JP2001321166A - Lipase inhibitor obtained from hop - Google Patents
Lipase inhibitor obtained from hopInfo
- Publication number
- JP2001321166A JP2001321166A JP2000144639A JP2000144639A JP2001321166A JP 2001321166 A JP2001321166 A JP 2001321166A JP 2000144639 A JP2000144639 A JP 2000144639A JP 2000144639 A JP2000144639 A JP 2000144639A JP 2001321166 A JP2001321166 A JP 2001321166A
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- JP
- Japan
- Prior art keywords
- lipase inhibitor
- hop
- lipase
- synthetic resin
- gel
- 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.)
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- Medicines Containing Plant Substances (AREA)
- Confectionery (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
- Enzymes And Modification Thereof (AREA)
- Non-Alcoholic Beverages (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、ホップより得られ
るリパーゼ阻害物質およびその用途に関する。TECHNICAL FIELD The present invention relates to a lipase inhibitor obtained from hops and its use.
【０００２】[0002]
【従来の技術】ホップはクワ科の多年生植物であり、そ
の毬果（未受精の雌花が成熟したもの）を一般にホップ
と呼んでいる。このホップのルプリン部分（毬果の内苞
の根元に形成される黄色の顆粒）は、ホップの苦味、芳
香の本体であり、ビール醸造において酵母、麦芽と並ん
で重要なビール原料である。またホップは、民間療法で
は鎮静剤や抗催淫剤として通用している。2. Description of the Related Art Hops are perennial plants of the mulberry family, and their cones (mature of unfertilized female flowers) are generally called hops. The lupulin portion of this hop (yellow granules formed at the root of the inner bract of the cone) is the main component of the bitterness and aroma of the hop, and is an important beer raw material along with yeast and malt in beer brewing. Hops are also used in folk medicine as a sedative and anti-aphrodisiac.
【０００３】一方、ホップ苞はホップ毬果よりルプリン
部分を除いたものであり、ビール醸造には有用とされ
ず、場合によってはビール醸造の際にホップ苞は取り除
かれる。その際、ホップ苞は土壌改良用の肥料として用
いられる他に特に有効な利用法は見い出されておらず、
より付加価値の高い利用法の開発が望まれている。葉、
茎などのホップ植物体についても同様である。On the other hand, hop bracts are obtained by removing lupulin from hop cones, and are not useful for beer brewing. In some cases, hop bracts are removed during beer brewing. At that time, hop bracts have not been found to be particularly effective in addition to being used as fertilizer for soil improvement,
There is a need for the development of more value-added uses. leaf,
The same applies to hop plants such as stems.
【０００４】特開平９−２９１７号、特開平９−１６３
９６９号、特開平９−２９５９４４号、特開平１０−２
５２３２号公報ではホップ、特にホップ苞由来のポリフ
ェノール類について、抗酸化作用、発泡麦芽飲料に対す
る泡安定化作用、抗う蝕作用、消臭作用を有する旨記載
されている。JP-A-9-2917, JP-A-9-163
969, JP-A-9-295944, JP-A-10-2
Japanese Patent No. 5232 describes that hops, particularly polyphenols derived from hop bracts, have an antioxidant effect, a foam stabilizing effect on a sparkling malt beverage, an anticarious effect, and a deodorizing effect.
【０００５】近年の日本において、食生活の欧米化と慢
性的な運動不足が引き起こす肥満は、高血圧・心臓病・
糖尿病などの生活習慣病の危険因子として重大な問題と
なってきている。これらの生活習慣病は現在日本人の死
因の約６割を占めており、その治療および予防には肥満
を防ぐことが有効であると考えられる。過剰な栄養摂取
に起因する肥満の治療薬として、リパーゼ等の消化酵素
の阻害剤が挙げられる。リパーゼは脂質を分解する酵素
であり、これを阻害することで食品中の脂質の吸収が抑
制され、肥満を予防・治療することができると考えられ
る。In Japan, obesity caused by westernization of dietary habits and chronic lack of exercise in recent years has caused hypertension, heart disease,
It has become a serious problem as a risk factor for lifestyle-related diseases such as diabetes. These lifestyle-related diseases currently account for about 60% of the causes of death in Japanese people, and it is considered that obesity is effective in treating and preventing them. Therapeutic agents for obesity caused by excessive nutritional intake include inhibitors of digestive enzymes such as lipase. Lipase is an enzyme that decomposes lipids. By inhibiting this, it is considered that the absorption of lipids in food is suppressed, and obesity can be prevented and treated.
【０００６】ポリフェノール類については、飼料植物に
含まれるタンニン類〔Ｂｒｉｔｉｓｈ Ｊ．Ｎｕｔｒｉ
ｔｉｏｎ，６０，２７５（１９８８）〕、マメ科植物カ
ワラケツメイに含まれるタンニン類やフラボノイド類お
よびその配糖体（特開平８−２５９５５７号、特開平７
−６１９２７号）、トリテルペン類化合物およびそれら
の誘導体（特開平９−４０６８９号）などがリパーゼ阻
害作用を有することが確認されている。As for polyphenols, tannins contained in feed plants [British J. et al. Nutri
, 60, 275 (1988)], tannins and flavonoids contained in leguminous plants, and their glycosides (JP-A-8-259557 and JP-A-7-259557).
No. 61927), triterpenes and their derivatives (Japanese Patent Application Laid-Open No. 9-40689) have been confirmed to have a lipase inhibitory action.
【０００７】またピーマン、かぼちゃ、しめじ、まいた
け、ひじき、緑茶、紅茶、ウーロン茶の水抽出物からな
るリパーゼ阻害剤（特開平３−２１９８７２号）、緑茶
中の主要な成分であるエピガロカテキンガレートを配合
する脂質吸収抑制食品（特開平３−２２８６６４号）、
プロシアニジンを有効成分とする抗肥満剤（特開平９−
２９１０３９号）が開示されている。A lipase inhibitor comprising an aqueous extract of pepper, pumpkin, shimeji, maitake, hijiki, green tea, black tea, and oolong tea (Japanese Patent Application Laid-Open No. 3-219872), and epigallocatechin gallate, a main component in green tea, Lipid absorption-suppressed foods to be blended (JP-A-3-228664),
Anti-obesity agent containing procyanidin as an active ingredient
No. 291039).
【０００８】以上のようにリパーゼ阻害作用を有する物
質は多数報告されているが、いずれも効果および安全性
の面で十分なものとはいえない。As described above, many substances having a lipase inhibitory action have been reported, but none of them are satisfactory in terms of effect and safety.
【０００９】[0009]
【発明が解決しようとする課題】本発明の目的は、脂質
の消化吸収を抑制する効果があり、食事制限がなく、天
然物由来で安全性が高く、抗肥満作用を有する食品また
は医薬組成物を提供すること、さらに詳細にはホップま
たはホップ苞よりポリフェノール類を得、これをリパー
ゼ阻害剤、あるいはリパーゼ阻害食品として提供するこ
とにある。SUMMARY OF THE INVENTION It is an object of the present invention to provide a food or pharmaceutical composition which has an effect of suppressing the digestion and absorption of lipids, has no dietary restrictions, is derived from natural products, has high safety, and has an anti-obesity effect. More specifically, it is to obtain polyphenols from hops or hop bracts and provide them as lipase inhibitors or lipase-inhibited foods.
【００１０】[0010]
【課題を解決するための手段】本発明者らは、前記の課
題について鋭意検討した結果、ホップとくにホップ苞に
含有されるポリフェノール系物質で、ゲル型合成樹脂に
吸着し、分画分子量が１０００以上の限外ろ過膜により
処理した際に膜を透過しない物質、すなわちホップとく
にホップ苞を水または水と混和する有機溶媒の水溶液で
抽出し、ゲル型合成樹脂または限外ろ過膜により処理し
て、それぞれ各処理工程を経て得られる画分が、リパー
ゼ阻害剤として用いることのできる物質であることを見
い出した。更にこの物質を、医薬品や飲食品に利用する
ことにより本発明を完成するに至った。Means for Solving the Problems As a result of intensive studies on the above-mentioned problems, the present inventors have found that a polyphenolic substance contained in hops, particularly hop bracts, is adsorbed on a gel type synthetic resin and has a molecular weight cut off of 1000. Substances that do not pass through the membrane when treated with the above ultrafiltration membrane, that is, hops, especially hop bracts, are extracted with water or an aqueous solution of an organic solvent miscible with water, and then treated with a gel-type synthetic resin or an ultrafiltration membrane. It has been found that the fraction obtained through each of the treatment steps is a substance that can be used as a lipase inhibitor. Furthermore, the present invention has been completed by utilizing this substance in medicines and foods and drinks.
【００１１】本発明の第一は、ホップに含有されるポリ
フェノール系物質であって、ゲル型合成樹脂に吸着する
性質を有することを特徴とするリパーゼ阻害物質に関す
る。A first aspect of the present invention relates to a lipase inhibitor, which is a polyphenol-based substance contained in hops and has a property of adsorbing to a gel-type synthetic resin.
【００１２】本発明の第二は、ホップに含有されるポリ
フェノール系物質であって、分画分子量が１０００以上
の限外ろ過膜により処理した際に該膜を透過しない物質
であることを特徴とするリパーゼ阻害物質に関する。A second aspect of the present invention is a polyphenolic substance contained in hops, which is a substance which does not permeate through an ultrafiltration membrane having a molecular weight cut-off of 1,000 or more when treated with an ultrafiltration membrane. Lipase inhibitor.
【００１３】本発明の第三は、ホップに含有されるポリ
フェノール系物質であって、ゲル型合成樹脂に吸着する
性質を有し、かつ分画分子量が１０００以上の限外ろ過
膜により処理した際に該膜を透過しない物質であること
を特徴とするリパーゼ阻害物質に関する。A third aspect of the present invention is a polyphenolic substance contained in hops, which has a property of adsorbing to a gel-type synthetic resin and has a molecular weight cut-off of at least 1,000 when treated with an ultrafiltration membrane. And a lipase inhibitor which does not permeate the membrane.
【００１４】本発明の第四は、前記ホップが、ホップ苞
である請求項１〜３いずれか記載のリパーゼ阻害物質に
関する。A fourth aspect of the present invention relates to the lipase inhibitor according to any one of claims 1 to 3, wherein the hop is a hop bract.
【００１５】本発明の第五は、請求項１〜４いずれか記
載のリパーゼ阻害物質の有効量を含有することを特徴と
するリパーゼ阻害剤に関する。A fifth aspect of the present invention relates to a lipase inhibitor comprising an effective amount of the lipase inhibitor according to any one of claims 1 to 4.
【００１６】本発明の第六は、請求項１〜４いずれか記
載のリパーゼ阻害物質を含有することを特徴とする飲食
品に関する。A sixth aspect of the present invention relates to a food or drink comprising the lipase inhibitor according to any one of claims 1 to 4.
【００１７】[0017]
【発明の実施の形態】本発明の原料となるホップ苞と
は、ホップ毬果よりルプリン部分を取り除いて得られる
ものであり、一般に、ホップ毬果を粉砕後、ふるい分け
によってルプリン部分を除くことによってホップ苞を得
る。しかし、最近のビール醸造において、ホップ苞をふ
るい分けして除去する手間を省くために、ビール醸造に
有用でないホップ苞を取り除かずにホップ毬果をそのま
まペレット状に成形し、ホップペレットとして、ビール
醸造に利用する傾向にある。従って、本発明の原料であ
るホップとしては、ホップ苞を含むものであれば特に限
定せず、ホップ苞を含むホップ毬果やホップペレットを
原料としてもなんら問題はない。BEST MODE FOR CARRYING OUT THE INVENTION The hop bract, which is a raw material of the present invention, is obtained by removing the lupulin part from hop cones. Generally, hop cones are pulverized and then sieved to remove the lupulin part. Get hop bracts. However, in recent beer brewing, in order to eliminate the trouble of sieving and removing hop bracts, hop cones are formed into pellets without removing hop bracts that are not useful for beer brewing. Tend to use it. Therefore, the hop which is a raw material of the present invention is not particularly limited as long as it contains a hop bract, and there is no problem even if a hop cone or a hop pellet containing a hop bract is used as a raw material.
【００１８】リパーゼ阻害物質の製造法としては、原料
であるホップ苞またはホップ苞を含むホップ毬果やホッ
プペレットなどを、水または５０ｖ／ｖ％以下のアルコ
ール、アセトン、アセトニトリルなどの水と混和する有
機溶媒の水溶液で抽出する。好適な例としては、水また
はエタノール５０ｖ／ｖ％以下の含水エタノールが挙げ
られる。原料と抽出溶媒の割合は、１：２０〜１００
（重量比）程度が望ましく、また抽出は４〜９５℃、撹
拌下、２０〜６０分間程度行われることが望ましい。こ
の粗抽出液を濾過して抽出液を得るが、その際必要があ
ればパーライトなどの濾過助材を用いることもできる。
このようにして得られた抽出液は、ゲル型合成樹脂およ
び／または限外ろ過膜により処理する。As a method for producing a lipase inhibitor, hop bracts as raw materials, hop cones containing hop bracts, hop pellets, and the like are mixed with water or water of 50 v / v% or less such as alcohol, acetone, and acetonitrile. Extract with an aqueous solution of an organic solvent. Preferred examples include water or ethanol containing 50 v / v% or less of ethanol. The ratio of the raw material and the extraction solvent is 1:20 to 100
(Weight ratio) is desirable, and extraction is desirably carried out at 4 to 95 ° C. with stirring for about 20 to 60 minutes. The crude extract is filtered to obtain an extract. If necessary, a filter aid such as perlite may be used.
The extract thus obtained is treated with a gel-type synthetic resin and / or an ultrafiltration membrane.
【００１９】＜ゲル型合成樹脂の利用＞まず、ゲル型合
成樹脂を利用する方法について述べる。前記の抽出工程
を経て得られた抽出液について、ゲル型合成樹脂にリパ
ーゼ阻害物質を吸着させる吸着工程、水または有機溶媒
好ましくはエタノール水溶液、とくに好ましくは１〜１
０ｖ／ｖ％のエタノール水溶液によりゲル型合成樹脂を
洗浄する洗浄工程、有機溶媒、好ましくは６０ｖ／ｖ％
以上のエタノール水溶液またはエタノールによりゲル型
合成樹脂からリパーゼ阻害物質を溶出する溶出工程を行
い、リパーゼ阻害物質を得る。<Utilization of Gel Type Synthetic Resin> First, a method of using a gel type synthetic resin will be described. For the extract obtained through the above-mentioned extraction step, an adsorption step of adsorbing a lipase inhibitor to a gel-type synthetic resin, water or an organic solvent, preferably an aqueous ethanol solution, particularly preferably 1 to 1
A washing step of washing the gel-type synthetic resin with a 0 v / v% aqueous ethanol solution, an organic solvent, preferably 60 v / v%
The lipase inhibitor is eluted from the gel-type synthetic resin with the above aqueous ethanol solution or ethanol to obtain a lipase inhibitor.
【００２０】前記吸着工程とは、同抽出溶液を１５〜３
０℃の室温程度まで冷却した後、ゲル型合成樹脂を充填
したカラムに通液し、樹脂にリパーゼ阻害物質を吸着さ
せる工程である。その際、必要があれば、吸着効率をあ
げるために、減圧濃縮などによりあらかじめ抽出液の有
機溶媒濃度を下げておくこともできる。ゲル型合成樹脂
の材質としては、親水性ビニルポリマー、ヒドロキシプ
ロピル化デキストラン、スチレン−ジビニルベンゼン共
重合体などを挙げることができる。ゲル型合成樹脂は、
たとえば平成７年１月１０日三菱化学株式会社発行「ダ
イヤイオンＩ基礎編」第３０〜３１頁、第１２３〜１３
１頁に合成吸着剤として記載されているように、いろい
ろの種類があるが、それぞれの樹脂の種類によりポリフ
ェノールに対する吸着能が異なるので、それぞれの目的
に合わせて使い分けることがのぞましい。本発明におい
ては所期の分子量分画ができるものであれば、何んでも
よい。通液時間は、ＳＶ値が０．５〜１００の間となる
ように設定するのが好ましい。なお、ここで言うＳＶ値
とは、以下の式で定義される値である。In the adsorption step, the extraction solution is mixed with 15 to 3 times.
After cooling to about 0 ° C. room temperature, the solution is passed through a column filled with a gel-type synthetic resin to allow the resin to adsorb a lipase inhibitor. At that time, if necessary, the concentration of the organic solvent in the extract can be reduced in advance by concentration under reduced pressure or the like in order to increase the adsorption efficiency. Examples of the material of the gel type synthetic resin include a hydrophilic vinyl polymer, hydroxypropylated dextran, and a styrene-divinylbenzene copolymer. Gel type synthetic resin is
For example, "Diaion I Basic Edition", pages 30-31, 123-13, issued by Mitsubishi Chemical Corporation on January 10, 1995.
As described on page 1, as a synthetic adsorbent, there are various types, but since the adsorption capacity for polyphenols differs depending on the type of each resin, it is desirable to use them properly for each purpose. In the present invention, anything may be used as long as the desired molecular weight fraction can be obtained. The liquid passing time is preferably set so that the SV value is between 0.5 and 100. The SV value here is a value defined by the following equation.
【数１】ＳＶ値＝〔通液量（Ｌ）〕／｛〔樹脂量
（Ｌ）〕×〔通液時間（ｈ）〕｝SV value = [Liquid flow amount (L)] / {[Resin amount (L)] × [Liquid flow time (h)]}
【００２１】前記洗浄工程は、リパーゼ阻害物質を保持
したゲル型合成樹脂を洗浄する工程であり、この工程に
より夾雑成分を除き、リパーゼ阻害物質の精製度をより
上げることが可能となる。洗浄に用いる溶媒としては、
水ないし１〜１０ｖ／ｖ％のエタノール水溶液が好適で
あり、樹脂量の１〜１０倍程度の溶媒量を通液し、洗浄
することが望ましい。The washing step is a step of washing the gel-type synthetic resin holding the lipase inhibitor, and by this step, it becomes possible to remove contaminants and further improve the purity of the lipase inhibitor. As the solvent used for washing,
Water or an aqueous solution of 1 to 10 v / v% ethanol is preferable, and it is preferable to wash by passing a solvent amount of about 1 to 10 times the resin amount.
【００２２】前記溶出工程は、リパーゼ阻害物質を保持
したゲル型合成樹脂よりリパーゼ阻害物質を脱離溶出す
る工程であり、溶出に用いる溶媒としては含水アルコー
ル、含水アセトン、含水アセトニトリルなどを用いるこ
とができ、特に好適な例としては３０ｖ／ｖ％以上のエ
タノール水溶液またはエタノールが挙げられる。溶出溶
媒の通液量は樹脂量の２〜６倍程度が望ましい。In the elution step, the lipase inhibitor is desorbed and eluted from the gel-type synthetic resin holding the lipase inhibitor, and a solvent used for the elution includes aqueous alcohol, aqueous acetone, aqueous acetonitrile and the like. A particularly preferable example is an aqueous ethanol solution or ethanol of 30 v / v% or more. The flow rate of the elution solvent is desirably about 2 to 6 times the amount of the resin.
【００２３】得られた溶出溶媒を濃縮、凍結乾燥、スプ
レードライなどの通常の方法により除き、リパーゼ阻害
物質を粉末として得ることができる。また減圧濃縮の
際、アルコール、アセトン、アセトニトリルなどを回収
し、再利用することもできる。使用したゲル型合成樹脂
は、８０ｖ／ｖ％以上のアルコール水溶液、０．０５Ｎ
程度の水酸化ナトリウム水溶液などで洗浄した後、繰り
返し使用することが可能である。The obtained elution solvent is removed by a conventional method such as concentration, freeze-drying, spray-drying and the like, whereby the lipase inhibitor can be obtained as a powder. At the time of concentration under reduced pressure, alcohol, acetone, acetonitrile, etc. can be collected and reused. The gel-type synthetic resin used was an alcohol aqueous solution of 80 v / v% or more, 0.05 N
After washing with a certain amount of sodium hydroxide aqueous solution or the like, it can be used repeatedly.
【００２４】＜限外ろ過膜の利用＞次に、限外ろ過膜を
用いる方法について述べる。前記の抽出工程で得られた
ホップの抽出液を、分画分子量が１０００以上の限外ろ
過膜で処理する。その際必要があれば、抽出液を減圧濃
縮し、有機溶媒濃度を下げておくこともできる。回収さ
れた有機溶媒は再利用することもできる。膜の素材とし
ては、セルロース、セルロースアセテート、ポリサルフ
ォン、ポリプロピレン、ポリエステル、ポリエーテルス
ルホン、ＰＶＤＦなど、通常限外ろ過膜の材質として使
用するものであれば、特に制限なく用いることができ
る。また分画分子量は１０００以上であれば特に問題な
く用いることができるが、あまり分画分子量の大きい膜
を用いると、収量が極端に下がり、また分画分子量が小
さい場合は、処理に要する時間が長くなるので、分画分
子量１００００〜５００００の限外ろ過膜が好適であ
る。また処理は、抽出溶媒の種類や抽出溶媒とホップま
たはホップ苞の割合にもよるが、およそ上残り液の量が
処理開始時の１／１０〜１／１００程度になるまで行う
のが望ましい。その際の圧力は、限外ろ過膜やろ過装置
にもよるが、およそ０．１〜１０．０ｋｇ／ｃｍ２であ
ることが望ましい。また必要があれば、一度処理した上
残り液を再び水などの適当な溶媒で薄め、同様に再処理
して精製度を高めることもできる。<Utilization of Ultrafiltration Membrane> Next, a method using an ultrafiltration membrane will be described. The hop extract obtained in the above extraction step is treated with an ultrafiltration membrane having a molecular weight cut-off of 1,000 or more. At that time, if necessary, the extract can be concentrated under reduced pressure to reduce the concentration of the organic solvent. The recovered organic solvent can be reused. As a material for the membrane, any material that is usually used as a material for an ultrafiltration membrane, such as cellulose, cellulose acetate, polysulfone, polypropylene, polyester, polyethersulfone, and PVDF, can be used without any particular limitation. If the molecular weight cut off is 1000 or more, it can be used without any problem. However, when a membrane having a high molecular weight cut off is used, the yield is extremely reduced. An ultrafiltration membrane having a cut-off molecular weight of 10,000 to 50,000 is preferred because it is longer. The treatment is preferably performed until the amount of the remaining liquid is about 1/10 to 1/100 of the time when the treatment is started, although it depends on the type of the extraction solvent and the ratio of the extraction solvent to the hop or hop bract. The pressure at that time depends on the ultrafiltration membrane and the filtration device, but is preferably about 0.1 to 10.0 kg / cm 2 . If necessary, after the treatment, the remaining liquid can be diluted again with a suitable solvent such as water, and then re-treated in the same manner to increase the degree of purification.
【００２５】得られた上残り液の溶媒を濃縮、凍結乾
燥、スプレードライなどの通常の方法により除き、リパ
ーゼ阻害物質を粉末として得ることができる。また減圧
濃縮の際、アルコール、アセトン、アセトニトリルなど
を回収し、再利用することもできる。The lipase inhibitor can be obtained as a powder by removing the solvent from the resulting upper residue by a conventional method such as concentration, freeze drying, spray drying and the like. At the time of concentration under reduced pressure, alcohol, acetone, acetonitrile, etc. can be collected and reused.
【００２６】このようにして得られたリパーゼ阻害物質
は、かすかに苦味を呈した無臭の肌色、褐色ないし淡黄
色の粉末であり、ゲル型合成樹脂に吸着し、分画分子量
が１０００以上の限外ろ過膜により処理した際に膜を透
過しないポリフェノール系物質である。なお収率は、ホ
ップ苞重量換算で０．５〜２０．０ｗ／ｗ％、ホップ毬
果重量換算で０．５〜１５．０ｗ／ｗ％である。The lipase inhibitor thus obtained is a slightly bitter, odorless flesh-colored, brown or pale yellow powder which is adsorbed on a gel-type synthetic resin and has a molecular weight cut off of at least 1,000. It is a polyphenol-based substance that does not pass through the membrane when treated with an ultrafiltration membrane. The yield is 0.5 to 20.0 w / w% in terms of hop bract weight, and 0.5 to 15.0 w / w% in terms of hop cone weight.
【００２７】前記ゲル型合成樹脂を用いる方法および限
外ろ過膜を用いる方法によって得られたリパーゼ阻害物
質の活性本体は同一のポリフェノール類であるので、ゲ
ル型合成樹脂を用いる方法で得られたリパーゼ阻害物質
をアルコール水溶液などの適当な溶媒に溶解し、限外ろ
過膜を用いる方法でさらに活性本体であるポリフェノー
ル類の精製度を高めることもできる。またその逆も可能
であり、もちろんゲル型合成樹脂を用いる方法または限
外ろ過膜を用いる方法の単独でも十分に有用なリパーゼ
阻害物質を得ることができる。Since the active substances of the lipase inhibitor obtained by the method using the gel-type synthetic resin and the method using the ultrafiltration membrane are the same polyphenols, the lipase obtained by the method using the gel-type synthetic resin is used. The inhibitor can be dissolved in an appropriate solvent such as an aqueous alcohol solution, and the degree of purification of polyphenols as the active substance can be further increased by a method using an ultrafiltration membrane. The reverse is also possible. Needless to say, a sufficiently useful lipase inhibitor can be obtained by a method using a gel-type synthetic resin or a method using an ultrafiltration membrane alone.
【００２８】得られたリパーゼ阻害物質は、一般に使用
される担体、助剤、添加剤等とともに製剤化することが
でき、常法に従って経口の製品として医薬品として用い
ることができ、また食品素材と混合して飲食品とするこ
とができる。The obtained lipase inhibitor can be formulated into a preparation together with commonly used carriers, auxiliaries, additives and the like, and can be used as an oral product as a pharmaceutical according to a conventional method, and can be mixed with food materials. Food and drink.
【００２９】医薬品は経口剤として錠剤、カプセル剤、
顆粒剤、シロップ剤などがある。これらの製品を医薬と
して人体に投与するときは、１回当たり１２５ｍｇ〜２
０００ｍｇ／ｋｇ（体重）、好ましくは２５０ｍｇ〜１
０００ｍｇ／ｋｇ（体重）を１日に１ないしは数回投与
し、十分にその効果を奏し得るものである。Pharmaceuticals are orally administered as tablets, capsules,
Granules, syrups and the like. When these products are administered to the human body as medicines, 125 mg to 2
000 mg / kg (body weight), preferably 250 mg to 1
000 mg / kg (body weight) is administered once or several times a day, and the effect can be sufficiently exerted.
【００３０】本発明のリパーゼ阻害物質を含有する医薬
品は、生理的に認めうるベヒクル、担体、賦形剤、統合
剤、安定剤、香味剤などとともに要求される単位容量形
態をとることができる。錠剤、カプセル剤に混和される
試薬としては、トラガント、アラビアゴム、コーンスタ
ーチ、ゼラチンのような結合剤、微晶性セルロースのよ
うな賦形剤、コーンスターチ、全ゼラチン化澱粉、アル
ギン酸のような膨化剤、ステアリン酸マグネシウムのよ
うな滑沢剤、ショ糖、乳糖、サッカリンのような甘味
剤、ペパーミント、アカモノ油、チェリーのような香味
剤などを挙げることができる。また、カプセル剤の場合
は前記の材料に更に油脂のような液状担体を含有するこ
とができ、また、他の材料は被覆剤として用いることも
できる。また製剤の物理的形態を別な方法で変化させる
ことができる。例えば、錠剤はシェラック、砂糖で被覆
することができる。シロップまたはエリキシル剤は、甘
味剤としてショ糖、防腐剤としてメチルまたはプロピル
パラベン、色素およびチェリーまたはオレンジ香味のよ
うな香味剤を含有することができる。The pharmaceutical containing the lipase inhibitor of the present invention can be in the required unit dosage form together with physiologically acceptable vehicles, carriers, excipients, integrators, stabilizers, flavors and the like. Reagents to be mixed with tablets and capsules include binders such as tragacanth, gum arabic, corn starch and gelatin, excipients such as microcrystalline cellulose, corn starch, whole gelatinized starch, and leavening agents such as alginic acid. And sweeteners such as magnesium stearate, sweeteners such as sucrose, lactose and saccharin, and flavoring agents such as peppermint, reddish oil and cherry. In the case of a capsule, a liquid carrier such as oil and fat can be further contained in the above-mentioned material, and other materials can be used as a coating material. Also, the physical form of the formulation can be varied in other ways. For example, tablets may be coated with shellac, sugar. A syrup or elixir may contain sucrose as a sweetening agent, methyl or propylparabens as preservatives, a dye and flavoring such as cherry or orange flavor.
【００３１】本発明のリパーゼ阻害物質を含有した飲食
品は、前記製剤の形態でもよいが、あめ、せんべい、ク
ッキー、飲料などの形態でそれぞれの食品原料に所要量
を加えて、一般の製造法により加工製造することもでき
る。健康食品、機能性食品としての摂取は、病気予防、
健康維持に用いられるので、経口摂取として１日数回に
分けて、全日量として６．２５ｇ〜１００ｇ、好ましく
は１２．５ｇ〜５０ｇを含む加工品として摂取される。The food and drink containing the lipase inhibitor of the present invention may be in the form of the above-mentioned preparations, but may be prepared by adding a required amount to each food material in the form of candy, rice crackers, cookies, beverages, etc. Can also be processed and manufactured. Ingestion as a health food or a functional food,
Since it is used for maintaining health, it is ingested as a processed product containing 6.25 g to 100 g, preferably 12.5 g to 50 g, as a daily dose, divided into several times a day.
【００３２】これらの飲食品にリパーゼ阻害物質を添加
する際には、リパーゼ阻害物質を粉末のまま添加しても
よいが、好ましくはリパーゼ阻害物質を１〜２ｗｔ％の
水溶液またはアルコール水溶液の溶液あるいはアルコー
ル溶液とし、飲食品に対し最終濃度が０．００１〜１５
ｗｔ％、好ましくは０．０１〜１０ｗｔ％となるように
添加することが望ましい。本発明のリパーゼ阻害物質を
含有する医薬品および飲食品は、脂質の吸収を抑制する
効果を有するので、肥満の予防および治療上有効なもの
である。When the lipase inhibitor is added to these foods and drinks, the lipase inhibitor may be added as it is as a powder, but preferably the lipase inhibitor is a 1 to 2 wt% aqueous solution or an aqueous alcohol solution or Alcohol solution, final concentration of 0.001-15 for food and drink
wt%, preferably 0.01 to 10 wt%. Pharmaceutical products and foods and drinks containing the lipase inhibitor of the present invention are effective in preventing and treating obesity because they have an effect of suppressing lipid absorption.
【００３３】[0033]
【実施例】以下、実施例を示すが本発明はこれに限定さ
れるものではない。The present invention is not limited to the following examples.
【００３４】実施例１ （ゲル型合成樹脂によるホップ
毬果からのリパーゼ阻害物質の調製） ホップ毬果２０ｇを乳鉢で粉砕し、２Ｌの水で撹拌下、
９５℃、４０分間抽出した。ろ過後、放冷し、抽出液を
親水性ビニルポリマー樹脂（東ソー社製トヨパールＨＷ
４０）８０ｍｌを充填したカラムに２時間かけて通液し
（ＳＶ＝１２．５）、ついで４００ｍｌの５％エタノー
ル水溶液で洗浄した。さらに同カラムに８０％エタノー
ル水溶液４００ｍｌを通液し、同溶出液を回収し、凍結
乾燥して、リパーゼ阻害物質８００ｍｇを無臭のかすか
に苦味を呈した淡黄色の粉末として得た。ホップ毬果か
らの収率は４％であった。Example 1 (Preparation of a lipase inhibitor from hop cones using a gel-type synthetic resin) 20 g of hop cones were ground in a mortar and stirred with 2 L of water.
Extracted at 95 ° C for 40 minutes. After filtration, the mixture is allowed to cool, and the extract is subjected to a hydrophilic vinyl polymer resin (Toyopearl HW manufactured by Tosoh Corporation).
40) The solution was passed through a column packed with 80 ml for 2 hours (SV = 12.5), and then washed with 400 ml of a 5% aqueous ethanol solution. Further, 400 ml of an 80% aqueous ethanol solution was passed through the column, and the eluate was collected and freeze-dried to obtain 800 mg of a lipase inhibitor as a pale yellow powder having an odorless and slightly bitter taste. The yield from hop cones was 4%.
【００３５】実施例２ （ゲル型合成樹脂によるホップ
苞からのリパーゼ阻害物質の調製） ホップ苞２０ｇを６００ｍｌの５０％エタノール水溶液
で撹拌下、８０℃、４０分間抽出した。ろ過後、容積が
３００ｍｌになるまで減圧濃縮し、その濃縮液をスチレ
ン−ジビニルベンゼン樹脂（三菱化学社製セパビーズ８
２５）８０ｍｌを充填したカラムに１時間かけて通液し
（ＳＶ＝３．７５）、ついで４００ｍｌの水で洗浄し
た。さらに同カラムに８０％エタノール水溶液４００ｍ
ｌを通液し、同溶出液を回収し、凍結乾燥して、リパー
ゼ阻害物質１．６ｇを無臭のかすかに苦味を呈した淡黄
色の粉末として得た。ホップ苞からの収率は８％であっ
た。Example 2 (Preparation of lipase inhibitor from hop bract by gel-type synthetic resin) 20 g of hop bract was extracted with 600 ml of a 50% ethanol aqueous solution at 80 ° C for 40 minutes with stirring. After filtration, the solution was concentrated under reduced pressure to a volume of 300 ml, and the concentrated solution was subjected to styrene-divinylbenzene resin (Sepabeads 8 manufactured by Mitsubishi Chemical Corporation).
25) The solution was passed through a column packed with 80 ml for 1 hour (SV = 3.75), and then washed with 400 ml of water. In addition, 400m of 80% ethanol aqueous solution
The eluate was recovered and freeze-dried to obtain 1.6 g of a lipase inhibitor as a pale yellow powder having an odorless and slightly bitter taste. The yield from hop bracts was 8%.
【００３６】実施例３ （限外ろ過膜によるホップ毬果
からのリパーゼ阻害物質の調製） ホップ毬果２０ｇを乳鉢で粉砕し、２Ｌの水で撹拌下、
９５℃、４０分間抽出した。ろ過後、放冷し、抽出液を
分画分子量が５００００の限外ろ過膜（アミコン社製Ｘ
Ｍ５０）により、１．０ｋｇ／ｃｍ２、室温下、２０ｍ
ｌになるまで処理した。得られた上残り液を減圧乾固
し、リパーゼ阻害物質２００ｍｇを無臭のかすかに苦味
を呈した淡黄色の粉末として得た。ホップ毬果からの収
率は１％であった。Example 3 (Preparation of a lipase inhibitor from hop cones using an ultrafiltration membrane) 20 g of hop cones was ground in a mortar and stirred with 2 L of water.
Extracted at 95 ° C for 40 minutes. After filtration, the mixture was allowed to cool, and the extract was subjected to an ultrafiltration membrane having a molecular weight cutoff of 50,000 (X by Amicon).
M50), 1.0 kg / cm 2 at room temperature, 20 m
It processed until it became 1. The obtained upper residue was dried under reduced pressure to obtain 200 mg of a lipase inhibitor as a pale yellow powder having an odorless and slightly bitter taste. The yield from hop cones was 1%.
【００３７】実施例４ （限外ろ過膜によるホップ苞か
らのリパーゼ阻害物質の調製） ホップ苞２０ｇを６００ｍｌの５０％エタノール水溶液
で撹拌下、８０℃、４０分間抽出した。ろ過後、抽出液
を分画分子量が１００００の限外ろ過膜（アミコン社製
ＹＭ１０）により、３．０ｋｇ／ｃｍ２、室温下、６０
ｍｌになるまで処理した。得られた上残り液を凍結乾燥
して、リパーゼ阻害物質０．８ｇを無臭のかすかに苦味
を呈した淡黄色の粉末として得た。ホップ苞からの収率
は４％であった。Example 4 (Preparation of a lipase inhibitor from hop bracts using an ultrafiltration membrane) 20 g of hop bracts were extracted with 600 ml of a 50% aqueous ethanol solution at 80 ° C for 40 minutes with stirring. After filtration, the extract was filtered through an ultrafiltration membrane (YM10 manufactured by Amicon) having a molecular weight cut off of 10,000 at 3.0 kg / cm 2 at room temperature for 60 minutes.
ml. The obtained upper residue was freeze-dried to obtain 0.8 g of a lipase inhibitor as a pale yellow powder having an odorless and slightly bitter taste. The yield from hop bracts was 4%.
【００３８】実施例５ （リパーゼ阻害物質のさらなる
精製および定性分析） 実施例２で得たリパーゼ阻害物質０．８ｇを、５００ｍ
ｌの１０％エタノール水溶液に溶解し、分画分子量が１
００００の限外ろ過膜（アミコン社製ＹＭ１０）によ
り、１．０ｋｇ／ｃｍ２、室温下、２０ｍｌになるまで
処理した。得られた上残り液を凍結乾燥して、リパーゼ
阻害物質０．４ｇを無臭のかすかに苦味を呈した肌色の
粉末として得た。この粉末３ｍｇを１００ｍｌのメタノ
ールに溶解しＵＶ吸収スペクトル分析を行ったところ、
図１に示すように吸収極大を２８０ｎｍに、吸収極小を
２６０ｎｍに持つ特徴的なスペクトルを示した。また一
般的なポリフェノール類の定量法のひとつであるカテキ
ン定量（食品公定分析法）を行ったところカテキン含量
に換算して４０．６％の値を得た。Example 5 (Further purification and qualitative analysis of lipase inhibitor) 0.8 g of the lipase inhibitor obtained in Example 2 was added to 500 m
dissolved in 10% aqueous ethanol solution and the molecular weight cut off is 1
The solution was treated with a 0000 ultrafiltration membrane (YM10 manufactured by Amicon) at 1.0 kg / cm 2 at room temperature until the volume became 20 ml. The obtained upper residue was freeze-dried to obtain 0.4 g of a lipase inhibitor as a flesh-colored powder having an odorless and slightly bitter taste. When 3 mg of this powder was dissolved in 100 ml of methanol and subjected to UV absorption spectrum analysis,
As shown in FIG. 1, a characteristic spectrum having an absorption maximum at 280 nm and an absorption minimum at 260 nm was shown. In addition, catechin quantification (official method of food analysis), which is one of the general methods for quantifying polyphenols, gave a value of 40.6% in terms of catechin content.
【００３９】 実施例６ （錠剤、カプセル剤） 実施例５で得られた物質 １０．０ｇ 乳 糖 ７５．０ｇ ステアリン酸マグネシウム １５．０ｇ 合 計 １００．０ｇ 前記の各成分を均一に混合し、常法に従って錠剤、カプ
セル剤とした。なお実施例５で得られた物質の代わり
に、それぞれ実施例１、２、３、４で得られた物質を同
量添加した錠剤、カプセル剤も同様に得た。Example 6 (Tablets, Capsules) The substance obtained in Example 5 10.0 g Lactose 75.0 g Magnesium stearate 15.0 g Total 100.0 g Tablets and capsules were prepared according to the method. Instead of the substance obtained in Example 5, tablets and capsules to which the same amount of the substance obtained in Examples 1, 2, 3, and 4, respectively, were added were obtained in the same manner.
【００４０】 実施例７ （散剤、顆粒剤） 実施例５で得られた物質 ２０．０ｇ 澱 粉 ３０．０ｇ 乳 糖 ５０．０ｇ 合 計 １００．０ｇ 前記の各成分を均一に混合し、常法に従って散剤、顆粒
剤とした。なお実施例５で得られた物質の代わりに、そ
れぞれ実施例１、２、３、４で得られた物質を同量添加
した散剤、顆粒剤も同様に得た。Example 7 (Powder, Granule) Substance obtained in Example 5 20.0 g Starch 30.0 g Lactose 50.0 g Total 100.0 g The above components were uniformly mixed, and the mixture was mixed in a conventional manner. Were prepared as powders and granules in accordance with the above. Instead of the substance obtained in Example 5, powders and granules to which the same amounts of the substances obtained in Examples 1, 2, 3, and 4 were added were also obtained.
【００４１】 実施例８ （飴） ショ糖 ２０．０ｇ 水飴（７５％固形分） ７０．０ｇ 水 ９．５ｇ 着色料 ０．４５ｇ 香 料 ０．０４５ｇ 実施例５で得られた物質 ０．００５ｇ 合 計 １００．０ｇ 前記の各成分を用い、常法に従って飴とした。なお実施
例５で得られた物質の代わりに、それぞれ実施例１、
２、３、４で得られた物質を同量添加した飴も同様に得
た。Example 8 (candy) sucrose 20.0 g starch syrup (75% solids) 70.0 g water 9.5 g coloring 0.45 g flavor 0.045 g substance obtained in Example 5 0.005 g 100.0 g in total Using each of the above-mentioned components, candy was prepared according to a conventional method. In place of the substance obtained in Example 5, Examples 1 and 2, respectively.
Candies to which the same amount of the substances obtained in 2, 3, and 4 were added were obtained in the same manner.
【００４２】 実施例９ （ジュース） 濃縮ミカン果汁 １５．０ｇ 果 糖 ５．０ｇ クエン酸 ０．２ｇ 香 料 ０．１ｇ 色 素 ０．１５ｇ アスコルビン酸ナトリウム ０．０４８ｇ 実施例５で得られた物質 ０．００２ｇ 水 ７９．５ｇ 合 計 １００．０ｇ 前記の各成分を用い、常法に従ってジュースとした。な
お実施例５で得られた物質の代わりに、それぞれ実施例
１、２、３、４で得られた物質を同量添加したジュース
も同様に得た。Example 9 (Juice) Concentrated tangerine juice 15.0 g Fructose 5.0 g Citric acid 0.2 g Flavor 0.1 g Pigment 0.15 g Sodium ascorbate 0.048 g Substance obtained in Example 5 0 0.002 g water 79.5 g Total 100.0 g A juice was prepared from the above components according to a conventional method. Note that, instead of the substance obtained in Example 5, juices to which the same amount of the substance obtained in Examples 1, 2, 3, and 4 was added were obtained in the same manner.
【００４３】 実施例１０ （クッキー） 薄力粉 ３２．０ｇ 全 卵 １６．０ｇ バター １６．０ｇ 砂 糖 ２５．０ｇ 水 １０．８ｇ ベーキングパウダー ０．１９８ｇ 実施例５で得られた物質 ０．００２ｇ 合 計 １００．０ｇ 前記の各成分を用い、常法に従ってクッキーとした。な
お実施例５で得られた物質の代わりに、それぞれ実施例
１、２、３、４で得られた物質を同量添加したクッキー
も同様に得た。Example 10 (Cookies) Soft flour 32.0 g Whole egg 16.0 g Butter 16.0 g Sugar 25.0 g Water 10.8 g Baking powder 0.198 g Substance obtained in Example 5 0.002 g Total 100 0.0g Each of the above components was used as a cookie according to a conventional method. In addition, instead of the substance obtained in Example 5, cookies obtained by adding the same amount of the substance obtained in Examples 1, 2, 3, and 4, respectively, were obtained in the same manner.
【００４４】実施例１１ （リパーゼ阻害効果） リパーゼ活性の測定は、基質に４−メチルウンベリフェ
ロンのオレイン酸エステル（４−ＭＵＯ）、酵素にブタ
膵臓リパーゼを用い、生成した４−メチルウンベリフェ
ロン（４−ＭＵ）の蛍光強度を測定することにより実施
した。０．１ｍＭ量の４−ＭＵＯを懸濁したＭｃｌｌｖ
ａｉｎｅ緩衝液（ｐＨ７．４）１００μｌ、ブタ膵臓リ
パーゼ４．５μｇを溶解させたＭｃｌｌｖａｉｎｅ緩衝
液１００μｌ、被験物溶液５μｌを混合し、３７℃で２
０分間反応させた。０．１Ｎ塩酸１ｍｌを添加して反応
を停止させ、０．１Ｍクエン酸ナトリウム２ｍｌを添加
してｐＨを４．３付近に調整した。反応により生成した
４−ＭＵの蛍光強度を励起波長３２０ｎｍ、蛍光波長４
５０ｎｍで蛍光光度計により測定した。活性測定の被験
物としては、実施例５で得られた物質の他、比較品とし
て茶類に多く含まれるポリフェノールの１種であるエピ
カテキンガレートを用いた。各試料の阻害活性は、試料
無添加の対照の活性を半分にする試料添加量（ＩＣ５０
値）で示した。結果は表１に示したが、実施例５で得ら
れた物質はエピカテキンガレートよりも強い阻害活性を
示した。Example 11 (Lipase inhibitory effect) The lipase activity was measured by using 4-methylumbelliferone oleate (4-MUO) as a substrate and porcine pancreatic lipase as an enzyme. The measurement was performed by measuring the fluorescence intensity of feron (4-MU). Mcllv with 0.1 mM amount of 4-MUO suspended
Aine buffer (pH 7.4) (100 µl), porcine pancreatic lipase (4.5 µg) dissolved Mcllvaine buffer (100 µl), and a test substance solution (5 µl) were mixed.
The reaction was performed for 0 minutes. The reaction was stopped by adding 1 ml of 0.1 N hydrochloric acid, and the pH was adjusted to around 4.3 by adding 2 ml of 0.1 M sodium citrate. The fluorescence intensity of 4-MU generated by the reaction was measured at an excitation wavelength of 320 nm and a fluorescence wavelength of 4
Measured with a fluorimeter at 50 nm. As a test substance for activity measurement, in addition to the substance obtained in Example 5, epicatechin gallate, which is one kind of polyphenol contained in teas, was used as a comparative product. The inhibitory activity of each sample was determined by the amount of sample added (IC50
Value). The results are shown in Table 1. The substance obtained in Example 5 showed stronger inhibitory activity than epicatechin gallate.
【００４５】[0045]
【表１】 [Table 1]
【００４６】[0046]
【発明の効果】本発明によれば、ホップ苞及びホップ苞
を含むホップ毬果等のホップを原料として、リパーゼ阻
害物質を得ることができた。更にこれを、医薬品や飲食
品の材料として容易に利用することができた。According to the present invention, a lipase inhibitor can be obtained using hop bracts and hops such as hop cones containing hop bracts as raw materials. Further, it could be easily used as a material for medicines and foods and drinks.
【図１】実施例５で得られた物質のＵＶ吸収スペクトル
である。縦軸は吸光度を、横軸は波長（ｎｍ）を示す。FIG. 1 is a UV absorption spectrum of a substance obtained in Example 5. The vertical axis indicates absorbance, and the horizontal axis indicates wavelength (nm).
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ａ２３Ｌ 2/02 Ａ６１Ｋ 35/78 Ｄ Ａ６１Ｋ 35/78 Ａ６１Ｐ 3/04 Ａ６１Ｐ 3/04 43/00 １１１ 43/00 １１１ Ａ２３Ｌ 2/00 Ｆ 2/26 Ｆターム(参考） 4B014 GB06 GG07 GK12 GL03 4B017 LC04 LG02 LG15 LK08 LK12 LL01 LL03 LL09 4B018 LB01 LB08 LE01 LE02 LE03 MD48 ME01 MF02 4B032 DB21 DG02 DK12 DK36 DK45 DK47 4C088 AB34 AC03 BA19 BA22 CA05 CA08 CA13 CA17 NA14 ZC20 ZC33 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) A23L 2/02 A61K 35/78 D A61K 35/78 A61P 3/04 A61P 3/04 43/00 111 43 / 00 111 A23L 2/00 F 2/26 F term (reference) 4B014 GB06 GG07 GK12 GL03 4B017 LC04 LG02 LG15 LK08 LK12 LL01 LL03 LL09 4B018 LB01 LB08 LE01 LE02 LE03 MD48 ME01 MF02 4B032 DB21 DG02 DK12 AB23 DK36 DK36 CA05 CA08 CA13 CA17 NA14 ZC20 ZC33
Claims (6)
質であって、ゲル型合成樹脂に吸着する性質を有するこ
とを特徴とするリパーゼ阻害物質。1. A lipase inhibitor which is a polyphenolic substance contained in hops and which has a property of adsorbing to a gel type synthetic resin.
質であって、分画分子量が１０００以上の限外ろ過膜に
より処理した際に該膜を透過しない物質であることを特
徴とするリパーゼ阻害物質。2. A lipase inhibitor which is a polyphenol-based substance contained in hops and which does not permeate through an ultrafiltration membrane having a molecular weight cut-off of 1000 or more.
質であって、ゲル型合成樹脂に吸着する性質を有し、か
つ分画分子量が１０００以上の限外ろ過膜により処理し
た際に該膜を透過しない物質であることを特徴とするリ
パーゼ阻害物質。3. A polyphenol-based substance contained in hops, which has a property of adsorbing to a gel-type synthetic resin, and permeates through an ultrafiltration membrane having a molecular weight cut-off of 1,000 or more. A lipase inhibitor, characterized in that it is a substance that does not.
〜３いずれか記載のリパーゼ阻害物質。4. The hop bract according to claim 1, wherein the hop is a hop bract.
4. The lipase inhibitor according to any one of claims 1 to 3.
害物質の有効量を含有することを特徴とするリパーゼ阻
害剤。A lipase inhibitor comprising an effective amount of the lipase inhibitor according to any one of claims 1 to 4.
害物質を含有することを特徴とする飲食品。A food or drink comprising the lipase inhibitor according to any one of claims 1 to 4.
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|---|---|---|---|
| JP2000144639A JP4521703B2 (en) | 2000-05-17 | 2000-05-17 | Lipase inhibitor obtained from hops |
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| JP4521703B2 JP4521703B2 (en) | 2010-08-11 |
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| WO2003068205A1 (en) | 2002-02-14 | 2003-08-21 | Kirin Beer Kabushiki Kaisha | Compositions and foods for improving lipid metabolism |
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| EP1545209A2 (en) * | 2002-09-10 | 2005-06-29 | THE GOVERNMENT OF THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES | Factors that bind intestinal toxins |
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| JP4624958B2 (en) * | 2006-05-17 | 2011-02-02 | 達己 媚山 | Tomato juice-containing jelly and method for producing the same |
| JP2007306835A (en) * | 2006-05-17 | 2007-11-29 | Tatsuki Kobiyama | Tomato juice-containing jelly and method for producing the same |
| WO2013191258A1 (en) | 2012-06-20 | 2013-12-27 | キリンホールディングス株式会社 | Beverage containing aqueous medium extract of hops used in oxidation |
| US10660351B2 (en) | 2012-06-20 | 2020-05-26 | Kirin Holdings Kabushiki Kaisha | Beverage containing aqueous medium extract of hop subjected to oxidation treatment |
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| JP2016188180A (en) * | 2015-03-30 | 2016-11-04 | 株式会社東洋新薬 | Composition containing specific component |
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