JPS5944318A - Dissociation of hardly dissociable cyclodextrin clathrate substance - Google Patents
Dissociation of hardly dissociable cyclodextrin clathrate substanceInfo
- Publication number
- JPS5944318A JPS5944318A JP57154395A JP15439582A JPS5944318A JP S5944318 A JPS5944318 A JP S5944318A JP 57154395 A JP57154395 A JP 57154395A JP 15439582 A JP15439582 A JP 15439582A JP S5944318 A JPS5944318 A JP S5944318A
- Authority
- JP
- Japan
- Prior art keywords
- cyclodextrin
- clathrate
- amylase
- garlic
- powder
- 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
Links
Abstract
Description
【発明の詳細な説明】
木定明者等は先に＠鞠昭５６−１２０３７３号「にんに
く成分包接化合物」、特納昭５７−２］６２３号「嗜好
性の高いにんにく椿油含有のドッグフード」及び特厩１
昭５７−８６０３１号・［にんにく精油の強壮剤−１な
るにんに＜ ｆｉ’を油成分のサイクロデキストリン類
による包接物（以下ＧＯＣＤと略記）についての特許出
願をしだ。ところがその後の研究の結果ＧＯＣＤの分解
を動物の腸内細菌にその多くを依存する場合や１７１物
が罹患していたり虚弱体質の場合はＧＯＣＤの分解が完
全でなく、にんにく精油成分の脱色液が１００％行なわ
れないことが判明してきた。そこでまず動物の腸内細菌
を採取しく）ＯＣＤに作用させたが、にんにく精油に抗
菌力があるだめＧＯＣＤは分解されず、にんにく精油成
分は遊離されなかった。虜だその他の植物精油のサイク
ロデキストリン包接化合物を多くｗＭ製して脱色液を試
みたが、抗菌性の強いものはいずれも脱色液が固唾であ
った。そこで次に各種の微生物から酵素を抽出し、実施
例で示す各酵素を（）ＯＣＤやその他のサイクロデキス
トリン包接吻に作用せしめたところ、生体外及び生体内
実験においてよくＧＯＣＤやその他のサイクロデキスト
リン包接物を分解し、にんにくその他の精油成分を遊離
せしめることが判明した。[Detailed description of the invention] Akira Kisada et al. previously published @Mari Sho 56-120373 “Garlic component clathrate compound”, Tokusho Sho 57-2] No. 623 “Highly palatable dog food containing garlic and camellia oil” and special stable 1
No. 1986-86031 - [Garlic essential oil tonic - 1] A patent application was filed for a clathrate (hereinafter abbreviated as GOCD) of cyclodextrins containing garlic essential oil. However, as a result of subsequent research, GOCD decomposition is not complete in cases where most of the decomposition of GOCD depends on the intestinal bacteria of the animal, or in cases where the animal is diseased or has a weak constitution, and a decolorizing liquid containing garlic essential oil components is used. It has become clear that this cannot be done 100% of the time. First, they collected intestinal bacteria from animals and allowed them to act on OCD, but because garlic essential oil has antibacterial properties, GOCD was not broken down and no garlic essential oil components were released. I tried using a lot of cyclodextrin clathrate compounds from other plant essential oils to create a decolorizing solution, but all of the products with strong antibacterial properties were difficult to use. Next, enzymes were extracted from various microorganisms, and each enzyme shown in the examples was made to act on ()OCD and other cyclodextrin inclusion proboscises. It was found that it decomposes the materials in contact with it, releasing garlic and other essential oil components.
以下実施例及び実験例にしだがって説明する。This will be explained below based on Examples and Experimental Examples.
にんにく以外の植物精油サイクロデキストリン包接化合
物の実施ｊケ＋ｌ及び瞬包接の寒諦例については以下の
にんにく精油の場合と同様であり、使用り、 ＊ ｔＭ
油はマジョラム、レモングラス、コリアンダー、サツ
サフフス、カバ、タイム等でサイクロデキストリン化合
物の調製はいずれも各精油の主要物質分子＠］モルに対
し各ザイクロデキヌトリンの１モルを使用し、各精油、
−リイクロデキストリンともに水懸濁法によって行なっ
た。アミラーゼは全べで同種品を使用した。The implementation of cyclodextrin clathrate compounds in plant essential oils other than garlic and examples of cyclodextrin clathrate compounds are the same as in the case of garlic essential oil below, and used * tM
The oils are marjoram, lemongrass, coriander, sweet saffusu, kava, thyme, etc. For the preparation of cyclodextrin compounds, 1 mole of each cyclodextrin compound is used for each mole of the main substance of each essential oil.
- Liiclodextrin was tested by a water suspension method. The same type of amylase was used throughout.
実施例（１）ベーターザイクロヂギヌトリン４００ｇと
にんにく精油１００ｇよす製造した無臭のＧ ＯＣＩ’
＞粉末４８０ｇに対し麹菌やシュードモナス等より常法
によシ製？１したアミラーゼ粉末１２０ｇを加え、均一
に混合し、粉末６００ｇを得る。Example (1) Odorless G OCI' prepared from 400 g of beta-zylodiginutrin and 100 g of garlic essential oil.
> 480g of powder made from koji mold, pseudomonas, etc. using the usual method? Add 120 g of the amylase powder prepared in Step 1 and mix uniformly to obtain 600 g of powder.
別にアミラーゼを飾添加の粉末４８０Ｒ：’５Ｃ＜’４
る。Powder 480R with amylase added separately: '5C<'4
Ru.
実施、例（２）アルファナイクロデキストリン４０ｇと
にんにく精油ｌｏｇより製造した無臭の（）ＯＣＤ粉末
５０ｇに対し、実施例（］）で１．１またアミラーゼ粉
末］、５ｇを加え、均一に混合ｊ７、粉末５５ｇを得る
。このものに１啄肝臓粉末７００ｇを加えで混合し、粉
末ドッグフード７５５ｇを得ろ。別にアミラーゼの無添
加のドッグフード７４０ｇを′占る。Implementation, Example (2) To 50 g of odorless ()OCD powder produced from 40 g of alpha nyclodextrin and log of garlic essential oil, 5 g of amylase powder (1.1) in Example (]) was added and mixed uniformly. , 55 g of powder are obtained. Add 700 g of 1 tbsp liver powder to this and mix to obtain 755 g of powdered dog food. Separately, I took 740g of amylase-free dog food.
実施例（３）ガンマーサイクロデキメトリン２６ｇとに
んにく精油４ｇより製造した無臭のＧＯＣＤ粉末３０ｇ
に対し、実施例（１）で得たアミラーゼ粉末８ｇを加え
、均一に混合し、粉末３Ｆ３（Ｊを得る。このものにに
んにく乾燥粉末４５０ｇ、コーンフラワー３４０ｇ、炭
酸力μシウム２００ｇｆ：加えて混合し、部用飼料添加
物１０２０ｇをくする。Example (3) 30 g of odorless GOCD powder prepared from 26 g of gamma cyclodexymethrin and 4 g of garlic essential oil
To this, add 8 g of amylase powder obtained in Example (1) and mix uniformly to obtain powder 3F3 (J. To this, add 450 g of dried garlic powder, 340 g of corn flour, and 200 gf of μsium carbonate and mix. Then, remove 1020 g of feed additives for the department.
別にアミラーゼ無添加の飼料１０１０ｇを得る。Separately, 1010 g of amylase-free feed was obtained.
実験例（１） 密栓伺ビン■に実ノ４例（１）で得た
粉末１ｇを入れる。密栓付ビン■に実施例（１）のアミ
ラーゼ無添加のＧＯＣＤ粉末ｏ、ａｇを入れる。密栓付
ビン■ににんにく精油Ｑ、１７．Ｏ：を入れる。■、■
、■のそれぞれのビンに蒸留水１０ｍ１を加えて密栓し
、時々攪拌″をしつつ３７°Ｃ恒温槽中に５時間放置す
る。同時に■、■、■のビンの上部に溜った気体を採取
して力゛スクロマトグラフイーを行なったところ、■及
び■のビンよりにんにく精油成分に由来するピークが現
われ、■のビンよりは同ピークはほとんど現われなかっ
た。以とよりＧＯＣＤはアミラーゼにより分解し、包接
するにんにく精油の全てを放出することが判明した。Experimental Example (1) Put 1 g of the powder obtained in Example 4 (1) into a tightly closed bottle (■). Pour the amylase-free GOCD powders o and ag of Example (1) into a bottle (■) with a tightly stopper. Garlic essential oil Q in a sealed bottle■, 17. Enter O:. ■、■
Add 10 ml of distilled water to each of the bottles (■), seal them tightly, and leave them in a constant temperature bath at 37°C for 5 hours with occasional stirring.At the same time, collect the gas that has accumulated at the top of the bottles (■, ■, ■). When force chromatography was performed, peaks derived from garlic essential oil components appeared in the bottles ① and ①, and the same peaks hardly appeared in the bottles ②. It was found that all of the included garlic essential oil was released.
実験例（２）実験例（１）と同様の操作を実施例（３）
で得た粉末（鶏に対する製品）とアミラーゼ無添加の製
品について実玲を行なった結果はアミラーゼ添加のもの
は確実ににんにく精油を遊離１−だ。Experimental Example (2) Example (3) The same operation as Experimental Example (1)
The results of conducting tests on the powder (product for chickens) obtained in 1. and the product without amylase addition are that the one with amylase addition definitely releases garlic essential oil.
実験例（３）雑種犬（体重は１頭当り約５１（ダ）で何
らかの病気に罹、曵回復後の虚弱大８頭を各４頭ずつ２
群に分け、Ａ群には１卯当り実施例（２）で得たドッグ
フード４ｇを、Ｂ群には１頭当り実施例（１）における
アミラーゼ無添加のドッグフード４ｇを与え、投与１日
後に而しよう、呼気、尿を採取してガスクロマトグラフ
ィーをＫＴなったところ、Ａ群ではにんにく精油に由来
するクロマトクラムが得られ、大フイラリア症の予防及
び治療効果が朋待されだが、Ｂ群のにんにく精油のクロ
マトグラムはＡ群の場合の約半゛１にであり、脱包接が
完全でないことを示した。Experimental example (3) Mongrel dogs (weighing approximately 51 (Da) per dog, each suffering from some kind of disease, 8 frail large dogs after recovering from the rain, 4 dogs each, 2 dogs)
They were divided into groups, and Group A was given 4 g of the dog food obtained in Example (2) per dog, and Group B was given 4 g of the amylase-free dog food obtained in Example (1) per dog. When gas chromatography was performed on the collected breath and urine samples, chromatograms derived from garlic essential oil were obtained in group A, which is expected to have preventive and therapeutic effects on large filariasis, but garlic in group B The chromatogram of the essential oil was about half that of Group A, indicating that de-inclusion was not complete.
実験例（４）８で（ｉｆらかの１・°・、１気に４．ｒ
ｉ＋、…回復後の虚弱律１０羽（平均体重は１羽当り２
ｉ（ｙ）を各５羽ずつ２群に分け、Ａ群には実施例（３
）で得た粉末を飼軒ｌに対し０．３ ’を混合、Ｂ Ｖ
ｌｒには実施例（３）におけるアミラーゼ無添加の粉末
を飼才１に対し０．３％混合してそれぞれ与えた。鶏は
１羽当り飼料約１００ｇ１日を摂取した。１０日後に血
しよう、呼気、尿を採取してガスクロマトグラフィーを
行なったところ、Ａ群ではにんにく精油に由来するクロ
マトグラムが得られ、ロイコナトゾーン症の予防及び治
療効果が１０１待されたが、Ｂ！！′Ｉ−のにんにく精
油のクロマトクラムはＡ群のＪ昆合ｔｙ’３＋ ｉ＜１
．３１／、ｊＱであり、脱包接が完全に行なわれてい外
いことをボした。Experimental example (4) At 8 (if Raka's 1・°・, 1Q 4.r
i+, ... 10 weak birds after recovery (average weight is 2 per bird)
i(y) were divided into 2 groups of 5 birds each, and group A was treated with Example (3
) Mix 0.3' of the powder obtained in
The amylase-free powder in Example (3) was mixed with 0.3% of the amylase-free powder in Example (3) and given to lr, respectively. Each chicken ingested approximately 100 g of feed per day. After 10 days, blood, exhaled breath, and urine were collected and subjected to gas chromatography, and in group A, a chromatogram derived from garlic essential oil was obtained, indicating that the group has long-awaited preventive and therapeutic effects on leuconatozoonosis. ,B! ! The chromatogram of garlic essential oil of 'I-' is Jkonti'3+ i<1 of group A.
．． 31/, jQ, indicating that deinclusion was not completely performed.
実１胎例（５）マウスで何らかの病気に罹１．１１回復
後の虚弱ｄｃｔＹｓ系マウスの４司令で平均体へ２５ｇ
の雄を使用し７、ｌ ｏ 頭を各５匂目１一つ２４！Ｉ
に分け、Ａ群には実施例（１）でｒｌ）た粉末４６ｍ！
／Ｍｙを、Ｉ−３１１’には実施イダｌ （１）におけ
るアミラーゼ無添加の粉末３７ ｍｇ／ Ｍｙを各ヌチ
ー／Ｌ’１ｌｌｕ胃ゾンデにて＋！；１７制的に１同様
口投与したＣ、１時間後に体力僧（１ｍを遊？＋に試験
法にて測定しだ。直径２３（３１Ｔｌ、 望さ３０Ｇ
甲の円筒水槽を用い、水ｌ昌を２５″Ｃに保持１７、被
験動物は１％中性洗剤液にて洗つフコ後、水槽中で遊泳
させた。ｉｔη？４５時間に士水槽に投入してからけい
わんを生ずるまでを測定した。結架けＡ群の平均値は３
６分、Ｂ群の平均値は２０分であシ、このことは強壮効
果をもつにんにく精油の脱色液がＢ群に赴いては完全に
行なわれでいないことを示しだ。1 case (5) A mouse suffered from some disease. 1.11 After recovery, the average body weight of a weak dctYs mouse weighed 25g.
Using 7 males, 1 head with 5 eyes each, 24! I
Group A contained 46 m! of the powder obtained in Example (1).
/My, and for I-311', 37 mg/My of amylase-free powder in (1) was added to each Nuchi/L'1llu gastric sonde! C was administered orally in the same manner as in 1, and 1 hour later it was measured using the test method at 1 m (1 m). Diameter 23 (31 Tl, Desirability 30 G)
Using a cylindrical aquarium, the water was maintained at 25"C17.The test animals were washed with a 1% neutral detergent solution and allowed to swim in the aquarium.After 45 hours, they were placed in the water tank. Measurements were taken from the time the tying was carried out until the formation of a bulge.The average value for the tying group A was 3.
6 minutes, while the average value for group B was 20 minutes, indicating that the decolorizing liquid of garlic essential oil, which has a tonic effect, was not completely applied to group B.
Claims (1)
ミラーゼを配合することを特徴とするサイクロデキスト
リン難脱包接物質の脱色接法。1. A method for decolorizing a cyclodextrin-refractory inclusion substance, which is characterized by incorporating amylase into a cyclodextrin inclusion substance.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57154395A JPS5944318A (en) | 1982-09-04 | 1982-09-04 | Dissociation of hardly dissociable cyclodextrin clathrate substance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57154395A JPS5944318A (en) | 1982-09-04 | 1982-09-04 | Dissociation of hardly dissociable cyclodextrin clathrate substance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5944318A true JPS5944318A (en) | 1984-03-12 |
Family
ID=15583199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57154395A Pending JPS5944318A (en) | 1982-09-04 | 1982-09-04 | Dissociation of hardly dissociable cyclodextrin clathrate substance |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5944318A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2657623A1 (en) * | 1990-01-29 | 1991-08-02 | Roquette Freres | Process for recovering lipophilic compounds extracted from a fatty medium by the action of cyclodextrin |
| WO1994013158A1 (en) * | 1992-12-09 | 1994-06-23 | B.V. Nederlandse Industrie Van Eiprodukten | A PROCESS FOR REMOVING β-CICLODEXTRIN FROM EGG YOLK OR EGG YOLK PLASMA |
| CN108883125A (en) * | 2016-02-04 | 2018-11-23 | 西泽普研究与发展有限责任公司 | The cyclodextrin inclusion compound medium of controlled release and stratiform |
-
1982
- 1982-09-04 JP JP57154395A patent/JPS5944318A/en active Pending
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2657623A1 (en) * | 1990-01-29 | 1991-08-02 | Roquette Freres | Process for recovering lipophilic compounds extracted from a fatty medium by the action of cyclodextrin |
| WO1994013158A1 (en) * | 1992-12-09 | 1994-06-23 | B.V. Nederlandse Industrie Van Eiprodukten | A PROCESS FOR REMOVING β-CICLODEXTRIN FROM EGG YOLK OR EGG YOLK PLASMA |
| CN108883125A (en) * | 2016-02-04 | 2018-11-23 | 西泽普研究与发展有限责任公司 | The cyclodextrin inclusion compound medium of controlled release and stratiform |
| JP2019512019A (en) * | 2016-02-04 | 2019-05-09 | クザップ リサーチ アンド デベロップメント エルエルシーＣｚａｐ Ｒｅｓｅａｒｃｈ Ａｎｄ Ｄｅｖｅｌｏｐｍｅｎｔ， Ｌｌｃ | Controlled release and stratified cyclodextrin clathrate vehicles |
| EP3411047A4 (en) * | 2016-02-04 | 2019-08-28 | Czap Research And Development, LLC | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
| JP2021120386A (en) * | 2016-02-04 | 2021-08-19 | クザップ リサーチ アンド デベロップメント エルエルシーCzap Research And Development, Llc | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
| EP3892303A1 (en) * | 2016-02-04 | 2021-10-13 | Czap Research And Development, LLC | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
| AU2017214669B2 (en) * | 2016-02-04 | 2022-01-13 | Czap Research And Development, Llc | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
| CN108883125B (en) * | 2016-02-04 | 2022-08-09 | 西泽普研究与发展有限责任公司 | Controlled release and layered cyclodextrin inclusion complex vehicles |
| CN115154619A (en) * | 2016-02-04 | 2022-10-11 | 西泽普研究与发展有限责任公司 | Controlled release and layered cyclodextrin inclusion complex vehicles |
| EP4098282A1 (en) * | 2016-02-04 | 2022-12-07 | Czap Research And Development, LLC | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
| US11633448B2 (en) | 2016-02-04 | 2023-04-25 | Czap Research And Development Llc | Controlled-release and stratified cyclodextrin inclusion complex vehicles |
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