KR20030058839A - Liquid Composition Comprising Phosphatidylserine and Method for the preparation - Google Patents

Liquid Composition Comprising Phosphatidylserine and Method for the preparation Download PDF

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KR20030058839A
KR20030058839A KR1020020000064A KR20020000064A KR20030058839A KR 20030058839 A KR20030058839 A KR 20030058839A KR 1020020000064 A KR1020020000064 A KR 1020020000064A KR 20020000064 A KR20020000064 A KR 20020000064A KR 20030058839 A KR20030058839 A KR 20030058839A
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phosphatidylserine
liquid composition
fat
mixture
chain fat
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KR100848755B1 (en
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한정준
정헌민
정국훈
고의찬
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주식회사 두산
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/08—Solutions
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
    • A61K31/685—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • 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
    • A23V2200/322—Foods, ingredients or supplements having a functional effect on health having an effect on the health of the nervous system or on mental function
    • 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
    • A23V2250/00—Food ingredients
    • A23V2250/18—Lipids
    • A23V2250/184—Emulsifier
    • A23V2250/1852—Phosphatidyl Serine

Abstract

PURPOSE: Provided is a method of preparing a liquid composition containing phosphatidylserine which maintains a liquid phase even stored for a long period of time and is used as a food by preventing the viscosity of phosphatidylserine from being increased and preventing the phosphatidylserine from being hardened when dissolved in fat containing unsaturated fatty acid. Therefore, the liquid composition is used for health foods and medicines in the form of a soft gelatin capsule. CONSTITUTION: A liquid composition contains phosphatidylserine and fat that is derived from a plant, an animal or a microorganism and contains 20 to 95% by weight of medium-chain fat. The medium chain fat comprises C6-10 fatty acid. The phosphatidylserine is in the form of powders, granules or pastes, or present as a constituent. The liquid composition is prepared by blending plant, animal or microorganism-derived fat with medium-chain fat; adding phosphatidylserine to the mixture; and adding one or more solvents selected from the group consisting of hexane, ethanol and acetone and then blending the mixture at 40 to 60deg.C.

Description

포스파티딜세린 함유 액상 조성물 및 그 제조방법{Liquid Composition Comprising Phosphatidylserine and Method for the preparation}Liquid Composition Comprising Phosphatidylserine and Method for the preparation

본 발명은 뇌기능을 향상시키는 포스파티딜세린을 함유한 액상 조성물 및 그 제조방법에 관한 것이다. 더욱 상세하게는, 포스파티딜세린을 불포화지방산 함유 유지에 용해시키면 경화되는 현상을 극복하기 위해 중쇄지방이 더 첨가된 액상 조성물 및 그 제조방법에 관한 것이다.The present invention relates to a liquid composition containing phosphatidylserine for improving brain function and a method for producing the same. More specifically, the present invention relates to a liquid composition in which medium chain fat is further added to overcome the phenomenon of hardening when phosphatidylserine is dissolved in an oil containing unsaturated fatty acid, and a method of preparing the same.

포스파티딜세린(Phosphatidylserine, PS)은 천연에 존재하는 지방질의 일종으로서, 세린기(친수성 부분), 인산기, 글리세롤 및 2개의 지방산기(소수성 부분)로 구성된 물질이다. 인간의 뇌는 건조 중량 중 레시틴이 거의 절반을 차지하고, 그 레시틴 대부분이 신경 세포의 막에 포함되어 있다. 이와 같이 세포막의 중요한 성분인 레시틴에는 포스파티딜세린이 포함되어 있는데, 그 포스파티딜세린은 특히 뇌에 많이 존재하며 신경세포막을 구성하여, 생명 유지 활동을 위한 에너지의 출입, 신경전달물질의 방출이나 시냅스의 활동 등의 정보 전달 등 신경세포의 기능 발현에 깊게 관여하고 있는 것으로 알려져 있다. 이와 같은 이유로 인해, 포스파티딜세린은 "뇌의 영양소"라 불리우기도 한다.Phosphatidylserine (PS) is a kind of fat that exists in nature and is composed of a serine group (hydrophilic moiety), a phosphate group, glycerol and two fatty acid groups (hydrophobic moiety). In the human brain, lecithin accounts for almost half of the dry weight, and most of the lecithin is contained in the membranes of nerve cells. Lecithin, an important component of the cell membrane, contains phosphatidylserine, which is particularly present in the brain, and constitutes a neural cell membrane, releasing energy for life-sustaining activity, releasing neurotransmitters or synapses. It is known that he is deeply involved in the expression of neurons' function, such as information transmission. For this reason, phosphatidylserine is sometimes called the "nutrient of the brain."

포스파티딜세린은 1948년에 폴크(Folch)에 의해 분리된 이후, 수많은 연구가 행해져왔다. 1997년까지 34건의 임상시험(맹검시험 17건 포함)이 실시되었으며, 그 결과, 알츠하이머증을 시작으로 하는 치매증의 개선 및 노화에 의한 뇌기능 감퇴 개선에 있어서 포스파티딜세린이 효과가 있다는 것이 알려졌다. 이들 뇌기능 개선 효과에 대해서는 많은 연구 결과가 보고된 바 있으며, 간질에 대한 개선 효과, 스트레스 내성, 호르몬 분비 리듬의 회복 등의 기능도 나타내는 것으로 보고되었다.Since phosphatidylserine was isolated by Folch in 1948, numerous studies have been conducted. Thirty-four clinical trials (including 17 blind trials) were conducted until 1997. As a result, phosphatidylserine has been shown to be effective in improving dementia, including Alzheimer's disease, and in reducing brain function due to aging. Many studies have been reported on the effects of improving brain function, and they have also been shown to show improvement in epilepsy, stress resistance, and recovery of hormone secretion rhythm.

리조포스파티딜세린은 α위치 또는 β위치의 지방산 고리가 절제된 포스파티딜세린으로서, 이 역시 뇌 내의 글루코오스 및/또는 혈중 글루코오스 농도를 증가시키는 것으로 보고되었다(H.W. Chang et al.,Br.J.Pharmacol., vol 93, p611, 1988).Rizophosphatidylserine is a phosphatidylserine in which a fatty acid ring at the α- or β-position is excised, which has also been reported to increase glucose and / or blood glucose levels in the brain (HW Chang et al., Br. J. Pharmacol. , Vol . 93, p611, 1988).

상기와 같이 유용한 포스파티딜세린을 건강식품 또는 의약품에 응용하기 위해 다양한 제품들이 개발되고 있다. 그런데, 포스파티딜세린 함유 건강식품 등을 연질 캅셀 등의 제형으로 하기 위해서는, 포스파티딜세린을 액상 형태로 만들어야 한다. 포스파티딜은 최종 제품의 처리 과정에 따라 다르지만, 통상은 파우더 또는 과립 형태의 것이 많다. 이러한 형태의 포스파티딜세린을 액상의 형태로 바꾸기 위해서는, 유지에 가용화하여야 한다.Various products have been developed to apply such useful phosphatidylserine to health foods or medicines. By the way, in order to make phosphatidylserine containing health food etc. into a soft capsule formulation, phosphatidylserine must be made into liquid form. Phosphatidyl depends on the processing of the final product, but is usually in the form of powder or granules. To convert this form of phosphatidylserine into liquid form, it must be solubilized in fats and oils.

통상 유지는 팔미트산 또는 스테아르산 등의 포화지방산, 올레산, 리놀레인산(linoleic acid), 리놀레닉산(linolenic acid), 감마리놀레닉산 (gamma linolenic acid), DHA, EPA 등의 불포화지방산을 포함하고 있다. 그 중, 리놀레인산 은 필수지방산의 공급원으로서, 항염증작용 등의 성질을 갖고 있으며, 감마리놀레닉산은 프로스타글란딘 시리즈1의 전구체로서, 동맥경화및 고혈압의 예방 및 치료에 효과가 있는 것으로 보고된 바 있다. 알파리놀레닉산은 EPA 합성 전구체로서, 혈중 콜레스테롤의 저하, 심장병 예방, 성인병의 예방에 효과가 있는 것으로 보고되고 있다. 또한, EPA 및 DHA도 혈중 콜레스테롤 저하, 심장병 예방 효과, 성인병의 예방 효과를 나타낸다고 알려져 있다. 따라서, 포스파티딜세린의 가용화에 사용되는 유지로는 상기와 같이 생체 내에서 중요한 기능을 하는 고도 불포화지방산을 함유하는 유지를 사용하는 것이 바람직하다. 그러나, 포스파티딜세린의 용제로서 고도 불포화지방산 함유 유지를 사용하는 경우, 반죽의 형태와 같이 점도가 매우 높아 흐르기 어렵게 되거나 경화되어 젤 등의 형태로 제조되는 문제점이 있었다. 이와 같은 문제점으로 인해 포스파티딜세린을 연질 캅셀 등의 제형으로는 제조할 수가 없는 단점이 있었다.Common fats and oils are saturated fatty acids such as palmitic acid or stearic acid, unsaturated fatty acids such as oleic acid, linoleic acid, linolenic acid, linolenic acid, gamma linolenic acid, DHA and EPA. It is included. Among them, linoleic acid is a source of essential fatty acid and has properties such as anti-inflammatory action. Gammalinolenic acid is a precursor of prostaglandin series 1 and is reported to be effective in preventing and treating arteriosclerosis and hypertension. There is a bar. Alphalinolenic acid is an EPA synthetic precursor and is reported to be effective in lowering blood cholesterol, preventing heart disease, and preventing adult disease. In addition, EPA and DHA are also known to exhibit lower blood cholesterol, prevent heart disease, and prevent adult diseases. Therefore, as the fats and oils used for solubilizing phosphatidylserine, it is preferable to use fats and oils containing polyunsaturated fatty acids which have important functions in vivo as described above. However, when using a polyunsaturated fatty acid-containing fat or oil as a solvent of phosphatidylserine, there is a problem in that the viscosity becomes very high, such as in the form of dough, it becomes difficult to flow or is hardened and manufactured in the form of a gel or the like. Due to such a problem, there was a disadvantage in that phosphatidylserine cannot be prepared by a formulation such as a soft capsule.

본 발명은 상기와 같은 문제점을 해결하기 위한 것으로서, 본 발명의 목적은, 포스파티딜세린을 불포화지방산 함유 유지에 용해시키는 경우 점도가 높아지거나 경화되는 현상을 방지함으로써 장기 보존시에도 액상을 유지할 수 있고 식용으로도 이용할 수 있는 포스파티딜세린 함유 조성물을 제조할 수 있도록 하는 것이다. 나아가 이러한 액상의 포스파티딜세린 함유 조성물을 이용하여 연질 캅셀 등의 제형으로 제조 하는 것을 목적으로 하고 있다.The present invention is to solve the above problems, an object of the present invention, by dissolving the phosphatidylserine in an unsaturated fatty acid-containing fats and oils to maintain a liquid even during long-term storage by preventing the phenomenon that the viscosity is increased or hardened It is to be able to produce a phosphatidylserine-containing composition that can also be used as. Furthermore, it aims to manufacture in the form of soft capsules etc. using this liquid phosphatidylserine containing composition.

상기와 같은 목적을 달성하기 위하여, 본 발명에 의한 포스파티딜세린 함유액상 조성물은, 포스파티딜세린 및 유지를 포함하는 조성물로서, 상기 유지는 식물성, 동물성 또는 미생물 유래의 유지이며, 중쇄지방을 20 내지 95중량% 함유한 것을 특징으로 한다.In order to achieve the above object, the phosphatidylserine-containing liquid composition according to the present invention is a composition comprising phosphatidylserine and fats and oils, wherein the fats and oils are vegetable, animal or microbial-derived fats and fats 20-95 weight It is characterized by containing a%.

상기한 포스파티딜세린 함유 액상 조성물에 있어서, 상기 포스파티딜세린은, 분말, 과립 또는 페이스트의 형태이거나, 레시틴의 구성요소로서 존재하는 형태인 것을 특징으로 한다.In the above phosphatidylserine-containing liquid composition, the phosphatidylserine is characterized in that it is in the form of a powder, granules or paste, or a form present as a component of lecithin.

상기한 포스파티딜세린 함유 액상 조성물에 있어서, 상기 중쇄지방은 탄소수가 6 내지 10개인 지방산으로 구성된 것을 특징으로 한다.In the phosphatidylserine-containing liquid composition, the medium chain fat is characterized in that consisting of 6 to 10 carbon atoms fatty acid.

또한 본 발명에 의한 포스파티딜세린 함유 액상 조성물의 제조방법은, 식물성, 동물성 또는 미생물 유래의 유지를 중쇄지방과 혼합하는 단계; 상기 혼합으로 형성된 혼합물에 포스파티딜세린을 첨가하는 단계; 및 상기 혼합물을 40 내지 60℃의 온도에서 혼합하여 투명화시키는 단계를 포함하는 것을 특징으로 한다.In addition, the method for preparing a phosphatidylserine-containing liquid composition according to the present invention comprises the steps of: mixing fat, fat, vegetable, animal or microbial origin; Adding phosphatidylserine to the mixture formed by the mixing; And it characterized in that it comprises the step of mixing the mixture at a temperature of 40 to 60 ℃ clear.

상기한 포스파티딜세린 함유 액상 조성물의 제조방법은, 상기 포스파티딜세린을 첨가하는 단계 이후에, 상기 혼합물에 헥산, 에탄올 및 아세톤으로 구성되는 군으로부터 선택된 한 용매를 첨가하는 단계를 더 포함하는 것을 특징으로 한다.The method for preparing the phosphatidylserine-containing liquid composition further comprises, after the step of adding the phosphatidylserine, adding a solvent selected from the group consisting of hexane, ethanol and acetone to the mixture. .

본 발명에서 사용되는 중쇄지방으로서는, 상업적으로 구입가능한 것 중 어느 하나 이상을 사용할 수 있다. 본 명세서에서 말하는 "중쇄지방"이라 함은, 지방산으로서 탄소수 6 내지 10개인 중쇄지방산만을 갖는 유지를 가리킨다. 지방산의 탄소수는 짧을 수록 바람직하다. 중쇄지방은 췌장 리파제 및 담즙 없이도 흡수될 수 있으며 장쇄지방에 비해 흡수속도가 무려 4배가 빠르고 축적지방이 되지 않는 장점이 있다. 또한, 장쇄지방에 비해 극성이 커서 포스파티딜세린을 가용화시키는데 적합하다. 중쇄지방의 바람직한 함량은 중량 %로 총 중성 유지 중 20 내지 95%이다. 본 발명에 의한 조성물에서, 포스파티딜세린의 함량이 높을수록 중쇄지방의 함량도 높게 요구된다. 그런데, 통상 포스파티딜세린이 고함량인 제품이 요구되므로, 그에 따라 중쇄지방의 함량도 높게 요구된다.As the heavy chain fat used in the present invention, any one or more commercially available ones can be used. The term "medium chain fat" as used herein refers to a fat or oil having only heavy chain fatty acids having 6 to 10 carbon atoms as a fatty acid. The shorter the carbon number of the fatty acid, the better. Medium chain fat can be absorbed without pancreatic lipase and bile and has an advantage that absorption speed is 4 times faster than long chain fat and does not become accumulated fat. It is also more polar than long chain fat and is suitable for solubilizing phosphatidylserine. The preferred content of medium chain fat is 20% to 95% of the total neutral fat by weight. In the composition according to the present invention, the higher the content of phosphatidylserine, the higher the content of the medium chain fat. However, since a product with a high content of phosphatidylserine is usually required, the content of heavy chain fat is also high accordingly.

본 발명에서 사용되는 불포화지방산 함유 유지로는 식물 유래의 것, 동물 유래의 것, 그리고 미생물 유래의 것 중 어느 것이거나 사용할 수 있다. 구체적으로 들기름, 홍화유, DHA 함유 어유 등을 사용할 수 있다.As the unsaturated fatty acid-containing fat or oil used in the present invention, any of those derived from plants, those derived from animals, and those derived from microorganisms can be used. Specifically, perilla oil, safflower oil, DHA-containing fish oil and the like can be used.

또한, 본 발명에서 사용되는 포스파티딜세린은 분말, 과립 또는 페이스트 형태의 것을 사용할 수도 있고, 레시틴의 구성요소로서 존재하는 형태의 것을 사용할 수도 있다. 상기 파우더 또는 과립 형태의 포스파티딜세린은 원료 레시틴을 세린과 포스포리파제D와 반응시켜 콜린기를 세린기로 대체함으로써 제조된 것이어도 좋다. 또한, 탄소수 6 내지 30개의 지방산 고리로서, 서로 동일하거나 다른 포화지방산, 또는 모노-, 다가의 불포화지방산을 포함하는 레시틴으로부터 유래된 것이어도 좋다. 상기 레시틴은 식물성 또는 동물성일 수 있다. 또한, 상기 포스파티딜세린은 수소첨가되어 지방산의 조성이 변경된 것일 수도 있으며, 염의 형태일 수도 있다. 염으로서는 약제학적으로 허용될 수 있는 염의 형태라면 어떤 것이나 사용가능하다. 구체적으로는, 나트륨염, 칼륨염, 마그네슘염, 암모늄염, 인산염, 염산염 또는 황산염을 들 수 있다. 그 중에서 나트륨염 및 칼륨염이 특히 바람직하다. 그리고, 상기와 같이 포스파티딜세린의 최종 제품을 이용하여 액상 형태로 제조할 수도 있지만, 포스파티딜세린의 생산 공정 중에 얻어진 포스파티딜세린 용액에 유지를 투입하고 용매를 증발시킴으로써 본 발명에 의한 액상 조성물을 얻을 수 있다.In addition, the phosphatidylserine used in the present invention may be in the form of powder, granules or paste, or may be in the form of a component of lecithin. The phosphatidylserine in powder or granule form may be prepared by reacting the raw lecithin with serine and phospholipase D to replace the choline group with a serine group. In addition, the fatty acid ring having 6 to 30 carbon atoms may be derived from a lecithin containing saturated fatty acids that are the same or different from each other, or mono- and polyvalent unsaturated fatty acids. The lecithin can be vegetable or animal. In addition, the phosphatidylserine may be hydrogenated to change the composition of the fatty acid, it may be in the form of a salt. As the salt, any form of pharmaceutically acceptable salt can be used. Specifically, sodium salt, potassium salt, magnesium salt, ammonium salt, phosphate salt, hydrochloride salt, or sulfate salt is mentioned. Among them, sodium salts and potassium salts are particularly preferred. In addition, although the final product of phosphatidylserine may be prepared in the liquid form as described above, the liquid composition according to the present invention may be obtained by adding an oil or fat to a phosphatidylserine solution obtained during the production process of phosphatidylserine and evaporating the solvent. .

이하, 하기 실시예들을 통하여 본 발명을 더욱 상세하게 설명하지만, 이는 본 발명의 예시일 뿐 본 발명의 권리범위가 이에 한정되는 것은 아님은 당업자에게 있어 자명할 것이다.Hereinafter, the present invention will be described in more detail with reference to the following examples, which will be apparent to those skilled in the art that the scope of the present invention is not limited thereto.

실시예Example

<비교예1>Comparative Example 1

들기름 50g에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 여기에 헥산 150ml를 첨가한 후 50℃에서 완전히 투명하게 될 때까지 혼합한 다음, 용매를 완전히 증발시켜 조성물을 얻었다. 그 얻어진 조성물은, 흐르지 않는 성상을 나타내어 연질 캅셀 등의 제형에 이용할 수 없었다.50 g of perilla oil was added 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.), and 150 ml of hexane was added thereto, and the mixture was mixed at 50 ° C. until it became completely transparent, and the solvent was completely evaporated to obtain a composition. The obtained composition showed a non-flowing property and could not be used in formulations such as soft capsules.

<실시예1>Example 1

들기름 30g 및 중쇄지방(SEFOL, ㈜ 웰가) 20g을 혼합한 후 그 혼합물에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 헥산 약 150ml를 첨가한 다음, 50℃에서 완전히 투명하게 될 때가지 혼합하였다. 그 후, 용매를 완전히 증발시켜 포스파티딜세린이 20% 함유된 조성물을 얻었다. 그 얻어진 조성물은 액상을 나타내었으므로, 연질 캅셀의 제형에 이용할 수 있었다.30 g of perilla oil and 20 g of medium chain fat (SEFOL, Welga Co., Ltd.) are mixed, and 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.) is added to the mixture, and about 150 ml of hexane is added until it becomes completely transparent at 50 ° C. Mixed. Thereafter, the solvent was evaporated completely to obtain a composition containing 20% of phosphatidylserine. Since the obtained composition showed a liquid phase, it could be used for the formulation of a soft capsule.

<실시예2>Example 2

들기름 30g 및 중쇄지방 (SEFOL, ㈜ 웰가) 20g을 혼합한 후 그 혼합물에 칼슘 또는 나트륨 이온이 제거된 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 헥산 약 150ml를 첨가한 다음, 50℃에서 완전히 투명하게 될 때가지 혼합하였다. 그 후, 용매를 완전히 증발시켜 포스파티딜세린이 20% 함유된 조성물을 얻었다. 그 얻어진 조성물은 액상을 나타내었으므로, 연질 캅셀의 제형에 이용할 수 있었다.After mixing 30 g of perilla oil and 20 g of medium chain fat (SEFOL, Welga Co., Ltd.), 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.), from which calcium or sodium ions have been removed, was added, and about 150 ml of hexane was added. Mix until completely clear at. Thereafter, the solvent was evaporated completely to obtain a composition containing 20% of phosphatidylserine. Since the obtained composition showed a liquid phase, it could be used for the formulation of a soft capsule.

<비교예2>Comparative Example 2

홍화유 50g에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 여기에 헥산 150ml를 첨가한 후 50℃에서 완전히 투명하게 될 때까지 혼합한 다음, 용매를 완전히 증발시켜 조성물을 얻었다. 그 얻어진 조성물은, 굳은 성상을 나타내어 연질 캅셀 등의 제형에 이용할 수 없었다.50 g of safflower oil (50% content, Doosan Co., Ltd.) 50 g was added thereto, and 150 ml of hexane was added thereto, mixed until completely transparent at 50 ° C., and the solvent was completely evaporated to obtain a composition. The obtained composition showed hardening properties and could not be used in formulations such as soft capsules.

<실시예3>Example 3

홍화유 25g 및 중쇄지방 (SEFOL, ㈜ 웰가) 25g을 혼합한 후 그 혼합물에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 헥산 약 150ml를 첨가한 다음, 50℃에서 완전히 투명하게 될 때가지 혼합하였다. 그 후, 용매를 완전히 증발시켜 포스파티딜세린이 20% 함유된 조성물을 얻었다. 그 얻어진 조성물은 액상을 나타내었으므로, 연질 캅셀의 제형에 이용할 수 있었다.25 g of safflower oil and 25 g of medium chain fat (SEFOL, Welga Co., Ltd.) are mixed, and 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.) is added to the mixture, and about 150 ml of hexane is added. Mixed. Thereafter, the solvent was evaporated completely to obtain a composition containing 20% of phosphatidylserine. Since the obtained composition showed a liquid phase, it could be used for the formulation of a soft capsule.

<실시예4>Example 4

DHA를 함유하는 어유(DHA 함량 22%) 30g 및 중쇄지방 (SEFOL, ㈜ 웰가) 20g을 혼합한 후 그 혼합물에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 헥산 약 140ml 및 에탄올 10ml를 첨가한 다음, 50℃에서 완전히 투명하게 될때가지 혼합하였다. 그 후, 용매를 완전히 증발시켜 포스파티딜세린이 20% 함유된 조성물을 얻었다. 그 얻어진 조성물은 액상을 나타내었으므로, 연질 캅셀의 제형에 이용할 수 있었다.30 g of fish oil containing DHA (22% DHA content) and 20 g of medium chain fat (SEFOL, Welga Co., Ltd.) are mixed, and 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.) is added to the mixture. After the addition, the mixture was mixed at 50 ° C. until it became completely transparent. Thereafter, the solvent was evaporated completely to obtain a composition containing 20% of phosphatidylserine. Since the obtained composition showed a liquid phase, it could be used for the formulation of a soft capsule.

<실시예5>Example 5

DHA를 함유하는 어유(DHA 함량 22%) 10g, 들기름 20g 및 중쇄지방 (SEFOL, ㈜ 웰가) 20g을 혼합한 후 그 혼합물에 포스파티딜세린 분말(40% 함량, 주식회사 두산) 50g을 넣고 헥산 약 140ml 및 아세톤 10ml를 첨가한 다음, 50℃에서 완전히 투명하게 될 때가지 혼합하였다. 그 후, 용매를 완전히 증발시켜 포스파티딜세린이 20% 함유된 조성물을 얻었다. 그 얻어진 조성물은 액상을 나타내었으므로, 연질 캅셀의 제형에 이용할 수 있었다.10 g of fish oil containing DHA (22% DHA content), 20 g of perilla oil and 20 g of medium chain fat (SEFOL, Welga Co., Ltd.) were mixed, and 50 g of phosphatidylserine powder (40% content, Doosan Co., Ltd.) was added to the mixture. 10 ml of acetone were added and then mixed until completely clear at 50 ° C. Thereafter, the solvent was evaporated completely to obtain a composition containing 20% of phosphatidylserine. Since the obtained composition showed a liquid phase, it could be used for the formulation of a soft capsule.

본 발명에 의한 포스파티딜세린 함유 액상 조성물 및 그 제조방법은, 포스파티딜세린을 불포화지방산 함유 유지에 용해시키는 경우 점도가 높아지거나 경화되는 현상을 방지함으로써 액상으로 제조할 수 있고 장기 보존 시에도 액상을 유지할 수 있으며 식용으로도 이용할 수 있는 포스파티딜세린 함유 조성물을 제조할 수 있다. 나아가 이러한 액상의 포스파티딜세린 함유 조성물을 이용하여 연질 캅셀 등의 제형으로 제조할 수 있다. 이로써, 포스파티딜세린을 연질 캅셀 등의 형태로 건강식품 및 의약품에 이용할 수 있도록 한다.The phosphatidylserine-containing liquid composition and the method for preparing the same according to the present invention can be prepared in a liquid phase by preventing the phenomenon of increasing viscosity or hardening when the phosphatidylserine is dissolved in an oil containing unsaturated fatty acid, and the liquid phase can be maintained even during long-term storage. It is possible to prepare a phosphatidylserine-containing composition which can also be used for food. Furthermore, it can be manufactured in the form of a soft capsule or the like using such a liquid phosphatidylserine-containing composition. This allows phosphatidylserine to be used in health foods and medicines in the form of soft capsules and the like.

Claims (5)

포스파티딜세린 및 유지를 포함하는 조성물로서,A composition comprising phosphatidylserine and fats and oils, 상기 유지는 식물성, 동물성 또는 미생물 유래의 유지이며, 중쇄지방을 20 내지 95중량% 함유한 것을 특징으로 하는 포스파티딜세린 함유 액상 조성물.The fat or oil is a phosphatidylserine-containing liquid composition, characterized in that it is oil derived from a vegetable, animal or microorganism, and contains 20 to 95% by weight of medium chain fat. 제 1 항에 있어서, 상기 포스파티딜세린은, 분말, 과립 또는 페이스트의 형태이거나, 레시틴의 구성요소로서 존재하는 형태인 것을 특징으로 하는 포스파티딜세린 함유 액상 조성물.The phosphatidylserine-containing liquid composition according to claim 1, wherein the phosphatidylserine is in the form of a powder, granule or paste, or a form present as a component of lecithin. 제 1 항에 있어서, 상기 중쇄지방은 탄소수가 6 내지 10개인 지방산으로 구성된 것을 특징으로 하는 포스파티딜세린 함유 액상 조성물.The phosphatidylserine-containing liquid composition according to claim 1, wherein the medium chain fat is composed of fatty acids having 6 to 10 carbon atoms. 포스파티딜세린이 함유된 액상 조성물의 제조방법에 있어서,In the method for producing a liquid composition containing phosphatidylserine, 식물성, 동물성 또는 미생물 유래의 유지를 중쇄지방과 혼합하는 단계;Mixing a vegetable, animal or microbial derived oil or fat with heavy chain fat; 상기 혼합으로 형성된 혼합물에 포스파티딜세린을 첨가하는 단계; 및Adding phosphatidylserine to the mixture formed by the mixing; And 상기 혼합물을 40 내지 60℃의 온도에서 혼합하여 투명화시키는 단계를 포함하는 것을 특징으로 하는 포스파티딜세린 함유 액상 조성물의 제조방법.Method for producing a phosphatidylserine-containing liquid composition comprising the step of mixing the mixture at a temperature of 40 to 60 ℃ clear. 제 4 항에 있어서,The method of claim 4, wherein 상기 포스파티딜세린을 첨가하는 단계 이후에,After adding the phosphatidylserine, 상기 혼합물에 헥산, 에탄올 및 아세톤으로 구성되는 군으로부터 선택된 한 종류 이상의 용매를 첨가하는 단계를 더 포함하는 것을 특징으로 하는 포스파티딜세린 함유 액상 조성물의 제조방법.Method for producing a phosphatidylserine-containing liquid composition further comprises the step of adding at least one solvent selected from the group consisting of hexane, ethanol and acetone to the mixture.
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KR100818033B1 (en) * 2006-08-11 2008-03-31 주식회사 두산 Solid lipid nanoparticle composition containing phosphatidylserine and method for preparing the same
WO2012150839A2 (en) * 2011-05-04 2012-11-08 주식회사 두산 Method for microencapsulating phosphatidylserine
CN115039822A (en) * 2022-06-30 2022-09-13 南通励成生物工程有限公司 Chocolate containing phosphatidylserine and gamma-aminobutyric acid and preparation method thereof

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DE3339236A1 (en) * 1983-10-28 1985-05-09 Bayer Ag PREPARATION OF MEDICINAL PRODUCTS
US6441050B1 (en) * 2000-08-29 2002-08-27 Raj K. Chopra Palatable oral coenzyme Q liquid

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100818033B1 (en) * 2006-08-11 2008-03-31 주식회사 두산 Solid lipid nanoparticle composition containing phosphatidylserine and method for preparing the same
WO2012150839A2 (en) * 2011-05-04 2012-11-08 주식회사 두산 Method for microencapsulating phosphatidylserine
WO2012150839A3 (en) * 2011-05-04 2013-01-03 주식회사 두산 Method for microencapsulating phosphatidylserine
CN103635181A (en) * 2011-05-04 2014-03-12 株式会社斗山 Method for microencapsulating phosphatidylserine
CN115039822A (en) * 2022-06-30 2022-09-13 南通励成生物工程有限公司 Chocolate containing phosphatidylserine and gamma-aminobutyric acid and preparation method thereof

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