JP2024023610A - Composition containing vitamin B12s - Google Patents

Composition containing vitamin B12s Download PDF

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JP2024023610A
JP2024023610A JP2023207968A JP2023207968A JP2024023610A JP 2024023610 A JP2024023610 A JP 2024023610A JP 2023207968 A JP2023207968 A JP 2023207968A JP 2023207968 A JP2023207968 A JP 2023207968A JP 2024023610 A JP2024023610 A JP 2024023610A
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vitamin
weight
fatty acid
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sorbitan fatty
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美穂 金本
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Kobayashi Pharmaceutical Co Ltd
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Kobayashi Pharmaceutical Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7135Compounds containing heavy metals
    • A61K31/714Cobalamins, e.g. cyanocobalamin, i.e. vitamin B12
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
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    • A23LFOODS, 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
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    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15Vitamins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4993Derivatives containing from 2 to 10 oxyalkylene groups
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
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    • A61K8/67Vitamins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/673Vitamin B group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
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    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/08Solutions
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    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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    • A61P3/02Nutrients, e.g. vitamins, minerals
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Abstract

【課題】本発明の目的は、ビタミンB12類を含み、光暴露によるビタミンB12類の分解が抑制されている組成物を提供することである。【解決手段】ビタミンB12類を含む組成物にポリオキシエチレンソルビタン脂肪酸エステルを含有させ、且つビタミンB12類1重量部に対してポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下となるように設定することにより、過酷な条件で光暴露を行ってもビタミンB12類の分解を抑制でき、ビタミンB12類に対する光安定化効果が格段顕著に奏される。【選択図】なしAn object of the present invention is to provide a composition containing vitamin B12s, in which decomposition of vitamin B12s due to exposure to light is suppressed. [Solution] Polyoxyethylene sorbitan fatty acid ester is contained in a composition containing vitamin B12s, and the amount of polyoxyethylene sorbitan fatty acid ester is set to be 10 parts by weight or less per 1 part by weight of vitamin B12s. As a result, decomposition of vitamin B12s can be suppressed even when exposed to light under harsh conditions, and the photostabilizing effect on vitamin B12s is significantly enhanced. [Selection diagram] None

Description

本発明は、ビタミンB12類を含み、光暴露によるビタミンB12類の分解が抑制されている組成物に関する。 The present invention relates to a composition containing vitamin B 12 , in which decomposition of vitamin B 12 due to exposure to light is suppressed.

ビタミンB12類は、水溶性ビタミンの一種であり、生命を維持するために不可欠な栄養素である。ビタミンB12類は、ビタミンB12類欠乏症、巨赤芽球性貧血、広節裂頭条虫症、悪性貧血、吸収不全症候群、眼精疲労、栄養性貧血、妊娠性貧血、神経痛等の症状の予防又は改善、肌荒れ改善等に有効であることが知られており、飲食品、口腔ケア製品、医薬品、化粧料等で使用されている。一方、ビタミンB12類は、光暴露により分解され易いことが知られており、ビタミンB12類を含む製品を実用化する上では、ビタミンB12類に対して光安定性を備えさせることが不可欠になっている。 Vitamin B12 is a type of water-soluble vitamin and is an essential nutrient for sustaining life. Vitamin B12 is associated with symptoms such as vitamin B12 deficiency, megaloblastic anemia, tapeworm disease, pernicious anemia, malabsorption syndrome, eye strain, nutritional anemia, pregnancy anemia, and neuralgia. It is known to be effective in preventing or improving skin irritation and improving rough skin, and is used in foods and drinks, oral care products, pharmaceuticals, cosmetics, etc. On the other hand, it is known that vitamin B 12 types are easily degraded by exposure to light, and in order to put products containing vitamin B 12 types into practical use, it is necessary to provide photostability to vitamin B 12 types. It has become essential.

従来、ビタミンB12類に光安定性を備えさせる製剤技術について種々報告されている。例えば、特許文献1には、ビタミンB12、及びブタノールを含む製剤が、ビタミンB12に光安定性を付与できることが開示されている。また、特許文献2には、ビタミンB12、及び特定のフェニルプロペンカルボニル構造を有するビタミン安定剤を含むビタミン組成物が、ビタミンB12に光安定性を付与できることが開示されている。また、特許文献3には、ビタミンB12にシクロデキストリン又はその誘導体を添加することによって、ビタミンB12に光安定化が図られることが開示されている。 Conventionally, various formulation techniques for imparting photostability to vitamin B12 have been reported. For example, Patent Document 1 discloses that a preparation containing vitamin B 12 and butanol can impart photostability to vitamin B 12 . Furthermore, Patent Document 2 discloses that a vitamin composition containing vitamin B 12 and a vitamin stabilizer having a specific phenylpropene carbonyl structure can impart photostability to vitamin B 12 . Furthermore, Patent Document 3 discloses that photostabilization of vitamin B 12 can be achieved by adding cyclodextrin or a derivative thereof to vitamin B 12 .

このように、従来、ビタミンB12類の光安定化を図る製剤技術については検討されているものの、近年、製品の多様化や品質向上に対する要望が向上しており、このような要望に追従するために、ビタミンB12類の光安定化を図る新たな技術の開発が望まれている。 As described above, although formulation technology for photostabilizing vitamin B12 has been studied in the past, in recent years there has been an increasing demand for product diversification and quality improvement, and it is necessary to follow these demands. Therefore, it is desired to develop a new technology for photostabilizing vitamin B12 .

国際公開第2008/113483号International Publication No. 2008/113483 特開2007-125018号公報Japanese Patent Application Publication No. 2007-125018 特開平4-49239号公報Japanese Unexamined Patent Publication No. 4-49239

本発明の目的は、ビタミンB12類を含み、光暴露によるビタミンB12類の分解が抑制されている組成物を提供することである。 An object of the present invention is to provide a composition containing vitamin B 12 and in which decomposition of vitamin B 12 due to exposure to light is suppressed.

本発明者は、前記課題を解決すべく鋭意検討を行ったところ、ビタミンB12類を含む組成物にポリオキシエチレンソルビタン脂肪酸エステルを含有させ、且つビタミンB12類1重量部に対してポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下となるように設定することにより、過酷な条件で光暴露を行ってもビタミンB12類の分解を抑制でき、ビタミンB12類に対する光安定化効果が格段顕著に奏されることを見出した。本発明は、かかる知見に基づいて、更に検討を重ねることにより完成したものである。 The present inventor conducted extensive studies to solve the above problems, and found that polyoxyethylene sorbitan fatty acid ester was added to a composition containing vitamin B 12s , and polyoxyethylene sorbitan was added to a composition containing 1 part by weight of vitamin B 12s . By setting the amount of ethylene sorbitan fatty acid ester to 10 parts by weight or less, it is possible to suppress the decomposition of vitamin B 12 types even when exposed to light under harsh conditions, and the photostabilizing effect on vitamin B 12 types is extremely remarkable. I discovered that it can be played. The present invention was completed through further studies based on this knowledge.

即ち、本発明は、下記に掲げる態様の発明を提供する。
項1. ビタミンB12類及びポリオキシエチレンソルビタン脂肪酸エステルを含有し、且つビタミンB12類1重量部当たりポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下である、ビタミンB12類含有組成物。
項2. 更にビタミンE類を含有する、項1に記載のビタミンB12類含有組成物。
項3. ビタミンB12類1重量部当たりビタミンE類が0.00125~1000重量部である、項2に記載のビタミンB12類含有組成物。
項4. 水性組成物である、項1~3のいずれかに記載のビタミンB12類含有組成物。
That is, the present invention provides the inventions of the following aspects.
Item 1. A vitamin B 12 -containing composition, which contains vitamin B 12 and polyoxyethylene sorbitan fatty acid ester, and the polyoxyethylene sorbitan fatty acid ester is 10 parts by weight or less per 1 part by weight of vitamin B 12 .
Item 2. Item 1. The vitamin B 12 -containing composition according to item 1, which further contains vitamin E.
Item 3. Item 2. The vitamin B 12 -containing composition according to item 2, wherein the vitamin E content is 0.00125 to 1000 parts by weight per 1 part by weight of vitamin B 12 classes.
Item 4. Item 4. The vitamin B 12 -containing composition according to any one of Items 1 to 3, which is an aqueous composition.

本発明によれば、光暴露によるビタミンB12類の分解を抑制できるので、ビタミンB12類を含む各種製品の保存安定性を向上させることが可能になる。 According to the present invention, it is possible to suppress the decomposition of vitamin B 12s due to exposure to light, thereby making it possible to improve the storage stability of various products containing vitamin B 12s .

1.ビタミンB 12 類含有組成物
本発明のビタミンB12類含有組成物は、ビタミンB12類及びポリオキシエチレンソルビタン脂肪酸エステルを含有し、且つビタミンB12類1重量部当たりポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下であることを特徴とする。以下、本発明のビタミンB12類含有組成物について、詳述する。
1. Composition containing vitamin B 12s The composition containing vitamin B 12s of the present invention contains vitamin B 12s and polyoxyethylene sorbitan fatty acid ester, and contains polyoxyethylene sorbitan fatty acid ester per part by weight of vitamin B 12s . It is characterized by being 10 parts by weight or less. The vitamin B 12 -containing composition of the present invention will be described in detail below.

[ビタミンB12類]
ビタミンB12類とは、ビタミンB12(シアノコバラミン)、その誘導体、及びそれらの塩を指す。本発明で使用されるビタミンB12類の種類については、飲食品、口腔ケア製品、医薬品、化粧料等の製品に配合可能であることを限度として特に制限されない。例えば、ビタミンB12の誘導体としては、メチルコバラミン、ヒドロキソコバラミン、アデノシルコバラミン、アクアコバラミン等が挙げられる。また、ビタミンB12及びその誘導体の塩としては、例えば、酢酸塩、トリフルオロ酢酸塩、酪酸塩、パルミチン酸塩、ステアリン酸塩、フマル酸塩、マレイン酸塩、コハク酸塩、マロン酸塩、乳酸塩、酒石酸塩、クエン酸塩等のカルボン酸塩;メタンスルホン酸塩、トルエンスルホン酸塩、トシル酸塩等の有機スルホン酸塩;塩酸塩、硫酸塩、硝酸塩、リン酸塩等の無機酸塩;メチルアミン、トリエチルアミン、トリエタノールアミン等の有機アミン塩;ナトリウム塩、カリウム塩等のアルカリ金属塩;カルシウム、マグネシウム等のアルカリ土類金属塩;アンモニウム塩等が挙げられる。
[Vitamin B 12 types]
Vitamin B 12 refers to vitamin B 12 (cyanocobalamin), its derivatives, and salts thereof. The type of vitamin B12 used in the present invention is not particularly limited as long as it can be incorporated into products such as food and drink products, oral care products, pharmaceuticals, and cosmetics. For example, derivatives of vitamin B12 include methylcobalamin, hydroxocobalamin, adenosylcobalamin, aquacobalamin, and the like. Salts of vitamin B12 and its derivatives include, for example, acetate, trifluoroacetate, butyrate, palmitate, stearate, fumarate, maleate, succinate, malonate, Carboxylate salts such as lactate, tartrate, and citrate; Organic sulfonate salts such as methanesulfonate, toluenesulfonate, and tosylate; Inorganic acids such as hydrochloride, sulfate, nitrate, and phosphate Salts; organic amine salts such as methylamine, triethylamine, triethanolamine; alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as calcium and magnesium salts; ammonium salts and the like.

これらのビタミンB12類は、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。 These 12 types of vitamin B may be used alone or in combination of two or more.

これらのビタミンB12類の中でも、好ましくはシアノコバラミンが挙げられる。 Among these vitamin B12s , cyanocobalamin is preferred.

本発明のビタミンB12類含有組成物におけるビタミンB12類の濃度については、当該ビタミンB12類含有組成物の形状や製品形態等に応じて適宜設定すればよいが、例えば、0.0001~0.2重量%、好ましくは0.0002~0.02重量%、より好ましくは0.0002~0.002重量%が挙げられる。 The concentration of vitamin B 12 types in the vitamin B 12 type-containing composition of the present invention may be set as appropriate depending on the shape and product form of the vitamin B 12 type-containing composition, but for example, from 0.0001 to 0.2% by weight, preferably 0.0002 to 0.02% by weight, more preferably 0.0002 to 0.002% by weight.

[ポリオキシエチレンソルビタン脂肪酸エステル]
本発明のビタミンB12類含有組成物は、ビタミンB12類の光安定化を図るために、ビタミンB12類1重量部に対して10重量部以下となる比率でポリオキシエチレンソルビタン脂肪酸エステルを含有する。
[Polyoxyethylene sorbitan fatty acid ester]
The vitamin B 12 -containing composition of the present invention contains polyoxyethylene sorbitan fatty acid ester at a ratio of 10 parts by weight or less per 1 part by weight of vitamin B 12 in order to photostabilize the vitamin B 12. contains.

ポリオキシエチレンソルビタン脂肪酸エステルとは、脂肪酸とソルビタンとのモノエステル、ジエステル、又はトリエステルであるソルビタン脂肪酸エステルにエチレンオキサイドが縮合している化合物である。ポリオキシエチレンソルビタン脂肪酸エステルを構成する脂肪酸の炭素数としては、例えば、8~30、好ましくは10~22、より好ましくは12~18が挙げられる。また、ポリオキシエチレンソルビタン脂肪酸エステルに縮合されているエチレンオキサイドの平均付加モル数としては、例えば、6~160、好ましくは6~60、より好ましくは6~30が挙げられる。ポリオキシエチレンソルビタン脂肪酸エステルとしては、具体的には、ポリソルベート20(ポリオキシエチレン(20)ソルビタンモノパルミテート)、ポリソルベート40(ポリオキシエチレン(20)ソルビタンモノラウレート)、ポリソルベート60(ポリオキシエチレン(20)ソルビタンモノステアレート)、ポリソルベート65(ポリオキシエチレン(20)ソルビタントリステアレート)、ポリソルベート80(ポリオキシエチレン(20)ソルビタンモノオレエート)、ポリソルベート85(ポリオキシエチレン(20)ソルビタントリオレエート)、ステアリン酸PEG-6ソルビタン、イソステアリン酸PEG-20ソルビタン、オレイン酸PEG-6ソルビタン、ポリソルベート85等が挙げられる。 Polyoxyethylene sorbitan fatty acid ester is a compound in which ethylene oxide is condensed with sorbitan fatty acid ester, which is a monoester, diester, or triester of fatty acid and sorbitan. The number of carbon atoms in the fatty acid constituting the polyoxyethylene sorbitan fatty acid ester is, for example, 8 to 30, preferably 10 to 22, more preferably 12 to 18. Further, the average number of moles of ethylene oxide added to the polyoxyethylene sorbitan fatty acid ester is, for example, 6 to 160, preferably 6 to 60, more preferably 6 to 30. Specifically, polyoxyethylene sorbitan fatty acid esters include polysorbate 20 (polyoxyethylene (20) sorbitan monopalmitate), polysorbate 40 (polyoxyethylene (20) sorbitan monolaurate), polysorbate 60 (polyoxyethylene (20) sorbitan monostearate), polysorbate 65 (polyoxyethylene (20) sorbitan tristearate), polysorbate 80 (polyoxyethylene (20) sorbitan monooleate), polysorbate 85 (polyoxyethylene (20) sorbitan trioleate) ate), PEG-6 sorbitan stearate, PEG-20 sorbitan isostearate, PEG-6 sorbitan oleate, polysorbate 85, and the like.

これらのポリオキシエチレンソルビタン脂肪酸エステルは、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。 These polyoxyethylene sorbitan fatty acid esters may be used alone or in combination of two or more.

これらのポリオキシエチレンソルビタン脂肪酸エステルの中でも、より一層効果的にビタミンB12類の光安定化を図るという観点から、好ましくはポリソルベート80が挙げられる。 Among these polyoxyethylene sorbitan fatty acid esters, polysorbate 80 is preferred from the viewpoint of more effectively photostabilizing vitamin B12s .

本発明のビタミンB12類含有組成物において、ビタミンB12類とポリオキシエチレンソルビタン脂肪酸エステルとを共存させる際の両者の比率としては、ビタミンB12類100重量部当たり、ポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下であればよいが、好ましくは1~10重量部、より好ましくは2.5~10重量部が挙げられる。 In the vitamin B 12 -containing composition of the present invention, when vitamin B 12 and polyoxyethylene sorbitan fatty acid ester are allowed to coexist, the ratio of both is per 100 parts by weight of vitamin B 12 , polyoxyethylene sorbitan fatty acid ester. The amount may be 10 parts by weight or less, preferably 1 to 10 parts by weight, more preferably 2.5 to 10 parts by weight.

また、本発明のビタミンB12類含有組成物におけるポリオキシエチレンソルビタン脂肪酸エステルの濃度については、前記比率を充足する範囲で適宜設定すればよいが、例えば、0.001~0.1重量%、好ましくは0.0025~0.1重量%、より好ましくは0.005~0.1重量%が挙げられる。 Further, the concentration of polyoxyethylene sorbitan fatty acid ester in the vitamin B 12 -containing composition of the present invention may be appropriately set within a range that satisfies the above ratio, but for example, 0.001 to 0.1% by weight, Preferably it is 0.0025 to 0.1% by weight, more preferably 0.005 to 0.1% by weight.

[ビタミンE類]
本発明のビタミンB12類含有組成物には、ビタミンB12類及びポリオキシエチレンソルビタン脂肪酸エステルに加えてビタミンE類を含有していてもよい。このようにビタミンE類を更に含有させることにより、より一層効果的にビタミンB12類の光安定化を図ることが可能になる。
[Vitamin E]
The vitamin B 12 -containing composition of the present invention may contain vitamin E in addition to vitamin B 12 and polyoxyethylene sorbitan fatty acid ester. By further containing vitamin E in this way, it becomes possible to further effectively photostabilize vitamin B12 .

ビタミンE類とは、ビタミンE(トコフェロール、トコトリエノール)、及びその誘導体を指す。本発明で使用されるビタミンE類の種類については、飲食品、口腔ケア製品、医薬品、化粧料等の製品に配合可能であることを限度として特に制限されない。例えば、トコフェロール及びトコトリエノールは、α-、β-、γ-、及びδ-のいずれであってもよく、またd体又はdl体のいずれであってもよい。また、例えば、ビタミンEの誘導体としては、酢酸トコフェロール、コハク酸トコフェロール、リノール酸トコフェロール、リノレイン酸トコフェロール、ニコチン酸トコフェロール、(リノール酸/オレイン酸)トコフェロール等のトコフェロール有機酸エステル等が挙げられる。 Vitamin E refers to vitamin E (tocopherol, tocotrienol) and its derivatives. The type of vitamin E used in the present invention is not particularly limited as long as it can be incorporated into products such as food and drink products, oral care products, pharmaceuticals, and cosmetics. For example, tocopherol and tocotrienol may be any of α-, β-, γ-, and δ-, and may be either d-form or dl-form. Further, examples of derivatives of vitamin E include tocopherol organic acid esters such as tocopherol acetate, tocopherol succinate, tocopherol linoleate, tocopherol linoleate, tocopherol nicotinate, and tocopherol (linoleic acid/oleic acid).

これらのビタミンE類は、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。 These vitamin E types may be used alone or in combination of two or more types.

これらのビタミンE類の中でも、より一層効果的にビタミンB12類の光安定化を図るという観点から、好ましくはトコフェロールの誘導体、より好ましくはトコフェロール酢酸エステルが挙げられる。 Among these vitamin E types, preferred are tocopherol derivatives, more preferably tocopherol acetate, from the viewpoint of more effectively photostabilizing vitamin B 12 types.

本発明のビタミンB12類含有組成物にビタミンE類を含有させる場合、ビタミンB12類とビタミンE類との比率としては、例えば、ビタミンB12類1重量部当たり、ビタミンE類が0.00125~1000重量部、好ましくは0.025~250重量部、より好ましくは2.5~250重量部が挙げられる。 When vitamin E is contained in the vitamin B 12 -containing composition of the present invention, the ratio of vitamin B 12 to vitamin E is, for example, 0.00% of vitamin E per 1 part by weight of vitamin B 12 . 00125 to 1000 parts by weight, preferably 0.025 to 250 parts by weight, more preferably 2.5 to 250 parts by weight.

また、本発明のビタミンB12類含有組成物にビタミンE類を含有させる場合、ビタミンB12類含有組成物におけるビタミンE類の濃度としては、例えば、0.00025~0.1重量%、好ましくは0.0005~0.05重量%、より好ましくは0.0005~0.005重量%が挙げられる。 Further, when vitamin E is contained in the vitamin B 12 -containing composition of the present invention, the concentration of vitamin E in the vitamin B 12 -containing composition is, for example, 0.00025 to 0.1% by weight, preferably is 0.0005 to 0.05% by weight, more preferably 0.0005 to 0.005% by weight.

[キレート剤]
本発明のビタミンB12類含有組成物は、更にキレート剤を含有してもよい。本発明で使用されるキレート剤の種類については、飲食品、口腔ケア製品、医薬品、化粧料等の製品に配合可能であることを限度として特に制限されないが、例えば、エデト酸、クエン酸、コハク酸、及びこれら塩等が挙げられる。塩の形態としては、例えば、ナトリウム塩、カリウム塩等のアルカリ金属塩等が挙げられる。これらのキレート剤は、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。
[Chelating agent]
The vitamin B12 -containing composition of the present invention may further contain a chelating agent. The type of chelating agent used in the present invention is not particularly limited as long as it can be incorporated into products such as food and beverages, oral care products, pharmaceuticals, and cosmetics, but examples include edetic acid, citric acid, and succinic acid. Examples include acids and salts thereof. Examples of the salt form include alkali metal salts such as sodium salts and potassium salts. These chelating agents may be used alone or in combination of two or more.

これらのキレート剤の中でも、好ましくはエデト酸及びその塩、より好ましくはエデト酸ナトリウムが挙げられる。 Among these chelating agents, edetate and its salts are preferred, and sodium edetate is more preferred.

また、本発明のビタミンB12類含有組成物においてキレート剤を含有させる場合、ビタミンB12類含有組成物におけるキレート剤の濃度については、特に制限されないが、例えば、0.001~0.3重量%、好ましくは0.005~0.1重量%、より好ましくは0.01~0.1重量%が挙げられる。 Further, when a chelating agent is contained in the vitamin B 12 -containing composition of the present invention, the concentration of the chelating agent in the vitamin B 12 -containing composition is not particularly limited, but for example, 0.001 to 0.3 weight %, preferably 0.005 to 0.1% by weight, more preferably 0.01 to 0.1% by weight.

[多価アルコール]
本発明のビタミンB12類含有組成物は、更に多価アルコールを含有してもよい。本発明で使用される多価アルコールの種類としては、例えば、エチレングリコール、1,3-ブチレングリコール、プロピレングリコール、イソプレングリコール、ジエチレングリコール、ジプロピレングリコール、ポリプロピレングリコール、グリセリン等が挙げられる。これらの多価アルコールは、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。
[Polyhydric alcohol]
The vitamin B 12 -containing composition of the present invention may further contain a polyhydric alcohol. Examples of the polyhydric alcohol used in the present invention include ethylene glycol, 1,3-butylene glycol, propylene glycol, isoprene glycol, diethylene glycol, dipropylene glycol, polypropylene glycol, and glycerin. These polyhydric alcohols may be used alone or in combination of two or more.

これらの多価アルコールの中でも、好ましくプロピレングリコールが挙げられる。 Among these polyhydric alcohols, propylene glycol is preferred.

また、本発明のビタミンB12類含有組成物に多価アルコールを含有させる場合、ビタミンB12類含有組成物における多価アルコールの濃度については、特に制限されないが、例えば、0.01~10重量%、好ましくは0.1~5重量%、より好ましくは0.1~1重量%が挙げられる。 Further, when a polyhydric alcohol is contained in the composition containing vitamin B 12s of the present invention, the concentration of the polyhydric alcohol in the composition containing vitamins B 12s is not particularly limited, but for example, 0.01 to 10% by weight. %, preferably 0.1 to 5% by weight, more preferably 0.1 to 1% by weight.

[その他の成分]
本発明のビタミンB12類含有組成物には、前記成分の他に、当該ビタミンB12類含有組成物の形状や製品形態に応じて、各種の薬理成分、食品素材、添加剤等の成分を含有させてもよい。このような成分は、ビタミンB12類含有組成物の形状や製品形態に応じて使用可能なものを適宜選定すればよいが、例えば、水、薬理成分、清涼化剤、界面活性剤(ポリオキシエチレンソルビタン脂肪酸エステル以外)、油脂類、ロウ類、炭化水素類、脂肪酸類、高級アルコール類、エステル類、水溶性高分子、金属石鹸、1価低級アルコール類、pH調整剤、緩衝剤、酸化防止剤、紫外線防止剤、防腐剤、香料、粉体、増粘剤、色素等が挙げられる。これらの成分は、1種単独で使用してもよく、また2種以上を組み合わせて使用してもよい。これらの成分の濃度については、使用する成分の種類や組成物の形状及び製品形態等に応じて適宜設定される。
[Other ingredients]
In addition to the above-mentioned components, the vitamin B 12 -containing composition of the present invention may contain various pharmacological ingredients, food materials, additives, etc. depending on the shape and product form of the vitamin B 12-containing composition. It may be included. Such ingredients may be appropriately selected depending on the shape and product form of the vitamin B12 -containing composition, but examples include water, pharmacological ingredients, cooling agents, surfactants (polyoxygen (other than ethylene sorbitan fatty acid ester), oils and fats, waxes, hydrocarbons, fatty acids, higher alcohols, esters, water-soluble polymers, metal soaps, monovalent lower alcohols, pH adjusters, buffers, antioxidants agents, ultraviolet inhibitors, preservatives, fragrances, powders, thickeners, pigments, etc. These components may be used alone or in combination of two or more. The concentrations of these components are appropriately set depending on the types of components used, the shape of the composition, the product form, and the like.

[ビタミンB12類含有組成物の形状・製品形態等]
本発明のビタミンB12類含有組成物は、水性組成物又は非水性組成物のいずれであってもよい。一般的にビタミンB12類は水性組成物中で光暴露により分解され易くなる傾向があるが、本発明によれば、水性組成物中でも光暴露によるビタミンB12類の分解を効果的に抑制できる。このような本発明の効果を鑑みると、本発明のビタミンB12類含有組成物の好適な例として水性組成物が挙げられる。
[Shape, product form, etc. of vitamin B 12 -containing composition]
The vitamin B 12 -containing composition of the present invention may be either an aqueous composition or a non-aqueous composition. Generally, vitamin B 12 types tend to be easily decomposed by light exposure in an aqueous composition, but according to the present invention, the decomposition of vitamin B 12 types due to light exposure can be effectively suppressed even in an aqueous composition. . In view of the effects of the present invention, an aqueous composition is a preferred example of the vitamin B12 -containing composition of the present invention.

水性組成物とは、水を含有する組成物である。水性組成物における水の濃度としては、具体的には、50量%以上、好ましくは50~99.99重量%、より好ましくは50~99.8重量%が挙げられる。水性組成物の形状としては、例えば、液状、ゲル状、ペースト状等が挙げられる。 An aqueous composition is a composition containing water. Specifically, the concentration of water in the aqueous composition is 50% by weight or more, preferably 50 to 99.99% by weight, more preferably 50 to 99.8% by weight. Examples of the shape of the aqueous composition include liquid, gel, and paste.

ビタミンB12類含有組成物が水性組成物である場合、そのpHとしては、例えば、4.0~8.0、好ましくは5.0~7.7、より好ましくは5.5~7.0が挙げられる。 When the vitamin B 12 -containing composition is an aqueous composition, the pH thereof is, for example, 4.0 to 8.0, preferably 5.0 to 7.7, more preferably 5.5 to 7.0. can be mentioned.

また、非水性組成物とは、配合成分の吸湿によって不可避的に含まれる水を除いて、水が実質的に配合されていない組成物である。非水性組成物の形状としては、例えば、粉末状、顆粒状、錠剤状、丸剤状、軟膏状等が挙げられる。 Furthermore, a non-aqueous composition is a composition in which substantially no water is blended, except for water that is inevitably included due to moisture absorption of the blended components. Examples of the shape of the non-aqueous composition include powder, granule, tablet, pill, ointment, and the like.

本発明のビタミンB12類含有組成物の製品形態については、特に制限されず、例えば、飲食品、口腔ケア製品、医薬品、化粧料等が挙げられる。 The product form of the vitamin B 12 -containing composition of the present invention is not particularly limited, and examples thereof include foods and drinks, oral care products, pharmaceuticals, cosmetics, and the like.

飲食品としては、例えば、清涼飲料水、酒類、栄養ドリンク、コーヒー、茶、牛乳、果汁飲料、清涼飲料等の飲料;錠剤、顆粒剤、粉剤、ゼリー剤、散剤、懸濁剤、シロップ剤、カプセル剤(ソフトカプセル剤、ハードカプセル剤)等のサプリメント;チーズ、ウインナー、ソーセージ、ハム、魚介加工品等の副菜;アイスクリーム、クッキー、ケーキ、ゼリー、プリン、キャンディー、チューインガム、ヨーグルト、グミ、チョコレート、ビスケット等の菓子類等が挙げられる。 Foods and drinks include, for example, soft drinks, alcoholic beverages, energy drinks, coffee, tea, milk, fruit juice drinks, soft drinks, and other beverages; tablets, granules, powders, jellies, powders, suspensions, syrups, Supplements such as capsules (soft capsules, hard capsules); Side dishes such as cheese, sausages, sausages, ham, processed seafood products; Ice cream, cookies, cakes, jelly, puddings, candies, chewing gum, yogurt, gummies, chocolate, Examples include confectionery such as biscuits.

口腔ケア製品としては、例えば、練歯磨剤、粉歯磨剤、液体歯磨剤等の歯磨剤;歯用クリーム;マウスウォッシュ、含嗽剤等の洗口剤;口腔用パスタ剤、マウススプレー、口腔内崩壊性フィルム、ゲル、トローチ、タブレット、チュアブル、口腔用軟膏剤等が挙げられる。 Examples of oral care products include dentifrices such as toothpaste, powdered dentifrice, and liquid dentifrice; dental creams; mouth washes such as mouthwashes and gargles; oral paste preparations, mouth sprays, and oral disintegrations. Examples include sex films, gels, troches, tablets, chewables, and oral ointments.

医薬品としては、例えば、散剤、顆粒剤、錠剤、カプセル剤、丸剤、液剤等の内服用の医薬品;輸液、注射剤等の皮下、血管内又は腹腔内投与用の医薬品;液剤(ローション剤、スプレー剤、エアゾール剤、及び乳液剤を含む)、水溶性軟膏剤、油脂性軟膏剤、クリーム剤、フォーム剤、ジェル剤、貼付剤、点眼剤、洗眼剤等の皮膚又は粘膜用の医薬品等が挙げられる。 Pharmaceuticals include, for example, medicines for internal use such as powders, granules, tablets, capsules, pills, and liquids; medicines for subcutaneous, intravascular, or intraperitoneal administration such as infusions and injections; liquids (lotions, lotions, etc.); (including sprays, aerosols, and emulsions), water-soluble ointments, oil-based ointments, creams, foams, gels, patches, eye drops, eye washes, and other pharmaceuticals for the skin or mucous membranes. Can be mentioned.

化粧料としては、例えば、軟膏、クリーム、乳液、化粧水、ローション、パック、ゲル等の基礎化粧料;ファンデーション、アイシャドウ、口紅、頬紅等のメークアップ化粧料等が挙げられる。 Examples of cosmetics include basic cosmetics such as ointments, creams, emulsions, lotions, lotions, packs, and gels; makeup cosmetics such as foundations, eye shadows, lipsticks, and blushes.

以下に実施例を示して本発明をより具体的に説明するが、本発明はこれらに限定されるものではない。 EXAMPLES The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited thereto.

試験例1
表1に示す組成の水性組成物を調製した。500ml容の透明容器(ポリエチレンテレフタレート製)に得られた水性組成物500mlを充填し、昼間に直射日光が当たる室内(南側の窓から10cm離れた場所)に35日間静置した。35日間の静置後に、水性組成物の外観を目視にて観察し、以下の判定基準に従って、シアノコバラミンの保存安定性を判定した。なお、シアノコバラミンはピンク色の色調を呈し、分解されると退色するため、本試験において、退色が多い程、シアノコバラミンの分解が進んでいることを示している。
<シアノコバラミンの保存安定性>
◎ :製造直後に比べて、色調が同等である。
○ :製造直後に比べて、僅かに退色が認められるが許容範囲内である。
× :製造直後に比べて、明らかに退色が認められ許容できない。
××:退色が著しく、ほぼ無色になっている。
Test example 1
An aqueous composition having the composition shown in Table 1 was prepared. A 500 ml transparent container (made of polyethylene terephthalate) was filled with 500 ml of the obtained aqueous composition, and left for 35 days in a room exposed to direct sunlight during the day (at a distance of 10 cm from a south window). After standing still for 35 days, the appearance of the aqueous composition was visually observed, and the storage stability of cyanocobalamin was determined according to the following criteria. Note that cyanocobalamin exhibits a pink tone and discolors when decomposed, so in this test, the greater the discoloration, the more advanced the decomposition of cyanocobalamin is.
<Storage stability of cyanocobalamin>
◎: The color tone is the same as that immediately after production.
○: Slight discoloration is observed compared to immediately after production, but within an acceptable range.
×: Discoloration is clearly observed compared to immediately after production, and is not acceptable.
XX: Significant discoloration and almost colorless.

結果を表1に示す。この結果、水性組成物中で、シアノコバラミン及びポリソルベート80を共存させても、シアノコバラミン1重量部当たりポリソルベート80が10重量部超である場合には、光暴露によるシアノコバラミンの分解を抑制できていなかった。これに対して、水性組成物中でシアノコバラミンと共にポリソルベート80を共存させ、且つシアノコバラミン1重量部当たりポリソルベート80が10重量部以下の場合には、光暴露によるシアノコバラミンの分解を抑制できることが確認された。また、水性組成物中でシアノコバラミンと、シアノコバラミン1重量部当たり10重量部以下のポリソルベート80と共に、トコフェロール酢酸エステルを含有させた場合には、光暴露によるシアノコバラミンの分解を格段効果的に抑制できることも明らかとなった。 The results are shown in Table 1. As a result, even if cyanocobalamin and polysorbate 80 were allowed to coexist in the aqueous composition, if the amount of polysorbate 80 was more than 10 parts by weight per 1 part by weight of cyanocobalamin, the decomposition of cyanocobalamin due to light exposure could not be suppressed. On the other hand, it was confirmed that when polysorbate 80 coexists with cyanocobalamin in the aqueous composition and the amount of polysorbate 80 is 10 parts by weight or less per 1 part by weight of cyanocobalamin, the decomposition of cyanocobalamin due to light exposure can be suppressed. It is also clear that when tocopherol acetate is contained together with cyanocobalamin and 10 parts by weight or less of polysorbate 80 per 1 part by weight of cyanocobalamin in an aqueous composition, the decomposition of cyanocobalamin due to light exposure can be significantly suppressed. It became.

Figure 2024023610000001
Figure 2024023610000001

処方例
表2に示す組成の水性組成物を調製した。得られた水性組成物を、前記試験例1と同様の方法でシアノコバラミンの保存安定性を評価したところ、いずれも、光暴露によるシアノコバラミンの分解を効果的に抑制できていた。
Formulation Example An aqueous composition having the composition shown in Table 2 was prepared. When the obtained aqueous compositions were evaluated for storage stability of cyanocobalamin in the same manner as in Test Example 1, it was found that in all cases the decomposition of cyanocobalamin due to light exposure could be effectively suppressed.

Figure 2024023610000002
Figure 2024023610000002

Claims (4)

ビタミンB12類及びポリオキシエチレンソルビタン脂肪酸エステルを含有し、且つビタミンB12類1重量部当たりポリオキシエチレンソルビタン脂肪酸エステルが10重量部以下である、ビタミンB12類含有組成物。 A vitamin B 12 -containing composition, which contains vitamin B 12 and polyoxyethylene sorbitan fatty acid ester, and the polyoxyethylene sorbitan fatty acid ester is 10 parts by weight or less per 1 part by weight of vitamin B 12 . 更にビタミンE類を含有する、請求項1に記載のビタミンB12類含有組成物。 The vitamin B12 -containing composition according to claim 1, further comprising vitamin E. ビタミンB12類1重量部当たりビタミンE類が0.00125~1000重量部である、請求項2に記載のビタミンB12類含有組成物。 The vitamin B 12 -containing composition according to claim 2, wherein the vitamin E is contained in an amount of 0.00125 to 1000 parts by weight per 1 part by weight of vitamin B 12 . 水性組成物である、請求項1~3のいずれかに記載のビタミンB12類含有組成物。 The vitamin B12 -containing composition according to any one of claims 1 to 3, which is an aqueous composition.
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