Extract the production technology of orcinol in a kind of stone plum clothing
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%.