Antioxidant additive composition and use thereof for synergistic antioxidation

A composition of lycopene and multihydrolycopene, particularly phytofluene and phytoene, with optional carriers, addresses the lack of synergistic antioxidant effects in existing products, achieving enhanced antioxidant performance.

JP2025105569APending Publication Date: 2025-07-10SHISEIDO CO LTD +2
View PDF 3 Cites 0 Cited by

Patent Information

Application Number
JP2024229938
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-12-28
Filing Date
2024-12-26
Publication Date
2025-07-10

AI Technical Summary

Technical Problem

Existing antioxidant products containing lycopene and multihydrolycopene lack synergistic antioxidant effects, and their antioxidant activity has room for improvement.

Method used

A composition comprising lycopene and multihydrolycopene, specifically phytofluene and phytoene, in a specific mass ratio, optionally with oxidation-inert carriers, for synergistic antioxidant action in cosmetics and food.

Benefits of technology

The composition exhibits significantly enhanced in vitro antioxidant capacity, with DPPH radical scavenging and FRAP reducing abilities exceeding calculated values, demonstrating a synergistic effect.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 2025105569000001
    Figure 2025105569000001
Patent Text Reader

Abstract

To provide an antioxidant additive composition and use thereof for synergistic antioxidation.SOLUTION: An antioxidant composition of the present invention comprises (a) lycopene and (b) multi-hydrolycopene including phytofluene and phytoene. A mass ratio of (a) to (b) is 100:(5-80).SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to an antioxidant additive composition and its use for synergistic antioxidation, belonging to the fields of cosmetics and food.

Background Art

[0002] Carotenoids are isopentenoid polymers containing 40 carbons in the molecule, i.e., tetraterpenoids, and are widely present in higher plants such as fruits and vegetables, as well as fungi and algae. Animals themselves cannot synthesize carotenoids and can only ingest them from food. Carotenoids are formed by connecting 8 isoprene units end to end. Due to the presence of many conjugated double bonds in the molecule, carotenoids usually have strong antioxidant activity. Representative carotenoids include lycopene, astaxanthin, lutein, etc.

[0003] Lycopene (C 40 H 56 ) mainly exists in foods such as tomatoes, watermelons, grapefruits, and papayas, and its molecular structure contains 11 conjugated double bonds and 2 non-conjugated double bonds. There are 72 cis-trans isomers of lycopene.

[0004] In recent years, during the synthesis of carotenoids in higher plants and algae, phytoene (molecular formula C 40 H 64 ), phytofluene (molecular formula C 40 H 62)Colorless precursors such as, usually called Multi hydrogen lycopene (including but not limited to phytoene and phytofluene), which is a 40-carbon intermediate in the biosynthesis of carotenoids, have been found to be formed first. In terms of molecular structure, phytoene has only 3 conjugated double bonds, and phytofluene has only 5 conjugated double bonds, far fewer than other colored carotenoids (including at least 7 conjugated double bonds). Therefore, unlike many carotenoids that exhibit orange to red colors, their maximum absorption wavelengths are λmax = 286 nm for phytoene and λmax = 348 nm for phytofluene, respectively, outside the visible light region (390 nm - 780 nm). Therefore, multi hydrogen lycopene cannot exhibit orange to red colors like most carotenoids and cannot be called a true "pigment".

[0005] The origins of conventional lycopene extracts include three methods: extraction from natural edible fruits and vegetables such as tomatoes, fermentation by Blakeslea trispora, and chemical synthesis. Lycopene products obtained by these three methods basically do not contain phytoene or phytofluene. On the other hand, typical products with phytoene and phytofluene as the main functional components, such as white tomato powder and white tomato seed oil, do not contain colored carotenoids such as lycopene, and the ratio of lycopene to multi hydrogen lycopene in these products is usually 1:100 or more.

[0006] For example, Patent Document 1 discloses a method for resource utilization of unripe tomatoes, in which the water content of the raw material is controlled to 20% - 40%, and separation and extraction are carried out using ethanol as an extractant to obtain an extract containing phytofluene and phytoene and an extract containing lycopene respectively. After adjusting the water content to remove alkaloids, classification extraction is carried out using the difference in solubility to obtain a product containing phytofluene and phytoene in an amount of 0.9 - 1.1%, and it is described that the residue is used for the extraction of lycopene. The essence of this patent document is to use unripe tomatoes as raw materials to obtain a product containing phytofluene and phytoene and a lycopene-containing extract respectively.

[0007] In addition, compositions containing both lycopene and multihydrolycopene have also been reported. For example, Patent Document 2 discloses a composition containing (a) lycopene, (b) phytoene and phytofluene, and (c) carnosic acid. In this document, the synergistic effect of lycopene and carnosic acid has been studied.

[0008] Patent Document 3 discloses a composition containing prolycopene, an acceptable carrier, and optionally other carotenoids selected from neurosporene, phytoene, phytofluene, ζ-carotene, β-carotene, trans-lycopene and any combination thereof. This composition has improved bioavailability and antioxidant stress activity.

Prior Art Documents

Patent Documents

[0009]

Patent Document 1

Patent Document 2

Patent Document 3

Summary of the Invention

Problems to be Solved by the Invention

[0010] The antioxidant activity of existing products containing lycopene and multihydrolycopene still has room for improvement, and the synergistic antioxidant effect of lycopene and multihydrolycopene has not been reported. [Means for solving the problem]

[0011] As a result of intensive research, the inventors have discovered that when lycopene and multihydrolycopene are present simultaneously and their content ratio is within an appropriate range, the composition has a significantly higher in vitro antioxidant ability than the same amount of lycopene alone or multihydrolycopene alone, and that the combination of lycopene and multihydrolycopene shows a clear synergistic antioxidant effect, leading to the completion of the present invention.

[0012] Specifically, in the present invention, the means for solving the problems of the present invention are as follows.

[0013] [1] Use of an antioxidant composition for synergistic antioxidant effects, the antioxidant composition comprising: Lycopene(a) and (b) multihydrolycopene containing phytofluene and phytoene; The mass ratio of (a) to (b) is 100:(5 to 80). [2] The use according to [1], wherein the composition is a tomato-derived composition. [3] The use according to [1] or [2], which is for use in cosmetics or food. [4] Lycopene(a) and Multihydrolycopene containing phytofluene and phytoene (b); and optionally one or more carrier components (c), The mass ratio of the (a) to the (b) is 100:(5 to 80), The (c) is an antioxidant additive composition selected from one or more oxidatively inactive ingredients. [5] The composition according to [4], wherein the mass ratio of (a) to (b) is 100:(5 to 35). The composition according to [4] or [5], wherein the mass ratio of (a) to (b) is 100:(12 to 28). The composition according to [4] or [5], wherein (c) is in a solid, semi-solid or liquid state. Use of the composition according to any one of [4] to [7] for synergistic antioxidant action. Use of the composition according to any one of [4] to [7] in the manufacture of cosmetics. Use of the composition according to any one of [4] to [7] in the manufacture of food. [Advantages of the Invention]

[0014] The present invention has found a synergistic antioxidant effect of a specific ratio of lycopene and multi-hydrolyzed lycopene, and improved the antioxidant effect of the composition containing lycopene and multi-hydrolyzed lycopene. [Modes for Carrying Out the Invention]

[0015] [Terms and Definitions] Hereinafter, each exemplary embodiment, feature and aspect of the present invention will be described in detail. Here, the term "exemplary" means "shown as a specific example, embodiment or illustrative example". All embodiments described as "exemplary" in this specification are not necessarily to be construed as being more preferable or advantageous than other embodiments.

[0016] In addition, in order to better explain the present invention, many details are shown in the specific embodiments described hereinafter. Those skilled in the art should understand that the present invention can be implemented even without some specific details. In some embodiments, in order to emphasize the gist of the present invention, detailed descriptions of methods, means, devices and processes well known to those skilled in the art are omitted.

[0017] Unless otherwise specified, all units used in this specification are international standard units, and numerical values and numerical ranges in the present invention should be understood to include inevitable systematic errors in industrial production.

[0018] In this specification, "capable of" includes both the meaning of performing a certain process and not performing a certain process.

[0019] In this specification, expressions such as "some specific embodiments / preferred embodiments", "another part of specific embodiments / preferred embodiments", "embodiments", etc. mean that the specific elements (e.g., features, structures, properties and / or characteristics) described in relation to the said embodiments are included in at least one embodiment described in this specification, and may or may not exist in other embodiments. Note that the above elements can exist in any appropriate combination in various embodiments.

[0020] In this specification, the numerical range indicated by "numerical value A to numerical value B" refers to a range including the limit values A and B.

[0021] In this specification, when "normal temperature" or "room temperature" is described, the temperature may be 20 to 30 °C.

[0022] In this specification, "lycopene" includes all its cis-trans isomers.

[0023] In this specification, the abbreviation "LYC" represents lycopene, the abbreviation "PT" represents phytoene, and the abbreviation "PTF" represents phytofluene.

[0024] <Use for synergistic antioxidation> The present invention aims to provide the use of an antioxidant composition for synergistic antioxidation. The above antioxidant composition is lycopene (a) and multi-hydrolyzed lycopene (b) containing phytofluene and phytoene, and the mass ratio of (a) to (b) is 100:(5 to 80).

[0025] In one embodiment, the antioxidant composition is a composition derived from tomatoes, and specifically, it may be a composition obtained using tomatoes as a raw material.

[0026] In one embodiment, the synergistic antioxidant use of the present invention is for use in cosmetics or foods. Examples of cosmetics include, but are not limited to, creams, ointments, emulsions, lotions for the face and body, hair care products such as shampoos and conditioners, and makeup products such as cream foundations, liquid foundations, blushes, and lipsticks. Examples of foods include, but are not limited to, dairy products, soy products, meat products, candies, biscuits, cakes, and further dietary supplements.

[0027] In one embodiment, (b) consists of phytofluene and phytoene.

[0028] In one embodiment, the present invention further relates to the use of lycopene for the synergistic antioxidant effect of an antioxidant composition containing lycopene (a) and multihydrolycopene (b).

[0029] In one embodiment, the present invention further relates to the use of multihydrolycopene for the synergistic antioxidant effect of an antioxidant composition containing lycopene (a) and multihydrolycopene (b).

[0030] In one embodiment, based on 100 parts by mass of (a), the content of (b) may be, for example, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80 parts by mass.

[0031] In a preferred embodiment, the mass ratio of (a) to (b) is 100:(5 to 35).

[0032] In a more preferred embodiment, the mass ratio of (a) to (b) is 100:(12 to 28), more preferably 100:(13 to 25), even more preferably 100:(14 to 22), still more preferably 100:(15 to 20), and even more preferably 100:(16 to 17).

[0033] In another more preferred embodiment, the mass ratio of (a) to (b) is 100:(5 to 9), more preferably 100:(5 to 8), and even more preferably 100:(5 to 7). Also preferably 100:(5.01 to 9), more preferably 100:(5.05 to 8), and even more preferably 100:(5.10 to 7).

[0034] In one embodiment, synergistic antioxidation means that the measured value of the antioxidation activity of the antioxidant composition (for example, DPPH radical scavenging ability or FRAP (Fe 3+ reduction ability)) is higher than the calculated value. Here, the measured value refers to the value obtained by measurement, and the calculated value refers to the value weighted by the content ratio of each component.

[0035] DPPH radical scavenging ability DPPH (1,1-diphenyl-2-trinitrophenylhydrazine) is a stable radical in an organic solvent. The N atom in its structure contains one lone pair with a strong absorption near 517 nm, and its solution is purple. When a radical scavenger is present in the detection system, the lone pair of DPPH is coordinated, the concentration decreases, and the absorption weakens or disappears. The degree of the fading of its color is in a stoichiometric relationship with the number of coordinated electrons. By measuring the degree of absorption decrease by spectrophotometry, the radical scavenging activity of the detection sample can be evaluated.

[0036] In a preferred embodiment, the synergistic antioxidation means that the measured value of DPPH of the antioxidant composition / the calculated value of DPPH is 1.04 or more, more preferably 1.05 or more, still more preferably 1.06 or more, even more preferably 1.07 or more, and further for example, 1.08 or more, 1.09 or more, 1.10 or more.

[0037] In a more preferred embodiment, the synergistic antioxidation means that the measured value of DPPH of the antioxidant composition / the calculated value of DPPH is 1.30 or more, preferably 1.40 or more, more preferably 1.45 or more, still more preferably 1.50 or more.

[0038] In a further embodiment, the synergistic antioxidation means that the measured value of DPPH of the antioxidant composition / the calculated value of DPPH is 2.50 or more, preferably 2.60 or more, more preferably 2.70 or more, still more preferably 2.80 or more, even more preferably 2.90 or more.

[0039] In one embodiment, the synergistic antioxidation means that the measured value of DPPH of the antioxidant composition is more than 214.5, preferably 217 or more, more preferably 220 or more, still more preferably 300 or more, even more preferably 550 or more, and the unit is μmol Trolox (TE) / 100mg.

[0040] Here, the measured value of DPPH is a value representing the DPPH radical scavenging ability of the antioxidant composition, which is obtained by measuring the absorbance of the reaction product of the antioxidant composition and DPPH (1,1-diphenyl-2-trinitrophenylhydrazine) and calculating from the calibration curve of water-soluble vitamin E analog (Trolox), and the unit is μmol Trolox (TE) / 100mg sample.

[0041] The calculated value of DPPH is calculated by the following formula. Calculated value of DPPH = 214.5m + 82.01n Wherein, based on the total weight of LYC, PT and PTF in the composition, m is the content ratio of LYC in the composition, and n is the total content ratio of PT and PTF in the composition.

[0042] FRAP (Fe 3+ reducing ability) The FRAP reaction is a one-electron transfer (SET) reaction, and Fe 3+ -TPTZ can be reduced to ferrous ions by the reducing sample, the product exhibits a blue color, and has a maximum absorption at 593 nm. Therefore, by measuring the change in absorbance of the sample with a microplate reader, the antioxidant capacity of the sample can be evaluated.

[0043] In a preferred embodiment, synergistic antioxidant means that the FRAP measured value / FRAP calculated value of the antioxidant composition is 1.00 or more, preferably 1.02 or more, more preferably 1.20 or more, still more preferably 1.40 or more, and even more preferably 1.50 or more.

[0044] In a preferred embodiment, synergistic antioxidant means that the FRAP measured value of the antioxidant composition is 51 or more, preferably 53 or more, more preferably 60 or more, still more preferably 61 or more, even more preferably 63 or more, and even more preferably 64 or more, and the unit is μmol Trolox (TE) / 100 mg.

[0045] Here, the FRAP measured value is a value representing the antioxidant capacity of the antioxidant composition, which is measured by measuring the absorbance of the reaction product of the antioxidant composition and Fe 3+ -TPTZ at a wavelength of 593 nm and calculated from the calibration curve of the water-soluble vitamin E analog (Trolox), and the unit is μmol Trolox (TE) / 100 mg sample.

[0046] The FRAP calculated value is calculated by the following formula. FRAP calculated value = 42.68m + 50.99n In the formula, based on the total weight of LYC, PT and PTF in the composition, m is the content ratio of LYC in the composition, and n is the total content ratio of PT and PTF in the composition.

[0047] <Composition> One object of the present invention is to provide an antioxidant additive composition comprising lycopene (a), multi-hydrolyzed lycopene (b) containing phytofluene and phytoene, and optionally one or more carrier components (c), wherein the mass ratio of (a) to (b) is 100: (5-80), and the (c) is selected from one or more oxidation-inert components.

[0048] In one embodiment, based on 100 parts by mass of (a), the content of (b) may be, for example, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79 parts by mass.

[0049] In a preferred embodiment, the mass ratio of (a) to (b) is 100: (5-35).

[0050] In a more preferred embodiment, the mass ratio of (a) to (b) is 100: (12-28), more preferably 100: (13-25), even more preferably 100: (14-22), and even more preferably 100: (15-20).

[0051] In another more preferred embodiment, the mass ratio of (a) to (b) is 100:(5 to 9), more preferably 100:(5 to 8), and even more preferably 100:(5 to 7). Also preferably, it is 100:(5.01 to 9), more preferably 100:(5.05 to 8), and even more preferably 100:(5.10 to 7).

[0052] In one embodiment, (c) is in a solid, semi-solid or liquid state.

[0053] In one embodiment, (c) is a solid, for example, solid fats and oils such as cocoa butter, coconut oil, horse oil, hydrogenated coconut oil, palm oil, shea butter, mutton tallow, hydrogenated beef tallow, palm kernel oil, lard, beef bone oil, Japan wax kernel oil, hydrogenated oil, beef foot oil, urushi wax, hydrogenated castor oil, etc.; waxes such as beeswax, candelilla wax, cotton wax, carnauba wax, yamamomo wax, insect wax, whale wax, montan wax, rice bran wax, lanolin, kapok wax, acetylated lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, hydrogenated lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesteryl ether, POE hydrogenated lanolin alcohol ether, etc.; hydrocarbon waxes such as polyethylene wax, paraffin, ozokerite, ceresin wax, microcrystalline wax (lunacera), etc.; fatty acid glyceryl ethers such as monostearyl glyceryl ether (batyl alcohol), etc.; fatty acid glycerides such as acetylated glyceride, triheptyl undecanoin, etc. Although various solid oils are exemplified, they are not limited thereto. These may be used alone or in combination of two or more.

[0054] In one embodiment, (c) is semi-solid, for example, petrolatum, trioleyl glycerol, lanolin fatty acid esters, branched or hydroxylated fatty acid cholesterols, dipentaerythritol fatty acid esters (such as dipentaerythritol hexahydroxystearate), hydrogenated castor oil isostearate, hydrogenated castor oil monohydroxystearate, glyceryl tri(caprylate / caprate / myristate / stearate), myristyl lactate, hydrogenated castor oil dimer dilinoleate, dimer dilinoleic acid (phytosteryl / behenyl), dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl), phytosteryl oleate, pentaerythrityl tetra(behenate / benzoate / ethylhexanoate), dipentaerythrityl hexahydroxystearate, and various other semi-solid oils, but are not limited thereto. These may be used alone or in combination of two or more kinds.

[0055] In one embodiment, (c) is liquid, for example, water, organic solvents, etc. The organic solvent may be one or more selected from ester-based, hydrocarbon-based, ketone-based, alcohol-based, nitrile-based, ether-based solvents, and preferably, one or more selected from ethyl acetate, n-hexane, acetone, methanol, acetonitrile, methanol, methyl tert-butyl ether.

[0056] In one embodiment, (c) is an edible component such as, for example, animal oil, vegetable oil, meat (such as pork, beef, mutton, chicken, duck, fish, etc.), milk (such as cow's milk, goat milk, etc.), eggs, grains (such as wheat, rice, millet, adzuki bean, mung bean, black bean, etc.), fruit juice, fruit pulp, vegetable juice, honey, tea powder, plant extracts (such as tea leaf extracts, traditional Chinese medicine extracts, etc.), sugars (such as glucose, sucrose, fructose, maltose, etc.), food additives (such as colorants, enzyme preparations, thickeners, swelling agents, seasonings, etc.), chocolate, nuts, etc. These may be used alone or in combination of two or more kinds.

[0057] In one embodiment, (c) is a food additive, for example, one or more selected from functional materials, excipients, and flavoring agents.

[0058] Examples of functional materials include various vitamins such as pantothenic acid, folic acid, and biotin; various minerals such as zinc, calcium, magnesium, and iron; amino acids, oligosaccharides, propolis, royal jelly, ginkgo leaves, tulips, EPA, DHA, coenzyme Q10, chondroitin, lactic acid bacteria, lactoferrin, isoflavones, umeboshi, chitin, chitosan, glucose, α-lipoic acid, Agaricus blazei, Garcinia cambogia, propolis, collagen, astaxanthin, catechin, sesamin, ceramide, Cimicifuga simplex, spirulina, Uncaria, etc. These functional materials may be used alone or in combination of two or more.

[0059] The excipient may be any material generally used when preparing a desired dosage form. Examples include starches such as wheat starch, rice starch, corn starch, potato starch, dextrin, and cyclodextrin; sugars such as crystalline celluloses, lactose, glucose, granulated sugar, reduced maltose, malt syrup, fructooligosaccharide, and emulsified oligosaccharide; sugar alcohols such as sorbitol, erythritol, xylitol, lactitol, and mannitol. These excipients may be used alone or in combination of two or more.

[0060] Examples of flavoring agents include various fruit juice extracts such as pentane extract, lychee extract, and grapefruit extract; various fruit juices such as apple juice, orange juice, and lemon juice; various flavors such as peach flavor, ume flavor, and yogurt flavor; various sweeteners such as acesulfame K, sucralose, erythritol, oligosaccharides, mannose, xylitol, and isomerized sugars; various acidulants such as citric acid, malic acid, tartaric acid, and gluconic acid; various tea components such as green tea, oolong tea, banaba tea, eucommia tea, tieguanyin tea, adlay tea, amatcha zuru tea, macomo tea, and kelp tea. These flavoring agents may be used alone or in combination of two or more.

[0061] In another embodiment, (c) may contain one or more selected from coloring agents, preservatives, thickeners, binders, disintegrants, dispersants, stabilizers, gelling agents, antioxidants, surfactants, preservatives, pH adjusters, etc. As the coloring agent, preservative, thickener, binder, disintegrant, dispersant, stabilizer, gelling agent, antioxidant, surfactant, preservative, pH adjuster, existing ones used in foods and the like can be appropriately selected and used.

[0062] In an embodiment where (c) is an edible component, the form of the composition (food) of the present invention can be arbitrarily selected, such as liquid, solid, particulate, pellet, paste, gel, etc.

[0063] In this embodiment, specific examples of the composition of the present invention include, for example, beverages such as fruit juice drinks, vegetable juices, soft drinks, and tea; various general processed foods such as soups, puddings, yogurts, cake mix products, candies, biscuits, gummies, Gummi, chewing gums, etc. Furthermore, nutritional supplements such as oral liquids, foods for specified health uses, functional foods, healthy foods, etc. are also included. However, it is not limited to these examples.

[0064] The composition of the present invention can be made into an appropriate dosage form. For example, it can be made into solid dosage forms such as tablets, granules, powders, capsules, etc., and liquid dosage forms such as oral liquids, syrups, etc. In such preparations, excipients such as commonly used binders, disintegrants, thickeners, dispersants, resorption promoters, flavoring agents, buffers, surfactants, solubilizing agents, preservatives, emulsifiers, isotonic agents, stabilizers, or pH adjusters can be appropriately used.

[0065] In one embodiment, the content of (c) is 10 to 90% by mass, preferably 15 to 80% by mass, more preferably 20 to 75% by mass, still more preferably 25 to 70% by mass, and even more preferably 30 to 65% by mass. Also, for example, it may be 35% by mass, 40% by mass, 45% by mass, 50% by mass, 55% by mass, 60% by mass, etc.

[0066] In one embodiment, the composition of the present invention has a synergistic antioxidant effect. Specifically, the measured value of the antioxidant activity (DPPH radical scavenging ability or FRAP (Fe 3+ reduction ability)) of the antioxidant composition is higher than the calculated value.

[0067] The above description and preferred forms regarding the synergistic antioxidant are also suitable for the composition of the present invention.

[0068] <Method for manufacturing the composition> The antioxidant composition of the present invention can be obtained by selecting tomato varieties and maturity levels or by selecting raw material pretreatment methods according to ordinary lycopene extraction methods.

[0069] In one embodiment, the method for manufacturing the antioxidant composition of the present invention is 1) Raw material selection step, 2) Raw material pretreatment step, and 3-1) Extraction step.

[0070] In one embodiment, the method for manufacturing the antioxidant composition of the present invention is 1) Raw material selection step, 2) Raw material pretreatment step, and 3-2) Concentration step.

[0071] Each step will be described in detail below.

[0072] 1) Raw material selection step In the present invention, tomatoes containing lycopene, phytoene and phytofluene can be used as raw materials. For example, one or more of red tomatoes having a specific maturity level and fully ripe tomatoes having a light yellow or purple color can be mentioned.

[0073] In one embodiment, by measuring the contents of lycopene, phytofluene, and phytoene in tomatoes as raw materials, a tomato raw material in which the ratio of lycopene to multi-hydrolycopene is in the range of 100:5 to 100:80 can be selected to prepare the composition of the present invention.

[0074] In a preferred embodiment, the tomato raw material is preferably one or more of the processing tomatoes of IVF3535, 8210, Jinfan 11, and 3311 during the discoloration period.

[0075] In one embodiment, the selection of raw materials also includes selecting tomato raw materials in which the ratio of lycopene to multi-hydrolycopene meets the conditions, and removing those that are spoiled or have mold growth.

[0076] The contents of lycopene, phytofluene, and phytoene in tomatoes as raw materials can be measured, for example, by liquid chromatography. The detection wavelengths are 286 nm for phytoene, 286 nm for phytofluene, and 471 nm for lycopene, respectively.

[0077] The calibration curve for the quantification of phytoene is y = 198922x - 50591, and R 2 = 0.9999. Here, y is the peak area, x is the mass concentration of the sample, the unit is μg / mL, and the linear range is 2.5 - 50 μg / mL.

[0078] The calibration curve for the quantification of phytofluene is y = 181102x + 28628, and R 2 = 0.9981. Here, y is the peak area, x is the mass concentration of the sample, the unit is μg / mL, and the linear range is 2.5 - 50 μg / mL.

[0079] The calibration curve for the quantification of lycopene is y = 196356x - 37428, and R 2 = 0.9998. Here, y is the peak area, x is the mass concentration of the sample, the unit is μg / mL, and the linear range is 0.1 - 100 μg / mL.

[0080] 2) Pretreatment of raw materials The pretreatment of the raw materials includes pulping the tomato raw materials that have undergone the raw material selection process, treating them with a colloid mill, then mixing with water, centrifuging, and removing the supernatant to obtain tomato pulp.

[0081] In one embodiment, the disk gap of the colloid mill is adjusted so that the particle size of the treated tomatoes is 40 μm or more.

[0082] In one embodiment, the tomatoes treated with the colloid mill are mixed with water. The amount of water is 80-120% by mass of the tomatoes, for example 100%. Preferably, the mixing is performed by applying a shearing force. The mixing can be performed, for example, by mechanical stirring, magnetic stirring, or ultrasonic treatment.

[0083] In one embodiment, centrifugation can be performed using a three-legged centrifuge, and the pores of the bag filter are, for example, 100-200 mesh.

[0084] 3-1) Extraction The tomato pulp obtained by the pretreatment of the raw materials in (2) is extracted using an extractant to obtain the composition of the present invention.

[0085] In one embodiment, the extractant is an organic solvent such as a mixture of ethyl acetate and ethanol (95%), and the volume ratio of ethyl acetate to ethanol (95%) is 1:(0.8-1.2), for example 1:1.

[0086] In one embodiment, the extraction temperature is 50-80°C, preferably 60-70°C. In one embodiment, the extraction time is 1-3 hours, preferably 1.5-2 hours.

[0087] In one embodiment, part or all of the extractant and water in the extract may be removed. Specifically, the extract may be allowed to stand for layer separation, and after removing the lower aqueous layer, all or part of the solvent in the organic layer may be removed.

[0088] In a specific embodiment, an extractant is added to the tomato pulp obtained in 2), and after reflux extraction at 60 - 70 °C for 1.5 - 2 hours, the residue is removed by filtration. The obtained extract is allowed to stand at room temperature for 1.5 - 2.5 hours, the lower aqueous layer is removed, and then the upper organic layer is evaporated under reduced pressure to remove the solvent, thereby obtaining the composition of the present invention.

[0089] 3 - 2) Concentration The tomato pulp obtained in 2) can also be concentrated in an environment of a red light source (λ = 620 - 630 nm) to obtain the composition of the present invention.

[0090] In one embodiment, the tomato pulp obtained in 2) is vacuum - concentrated in an environment of a red light source (λ = 620 - 630 nm) to obtain a tomato concentrate.

[0091] In one embodiment, the tomato pulp obtained in 2) is freeze - dried or vacuum - dried in an environment of a red light source (λ = 620 - 630 nm) to obtain tomato powder.

[0092] <Use of the composition> The present invention further relates to the use of the antioxidant additive composition of the present invention for synergistic antioxidation.

[0093] The present invention further relates to the use of the antioxidant additive composition of the present invention in the manufacture of antioxidant cosmetics.

[0094] The present invention further relates to the use of the antioxidant additive composition of the present invention in the manufacture of antioxidant foods.

Examples

[0095] Hereinafter, embodiments of the present invention will be described in detail with reference to examples. However, those skilled in the art should understand that the following examples are only for explaining the present invention and do not limit the scope of the present invention. In the examples, those for which specific conditions are not specified shall follow normal conditions or conditions recommended by the manufacturer. Regarding the reagents and apparatuses used, those for which the manufacturer is not specified are all commercially available ordinary products.

[0096] Examples 1 to 9 Using commercially available lycopene extract (lycopene purity 90%) and white tomato seed oil (content of phytofluene and phytoene 10%) as raw materials, an ethyl acetate solution of mixed carotenoids with a total carotenoid concentration of 90 μg / mL was prepared according to the concentration ratio of lycopene and multihydrolycopene shown in Table 1, and samples were prepared.

[0097] The antioxidant capacity of the compositions of each example in vitro was evaluated by the following method. The results are shown in Table 1.

[0098] Measurement of DPPH radical scavenging ability Measurement method In some wells of a 96-well plate, after adding 200 μL of DPPH methanol solution (350 μM) to each well, 50 μL of a sample or a solution of water-soluble vitamin E analog (Trolox) with different concentrations was added to each well. To prevent interference with the detection by the color of the sample (absorption wavelength around 470 nm), in the control wells, 200 μL of methanol solvent was added to each well as a blank. Next, the reaction was carried out in the dark at room temperature for 6 hours, and the absorbance was measured at 517 nm using a UV-Vis ultraviolet-visible multimode microplate reader. The DPPH radical scavenging ability of the sample was determined from the calibration curve of the water-soluble vitamin E analog. Regarding the measurement results, Trolox was used as a reference standard, and the unit is μmol Trolox (TE) / 100 mg sample. The Trolox quantitative curve of the DPPH radical scavenging ability is y = 0.1098x + 0.4908, and R 2= 0.9735, and the linear range was 62.5 - 750 μM. Here, x is the concentration of Trolox (μmol / 100 mg), and y is the difference in absorbance (ΔA).

[0099] The DPPH calculated value is calculated by the following formula. DPPH calculated value = 214.5m + 82.01n In the formula, m is the content ratio of LYC (lycopene) in the composition, and n is the total weight of LYC, PT, and PTF in the composition, and is the total of the content ratios of PT (phytofluene) and PTF (phytoene) in the composition.

[0100] FRAP (Fe 3+ measurement of reducing ability) Measurement method Using a 96-well plate, the antioxidant activity of the sample was measured by the following procedure. 300 μL of Ferric-TPTZ reagent (40 mM hydrochloric acid solution of 20 mM TPTZ: 20 mM FeCl3·6H2O solution: 300 mM acetate buffer, 1:1:10, v / v / v) was mixed with the sample, 10 μL of the sample solution was taken, added to each 96-well plate, reacted at room temperature, and the absorbance at 593 nm was read using a UV-Vis microplate reader. The calibration curve was measured using water-soluble vitamin E analog (Trolox) with concentration gradients of 31.25, 62.5, 125, 250, 500, 750, and 1000 μM. To remove interference due to the color of the sample, a sample obtained by mixing 10 μL of the sample solution and 300 μL of acetate buffer was used as a blank. The antioxidant activity is expressed as μmol Trolox (TE) / 100 mg sample. The experiment was performed 3 times and the average value was taken for calculation. The Trolox quantification curve of the FRAP radical scavenging ability was y = 0.0009x + 0.003, and R 2 = 0.9885, and the linear range was 31.25 - 1000 μM. Here, x is the concentration of Trolox (μmol / 100 mg), and y is the difference in absorbance (ΔA).

[0101] The FRAP calculated value is calculated by the following formula. FRAP calculated value = 42.68m + 50.99n In the formula, based on the total weight of LYC, PT and PTF in the composition, m is the content ratio of LYC in the composition, and n is the total of the content ratios of PT and PTF in the composition.

[0102]

Table 1

[0103] As can be seen from Table 1, in the DPPH measurement and FRAP measurement, for the compositions of No. 2 - 8 (Examples 2 - 8), the measured values were greater than the calculated values, indicating that the combination of lycopene with phytofluene and phytoene showed a good synergistic effect.

[0104] The compositions of No. 2 and No. 6 had significantly greater DPPH measured values than the DPPH calculated values, showing a high synergistic effect, and in particular, the synergistic effect of No. 6 was remarkably high.

Industrial Applicability

[0105] The present invention can be applied to the fields of cosmetics and food, and in particular, can be applied to cosmetics or foods having an antioxidant effect or a sunscreen effect.

Claims

1. Use of an antioxidant composition for synergistic antioxidation, wherein the antioxidant composition comprises lycopene (a) and multi-hydrolycopene (b) containing phytofluene and phytoene, and is characterized in that the mass ratio of (a) to (b) is 100:(5 - 80).

2. The use according to claim 1, characterized in that the composition is a composition derived from tomatoes.

3. The use according to claim 1 or 2, characterized in that it is for use in cosmetics or food.

4. lycopene (a), multi-hydrolycopene (b) containing phytofluene and phytoene, and optionally, one or more carrier components (c), and is characterized in that the mass ratio of (a) to (b) is 100:(5 - 80), and the (c) is selected from one or more oxidation-inert components, an antioxidant additive composition.

5. The composition according to claim 4, characterized in that the mass ratio of (a) to (b) is 100:(5 - 35).

6. The composition according to claim 4 or 5, characterized in that the mass ratio of (a) to (b) is 100:(12 - 28).

7. The composition according to claim 4 or 5, characterized in that the (c) is in a solid, semi-solid or liquid state.

8. Use of the composition according to claim 4 or 5 for synergistic antioxidation.

9. Use of the composition according to claim 4 or 5 in the manufacture of cosmetics.

10. Use of the composition according to claim 4 or 5 in the manufacture of food. ​ ​

Citation Information

Patent Citations

  • Resource utilization method of incompletely ripe tomatoes

    CN112120225A

  • Lycopene compositions and methods for protecting skin against ultraviolet radiation

    CN112789052A

  • Prolycopene-rich compositions and methods of using same

    CN115697312A