CN1611487A - Novel method for extracting 4-hydroxy isoleucine product from trigonella - Google Patents
Novel method for extracting 4-hydroxy isoleucine product from trigonella Download PDFInfo
- Publication number
- CN1611487A CN1611487A CN 200310110779 CN200310110779A CN1611487A CN 1611487 A CN1611487 A CN 1611487A CN 200310110779 CN200310110779 CN 200310110779 CN 200310110779 A CN200310110779 A CN 200310110779A CN 1611487 A CN1611487 A CN 1611487A
- Authority
- CN
- China
- Prior art keywords
- hydroxyisoleucine
- trigonella
- extracting
- ethanol
- goods
- 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
Images
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention relates to a kind of new method for extracting 4-hydroxy isoleucine ammonia acid product from Semer Trigonellae (Trigonella foenum-graecum). The technology steps as follows: manufacturing Semer Trigonellae cribble, extracting, filtrating and concentrating ethanol solvent, concentrating liquid column chromatography separation, and concentrating eluant. The features lie in that as follows: after the step of concentrating eluant, there is a purification refining step of manufacturing 4-hydroxy isoleucine ammonia acid product; this step uses perethanol to have concentrated eluant acquired in the fore step with alcoholysis, and then make the supernate of it spray and dry in order to get medicinal extract; then make the medicinal extract dissolve with more than 98% ethanol; after precipitating and drying, it can be the medicine industry material product, 4-hydroxy isoleucine ammonia acid with 40% content; after concentrating and drying, the sedimentation of eluant with alcoholysis can be manufactured to 4-hydroxy isoleucine ammonia acid product with low content that can be used as foodstuff and health food material. The method has the advantages such as complete extraction of 4-hydroxy isoleucine ammonia acid product, simple process, easy operation, low wastage of raw material, low producing cost, high extraction ratio, and so on.
Description
Technical field
The present invention relates to a kind of method of from trigonella, extracting the 4-hydroxyisoleucine, particularly relate to a kind of method of extracting the 4-hydroxyisoleucine product of higher degree.
Background technology
Trigonella Trigonella FoenungraecumL is a beans material Papillionoideae plant, and this platymiscium is kind surplus in the of totally 70, mainly is distributed in Asia, Africa and Mediterranean Zone.China has five kinds, ground such as main product Henan, Anhui, Shaanxi, Ningxia.This plant mostly is cultivation in China.
Trigonella another name reed beans, tonka-bean, bitter beans etc., its seed bitter, warm in nature has warm kidney yang, pursues cold-dampness, pain-relieving functions.Sweet one is with and among the peoplely then puts into the steamed bun steamed wheaten foods with the seed powder in Shan, but expelling parasite, controls children's and eat disease etc., and plant shoot divides has special aroma after doing, and can put insect protected delousing in the wardrobe.At country such as India its fruit commonly used among the people as seasonings.Recently, foodstuffs industry then is widely used in coffee, essence, tobacco, candy etc., has flavour.The trigonella seed is a Chinese medicinal materials, can be used as the raw material of medicine industry.
Test shows after deliberation: contain materials such as foenugreek oil, trigonella bean gum, 18 seed amino acids, saponin and so on, flavonoid, triterpenes and alkaloids in the trigonella seed.The highest in the amino acid with 4-hydroxyisoleucine content, be aspartic acid, L-glutamic acid and glycine secondly.The necessary amino acid of human body just has 7 kinds, comprises Methionin, phenylalanine, Isoleucine and Xie Ansuan.
The 4-hydroxyisoleucine, chemical name 4-hydroxyisoleucine molecular structural formula is
Molecular formula is C
6H
13NO
3
Its physical behavior is colourless tabular crystal, and is soluble in water, is dissolved in methyl alcohol, 95% alcohol, is insoluble in chloroform, sherwood oil.
Recent research is found, the 4-hydroxyisoleucine that extracts from the trigonella seed has the effect for the treatment of diabetes.
Animal experiment shows can make the blood sugar concentration of tetraoxypyrimidine inductive diabetes rat obviously descend.The trigonella seed extract also all has hypoglycemic activity to the diabetic animal that cadmium and streptozotocin cause, hyperglycemia, free fatty acids, cholesterol and the triglyceride of diabetic animal are obviously descended.
Cause that from the trigonella ethanol extraction rat insulin concentrates the test that increases, point out its mechanism of action to be because to the hormesis of β cell or directly effect.Have the scholar to report the material that existence can stimulate insulin secretion in the trigonella extract, i.e. compound 4-hydroxy base Isoleucine mainly acts on the K of β cell membrane plasmapheresis
+Passage.At present, the research about 4-hydroxyisoleucine in the trigonella mainly concentrates on the Pharmacological action study aspect.
About from trigonella, extracting the method for 4-hydroxyisoleucine, before the present invention, data report all is to extract with 20% ethanol cold-maceration, repeat this extraction method and find a series of unworkable problems, as sad filter, easily dash material, difficultly concentrate, the easy moisture absorption etc.Practice shows that the main drawback of this technology is: significant loss is many and 4-hydroxyisoleucine extraction yield is low, with 20% ethanol lixiviate, causes the extracting solution thickness, makes the production process poor operability.
Summary of the invention
The objective of the invention is to: provide that a kind of technical process is simple, processing ease, significant loss is few, extraction efficiency is high, production cost the is low novel method of from trigonella, extracting 4-hydroxyisoleucine goods.
The objective of the invention is to realize by the enforcement following technical proposals:
A kind of novel method of from trigonella, extracting 4-hydroxyisoleucine goods, include in regular turn that the preparation of trigonella meal, alcohol solvent extraction, extracting liquid filtering, filtered liquid concentrate, concentrated solution column chromatography for separation, elutriant concentrate each processing step, it is characterized in that: behind the elutriant enrichment step, produce the purification refine processing step of 4-hydroxyisoleucine goods in addition; This step is the concentrate eluant that preceding step is obtained, carry out alcohol precipitation with high ethanol, get its supernatant liquor spraying drying and make medicinal extract, again with medicinal extract with the dissolve with ethanol more than 98%, be 40% 4-hydroxyisoleucine goods with being content as the medicine industry raw material after its precipitation drying; And the precipitation behind the elutriant alcohol precipitation behind concentrate drying, promptly makes the low levels 4-hydroxyisoleucine goods as food and healthy food industry raw material.
Its additional technical feature is:
1. in alcohol solvent extraction process step, the ethanol with 55～75% makes to extract solvent, extracts temperature and is controlled at 50 ℃～65 ℃, and each extraction time is 1～1.5 hour, and extraction time is 2～4 times.
2. in concentrated solution column chromatography for separation processing step, use D001 type storng-acid cation exchange resin to make sorbent material, the concentrated density that upper prop is used is 1.0～1.05g/mL.
3. in elutriant concentration technology step, adopting the concentration of wash-out ammonia is 1～5%, and elutriant is condensed into concentrated solution or the dry powder that density is 1.02～1.07g/mL.
4. in the purification refine processing step, with concentrated solution or concentrated solution dry powder with high dissolve with ethanol alcohol precipitation, be meant with density to be concentrated solution or the dry powder of 1.02～1.07g/mL, alcohol precipitation in the ethanol of 70-85%, it is molten behind the alcohol precipitation its medicinal extract or spissated supernatant liquor to be carried out alcohol with the ethanol more than 98% under 20 ℃～60 ℃ temperature.
Relevant processing step thes contents are as follows in present method:
The preparation of trigonella meal:
The trigonella seed is ground into percentage of damage with pulverizer reaches meal more than 95%;
Solvent extraction:
The trigonella meal is immersed in the extraction using alcohol solvent, particularly in 55～75% ethanol, soak for some time, extraction under 50 ℃～65 ℃ temperature then, each extraction time are 1～1.5 hour, extraction time is 2～4 times, and the filtering filtrate of united extraction also is condensed into 1.0～1.05g/mL with its density.
The concentrated solution column chromatography for separation:
Selecting the chromatography column specification for use is the glass column of internal diameter 3.0 * 50cm; Use model to make sorbent material as the cationic exchange resin of D001;
Operation steps is: with density is the concentrated solution thin up of 1.0～1.05g/mL, and water drenches to inclusion-free and removes bubble behind the method dress post routinely; Slowly pour concentrated solution into, add water after flowing out by the sorbent material concentrated solution and drench when colourless, wash post with the ammoniacal liquor of concentration 1～1.5%.
Elutriant concentrates:
Elutriant is evaporated to 1.02～1.07g/mL, removes ammoniacal liquor, can get the goods of 4-hydroxyisoleucine content more than 20% after the drying.
Purification refine:
With the concentrated solution of above-mentioned 1.02～1.07g/mL or the dry powder of concentrated solution, be placed in 70～85% the high ethanol and carry out dissolution precipitation, get the supernatant liquor of its solution, spraying drying makes 4-hydroxyisoleucine content and is the medicinal extract more than 30%; And promptly get 4-hydroxyisoleucine low levels product after will precipitating concentrate drying.Gained medicinal extract is dissolved under 20 ℃～60 ℃ temperature with the ethanol more than 98%, get its precipitation, drying is a content up to 40% 4-hydroxyisoleucine product.
The invention has the advantages that: do to extract solvent with 55～75% ethanol, help the stripping of 4-hydroxyisoleucine, promptly reduced extracting solution viscosity and solved filtration difficulty, avoided foenugreek oil to disengage the problem of polluting resin column simultaneously again; Adopt Zeo-karb D001 to make sorbent material, simple to operate, regeneration easily, adsorptive capacity is big, be suitable for separating of other materials such as amino acid and trigonella bean gum, by alcohol precipitation and the molten purification refine step of alcohol, removed amino acid glycan, residual protein and alkaloids, contained 4-hydroxyisoleucine is extracted fully; Technology of the present invention has that flow process is simple, processing ease, significant loss is few, production cost is low, the high outstanding advantage of extraction yield.
Description of drawings
Fig. 1 is a process flow sheet of the present invention
Fig. 2 is obtained medicinal extract content and transformation efficiency comparison sheet by adopting different resins to do the sorbent material experiment
Fig. 3 tests the scale that contains of the 4-hydroxyisoleucine in the medicinal extract of obtaining for different concentration ethanol and different densities concentrate eluant, alcohol precipitation
Embodiment
From trigonella, extract the novel method of 4-hydroxyisoleucine
Take by weighing trigonella 1000g, in the flask of the 10000ml that packs into, the alcohol immersion of using 7000ml70% was put into 60 ℃ water-bath after 2 hours, extracted 1 hour, filtered.In filter residue, add the ethanol of 5000ml, extracted 1 hour, filter with concentration.And then in filter residue, add the same concentration ethanol of 5000ml, and extracted again 1 hour, filter.Merge three times filtrate, be evaporated to the concentrated solution that density is 1.05g/ml, add 1.5 times of water, left standstill 24 hours; Upper prop D001 then, be washed to colourless after, with the ammoniacal liquor wash-out of 1500ml3%, it is 1.05g/ml that the 1500ml elutriant that receives is evaporated to density, use high dissolve with ethanol, making its alcoholic degree is 80%, places filtration.Supernatant liquor behind the alcohol precipitation carries out that alcohol is molten promptly to be dissolved under 40 ℃ of temperature with straight alcohol behind drying under reduced pressure, it is dry to get precipitation, 40% 4-hydroxyisoleucine product 5g.The molten precipitation of alcohol is the low levels product after drying.
Claims (5)
1, a kind of novel method of from trigonella, extracting 4-hydroxyisoleucine goods, include in regular turn that the preparation of trigonella meal, alcohol solvent extraction, extracting liquid filtering, filtered liquid concentrate, concentrated solution column chromatography for separation, elutriant concentrate each processing step, it is characterized in that: behind the elutriant enrichment step, produce the purification refine processing step of 4-hydroxyisoleucine goods in addition; This step is the concentrate eluant that preceding step is obtained, carry out alcohol precipitation with high ethanol, get its supernatant liquor spraying drying and make medicinal extract, again with medicinal extract with the dissolve with ethanol more than 98%, be 40% 4-hydroxyisoleucine goods with being content as the medicine industry raw material after its precipitation drying; And the precipitation behind the elutriant alcohol precipitation behind concentrate drying, promptly makes the low levels 4-hydroxyisoleucine goods as food and healthy food industry raw material.
2, according to the described novel method of from trigonella, extracting 4-hydroxyisoleucine goods of claim 1, it is characterized in that: in alcohol solvent extraction process step, ethanol with 55～75% makes to extract solvent, extract temperature and be controlled at 50 ℃～65 ℃, each extraction time is 1～1.5 hour, and extraction time is 2～4 times.
3, according to the described novel method of from trigonella, extracting 4-hydroxyisoleucine goods of claim 1, it is characterized in that: in concentrated solution column chromatography for separation processing step, use D001 type storng-acid cation exchange resin to make sorbent material, the concentrated density that upper prop is used is 1.0～1.05g/mL.
4, according to the novel method of extracting 4-hydroxyisoleucine goods in the described trigonella of claim 1, it is characterized in that: in elutriant concentration technology step, adopting the concentration of wash-out ammonia is 1～5%, and elutriant is condensed into concentrated solution or the dry powder that density is 1.02～1.07g/mL.
5, according to the described novel method of from trigonella, extracting 4-hydroxyisoleucine goods of claim 1, it is characterized in that: in the purification refine processing step, with concentrated solution or concentrated solution dry powder with high dissolve with ethanol alcohol precipitation, be meant with density to be concentrated solution or the dry powder of 1.02-1.07g/mL, alcohol precipitation in the ethanol of 70-85%, it is molten behind the alcohol precipitation its medicinal extract or spissated supernatant liquor to be carried out alcohol with the ethanol more than 98% under 20 ℃～60 ℃ temperature.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101107794A CN1313435C (en) | 2003-10-27 | 2003-10-27 | Novel method for extracting 4-hydroxy isoleucine product from trigonella |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101107794A CN1313435C (en) | 2003-10-27 | 2003-10-27 | Novel method for extracting 4-hydroxy isoleucine product from trigonella |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1611487A true CN1611487A (en) | 2005-05-04 |
| CN1313435C CN1313435C (en) | 2007-05-02 |
Family
ID=34759229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2003101107794A Expired - Fee Related CN1313435C (en) | 2003-10-27 | 2003-10-27 | Novel method for extracting 4-hydroxy isoleucine product from trigonella |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1313435C (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101544575B (en) * | 2009-05-07 | 2013-04-10 | 昆明理工大学 | Method for preparing natural 4-hydroxy-isoleucine |
| CN101687002B (en) * | 2007-04-13 | 2014-03-26 | V-生物技术控股有限责任公司 | Extract of trigonella foenum-graecum |
| CN104862079A (en) * | 2015-05-27 | 2015-08-26 | 天水师范学院 | Method for extracting essential oil from trigonella foenum-graecum leaves |
| CN108371326A (en) * | 2017-12-14 | 2018-08-07 | 天津科技大学 | A kind of antidiabetic function composition |
| CN108697686A (en) * | 2015-09-19 | 2018-10-23 | 印度生物科技私人有限公司 | Composition and its method |
| CN110117231A (en) * | 2018-02-07 | 2019-08-13 | 内蒙古昶辉生物科技股份有限公司 | A method of extracting 4-hydroxyisoleucine and total saposins from faenum graecum seed |
| CN110117232A (en) * | 2018-02-07 | 2019-08-13 | 内蒙古昶辉生物科技股份有限公司 | The extracting method of effective component in faenum graecum seed |
| WO2021036896A1 (en) * | 2019-08-27 | 2021-03-04 | 北京五和博澳药业有限公司 | Plant extraction method |
| RU2818185C2 (en) * | 2019-08-27 | 2024-04-25 | Бейджинг Вихенд-Био Фармасьютикал Ко., Лтд | Method of extracting from plants |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5132113A (en) * | 1990-10-26 | 1992-07-21 | Maurizio Luca | Nutritional composition containing essential amino acids |
| FR2695317B1 (en) * | 1992-09-07 | 1995-03-10 | Monal Lab | Composition capable of stimulating the secretion of insulin intended for the treatment of non-insulin-dependent diabetes. |
| CN1179941C (en) * | 2002-08-14 | 2004-12-15 | 技源科技(中国)有限公司 | Process for extracting 4-hydroxy-isoleucine and by-products including feungreek gum from seed of feungreek |
-
2003
- 2003-10-27 CN CNB2003101107794A patent/CN1313435C/en not_active Expired - Fee Related
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101687002B (en) * | 2007-04-13 | 2014-03-26 | V-生物技术控股有限责任公司 | Extract of trigonella foenum-graecum |
| CN101544575B (en) * | 2009-05-07 | 2013-04-10 | 昆明理工大学 | Method for preparing natural 4-hydroxy-isoleucine |
| CN104862079A (en) * | 2015-05-27 | 2015-08-26 | 天水师范学院 | Method for extracting essential oil from trigonella foenum-graecum leaves |
| CN104862079B (en) * | 2015-05-27 | 2017-10-27 | 天水师范学院 | A kind of method for extracting faenum graecum blade essential oil |
| CN108697686B (en) * | 2015-09-19 | 2021-09-14 | 印度生物科技私人有限公司 | Compositions and methods thereof |
| CN108697686A (en) * | 2015-09-19 | 2018-10-23 | 印度生物科技私人有限公司 | Composition and its method |
| CN108371326B (en) * | 2017-12-14 | 2021-08-20 | 天津科技大学 | Functional composition for reducing blood sugar |
| CN108371326A (en) * | 2017-12-14 | 2018-08-07 | 天津科技大学 | A kind of antidiabetic function composition |
| CN110117232A (en) * | 2018-02-07 | 2019-08-13 | 内蒙古昶辉生物科技股份有限公司 | The extracting method of effective component in faenum graecum seed |
| CN110117231A (en) * | 2018-02-07 | 2019-08-13 | 内蒙古昶辉生物科技股份有限公司 | A method of extracting 4-hydroxyisoleucine and total saposins from faenum graecum seed |
| CN110117232B (en) * | 2018-02-07 | 2022-05-10 | 内蒙古昶辉生物科技股份有限公司 | Method for extracting effective components from fenugreek seeds |
| WO2021036896A1 (en) * | 2019-08-27 | 2021-03-04 | 北京五和博澳药业有限公司 | Plant extraction method |
| US11779041B2 (en) | 2019-08-27 | 2023-10-10 | Beijing Wehand-Bio Pharmaceutical Co., Ltd | Plant extraction method |
| RU2818185C2 (en) * | 2019-08-27 | 2024-04-25 | Бейджинг Вихенд-Био Фармасьютикал Ко., Лтд | Method of extracting from plants |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1313435C (en) | 2007-05-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101456918B (en) | Sealwort polysaccharide and preparation method thereof, and its application in preparing hypoglycemic and reducing blood lipid drugs | |
| CN101519458B (en) | Method for extracting tea polysaccharides and tea polyphenol from coarse old green tea | |
| CN104940246B (en) | A method of extracting coprinus comatus element from coprinus comatus | |
| CN1207309C (en) | Method for extracting ganoderma lucidum spore polysaccharide | |
| CN107362200B (en) | Method for extracting and separating alkaloid and flavone from mulberry leaves | |
| CN102836188B (en) | Folium microcotis total flavone extract and preparation method and application thereof | |
| CN101580554B (en) | Anoectochilus roxburghii polyose, applications thereof in pharmacy and preparation method of anoectochilus roxburghii polyose | |
| CN101585885A (en) | Method for preparing polygonatum odoratum polysaccharide | |
| CN1313435C (en) | Novel method for extracting 4-hydroxy isoleucine product from trigonella | |
| CN109553599A (en) | A kind of blueberry anthocyanin and its preparation method and application | |
| CN100439319C (en) | Method for preparing salviol acid A | |
| CN1203083C (en) | Rhizoma anemarrhenae extract and preparation process and use thereof | |
| CN107522761A (en) | A kind of method and its hypoglycemic purposes for isolating and purifying the O mulberry cloth disaccharide glycosides of delphinidin 3 | |
| CN1273055C (en) | Processing technique for compound product of kudzu root and bitter gourd | |
| CN102293791B (en) | Production method for extracting effective components of gingko leaf | |
| CN104945532B (en) | The preparation method of Gynura divaricata polysaccharide | |
| CN102382156A (en) | Preparation method of rehmannioside D standard substance | |
| CN106916065B (en) | Method for preparing high-purity chlorogenic acid from burdock roots | |
| CN104987354B (en) | The method for preparing morroniside | |
| CN115010618A (en) | Separation and purification method of aureoyl amide alcohol ester capable of reducing uric acid and application thereof | |
| CN105037313B (en) | A kind of method of myricetrin and catechin compounds in separation Chinese waxmyrtle bark | |
| CN109303131A (en) | A kind of mulberry leaf tea beverage | |
| CN113875844A (en) | Application of spartina alterniflora extract in plant-derived functional tea product and functional tea product | |
| CN111187361A (en) | Preparation method of dendrobium officinale polysaccharide | |
| CN107474086A (en) | The technique for extracting stevioside |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right |
Effective date of registration: 20091029 Pledge (preservation): Pledge |
|
| PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20120619 Granted publication date: 20070502 Pledgee: Sichuan state owned Assets Management Investment Management Co., Ltd. Pledgor: Huagao Pharmaceutical Co., Ltd., Chengdu Registration number: 2009510000633 |
|
| ASS | Succession or assignment of patent right |
Owner name: CHENGDU WAGOTT NATURAL PRODUCTS CO., LTD. Free format text: FORMER OWNER: HUAGAO PHARMACEUTICAL CO., LTD., CHENGDU Effective date: 20130128 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20130128 Address after: 610041, Sichuan Chengdu Shuangliu County Economic Development Zone, Southwest Airlines Industrial Development Zone Four Patentee after: Chengdu Huagaorui Sweet Technology Co., Ltd. Address before: 610041, Chengdu Tianfu Road, Sichuan hi tech incubator Park Tianhe incubator A block 5 floor Patentee before: Huagao Pharmaceutical Co., Ltd., Chengdu |
|
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070502 Termination date: 20161027 |