CN103058830A - Production technology for extracting orcinol from parmelia saxatilis - Google Patents
Production technology for extracting orcinol from parmelia saxatilis Download PDFInfo
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- CN103058830A CN103058830A CN201210595332XA CN201210595332A CN103058830A CN 103058830 A CN103058830 A CN 103058830A CN 201210595332X A CN201210595332X A CN 201210595332XA CN 201210595332 A CN201210595332 A CN 201210595332A CN 103058830 A CN103058830 A CN 103058830A
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Abstract
The invention discloses a production technology for extracting orcinol from parmelia saxatilis. The production technology comprises the steps as follows: grinding a parmelia saxatilis body into coarse powder, adding 85% of methanol which is 15 times the coarse powder in weight, carrying out reflux extraction for 120 min, and filtering; recovering methanol from filter liquor, concentrating to be 3 Baume degrees, adjusting the pH value of a concentrated solution to be 2.5 by using hydrochloric acid and water according to the volume ratio of 1 to 1, placing for 20 min, and filtering; collecting eluent by a broad spectrum type macroporous resin adsorption column on the filter liquor, recovering methanol, concentrating and drying to obtain semi-finished orcinol; enabling the semi-finished orcinol to pass through a silica gel chromatography column, washing impurities by acetone and methanol according to the volume ratio of 3 to 1, eluting by acetone and methanol according to the volume ratio of 7 to 1, and collecting the eluent; and refining the collected orcinol eluent to obtain the finished orcinol with the content of 86%. The production technology has the characteristics as follows: the process is convenient and quick due to the utilization of the macroporous adsorption resin-silica gel chromatography coupling mode, raw material sources are rich, the production cost is low, the separation effect is remarkable, and the extraction purity is high.
Description
Technical field:
The invention belongs to the natural organic chemistry field, relate to a kind of production technology of orcinol, particularly relate to a kind of production technology of utilizing orcinol in the Flavonoids by Macroporous Adsorption Resin separation and purification stone plum clothing.
Background technology:
Stone plum clothing Parmelia saxatilis (L.) Ach., another name parmelia saxatilis, lichens, Dao Rige are Parmelia thallus all herbal medicine.Be born in the mountain region sylvan life, border grassy marshland also is found in the swamp thicket in forest zone and the stone matter hillside of upper forest limit more.Sliver mostly is greatly near line shape, and shape is cut on the top, and without echinid, 1.5～10mm is wide; The upper surface light gray green is to canescence, and tool pseudocyphella, pseudocyphella are mostly linear, rare point-like, sorodium and split that bud has or nothing; Following table and black, the most pinniform branch of rhizoid, or single not branch is to dichotomy.Contain palmitinic acid, oleic acid, usnic acid, orcinol, stearic acid, docosoic (Behenic acid), atranorin, 3,5 one orcins etc.
Orcinol is a kind of a kind of polyphenolic compound that is present in the natural phant, has the effect that very strong antioxygen chemical combination is removed free radical, has obvious anti-aging effects.In recent years, it is found that in the natural phant stone plum clothing and contain a large amount of orcinols, therefrom extract orcinol and obtained encouraging progress, former work stone plum clothing source is wider.
Summary of the invention
The object of the invention is to provide the production technology of extracting orcinol in a kind of stone plum clothing; The object of the invention also be to provide a kind of convenient and swift, raw material sources abundant, low production cost, separating effect is obvious, dna purity the is high method of utilizing macroporous adsorbent resin-silica gel column chromatography coupled method enriching and purifying stone plum clothing orcinol.
The present invention seeks to be achieved through the following technical solutions.
The production technology of extracting orcinol in the stone plum clothing of the present invention comprises the steps:
Stone plum clothing thallus is ground into meal, and 85%～100% methanol eddy that adds 15～20 times of amounts of meal quality extracted 120～180 minutes, filtered; Be concentrated into 3～5 Baumes behind the filtrate recovery methyl alcohol and get concentrated solution, then use 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 2.5～3 with concentrated solution pH value, places after 20～40 minutes to filter; HPD400, HPD100, DM-130 or AB-8 broad spectrum type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5%～20% methyl alcohol again, then use 50%～80% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1～3: 1 acetone and carbinol mixture are washed impurity, and then use acetone: the volume ratio of methyl alcohol is 5～7: 1 acetone and carbinol mixture wash-out, gets the orcinol elutriant; The orcinol elutriant is made with extra care to get stone plum clothing orcinol, and its content is more than 86%.
The production technology of extracting orcinol in the stone plum clothing of the present invention comprises the steps:
Take by weighing the stone plum clothing thallus that is ground into meal, 85% methanol eddy that adds 20 times of amounts of meal quality extracted 180 minutes, filtered; Be concentrated into 5 Baumes behind the filtrate recovery methyl alcohol and get concentrated solution, then use 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 3 with concentrated solution pH value, places after 40 minutes to filter; HPD400 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5% methyl alcohol again, then use 50% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 5: 1 acetone and carbinol mixture wash-out, gets the orcinol elutriant; The orcinol elutriant is made with extra care to get stone plum clothing orcinol.Described macroporous resin adsorption step adopts wet method dress post, keeps liquid level, and the filtrate behind the adjust pH is passed through adsorption column, flow velocity per minute 0.05ml/g resin.
Described silica gel column chromatography step adopts wet method dress post, keeps liquid level, work in-process are mixed the rear silica gel of activation by weight at 1: 1, and the mixture that will mix is as for silicagel column top, elution flow rate per minute 0.1ml/g silica gel.The silica gel activating condition is, 110 degrees centigrade 30 minutes.
Adopt activated carbon decolorizing, recrystallization method to make with extra care among the present invention.Press the 4g/100ml elutriant and add injection active carbon, 25～40 degrees centigrade were stirred 20～40 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate; Intermediate filters with 40 degrees centigrade of thermosols of 7～9 times of methyl alcohol; Filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product.
Treating process comprises the steps: to add injection active carbon by the 4g/100ml elutriant among the present invention, and 25 degrees centigrade were stirred 40 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate; Intermediate filters with 40 degrees centigrade of thermosols of 9 times of methyl alcohol; Filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product.
Finished product is with 7 times of recrystallizing methanol in the treating process among the present invention, and filtrated stock reclaims methyl alcohol, and concentrate drying gets the orcinol work in-process.
The present invention uses macroporous adsorbent resin-silica gel column chromatography coupled method enriching and purifying stone plum clothing orcinol, and is good to the adsorption selectivity of stone plum clothing orcinol, and the fast parsing of absorption is also fast, and loading capacity is larger; Raw material sources are abundant, low production cost, and separating effect is obvious, and dna purity is high, can obtain orcinol work in-process and content the orcinol finished product 96% or more of content more than 45%, has overcome the shortcoming that conventional extraction yield is relatively low, dna purity is low.
The present invention selects that physico-chemical property is stable, surface-area is large, exchange velocity is very fast, physical strength is high, contamination resistance is strong, the macroporous adsorbent resin of Heat stability is good, be not dissolved in acid, alkali and organic matchmaker, better to the organism selectivity, the impact that not existed by inorganic salts and strong ion low molecular compound, can from solution, adsorb selectively orcinol by physical adsorption, absorption is fast, parsing is also fast, and loading capacity is larger.
The present invention selects the silica gel chromatography purifying and in conjunction with gac and recrystallizing and refining, separating effect is better.
Embodiment:
Embodiment 1:
Take by weighing stone plum clothing thallus 10kg, be ground into meal, the methanol eddy that adds 18 times of amounts 90% extracted 140 minutes, filtered; Filtrate is reclaimed methyl alcohol, is concentrated into 4 Baumes, and with 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 2.8 with concentrated solution pH value, places filtration 40 minutes; HPD100 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 15% methyl alcohol again, then use 70% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 2: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 6: 1 interior ketone and carbinol mixture wash-out, gets orcinol elutriant 2L; Add the 80g injection active carbon, 30 degrees centigrade were stirred 30 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate 35g; Intermediate filters with 40 degrees centigrade of thermosols of 8 times of methyl alcohol; Filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product 20g, content 88%.
Embodiment 2:
Take by weighing stone plum clothing thallus 15kg, be ground into meal, the methanol eddy that adds 20 times of amounts 95% extracted 160 minutes, filtered; Filtrate is reclaimed methyl alcohol, is concentrated into 5 Baumes, and with 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 3 with concentrated solution pH value, places filtration 40 minutes; HPD400 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 10% methyl alcohol again, then use 60% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 7: 1 acetone and carbinol mixture wash-out, gets orcinol elutriant 3.5L; Add the 140g injection active carbon, 40 degrees centigrade were stirred 40 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate 60g; Intermediate filters with 40 degrees centigrade of thermosols of 9 times of methyl alcohol; Filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product 32g, content 86.3%.
Embodiment 3:
Take by weighing stone plum clothing thallus 20kg, be ground into meal, the methanol eddy that adds 15 times of amounts 87% extracted 120 minutes, filtered; Filtrate is reclaimed methyl alcohol, is concentrated into 3 Baumes, and with 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 2.5 with concentrated solution pH value, places filtration 40 minutes; AB-8 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5% methyl alcohol again, then use 80% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 3: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 5: 1 acetone and carbinol mixture wash-out, gets orcinol elutriant 5L; Add the 200g injection active carbon, 25 degrees centigrade were stirred 20 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate 70g; Intermediate filters with 40 degrees centigrade of thermosols of 8 times of methyl alcohol; Filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product 36g, content 87.5%.
Embodiment 4:
Take by weighing stone plum clothing thallus 5kg, be ground into meal, the methanol eddy that adds 20 times of amounts 98% extracted 160 minutes, filtered; Filtrate is reclaimed methyl alcohol, is concentrated into 3 Baumes, and with 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 2.6 with concentrated solution pH value, places filtration 40 minutes; DM-130 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5% methyl alcohol again, then use 50% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 7: 1 acetone and carbinol mixture wash-out, gets orcinol elutriant 1200ml; Add the 48g injection active carbon, 40 degrees centigrade were stirred 25 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate 20g; Intermediate filters with 40 degrees centigrade of thermosols of 7 times of methyl alcohol, and filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product 12g, content 88.2%.
Claims (7)
1. extract the production technology of orcinol in the stone plum clothing, it is characterized in that the method comprises the steps:
Stone plum clothing thallus is ground into meal, and 85%～100% methanol eddy that adds 15～20 times of amounts of meal quality extracted 120～180 minutes, filtered; Be concentrated into 3～5 Baumes behind the filtrate recovery methyl alcohol and get concentrated solution, then use 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 2.5～3 with concentrated solution pH value, places after 20～40 minutes to filter; HPD400, HPD100, DM-130 or AB-8 broad spectrum type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5%～20% methyl alcohol again, then use 50%～80% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1～3: 1 acetone and carbinol mixture are washed impurity, and then use acetone: the volume ratio of methyl alcohol is 5～7: 1 acetone and carbinol mixture wash-out, gets the orcinol elutriant; The orcinol elutriant is made with extra care to get stone plum clothing orcinol.
2. extract the production technology of orcinol in the stone plum clothing as claimed in claim 1, it is characterized in that the method comprises the steps:
Take by weighing the stone plum clothing thallus that is ground into meal, 85% methanol eddy that adds 20 times of amounts of meal quality extracted 180 minutes, filtered; Be concentrated into 5 Baumes behind the filtrate recovery methyl alcohol and get concentrated solution, then use 1: 1 hydrochloric acid of volume ratio: the aqueous solution transfers to 3 with concentrated solution pH value, places after 40 minutes to filter; HPD400 type macroporous resin adsorption post on the filtrate, adsorb the complete impurity that washes with water, wash impurity with 5% methyl alcohol again, then use 50% methanol-eluted fractions, get orcinol work in-process elutriant, concentrate drying got the orcinol work in-process after orcinol work in-process elutriant reclaimed methyl alcohol; With silica gel column chromatography on the gained orcinol work in-process, and use acetone: the volume ratio of methyl alcohol is that 1: 1 acetone and carbinol mixture washed impurity, then uses acetone: the volume ratio of methyl alcohol is 5: 1 acetone and carbinol mixture wash-out, gets the orcinol elutriant; The orcinol elutriant is made with extra care to get stone plum clothing orcinol.
3. extract the production technology of orcinol in the stone plum clothing as claimed in claim 1 or 2, it is characterized in that the step of macroporous resin adsorption described in the method adopts wet method dress post, keep liquid level, the filtrate behind the adjust pH is passed through adsorption column, flow velocity per minute 0.05ml/g resin.
4. extract the production technology of orcinol in the stone plum clothing as claimed in claim 1 or 2, it is characterized in that the step of silica gel column chromatography described in the method adopts wet method dress post, keep liquid level, work in-process are mixed the rear silica gel of activation by weight at 1: 1, and the mixture that will mix is as for silicagel column top, elution flow rate per minute 0.1ml/g silica gel.The silica gel activating condition is, 110 degrees centigrade 30 minutes.
5. extract the production technology of orcinol in the stone plum clothing as claimed in claim 1 or 2, it is characterized in that adopting in the method activated carbon decolorizing, recrystallization method to make with extra care, press 4g/100ml orcinol elutriant and add injection active carbon, 25～40 degrees centigrade were stirred 20～40 minutes, filtered; Concentrate drying got intermediate after filtrate was reclaimed mix reagent; Intermediate is with 40 degrees centigrade of thermosols of 7～9 times of methyl alcohol, and filter: filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product.
6. extract the production technology of orcinol in the stone plum clothing as claimed in claim 5, it is characterized in that treating process comprises the steps: in the method
Press the 4g/100ml elutriant and add injection active carbon, 25 degrees centigrade were stirred 40 minutes, filtered; Filtrate is reclaimed mix reagent, and concentrate drying gets intermediate; Intermediate filters with 40 degrees centigrade of thermosols of 9 times of methyl alcohol, and filtrate cools crystallize out, and suction filtration gets stone plum clothing orcinol finished product.
7. extract the production technology of orcinol in the stone plum clothing as claimed in claim 6, it is characterized in that in the method finished product with 7 times of recrystallizing methanol, filtrated stock, recovery methyl alcohol, concentrate drying gets the orcinol work in-process.
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| CN201210595332.XA CN103058830B (en) | 2012-12-13 | 2012-12-13 | The production technology of orcinol is extracted in a kind of stone plum clothing |
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| CN201210595332.XA CN103058830B (en) | 2012-12-13 | 2012-12-13 | The production technology of orcinol is extracted in a kind of stone plum clothing |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114767771A (en) * | 2022-05-31 | 2022-07-22 | 深圳海创生物科技有限公司 | Grape seed extract, preparation method thereof and application thereof in preparation of anti-aging product |
Citations (2)
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| CN100999445A (en) * | 2006-01-09 | 2007-07-18 | 北京赛科药业有限责任公司 | Demethyl method of aryl methyl ether |
| CN101112367A (en) * | 2007-08-03 | 2008-01-30 | 中国科学院昆明植物研究所 | Antidepressant and uses thereof |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100999445A (en) * | 2006-01-09 | 2007-07-18 | 北京赛科药业有限责任公司 | Demethyl method of aryl methyl ether |
| CN101112367A (en) * | 2007-08-03 | 2008-01-30 | 中国科学院昆明植物研究所 | Antidepressant and uses thereof |
Non-Patent Citations (2)
| Title |
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| 包勒朝鲁等，: "蒙药石花概况", 《中国民族医药杂志》, no. 2, February 2012 (2012-02-01), pages 31 - 32 * |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114767771A (en) * | 2022-05-31 | 2022-07-22 | 深圳海创生物科技有限公司 | Grape seed extract, preparation method thereof and application thereof in preparation of anti-aging product |
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Address after: 165000 Heilongjiang Province, Jiagedaqi Xinyuan District Changhong community road Beilin Gebe AGA group Applicant after: DAXINGANLING LINGOBERRY BOREAL BIOTECH Co.,Ltd. Address before: 165000 Heilongjiang Province, Jiagedaqi Xinyuan District Changhong community road Beilin Gebe AGA group Applicant before: Daxinganling Lingonberry Organic Foodstuffs Co.,Ltd. |
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