JPS6043337A - Edible fats and oils - Google Patents

Edible fats and oils

Info

Publication number
JPS6043337A
JPS6043337A JP58151348A JP15134883A JPS6043337A JP S6043337 A JPS6043337 A JP S6043337A JP 58151348 A JP58151348 A JP 58151348A JP 15134883 A JP15134883 A JP 15134883A JP S6043337 A JPS6043337 A JP S6043337A
Authority
JP
Japan
Prior art keywords
oils
edible fats
cholesterol
oil
edible
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
JP58151348A
Other languages
Japanese (ja)
Inventor
Yoshio Maekawa
前川 芳夫
Hirohisa Suzuki
博久 鈴木
Takaaki Kobayashi
隆明 小林
Seikichi Sekine
関根 征吉
Ichiro Ono
一郎 小野
Yoshinari Shimoda
下田 善也
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.)
Ajinomoto Co Inc
Original Assignee
Ajinomoto Co Inc
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 Ajinomoto Co Inc filed Critical Ajinomoto Co Inc
Priority to JP58151348A priority Critical patent/JPS6043337A/en
Priority to EP83305367A priority patent/EP0104043A3/en
Publication of JPS6043337A publication Critical patent/JPS6043337A/en
Pending legal-status Critical Current

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  • Edible Oils And Fats (AREA)

Abstract

PURPOSE:Edible fats and oils having a reducing action of cholesterol in blood or suppressing action on rise in cholesterol in blood, by dding monolinolein to edible fats and oils. CONSTITUTION:Edible fats and oils such as soybean oil, safflower oil, lard, beef tallow, etc. are blended with 1.0-98wt%, preferably 2-5wt% alpha-and/or beta-monolinolein. Consequently, edible fats and oils capable of being added to a wide range of food and drinks, reducing cholesterol in blood or suppressing rise in cholesterol in boold with a small amount of it, can be obtained.

Description

【発明の詳細な説明】 本発明は血中コレステロールの低下または上昇抑制作用
を有した食用油脂に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to edible fats and oils that have the effect of lowering or suppressing the increase in blood cholesterol.

ここでいう血中コレステロールを低下させる作用とは血
中コレステロール濃度が通常より高いものに対し、これ
を低下させる作用をいいまた血中コレステロールの上昇
を抑制する作用とはコレステロールを多量に含む食品を
摂取しても、恒常的に血中コレステロールが」ユ昇する
ことを抑える作用をいう。
The effect of lowering blood cholesterol here refers to the effect of lowering blood cholesterol concentration in those whose blood cholesterol concentration is higher than normal, and the effect of suppressing the increase in blood cholesterol refers to the effect of reducing blood cholesterol concentration in those who have higher than normal blood cholesterol concentration. It has the effect of suppressing the constant rise in blood cholesterol even when ingested.

従来の数多くの知見を基にすると、植物油中の多価不飽
和脂肪酸(リノール酸など)や植物ステロールなどはヒ
トや他の動物の血中コレステロールを低下または上昇抑
制作用を有することは良く知られている。
Based on a large amount of conventional knowledge, it is well known that polyunsaturated fatty acids (such as linoleic acid) and plant sterols in vegetable oils have the effect of lowering or suppressing the increase in blood cholesterol in humans and other animals. ing.

近年、この種の物質が食品または飲料に栄養改善を目的
に補足強化された健康食品として実用化されてきた。
In recent years, this type of substance has been put into practical use as a supplemented and fortified health food in foods or drinks for the purpose of improving nutrition.

本発明者らは、従来より明らかにされた上記物質以外の
油脂成分の生理効果の有無に注目し、種々検討した結果
、モノグリセリドの一種のモノリルインには従来の物質
に比し、100分の1の量で血中コレステロールの低下
作用および上昇抑制作用が同等の効果を示すことを見出
し、本発明を完成した。すなわち、本発明は食用油脂に
対しモノリルインを0.1重量%ないし98重量%含有
せしめた食用油脂である。
The present inventors paid attention to the presence or absence of physiological effects of oil and fat components other than the previously clarified substances, and as a result of various studies, the inventors found that monolyruin, a type of monoglyceride, has a physiological effect that is 100 times lower than that of conventional substances. The present invention has been completed based on the discovery that the amount of the above-mentioned amount is equivalent to the effect of lowering and suppressing the increase in blood cholesterol. That is, the present invention is an edible fat containing 0.1% to 98% by weight of monolyruin based on the edible fat.

ここでいうモノリルインとはα−モノリルインおよび/
またはβ−モノリルインをいう。
Monolyruine here refers to α-monolyluine and/
Or β-monoliruin.

特にβ−モノリルインに優れた効果がある。In particular, β-monolyluine has excellent effects.

本発明に用いるモノリルインの調製法には特に制限はな
く、天然モノグリセリドの濃縮または分取のほか、アル
カリ類やP−)ルエンスルホン酸の触媒または酵素を用
いたグリセリンの直接エステル化、エステル交換および
トリグリセリド、ジグリセリドの部分加水分解をはじめ
公知の合成法が利用でき、さらにこれらを組み合わせて
用いてもよい。
There are no particular restrictions on the method for preparing monolyruine used in the present invention, and in addition to concentration or fractionation of natural monoglycerides, direct esterification of glycerin using an alkali or P-)luenesulfonic acid catalyst or enzyme, transesterification, etc. Known synthesis methods including partial hydrolysis of triglycerides and diglycerides can be used, and combinations of these methods may also be used.

このようにして得られたモノリルインは、そのままでも
また水や油脂類に溶解あるいは混入させて用いることも
でき、本発明の食用油脂を広範囲の飲食物に添加すると
とが可能であり、しかも少量の添加で血中コレステロー
ルを低下させるまたは上昇を抑制するから食生活の改善
に寄与するところ大である。
The monolyruin obtained in this way can be used as it is or by dissolving or mixing it in water or fats and oils, and the edible fats and oils of the present invention can be added to a wide range of foods and drinks, and moreover, it can be used in small amounts. Its addition greatly contributes to improving dietary habits because it lowers blood cholesterol or suppresses its rise.

本発明によれば食用油脂にモノリルインを1.0%ない
し98%、好ましくは2%ないし5%含有せしめること
により血中コレステロールの低下作用又は上昇を抑制す
る作用の大きな健康油をつくるときができる。食用油脂
としては大豆油、ザフラワー油、コーン油、綿実油、ナ
タネ油、米油、パーム油、オリーブ油、ヒマワリ油など
の植物性油脂をはじめ、豚脂、牛脂、乳脂などの動物油
脂やそれらの混合物あるいは水素添加、エステル交換、
分別などの処理を加えたものもずべて対象となる。
According to the present invention, by containing 1.0% to 98%, preferably 2% to 5%, of monolyruin in edible fats and oils, it is possible to create a healthy oil that has a large effect of lowering blood cholesterol or suppressing its rise. . Edible oils and fats include vegetable oils such as soybean oil, safflower oil, corn oil, cottonseed oil, rapeseed oil, rice oil, palm oil, olive oil, and sunflower oil, as well as animal fats and oils such as pork fat, beef tallow, and milk fat. mixture or hydrogenation, transesterification,
All items that have undergone processing such as separation are also subject to the regulations.

本発明者らの以前の出願(特開昭57−35517号、
特開昭57−36935号、特開昭57−3B93G号
、特開昭57−39736号および特開昭57−426
31号)に記載された発明の組成物および食用油脂に含
まれるモノリルインの含量は1.0%未満であって本発
明の製品より効果が□小さい。またこの組成物にはモノ
リルインの他に、植物ステロールなどを多量に含み半固
型吠であるので、とれを食用油脂に添加しても味風味の
よい食用油脂ができない。
The inventors' previous application (Japanese Patent Application Laid-Open No. 57-35517,
JP-A-57-36935, JP-A-57-3B93G, JP-A-57-39736 and JP-A-57-426
The content of monolyruine contained in the composition and edible oil of the invention described in No. 31) is less than 1.0%, and the effect is smaller than that of the product of the present invention. In addition to monolyruin, this composition contains a large amount of plant sterols and is a semi-solid substance, so even if it is added to edible fats and oils, it cannot produce edible fats and oils with good taste and flavor.

以下実施例により本発明を具体的に説明する。The present invention will be specifically explained below using Examples.

実施例1 1)モノリルインのHtA 法 −コーン油からの調製 − 精製コーン油1 kgに10kgのメヂルエヂルケトン
を加え撹拌した後、ドライアイス・メタノール冷媒にて
一70℃で3時間冷却した。その後、固結物を吸引濾過
により除去したメチルエチルケトン溶液からメヂルエチ
ルケトンをエバポレータに留去し、赤かっ色の液体を得
た。これに10倍重弾のメヂルエヂルケトンを加え、再
度同じ方法にて低温固結性物質を除き、メヂルエヂルケ
ンを留去して赤かっ色の高粘度液体25gを得た。
Example 1 1) HtA method of monolyruine - Preparation from corn oil - 10 kg of medyl edyl ketone was added to 1 kg of refined corn oil, stirred, and then cooled at -70°C for 3 hours with dry ice/methanol refrigerant. . Thereafter, methyl ethyl ketone was distilled off in an evaporator from the methyl ethyl ketone solution in which the solids were removed by suction filtration to obtain a reddish-brown liquid. A 10 times heavier bullet of medyl edil ketone was added thereto, and the low-temperature solidifying substance was removed again in the same manner, and medyl edilkene was distilled off to obtain 25 g of a reddish-brown high viscosity liquid.

さらにこの物質22gを、活性化した「ワコーゲルC−
200J 1500gを充填した内径70關のガラスカ
ラムにより第1表の溶剤にて順次展開し、それぞれの区
分を回収後、溶剤を留去し、第2表に示すような4つの
カラムの分画物質を得た。
Furthermore, 22g of this substance was added to the activated "Wakogel C-
A glass column with an inner diameter of 70 mm filled with 1,500 g of 200 J was developed sequentially with the solvents shown in Table 1, and after collecting each fraction, the solvent was distilled off to obtain the fractionated substances of the four columns as shown in Table 2. I got it.

5− 第 1 表 カラム展開溶剤 第 2 表 カラムクロマトグラフィー分画物質ここで
得られた■区分を日立ゲル3053カラムを装着した高
速液体クロマトグラフィを用い、メタノール:イソオク
タン:水= 500:10:20にて−〇− 78 f”Jftさせ、モノリルイン抄1準品の保持時
間に相当する部分を分取した。分取されたものは主とし
てリノール酸から成るモノグリセリドであった。
5- Table 1 Column developing solvent Table 2 Column chromatography fractionated materials The sample was heated to 78 f''Jft, and a portion corresponding to the retention time of Monoliruin Sho 1 quasi-product was fractionated.The fraction was monoglyceride mainly consisting of linoleic acid.

分取を繰返し、7.6gの■区分より約110■のモノ
リルイン(純度95%)を得た。
The fractionation was repeated, and about 110 parts of monolyruine (purity 95%) were obtained from 7.6 g of the part part.

/ ゛・8、 \、 \、  7− 2)動物実験 スジラグ・ドーレ系28日令雄ラットを2日間市販飼料
で飼育後、区分けを行い、1区10匹、平均体重94.
4±3.5gのものを用い各試験飼料で18日間飼育し
た。給餌給水は不断給与とした。
/ ゛・8, \, \, 7- 2) Animal experiment After feeding 28-day-old Sujirag Dore male rats on commercial feed for 2 days, they were divided into sections, with 10 rats per section, average weight 94.
The mice weighed 4±3.5 g and were fed with each test feed for 18 days. Food and water were provided ad libitum.

試験飼料組成は第3表に示した。モノリルイン及び第2
表の第■区分は湯浴にて溶解した牛脂と大豆油(50:
50)に混合した。モノリルイン添加食用油脂は味、風
味ともに良好であったが、第■区分を添加したものは異
味異臭があシ好ましくなかった。飼育終了時16時間絶
食後エーテル麻酔下で採血し常法によシ血清を採取した
。血清中の総コレステロールは和光紬薬工業■製キット
「cholesterol B−Test Wako 
Jおよび血清β−リポクンノククは同じく同社のキット
「β−Llpoprotein−Te5t Wako 
Jを用いそれぞれ測定した。飼育成績および血清総コレ
ステロール値と血清β−υ?プロティン値第4表に示し
た。
The test feed composition is shown in Table 3. Monolyl in and second
Category ■ of the table is beef tallow and soybean oil dissolved in a hot water bath (50:
50). The edible fats and oils to which monolyruine was added had good taste and flavor, but the ones to which Category ① was added had an unpleasant taste and odor, which was undesirable. At the end of rearing, blood was collected under ether anesthesia after fasting for 16 hours, and serum was collected using a conventional method. Total cholesterol in serum was measured using the kit “cholesterol B-Test Wako” manufactured by Wako Tsumugi Pharmaceutical Co., Ltd.
J and serum β-lipokunnokuku are also prepared using the company's kit “β-Llpoprotein-Te5t Wako
Each was measured using J. Breeding performance, serum total cholesterol level, and serum β−υ? Protein values are shown in Table 4.

第3表 試験飼料組成 ※1:オリエンタル酵母工業■製 ハーバ−配合※2:
エーザイ■製 チョコラA滴 0.02%水で希釈し、0.2%チョコ
ラD滴 0.01優にする。
Table 3 Test feed composition *1: Oriental Yeast Kogyo Herb formulation *2:
Eisai ■ Chocola A drops 0.02% Dilute with water to make 0.2% Chocola D drops 0.01%.

−?− 値、β−リポプロティン値に及ばず影響有意差検定 *
:p<o、os 材:P<0.01以上の結果から、モ
ノリルインの添加による平均増体量、平均貴下量および
飼料効率には全く影響を及ぼさず、剖検所見も対照区と
差異は認めなかった。血清総コレステロール値および血
清β−リポグロテイン値にモノリルインの有意の効果が
認められた。
−? − value, β-lipoprotein value, but significant difference test *
: p < o, os Material: P < 0.01 or higher results indicate that the addition of monoliruine had no effect on average weight gain, average weight loss, or feed efficiency, and there was no difference in autopsy findings from the control group. I didn't admit it. A significant effect of monoliruine was observed on serum total cholesterol level and serum β-lipoglotein level.

実施例2 1)モノリルイン含有食用油脂の製造 溶解する程度に加熱した食用牛脂と食用ナタネ油を25
ニア5で混合し、その99.9に実施例1と同じ調製法
で調製したモノリルインIgを加え攪拌して溶解し、モ
ノリルインを1%含む食用油脂を製造した。この食用油
脂は味・風味ともに良好であった。また、実施例1の食
用油同様の血中コレステロールの低下または上昇抑制作
用を有していた。
Example 2 1) Production of edible oil and fat containing monolyruine. Edible beef tallow and edible rapeseed oil heated to the extent that they dissolve were heated to 25 ml.
Monolyruine Ig prepared by the same method as in Example 1 was added to 99.9 of the mixture and dissolved with stirring to produce an edible oil or fat containing 1% monolyluine. This edible oil and fat had good taste and flavor. In addition, it had the same effect of lowering or suppressing the increase in blood cholesterol as the edible oil of Example 1.

特許出願人 味の素株式会社Patent applicant: Ajinomoto Co., Inc.

Claims (1)

【特許請求の範囲】 0) 食用油脂に対し、モノリルインを1.0重量%な
いし98重量%含有せしめた食用油脂。 (2) モノリルインが、β−モノリルインである特許
請求の範囲第(1)項記載の食用油脂。
[Scope of Claims] 0) An edible fat containing 1.0% to 98% by weight of monolyruin based on the edible fat. (2) The edible fat or oil according to claim (1), wherein the monolyluine is β-monolyluine.
JP58151348A 1982-09-20 1983-08-19 Edible fats and oils Pending JPS6043337A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP58151348A JPS6043337A (en) 1983-08-19 1983-08-19 Edible fats and oils
EP83305367A EP0104043A3 (en) 1982-09-20 1983-09-14 Foodstuffs and pharmaceuticals

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58151348A JPS6043337A (en) 1983-08-19 1983-08-19 Edible fats and oils

Publications (1)

Publication Number Publication Date
JPS6043337A true JPS6043337A (en) 1985-03-07

Family

ID=15516596

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58151348A Pending JPS6043337A (en) 1982-09-20 1983-08-19 Edible fats and oils

Country Status (1)

Country Link
JP (1) JPS6043337A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0335757A (en) * 1989-07-03 1991-02-15 Kanegafuchi Chem Ind Co Ltd Oil and fat composition having taste and flavor of beef tallow

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5736936A (en) * 1980-08-14 1982-02-27 Ajinomoto Co Inc Edible oil

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5736936A (en) * 1980-08-14 1982-02-27 Ajinomoto Co Inc Edible oil

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0335757A (en) * 1989-07-03 1991-02-15 Kanegafuchi Chem Ind Co Ltd Oil and fat composition having taste and flavor of beef tallow
JPH0724549B2 (en) * 1989-07-03 1995-03-22 鐘淵化学工業株式会社 Fat composition having beef tallow flavor

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