CN1049662C - Method for extracting steroid saponin from trigonella foenum graecum seed - Google Patents
Method for extracting steroid saponin from trigonella foenum graecum seed Download PDFInfo
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- CN1049662C CN1049662C CN97108610A CN97108610A CN1049662C CN 1049662 C CN1049662 C CN 1049662C CN 97108610 A CN97108610 A CN 97108610A CN 97108610 A CN97108610 A CN 97108610A CN 1049662 C CN1049662 C CN 1049662C
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- raw material
- acid hydrolysis
- steroid
- feed
- saponin
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- 238000000034 method Methods 0.000 title claims abstract description 39
- 244000250129 Trigonella foenum graecum Species 0.000 title abstract description 6
- 235000001484 Trigonella foenum graecum Nutrition 0.000 title abstract description 6
- 235000001019 trigonella foenum-graecum Nutrition 0.000 title abstract description 6
- 150000005856 steroid saponins Chemical class 0.000 title description 3
- 239000002994 raw material Substances 0.000 claims abstract description 34
- 150000003431 steroids Chemical class 0.000 claims abstract description 34
- 239000000463 material Substances 0.000 claims abstract description 13
- 239000002893 slag Substances 0.000 claims abstract description 12
- 210000000582 semen Anatomy 0.000 claims description 20
- 238000005903 acid hydrolysis reaction Methods 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000001397 quillaja saponaria molina bark Substances 0.000 claims description 10
- 229930182490 saponin Natural products 0.000 claims description 10
- 150000007949 saponins Chemical class 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000000284 extract Substances 0.000 claims description 9
- 238000000605 extraction Methods 0.000 claims description 9
- 238000005238 degreasing Methods 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 238000002386 leaching Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 235000015110 jellies Nutrition 0.000 claims description 5
- 239000008274 jelly Substances 0.000 claims description 5
- 102000004169 proteins and genes Human genes 0.000 claims description 5
- 108090000623 proteins and genes Proteins 0.000 claims description 5
- 235000013311 vegetables Nutrition 0.000 claims description 5
- 230000003544 deproteinization Effects 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000002791 soaking Methods 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 claims description 2
- 235000013305 food Nutrition 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 4
- WQLVFSAGQJTQCK-UHFFFAOYSA-N diosgenin Natural products CC1C(C2(CCC3C4(C)CCC(O)CC4=CCC3C2C2)C)C2OC11CCC(C)CO1 WQLVFSAGQJTQCK-UHFFFAOYSA-N 0.000 abstract description 4
- NWMIYTWHUDFRPL-UHFFFAOYSA-N sapogenin Natural products COC(=O)C1(CO)C(O)CCC2(C)C1CCC3(C)C2CC=C4C5C(C)(O)C(C)CCC5(CCC34C)C(=O)O NWMIYTWHUDFRPL-UHFFFAOYSA-N 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000002253 acid Substances 0.000 abstract description 2
- 235000004879 dioscorea Nutrition 0.000 abstract 2
- 238000009776 industrial production Methods 0.000 abstract 1
- 239000001917 trigonella foenum graecum l. absolute Substances 0.000 abstract 1
- 244000061456 Solanum tuberosum Species 0.000 description 20
- 235000002595 Solanum tuberosum Nutrition 0.000 description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 4
- 239000012567 medical material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 241000411851 herbal medicine Species 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011169 microbiological contamination Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 125000002345 steroid group Chemical group 0.000 description 1
- 239000003270 steroid hormone Substances 0.000 description 1
- 230000003637 steroidlike Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
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- Extraction Or Liquid Replacement (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present invention discloses a method for extracting steroid sapogenines with fenugreek seed charge slag which is left after plant gum is extracted as raw material. Raw material is extracted and defatted with gasoline. Defatted material is baked and then is hydrolyzed with acid. The hydrolyzed material is baked and then is extracted with gasolineto obtain steroid sapogenin of fenugreek. The steroid sapogenin of the fenugreek can replace steroid sapogenin of yams as medical raw materialto compensate for the insufficiency of yam resources, reduce generated raw material cost, obtain a plurality of by-products and lead that waster material which is left after plant gum is extracted is used. The present invention also has the advantage of simple operating and is suitable for industrial production.
Description
The invention belongs to the improvement of steroid sapogenines extracting method, relate to the medical material technical field.
Semen Trigonellae (Trigonella foenumgraecum) has another name called Trigonella foenum-graecum, it is the annual cultivated plant of pulse family, belong to autumn-sown crops, gather in the crops in May, second, distribution ground is identical aptly with winter wheat, have drought-resistant, deficient resistance, fixed nitrogen fertilizes the soil, plantation is extensive characteristics, there are wasteland plantation, about 1.5 ten thousand tons of the year purchase volume of its seed in Inner Mongol, Jiangsu, Anhui now.Seed is made up of kind of a skin, endosperm, cotyledon, and its main chemical has: gynesin, choline, saponin, fatty oil, protein, phlegmatic temperament etc. (" research of Chinese herbal medicine effective ingredients (first fascicle) ", the People's Health Publisher published in 1972 years).Extract the existing domestic existing how tame factory of the production work formation scale of vegetable jelly in the endosperm of Semen Trigonellae seed, forming a large amount of pin material slags aborning is considered as waste material and abandons it, it is mainly the kind skin and the cotyledon of seed, its interior contained steroid saponin of face and other materials do not obtain utilizing, and are very unfortunate.Have only the Semen Trigonellae seed to contain the record of steroid saponin up till now, do not see the report that extracting method is arranged.(A?Study?of?the?sapogenin?content?of?egyptian?fenu-greek?seads，Chemical?Abstracts，1989，110(10)：823429)。
The potato steroid sapogenines is the basic material of steroidal medicine industry, can synthesize more than 50 kind of steroid hormone medicine, annual both domestic and external being in great demand.The existing at home many manufacturers of the production of potato steroid sapogenines, because steroid sapogenines content lower (about 2%) in the valency height in short supply of raw material and the potato, raw materials cost increases substantially in feasible the production, and productive profit is very low, has limited the development that steroid sapogenines is produced.The raw materials for production potato of potato steroid sapogenines is perennial wild plant, needing 10 years ability after excavating in large quantities recovers, be worth though now artificial culture is arranged but still need to grow just have more than 3 years to utilize, reason that so long growth cycle is the potato resource scarcity, hold at high price, its procurement price now reaches 5500 yuan/ton, make the raw materials cost of potato steroid sapogenines production reach 27.5 ten thousand yuan ton.The extracting method of existing potato steroid sapogenines has several, all similar, the method relevant with the present invention is as follows: sieve after pulverizing, regrind carefully after the potato raw material is soaked in water and remove slag, the starch slurry acid hydrolysis that obtains after rescreening, the 120# gasoline extraction is used in the hydrolyzate oven dry back that obtains, obtain potato steroid sapogenines (" herbal medicine " 16 (7) .1985).
The objective of the invention is to propose a kind of can the notes, to overcome above-mentioned existing problems from the side of extraction steroid sapogenines in the Semen Trigonellae seed.
Theoretical foundation of the present invention is, the structure of Semen Trigonellae steroid sapogenines and potato steroid sapogenines basic identical (seeing accompanying drawing 1) after testing, the Semen Trigonellae seed can substitute the potato steroid sapogenines as medical material through experiment Semen Trigonellae steroid sapogenines again, so can remedy the deficiency of potato resource.
Technical scheme of the present invention is, with last Semen Trigonellae seed material slag behind the extraction vegetable jelly is raw material, and raw material is carried out pre-process, obtains containing the material acid hydrolysis of saponin, again the 120# gasoline extraction is used in the hydrolyzate oven dry back that obtains, obtain the Semen Trigonellae steroid sapogenines; Characteristics of the present invention are, the pre-process of raw material is: raw material is inserted in 0.1% the sodium hydroxide solution, stirring and leaching is 2 hours under 45-55 ℃ of temperature, centrifugal removing slag, its wash heat are transferred PH to 4.5 to neutral capable of using as feed with the extracting solution that obtains, being heated to 80 ℃ simultaneously has protein to separate out, the centrifugal Deproteinization that removes, the additive of the capable of using as feed or food of its albumen, the extracting solution acid hydrolysis that contains saponin that will obtain again.The pre-process of raw material can also be: raw material extract degreasing 8 hours with 120# gasoline under 75 ℃ condition, use acid hydrolysis after the degreasing thing that will contain saponin is again dried.The pre-process of raw material can also be, with raw material soaking in water under 80 ℃ of conditions, stirring and leaching 30 minutes, the centrifugal clear liquid of telling, slag is soaked in the water lixiviate so repeatedly three times again, at last slag oven dry can be made feed, three vat liquors are merged concentrate, concentrated solution was exposed in the environment placement after 2-4 days.Use acid hydrolysis again.The pre-process method of raw material can also be: raw material is inserted Jia Re rotation stream extracts 30 fens kinds in the ethanolic soln of 40-60%, reclaim centrifuging behind the ethanol, the filter residue oven dry is capable of using as feed, with filtrate be exposed to place 2-4 days in the environment after, use acid hydrolysis again.
The Semen Trigonellae steroid sapogenines that extracts in the Semen Trigonellae seed according to scheme of the present invention, not only can substitute the potato steroid sapogenines as medical material, remedy the deficiency of potato resource, and the waste material after vegetable jelly extracts is fully used, can reduce the raw materials cost that steroid sapogenines is produced; The yield of Semen Trigonellae steroid sapogenines is 1%, presses 1000 yuan of/ton procurement prices of raw material, and the raw materials cost of its Semen Trigonellae steroid sapogenines production is 100,000 yuan/ton, greatly reduces than the production of potato steroid sapogenines; The present invention not only has simple, is fit to industrial advantage, can also obtain some byproducts (as protein fodder etc.), production cost is more reduced, and many links are consistent with the production of potato steroid sapogenines, can utilize existing device to produce simultaneously, need not to drop into new fund.
Accompanying drawing 1 is the comparison diagram of the gas chromatographic analysis of Semen Trigonellae steroid sapogenines and potato steroid sapogenines, I is the infrared spectra of potato steroid sapogenines among the figure, II is the infrared spectra of Semen Trigonellae steroid sapogenines, from figure contrast as can be seen the two structure be identical.
Below describe specific embodiments of the present invention in detail.
The present invention is that last Semen Trigonellae seed material slag is a raw material behind the vegetable jelly to extract, (it is mainly cotyledon and plants skin portion), after raw material carried out pre-process, the process of the acid hydrolysis of carrying out, gasoline extraction was the back semiosis that the potato steroid sapogenines is produced fully again.Its concrete grammar is: if the resulting saponin material liquid that contains then is made into it the hydrochloric acid soln of 0.7N, if solid substance is then directly inserted it hydrochloric acid soln of 0.7N, at 135 ℃, 2Kg/cm
2Hydrolysis is 2 hours under the condition, the elimination acid solution, filter residue (hydrolyzate) is washed to neutrality, behind the drying and dehydrating, extract under 75 ℃ of conditions with 120# gasoline, gasoline in the extraction liquid is reclaimed, concentrated solution is placed had the saponin crystal to separate out in 24 hours again, mother liquor is got rid of in centrifuging, and the saponin oven dry is steroid sapogenines.The concrete grammar of pre-process of the present invention is as follows.
Method 1: raw material inserted in 0.1% the NaOH solution, stirring and leaching is 2 hours under 45-55 ℃ of temperature, centrifugal removing slag, extracting solution is transferred PH to 4.5 with hydrochloric acid, being heated to 80 ℃ simultaneously has protein to separate out, the centrifugal Deproteinization that removes, and the hydrochloric acid soln that again extracting solution is made into 0.7N carries out acid hydrolysis.
Method 2: raw material is extracted degreasing 8 hours with 120# gasoline under 75 ℃ of conditions, will dry again or the degreasing thing of airing is inserted in the hydrochloric acid soln of 0.7N and carried out acid hydrolysis; From the gasoline after the extraction degreasing, can obtain by-product of vegetable oil.Present method is the simplest in several method, but the production cost of degreasing is big, and economic benefit is not as method 1.
Method 3: with raw material soaking in water under 80 ℃ of conditions, stirring and leaching 30 minutes, its water consumption still can be flooded raw material after the lixiviate and is advisable to be soaked, again with vat liquor centrifuging, filter residue is used flooding again, three times so repeatedly, merge three vat liquors concentrated, concentrated solution is exposed in the environment placed 2-4 days, this is the fermenting process of nature microbiological contamination, and the summer temperature height then needs 2 days, and winter temperature is low then to need 4 days, should avoid falling into of dust and foreign material during this, the hydrochloric acid soln that after fermentation is finished fermented liquid is made into 0.7N carries out acid hydrolysis.This method is the most economical in the several method.
Method 4: raw material is inserted Jia Re rotation stream extracted 30 minutes in the ethanolic soln of 40-60%, the height of ethanolic soln concentration does not influence extraction, just the too low then moisture content of concentration is many, the concentration that ethanol reclaims the last extracting solution in back is just low, and the too high then moisture content of alcohol concn is few, and the concentration of so last extracting solution is just too high, influence later process, in above-mentioned scope, be advisable so alcohol concn is grasped.Rotation extract to finish the back and reclaims ethanol, and with extracting solution centrifuging, its filtrate and method 3 be identical carries out spontaneous fermentation.The economic benefit of this method is only second to method 3.
Claims (4)
1. method of extracting steroid sapogenines in the Semen Trigonellae seed, be that last Semen Trigonellae seed material slag is a raw material behind the vegetable jelly to extract, after raw material carried out pre-process, contain the saponin material with acid hydrolysis, again the 120# gasoline extraction is used in the hydrolyzate oven dry back that obtains, obtain the Semen Trigonellae steroid sapogenines; It is characterized in that, described pre-process is: raw material is inserted in 0.1% the NaOH solution, stirring and leaching is 2 hours under 45-55 ℃ of temperature, centrifugal removing slag, its wash heat are transferred PH to 4.5 to neutral capable of using as feed with the extracting solution that obtains, being heated to 80 ℃ simultaneously has protein to separate out, the centrifugal Deproteinization that removes, the additive of the capable of using as feed or food of its albumen, the extracting solution acid hydrolysis that contains saponin that will obtain again.
2. method according to claim 1 is characterized in that, described pre-process is: raw material extract degreasing 8 hours with 120# gasoline under 75 ℃ of conditions, use acid hydrolysis after the degreasing thing that will contain saponin is again dried.
3. method according to claim 1, it is characterized in that, described pre-process is: with raw material soaking in water under 80 ℃ of conditions, stirring and leaching 30 minutes, centrifuging is soaked in the water lixiviate so repeatedly three times again with filter residue, it is capable of using as feed to get the slag oven dry at last, three vat liquors merged concentrate, concentrated solution be exposed to place 2-4 days in the environment after, use acid hydrolysis again.
4. method according to claim 1, it is characterized in that, described pre-process is: raw material is inserted Jia Re rotation stream extracted 30 minutes in the ethanolic soln of 40-60%, centrifuging behind the recovery ethanol, the filter residue oven dry is capable of using as feed, with filtrate be exposed in the environment place 2-4 days after, use acid hydrolysis again.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97108610A CN1049662C (en) | 1997-06-28 | 1997-06-28 | Method for extracting steroid saponin from trigonella foenum graecum seed |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97108610A CN1049662C (en) | 1997-06-28 | 1997-06-28 | Method for extracting steroid saponin from trigonella foenum graecum seed |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1170599A CN1170599A (en) | 1998-01-21 |
| CN1049662C true CN1049662C (en) | 2000-02-23 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97108610A Expired - Fee Related CN1049662C (en) | 1997-06-28 | 1997-06-28 | Method for extracting steroid saponin from trigonella foenum graecum seed |
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| Country | Link |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1593183A1 (en) * | 1965-10-22 | 1970-07-16 | Nat Res Dev | Process for the production of saponins and sapogenins |
| CN1031087A (en) * | 1987-07-27 | 1989-02-15 | 昆明医学院 | The extracting method of effective component in saponin-bearing plant |
| CN1032168A (en) * | 1987-09-22 | 1989-04-05 | 广西植物研究所 | A kind of production technique of gypenoside |
| CN1068121A (en) * | 1992-01-20 | 1993-01-20 | 广西南宁制药企业集团公司 | Extraction process of sapogenin |
-
1997
- 1997-06-28 CN CN97108610A patent/CN1049662C/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1593183A1 (en) * | 1965-10-22 | 1970-07-16 | Nat Res Dev | Process for the production of saponins and sapogenins |
| CN1031087A (en) * | 1987-07-27 | 1989-02-15 | 昆明医学院 | The extracting method of effective component in saponin-bearing plant |
| CN1032168A (en) * | 1987-09-22 | 1989-04-05 | 广西植物研究所 | A kind of production technique of gypenoside |
| CN1068121A (en) * | 1992-01-20 | 1993-01-20 | 广西南宁制药企业集团公司 | Extraction process of sapogenin |
Non-Patent Citations (3)
| Title |
|---|
| 《医药工业》1989,(2) 1989.1.1 马如鸿等，天然甾体资源的开发和利用 * |
| 《天然产物研究》1994,6(1) 1994.1.1 封玉贤等，我国薯芋皂甙元的工业生产和资源与回顾 * |
| 《天然产物研究》1994,6(1) 1994.1.1 封玉贤等，我国薯芋皂甙元的工业生产和资源与回顾;《医药工业》1989,(2) 1989.1.1 马如鸿等，天然甾体资源的开发和利用 * |
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| Publication number | Publication date |
|---|---|
| CN1170599A (en) | 1998-01-21 |
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