CN100365010C - Ergosterol preparation method - Google Patents
Ergosterol preparation method Download PDFInfo
- Publication number
- CN100365010C CN100365010C CNB2004100409058A CN200410040905A CN100365010C CN 100365010 C CN100365010 C CN 100365010C CN B2004100409058 A CNB2004100409058 A CN B2004100409058A CN 200410040905 A CN200410040905 A CN 200410040905A CN 100365010 C CN100365010 C CN 100365010C
- Authority
- CN
- China
- Prior art keywords
- ergosterol
- toluene
- saponification
- alkali
- extracting
- 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.)
- Active
Links
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 title claims abstract description 27
- RQOCXCFLRBRBCS-UHFFFAOYSA-N (22E)-cholesta-5,7,22-trien-3beta-ol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CCC(C)C)CCC33)C)C3=CC=C21 RQOCXCFLRBRBCS-UHFFFAOYSA-N 0.000 title claims abstract description 27
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 title claims abstract description 27
- DNVPQKQSNYMLRS-NXVQYWJNSA-N Ergosterol Natural products CC(C)[C@@H](C)C=C[C@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C DNVPQKQSNYMLRS-NXVQYWJNSA-N 0.000 title claims abstract description 27
- DNVPQKQSNYMLRS-SOWFXMKYSA-N ergosterol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H](CC[C@]3([C@H]([C@H](C)/C=C/[C@@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 DNVPQKQSNYMLRS-SOWFXMKYSA-N 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 69
- 238000007127 saponification reaction Methods 0.000 claims abstract description 19
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract description 14
- 239000003513 alkali Substances 0.000 claims abstract description 8
- 238000007670 refining Methods 0.000 claims abstract description 6
- 238000000605 extraction Methods 0.000 claims abstract description 5
- 238000001291 vacuum drying Methods 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 239000012141 concentrate Substances 0.000 claims description 8
- 239000012043 crude product Substances 0.000 claims description 8
- 239000000843 powder Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- BIXJFIJYBLJTMK-UHFFFAOYSA-N Lysergol Natural products C1=CC(C2=CC(CO)CN(C2C2)C)=C3C2=CNC3=C1 BIXJFIJYBLJTMK-UHFFFAOYSA-N 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 4
- BIXJFIJYBLJTMK-MEBBXXQBSA-N lysergol Chemical compound C1=CC(C2=C[C@@H](CO)CN([C@@H]2C2)C)=C3C2=CNC3=C1 BIXJFIJYBLJTMK-MEBBXXQBSA-N 0.000 claims description 4
- 239000012046 mixed solvent Substances 0.000 claims description 4
- 239000000344 soap Substances 0.000 claims description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 11
- 239000002994 raw material Substances 0.000 abstract description 4
- 239000012847 fine chemical Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 229940088594 vitamin Drugs 0.000 abstract 1
- 229930003231 vitamin Natural products 0.000 abstract 1
- 235000013343 vitamin Nutrition 0.000 abstract 1
- 239000011782 vitamin Substances 0.000 abstract 1
- 235000019166 vitamin D Nutrition 0.000 description 6
- 239000011710 vitamin D Substances 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 229930182555 Penicillin Natural products 0.000 description 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
- MECHNRXZTMCUDQ-UHFFFAOYSA-N Vitamin D2 Natural products C1CCC2(C)C(C(C)C=CC(C)C(C)C)CCC2C1=CC=C1CC(O)CCC1=C MECHNRXZTMCUDQ-UHFFFAOYSA-N 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 229960002061 ergocalciferol Drugs 0.000 description 2
- 229940049954 penicillin Drugs 0.000 description 2
- 235000001892 vitamin D2 Nutrition 0.000 description 2
- 239000011653 vitamin D2 Substances 0.000 description 2
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 208000003443 Unconsciousness Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- MUPYVXAFNZCVNS-UHFFFAOYSA-N chloromethylbenzene;sodium Chemical compound [Na].ClCC1=CC=CC=C1 MUPYVXAFNZCVNS-UHFFFAOYSA-N 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000012262 fermentative production Methods 0.000 description 1
- -1 gac Substances 0.000 description 1
- 235000003642 hunger Nutrition 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000002378 plant sterols Nutrition 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The present invention relates to a method for producing ergosterol with yeast, which belongs to the technical field of fine chemical industry. Saponification is carried out after the solution of yeast, alkali and sodium chloride is mixed, extraction is subsequently carried out with toluene, and ergosterol finished products are obtained through wash, concentration, refining and vacuum drying. The present invention realizes industrialization production of the ergosterol by utilizing common chemical original supplementary material and general chemical equipment, so the production process is simple, and the production cost is low. The present invention provides raw material guarantee for the mass production of vitamins D2.
Description
Technical field
The present invention relates to the fine chemical technology field, particularly produce the preparation method field of ergosterol with yeast.
Background technology
Ergosterol is most important plant sterol, is present in yeast and the certain plants, and when it was subjected to uviolizing, one in the molecule in four carbocyclic rings ruptured, becomes vitamins D
2, it is the main raw material that industrial mass is made vitamin D2.Because vitamins D
2Be that humans and animals is kept normal activities and one of healthy necessary micro-organic compound, can add vitamins D in right amount in medicine, food and the feed
2Satisfying the human or animal absorbs from the external world regularly.Vitamins D
2Be about 1800 tons at global year consumption at present, wherein about 70% are used for fodder additives, and China's annual requirement is about more than 100 ton, and China's vitamins D
2About 1 ton of year volume of production and marketing, majority needs import, except that technical reason, the ergosterol starving also is the major reason that causes under yielding poorly.The enforcement period of the ninth five-year plan, China was once with " fermentative Production vitamins D
2" set up the national project of emphasis science and technology public relations; utilize the penicillin waste mycelia to extract ergosterol; penicillin waste mycelia per ton in theory can extract the 4kg ergosterol, but do not build up as yet up till now can the industrialized mass ergosterol device." (people such as Zhou Xueliang, fourth are red, Bai Xiaohong, Bi Xiaoping, Guan Wenzhi writes fine chemical product handbook the 10th fascicle " biochemicals ", November in 2002 the 1st edition, co-publicate distribution by Chemical Industry Press and fine chemistry industry press center) in the book when introducing ergosterol, a kind of method of producing ergosterol with the yeast raw material is provided, it is to add 82%～84% ethanol lixiviate 18～24 of 3 times of amounts at 70 ℃ of insulation 3h with yeast powder, constantly stir, filtering below 30 ℃ then, 70 ℃ of vacuum concentration get paste.Add 5%～10% water with paste, the ether of 3～5 times of amounts, vigorous stirring 2～3h is put in-5 ℃ of refrigerators and separates out the ergosterol crystallization.The defective that adopts this method is low with light ethanol lixiviate productive rate; The people is lost consciousness even death, inflammable and explosive;-5 ℃ of cold condition increase cost, so this method is difficult to realize suitability for industrialized production.
Goal of the invention
The objective of the invention is at above-mentioned prior art defective, with yeast through saponification, extracting, washing concentrating, technology such as refining realize in enormous quantities, the purpose of suitability for industrialized production ergosterol.
Summary of the invention
The preparation method of ergosterol of the present invention, undertaken by following processing step:
(1) saponification
Alkali and sodium-chlor are put into soap pan, stir adding yeast powder down, yeast powder and alkali and sodium-chlor three's ratio is 1: (0.4～0.7): (0.1～0.3), 100～105 ℃ of saponification temperatures, saponification reaction 12h;
(2) extracting
With saponification liquor toluene extracting, the ratio of saponification liquor and toluene is 1: 1.2～1.5,60～80 ℃ of extraction temperatures;
(3) washing
Toluene feed liquid after the extracting washes with water, makes the toluene feed liquid as clear as crystal;
(4) concentrate
After the toluene feed liquid put into concentrating pan and concentrate, add dissolve with ethanol again, leave standstill crystallization and get the ergosterol crude product;
(5) refining
Get the ergosterol dissolving crude product in toluene and alcohol mixed solvent (1: 2), pass through activated carbon filtration then, vacuum-drying obtains the lysergol finished product.
The alkali that uses in the above-mentioned steps is calcium hydroxide, and the temperature of bath water is 100 ℃.
Adopt the preparation method of ergosterol of the present invention, utilize industrial chemicals auxiliary material commonly used and generalization construction equipments such as yeast, alkali, sodium-chlor, toluene, gac, ethanol, realized the suitability for industrialized production of ergosterol, production process is very easy, production cost is low, provides the raw material guarantee for producing vitamin D2 in enormous quantities.
Specific embodiment
Embodiment 1
(1) saponification
Get sodium hydroxide liquid (containing NaOH35%) 115kg, sodium-chlor 10kg puts into soap pan, stirs to add yeast powder 100kg, 100 ℃ of saponification temperatures, saponification reaction 12h down;
(2) extracting
Get toluene 337kg, add in the saponification liquor and carry out extracting, 60 ℃ of extraction temperatures;
(3) washing
Toluene feed liquid after the extracting washes with water, makes the toluene feed liquid as clear as crystal;
(4) concentrate
After the toluene feed liquid put into concentrating pan and concentrate, add dissolve with ethanol again, leave standstill crystallization and get the ergosterol crude product;
(5) refining
Get the ergosterol dissolving crude product to toluene, alcohol mixed solvent (1; 2) in, pass through activated carbon filtration then, vacuum-drying obtains the lysergol finished product.
Embodiment 2
(1) get sodium hydroxide liquid (containing NaOH35%) 200kg, sodium-chlor 30kg puts into soap pan, stirs to add yeast powder 100kg, 105 ℃ of saponification temperatures, saponification reaction 12h down;
(2) get toluene 312kg, add in the saponification liquor and carry out extracting, 70 ℃ of extraction temperatures;
(3) washing
Toluene feed liquid after the extracting washes with water, makes the toluene feed liquid as clear as crystal;
(4) concentrate
After the toluene feed liquid put into concentrating pan and concentrate, add dissolve with ethanol again, leave standstill crystallization and get the ergosterol crude product;
(5) refining
Get the ergosterol dissolving crude product to toluene, alcohol mixed solvent (1; 2) in, pass through activated carbon filtration then, vacuum-drying obtains the lysergol finished product.
Claims (2)
1. the preparation method of an ergosterol is characterized in that this method carries out as follows:
(1) saponification
Alkali and sodium-chlor are put into soap pan, stir adding yeast powder down, yeast powder and alkali and sodium-chlor three's ratio is 1: (0.4～0.7): (0.1～0.3), 100～105 ℃ of saponification temperatures, saponification reaction 12h;
(2) extracting
With saponification liquor toluene extracting, the ratio of saponification liquor and toluene is 1: 1.2～1.5,60～80 ℃ of extraction temperatures;
(3) washing
Toluene feed liquid after the extracting washes with water, makes the toluene feed liquid as clear as crystal;
(4) concentrate
After the toluene feed liquid put into concentrating pan and concentrate, add dissolve with ethanol again, leave standstill crystallization and get the ergosterol crude product;
(5) refining
Get the ergosterol dissolving crude product in toluene and alcohol mixed solvent (1: 2), pass through activated carbon filtration then, vacuum-drying obtains the lysergol finished product.
2. the method for claim 1 is characterized in that: the alkali that uses in step (1) is sodium hydroxide or calcium hydroxide, and the washing water temperature of use is 100 ℃ in step (3).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100409058A CN100365010C (en) | 2004-10-25 | 2004-10-25 | Ergosterol preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100409058A CN100365010C (en) | 2004-10-25 | 2004-10-25 | Ergosterol preparation method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1765916A CN1765916A (en) | 2006-05-03 |
| CN100365010C true CN100365010C (en) | 2008-01-30 |
Family
ID=36742052
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100409058A Active CN100365010C (en) | 2004-10-25 | 2004-10-25 | Ergosterol preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100365010C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103588843A (en) * | 2013-11-15 | 2014-02-19 | 安徽丰原发酵技术工程研究有限公司 | Method for extracting ergosterol from waste mycelium of fermented citric acid |
| CN105820205A (en) * | 2016-04-29 | 2016-08-03 | 周礼红 | Preparation method and application of anti-lipid peroxide |
| CN116143860A (en) * | 2021-12-20 | 2023-05-23 | 四川内江汇鑫制药有限公司 | Method for efficiently extracting ergosterol |
| CN116970018B (en) * | 2023-07-27 | 2024-05-10 | 淮南市健坤制药股份有限公司 | Ergosterol preparation and extraction method |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1123838A (en) * | 1995-09-28 | 1996-06-05 | 江西赣南制药厂 | Production of yeast with rich ergosterol |
| JP2002080432A (en) * | 2000-06-29 | 2002-03-19 | Mitsubishi Chemicals Corp | Arylamine compound, method for producing the same, and electrophotographic sensitizer using the same |
-
2004
- 2004-10-25 CN CNB2004100409058A patent/CN100365010C/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1123838A (en) * | 1995-09-28 | 1996-06-05 | 江西赣南制药厂 | Production of yeast with rich ergosterol |
| JP2002080432A (en) * | 2000-06-29 | 2002-03-19 | Mitsubishi Chemicals Corp | Arylamine compound, method for producing the same, and electrophotographic sensitizer using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1765916A (en) | 2006-05-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103382170B (en) | Preparation method for taurine | |
| CN100365010C (en) | Ergosterol preparation method | |
| CN1663986A (en) | Technology for producing yellow humic acid by using coal | |
| CN102627306B (en) | Novel method for preparing solid aluminum sulfate by using waste | |
| CN102303941A (en) | Deep dealkalizing method of red mud in alumina factory | |
| CN102093208B (en) | A kind of L(+) tartaric production method | |
| CN109422642B (en) | Refining method of benzoic acid, production method and equipment of pharmaceutical grade sodium benzoate | |
| CN103483403A (en) | Circulating extraction method for extracting and purifying hesperidin from orange residues | |
| CN104529801A (en) | Synthetic method for p-hydroxyphenyl glycine | |
| CN106748978A (en) | It is a kind of to extract the method for being coupled with rectifying and realizing the dehydration of 2 picolines | |
| CN204918449U (en) | Polyphenol extraction system in sugar -cane juice | |
| CN106905447A (en) | A kind of method for processing heparin sodium crude | |
| CN106916947A (en) | The method that quasi- fractional extraction separates sodium and potassium in lithium sulfate | |
| CN105061196A (en) | Method for extracting potassium citrate from last potassium citrate mother solution | |
| CN100355719C (en) | Salicylic acid preparing process | |
| CN106755137A (en) | A kind of electroosmose process produces the production technology of citric acid | |
| CN101153006A (en) | Gluconic acid cobalt and method of preparing the same | |
| CN1294087C (en) | Method for treating waste acid from refining benzene for coking plant | |
| CN101412739A (en) | Production process of beta-glucose pentaacetate | |
| CN221071049U (en) | System for utilize calcium magnesium concentrate preparation magnesium nitrate, gypsum | |
| CN104355335A (en) | Preparation method of alpha-FeOOH | |
| CN101298331B (en) | Preparation of 2ZnO.3B2O3.3.5H2O zinc borate | |
| CN112266007B (en) | Preparation method of high-purity high-whiteness calcium sulfate | |
| CN110937993B (en) | Method for separating and refining gallic acid by using macroporous resin | |
| CN101955195A (en) | Method for preparing zinc cyanide and jointly producing mixed sulfates from waste residues in Sodamide method |
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 | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20180807 Address after: 641000 185 Gonghe street, Baima Town, Shizhong District, Neijiang, Sichuan Patentee after: Sichuan Neijiang Huixin Pharmaceutical Co.,Ltd. Address before: 641000 188 Forest Farm Road, Baima Town, Neijiang, Sichuan (Sichuan Xing Ming Tai Machinery Co., Ltd.) Patentee before: Chen Guoping |