CN100396654C - Method for extracting high-purity solanesol from potato leaf - Google Patents
Method for extracting high-purity solanesol from potato leaf Download PDFInfo
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- CN100396654C CN100396654C CNB2005101245416A CN200510124541A CN100396654C CN 100396654 C CN100396654 C CN 100396654C CN B2005101245416 A CNB2005101245416 A CN B2005101245416A CN 200510124541 A CN200510124541 A CN 200510124541A CN 100396654 C CN100396654 C CN 100396654C
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- buddhist nun
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Abstract
The present invention relates to a method for extracting solanesol, particularly to a method for extracting high-purity solanesol from potato leaves. The present invention has the main method that potato leaf extract is extracted from potato leaves by a solvent and is saponified into non-sponification substances; the phase of the non-sponification substances is separated by different solvents, rich solanesol is separated by short silica gel columns, and the solanesol is purified by a recrystallization method. The present invention has the advantages of wide raw material source, simple operation, more than 90% of product purity and low cost.
Description
Technical field
The present invention relates to a kind of extracting method of eggplant Buddhist nun alcohol, more specifically to a kind of method of from leaf of potato, extracting high-purity solanesol.
Background technology
The chemistry of eggplant Buddhist nun alcohol (solanesol) is called 3,7,11,15,19,23,27,31,35-nine methyl-2,6,10,14,18,22,26,30, and 34-hexatriacontane nine alkene-1-alcohol are synthesizing coenzyme Qs
10And vitamin K
2Main intermediate.Structural formula is as follows, and the two keys in the molecule are transconfiguration:
Ubiquinone
10Widely-used as medicine and healthcare products in developed country, there are 800-1000 ten thousand people to use approximately in Japan, be equivalent to 1/10th of Japanese population; Germany is with ubiquinone
10Be used for foodstuff additive as a kind of VITAMIN; The U.S. with its as nonprescription drugs at medicine shop mass selling.At Chinese ubiquinone
10Usage quantity progressively increase, therefore, eggplant Buddhist nun alcohol is synthesizing coenzyme Q
10Necessary raw material, its extraction and purification more and more is subject to people's attention.Eggplant Buddhist nun alcohol mainly is present in the blade of the internal organs of animal and plant, and is higher with content in the tobacco leaf as all containing eggplant Buddhist nun alcohol in tobacco leaf, leaf of potato and the mulberry leaf, is about 1%, and the content of eggplant Buddhist nun alcohol is about 0.5% in the leaf of potato.The at present industrial eggplant Buddhist nun alcohol that mainly from tobacco leaf, extracts, Chinese patent discloses the multiple method of extracting eggplant Buddhist nun alcohol from inferior tobacco, yet, from tobacco leaf, extract eggplant Buddhist nun alcohol, the shortcoming of contending over raw materials with tobacco industry is arranged.Therefore the price of present commercially available tobacco leaf extracts eggplant Buddhist nun alcohol generally about 4 yuan of per kilograms from tobacco leaf, its raw materials cost is just very high.Therefore seek non-tobacco leaf method and extract eggplant Buddhist nun alcohol, have certain industrial value and practical significance.U.S. Pat 4013731 has been reported a kind of method of extracting eggplant Buddhist nun alcohol from leaf of potato with molecular distillation and thiocarbamide method, can obtain high-purity solanesol according to its report, but and the purity of the eggplant Buddhist nun alcohol of undeclared this method extraction.
Summary of the invention
The purpose of this invention is to provide a kind of raw material that can enlarge extraction eggplant Buddhist nun alcohol, reduce the cost that extracts eggplant Buddhist nun alcohol, from leaf of potato, extract the method for high-purity solanesol.
Method of the present invention has following steps:
A, fresh leaf of potato is dried, pulverizes, add extraction agent in the leaf of potato that will pulverize again, its solid-liquid ratio is 1: 4-1: 10.
B, with the leaf of potato pulverized with the mixture reflux of extraction agent 3-6 hour, cooling, filter, collect extracting solution I; Again with equal extraction agent reflux 3-6 hour, cooling, filter, collect extracting solution II, then extracting solution I and extracting solution II are merged, be condensed into thick extract.
C, thick extract is dissolved in 95% the ethanol, adds sodium hydroxide or potassium hydroxide, mixture is stirred, concentrates; Add water again and stir in concentrated solution, use extracted with diethyl ether 2-3 time, combining extraction liquid concentrates extraction liquid, obtains extract.
D, extract is dissolved in the sherwood oil, adds aluminium sesquioxide, stir, filter, filtrate is concentrated, remove sherwood oil.
E, concentrated residue is dissolved in leaves standstill 4-8 hour in the ethanol again, solids removed by filtration is removed ethanol with filtrate concentrating.
F, with residue with short silicagel column separation and concentration eggplant Buddhist nun alcohol, with sherwood oil: ethanol=5: 1 (v/v) is eluent, will obtain crude product eggplant Buddhist nun alcohol behind the column chromatography.
G, crude product eggplant Buddhist nun alcohol recrystallization method is got elaboration eggplant Buddhist nun alcohol.
Wherein the extraction agent described in the step a is benzene, methyl alcohol, 95% ethanol, acetone, industry No. 120 solvent oils, methylene dichloride or chloroforms.
Wherein solvent for use is methyl alcohol, ethanol or acetone during the recrystallization described in the step g.
Advantage of the present invention is: raw material sources are extensive, and are easy and simple to handle, and product purity reaches more than 90%, can be used for synthetic corresponding medicine fully, and cost are low.
Description of drawings
Below in conjunction with the drawings and specific embodiments the present invention is described in further detail.
Fig. 1 is the liquid chromatogram of elaboration eggplant Buddhist nun alcohol of the present invention;
Fig. 2 is the liquid chromatogram of the present invention's 90% eggplant Buddhist nun alcohol;
Fig. 3 is the liquid chromatogram of commercially available medicinal industrial eggplant Buddhist nun alcohol;
Fig. 4 is the nuclear magnetic spectrogram of eggplant Buddhist nun alcohol of the present invention.
Embodiment
The following examples can further be well understood to the present invention, but do not limit the present invention in any way.
A at first pulverizes air dried 300 gram leaf of potato (Linxia, Gansu), puts into extractor, and reflux condensing tube is housed on the extractor, adds 2000 milliliters of methylene dichloride in extractor.
B, heating extractor reflux methylene dichloride, and 3 hours after-filtration are collected dichloromethane extract I.In extractor, add 2000 milliliters of fresh methylene dichloride again, reflux, 3 hours after-filtration are collected dichloromethane extract II.Then dichloromethane extract I, the extracting solution II that collects merged, concentrate the thick extract of 32 gram deep greens.
C, thick extract is dissolved in 250 milliliter 95% the ethanol, add 5 gram sodium hydroxide or potassium hydroxide, mixture at room temperature stirred spend the night, concentrate, in concentrated solution, add 200 ml waters again and stir, 2 * 200 milliliters of extracted with diethyl ether 2 times, combining extraction liquid, extraction liquid is concentrated, obtain the deep green extract.
D, the deep green extract is dissolved in 300 milliliters of sherwood oils, adds 15 gram aluminium sesquioxides, stirring at room 3 hours is filtered, and filtrate is concentrated, and removes sherwood oil.
E, concentrated residue is dissolved in 100 milliliters of dehydrated alcohols and left standstill 5 hours again, solids removed by filtration is removed ethanol with filtrate concentrating.
F, with residue with short silicagel column separation and concentration eggplant Buddhist nun alcohol, with 50 milliliters of eluents (with sherwood oil: ethanol=5: 1 (v/v) is eluent), will obtain crude product eggplant Buddhist nun alcohol behind the column chromatography.
G, crude product eggplant Buddhist nun alcohol is got 0.85 with 5 milliliters of dehydrated alcohol recrystallization methods restrain elaboration eggplant Buddhist nun alcohol.
Below table 1,2,3 be respectively Fig. 1,2,3 analytical results table, through the test of environmental engineering test center of Lanzhou Jiaotong University and get.
Table 1
| Peak number | The peak name | Retention time | Peak height | Peak | Content | |
| 1 | 4.048 | 479908.281 | 7482719.000 | 100.0000 | ||
| Amount to | 479908.281 | 7482719.000 | 100.0000 |
Table 2
| Peak number | The peak name | Retention time | Peak height | Peak | Content | |
| 1 | Anthracene | 3.190 | 56092.469 | 1176125.875 | 8.1892 | |
| 2 | 3.673 | 26699.420 | 246916.266 | 1.7192 | ||
| 3 | 4.040 | 838391.688 | 12938936.000 | 90.0916 | ||
| Amount to | 921183.576 | 14361978.141 | 100.0000 |
Table 3
| Peak number | The peak name | Retention time | Peak height | Peak | Content | |
| 1 | Anthracene | 3.340 | 5015.483 | 103964.750 | 0.7116 | |
| 2 | 3.682 | 48467.707 | 635157.938 | 4.3472 | ||
| 3 | 4.057 | 900563.000 | 13871613.000 | 94.9412 | ||
| Amount to | 954046.190 | 14610735.688 | 100.0000 |
From Fig. 1,2,3,4 and table 1,2,3 as can be seen the eggplant Buddhist nun alcohol of gained through high performance liquid chromatography and nuclear magnetic spectrogram analysis confirmation, purity can reach more than 90%, and with the contrast of the liquid chromatogram of commercially available medicinal industrial eggplant Buddhist nun alcohol, can prove that the present invention extracts the method gained of high-purity solanesol from leaf of potato eggplant Buddhist nun alcohol can be used for synthesizing coenzyme Q fully
10
The process of this embodiment is identical with embodiment 1, just adds 2000 milliliters of ether among the step a in extractor, in step b ether extracted liquid I, the extracting solution II that collects is merged, concentrate the thick extract of 29 gram deep greens.
Embodiment 3
The process of this embodiment is identical with embodiment 1, just adds 2000 milliliters of benzene among the step a in extractor, in step b benzene extraction liquid I, the extracting solution II that collects is merged, concentrate the thick extract of 27 gram deep greens.
Embodiment 4
The process of this embodiment is identical with embodiment 1, just adds 2000 milliliters among the step a in extractor, and acetone merges acetone extract I, the extracting solution II that collects in step b, concentrate the thick extract of 29 gram deep greens.
Embodiment 5
The process of this embodiment is identical with embodiment 1, just adds 2000 milliliters among the step a in extractor, and methyl alcohol merges methanol extract liquid I, the extracting solution II that collects in step b, concentrate the thick extract of 30 gram deep greens.
Embodiment 6
The process of this embodiment is identical with embodiment 1, just in extractor, add No. 120 solvent oils of 2000 milliliters of industry among the step a, No. 120 solvent oil extracting solutions of industry I, the extracting solution II that will collect in step b merge, concentrate the thick extract of 23 gram deep greens.
This shows that all extracts all can obtain highly purified eggplant Buddhist nun alcohol with the sequential steps described in the embodiment 1.
Claims (3)
1. method of from leaf of potato, extracting high-purity solanesol, this method has following steps:
A, fresh leaf of potato is dried, pulverizes, add extraction agent in the leaf of potato that will pulverize again, its solid-liquid ratio is 1: 4-1: 10;
B, with the leaf of potato pulverized with the mixture reflux of extraction agent 3-6 hour, cooling, filter, collect extracting solution I; Added equal extraction agent reflux again 3-6 hour, extracting solution II is collected in cooling, filtration, then extracting solution I and extracting solution II is merged, and is condensed into thick extract;
C, thick extract is dissolved in 95% the ethanol, adds sodium hydroxide or potassium hydroxide, mixture is stirred, concentrates; Add water again and stir in concentrated solution, use extracted with diethyl ether 2-3 time, combining extraction liquid concentrates extraction liquid, obtains extract;
D, extract is dissolved in the sherwood oil, adds aluminium sesquioxide, stir, filter, filtrate is concentrated, remove sherwood oil;
E, concentrated residue is dissolved in leaves standstill 4-8 hour in the dehydrated alcohol again, solids removed by filtration is removed ethanol with filtrate concentrating;
F, with residue with short silicagel column separation and concentration eggplant Buddhist nun alcohol, with sherwood oil: ethanol=5: 1 (v/v) is eluent, will obtain crude product eggplant Buddhist nun alcohol behind the column chromatography;
G, crude product eggplant Buddhist nun alcohol recrystallization is got elaboration eggplant Buddhist nun alcohol.
2. the method for extracting high-purity solanesol from leaf of potato according to claim 1, wherein the extraction agent described in the step a is benzene, methyl alcohol, 95% ethanol, acetone, industry No. 120 solvent oils, methylene dichloride or chloroforms.
3. the method for extracting high-purity solanesol from leaf of potato according to claim 1, wherein the recrystallization method solvent for use described in the step g is methyl alcohol, dehydrated alcohol or acetone.
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| Application Number | Priority Date | Filing Date | Title |
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| CNB2005101245416A CN100396654C (en) | 2005-12-07 | 2005-12-07 | Method for extracting high-purity solanesol from potato leaf |
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| CNB2005101245416A CN100396654C (en) | 2005-12-07 | 2005-12-07 | Method for extracting high-purity solanesol from potato leaf |
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| CN100396654C true CN100396654C (en) | 2008-06-25 |
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Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100381413C (en) * | 2006-09-14 | 2008-04-16 | 浙江大学 | Preparation of high purity solanesol |
| CN1932022B (en) * | 2006-09-22 | 2010-08-11 | 东北林业大学 | Process of preparing high purity solanesol with potato leaf as material |
| CN101003765B (en) * | 2006-10-25 | 2010-12-15 | 哈尔滨商业大学 | Method for reusing stems and leaves of potato |
| CN100548954C (en) * | 2007-12-21 | 2009-10-14 | 中国科学院山西煤炭化学研究所 | From leaf of potato, tobacco leaf and/or tobacco rod, extract the method for high-purity solanesol |
| CN101284765B (en) | 2008-02-20 | 2011-03-30 | 西北师范大学 | Process for abstracting solanesol in waste of white potato haulm auxiliary by microwave |
| CN107663146A (en) * | 2016-07-27 | 2018-02-06 | 中国科学院兰州化学物理研究所 | A kind of method for circulating saponifiable extraction extraction Salanesol |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4013731A (en) * | 1969-04-24 | 1977-03-22 | Nisshin Flour Milling Co., Ltd. | Process for the manufacture of solanesol |
| CN1534008A (en) * | 2004-02-18 | 2004-10-06 | 东北林业大学 | Method of extracting purified solanesol from tobacco leaf |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4013731A (en) * | 1969-04-24 | 1977-03-22 | Nisshin Flour Milling Co., Ltd. | Process for the manufacture of solanesol |
| CN1534008A (en) * | 2004-02-18 | 2004-10-06 | 东北林业大学 | Method of extracting purified solanesol from tobacco leaf |
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Effective date of registration: 20080718 Address after: Room 16, No. 102, Anning Economic Zone, Lanzhou national economic and Technological Development Zone Patentee after: Lanzhou Aoution Chemical Technology Co., Ltd. Address before: Anning District of Gansu city of Lanzhou province Anning West Road No. 459 (Lanzhou city science and Technology Industrial Park East Building Room 307) Patentee before: Lanzhou Zhongyi Chemical Co., Ltd. |
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