JPH0418006A - Extraction and isolation of natural jasmine acid - Google Patents
Extraction and isolation of natural jasmine acidInfo
- Publication number
- JPH0418006A JPH0418006A JP2120556A JP12055690A JPH0418006A JP H0418006 A JPH0418006 A JP H0418006A JP 2120556 A JP2120556 A JP 2120556A JP 12055690 A JP12055690 A JP 12055690A JP H0418006 A JPH0418006 A JP H0418006A
- Authority
- JP
- Japan
- Prior art keywords
- jasmine acid
- acid
- natural
- alcohol
- steam
- 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
Links
- 239000002253 acid Substances 0.000 title claims abstract description 28
- 235000010254 Jasminum officinale Nutrition 0.000 title abstract description 10
- 238000000605 extraction Methods 0.000 title description 5
- 240000005385 Jasminum sambac Species 0.000 title 1
- 238000002955 isolation Methods 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000000034 method Methods 0.000 claims abstract description 8
- 244000005700 microbiome Species 0.000 claims abstract description 5
- 239000000725 suspension Substances 0.000 claims abstract description 5
- 238000007664 blowing Methods 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 3
- 241000207840 Jasminum Species 0.000 abstract description 10
- 241000196324 Embryophyta Species 0.000 abstract description 9
- 239000011345 viscous material Substances 0.000 abstract description 8
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 4
- 241000195649 Chlorella <Chlorellales> Species 0.000 abstract description 2
- 239000002537 cosmetic Substances 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- 238000004108 freeze drying Methods 0.000 abstract description 2
- 239000011261 inert gas Substances 0.000 abstract description 2
- 235000011542 Jasminum officinale var grandiflorum Nutrition 0.000 abstract 1
- 244000252140 Jasminum officinale var. grandiflorum Species 0.000 abstract 1
- 230000001276 controlling effect Effects 0.000 abstract 1
- 235000013599 spices Nutrition 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 239000000741 silica gel Substances 0.000 description 10
- 229910002027 silica gel Inorganic materials 0.000 description 10
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 235000019253 formic acid Nutrition 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 3
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 3
- 230000005526 G1 to G0 transition Effects 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000003822 preparative gas chromatography Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012159 carrier gas Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000002038 ethyl acetate fraction Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 235000003826 Artemisia Nutrition 0.000 description 1
- 235000001405 Artemisia annua Nutrition 0.000 description 1
- 240000000011 Artemisia annua Species 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 235000016425 Arthrospira platensis Nutrition 0.000 description 1
- 240000002900 Arthrospira platensis Species 0.000 description 1
- 241000208838 Asteraceae Species 0.000 description 1
- 208000014181 Bronchial disease Diseases 0.000 description 1
- 206010007269 Carcinogenicity Diseases 0.000 description 1
- 241000195620 Euglena Species 0.000 description 1
- 241000195619 Euglena gracilis Species 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 241000206609 Porphyra Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 244000030166 artemisia Species 0.000 description 1
- 235000009052 artemisia Nutrition 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000007670 carcinogenicity Effects 0.000 description 1
- 231100000260 carcinogenicity Toxicity 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940082787 spirulina Drugs 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】 産業上の利用分野 本発明は、天然ジャスミン酸の抽出分離方法に関する。[Detailed description of the invention] Industrial applications The present invention relates to a method for extracting and separating natural jasmic acid.
従来技術およびその問題点
天然ジャスミン酸は、ソケイ、マツリカなどの高等植物
に存在し、植物ホルモン様物質として植物成長調節作用
などの作用を有することがわかっている（上田、加藤、
植物の化学調節、１５（２）、１９８０）。従って、天
然ジャスミン酸は、果実の収穫の改善、耐公害性の向上
などに利用され得る。また天然ジャスミン酸は、化粧品
の香料、食料品の香料などとしても有用である。Prior art and its problems Natural jasmic acid is present in higher plants such as jasmine and jasmine, and is known to have plant growth regulating effects as a plant hormone-like substance (Ueda, Kato, et al.
Chemical Regulation of Plants, 15(2), 1980). Therefore, natural jasmic acid can be used to improve fruit yield, improve pollution resistance, etc. Natural jasmic acid is also useful as a fragrance for cosmetics and food products.
従来、天然ジャスミン酸の植物からの分離は、まず低級
アルコールで抽出した後、溶媒を留去し、得られた水相
のｐＨを調整し、酢酸エチルなどの有機溶媒を多種類用
いて、抽出操作を繰り返し行なうことにより実施されて
いる。しかしながら、この方法は、多段階の操作を必要
とし、抽出後長時間に亘って低温下に溶媒を留去させる
必要がある。また、有機溶媒は、皮膚組織破壊、気管支
障害、癌原性などの有機溶媒の有害作用を取扱者にもた
らす可能性があり、また容器から洩れ易く、引火し易い
という欠点を持つ。従って、大量の有機溶媒を必要とす
る従来の抽出操作を安全に実施するには、基準濃度の溶
媒を用い、管理された場所で実施する必要がある。Traditionally, natural jasmic acid has been separated from plants by first extracting it with a lower alcohol, then distilling off the solvent, adjusting the pH of the resulting aqueous phase, and using a variety of organic solvents such as ethyl acetate for extraction. This is done by repeating the operation. However, this method requires a multi-step operation, and it is necessary to distill off the solvent at low temperature for a long period of time after extraction. Furthermore, organic solvents have the disadvantage that they can cause harmful effects to the handler, such as skin tissue destruction, bronchial disorders, and carcinogenicity, and that they tend to leak from containers and are easily flammable. Therefore, in order to safely perform conventional extraction operations that require large amounts of organic solvents, they must be performed using standard concentrations of solvents and in controlled locations.
上記のような現状に鑑みて、本発明者は、天然ジャスミ
ン酸を低コストで安全に容易に分離できる方法を研究し
た結果、ジャスミン酸を含有する天然原料を低級アルコ
ールに懸濁させ、この懸濁液に水蒸気を吹き込むことに
より、上記のような問題を解決し得ることがわかった。In view of the above-mentioned current situation, the present inventor has researched a method for safely and easily separating natural jasmic acid at low cost. It has been found that the above problems can be solved by blowing steam into the turbid liquid.
即ち、本発明は、「天然ジャスミン酸を含有する植物原
料および／または微生物を９０％（Ｖ／Ｖ）以上の０１
〜４低級アルコールに懸濁させ、水蒸気を吹き込むこと
を特徴とする天然ジャスミン酸の抽出分離方法」を提供
する。In other words, the present invention provides that "plant materials and/or microorganisms containing natural jasmic acid are
~4 A method for extracting and separating natural jasmic acid, which is characterized by suspending it in a lower alcohol and blowing water vapor into it.
本発明において使用する天然ジャスミン酸を含有する原
料としては、ジャスミン酸を含有する全ての生体を利用
することができ、例えば、ニガヨモギ、ソケイ、マツリ
カなどの高等植物、ユーグレナ、スピルリナ、クロレラ
などの微生物を利用することができる。As the raw material containing natural jasmic acid used in the present invention, all living organisms containing jasmic acid can be used, such as higher plants such as Artemisia elegans, Porphyra jasmine, and Matsurica, and microorganisms such as Euglena, Spirulina, and Chlorella. can be used.
本発明において、天然ジャスミン酸原料は、単独でまた
は異なる種類のものを組合わせて、乾燥状態または湿潤
状態で、９０％（Ｖ／Ｖ）以上の０１〜４低級アルコー
ル中に懸濁させ、ｐＨ２〜４に調整して、最終アルコー
ル濃度７０％以下になるまで、水蒸気を連続的に吹き込
む。引き続き、水蒸気に代えて窒素ガスなどの不活性ガ
スを吹き込み、容器中に残留するエタノールを留去させ
る。In the present invention, natural jasmic acid raw materials, either alone or in combination of different types, are suspended in a dry or wet state in a 01-4 lower alcohol of 90% (V/V) or more, and the pH is 2. -4 and continuously blow in steam until the final alcohol concentration is 70% or less. Subsequently, inert gas such as nitrogen gas is blown in instead of water vapor to distill off the ethanol remaining in the container.
その後、残留水分を凍結乾燥により除去して、ジャスミ
ン酸を含有する粘性物質を得る。Thereafter, residual moisture is removed by freeze-drying to obtain a viscous material containing jasmic acid.
次いでこの粘性物質を精製する。精製方法は、特に限定
されるものではないが、例えば、粘性物質を極微量の酢
酸エチル液に溶解させて、０．５Ｍギ酸を固定相とする
シリカゲル分配カラムクロマトグラフィーに供する。０
．５Ｍギ酸を飽和させたｎ−ヘキサン／酢酸エチルの混
合物を移動相として溶離し、得られた１％酢酸エチル（
９９％ｎ−ヘキサン）分画を濃縮する。得られたガム状
残渣をシリカゲル薄層クロマトグラフィーに供し、ｎ−
ヘキサン／酢酸エチル／酢酸（１０：２：１゜ｖ／ｖ／
ｖ ）で１５ｃｍ展開して、風乾させる。ＲｆＯ２２〜
０．６の展開部分を酢酸エチルで溶出させた後、大皿の
ジアゾメタンでメチル化し、分取ガスクロマトグラフィ
ーに供して、ジャスミン酸メチルエステルを得る。この
ようにして得られたジャスミン酸エステルをアルカリに
より加水分解して、ジャスミン酸を得る。This viscous material is then purified. The purification method is not particularly limited, but for example, the viscous substance is dissolved in a very small amount of ethyl acetate solution and subjected to silica gel partition column chromatography using 0.5M formic acid as a stationary phase. 0
．． A mixture of n-hexane/ethyl acetate saturated with 5M formic acid was used as the mobile phase to elute the resulting 1% ethyl acetate (
Concentrate the 99% n-hexane) fraction. The resulting gummy residue was subjected to silica gel thin layer chromatography, and n-
Hexane/ethyl acetate/acetic acid (10:2:1゜v/v/
v) to 15 cm and air dry. RfO22~
After eluting the developed portion of 0.6 with ethyl acetate, it is methylated with diazomethane in a large plate and subjected to preparative gas chromatography to obtain jasmic acid methyl ester. The jasmic acid ester thus obtained is hydrolyzed with an alkali to obtain jasmic acid.
発明の効果
本発明の方法によれば、従来の抽出分離方法のような複
雑な工程を繰り返す必要がないため、分離作業が著しく
簡単になって、作業時間を従来方法の約１／４に短縮さ
れ、低コストで作業することができる。また、有機溶媒
を大量に使用する必要がないため、極めて安全に作業を
実施することができる。Effects of the Invention According to the method of the present invention, there is no need to repeat complicated steps as in the conventional extraction separation method, so the separation work is significantly simplified and the working time is reduced to about 1/4 of that of the conventional method. and can be operated at low cost. Furthermore, since there is no need to use a large amount of organic solvent, the work can be carried out extremely safely.
実施例
下記に実施例を挙げて、本発明を更に具体的に説明する
が、本発明はこれに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 thereto.
実施例１
ニガヨモギ（キク科）の乾燥物の茎葉１０ｋｇを粉砕し
、９５％エタノール水溶液中に懸濁させ、塩酸によりｐ
Ｈ３に調整した。該懸濁液中に、水蒸気（１００°Ｃ）
を約２時間導入し、約６０％エタノール水になった時点
で、水蒸気に代えて窒素ガス（４０℃）を吹き込み、エ
タノールをほぼ余命回収した。その後、残渣を凍結乾燥
させて、残留水分を除去して、粘性物質を得た。Example 1 10 kg of dried stems and leaves of Artemisia annua (Asteraceae) were ground, suspended in a 95% ethanol aqueous solution, and purified with hydrochloric acid.
Adjusted to H3. In the suspension, water vapor (100°C)
was introduced for about 2 hours, and when the water became about 60% ethanol, nitrogen gas (40° C.) was blown in instead of water vapor to recover almost all remaining ethanol. The residue was then freeze-dried to remove residual moisture and obtain a viscous material.
この粘性物質をシリカゲル分配カラムクロマトグラフィ
ー（シリカゲル（ワコーゲルＣ１００、和光純薬製）１
５０ｇ、カラム：直径１． １ｃＩＩＩＸ長さ３５ｃｍ
、固定相：Ｑ、５Ｍギ酸、移動相：ｎ−ヘキサン／酢酸
エチル混合溶媒）に供して、１％酢酸エチル分画を得た
。該分画を減圧濃縮して、ガム状物質を得た。これをシ
リカゲル薄層クロマトゲラフイー（シリカゲルＦ２５４
（メルク社製）０． ３ａ＋ｍ厚さ、３０Ｘ２０ｅｍ
Ｓｎ−ヘキサン／酢酸エチル／酢酸（１０： ２ ：
１． ｖ／ｖ／ｖ ）で１５ｃｍ展開）にかけて、Ｒｆ
Ｏ，３４〜０．４５の展開部分を酢酸エチルで溶出した
後、ただちに大過剰のジアゾメタンのエーテル溶液でメ
チル化した。This viscous substance was subjected to silica gel distribution column chromatography (silica gel (Wako gel C100, manufactured by Wako Pure Chemical Industries, Ltd.)).
50g, column: diameter 1. 1cIIIX length 35cm
, stationary phase: Q, 5M formic acid, mobile phase: n-hexane/ethyl acetate mixed solvent) to obtain a 1% ethyl acetate fraction. The fractions were concentrated under reduced pressure to obtain a gummy material. This was applied using silica gel thin layer chromatography (silica gel F254).
(manufactured by Merck) 0. 3a+m thickness, 30x20em
Sn-hexane/ethyl acetate/acetic acid (10:2:
1. Rf
The developed portion of O.34-0.45 was eluted with ethyl acetate and immediately methylated with a large excess of diazomethane in ether.
次いで、メチル化したものを分取ガスクロマトグラフィ
ー（日立１６３型、カラム：１％０Ｖ−１（直径３ｍａ
＋Ｘ長さ２ｍ）ガラス、カラム温度：１６０℃、キャリ
アーガス：窒素、流曾：３５１ノ分）にかけて、リテン
ションタイム６．３分の溶出部分を分取した。分取した
ジャスミン酸メチルエステルをＩＮ水酸化ナトリウムで
加水分解して、ジャスミン酸２１ｎｇを得た。Next, the methylated product was subjected to preparative gas chromatography (Hitachi model 163, column: 1% 0V-1 (diameter 3 mA).
+X length 2 m) glass, column temperature: 160°C, carrier gas: nitrogen, flow rate: 351 min), and the eluted portion with a retention time of 6.3 min was fractionated. The fractionated jasmic acid methyl ester was hydrolyzed with IN sodium hydroxide to obtain 21 ng of jasmic acid.
実施例２
ユーグレナ グラシリスの乾燥物１ｋｇを９５％エタノ
ール水溶液中に懸濁させ、塩酸によりｐＨ４に調整した
。該懸濁液中に、水蒸気（１００℃）を約１時間導入し
、約６０％エタノール水になった時点で、水蒸気に代え
て窒素ガス（３０℃）を吹き込み、エタノールをほぼ全
回回収した。その後、残渣を凍結乾燥させて、残留水分
を除去して、粘性物質を得た。Example 2 1 kg of dried Euglena gracilis was suspended in a 95% ethanol aqueous solution, and the pH was adjusted to 4 with hydrochloric acid. Water vapor (100°C) was introduced into the suspension for about 1 hour, and when the water became about 60% ethanol, nitrogen gas (30°C) was blown in instead of the water vapor, and almost all of the ethanol was recovered. . The residue was then freeze-dried to remove residual moisture and obtain a viscous material.
この粘性物質をシリカゲル分配カラムクロマトグラフィ
ー（シリカゲル（ワコーゲルＣ１００、和光純薬製）１
５０ｇ、カラム：直径１．１ｃｍｘ長さ３５ｃｍ、固定
相：０．５Ｍギ酸、移動相：ｎ−ヘキサン／酢酸エチル
混合溶媒）に供して、１％酢酸エチル分画を得た。該分
画をただちに減圧濃縮した。濃縮物にエタノール１００
ｍ１を加え、更に減圧濃縮して、ガム状物質を得た。こ
れをシリカゲル薄層クロマトグラフィー（シリカゲルＦ
２５４（メルク社製）０．２５ｍｍ厚さ、３０×２０ｃ
ｍ、ｎ−ヘキサン／酢酸エチル／酢酸（１０：２ ：
１． ｖ／ｖ／ｖ ）で１５０Ｉ［ｌ展開）にかけて、
ＲｆＯ１２７〜０，３８の展開部分を酢酸エチルで溶出
した後、ただちに大過剰のジアゾメタンのエーテル溶液
でメチル化した。次いで、メチル化したものを分取ガス
クロマトグラフィー（日立１６３型、カラム：１％０Ｖ
−１（直径３ＩＩｌ［ＩＩ×長さ２ｍ）ガラス、カラム
温度：１６０℃、キャリアーガス：窒素、流ｉｆｋ：３
５ｍ１／分）にかけて、リテンションタイム６．８８分
の溶出部分を分取した。分取したジャスミン酸メチルエ
ステルをＩＮ水酸化ナトリウムで加水分解して、ジャス
ミン酸８４ ｎｇを得た。This viscous substance was subjected to silica gel distribution column chromatography (silica gel (Wako gel C100, manufactured by Wako Pure Chemical Industries, Ltd.)).
50 g, column: diameter 1.1 cm x length 35 cm, stationary phase: 0.5 M formic acid, mobile phase: n-hexane/ethyl acetate mixed solvent) to obtain a 1% ethyl acetate fraction. The fractions were immediately concentrated under reduced pressure. 100% ethanol in concentrate
ml was added and further concentrated under reduced pressure to obtain a gummy substance. This was subjected to silica gel thin layer chromatography (silica gel F
254 (manufactured by Merck) 0.25mm thickness, 30x20c
m,n-hexane/ethyl acetate/acetic acid (10:2:
1. v/v/v) to 150I [l expansion],
After the developed portion of RfO127-0,38 was eluted with ethyl acetate, it was immediately methylated with a large excess of an ether solution of diazomethane. Next, the methylated product was subjected to preparative gas chromatography (Hitachi model 163, column: 1% 0V
-1 (diameter 3IIl [II x length 2m) glass, column temperature: 160°C, carrier gas: nitrogen, flow ifk: 3
5 ml/min), and the eluted portion with a retention time of 6.88 minutes was collected. The fractionated jasmic acid methyl ester was hydrolyzed with IN sodium hydroxide to obtain 84 ng of jasmic acid.
（以 上）(that's all)
Claims (1)
たは微生物を９０％（Ｖ／Ｖ）以上のＣ＿１＿〜＿４低
級アルコールに懸濁させ、水蒸気を吹き込むことを特徴
とする天然ジャスミン酸の抽出分離方法。[1] A method for extracting and separating natural jasmic acid, which comprises suspending plant materials and/or microorganisms containing natural jasmic acid in a C_1_ to_4 lower alcohol of 90% (V/V) or more, and blowing water vapor into the suspension. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2120556A JP2935055B2 (en) | 1990-05-09 | 1990-05-09 | Extraction and separation method of natural jasminic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2120556A JP2935055B2 (en) | 1990-05-09 | 1990-05-09 | Extraction and separation method of natural jasminic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0418006A true JPH0418006A (en) | 1992-01-22 |
| JP2935055B2 JP2935055B2 (en) | 1999-08-16 |
Family
ID=14789231
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2120556A Expired - Lifetime JP2935055B2 (en) | 1990-05-09 | 1990-05-09 | Extraction and separation method of natural jasminic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2935055B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102250174A (en) * | 2011-07-25 | 2011-11-23 | 吉首大学 | Method for extracting jasminin from winter jasmine leaves |
-
1990
- 1990-05-09 JP JP2120556A patent/JP2935055B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102250174A (en) * | 2011-07-25 | 2011-11-23 | 吉首大学 | Method for extracting jasminin from winter jasmine leaves |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2935055B2 (en) | 1999-08-16 |
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