JPS6344842A - O/w/o-type emulsified oil and fat composition - Google Patents

O/w/o-type emulsified oil and fat composition

Info

Publication number
JPS6344842A
JPS6344842A JP61189454A JP18945486A JPS6344842A JP S6344842 A JPS6344842 A JP S6344842A JP 61189454 A JP61189454 A JP 61189454A JP 18945486 A JP18945486 A JP 18945486A JP S6344842 A JPS6344842 A JP S6344842A
Authority
JP
Japan
Prior art keywords
oil
fat composition
phospholipid
present
type emulsified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP61189454A
Other languages
Japanese (ja)
Inventor
Shoichi Murata
昌一 村田
Kenji Hara
健次 原
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP61189454A priority Critical patent/JPS6344842A/en
Publication of JPS6344842A publication Critical patent/JPS6344842A/en
Pending legal-status Critical Current

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  • Edible Oils And Fats (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PURPOSE:To stabilize phospholipid and to obtain an O/W/O-type emulsified oil and fat composition capable of fully exhibiting the activity to lower serum cholesterol level, by adding a phospholipid to inner oil phase. CONSTITUTION:In the conventional production of an O/W/O-type emulsified oil and fat composition, about 1-20%, preferably about 3-10% phospholipid such as phosphatidylcholine, phosphatidylethanolamine, etc., and, if necessary, about 0.01-0.1%, preferably about 0.05-0.1% antioxidant such as tocopherol, butylhydroxyanisole, etc., are added to the inner oil phase.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明はリン脂質を安定に配合した油中水中油型乳化油
脂組成物に関し、更に詳細には内相油にリン脂質を含有
せしめた、成人病を予防することのできる油中水中油型
乳化油脂組成物に関する。
[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to an oil-in-water type emulsified fat composition stably containing phospholipids, and more specifically, the present invention relates to an oil-in-water type emulsified fat composition containing phospholipids in an internal phase oil. The present invention relates to an oil-in-water emulsified oil composition that can prevent adult diseases.

(従来の技術) リン脂質は生体膜の重要な構成成分であるだけでなく、
その2位にリノールやリルン酔等の高度不飽和脂肪酸を
含有すること及び3位にコリ/等の塩基を含有すること
から、栄養的に必須脂肪酸及びビタミン様物質の供給源
としても重要な食餌(事)成分である。また最、近動脈
硬化あるいは高脂血症の予防・治療にその構成脂肪酸の
作用以外にホスファチジルコリン、ホス7アチジルエタ
ノールアミン等のリン脂質自体が有効であることが明ら
かとなっている。
(Conventional technology) Phospholipids are not only important constituents of biological membranes, but also
It is an important dietary source of nutritionally essential fatty acids and vitamin-like substances because it contains highly unsaturated fatty acids such as linole and linol in the second position, and bases such as coli in the third position. (thing) It is an ingredient. Furthermore, it has recently become clear that phospholipids themselves, such as phosphatidylcholine and phos-7-acylethanolamine, are effective in preventing and treating arteriosclerosis or hyperlipidemia, in addition to the effects of their constituent fatty acids.

しかし、これらリン脂質は単独ではその構成脂肪酸が酸
化され易く、生じた過酸化物が勾い、味を悪くすると共
に、これが生体内に取り入れられ次場合、生体膜を破壊
したり、組織に沈着し、生体機能の衰退を起し、疾患の
原因となってい友。
However, when these phospholipids are used alone, their constituent fatty acids are easily oxidized, and the resulting peroxides become cloudy and taste bad.If these phospholipids are taken into the body, they can destroy biological membranes or deposit in tissues. However, it causes a decline in biological functions and becomes a cause of disease.

従来、過酸化物の生成を抑制する目的で、リン脂質ソフ
トゼラチンカプセル中あるいは、窒素雰囲気上保存した
り、また、トコフェロール等の抗酸化剤と共存せしめる
ことがおこなわれているが不充分であった。
Conventionally, in order to suppress the production of peroxides, storage in phospholipid soft gelatin capsules or in a nitrogen atmosphere, or coexistence with antioxidants such as tocopherols have been carried out, but these efforts have not been sufficient. Ta.

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

したがって、リン脂質の生理作用を充分発揮さ 。 Therefore, the physiological effects of phospholipids are fully demonstrated.

せ、成人病予防効果を期待するためにリン脂質を安定化
させた組成物の開発が要望されていた。
Therefore, there has been a demand for the development of a composition with stabilized phospholipids in order to expect the effect of preventing adult diseases.

〔問題全解決するための手段〕[Means to solve all problems]

不発間者らは、上記問題点全解決すぺ〈種々研究金おこ
なった結果、リン脂質會、内相油?水相中に乳化させた
水中油型エマルジョ/(以下ro、/wエマルジョン」
という1.更に外相油Ot中に乳化分散させて得た油中
水中油型エマルジョベ以下1− o、 /W10.工々
ルジョyJ とい’))中に配合すればリン脂質、特に
その構成脂肪酸が安定化されることを見出し本発明を完
成した。
The duds have solved all of the above problems.As a result of various research funds, phospholipid association, internal phase oil? Oil-in-water emulsion emulsified in an aqueous phase (hereinafter referred to as ro, /w emulsion)
1. Further, an oil-in-water emulsion obtained by emulsifying and dispersing in external phase oil Ot is as follows: 1-o, /W10. The present invention was completed by discovering that phospholipids, especially their constituent fatty acids, can be stabilized by incorporating them into phospholipids.

すなわち、本発明はリン脂質?内相油中に含有したこと
を特徴とする0、 /W10.型乳化油脂組成物會提供
するものである。
In other words, does the present invention involve phospholipids? 0, /W10., characterized in that it is contained in the internal phase oil. The present invention provides a type emulsified oil and fat composition.

不発ψ1の01 / W / 02 K乳化油脂組成物
(以下「油脂組成物」という)に使用するり/脂質とじ
ては、ホスファチジルコリ/、ホスファチジルエタノー
ルアミン、ホスファチジルイノシトール、ホスファチジ
ン酸、ホスファチジルグリセロール。
The lipids used in the 01/W/02K emulsified oil composition (hereinafter referred to as "oil composition") of misfired ψ1 include phosphatidylcoli/, phosphatidylethanolamine, phosphatidylinositol, phosphatidic acid, and phosphatidylglycerol.

スクイ/ゴミエリンが挙げられる。Examples include Sukui/Gomierin.

本発明の油脂組成物は、内相油に上記リン脂質を含有せ
しめる以外は公知の方法により調製することができる。
The oil and fat composition of the present invention can be prepared by a known method except that the internal phase oil contains the above-mentioned phospholipid.

例えば、内相油(Ol)成分と水相(W)  成分?混
合し、予゛i乳化後、これ會30°〜so’℃、好まし
くは50°〜70℃でホモゲナイザーにかけo、 7y
jエマルジョンt−得る。次いで外相油(01)成分を
40’〜70℃、好ましくは50°〜60℃に加熱し、
これに上記 、/Wエマルジョンを加え混合後、急冷練
合せをすることにより製造される。
For example, the internal phase oil (Ol) component and the water phase (W) component? After mixing and pre-emulsifying, the mixture is homogenized at 30° to 70°C, preferably 50° to 70°C.
j emulsion t-obtain. Then, the external phase oil (01) component is heated to 40° to 70°C, preferably 50° to 60°C,
The above-mentioned /W emulsion is added to this, mixed, and then rapidly cooled and kneaded.

内相油にはリン脂質のほかに抗酸化性の物質を加え、リ
ン脂質の効果と安定性をさらに向上させることが可能で
ある。抗酸化剤としては、−膜内に食品の抗酸化剤とし
て用いられている1コフエロール類、ブチルヒドロキシ
アニソール、ジブチルヒドロキシトルエン、ニリンルビ
/酸、エリソルビ/酸ナトリウム等が使用される。また
その他に抗酸化能?有する香辛料、生薬の抽出物、粉末
In addition to phospholipids, antioxidant substances can be added to the internal phase oil to further improve the effectiveness and stability of phospholipids. As the antioxidant, monocopherols, butylhydroxyanisole, dibutylhydroxytoluene, nilin ruby/acid, erythorubi/sodium acid, etc., which are used as antioxidants in foods, are used in the membrane. Also, does it have other antioxidant properties? spices, herbal extracts, and powders.

精油抽し1″l残渣等が用いられる。抗酸化能を有する
香〒料、生薬として・・マビシ科、ゆそうぼ〈(Gua
jacum officinalle )に含有するグ
アヤク脂、ヒマワリ種子、大豆油等に含まれる天然トコ
フェロール、五倍子、没食子に含まれるタンニンの加水
分解産物である没食子酸、胡麻油に含まれるセザモール
綿実油に含まれるゴシポール、a−ズヤリー、セージ、
タイム、オレガノ等がある。これらの抗酸化性物質のう
ち、特にトコフェロール、ローズマリー、セージ等の生
薬・香辛料由来のものがよい。
The 1"l residue of essential oil extraction is used. As a fragrance and herbal medicine with antioxidant ability...
guaiac oil contained in Jacum officinalle), natural tocopherol contained in sunflower seeds, soybean oil, etc., gallic acid which is a hydrolysis product of tannin contained in gallic acid, sezamol contained in sesame oil, gossypol contained in cottonseed oil, a- Zuyary, Sage;
Thyme, oregano, etc. Among these antioxidant substances, those derived from herbal medicines and spices such as tocopherol, rosemary, and sage are particularly good.

また、本発明の油脂組成物において用いられる油)信と
しては1食用油脂が好ましく、その種類については、特
に制限されず、大豆油、ナタネ油。
Furthermore, the oil used in the oil and fat composition of the present invention is preferably an edible oil or fat, and its type is not particularly limited, such as soybean oil and rapeseed oil.

パーム油、コーン油、x実油、ヤシ油、パーム核油等の
植物油脂類、乳脂2牛脂、ラード、魚油、鯨油等の動物
油脂類のいずれも使用することができ、また、これらを
エステル交換したものも使用゛することができる。ま友
、この外相油には、必要に応じて、グリセリン脂肪酸モ
ノエステル、ショ糖脂肪酸エステル、プロピレングリコ
ール脂肪酸エステル、ソルビタン脂肪酸部分エステル、
ポリオキシエチレンソルビタン脂肪酸部分エステル、レ
シチン等の乳化剤?併用することができる。
Any of vegetable oils and fats such as palm oil, corn oil, coconut oil, coconut oil, and palm kernel oil, animal fats and oils such as milk fat, beef tallow, lard, fish oil, and whale oil can be used. You can also use the replaced one. Mayu, this external phase oil contains glycerin fatty acid monoester, sucrose fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid partial ester,
Emulsifier for polyoxyethylene sorbitan fatty acid partial ester, lecithin, etc.? Can be used together.

更に本発明の油脂組成物におけろ水相は特に制限されな
いが、該水相には従来L90/W型エマルジョ/に用い
られている。カゼインを主体とする乳タンパク質を加え
るのが好ましい。この乳タンパク質としては、具体的に
は、ミルクカゼイン。
Further, the aqueous phase in the oil and fat composition of the present invention is not particularly limited, but the aqueous phase is conventionally used in L90/W type emulsion/. Preferably, milk proteins, mainly casein, are added. Specifically, this milk protein is milk casein.

カゼインナトリウム、゛カゼインカルシウム、レノネッ
トカゼイ/及び脱脂粉乳等がめげられる。
Sodium caseinate, calcium caseinate, lenonet caseinate/and skim milk powder, etc. are recommended.

−本発明の油脂組成物中のリン脂質の量は、 4?に制
限されるものではないが、油脂組成物全量に対して、目
的とする油脂食品の1日当光りの摂取量から決めるべき
である。通常リン脂質摂取量は成人男子で、全脂質摂取
量の1%〜20%である。
-The amount of phospholipids in the oil and fat composition of the present invention is 4? Although not limited to, it should be determined based on the daily intake of the desired fat and oil food relative to the total amount of the fat and oil composition. Normal phospholipid intake is 1% to 20% of total lipid intake for adult males.

従って本発明エマルジョン中の内相油に含有させる一リ
ン脂質量は1〜20%、好オしくFJ:J −10%で
ある。また抗酸化剤の添加量は食品添加物として認めら
れる量1、すなわち最高0.1%でるる。
Therefore, the amount of monophospholipid contained in the internal phase oil in the emulsion of the present invention is 1 to 20%, preferably FJ:J -10%. The amount of antioxidant added is 1, which is the amount allowed as a food additive, that is, a maximum of 0.1%.

従って本発明エマルジョン中に添加する量は0.O1〜
0.1%、好1しくけ0.05〜0,1%である。ただ
I、、dl−α−トコフェロールはこの限りではなく、
任意量添加することができる。
Therefore, the amount added to the emulsion of the present invention is 0. O1~
0.1%, preferably 0.05 to 0.1%. However, this is not the case for I,,dl-α-tocopherol,
Any amount can be added.

また、本発明のO+/W、’Ot型乳化油脂組成物にお
ける内相油01、水相W、外相油0.の1量割合は、内
相油o、 t o〜40%、水相wto〜40%、外相
油0,20〜80%の範囲が好ましい。
Further, in the O+/W and 'Ot type emulsified oil and fat compositions of the present invention, internal phase oil 01, aqueous phase W, and external phase oil 0. The preferred proportions of the internal phase oil are in the range of ~40% for the internal phase oil, ~40% for the water phase wto, and 0.20 ~ 80% for the external phase oil.

本発明のo 、/ w10t型乳化油脂組成物には、更
に必要に応じ、上記のカゼイン會主体とする乳タンパク
質等以外の乳製品、番別、着色料、調味料。
The o,/w10t type emulsified oil and fat composition of the present invention may further contain dairy products other than the casein-based milk protein, etc., number, coloring agent, and seasoning, if necessary.

甘味料、糖類2食塩5果汁、及びジャム等を添加するこ
とができ、また、 01/W101型乳化油脂組成物の
安定性を高めるために、ゼラチン等の乳化安定用糊料等
の物質を添加しても良い。
Sweeteners, saccharides 2 salt 5 fruit juice, jam, etc. can be added, and in order to increase the stability of the 01/W101 type emulsified oil composition, substances such as gelatin and other emulsion stabilizing pastes can be added. You may do so.

〔発明の効果〕〔Effect of the invention〕

本発明の油脂組成物は、リン脂質を安定に保つことがで
きるので、ρj脂血症、冒コレステローA・血症、動脈
硬化症等の治療、予防のための医薬。
Since the oil and fat composition of the present invention can keep phospholipids stable, it can be used as a medicament for the treatment and prevention of ρj lipidemia, cholesterol A bloodemia, arteriosclerosis, and the like.

栄養食品等として有用なものである。It is useful as a nutritional food, etc.

〔実施例〕〔Example〕

以下に実施例・比較例を挙げ本発明の詳細な説明するが
1本発明はこれらの実施例に限定されるものではない。
The present invention will be described in detail below with reference to Examples and Comparative Examples, but the present invention is not limited to these Examples.

実施例1゜ 下に示す組成の油脂組成物′に調製した。午の組成物を
40℃、相対湿度70%で5力月間保存した後、υノー
ル酸に起因する過酸化物価?測定することにエリ内相油
のシリルオイル型ホスファチジルコリンの安定性ケ調べ
た。この結果全第1表に示す。なお、比較品としてばW
、10及びO/Wエマルジョンを用いた。
Example 1 An oil and fat composition having the composition shown below was prepared. After storing the composition at 40°C and 70% relative humidity for 5 months, the peroxide value due to υnolic acid decreased. To measure the stability of silyl oil type phosphatidylcholine in internal phase oil, we investigated. The results are shown in Table 1. In addition, as a comparison product, W
, 10 and O/W emulsion were used.

(組成) 本発明組成物l: 0、内相油 シリルオイル型ホス   50  gファ
チジルコリ/ し食塩         10  g まず、上記の内相油01成分と水相W成分全混合し、予
備乳化後、これ會70℃でホモジナイザーKかけ、 0
./Wエマルジョyを得た。次いで別途用意した上記の
外相油0.成分を60℃に加熱し、これに上記の0./
Wエマルジョンを加え、混合後、急冷練合せをして、本
発明のo、、/W10t型乳化油型組化油脂組成物 本発明組成物2: 内相油0.シリルオイル型ホス  50 gファチジル
コリン dl−α−トコフェロール    5g外相油0.[大
豆硬化油     460 g実施例りと全て同様にし
て0.、/W、10y J〜’、’ り’t (lでT
jR脂組成物金得た。
(Composition) Composition 1 of the present invention: 0. Internal phase oil Silyl oil type phos 50 g Fatidyl coli/ Salt 10 g First, the above internal phase oil 01 component and aqueous phase W component were completely mixed, and after preliminary emulsification, this was Homogenizer K at 70℃, 0
.. /W emuljoy was obtained. Next, the above foreign phase oil prepared separately was added. Heat the ingredients to 60°C and add the above 0. /
W emulsion is added, mixed, and then rapidly cooled and kneaded to obtain the O, /W10t type emulsified oil type assembled oil and fat composition of the present invention.Composition 2 of the present invention: Internal phase oil 0. Silyl oil type phos 50 g Fatidylcholine dl-α-tocopherol 5 g External phase oil 0. [Hydrogenated soybean oil 460 g Same as in Example 0.0. , /W, 10y J~','ri't (T with l
jR fat composition was obtained.

比較品1: 油相成分Oと水成分W’に混合し、予備乳化後、これを
70℃でホモジナイザーを通し、  O,/W  エマ
ルジョ/を得た。
Comparative product 1: Oil phase component O and water component W' were mixed, and after preliminary emulsification, this was passed through a homogenizer at 70°C to obtain O,/W emulsion/.

比較品2: L食塩          10  g比較品lと全て
同様にし−CW10エマルジョンを得た。
Comparative product 2: L common salt 10 g A CW10 emulsion was obtained in the same manner as in Comparative product 1.

(結果) 第1表 以」;の結果から本エマルジョノは、シリルオイル型ホ
スファチジルコリンのリノール酸全安定化させることが
明らかとなり、リン脂質の生理活性を充分に引き出し得
ると判断される。
(Results) From the results in Table 1, it is clear that the present emulsion completely stabilizes the linoleic acid of silyl oil type phosphatidylcholine, and is judged to be able to sufficiently bring out the physiological activity of phospholipids.

実施例2゜ 実施例1で調製した本発明組成物1〜2及び比較品1〜
2のエマルジョyk、ウィスター系雄性ラット(体重2
00.!i+)に3meずつ15日間胃内投与した。投
与最終日に採血層殺し、血清コレステロール濃度全測定
し7た。また対照として水投与群を設けた。この結果を
第2表に示す。
Example 2゜Compositions 1-2 of the present invention prepared in Example 1 and comparative products 1-
2 Emuljo YK, Wistar male rats (weight 2
00. ! i+) was intragastrically administered at 3me doses for 15 days. On the final day of administration, the blood sample was sacrificed and the total serum cholesterol concentration was measured. A water administration group was also provided as a control. The results are shown in Table 2.

第2表 以上の結果から1本発明エマルジョンはリン脂質に’f
定化させ、血清コレステロール低下作用を充分に発揮さ
せうろことが明らかとなった。
From the results shown in Table 2, it is clear that the emulsion of the present invention
It has become clear that the serum cholesterol-lowering effect can be fully exerted by stabilizing the serum cholesterol.

以上that's all

Claims (1)

【特許請求の範囲】 1、リン脂質を内相油中に含有することを特徴とする油
中水中油型乳化油脂組成物。 2、リン脂質が、ホスフアチジルコリン、ホスフアチジ
ルエタノールアミン、ホスフアチジルイノシトール、ホ
スフアチジルグリセロール、ホスフアチジン酸及びスフ
インゴミエリンから選ばれたリン脂質である特許請求の
範囲第1項記載の油中水中油型乳化油脂組成物。 3、内相油中に更に抗酸化剤を含有した特許請求の範囲
第1項記載の油中水中油型乳化油脂組成物。
[Scope of Claims] 1. An oil-in-water emulsified fat composition characterized by containing a phospholipid in the internal phase oil. 2. The phospholipid according to claim 1, wherein the phospholipid is a phospholipid selected from phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidylglycerol, phosphatidic acid, and sphingomyelin. Oil-in-water emulsified fat composition. 3. The oil-in-water emulsified fat composition according to claim 1, which further contains an antioxidant in the internal phase oil.
JP61189454A 1986-08-12 1986-08-12 O/w/o-type emulsified oil and fat composition Pending JPS6344842A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61189454A JPS6344842A (en) 1986-08-12 1986-08-12 O/w/o-type emulsified oil and fat composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61189454A JPS6344842A (en) 1986-08-12 1986-08-12 O/w/o-type emulsified oil and fat composition

Publications (1)

Publication Number Publication Date
JPS6344842A true JPS6344842A (en) 1988-02-25

Family

ID=16241523

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61189454A Pending JPS6344842A (en) 1986-08-12 1986-08-12 O/w/o-type emulsified oil and fat composition

Country Status (1)

Country Link
JP (1) JPS6344842A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58120815A (en) * 1982-01-12 1983-07-18 Toyobo Co Ltd Easily dyeable polyester fiber
JP2003213290A (en) * 2002-01-25 2003-07-30 Snow Brand Milk Prod Co Ltd Double-emulsified oil and fat composition and method for producing the same
EP1618876A1 (en) * 2004-07-19 2006-01-25 Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO Use of sphingolipids for prevention and treatment of atherosclerosis
WO2008044550A1 (en) * 2006-10-04 2008-04-17 Suntory Limited O/w/o-type emulsion containing lignan compound, and composition comprising the same
US7906488B2 (en) 2004-11-30 2011-03-15 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Sphingolipids in treatment and prevention of steatosis and of steatosis or of hepatotoxicity and its sequelae
US7968529B2 (en) 2003-01-20 2011-06-28 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Use of sphingolipids for reducing high plasma cholesterol and high triacylglycerol levels
US8685455B2 (en) 2005-03-31 2014-04-01 Suntory Holdings Limited Oil-in-water emulsions containing lignan-class compounds and compositions containing the same
US8703172B2 (en) 2003-01-20 2014-04-22 Nederlandse Organizatie voor Toegepastnatuurwetenschappelijk Onderzoek TNO Sphingolipids for improvement of the composition of the intestinal flora

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58120815A (en) * 1982-01-12 1983-07-18 Toyobo Co Ltd Easily dyeable polyester fiber
JPH0258366B2 (en) * 1982-01-12 1990-12-07 Toyo Boseki
JP2003213290A (en) * 2002-01-25 2003-07-30 Snow Brand Milk Prod Co Ltd Double-emulsified oil and fat composition and method for producing the same
US7968529B2 (en) 2003-01-20 2011-06-28 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Use of sphingolipids for reducing high plasma cholesterol and high triacylglycerol levels
US8703172B2 (en) 2003-01-20 2014-04-22 Nederlandse Organizatie voor Toegepastnatuurwetenschappelijk Onderzoek TNO Sphingolipids for improvement of the composition of the intestinal flora
EP1618876A1 (en) * 2004-07-19 2006-01-25 Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO Use of sphingolipids for prevention and treatment of atherosclerosis
WO2006009436A1 (en) * 2004-07-19 2006-01-26 Nederlandse Organisatie Voor Toegepast- Natuurwetenschappelijk Onderzoek Tno Use of sphingolipids for prevention and treatment of atherosclerosis
US7906488B2 (en) 2004-11-30 2011-03-15 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Sphingolipids in treatment and prevention of steatosis and of steatosis or of hepatotoxicity and its sequelae
US8685455B2 (en) 2005-03-31 2014-04-01 Suntory Holdings Limited Oil-in-water emulsions containing lignan-class compounds and compositions containing the same
WO2008044550A1 (en) * 2006-10-04 2008-04-17 Suntory Limited O/w/o-type emulsion containing lignan compound, and composition comprising the same
KR101425241B1 (en) * 2006-10-04 2014-08-01 산토리 홀딩스 가부시키가이샤 O/w/o-type emulsion containing lignan compound, and composition comprising the same

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