JPH03181496A - Substance having action capable of suppressing formation of cholesterol gallstone and drink and food using same substance - Google Patents

Substance having action capable of suppressing formation of cholesterol gallstone and drink and food using same substance

Info

Publication number
JPH03181496A
JPH03181496A JP1317800A JP31780089A JPH03181496A JP H03181496 A JPH03181496 A JP H03181496A JP 1317800 A JP1317800 A JP 1317800A JP 31780089 A JP31780089 A JP 31780089A JP H03181496 A JPH03181496 A JP H03181496A
Authority
JP
Japan
Prior art keywords
substance
raw material
food
content
cholesterol gallstone
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.)
Granted
Application number
JP1317800A
Other languages
Japanese (ja)
Other versions
JP2588617B2 (en
Inventor
Toshio Takemori
竹森 俊雄
Toshinobu Tsurumi
鶴見 利信
Masahiro Takagi
高木 雅博
Tatsuya Kamiwaki
達也 上脇
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.)
Lotte Co Ltd
Original Assignee
Lotte Co Ltd
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 Lotte Co Ltd filed Critical Lotte Co Ltd
Priority to JP1317800A priority Critical patent/JP2588617B2/en
Priority to US07/623,545 priority patent/US5171570A/en
Priority to EP90123663A priority patent/EP0431650A1/en
Publication of JPH03181496A publication Critical patent/JPH03181496A/en
Application granted granted Critical
Publication of JP2588617B2 publication Critical patent/JP2588617B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D13/00Finished or partly finished bakery products
    • A21D13/60Deep-fried products, e.g. doughnuts

Abstract

PURPOSE:To obtain the title substance obtained as an acid insoluble fraction containing lignin of phenolic high polymer compound extracted from a wooden material as a main ingredient and capable of continuously adding at relatively large amounts without impairing food characteristics. CONSTITUTION:The aimed substance obtained as an acid insoluble fraction containing lignin of phenolic high polymer compound extracted from a wooden material as a main ingredient. Furthermore, cacao or other plant body is directly used as a raw material or material obtained by subjecting the cacao or other plant body to physical treatment such as pulverizing, chemical treatment such as various kind of solvent extractions or biochemical treatment such as fermentation is used as a raw material and 40-98% concentrated sulfuric acid is added to the above-mentioned raw material at an amount of 2-10 times by vol. to hydrolyze the raw material and the hydrolyzate is filtered and cleaned to provide the aimed substance as the residue. The aimed substance has preferably physicochemical characteristics such as >=200 molecular weight, <=1% sugar content, 1.5-5.5% nitrogen amount, <=10% fat content, <=10% ash content and 5-40% methoxy group number.

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は、コレステロール胆石形成抑制作用を有する物
質およびそれを用いた飲食物に関し、更に詳しくは、カ
カオ(胚乳、外皮、それらを加工したココアパウダー類
を含む)またはその他の植物体(木材パルプ、木粉、藁
、もみがら、ふすま、パガス等)からそのまま、または
これらに物理化学的処理、生化学的前処理を加えたもの
から調製したコレステロール胆石形成抑制作用を有する
物質およびそれを用いた飲食物に関する。
Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a substance having an inhibitory effect on cholesterol gallstone formation and a food or drink using the same, and more specifically relates to cacao (endosperm, rind, and cocoa processed from them). (including powders) or other plant bodies (wood pulp, wood flour, straw, rice husks, bran, pagus, etc.), or prepared from these materials after physicochemical treatment or biochemical pretreatment. The present invention relates to a substance having an inhibitory effect on cholesterol gallstone formation and a food or drink using the same.

[従来の技術] 近年様々な臓器で生じる結石が問題になってきている。[Conventional technology] Stones occurring in various organs have become a problem in recent years.

中でも胆嚢が最も発生率が高い胆石は、肝胆管、胆嚢管
、総胆管を経て十二指腸へと排泄が行われる過程で、胆
汁成分が析出して結石したものである。現在、日本人の
中高齢者の場合、男性は20人に1人、女性は10人に
1人が胆石を持っている。第二次世界大戦以前は色素結
石が大部分を占めていたが、食生活の欧米化に伴い色素
結石は減少してきており、代ってコレステロール胆石が
急激に増加している傾向にあり、更に今後ますます増加
すると考えられている。
Among them, gallstones, which occur most often in the gallbladder, are stones formed when bile components precipitate during excretion into the duodenum via the hepatobiliary duct, cystic duct, and common bile duct. Currently, among middle-aged and elderly Japanese, one in 20 men and one in 10 women have gallstones. Before World War II, pigment stones accounted for the majority, but with the westernization of the diet, pigment stones have been decreasing, and in their place cholesterol gallstones are rapidly increasing. It is thought that this number will increase further in the future.

胆石の治療法としては、大きく分けて内科的なものと外
科的なものとがある。内科的なものは、利胆剤として催
胆剤(胆汁酸剤、クルクマ剤、合成物質等)、排胆剤(
硫酸カルシウム、人工カルカス泉tM>の利用があり、
また胆石溶解剤としてケノデオキシコール酸やウルソデ
オキシコール酸を用いるものがあるが、現段階では補助
的な療法に過ぎない。
Treatment methods for gallstones are broadly divided into medical and surgical methods. Internal medicines include choleretic agents (bile acids, curcuma drugs, synthetic substances, etc.) and choleretic agents (
Calcium sulfate, artificial calcas spring tM> are used,
In addition, chenodeoxycholic acid and ursodeoxycholic acid are used as gallstone dissolving agents, but these are only adjunctive therapies at this stage.

また外科的治療法も、合併症を引き起こす可能性や、手
術の時期を決定するのが難しい等の問題点がある。この
ようなことから、現在は治療と予防の両方から研究が行
われている。
Surgical treatment methods also have problems, such as the possibility of complications and the difficulty in determining the timing of surgery. For this reason, research is currently being conducted on both treatment and prevention.

胆石の予防法としては、胆石がコレステロールの過飽和
によって形成されることを考えると、コレステロールの
過飽和を避ける、すなわちコレステロールレベルを上昇
させないようにすればよい、それには食事性のコレステ
ロールを減らせば良いのであるが、現在の食分化、食の
スタイルにおいてはなかなか難しい面もある。そこで降
コレステロール作用を有する食品成分を利用すれば良い
ということになる。
Considering that gallstones are formed by supersaturation of cholesterol, the best way to prevent gallstones is to avoid supersaturation of cholesterol, that is, to prevent cholesterol levels from increasing.To do this, it is necessary to reduce dietary cholesterol. However, there are some aspects that are quite difficult due to the current food differentiation and food styles. Therefore, it would be better to use food ingredients that have a cholesterol-lowering effect.

コレステロールを低下させる食品成分としては、植物油
中の不飽和脂肪酸(n−6系)、魚油中の不飽和脂肪酸
(n−3系、EPAやDMA)や魚介類に含まれている
タウリン、それにペクチン等の水溶性食物繊維が知られ
ている0本発明のLGは水に溶は難いフェノール性高分
子物質〈リグニンが主成分〉である、高分子化合物とい
う点においてはペクチンやアルギン酸と共通しているが
、それらはLGと比較すると吸湿性が高く水に溶かした
時に粘性を持つために、食品素材として大量に添加する
ことが食品の安定性の面から困難であった。
Food ingredients that lower cholesterol include unsaturated fatty acids (N-6 series) in vegetable oil, unsaturated fatty acids (N-3 series, EPA and DMA) in fish oil, taurine contained in seafood, and pectin. The LG of the present invention is a phenolic polymer substance (mainly composed of lignin) that is difficult to dissolve in water, and is similar to pectin and alginic acid in terms of being a polymer compound. However, compared to LG, they have higher hygroscopicity and are more viscous when dissolved in water, so it has been difficult to add them in large quantities as food ingredients from the standpoint of food stability.

すなわち、ペクチンやアルギン酸のような高分子化合物
は吸湿性が高く、水に溶かした時に粘性を持つために、
食品素材として大量に添加することは食品の安定性の面
から困難であり、また、タウリンの天然物はコストが高
く、更に不飽和脂肪酸はカロリーが高いという欠点があ
った。このため、食品の特性を損なわず、しかも比較的
大量に添加できる特に高分子系の素材の開発が待たれて
いた。
In other words, polymer compounds such as pectin and alginic acid are highly hygroscopic and have viscosity when dissolved in water.
It is difficult to add large amounts of taurine as a food material in terms of food stability, and natural taurine is expensive, and unsaturated fatty acids have high calories. For this reason, there has been a long-awaited development of particularly polymeric materials that can be added in relatively large amounts without impairing the properties of foods.

[発明が解決しようとする課題] この度、カカオ(胚乳、外皮、それらを加工したココア
パウダー類を含む〉またはその他の植物体(木材パルプ
、木粉、藁、もみがら、ふすま、パガス等)中の成分を
各方面から研究した結果、リグニンを主成分とするフェ
ノール性高分子画分(以下LGという)に属し、酸不溶
性画分である硫酸加水分解残渣(LGI)とアルカリ抽
出画分(LG2)とがコレステロール胆石形成抑制作用
を有することを突き止めた。
[Problem to be solved by the invention] This time, we have discovered that cocoa (including endosperm, husk, and cocoa powder made from these) or other plant bodies (wood pulp, wood flour, straw, rice husks, bran, pagus, etc.) As a result of research on the components of the phenolic polymer fraction (hereinafter referred to as LG) whose main component is lignin, we found that the sulfuric acid hydrolysis residue (LGI), which is an acid-insoluble fraction, and the alkali extraction fraction (LG2) ) was found to have an inhibitory effect on cholesterol gallstone formation.

よって本発明は、カカオ(胚乳、外皮、それらを加工し
たココアパウダー類を含む〉またはその他の植物体(木
材パルプ、木粉、藁、もみがら、ふすま、パガス等)か
らそのまま、またはこれらに物理化学的処理、生化学的
処理を加えたものから調製したコレステロール胆石形成
抑制作用を有する物質およびそれを用いたコレステロー
ル胆石形成抑制作中を有する飲食物であって、食品の特
性を損わすしかも比較的大量にに添加できる物質および
それを用いた飲食物を提供することを目的とする。
Therefore, the present invention can be used directly from cacao (including endosperm, husk, and cocoa powders processed from these) or other plant bodies (wood pulp, wood flour, straw, rice husks, bran, pagasu, etc.) or by physically adding them to these. Substances that have an inhibitory effect on cholesterol gallstone formation prepared from chemically or biochemically processed substances, and foods and drinks that have an inhibitory effect on cholesterol gallstone formation using the same, but do not impair the characteristics of the food and are compared. The purpose of the present invention is to provide a substance that can be added to a large amount of food and a food or drink using the substance.

[課題を解決するための手段コ 本発明によれば、木質系材料から抽出したフェノール性
高分子化合物のリグニンを主成分とする酸不溶性画分と
して得られることを特徴とするコレステロール胆石形成
抑制作用を有する物質が提供される。
[Means for Solving the Problems] According to the present invention, the inhibitory effect on cholesterol gallstone formation is obtained as an acid-insoluble fraction containing lignin as a main component of a phenolic polymer compound extracted from a wood-based material. A substance having the following is provided.

更に本発明によれば、フェノール性高分子化合物のリグ
ニンを主成分とするコレステロール胆石形成抑制作用を
有する物質であって、カカオ(胚乳、外皮、それらを加
工したココアパウダー類を含む)またはその他の植物体
(木材パルプ、木粉、藁、もみがら、ふすま、パガス等
)をそのまま原料とし、またはこれらに対して、粉砕、
磨砕、加熱、蒸煮もしくは爆砕のような物理的処理、各
種溶媒(ヘキサン、アセトン、エタノール等)による抽
出のような化学的処理、または発酵もしくは酵素(プロ
テアーゼ、アミラーゼ等)処理のような生化学的処理を
加えたものを原料とし、 この原料に40〜98%の濃度の硫酸を2〜10倍の容
量で加えて加水分解し、ろ過、洗浄を行なった残渣とし
て得られ、 次の物理化学的特性を示すことを特徴とするLGI物質
が提供される: 分子量:200以上、 糖分:1%以下、 窒素量 : 1.5〜5.5%、 脂肪分=10%以下、 灰分:10%以下、 メトキシル基数:5〜40%。
Further, according to the present invention, a substance having a cholesterol gallstone formation inhibiting effect that is mainly composed of lignin, a phenolic polymer compound, and which is a substance that has a cholesterol gallstone formation inhibiting effect and that is Plant bodies (wood pulp, wood flour, straw, rice husks, bran, pagasu, etc.) can be used as raw materials, or they can be crushed,
Physical treatments such as grinding, heating, steaming or blasting; chemical treatments such as extraction with various solvents (hexane, acetone, ethanol, etc.); or biochemical treatments such as fermentation or enzymatic (protease, amylase, etc.) treatments. This raw material is treated with sulfuric acid with a concentration of 40 to 98% in 2 to 10 times the volume to hydrolyze it, and is obtained as a residue after filtration and washing. Provided is an LGI substance characterized by exhibiting the following characteristics: Molecular weight: 200 or more, Sugar content: 1% or less, Nitrogen content: 1.5 to 5.5%, Fat content = 10% or less, Ash content: 10% Below, number of methoxyl groups: 5 to 40%.

なお、糖分、粗蛋白質、脂肪分、灰分についての数値は
一般分析によるものである。
Note that the values for sugar content, crude protein, fat content, and ash content are based on general analysis.

更に本発明によれば、通常の食品の製造の際に添加する
ことにより、前記したLGI物質を有効成分として含有
することを特徴とするコレステロール胆石形成抑制作用
を有する飲食物が提供される。
Further, according to the present invention, there is provided a food or drink having a cholesterol gallstone formation inhibiting effect, which is characterized by containing the above-mentioned LGI substance as an active ingredient by adding it during the production of ordinary foods.

更に本発明によれば、フェノール性高分子化合物のリグ
ニンを主成分とするコレステロール胆石形成抑制作用を
有する物質であって、カカオ(胚乳、外皮、それらを加
工したココアパウダー類を含む)またはその他の植物体
(木材パルプ、木粉、藁、もみがら、ふすま、パガス等
)をそのまま原料とし、またはこれらに対して、粉砕、
磨砕、加熱、蒸煮もしくは爆砕のような物理的処理、各
種溶媒(ヘキサン、アセトン、エタノール等)による抽
出のような化学的処理、または発酵もしくは酵素(プロ
テアーゼ、アミラーゼ等)処理のような生化学的処理を
加えたものを原料とし、 この原料に0.1〜2.0%の濃度の水酸化ナトリウム
または水酸化カリウムを10〜50倍容量加え、室温ま
たは加熱しながら30分以上抽出を行い、抽出液を塩酸
で中和してPH7以下として沈澱を生成させ、更に遠心
分離またはろ過のような手段により取出し、蒸溜水で洗
浄を行った沈澱物として得られ、 次の物理化学的特性を示すことを特徴とするLG2物質
が提供される: 分子量=200以上、 糖分=1%以下、 窒素量=1,5〜5.5%、 脂肪分=10%以下、 灰分:10%以下、 メトキシル基数=5〜40%。
Further, according to the present invention, a substance having a cholesterol gallstone formation inhibiting effect that is mainly composed of lignin, a phenolic polymer compound, and which is a substance that has a cholesterol gallstone formation inhibiting effect and that is Plant bodies (wood pulp, wood flour, straw, rice husks, bran, pagasu, etc.) can be used as raw materials, or they can be crushed,
Physical treatments such as grinding, heating, steaming or blasting; chemical treatments such as extraction with various solvents (hexane, acetone, ethanol, etc.); or biochemical treatments such as fermentation or enzymatic (protease, amylase, etc.) treatments. Add 10 to 50 times the volume of sodium hydroxide or potassium hydroxide at a concentration of 0.1 to 2.0% to this raw material, and extract for 30 minutes or more at room temperature or while heating. , the extract was neutralized with hydrochloric acid to a pH of 7 or below to form a precipitate, which was then taken out by means such as centrifugation or filtration and washed with distilled water to obtain a precipitate, which had the following physicochemical properties. Provided is an LG2 substance characterized by: molecular weight = 200 or more, sugar content = 1% or less, nitrogen content = 1.5-5.5%, fat content = 10% or less, ash content: 10% or less, methoxyl Radix = 5-40%.

なお、糖分、粗蛋白質、脂肪分、灰分についての数値は
一般分析によるものである。
Note that the values for sugar content, crude protein, fat content, and ash content are based on general analysis.

更に本発明によれば、通常の食品の製造の際に添加する
ことにより、前記したLG2物質を有効成分として含有
することを特徴とするコレステロール胆石形成抑制作用
を有する飲食物が提供される。
Further, according to the present invention, there is provided a food or drink having a cholesterol gallstone formation inhibiting effect, which is characterized by containing the above-mentioned LG2 substance as an active ingredient by adding it during the production of ordinary foods.

[作用] 本発明によるLGIおよびLG2は、共に木質系材料か
ら抽出される酸不溶性画分てあり、フェノール性高分子
化合物のリグニンを主成分とする共通の特性を有するた
め、これらをLG画分と総称することができる。
[Operation] LGI and LG2 according to the present invention are both acid-insoluble fractions extracted from wood-based materials, and have the common property of having lignin, a phenolic polymer compound, as a main component. can be collectively called.

コレステロールはホルモンの素材になったり、生体膜の
組成になる等、生体内で重要な働きを果たしており、そ
れ自体は無用の悪者ではない、しかし、現代の食生活に
おいてはコレステロールの余分な取り過ぎが問題になっ
ている。
Cholesterol plays important roles in the body, such as being a material for hormones and forming biological membranes, and is not a useless evil in itself.However, in modern diets, we are eating too much cholesterol. has become a problem.

しかし、コレステロール胆石の予防においては、血中の
コレステロールを単純に減らせば良いというものではな
く、リン脂質とのバランスも重要な因子として考慮する
必要がある。更に、薬物のように副作用の恐れのあるも
のではなく、日常的に摂取可能で副作用の心配が少い効
能物質を天然物質から検索するのが望ましいと考えられ
る。
However, in preventing cholesterol gallstones, it is not enough to simply reduce blood cholesterol; the balance with phospholipids must also be considered as an important factor. Furthermore, it is considered desirable to search for effective substances from natural substances that can be ingested on a daily basis and are less likely to cause side effects, rather than drugs that may have side effects.

本発明が開示したLGの主成分は、一般にリグニンと呼
ばれているもので、水に溶は難い高分子タイプのフェノ
ール性の物質である。
The main component of LG disclosed in the present invention is generally called lignin, which is a polymer type phenolic substance that is difficult to dissolve in water.

高分子化合物という点では、ペクチンやアルギン酸と共
通するが、それらはLGと比較すると吸湿性が高く、水
に溶かした時に粘性を持つために、食品素材として大量
に添加することは、食品の安定性の面から困難である。
In terms of polymer compounds, they are similar to pectin and alginic acid, but they have higher hygroscopicity than LG and have viscosity when dissolved in water, so adding them in large quantities as food ingredients is important for food stability. It is difficult from a sexual perspective.

本発明が開示したLGの主成分であるリグニンは、ココ
アパウダーや切り干し大根、チョコレート等に多く含ま
れている食物繊維の一種であり、難吸収性でエネルギー
にならないのでダイエツト効果も期待できる食品素材で
ある。これらは原料が天然の食品素材であるため、添加
量に制限がなく、また吸収されないため副作用もない。
Lignin, which is the main component of LG disclosed by the present invention, is a type of dietary fiber that is abundantly contained in cocoa powder, dried daikon radish, chocolate, etc. It is difficult to absorb and does not become energy, so it is a food material that can be expected to have a diet effect. It is. Since these ingredients are natural food materials, there is no limit to the amount they can be added, and since they are not absorbed, there are no side effects.

ペクチンやアルギン酸を食品に添加する場合は、それら
の吸湿性や粘性のために物性が変化し易く、食品の安定
性の面から大量に使用することが難しい、タウリンの天
然物はコストが高く、不飽和脂肪酸はカロリーが高いと
いう欠点がある。それらの点については、本発明による
LGは全く問題はなく、他の素材より優れているといえ
る。
When adding pectin and alginic acid to food, their physical properties change easily due to their hygroscopicity and viscosity, making it difficult to use in large quantities due to food stability.Taurine, a natural product, is expensive. Unsaturated fatty acids have the disadvantage of being high in calories. Regarding these points, the LG according to the present invention has no problems at all and can be said to be superior to other materials.

また、特にカカオの外皮はチョコレート製造時に大量に
副生ずるが、その大部分が廃棄されているのが現状であ
る。tたパガスは砂糖きびの搾りかすであり、藁やもみ
がらにしても通常は廃棄されるものである。これらから
LGのような効能物質を取り出し食品へ応用することは
、コスト面からも資源の有効利用という面からも非常に
優れたものであると考えられる。
Additionally, cacao husk, in particular, is produced in large quantities as a by-product during chocolate production, and currently most of it is discarded. Tapas is the pomace of sugarcane, which is usually discarded even if it is made into straw or rice husks. Extracting effective substances such as LG from these and applying them to foods is considered to be extremely superior in terms of cost and effective use of resources.

[発明の効果] 本発明によれば、カカオ(胚乳、外皮、それらを加工し
たココアパウダー類を含む)またはその他の植物体く木
材パルプ、木粉、藁、もみがら、ふすま、パガス等〉か
らそのまま、またはこれらに物理化学的処理、生化学的
処理を加えたものから調製したコレステロール胆石形成
抑制作用を有する物質およびそれを用いたコレステロー
ル胆石形成抑制作用を有する飲食物であって、食品の特
性を損わすしかも比較的大量にに添加できる物質および
それを用いた飲食物が提供される。
[Effects of the Invention] According to the present invention, cacao (including endosperm, husk, and cocoa powder obtained by processing them) or other plant materials such as wood pulp, wood flour, straw, rice husks, bran, pagasu, etc. Substances that have an inhibitory effect on cholesterol gallstone formation, prepared as they are or after physicochemical treatment or biochemical treatment, and foods and drinks that have an inhibitory effect on cholesterol gallstone formation using the same, and the characteristics of the food. Provided are substances that damage the skin and can be added in relatively large amounts, and foods and drinks using the same.

[実施例] 以下に実施例により本発明を更に詳細に説明するが、本
発明は以下の実施例にのみ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 only to the following Examples.

方   11   (LGI  の 調  J )シラ
カバ木粉30gに300111tのクロロホルム:メタ
ノール(2:1)混液を加え、1時間攪拌して脱脂シラ
カバ木粉を得た。それに72%硫酸60積1を加えて時
々撹拌しながら2時間反応させた。更に5000n+ 
1の水を加えて4時間還流加熱を行った。ろ過、洗浄後
に乾燥させて約12gのLGIを得た。
Method 11 (LGI Preparation J) 300111 t of a chloroform:methanol (2:1) mixed solution was added to 30 g of birch wood flour, and the mixture was stirred for 1 hour to obtain defatted birch wood flour. 60 volumes of 72% sulfuric acid was added thereto, and the mixture was reacted for 2 hours with occasional stirring. Another 5000n+
1 of water was added and heated under reflux for 4 hours. After filtering and washing, it was dried to obtain about 12 g of LGI.

得られたLGIの物理化学的特性は前記した通りである
The physicochemical properties of the obtained LGI are as described above.

12  LGIの;。製) カカオハスク(カカオ豆の外皮)50gに50On+I
のヘキサンを加え、■時間撹拌して脱脂カカオハスクを
得た。それに30%硫酸1000Illを加えて1時間
還流加熱し、ろ過し、ろ液が中性になるまで洗浄を行っ
た後に凍結乾燥して10gのLGIを得た。
12 LGI;. ) 50 On + I for 50 g of cacao husk (cocoa bean husk)
of hexane was added and stirred for 1 hour to obtain defatted cacao husk. 1000 Ill of 30% sulfuric acid was added thereto, heated under reflux for 1 hour, filtered, washed until the filtrate became neutral, and then lyophilized to obtain 10 g of LGI.

得られたLGIの物理化学的特性は前記した通りである
The physicochemical properties of the obtained LGI are as described above.

j3  LG2の0゜J ココアパウダー50gに500 IIのエーテルを加え
、1時間攪拌し、ろ過によりエーテルを除き、脱脂ココ
アパウダーを得た。それに1%水酸化ナトリウム水溶液
を加えて80°Cで1時間抽出を行った。抽出液を遠心
分離して固形分を除いた後、pH5に調製し、更に遠心
分離を行い、沈澱物を50℃のオーブンで乾燥させて1
2gのLG2を得た。
500 II ether was added to 50 g of 0°J cocoa powder of LG2, stirred for 1 hour, and the ether was removed by filtration to obtain defatted cocoa powder. A 1% aqueous sodium hydroxide solution was added thereto, and extraction was performed at 80°C for 1 hour. The extract was centrifuged to remove solids, adjusted to pH 5, further centrifuged, and the precipitate was dried in an oven at 50°C.
2g of LG2 was obtained.

得られたLG2の物理化学的特性は前記した通りである
The physicochemical properties of the obtained LG2 are as described above.

方例4(物 験例) ICR系のマウス(5適齢、1群15頭)を予備飼育後
、0.5%コレステロール、0.25%コール酸ナトリ
ウムを含む半合成飼料(対照群としてコレステロールお
よびコール酸ナトリウムを含まない飼料群を設けた)で
5週間飼育した。実験群には規程かの試料から調製した
LGを約3%添加した(コントロール飼料中のスクロー
スを置換した〉、飼育終了後、断頭解剖して胆嚢を取り
出し、肉眼で観察して胆石の有無を確認した。
Example 4 (Experimental example) ICR mice (5 appropriate ages, 15 mice per group) were pre-fed and fed semi-synthetic feed containing 0.5% cholesterol and 0.25% sodium cholate (as a control group, cholesterol and A diet group containing no sodium cholate was provided for 5 weeks. Approximately 3% LG prepared from a sample according to the regulations was added to the experimental group (sucrose in the control diet was replaced). After rearing, the animals were decapitated and the gallbladders were removed and visually observed to determine the presence or absence of gallstones. confirmed.

胆石形成の有無の結果を以下に示す。The results of the presence or absence of gallstone formation are shown below.

及土ぶ  &土! コレステロール無添加 0715頭  O%コレステロ
ール負荷群 15/15頭 100%カカオLGI添加
群  10/15頭  66%カカオLG2添加群  
13/15頭  869C木材LG添加群    9/
15頭  60%パガスLG添加群   8/15頭 
 53%以上の結果から、コレステロール胆石形成が各
種LGを添加することにより抑制されたことが分る。
Oitobu & Sat! No cholesterol added 0715 animals O% cholesterol loaded group 15/15 animals 100% cacao LGI addition group 10/15 animals 66% cacao LG2 addition group
13/15 head 869C wood LG addition group 9/
15 animals 60% Pagus LG addition group 8/15 animals
The results of 53% or more indicate that cholesterol gallstone formation was suppressed by adding various LGs.

施例5 飲食物への応用) 次の処方により原料を配合し、以下の手順によりLGI
添加チョコレートを製造した。
Example 5 Application to food and drink) The raw materials were blended according to the following recipe, and LGI was prepared according to the following procedure.
Additive chocolate was produced.

カカオマス   15  % 粉@       39  % カカオバター  18  % 全脂粉乳    20  % 脱脂粉乳     5 % レシチン     0.3% 香料      0.1% LGI       3.0% カカオバターおよびレシチンの一部と香料以外の原材料
とをミキサーにて粘度を見ながら混合した。次にこれら
を粒径40μ以下になるようにロー°ルにかけた。それ
にカカオバターとレシチンの残りと香料とを加えてコン
チングを行いチョコレート生地を作製した。これを調温
した後にモールドに流し込み、固めて板チョコレートを
製造した。
Cocoa mass 15% powder @ 39% Cocoa butter 18% Whole milk powder 20% Skim milk powder 5% Lecithin 0.3% Flavoring 0.1% LGI 3.0% Mixer of cocoa butter and part of lecithin with raw materials other than fragrance The mixture was mixed while checking the viscosity. Next, these were rolled so that the particle size was 40 μm or less. Cocoa butter, the remainder of lecithin, and a flavoring agent were added thereto, and conching was performed to prepare chocolate dough. After controlling the temperature, this was poured into a mold and solidified to produce a chocolate bar.

例6(食物への応 〉 次の処方により原料を配合し、実施例5と同様の手順に
よりLG2添加チョコレーI・を製造した。
Example 6 (Response to food) LG2-added chocolate I was produced by mixing raw materials according to the following recipe and following the same procedure as in Example 5.

カカオマス   15  % 粉糖      39  % カカオバター  18  % 全脂粉乳    20  % 脱脂粉乳    5 % レシチン    0.3% 香料      (1,1% LG2      3.0% 注1u札1 次の処方により原料を配合し、実施例5と同様の手順に
よりペクチン添加チョコレートを製造した。
Cocoa mass 15% Powdered sugar 39% Cocoa butter 18% Whole milk powder 20% Skim milk powder 5% Lecithin 0.3% Flavoring (1.1% LG2 3.0% Note 1 u tag 1) Mix raw materials according to the following recipe and carry out A pectin-added chocolate was produced using the same procedure as in Example 5.

カカオマス   15  % 粉糖      39  % カカオバター  18  % 全脂粉乳    20  % 脱脂粉乳    5 % レシチン    0.3% 香料      0.1% ペクチン     3.O?ご 止(し纏1 次の処方により原料を配合し、実施例5と同様の手順に
よりEPA添加チョコレートを製造した。
Cocoa mass 15% Powdered sugar 39% Cocoa butter 18% Whole milk powder 20% Skim milk powder 5% Lecithin 0.3% Flavoring 0.1% Pectin 3. O? 1. Raw materials were blended according to the following recipe, and EPA-added chocolate was produced in the same manner as in Example 5.

カカオマス   15  % 粉糖      41  % カカオバター  18  % 全脂粉乳    20  % 脱脂粉乳    5 % レシチン     0.3% 香料      0.1% B P A       1,0% 星笠皿旦 次の処方により原料を配合し、実施例5と同様の手順に
よりノーマルチョコレートを製造した。
Cocoa mass 15% Powdered sugar 41% Cocoa butter 18% Whole milk powder 20% Skimmed milk powder 5% Lecithin 0.3% Flavoring 0.1% BPA 1.0% Raw materials are blended according to Hoshikasa Danji's recipe, Normal chocolate was manufactured by the same procedure as in Example 5.

カカオマス   15  % 粉糖      42  % カカオバター  18  % 全脂粉乳    20  % 脱脂粉乳    5 % レシチン    0.5% 香料      0.1% 前記したようにして製造した5種類のチョコレートの試
食を行った。
Cocoa mass 15% Powdered sugar 42% Cocoa butter 18% Whole milk powder 20% Skim milk powder 5% Lecithin 0.5% Flavor 0.1% Five types of chocolate produced as described above were sampled.

1枚100gの板チョコレートの場合、LG添加チョコ
レートおよびペクチン添加チョコレートとノーマルチョ
コレートとを比較すると、LG添加チョコレートおよび
ペクチン添加チョコレートではノーマルチョコレー1〜
より約3g多い食物m維を摂取することが可能である。
In the case of a bar of chocolate weighing 100 g, when comparing LG-added chocolate, pectin-added chocolate, and normal chocolate, LG-added chocolate and pectin-added chocolate have a lower weight than normal chocolate.
It is possible to ingest about 3 g more dietary fiber.

したがって、LG添加チョコレートおよびペクチン添加
チョコレートでは、食物繊維の作用によるコレステロー
ル胆石形成抑制効果を得ることができる。
Therefore, LG-added chocolate and pectin-added chocolate can have the effect of inhibiting cholesterol gallstone formation due to the action of dietary fiber.

しかし、ペクチン添加チョコレートは、ペクチンの影響
によりチョコレートの粘度が高くなり口溶けが悪くなっ
た。それに対して本発明によるLG添加チョコレートは
、味の面でもノーマルチョコレートに劣らない良好な味
を示した。
However, the pectin-added chocolate had a high viscosity due to the influence of pectin, which made it difficult to melt in the mouth. On the other hand, the LG-added chocolate according to the present invention exhibited a good taste comparable to that of normal chocolate.

EPA添加チョコレートはクルードな EPAを用いたためか魚臭が強く、チョコレート本来の
香りが隠されてしまい、嗜好性が低かった。
The EPA-added chocolate had a strong fishy odor, probably because it used crude EPA, and the original chocolate aroma was hidden, making it less palatable.

例7(への応 〉 次の処方により原料を配合し、以下の手順によりLGI
添加リングドーナツを製造した。
Example 7 (Response to) Blend the raw materials according to the following recipe, and use the following procedure to
Added ring donuts were produced.

小麦粉     31.2% 砂糖       6.0% ショートニング  1.0% マーガリン    2.0% 粉乳       2.5% 卵           30  % 水          20  % イースト     2.0% 食塩       0.4% イーストフード  0.2% 乳化剤      0.1% 膨張剤      1.5% 香料       0.1% LGI           3   %小麦粉に食塩
、砂糖、油脂類、イースト、乳製品、卵、並びに水を加
え、ミキシングして生地を作製した。この時発酵を助け
るイーストフードや乳化剤や膨張剤や香料も加えた。
Flour 31.2% Sugar 6.0% Shortening 1.0% Margarine 2.0% Milk powder 2.5% Eggs 30% Water 20% Yeast 2.0% Salt 0.4% Yeast food 0.2% Emulsifier 0. 1% Leavening agent 1.5% Flavor 0.1% LGI 3% Salt, sugar, fats and oils, yeast, dairy products, eggs, and water were added to the flour and mixed to prepare a dough. At this time, yeast food, emulsifiers, leavening agents, and flavoring agents were added to help fermentation.

次に生地を十分に発酵させ、分割し、リング状に底形し
た。更に最終発酵させ、フライヤーで揚げて製品とした
The dough was then thoroughly fermented, divided and shaped into rings. The product was then subjected to final fermentation and fried in a fryer.

8  食物への応用) 次の処方により原料を配合し、実施例7と同様の手順に
よりLG2添加リングドーナツを製造した。
8 Application to Food) Raw materials were blended according to the following formulation, and LG2-added ring donuts were produced in the same manner as in Example 7.

小麦粉     31.2% 砂糖       6.0% ショートニング  1.0% マーガリン    2.0% 粉乳       2.5% 卵            30  %水      
     20  % イースト     2.0% 食塩       0.4% イーストフード  0.2% 乳化剤      0゜1% 膨張剤      1.5% 香料       0.1% LG2      3  % L敗皿1 次の処方により原料を配合し、実施例7と同様の手順に
よりペクチン添加リングドーナツを製造した。
Flour 31.2% Sugar 6.0% Shortening 1.0% Margarine 2.0% Milk powder 2.5% Eggs 30% Water
20% Yeast 2.0% Salt 0.4% Yeast food 0.2% Emulsifier 0゜1% Expanding agent 1.5% Flavoring 0.1% LG2 3% L-shaped dish 1 Mix the raw materials according to the following recipe. A pectin-added ring donut was produced by the same procedure as in Example 7.

小麦粉     31,2% 砂!       6.0% ショートニング  1.0% マーガリン    2.0% 粉乳       2.5% 卵            30  %水      
     20  % イースト     2,0% 食塩       0.4% イーストフード  0.2% 乳化剤      0.1% 膨張剤      1.5% 香料       0.1% ペクチン     3.0% 庄1日[ 次の処方により原料を配合し、実施例7と同様の手順に
よりEPA添加リングドーナツを製造した。
Flour 31.2% Sand! 6.0% Shortening 1.0% Margarine 2.0% Milk powder 2.5% Eggs 30% Water
20% Yeast 2.0% Salt 0.4% Yeast food 0.2% Emulsifier 0.1% Expanding agent 1.5% Flavoring 0.1% Pectin 3.0% Sho Ichi [Ingredients are mixed according to the following recipe] Then, an EPA-added ring donut was produced by the same procedure as in Example 7.

小麦粉     34.2% 砂糖       6.0% ショートニング  0.5% マーガリン    1.5% 粉乳       265% 卵            30  %水      
     20  % イースト     2.0% 食塩       0.4% イーストフード  0.2% 乳化剤      0.1% 膨張剤      1.5% 香料       0.1% B P A       1.0% え笠皿i 次の処方により原料を配合し、実施例7と同様の手順に
よりノーマルリングドーナツを製造した。
Flour 34.2% Sugar 6.0% Shortening 0.5% Margarine 1.5% Milk powder 265% Eggs 30% Water
20% Yeast 2.0% Salt 0.4% Yeast food 0.2% Emulsifier 0.1% Expanding agent 1.5% Flavoring 0.1% BPA 1.0% Egasa plate i Raw materials according to the following recipe were mixed, and normal ring donuts were manufactured by the same procedure as in Example 7.

小麦粉     34,2% 砂糖       6.05!≦ シヨートニング  1,0% マーガリン    2.0% 粉乳       2.5% 卵            30  %水      
     20   %イースト     2.0% 食塩       0.4% イーストフード  0.2% 乳化剤      0.1% 膨張剤      1.5% 香料       0.1% 前記したようにして製造した5種類のリングドーナツの
試食を行った。
Flour 34.2% Sugar 6.05! ≦ Shortening 1.0% Margarine 2.0% Milk powder 2.5% Eggs 30% Water
20% yeast 2.0% salt 0.4% yeast food 0.2% emulsifier 0.1% leavening agent 1.5% flavoring 0.1% Five types of ring donuts produced as described above were sampled. Ta.

2個で100gのリングドーナツの場合、LG添加リン
グドーナツおよびペクチン添加リングドーナツとノーマ
ルリングドーナツとを比較すると、LG添加リングドー
ナツおよびペクチン添加リングドーナツではノーマルリ
ングドーナツより約3g多い食物繊維を摂取することが
可能である。したがって、LG添加リングドーナツおよ
びペクチン添加リングドーナツでは、食物繊維の作用に
よるコレステロール胆石形成抑制効果を得ることができ
る。
In the case of two ring donuts weighing 100g, comparing LG-added ring donuts, pectin-added ring donuts, and normal ring donuts, the LG-added ring donuts and pectin-added ring donuts consume about 3 g more dietary fiber than the normal ring donuts. Is possible. Therefore, in the LG-added ring donut and the pectin-added ring donut, the effect of inhibiting cholesterol gallstone formation due to the action of dietary fiber can be obtained.

しかし、ペクチン添加リングドーナツは、ペクチンの影
響によりリングドーナツ生地の粘度が高くなり発酵が不
十分であったり、保存時に吸湿したりする問題点が生じ
た。それに対して本発明によるLG添加リングドーナツ
は、味の面でもノーマルリングドーナツに劣らない良好
な味を示した。
However, pectin-added ring donuts have problems such as increased viscosity of the ring donut dough due to the influence of pectin, insufficient fermentation, and moisture absorption during storage. On the other hand, the LG-added ring donut according to the present invention had a good taste comparable to that of the normal ring donut.

BPA添加リングドーナツはクルードなEPAを用いた
ためか魚臭が強く、リングドーナツ本来の香りが隠され
てしまい、嗜好性が極めて低かった。
BPA-added ring donuts had a strong fishy odor, probably because they used crude EPA, and the original aroma of ring donuts was hidden, making them extremely unpalatable.

Claims (5)

【特許請求の範囲】[Claims] (1)木質系材料から抽出したフェノール性高分子化合
物のリグニンを主成分とする酸不溶性画分として得られ
ることを特徴とするコレステロール胆石形成抑制作用を
有する物質。
(1) A substance having an inhibitory effect on cholesterol gallstone formation, which is obtained as an acid-insoluble fraction containing lignin as a main component of a phenolic polymer compound extracted from a wood-based material.
(2)フェノール性高分子化合物のリグニンを主成分と
するコレステロール胆石形成抑制作用を有する物質であ
って、 カカオ(胚乳、外皮、それらを加工したコ コアパウダー類を含む)またはその他の植物体(木材パ
ルプ、木粉、藁、もみがら、ふすま、パガス等)をその
まま原料とし、またはこれらに対して、粉砕、磨砕、加
熱、蒸煮 もしくは爆砕のような物理的処理、各種溶媒(ヘキサン
、アセトン、エタノール等)による抽出のような化学的
処理、または発酵もしくは酵素(プロテアーゼ、アミラ
ーゼ等)処理のような生化学的処理を加えたものを原料
とし、 この原料に40〜98%の濃度の硫酸を2〜10倍の容
量で加えて加水分解し、ろ過、洗浄を行なつた残渣とし
て得られ、 次の物理化学的特性を示すことを特徴とす るLG1物質: 分子量:200以上、 糖分:1%以下、 窒素量:1.5〜5.5%、 脂肪分:10%以下、 灰分:10%以下、 メトキシル基数:5〜40%。
(2) A substance that has the effect of inhibiting cholesterol gallstone formation, which is mainly composed of lignin, a phenolic polymer compound, and is made of cacao (including endosperm, husk, and cocoa powders processed from these) or other plant bodies (wood). Pulp, wood flour, straw, rice husks, bran, pagasu, etc.) are used as raw materials, or they are subjected to physical treatments such as crushing, grinding, heating, steaming or explosion, and various solvents (hexane, acetone, etc.). The raw material is a raw material that has undergone chemical treatment such as extraction with ethanol, etc.) or biochemical treatment such as fermentation or enzyme treatment (protease, amylase, etc.), and sulfuric acid with a concentration of 40 to 98% is added to this raw material. LG1 substance is obtained as a residue by adding 2 to 10 times the volume, hydrolyzing, filtering, and washing, and is characterized by exhibiting the following physicochemical properties: Molecular weight: 200 or more, Sugar content: 1% Below, nitrogen content: 1.5-5.5%, fat content: 10% or less, ash content: 10% or less, methoxyl group number: 5-40%.
(3)通常の食品の製造の際に添加することにより、請
求項2記載のLG1物質を有効成分として含有すること
を特徴とするコレステロール胆石形成抑制作用を有する
飲食物。
(3) A food or drink having a cholesterol gallstone formation inhibiting effect, which contains the LG1 substance according to claim 2 as an active ingredient by adding it during the production of ordinary foods.
(4)フェノール性高分子化合物のリグニンを主成分と
するコレステロール胆石形成抑制作用を有する物質であ
って、 カカオ(胚乳、外皮、それらを加工したコ コアパウダー類を含む)またはその他の植物体(木材パ
ルプ、木粉、藁、もみがら、ふすま、パガス等)をその
まま原料とし、またはこれらに対して、粉砕、磨砕、加
熱、蒸煮 もしくは爆砕のような物理的処理、各種溶媒(ヘキサン
、アセトン、エタノール等)による抽出のような化学的
処理、または発酵もしくは酵素(プロテアーゼ、アミラ
ーゼ等)処理のような生化学的処理を加えたものを原料
とし、 この原料に0.1〜2.0%の濃度の水酸化ナトリウム
または水酸化カリウムを10〜50倍容量加え、室温ま
たは加熱しながら30分以上抽出を行い、抽出液を塩酸
で中和してpH7以下として沈澱を生成させ、更に遠心
分離またはろ過のような手段により取出し、蒸溜水で洗
浄を行った沈澱物として得られ、 次の物理化学的特性を示すことを特徴とす るLG2物質: 分子量:200以上、 糖分:1%以下、 窒素量:1.5〜5.5%、 脂肪分:10%以下、 灰分:10%以下、 メトキシル基数:5〜40%。
(4) A substance that has a cholesterol gallstone formation inhibiting effect and is mainly composed of lignin, a phenolic polymer compound, which is made of cacao (including endosperm, rind, and cocoa powders processed from these) or other plant bodies (wood). Pulp, wood flour, straw, rice husks, bran, pagasu, etc.) are used as raw materials, or they are subjected to physical treatments such as crushing, grinding, heating, steaming or explosion, and various solvents (hexane, acetone, etc.). The raw material is a raw material that has undergone chemical treatment such as extraction with ethanol, etc., or biochemical treatment such as fermentation or enzyme treatment (protease, amylase, etc.), and 0.1 to 2.0% of Add 10 to 50 times the volume of concentrated sodium hydroxide or potassium hydroxide, perform extraction at room temperature or while heating for 30 minutes or more, neutralize the extract with hydrochloric acid to pH 7 or less to form a precipitate, and then centrifuge or LG2 substance is obtained as a precipitate by removing it by means such as filtration and washing with distilled water, and is characterized by exhibiting the following physicochemical properties: Molecular weight: 200 or more, Sugar content: 1% or less, Nitrogen content : 1.5-5.5%, fat content: 10% or less, ash content: 10% or less, methoxyl group number: 5-40%.
(5)通常の食品の製造の際に添加することにより、請
求項4記載のLG2物質を有効成分として含有すること
を特徴とするコレステロール胆石形成抑制作用を有する
飲食物。
(5) A food or drink having a cholesterol gallstone formation inhibiting effect, which contains the LG2 substance according to claim 4 as an active ingredient by adding it during the production of ordinary foods.
JP1317800A 1989-12-08 1989-12-08 Cholesterol gallstone formation inhibitor Expired - Fee Related JP2588617B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP1317800A JP2588617B2 (en) 1989-12-08 1989-12-08 Cholesterol gallstone formation inhibitor
US07/623,545 US5171570A (en) 1989-12-08 1990-12-07 Substance having suppressing function for diseases relating to increase in cholesterol, and foods and drinks in which it is used
EP90123663A EP0431650A1 (en) 1989-12-08 1990-12-08 A substance having suppressing function for diseases relating to increase in cholesterol, and foods and drinks in which it is used

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1317800A JP2588617B2 (en) 1989-12-08 1989-12-08 Cholesterol gallstone formation inhibitor

Publications (2)

Publication Number Publication Date
JPH03181496A true JPH03181496A (en) 1991-08-07
JP2588617B2 JP2588617B2 (en) 1997-03-05

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ID=18092178

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1317800A Expired - Fee Related JP2588617B2 (en) 1989-12-08 1989-12-08 Cholesterol gallstone formation inhibitor

Country Status (1)

Country Link
JP (1) JP2588617B2 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01317899A (en) * 1988-06-20 1989-12-22 Nec Corp Developing mechanism for space travel body
JPH01317798A (en) * 1988-06-20 1989-12-22 Dainippon Printing Co Ltd Method for transferring embossed pattern

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01317899A (en) * 1988-06-20 1989-12-22 Nec Corp Developing mechanism for space travel body
JPH01317798A (en) * 1988-06-20 1989-12-22 Dainippon Printing Co Ltd Method for transferring embossed pattern

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