CN105384671A - Method for extracting allyl isothiocyanate from horseradish - Google Patents
Method for extracting allyl isothiocyanate from horseradish Download PDFInfo
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- CN105384671A CN105384671A CN201510941773.4A CN201510941773A CN105384671A CN 105384671 A CN105384671 A CN 105384671A CN 201510941773 A CN201510941773 A CN 201510941773A CN 105384671 A CN105384671 A CN 105384671A
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- horseradish
- extraction
- distillation
- athomin
- ethyl acetate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- C07C331/16—Isothiocyanates
- C07C331/18—Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms
- C07C331/22—Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Extraction Or Liquid Replacement (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for extracting allyl isothiocyanate from horseradish. The method comprises 1, horseradish pretreatment: drying horseradish in a low temperature environment at a temperature of 35-45 DEG C, and crushing the dried horseradish by a crusher to obtain crude powder, 2, extraction solvent preparation: preparing a solution from ethyl acetate and water according to a ratio of 1: 10-1: 20, and adding sodium chloride into the solution according to a volume ratio of sodium chloride to the solution of 1-2%, and 3, distillation extraction: adding the horseradish crude powder obtained by the step 1 and the solvent obtained by the step 2 into a distillation flask according to a material-liquid ratio of 1: 10-1: 30 and carrying out distillation for 1-2h. The method utilizes ethyl acetate-water-sodium chloride as extraction solvents to realize distillation extraction. The method can be operated simply, has simple processes and a low cost and is suitable for large-scale industrial production.
Description
Technical field
The present invention relates to the extracting method of athomin, be specially a kind of method extracting athomin in horseradish.
Background technology
Athomin be from Cruciferae Armoracia per nnial herb horseradish (
armoracialapathifoliagilib.) the class secondary metabolite extracted in, has the liquid of volatility, oily at normal temperatures.Athomin, containing-N=C=S group in chemical structure, is isosulfocyanate compound.There is the effects such as antitumor, sterilization, desinsection.At present, the method for extraction and isolation athomin mainly contains steam distillation, ultrasonic extraction, supercritical fluid extraction and macroporous resin column chromatography etc.
Steam distillation refers to the vegetable material containing volatile component and water condistillation, and volatile component is steamed in the lump with water vapour, divides the leach extraction method getting volatile component through condensation.This method is applicable to have volatility, can be destroyed with wet distillation, stablizes and the extraction of indissoluble or water-fast active components of plants in water.Steam distillation is the method that extraction athomin is commonly used the most, find in previous experiments process, the method has certain limitation, need follow-up purifying, athomin in distillate may have part volatilization in long still-process, cause extraction yield to decline, extraction time is long in addition.
Ultrasonic extraction utilizes hyperacoustic cavatition, mechanical effect and heat effect etc. to accelerate the release of active substance in born of the same parents, diffusion and dissolving, significantly improves the extracting method of extraction efficiency.Previous experiments finds, it is low that the method extracts athomin efficiency, and along with the increase of ultrasonic time, the content of athomin reduces, and may be that in supersound extraction process, water temp raises, part athomin is volatilized.In addition, there will be the phenomenon that in extracting solution, athomin is saturated.
Supercritical liquid extraction technique is lower to water soluble component dissolving power comparatively by force to fat-soluble component dissolving power; Equipment manufacturing cost is higher and cause the depreciation of equipment ratio in product cost excessive; Will under high pressure carry out in operating process, process specifications is high; During replacing product, cleaning equipment is more difficult.
Adopt macroporous resin to the athomin in horseradish, carry out extraction purification.Macroporous resin needs pre-treatment, wash-out need be carried out respectively with bronsted lowry acids and bases bronsted lowry solution, complex operation, in residual macroporous resin, unconverted monomer, perforating agent, initiator and the oil-soluble impurities such as resolvent, dispersion agent thereof may affect the extraction purification of athomin, are unfavorable for large-scale industrial production.
Summary of the invention
Technical problem solved by the invention is to provide a kind of method extracting athomin in horseradish, to solve the shortcoming in above-mentioned background technology.
Technical problem solved by the invention realizes by the following technical solutions: a kind of method extracting athomin in horseradish, comprises following three steps;
1) described horseradish pre-treatment: horseradish is placed on 35-45
ocarry out drying in the low temperature environment of C, then undertaken being ground into meal by pulverizer by dried horseradish, described meal can all by 10 mesh sieves, but not by 50 mesh sieves;
2) preparation of described Extraction solvent: by ethyl acetate-water in proportion 1:10-1:20 carry out being mixed with solution, then in described solution, add sodium-chlor, the sodium-chlor added accounts for the 1-2% of whole described liquor capacity;
3) distillation extraction step: by the meal in step 1) made by horseradish and step 2) described in solvent according to the ratio of solid-liquid ratio 1:10-1:30, join in matrass, distillation temperature is 85-95
oc, under normal atmospheric pressure, distillation 1-2 hour, collects the distillate in matrass, obtains purity and can reach more than 95% athomin (area normalization method), be illustrated in fig. 1 shown below.
Beneficial effect of the present invention: adopt ethyl acetate-water-sodium-chlor to be Extraction solvent, carry out wet distillation extraction.The boiling point of ethyl acetate is lower, extracts, greatly can shorten extraction time, by the 3-4 hour of simple steam distillation, shorten to 1-2 hour with traditional by the wet distillation that water is solvent.In addition, steam distillation needs to carry out chromatographic separation or solvent extraction to distillate, carry out purifying, and adopt ethyl acetate-water-sodium-chlor distillation and extraction method a step can complete the process of extraction purification, and distillate is stable under the parcel of ethyl acetate.In addition, present method is easy and simple to handle, technique is simple, cost is low, be applicable to large-scale technology produces.
Accompanying drawing explanation
fig. 1 isthe color atlas of horseradish extracting solution;
Fig. 2 is dichloromethane extraction efficiency comparison color atlas;
Fig. 3 is extraction into ethyl acetate efficiency comparison color atlas;
Fig. 4 is the color atlas that wet distillation extraction method compares with ultrasonic extraction.
Embodiment
The technique means realized to make the present invention, creation characteristic, reaching object and effect is easy to understand, setting forth the present invention further below.
Embodiment: by horseradish after cleaning, removal of impurities, at 35-45
oc cryodrying, is ground into meal, and all by No. 1 sieve, but can not cross No. 3 sieves, No. 1 sieve is 10 orders, and No. 3 sieves are 50 orders.
The preparation of Extraction solvent: the ratio of ethyl acetate-water is 1:10-1:20, the weight of adding sodium-chlor is the 1-2% of liquor capacity.
Be transferred in matrass by horseradish and Extraction solvent, distillation extraction, temperature controls at 85-95
oc, under atmospheric pressure, distillation 1-2 hour, collects distillate, obtains upper strata ethyl acetate portion, obtains athomin purity and can reach more than 95% (area normalization method).
The preparation of said extracted solvent: normal hexane, methylene dichloride, ethyl acetate, ethanol are screened, found that the extraction efficiency of ethyl acetate to athomin is the highest, for methylene dichloride and ethyl acetate, Fig. 2 and Fig. 3 is the color atlas that methylene dichloride compares with the extraction efficiency of ethyl acetate.In addition, screening is optimized to the ratio of ethyl acetate-water, finds to extract athomin completely between 1:10-1:20, add the solution that sodium-chlor prevents ethyl acetate and water, in leaching process, produce emulsion.
The screening of extracting mode, compares steam distillation and ultrasonic extraction.Wet distillation extraction method, gets horseradish meal 5g, accurately weighed, and put in matrass, precision adds water 150mL, and temperature controls 95
oabout C, under atmospheric pressure, distillation 3-4 hour, collects distillate, namely obtains the extracting solution of athomin.Ultrasonic extraction: get horseradish meal 5g, accurately weighed, put in tool plug Erlenmeyer flask, precision adds water 150mL, and under 150W power, supersound process 3-4 hour, temperature controls 30
oabout C, extracting liquid filtering, namely obtains the extracting solution of athomin.Found by the extraction efficiency comparing two kinds of extracting method, wet distillation extraction method extraction efficiency comparatively ultrasonic extraction is high about 2 times, and in ultrasonic extraction extracting solution, foreign matter content is relatively high, as shown in Figure 4.
More than show and describe ultimate principle of the present invention and principal character and advantage of the present invention; the technician of the industry should understand; the present invention is not restricted to the described embodiments; what describe in above-described embodiment and specification sheets just illustrates principle of the present invention; without departing from the spirit and scope of the present invention; the present invention also has various changes and modifications; these changes and improvements all fall in the claimed scope of the invention, and application claims protection domain is defined by appending claims and equivalent thereof.
Claims (1)
1. extract a method for athomin in horseradish, it is characterized in that: comprise following three steps;
1) described horseradish pre-treatment: horseradish is placed on 35-45
ocarry out drying in the low temperature environment of C, then undertaken being ground into meal by pulverizer by dried horseradish, described meal can all by 10 mesh sieves, but not by 50 mesh sieves;
2) preparation of described Extraction solvent: by ethyl acetate-water in proportion 1:10-1:20 carry out being mixed with solution, then in described solution, add sodium-chlor, the sodium-chlor added accounts for the 1-2% of whole described liquor capacity;
3) distillation extraction step: by the meal in step 1) made by horseradish and step 2) described in solvent according to the ratio of solid-liquid ratio 1:10-1:30, join in matrass, distillation temperature is 85-95
oc, under normal atmospheric pressure, distillation 1-2 hour, collects the distillate in matrass, obtains purity and can reach more than 95% athomin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201510941773.4A CN105384671B (en) | 2015-12-16 | 2015-12-16 | A kind of method of athomin in extraction horseradish |
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| CN201510941773.4A CN105384671B (en) | 2015-12-16 | 2015-12-16 | A kind of method of athomin in extraction horseradish |
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| CN105384671A true CN105384671A (en) | 2016-03-09 |
| CN105384671B CN105384671B (en) | 2017-08-01 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107308401A (en) * | 2017-07-07 | 2017-11-03 | 郭文英 | It is a kind of for pharmaceutical composition of cancer and preparation method thereof |
| EP3668836A4 (en) * | 2017-08-18 | 2021-04-07 | The Schepens Eye Research Institute, Inc. | Compositions for the treatment of dry eye and methods of use thereof |
Citations (3)
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|---|---|---|---|---|
| US20030235634A1 (en) * | 2002-06-21 | 2003-12-25 | Access Business Group International Llc. | Extraction of non-polar isothiocyanates from plants and dietary supplements containing same |
| CN101133739A (en) * | 2006-08-31 | 2008-03-05 | 武汉绿世纪生物工程有限责任公司 | Vermins-proof mildew-proof fumigation product using allyl isosulfocyanate as the active composition and uses thereof |
| CN101440054A (en) * | 2008-12-02 | 2009-05-27 | 中国林业科学研究院林产化学工业研究所 | Method for preparing phenethyl isosulfocyanate from horseradish |
-
2015
- 2015-12-16 CN CN201510941773.4A patent/CN105384671B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030235634A1 (en) * | 2002-06-21 | 2003-12-25 | Access Business Group International Llc. | Extraction of non-polar isothiocyanates from plants and dietary supplements containing same |
| CN101133739A (en) * | 2006-08-31 | 2008-03-05 | 武汉绿世纪生物工程有限责任公司 | Vermins-proof mildew-proof fumigation product using allyl isosulfocyanate as the active composition and uses thereof |
| CN101440054A (en) * | 2008-12-02 | 2009-05-27 | 中国林业科学研究院林产化学工业研究所 | Method for preparing phenethyl isosulfocyanate from horseradish |
Non-Patent Citations (2)
| Title |
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| 周美玲: "紫苏挥发油的共水蒸馏提取工艺研究", 《中国饲料》 * |
| 杨月 主编: "《天然药物化学实验》", 30 June 2006 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107308401A (en) * | 2017-07-07 | 2017-11-03 | 郭文英 | It is a kind of for pharmaceutical composition of cancer and preparation method thereof |
| EP3668836A4 (en) * | 2017-08-18 | 2021-04-07 | The Schepens Eye Research Institute, Inc. | Compositions for the treatment of dry eye and methods of use thereof |
| US11554104B2 (en) | 2017-08-18 | 2023-01-17 | The Schepens Eye Research Institute, Inc. | Compositions for the treatment of dry eye and methods of use thereof |
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| CN105384671B (en) | 2017-08-01 |
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Effective date of registration: 20221214 Address after: 272072 Room 320, 3/F, Block A1, Chengtou Xingcheng Square, Xuzhuang Street, Beihu Provincial Tourist Resort, Jining City, Shandong Province Patentee after: Shandong Kaiye Biotechnology Co.,Ltd. Address before: No. 16, Hehua Road, Beihu New District, Jining City, Shandong Province, 272001 Patentee before: JINING MEDICAL University |
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Denomination of invention: A method for extracting horseradish from horseradish Effective date of registration: 20230209 Granted publication date: 20170801 Pledgee: China Postal Savings Bank Co.,Ltd. Jining Branch Pledgor: Shandong Kaiye Biotechnology Co.,Ltd. Registration number: Y2023980032304 |