, 유화물, 점성형 혼합물, 타블렛, 분말 등의 다양한 형태일 수 있으며, 이는 단순 음용, 주사 투여, 스프레이 방식 또는 스퀴즈 방식 등의 다양한 방법으로 투여될 수 있다.The food composition comprises a health food composition. The food composition according to another aspect of the present invention provides various types of food additives or functional foods. Fermented milk, cheese, yogurt, juice, probiotic, tablets, granules, drinks, caramels, diet bars and the like, including the composition, and can be processed into conventional tea bags and dietary supplements, etc. It can be used in the form of various food additives. In one embodiment, the composition may contain other ingredients and the like that can give a synergistic effect to the main effect within a range that does not impair the main effect of the present invention. For example, it may further include additives such as perfumes, pigments, fungicides, antioxidants, preservatives, moisturizers, thickeners, inorganic salts, emulsifiers and synthetic polymer materials for improving the physical properties. In addition, supplementary ingredients such as water soluble vitamins, oil soluble vitamins, polymer peptides, polymer polysaccharides and seaweed extract may be further included. The components may be appropriately selected and blended by those skilled in the art according to the formulation or purpose of use, and the amount of the additives may be selected within a range that does not impair the object and effect of the present invention. For example, the addition amount of the components may be in the range of 0.01 to 5% by weight, more specifically 0.01 to 3% by weight, based on the total weight of the composition. The formulations of the compositions according to the invention may be in various forms, such as solutions, emulsions, viscous mixtures, tablets, powders, and the like, which may be administered by various methods such as simple drinking, injection, spray or squeeze.
이하, 실시예를 통하여 본 발명을 더욱 상세히 설명하고자 한다. 이들 실시예는 오로지 본 발명을 예시하기 위한 것으로, 본 발명의 범위가 이들 실시예에 의해 제한되는 것으로 해석되지 않는 것은 당업계에서 통상의 지식을 가진 자에게 있어서 자명할 것이다.Hereinafter, the present invention will be described in more detail with reference to Examples. These examples are only for illustrating the present invention, and it will be apparent to those skilled in the art that the scope of the present invention is not to be construed as being limited by these examples.
[ 실시예 1 및 비교예 1] 리그닌-탄수화물 복합체 제조방법 및 이에 따른 리그닌-탄수화물 복합체 [Example 1 and Comparative Example 1] The lignin-carbohydrate complex production process and thus the Li according geunin-carbohydrate complex
(1) 솔방울 전처리:(1) Pinecone Pretreatment:
적송(Pinus densiflora Siebold & Zucc.)의 솔방울(pine cone)을 100% 에탄올에 6시간 침지 시켜 지용성 성분을 추출 제거시킨다. 지용성 성분이 제거된 솔방울을 건조 후 분쇄시킨다. Pinus The pine cone of densiflora Siebold & Zucc.) was immersed in 100% ethanol for 6 hours to extract and remove the fat-soluble component. Pine cones from which the fat-soluble components have been removed are dried and ground.
(2) 추출공정:(2) Extraction Process:
1) 비교예 1(열수 추출) - 분쇄된 솔방울 100g에 물 1L 혼합 후 교반 하면서 100도 가온 조건에서 6시간 동안 추출한다.1) Comparative Example 1 (Hot Water Extraction)-After mixing 1 L of water with 100 g of crushed pine cones, the mixture is extracted for 6 hours under 100 ° C warming conditions.
2) 실시예 1(효소 반응 처리 가수분해 추출) - 분쇄된 솔방울 100g에 물 1L와 효소(Pectinase) 용액 50ml 혼합 후 교반 하면서 40도 가온 조건 및 pH 4.5에서 6시간 동안 추출한다. 상기 pH 4.5는 분쇄된 솔방울을 물에 분산 시켰을 시의 용액의 pH였으며, 추가적인 pH 조절제를 사용하지 않았다.2) Example 1 (Enzymatic Reaction Treatment Hydrolysis Extraction)-1 g of water and 50 ml of enzyme (Pectinase) solution were mixed with 100 g of pulverized pine cones, and extracted under stirring at 40 ° C. and pH 4.5 for 6 hours. The pH 4.5 was the pH of the solution when the ground pine cones were dispersed in water, and no additional pH adjuster was used.
(3) 농축 및 결정화 공정: (3) concentration and crystallization process:
1) 비교예 1(열수 추출물) - 추출/여과된 추출물을 100ml 정도로 감압 농축 후 메탄올, 에탄올, 아세톤 등의 용매를 적당량 첨가하여 물에 대한 용해도를 감소시켜 침전물을 얻는다. 얻은 침전물에 포함된 용매를 증발 건조시켜 리그닌-탄수화물 복합체 분말을 얻는다.1) Comparative Example 1 (Hot Water Extract)-The extracted / filtered extract was concentrated under reduced pressure to about 100 ml, and then an appropriate amount of a solvent such as methanol, ethanol, acetone, etc. was added to reduce the solubility in water to obtain a precipitate. The solvent contained in the obtained precipitate is evaporated to dryness to obtain a lignin-carbohydrate complex powder.
2) 실시예 1(효소 반응 처리 가수분해물) - 추출 후 30분간 95도로 가온 시켜 효소를 열변성 시킨 후 여과하여 효소 및 솔방울 잔사를 제거한다. 추출물을 100ml 정도로 감압 농축 후 메탄올, 에탄올, 아세톤 등의 용매를 적당량 첨가하여 물에 대한 용해도를 감소시켜 침전물을 얻는다. 얻은 침전물에 포함된 용매를 증발 건조시켜 리그닌-탄수화물 복합체 분말을 얻는다.2) Example 1 (Enzyme-treated hydrolyzate)-After extraction, the enzyme is heated to 95 ° C for 30 minutes, and the enzyme is thermally denatured and then filtered to remove enzymes and pine cone residues. The extract was concentrated under reduced pressure to about 100 ml, and then an appropriate amount of a solvent such as methanol, ethanol, acetone, etc. was added to reduce the solubility in water to obtain a precipitate. The solvent contained in the obtained precipitate is evaporated to dryness to obtain a lignin-carbohydrate complex powder.
[시험예 1] 추출 수율 측정 및 리그닌-탄수화물 복합체 갈변 확인[Test Example 1] Extraction yield measurement and lignin-carbohydrate complex browning confirmation
상기 실시예 1 및 비교예 1의 추출 수율 및 갈변 정도를 확인해 보았다.The extraction yield and the browning degree of Example 1 and Comparative Example 1 were confirmed.
추출 수율은 하기 수학식 1에 의해 계산하였다.The extraction yield was calculated by the following equation.
[수학식 1][Equation 1]
추출수율(%)=(리그닌탄수화물복합체(g)/솔방울(g))×100 Extraction yield (%) = (lignin carbohydrate complex (g) / pine cone (g)) x 100
추출 수율은 표 1에 나타내었다.Extraction yield is shown in Table 1.
갈변 정도와 관련하여 우선 육안으로 확인하였다. 확인 결과 도 1에서와 같이 실시예 1의 리그닌-탄수화물 복합체는 열수 추출로 제조된 비교예 1의 솔방울 리그닌-탄수화물 복합체와 달리 갈변 현상이 거의 발생하지 않은 것을 확인 할 수 있었다.Regarding the degree of browning, it was first visually confirmed. As a result, as shown in FIG. 1, the lignin-carbohydrate complex of Example 1, unlike the pine cone lignin-carbohydrate complex of Comparative Example 1 prepared by hydrothermal extraction, was found to have almost no browning phenomenon.
또한, 갈변 정도와 관련하여 흡광도를 이용하여 이를 확인하였으며, 비교예 1 및 실시예 1의 리그닌-탄수화물 복합체를 0.5% 농도로 물에 녹인 후 420 nm 에서 흡광도를 측정하였으며, 실험 결과는 표 1에 나타내었다.In addition, the degree of browning was confirmed by using absorbance. The lignin-carbohydrate complexes of Comparative Example 1 and Example 1 were dissolved in water at a concentration of 0.5%, and the absorbance was measured at 420 nm. Indicated.
제조 방법Manufacturing method 추출 수율 (%)Extraction yield (%) 흡광도(420nm)Absorbance (420nm)
비교예 1Comparative Example 1 1.591.59 1.2751.275
실시예 1Example 1 1.671.67 0.3470.347
상기 표 1에서 확인할 수 있는 바와 같이, 실시예 1과 같이 효소반응을 이용하여 40도의 온도에서 제조하더라도 추출 수율의 감소 없이 열수 추출로 제조한 비교예 1의 리그닌-탄수화물 복합체와 유사한 수준의 추출 수율을 나타내었다. As can be seen in Table 1, the extraction yield of the level similar to the lignin-carbohydrate complex of Comparative Example 1 prepared by hydrothermal extraction without a decrease in extraction yield even if prepared at a temperature of 40 degrees using the enzyme reaction as in Example 1 Indicated.
또한, 상기 표 1에서와 같이 갈변현상이 확인된 비교예 1에 비해 실시예 1의 흡광도가 420 nm에서 더 낮게 측정되었다. In addition, the absorbance of Example 1 was measured at 420 nm lower than that of Comparative Example 1 in which browning phenomenon was confirmed as shown in Table 1 above.
[시험예 2] 항산화능 실험Test Example 2 Antioxidant Activity
상기 실시예 1 및 비교예 1의 항산화 효과를 알아보기 위하여 유기 라디칼인 DPPH(1,1-디페닐-2-피크릴하이드라질; 1,1-diphenyl-2-picryl hydrazyl)의 환원에 의해 발생하는 흡광도의 변화를 통해 DPPH 산화 억제 효능을 비교하였다. Generated by reduction of the organic radical DPPH (1,1-diphenyl-2-picrylhydrazyl; 1,1-diphenyl-2-picryl hydrazyl) to examine the antioxidant effects of Example 1 and Comparative Example 1 DPPH oxidation inhibition effect was compared through the change of absorbance.
100μM(in 에탄올) DPPH 용액 190㎕와 상기 실시예 1 및 비교예 1의 리그닌-탄수화물 복합체 각각 및 합성 항산화제인 트롤록스 (양성대조군)를 50,000ppm농도로 제조 후 최종 반응농도가 5000ppm, 2500ppm, 1250ppm, 625ppm, 312.5ppm, 156.3ppm, 78.15ppm, 39.08ppm이 되도록 희석한 뒤 이들을 각각 10㎕씩 넣어 반응액을 만들고 37℃에서 30분간 반응시킨 후 540nm에서 흡광도를 측정하였다. 분석 결과는 하기 표 2에 나타내었으며, IC50은 첨가한 시료에 의해 흡광도가 50％ 감소했을 때의 시료 농도를 의미한다.190 μl of 100 μM (in ethanol) DPPH solution and the lignin-carbohydrate complexes of Example 1 and Comparative Example 1 and the synthetic antioxidant trolox (positive control group) were prepared at a concentration of 50,000 ppm, and the final reaction concentration was 5000 ppm, 2500 ppm, 1250 ppm. After diluting to 625ppm, 312.5ppm, 156.3ppm, 78.15ppm, 39.08ppm, 10µl each of them was added to make a reaction solution and reacted at 37 ° C for 30 minutes, and the absorbance was measured at 540nm. The analysis results are shown in Table 2 below, and IC 50 means the sample concentration when the absorbance was reduced by 50% by the added sample.
시험물질Test substance IC50(ppm)IC 50 (ppm)
트롤록스(양성대조군)Trolox (positive control) 57.957.9
비교예 1Comparative Example 1 4858.54858.5
실시예 1Example 1 75.375.3
상기 표 2에서 확인할 수 있는 바와 같이, 비교예 1에 비해 실시예 1의 리그닌 탄수화물 복합체가 월등히 높은 항산화 효과를 나타내는 것을 확인 할 수 있었다.As can be seen in Table 2, it was confirmed that the lignin carbohydrate complex of Example 1 shows a significantly higher antioxidant effect compared to Comparative Example 1.
[시험예 3] 피부 항노화능 시험Test Example 3 Skin Anti-Aging Capacity Test
상기 실시예 1 및 비교예 1의 리그닌-탄수화물 복합체의 콜라게나제 (collagenase) 생성 억제능을 토코페롤(양성 대조군 1) 및 EGCG(양성 대조군 2)와 비교하여 측정하였다. 토코페롤 및 EGCG는 피부의 표피 세포를 재생시켜 피부의 노화를 방지하는 기능이 있는 것으로 알려진 물질이다. Inhibition of collagenase production of the lignin-carbohydrate complexes of Example 1 and Comparative Example 1 was measured in comparison with tocopherol (positive control 1) and EGCG (positive control 2). Tocopherols and EGCG are known substances that have the function of regenerating the epidermal cells of the skin and preventing skin aging.
2.5중량%의 우태아 혈청이 함유된 DMEM(Dulbecco's Modified Eagle's Media) 배지가 들어 있는 96공 평판배양기(96-well microtiter plate)에 인간의 섬유아세포를 (Cascade Biologics사)(Portland, OR, U.S.A.) 5,000 세포/웰(well)이 되도록 넣고, 90% 정도 자랄 때까지 배양하였다. 그 후 무혈청 DMEM 배지에서 24시간 배양한 다음, 무혈청 DMEM 배지에 녹여진 실시예 1의 리그닌-탄수화물 복합체 50ppm, 비교예 1의 리그닌-탄수화물 복합체 50ppm, 토코페롤 및 EGCG (Sigma Aldrich사)각각을 50uM 농도로 24시간 동안 처리한 후, 세포배양액을 채취하였다. Human fibroblasts (Cascade Biologics) (Portland, OR, USA) in 96-well microtiter plates containing DMEM (Dulbecco's Modified Eagle's Media) medium containing 2.5% fetal calf serum. 5,000 cells / well were added and incubated until 90% growth. After culturing for 24 hours in serum-free DMEM medium, 50 ppm of the lignin-carbohydrate complex of Example 1 dissolved in serum-free DMEM medium, 50 ppm of the lignin-carbohydrate complex of Comparative Example 1, tocopherol and EGCG (Sigma Aldrich) After treatment for 24 hours at 50uM concentration, the cell culture was collected.
콜라게나제 측정기구 (미국 아머샴파마샤 사)를 이용하여 채취한 세포배양액의 콜라게나제 생성 정도를 측정하였다. 먼저 1차 콜라게나제 항체가 균일하게 도포된 96-공 평판(96-well plate)에 채취된 세포 배양액을 넣고 3시간 동안 항원-항체 반응을 항온조(36℃)에서 실시하였다. The degree of collagenase production of the cell cultures collected using a collagenase measuring instrument (Amersham Pharmacia, USA) was measured. First, the collected cell culture solution was placed in a 96-well plate uniformly coated with primary collagenase antibody, and the antigen-antibody reaction was performed in a thermostat (36 ° C.) for 3 hours.
3시간 후 발색단이 결합된 2차 콜라겐 항체를 96-웰 플레이트 (96-well plate)에 넣고 다시 15분간 반응시켰다. 15분 후, 발색 유발물질을 넣어 실온에서 15분간 발색시키고, 다시 1M 황산을 넣어 반응 (발색)을 중지시키면 반응액의 색깔은 노란색을 띠게 되는데, 반응의 진행 정도에 따라 노란색의 정도가 다르게 나타남을 확인하였다.After 3 hours, the chromophore-conjugated secondary collagen antibody was placed in a 96-well plate and reacted again for 15 minutes. After 15 minutes, add the coloring inducing substance and color it for 15 minutes at room temperature. Then, add 1M sulfuric acid to stop the reaction (color development). The color of the reaction solution becomes yellow. It was confirmed.
노란색을 띠는 96-웰 플레이트 (96-well plate)의 흡광도를 흡광계를 이용하여 405nm에서 측정하였고, 하기 수학식 2에 의해 콜라게나제의 합성 정도를 계산하였다. 이때 조성물을 처리하지 않은 군의 채취된 세포배양액의 반응 흡광도를 음성 대조군으로 하였다. 즉, 음성 대조군에서의 콜라게나제의 발현 정도를 100으로 하고, 이에 대비하여 시험물질을 처리한 군에서의 콜라게나제의 발현 정도를 구하였으며, 그 결과는 하기 표 3에 나타내었다. The absorbance of the yellow 96-well plate (96-well plate) was measured at 405nm using an absorbance meter, the degree of synthesis of collagenase was calculated by the following equation (2). At this time, the reaction absorbance of the collected cell culture solution of the group not treated with the composition was used as a negative control. That is, the expression level of collagenase in the negative control group was set to 100, and the expression level of collagenase in the group treated with the test substance was calculated, and the results are shown in Table 3 below.
[수학식 2][Equation 2]
콜라게나제 발현 정도(%)=(물질 처리 세포군의 흡광도/대조군의 흡광도)× 100Collagenase expression level (%) = (absorbance of substance treated cell group / absorbance of control group) × 100
시험물질Test substance 콜라게나제 발현 정도(%)Collagenase expression level (%)
음성 대조군(비처리군)Negative control group (non-treated group) 100100
양성대조군 1(토코페롤)Positive control group 1 (tocopherol) 7676
양성대조군 2(EGCG)Positive control group 2 (EGCG) 6161
비교예 1Comparative Example 1 8989
실시예 1Example 1 5858
실시예 1이 비교예 1 보다 시험관내(in vitro)에서 콜라게나제의 발현을 효과적으로 억제하였으며, 항노화 물질로 알려져 있는 토코페롤과 EGCG보다도 콜라게나제의 발현 억제능이 우수함을 확인할 수 있었다. 이를 통하여 본 발명의 일 측면에 따른 효소반응을 이요하여 제조한 리그닌-탄수화물 복합체 또는 이를 포함하는 조성물은 현저한 항노화 효과를 나타냄을 확인할 수 있다.Example 1 more effectively inhibited the expression of collagenase in vitro than Comparative Example 1, it was confirmed that the expression inhibitory ability of collagenase is superior to tocopherol and EGCG known as anti-aging substances. Through this, it can be seen that the lignin-carbohydrate complex prepared by using the enzymatic reaction according to an aspect of the present invention or a composition comprising the same shows a significant anti-aging effect.
[시험예 4] 분자량 측정Test Example 4 Measurement of Molecular Weight
비교예 1 및 실시예 1 리그닌-탄수화물 복합체의 분자량을 겔투과크로마토그래피를 이용하여 측정하였다. 상기 실시예 1 및 비교예 1 각각을 정제수에 녹여 5,000 ppm 용액으로 만든 후, HPLC (Waters사, 2695 model)를 이용하여 분자량 측정 (Waters사, 2414 RI 검출기)을 진행하였다. 고정상은 Tosch 사의 TSK gel G5000PWxL/TSK gel G4000PWxL/TSK gel G3000PWxL 세가지 칼럼을 연결하여 이용하였다. Comparative Example 1 and Example 1 The molecular weight of the lignin-carbohydrate complex was measured using gel permeation chromatography. Each of Example 1 and Comparative Example 1 was dissolved in purified water to make a 5,000 ppm solution, followed by molecular weight measurement (Waters, 2414 RI detector) using HPLC (Waters, 2695 model). The stationary phase was used by connecting three columns of Tosch TSK gel G5000PWxL / TSK gel G4000PWxL / TSK gel G3000PWxL.
측정결과는 도 2에 도시하였다. 그 결과 비교예 1에 비해 실시예 1이 현저히 작은 분자량을 가지고 있었고, 이로 인하여 효소 반응을 이용한 솔방울 리그닌-탄수화물 복합체가 기존 열수 추출로 제조한 솔방울 리그닌-탄수화물 복합체보다 우수한 항산화, 피부 항노화 효능을 가지는 것으로 판단된다.The measurement results are shown in FIG. As a result, compared to Comparative Example 1, Example 1 had a significantly lower molecular weight, and thus, the pineal lignin-carbohydrate complex using enzyme reaction had superior antioxidant and skin anti-aging effects than the pineal lignin-carbohydrate complex prepared by conventional hydrothermal extraction. It is judged to have.
이하, 본 발명에 따른 조성물의 제형 예를 설명하나, 이는 본 발명을 한정하고자 함이 아닌 단지 구체적으로 설명하고자 함이다.Hereinafter, an example of the formulation of the composition according to the present invention will be described, which is intended to explain in detail only and not intended to limit the present invention.
[제형예 1] 유연화장수(스킨로션)Formulation Example 1 Flexible Cosmetic (Skin Lotion)
배합 성분Compounding ingredient 함량 (중량 %)Content (weight%)
실시예 1Example 1 0.0010.001
글리세린glycerin 3.03.0
부틸렌글리콜Butylene glycol 2.02.0
프로필렌글리콜Propylene glycol 2.02.0
카르복시비닐폴리머Carboxy Vinyl Polymer 0.10.1
피이지-12 노닐페닐에테르Fiji-12 nonylphenyl ether 0.20.2
폴리솔베이트 80Polysorbate 80 0.40.4
에탄올ethanol 10.010.0
트리에탄올아민Triethanolamine 0.10.1
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
[제형예 2] 영양화장수(밀크로션)Formulation Example 2 Nutritious Longevity
배합 성분Compounding ingredient 함량 (중량 %)Content (weight%)
실시예 1Example 1 0.0010.001
글리세린glycerin 3.03.0
부틸렌글리콜Butylene glycol 3.03.0
프로필렌글리콜Propylene glycol 3.03.0
카르복시비닐폴리머Carboxy Vinyl Polymer 0.10.1
밀납Beeswax 4.04.0
폴리솔베이트 60Polysorbate 60 1.51.5
카프릴릭/카프릭 트리글리세라이드Caprylic / Capric Triglycerides 5.05.0
스쿠알란Squalane 5.05.0
솔비타세스퀴올레이트Sorbitassquioleate 1.51.5
유동파라핀Liquid paraffin 0.50.5
세테아릴 알코올Cetearyl Alcohol 1.01.0
트리에탄올아민Triethanolamine 0.20.2
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
[제형예 3] 영양크림Formulation Example 3 Nutrition Cream
배합 성분Compounding ingredient 함량(중량%)Content (% by weight)
실시예 1Example 1 0.0010.001
글리세린glycerin 3.03.0
부틸렌글리콜Butylene glycol 3.03.0
유동파라핀Liquid paraffin 7.07.0
베타글루칸Beta Glucan 7.07.0
카보머Carbomer 0.10.1
카프릴릭/카프릭 트리글리세라이드Caprylic / Capric Triglycerides 3.03.0
스쿠알란Squalane 5.05.0
세테아릴 글루코사이드Cetearyl Glucoside 1.51.5
소르비탄 스테아레이트Sorbitan stearate 0.40.4
폴리솔베이트 60Polysorbate 60 1.21.2
트리에탄올아민Triethanolamine 0.10.1
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
[제형예 4] 마사지 크림Formulation Example 4 Massage Cream
배합 성분Compounding ingredient 함량(중량%)Content (% by weight)
실시예 1Example 1 0.0010.001
글리세린glycerin 8.08.0
부틸렌글리콜Butylene glycol 4.04.0
유동파라핀Liquid paraffin 45.045.0
베타글루칸Beta Glucan 7.07.0
카보머Carbomer 0.10.1
카프릴릭/카프릭 트리글리세라이드Caprylic / Capric Triglycerides 3.03.0
밀납Beeswax 4.04.0
세테아릴 글루코사이드Cetearyl Glucoside 1.51.5
세스퀴 올레인산 소르비탄Sesqui oleic acid sorbitan 0.90.9
바세린Vaseline 3.03.0
파라핀paraffin 1.51.5
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
[제형예 5] 팩[Formulation Example 5] Pack
배합 성분Compounding ingredient 함량(중량%)Content (% by weight)
실시예 1Example 1 0.0010.001
글리세린glycerin 4.04.0
폴리비닐알콜Polyvinyl alcohol 15.015.0
히알루론산 추출물Hyaluronic acid extract 5.05.0
베타글루칸Beta Glucan 7.07.0
알란토인Allantoin 0.10.1
노닐 페닐에테르Nonyl Phenyl Ether 0.40.4
폴리솔베이트 60Polysorbate 60 1.21.2
에탄올 방부제Ethanol preservative 6.0적량6.0 quantity
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
[제형예 6] 연고Formulation Example 6 Ointment
배합 성분Compounding ingredient 함량(중량%)Content (% by weight)
실시예 1Example 1 0.0010.001
글리세린glycerin 8.08.0
부틸렌글리콜Butylene glycol 4.04.0
유동파라핀Liquid paraffin 15.015.0
베타글루칸Beta Glucan 7.07.0
카보머Carbomer 0.10.1
카프릴릭/카프릭 트리글리세라이드Caprylic / Capric Triglycerides 3.03.0
스쿠알란Squalane 1.01.0
세테아릴 글루코사이드Cetearyl Glucoside 1.51.5
소르비탄 스테아레이트Sorbitan stearate 0.40.4
세테아릴 알코올Cetearyl Alcohol 1.01.0
밀납Beeswax 4.04.0
방부제, 색소, 향료Preservative, coloring, flavoring 적량Quantity
정제수Purified water 잔량Remaining amount
이상으로 본 발명 내용의 특정한 부분을 상세히 기술하였는 바, 당업계의 통상의 지식을 가진 자에게 있어서 이러한 구체적 기술은 단지 바람직한 실시태양일 뿐이며, 이에 의해 본 발명의 범위가 제한되는 것이 아닌 점은 명백할 것이다. 따라서, 본 발명의 실질적인 범위는 첨부된 청구항들과 그것들의 등가물에 의하여 정의된다고 할 것이다.As described above in detail the specific parts of the present invention, it is apparent to those skilled in the art that such specific description is merely a preferred embodiment, thereby not limiting the scope of the present invention. something to do. Thus, the substantial scope of the present invention will be defined by the appended claims and their equivalents.

Claims (13)

  1. 리그닌-탄수화물 복합체의 제조방법에 있어서,In the method for producing a lignin-carbohydrate complex,
    솔방울(pine cone)을 펙티나아제 효소 및 추출 용매로 추출하여 추출물을 수득하는 추출단계를 포함하는, 리그닌-탄수화물 복합체의 제조방법.Method of producing a lignin-carbohydrate complex comprising an extraction step of extracting a pine cone (pine cone) with a pectinase enzyme and an extraction solvent.
  2. 제 1항에 있어서,The method of claim 1,
    상기 솔방울(pine cone)은 소나무(Pinus)에서 수득한 것이며, The pine cone (pine cone) is obtained from Pine ( Pinus ),
    상기 소나무(Pinus)는 적송(Pinus densiflora Siebold & Zucc.), 금강소나무 (Pinus densiflora for. erecta Uyeki), 반송 (Pinus densiflora for. multicaulis Uyeki), 해송 (Pinus thunbergii Parl.), 구주소나무 (Pinus sylvestris L.), 리기다소나무 (Pinus rigida Mill), 잣나무 (Pinus koraiensis Siebold & Zucc.) 및 스트로브잣나무 (Pinus strobus L.)중 어느 하나 이상을 포함하는 것인, 제조 방법.The Pinus Pinus is Pinus densiflora Siebold & Zucc.), Pinus densiflora for.erecta Uyeki, Bounce ( Pinus densiflora for. multicaulis Uyeki), pine cone ( Pinus thunbergii Parl.), Old Tree ( Pinus) sylvestris L., Rigda pine ( Pinus) rigida Mill, Pine ( Pinus Koraiensis Siebold & Zucc.) and Strobe pine ( Pinus strobus L.), which comprises at least one.
  3. 제 1항에 있어서,The method of claim 1,
    상기 추출 용매는 물인, 제조 방법.Wherein said extraction solvent is water.
  4. 제 1항에 있어서,The method of claim 1,
    상기 추출단계는 30℃ 내지 60 ℃의 온도에서 추출하는, 제조 방법.The extraction step is extracted at a temperature of 30 ℃ to 60 ℃, manufacturing method.
  5. 제 1항에 있어서,The method of claim 1,
    상기 추출단계는 pH 3.5 내지 pH 6.5에서 추출하는, 제조 방법.The extraction step is extracted from pH 3.5 to pH 6.5, the production method.
  6. 제 1항에 있어서,The method of claim 1,
    상기 제조방법은 상기 추출단계 이전에 상기 솔방울을 알코올에 침지시켜 지용성 성분을 제거하는 전처리 단계; 및 The preparation method includes a pretreatment step of removing the fat-soluble component by immersing the pine cone in alcohol before the extraction step; And
    상기 추출단계 이후에 상기 추출물을 여과, 침전 및 건조하는 후처리 단계;를 포함하는 제조방법.A post-treatment step of filtering, precipitation and drying the extract after the extraction step.
  7. 리그닌-탄수화물 복합체에 있어서,In the lignin-carbohydrate complex,
    상기 리그닌-탄수화물 복합체는 솔방울에서 추출된 리그닌-탄수화물 복합체이고, 중량 평균 분자량(Mw)이 60,000 이하이며, 갈변이 억제된 것인, 리그닌-탄수화물 복합체. The lignin-carbohydrate complex is a lignin-carbohydrate complex extracted from the pine cone, the weight average molecular weight (Mw) is 60,000 or less, browning is suppressed, lignin-carbohydrate complex.
  8. 제 7항에 있어서,The method of claim 7, wherein
    상기 리그닌-탄수화물 복합체는 420nm 에서의 흡광도가 1.00 이하로 갈변이 억제된, 리그닌-탄수화물 복합체.The lignin-carbohydrate complex is lignin-carbohydrate complex is browning is suppressed to absorbance at 420nm or less than 1.00.
  9. 제 7항에 있어서,The method of claim 7, wherein
    상기 리그닌-탄수화물 복합체는 제 1항 내지 제 6항 중 어느 한 항의 제조방법에 따라 제조된 것인, 리그닌-탄수화물 복합체.The lignin-carbohydrate complex is prepared according to any one of claims 1 to 6, lignin-carbohydrate complex.
  10. 제 1항 내지 제 6항 중 어느 한 항의 제조방법에 따라 제조되거나, 제 7항 내지 제8항 중 어느 한 항에 따른 리그닌-탄수화물 복합체를 포함하는 조성물.A composition prepared according to any one of claims 1 to 6 or comprising a lignin-carbohydrate complex according to any one of claims 7 to 8.
  11. 제 10항에 있어서,The method of claim 10,
    상기 조성물은 항산화용 조성물.The composition is an antioxidant composition.
  12. 제 10항에 있어서,The method of claim 10,
    상기 조성물은 피부 항노화용 조성물.The composition is a composition for anti-aging skin.
  13. 제 10항에 있어서,The method of claim 10,
    상기 조성물은 화장료 또는 식품 조성물.The composition is a cosmetic or food composition.
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