JPH01135723A - Extraction of antimicrobial substance in licorice - Google Patents
Extraction of antimicrobial substance in licoriceInfo
- Publication number
- JPH01135723A JPH01135723A JP62293190A JP29319087A JPH01135723A JP H01135723 A JPH01135723 A JP H01135723A JP 62293190 A JP62293190 A JP 62293190A JP 29319087 A JP29319087 A JP 29319087A JP H01135723 A JPH01135723 A JP H01135723A
- Authority
- JP
- Japan
- Prior art keywords
- licorice
- extraction
- fluid
- carbon dioxide
- extract
- 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
- 238000000605 extraction Methods 0.000 title claims abstract description 36
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 title claims abstract description 30
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 title claims abstract description 30
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 title claims abstract description 30
- 229940010454 licorice Drugs 0.000 title claims abstract description 30
- 239000000126 substance Substances 0.000 title claims abstract description 19
- 230000000845 anti-microbial effect Effects 0.000 title abstract 3
- 240000004670 Glycyrrhiza echinata Species 0.000 title 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 44
- 241000202807 Glycyrrhiza Species 0.000 claims abstract description 29
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 22
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 22
- 239000012530 fluid Substances 0.000 claims abstract description 20
- 239000004378 Glycyrrhizin Substances 0.000 claims abstract description 8
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229960004949 glycyrrhizic acid Drugs 0.000 claims abstract description 8
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000019410 glycyrrhizin Nutrition 0.000 claims abstract description 8
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims abstract description 8
- 230000000844 anti-bacterial effect Effects 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000284 extract Substances 0.000 abstract description 21
- 239000004480 active ingredient Substances 0.000 abstract description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 4
- 229910021529 ammonia Inorganic materials 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract description 2
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 238000000926 separation method Methods 0.000 description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 26
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 241000894006 Bacteria Species 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000002994 raw material Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000012258 culturing Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 238000000194 supercritical-fluid extraction Methods 0.000 description 2
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 241000186660 Lactobacillus Species 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- 241000235648 Pichia Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- -1 chlorofluorocarbons Chemical compound 0.000 description 1
- 239000012632 extractable Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229940039696 lactobacillus Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960001730 nitrous oxide Drugs 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C44/00—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles
- B29C44/34—Auxiliary operations
- B29C44/36—Feeding the material to be shaped
- B29C44/46—Feeding the material to be shaped into an open space or onto moving surfaces, i.e. to make articles of indefinite length
- B29C44/50—Feeding the material to be shaped into an open space or onto moving surfaces, i.e. to make articles of indefinite length using pressure difference, e.g. by extrusion or by spraying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2023/00—Use of polyalkenes or derivatives thereof as moulding material
- B29K2023/04—Polymers of ethylene
- B29K2023/06—PE, i.e. polyethylene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2023/00—Use of polyalkenes or derivatives thereof as moulding material
- B29K2023/10—Polymers of propylene
- B29K2023/12—PP, i.e. polypropylene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
- B29K2105/04—Condition, form or state of moulded material or of the material to be shaped cellular or porous
- B29K2105/046—Condition, form or state of moulded material or of the material to be shaped cellular or porous with closed cells
Landscapes
- Medicines Containing Plant Substances (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野１
本発明は、甘草中の抗菌性物質の抽出方法、さらに詳し
くは抽出に超臨界状態の流体を用いて無害で安全に簡単
な操作で選択性良く抗菌性物質を抽出する方法に関する
。[Detailed Description of the Invention] [Industrial Application Field 1] The present invention provides a method for extracting antibacterial substances from licorice, and more specifically, a method for extracting antibacterial substances from licorice, and more specifically, a method for extracting antibacterial substances using a fluid in a supercritical state for extraction, which is harmless, safe, and easy to operate. This invention relates to a method for extracting antibacterial substances with good properties.
甘草中に抗菌性物質が含まれ、該物質がエタ゛ノール等
の低級アルコール、アセトン等で抽出されることは既に
知られている。しかしながら、これらの溶媒は親水性が
高く抗菌性物質の他に臭気性物質、黒褐色の着色物質等
の不純物が同時に多量に抽出されてしまうという欠点が
ある。It is already known that licorice contains antibacterial substances and that these substances can be extracted with lower alcohols such as ethanol, acetone, and the like. However, these solvents have a drawback in that they are highly hydrophilic and simultaneously extract a large amount of impurities such as odorous substances and dark brown colored substances in addition to antibacterial substances.
さらに、別の溶媒抽出法により、甘草又はそれからグリ
チルリチン等の甘味成分を抽出した残渣（以下甘草等と
いう）から抗菌性物質を得ることも知られている。すな
わち、溶媒として、中間極性を有するもの又はこれと低
級アルコールとの混合物を用いるもの（特開昭５９−４
６００号公報）、芳香族炭化水素を用いるもの（特開昭
６０−１７００号公報）、ハロゲン化炭化水素を用いる
もの（特開昭６０−１７６５７４号公報）、疎水性ケト
ンを用いるもの（特開昭６０−１１８３９５号公報）、
低級アルコール又は炭素原子数３〜８のケトンによる抽
出物に対しさらにハロゲン化炭化水素又は芳香族炭化水
素を用いるもの（特開昭６Ｏ−１９ＯＮ４号公報）等が
挙げられる。他に、甘草等を有機溶媒を用いて抽出し、
抽出物を塩基性陰イオン交換樹脂又は多孔質樹脂に吸着
させた後、有機溶媒又はアルカリ性水で溶出することに
よって抗菌性物質を得る方法（特開昭６０−１７２９２
４号公報）も知られている。Furthermore, it is also known that antibacterial substances can be obtained from licorice or the residue obtained by extracting sweet components such as glycyrrhizin from licorice (hereinafter referred to as licorice etc.) by another solvent extraction method. That is, as a solvent, a solvent having intermediate polarity or a mixture of this and a lower alcohol is used (Japanese Patent Laid-Open No. 59-4
No. 600), those using aromatic hydrocarbons (Japanese Patent Laid-Open No. 1700-1982), those using halogenated hydrocarbons (Japanese Patent Laid-open No. 176574-1987), and those using hydrophobic ketones (Japanese Patent Laid-Open No. 60-176574). Publication No. 118395/1982)
Examples include those using a halogenated hydrocarbon or aromatic hydrocarbon in addition to an extract using a lower alcohol or a ketone having 3 to 8 carbon atoms (Japanese Unexamined Patent Publication No. 1988-19ON4). In addition, licorice etc. are extracted using an organic solvent,
A method for obtaining antibacterial substances by adsorbing the extract onto a basic anion exchange resin or porous resin and then eluting it with an organic solvent or alkaline water (Japanese Patent Application Laid-open No. 17292-1982)
4) is also known.
しかしながら、いずれの抽出方法も毒性のある溶媒を多
量に用いており、食品衛生上使用に難があり、煩雑な工
程を要するものもあるという欠点がある。However, all of the extraction methods use large amounts of toxic solvents, are difficult to use in terms of food hygiene, and have drawbacks such as requiring complicated steps.
［発明が解決しようとする問題点］
本発明は、従来方法の抽出溶媒の使用に難があったり、
工程が煩雑になったりするという欠点を克′服し、抗菌
性物質を、簡単な操作で、安全かつ選択的に生産しうる
、工業的に実施するのに有利な抗菌性物質の抽出方法を
提供するためになされたものである。[Problems to be Solved by the Invention] The present invention solves problems in the conventional method in which there are difficulties in using extraction solvents,
We have developed a method for extracting antibacterial substances that is advantageous for industrial implementation and can produce antibacterial substances safely and selectively with simple operations, overcoming the drawbacks such as complicated processes. It was made to provide.
［問題点を解決するための手段］
本発明は、甘草又は甘草のグリチルリチン抽出残渣を、
超臨界状態の流体を用いて抽出することによって抗菌性
物質を抽出する方法である。[Means for solving the problems] The present invention provides licorice or licorice glycyrrhizin extraction residue,
This is a method of extracting antibacterial substances by using a fluid in a supercritical state.
甘草は原木のままでも破砕あるいは粉砕されたものある
いはグリチルリチンを抽出しな残渣でも良い。抽出処理
は、抽出装置中の原料甘草等を、該装置中に超臨界状態
の流体を連続的にあるいは間欠的に導入し、接触処理し
て甘草中の同効成分を流体中に抽出させるのか適当であ
る。The licorice may be raw, crushed or crushed, or a residue from which glycyrrhizin has been extracted. In the extraction process, the raw material licorice etc. in the extraction device is continuously or intermittently introduced into the device with a fluid in a supercritical state, and the same active ingredients in the licorice are extracted into the fluid through contact treatment. Appropriate.
流体は酸化二窒素（Ｎ２０） 、フロン、アンモニア等
も用いうるが、臨界条件が温和である点及び無害、不活
性である点で二酸化炭素を用いるのが好ましい。超臨界
流体として二酸化炭素を用いたときの抽出条件は、圧力
は７０−５００ｋｇ／ｃｍ２、好ましくはｌ ５０−３
００ ｋｇ／ｃｍ２、温度は３０〜１００℃１好ましく
は３５〜５０℃の範囲が適当である。必要があれば、エ
ントレーナー（抽出助剤）として、常用の抽出溶媒を用
いることができるが、エタノール等の低級アルコール類
、ヘキサン等の脂肪族炭化水素類、アセトン等のケトン
類、ベンゼン等の芳香族炭化水素類を用いるのが適当で
あり、特にエタノールを使用するのが食品衛生法上全く
問題がないので好ましい。エントレーナーの添加量は特
に定められるものではないが、０〜５０ｖｔ％程度が適
当であり、５〜２０ｖｔ％程度が好ましい。有効成分を
含んだ超臨界状態の流体は、通常、減圧され、分離装置
に導かれ、所定の抽出物が得られる。このような減圧操
作は２０〜１５０ｋｇ／ｃｍ’程度で行なわれるのが適
当である。分離操作は単段でも多段でもよく、例えば第
一段操作と第二段操作を段階的に減圧する（例えば、第
一段圧力５０−１００ｋｇ／ｃｍ２、第二段圧力２０〜
５０ｋｇ７ｃｍ”）ことによって抽出物を分別すること
もできる。分離操作は０〜６０℃の温度範囲で行うのが
適当である。分離装置で分離された流体は通常所望によ
り冷却され再利用される。Although dinitrogen oxide (N20), chlorofluorocarbons, ammonia, etc. can be used as the fluid, it is preferable to use carbon dioxide because it has mild critical conditions and is harmless and inert. The extraction conditions when carbon dioxide is used as the supercritical fluid are as follows: pressure is 70-500 kg/cm2, preferably l50-3
00 kg/cm2, and the temperature is suitably in the range of 30 to 100°C, preferably 35 to 50°C. If necessary, a commonly used extraction solvent can be used as an entrainer (extraction aid), but lower alcohols such as ethanol, aliphatic hydrocarbons such as hexane, ketones such as acetone, benzene, etc. It is appropriate to use aromatic hydrocarbons, and it is particularly preferable to use ethanol because there is no problem in terms of the Food Sanitation Law. The amount of entrainer added is not particularly limited, but is suitably about 0 to 50 vt%, preferably about 5 to 20 vt%. A fluid in a supercritical state containing active ingredients is usually depressurized and guided to a separation device to obtain a predetermined extract. It is appropriate that such a pressure reduction operation be carried out at a pressure of about 20 to 150 kg/cm'. The separation operation may be performed in a single stage or in multiple stages, for example, the pressure is reduced stepwise between the first stage operation and the second stage operation (for example, the first stage pressure is 50-100 kg/cm2, the second stage pressure is 20~100 kg/cm2,
It is also possible to fractionate the extract by using 50 kg 7 cm"). The separation operation is suitably carried out at a temperature range of 0 to 60 DEG C. The fluid separated in the separator is usually cooled and reused if desired.
次に、添付図面は、流体として二酸化炭素を用いた抽出
装置の７ａ−シートであるが、これに基づいて本発明を
説明すると二酸化炭素ガスをフィードポンプ１にて臨界
圧力以上に昇圧し、加温器２で臨界温度以上に昇温して
超臨界状態にする。Next, the attached drawing is a sheet 7a of an extraction device using carbon dioxide as a fluid, and to explain the present invention based on this, carbon dioxide gas is pressurized to a critical pressure or higher by a feed pump 1, and then pressurized. The temperature is raised to a critical temperature or higher using a heater 2 to bring it into a supercritical state.
抽出槽３に原料として甘草原木の破砕物又は甘草よりグ
リチルリチンを抽出した残渣を仕込み、超臨界状態の二
酸化炭素を抽出槽内に連続的に導入し、原料と接触させ
て甘草中の所望成分を二酸化炭素中に抽出させる。所望
成分を含んだ超臨界状態の二酸化炭素は、減圧弁４を通
り減圧され第一分離槽７に、さらに減圧弁５を通り減圧
され第二分離槽８に段階的に減圧されて導かれる。この
ようにして抽出物の分別か可能になる。分離槽を出た二
酸化炭素は、冷却器９により５〜１０℃に冷却されて液
戻貯槽ｌＯへ戻され、再びフィードポンプ■にて昇圧さ
れる。The extraction tank 3 is charged with crushed licorice grass or the residue obtained by extracting glycyrrhizin from licorice as a raw material, and carbon dioxide in a supercritical state is continuously introduced into the extraction tank and brought into contact with the raw material to extract the desired components in the licorice. Extract into carbon dioxide. Supercritical carbon dioxide containing desired components is depressurized through a pressure reducing valve 4 to a first separation tank 7, further depressurized through a pressure reducing valve 5, and guided to a second separation tank 8 after being depressurized in stages. In this way fractionation of the extract becomes possible. The carbon dioxide that has left the separation tank is cooled to 5 to 10°C by the cooler 9, returned to the liquid return storage tank 1O, and is again pressurized by the feed pump (2).
［発明の効果］
本発明は、甘草中の有効成分の抽出に超臨界状態の流体
を用いることにより、二酸化炭素のように食品衛生上全
く問題のない流体のもたらす千金な安全性とあいまって
、簡単な工程で選択性良く抗菌性物質を得ることができ
るという顕著な効果を奏する。[Effects of the Invention] The present invention uses a fluid in a supercritical state to extract the active ingredients in licorice, which, together with the extreme safety brought about by a fluid such as carbon dioxide, which poses no problems in terms of food hygiene, It has the remarkable effect of being able to obtain antibacterial substances with good selectivity through a simple process.
［実施例］ 次に、実施例によって本発明をさらに詳細に説明する。[Example] Next, the present invention will be explained in more detail with reference to Examples.
実施例１
甘草原木２５０９を抽出槽に仕込み、この抽出槽に圧力
３００ ｋｇ／ ｃｍ２・Ｇ、温度４０’Ｃの超臨界状
態の二酸化炭素にて抽出した。抽出物を含んだ超臨界状
態の二酸化炭素は減圧弁にて減圧され、分離槽に導かれ
圧力４０ ｋｇ／ ｃｍ”・ＧＳ温度２５〜３０℃の条
件下にて抽出物と二酸化炭素に分離された。この時、分
離槽底部より１．８０９の抽出物を得た。抽出率は０．
７２％であった。Example 1 A sweet meadow tree 2509 was placed in an extraction tank, and extracted with supercritical carbon dioxide at a pressure of 300 kg/cm2·G and a temperature of 40'C. The supercritical carbon dioxide containing the extract is depressurized by a pressure reducing valve, led to a separation tank, and separated into extract and carbon dioxide under conditions of a pressure of 40 kg/cm" and a GS temperature of 25 to 30°C. At this time, an extract of 1.809 was obtained from the bottom of the separation tank.The extraction rate was 0.
It was 72%.
上記の超臨界抽出及び分離に要した全操作時間は７時間
であった。The total operating time required for the above supercritical extraction and separation was 7 hours.
実施例２
甘草より常法でグリチルリチンを抽出しな残渣（以下甘
草抽残という）３００９を抽出槽に仕込み、この抽出槽
に圧力３００ｋｇ／ｃｍ２・Ｇ％温度４０℃の超臨界状
態の二酸化炭素及び二酸化炭素に対し５ｖｊ％のｎ−ヘ
キサンを添加して抽出した。抽出物を含んだ流体は、分
離槽に導かれ圧力４０ｋＷ／ｃｍ２、温度３０℃の条件
下で二酸化炭素を分離し、抽出物は、分離槽底部よりヘ
キサン溶液として抜き出された。減圧下ｎ−ヘキサンを
留去し、２．１１９の抽出物を得た。抽出率は０．７０
％であった。Example 2 A residue 3009 obtained by extracting glycyrrhizin from licorice by a conventional method (hereinafter referred to as licorice raffinate) was charged into an extraction tank, and supercritical carbon dioxide and Extraction was carried out by adding 5vj% n-hexane to carbon dioxide. The fluid containing the extract was led to a separation tank where carbon dioxide was separated under conditions of a pressure of 40 kW/cm 2 and a temperature of 30° C., and the extract was extracted from the bottom of the separation tank as a hexane solution. N-hexane was distilled off under reduced pressure to obtain 2.119 extracts. Extraction rate is 0.70
%Met.
この時の超臨界抽出及び分離に要した全操作時間は５時
間であった。The total operation time required for supercritical extraction and separation at this time was 5 hours.
実施例３
甘草抽残４００９を原料として抽出を行なった。超臨界
状態の二酸化炭素にエントレーナーとしてエタノールを
二酸化炭素中５ｖｔ％となるように加えた。分離操作は
第一分離槽と第二分離槽を用いて行なっｔ；。抽出、分
離条件は以下の通りである。Example 3 Extraction was performed using licorice raffinate 4009 as a raw material. Ethanol was added as an entrainer to carbon dioxide in a supercritical state so that the concentration in carbon dioxide was 5vt%. The separation operation was performed using a first separation tank and a second separation tank. The extraction and separation conditions are as follows.
抽出圧力 ３００ｋｇ／ｃｍ１・Ｇ
抽出温度 ４０’０
［第一分離槽］ 分離圧力 ６０ ｋｇ／ ｃｍ” ・
Ｇ分離温度 ３５℃
［第二分離槽１ 分離圧力 ４３ ｋｇ／ ｃｍ” ・
Ｇ分離温度 ３８℃
抽出物はエタノール溶液として第一分離槽底部より抜き
出され、エタノールを減圧上留去して５．０５９の抽出
物を得た。抽出率は１．２６％であった。Extraction pressure 300kg/cm1・G Extraction temperature 40'0 [First separation tank] Separation pressure 60kg/cm"・
G separation temperature 35℃ [Second separation tank 1 separation pressure 43 kg/cm”・
G Separation temperature: 38° C. The extract was extracted from the bottom of the first separation tank as an ethanol solution, and the ethanol was distilled off under reduced pressure to obtain an extract of 5.059. The extraction rate was 1.26%.
第二分離槽底部からは若干量のエタノールが抜き出され
た。A small amount of ethanol was extracted from the bottom of the second separation tank.
実施例４ 甘草抽残５３０ｇを原料として抽出を行なった。Example 4 Extraction was carried out using 530 g of licorice raffinate as a raw material.
超臨界状態の二酸化炭素にエントレーナーとしてエタノ
ールを二酸化炭素中７ｖｔ％になるように加えた。実施
例３と同様の分離槽を用いた。抽出、分離条件は以下の
通りである。Ethanol was added as an entrainer to carbon dioxide in a supercritical state at a concentration of 7 vt% in carbon dioxide. The same separation tank as in Example 3 was used. The extraction and separation conditions are as follows.
抽出圧力 ２００ｋｇ／ｃｍ”Ｇ
抽出温度 ４０℃
［第一分離槽］ 分離圧力 ６０ｋｇ／Ｃｌ１１２・Ｇ
分離温度 ３２〜３５℃
［第二分離槽］ 分離圧力 ４３ ’ｋｇ／ ｃｍ’・
Ｇ分離温度 ２４℃
抽出物はエタノール溶液として第一分離槽底部より抜き
出され、エタノールを留去してＬ３８９の抽出物を得た
。抽出率は１，５８％であった。第二分離槽底部からは
抽出物を含まない工ｆノールが１２０ｇ得られた。これ
は添加量の４．２％であつｔこ。Extraction pressure 200kg/cm"G Extraction temperature 40℃ [First separation tank] Separation pressure 60kg/Cl112・G
Separation temperature 32-35℃ [Second separation tank] Separation pressure 43'kg/cm'・
G separation temperature 24°C The extract was extracted from the bottom of the first separation tank as an ethanol solution, and the ethanol was distilled off to obtain an extract of L389. The extraction rate was 1,58%. From the bottom of the second separation tank, 120 g of F-Nol containing no extractables was obtained. This is 4.2% of the amount added.
実施例１〜４で得られＩ；抽出物について、細菌及び酵
母に対する抗菌力を試験した。被験菌液の調製は、いず
れもトリプトソイ寒天斜面培地を用い３０’Ｃで１〜３
日間培養したものを１白金耳量採取し、これをトリプト
ソイブイヨン培地１０ｍ１゜に加え３０℃で２４〜４８
時間培養することによってなされた。一方トリブトソイ
ブイヨン培地１０１に各抽出物を種々の濃度で添加し良
く混和した後寒天を添加し、湿熱滅菌処理したものをシ
ャーレ上にまき平板を作成した。この平板に前記の菌液
を１白金耳量塗抹し、３０℃、４８時間培養したのち、
菌の成育状況を観察した。その結果を第１表〜第４表に
示す。The extracts obtained in Examples 1 to 4 were tested for antibacterial activity against bacteria and yeast. Test bacterial solutions were prepared using trypto-soy agar slants at 30'C for 1 to 3 hours.
One platinum loopful of the cultured material was collected for 1 day, and added to 10ml of trypto soy broth medium and incubated at 30°C for 24-48 hours.
made by culturing for hours. On the other hand, various concentrations of each extract were added to Tributo Soy Broth Medium 101, mixed well, agar was added, and the mixture was sterilized with moist heat and spread on a petri dish to prepare a flat plate. One platinum loopful of the above bacterial solution was smeared onto this plate, and after culturing at 30°C for 48 hours,
The growth status of the bacteria was observed. The results are shown in Tables 1 to 4.
なお、比較例１として、甘草原木をエタノールで抽出し
たものを、また比較例２として、甘草抽残をエタノール
で抽出したものをそれぞれ挙げた。As Comparative Example 1, licorice prairie was extracted with ethanol, and as Comparative Example 2, licorice raffle was extracted with ethanol.
第１表
試験菌：バチルス ズブチリス
第 ２ 表
試験菌：ラクトバチルス ブランタラ
第 ３ 表
試験菌： サン力ロマイセス セレビシェ第 ４
表
試験菌：ピヒア属
一二コロニー認めず
±：５０以下のコロニー
＋：５０以上のコロニー
各表の結果から本発明の抽出物が良好な抗菌効果を何す
ることが分かる。Table 1: Test bacteria: Bacillus subtilis Table 2: Test bacteria: Lactobacillus bluntara Table 3: Test bacteria: Santyromyces cerevisiae No. 4
Test bacteria in the table: 12 colonies of the Pichia genus ±: 50 or less colonies +: 50 or more colonies From the results in each table, it can be seen that the extract of the present invention has a good antibacterial effect.
図面は、流体として二酸化炭素を用いた抽出装置のフロ
ーシートである。
特許出願人 出光石油化学株式会社The drawing is a flow sheet of an extraction device using carbon dioxide as the fluid. Patent applicant Idemitsu Petrochemical Co., Ltd.
Claims (1)
状態の流体を用いて抽出することを特徴とする抗菌性物
質の抽出方法。 ２ 流体が二酸化炭素である特許請求の範囲第１項記載
の抽出方法。 ３ 超臨界状態が圧力７０〜５００ｋｇ／ｃｍ＾２、温
度３０〜１００℃の範囲にある特許請求の範囲第１項記
載の抽出方法。 ４ エントレーナーとして低級アルコール又は脂肪族炭
化水素から成る群から選ばれた少なくとも一種の化合物
を用いる特許請求の範囲第１項記載の抽出方法。[Scope of Claims] 1. A method for extracting an antibacterial substance, which comprises extracting licorice or a glycyrrhizin extraction residue of licorice using a fluid in a supercritical state. 2. The extraction method according to claim 1, wherein the fluid is carbon dioxide. 3. The extraction method according to claim 1, wherein the supercritical state is in a pressure range of 70 to 500 kg/cm^2 and a temperature of 30 to 100°C. 4. The extraction method according to claim 1, in which at least one compound selected from the group consisting of lower alcohols or aliphatic hydrocarbons is used as the entrainer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62293190A JPH01135723A (en) | 1987-11-20 | 1987-11-20 | Extraction of antimicrobial substance in licorice |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62293190A JPH01135723A (en) | 1987-11-20 | 1987-11-20 | Extraction of antimicrobial substance in licorice |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01135723A true JPH01135723A (en) | 1989-05-29 |
Family
ID=17791586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62293190A Pending JPH01135723A (en) | 1987-11-20 | 1987-11-20 | Extraction of antimicrobial substance in licorice |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01135723A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05262658A (en) * | 1992-03-23 | 1993-10-12 | Nippon Paper Ind Co Ltd | Immunostimulant |
| JP2010526067A (en) * | 2007-05-02 | 2010-07-29 | トムズ・オブ・メイン・インコーポレーテッド | Antibacterial and anti-inflammatory isolates from licorice extract |
| US8877266B2 (en) | 2007-05-02 | 2014-11-04 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
-
1987
- 1987-11-20 JP JP62293190A patent/JPH01135723A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05262658A (en) * | 1992-03-23 | 1993-10-12 | Nippon Paper Ind Co Ltd | Immunostimulant |
| JP2010526067A (en) * | 2007-05-02 | 2010-07-29 | トムズ・オブ・メイン・インコーポレーテッド | Antibacterial and anti-inflammatory isolates from licorice extract |
| US8877266B2 (en) | 2007-05-02 | 2014-11-04 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
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