CN103833809A - Novel extraction and separation process of naringin - Google Patents
Novel extraction and separation process of naringin Download PDFInfo
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- CN103833809A CN103833809A CN201410042933.7A CN201410042933A CN103833809A CN 103833809 A CN103833809 A CN 103833809A CN 201410042933 A CN201410042933 A CN 201410042933A CN 103833809 A CN103833809 A CN 103833809A
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Abstract
A novel extraction and separation process of naringin is provided. The high-quality naringin can be obtained by steps of extracting, concentrating, precipitating with water, filtering, concentrating, degreasing, extracting, performing back extraction, decoloring, concentrating, crystallizing and centrifuging. The production cost of the high-quality naringin is largely reduced. Complicated and overloaded processing steps in a resin method are avoided. By adoption of extraction with alcohol, precipitation with the water and back extraction, the yield and the content of the naringin are largely increased. The novel extraction and separation process is suitable for industrial production.
Description
Technical field
The present invention relates to the novel extraction and separation process of naringin
Background technology
Shaddock is the mature fruit of rutaceae teak (Citrus paradisi Macfadyen), has another name called grapefruit, thunder shaddock, gas mandarin orange, pomelo etc.The element that every 100 grams of shaddocks contain the needed by human such as 0.7 gram of protein, 0.6 gram of fat, organic acid, VITAMIN, calcium, phosphorus, magnesium, sodium." tree is set cage cigarette and doubts band water, and mountain, mountain is according to a day seemingly outstanding gold ", this is that the Tang Dynasty poet Zhang Tong chants the well-known phrase of shaddock, appealing." Variorum of Shennong " single title " shaddock ", " elegant " claims " bar ", " wide will " claims " thunder shaddock ", TAO Hong-Jing begins to claim " shaddock ", still there is " mandarin orange recklessly ", " bitter orange ", " smelly shaddock ", " grapefruit ", " fragrant goldenrain tree ", " pomelo's " title, in China's cultivation history of existing more than 2500 year, there is the good reputation of " natural fruit can "." Japan hanako materia medica ", Compendium of Material Medica, thinks in " Traditional Chinese Medicine in Sichuan will ", the sweet acid of shaddock taste, cold in nature has that stomach invigorating, dissolving phlegm are quenched the thirst, moistening lung gut purge, the gut purge of enriching blood, the dissipating bind of regulating the flow of vital energy, invigorating the spleen are convenient, the effects such as happy look of making light of one's life by commiting suicide.Modern medicine and pharmacology research is found, contains vitamins C, neohesperidin, carotene, vitamins B in shaddock meat
1, B
2, C, P, nicotinic acid, citric acid, calcium, phosphorus, iron, carbohydrate, volatile oil and para-insulin composition, have hypoglycemic, reducing blood-fat, fat-reducing, skin makeup to support the effects such as appearance.Foreign medical science research shows, shaddock can reduce cholesterol, preventing heart disease.Contain a kind of active substance that suppresses the effect of human intestinal enzyme, can disturb the metabolism of multi-medicament.Shaddock has antibacterial, antiviral, anti-inflammatory efficacy, reduce blood sugar, spasmolysis and strengthen ascorbic effect, and the outer pericarp of shaddock, is Pummelo Peel, containing limonene with send alkene, has good eliminating phlegm and relieving cough effect.
Naringin (naringin), claims again naringin, naringin, isohesperidin, molecular formula C
27h
32o
14molecular weight 580.53, naringin is 83 ℃ containing 6～8 crystal water fusing points, it is 171 ℃ containing 2 crystal water fusing points, be dissolved in methyl alcohol, ethanol, acetone, hot acetic acid, dilute alkaline soln and hot water, under normal temperature, the solubleness in water is 0.1%, 75 ℃ time, can reach 10%, be insoluble to the non-polar solvents such as sherwood oil, ether, benzene and chloroform.Extract from the pericarp of Citrus paradisi Macfadyen (Citrus paradisi Macfadyen) fruit, natsudaidai (Citrus paradesi), tangerine (Citrus aurantium), orange and pulp, Rhizome of Fortune's Drynaria, the dried immature fruit of citron orange, Fructus Aurantii, Exocarpium Citri Rubrum.Naringin content has bigger difference with the difference in kind, the place of production, and common immature fruit content is higher.
Naringin is a kind of flavanone compounds.Owing to there is no conjugation completely between A ring and B ring, so have strong ultraviolet absorption peak at 282nm, make naringin show multiple pharmacological effect.Suppress the effect of streptococcus aureus, intestinal bacteria, dysentery bacterium and Corynebacterium diphtheriae; Anti-inflammatory action; To the restraining effect of vesicular stomatitis virus; Anticancer, anti-mutation, antianaphylaxis, antiulcer action; Reduce cholesterol, reduce the viscosity of blood, the formation of minimizing thrombus, to cerebrovascular disease, as cerebral thrombosis, apoplexy etc. have good prophylactic effect; Suppress eye aldose reductase, treatment diabetes, cataract are had to effect; The effect of analgesia, calmness, increase choleresis; Desensitization, antianaphylaxis, blood circulation promoting spasmolysis, improve local microcirculation, for preventing and treating cardiovascular and cerebrovascular diseases; Promote the toxic side effect of drug excretion, releasing Streptomycin sulphate to have unique curative effect.When a small amount of application, can make perineum swelling, stimulate spinal cord erection center and make sexual function hyperfunction.
Naringin can be used as natural pigment, flavor-improving agent and the bitters raw material for food, beverage, dihydrochalcone.Naringin is pyrone ring opening under alkaline condition, through hydrogen treatment, can prepare naringin dihydrochalcone, and its sugariness is 1000 times of sucrose.Naringin and Isovanillin effect, obtain neohesperidin, and its sugariness is 950 times of sucrose, and neohesperidin is pyrone ring opening under alkaline condition, prepares neohesperidin dihydrochalcone through hydrogen treatment, is all high sugariness, nontoxic, low-energy novel sweetener.
The extraction traditional technology of naringin is water extraction resin adsorption method, or ethanol-extracted resin adsorption method, and technique is numerous and diverse, and yield is low, and cost is high.The present invention adopts alcohol extracting-water precipitating extraction process, and method is simple, and yield is high, and cost is low, easy handling.
Summary of the invention
First extracts, concentrated: get shaddock ped meal and extract with solvent refluxing, and united extraction liquid, decompression is lower concentrated, obtains naringin and extracts concentrated solution.
The second depositing in water, filters: in concentrated solution, add purified water, fully stir, precipitation, filters, and obtains the naringin aqueous solution of clarification.
The 3rd is concentrated, degreasing: by naringin aqueous solution concentrating under reduced pressure, concentrated solution is removed grease with degreasing reagent, concentrated, obtains naringin concentrated solution.
The 4th extraction: naringin concentrated solution extracts naringin with extraction agent, collects naringin extraction liquid.
The 5th strips: naringin extraction liquid is stripped with solution equal-volume, and the stripping solution of draining after good layering obtains the naringin solution of clarifying.
The 6th decolouring, concentrated: to add bleaching agent bleaching at naringin solution, filter concentrating under reduced pressure.
The 7th crystallization, centrifugal: naringin concentrated solution is squeezed into crystallizer, stirred crystallization.Pour advantages of good crystallization material into whizzer centrifugal, pour advantages of good crystallization material into whizzer centrifugal.
The 8th is dry: centrifugal material is transferred in drying machine.Open temperature control display instrument button, open steam valve heating, slowly heat up dry.
Embodiment
Shaddock ped meal 100kg is with 1000L, 800L, and 600L95% methanol eddy extracts 3 times, be respectively 2.0,1.5,1.0h, united extraction liquid,-(0.01～0.05MPa) is lower to be concentrated, and is concentrated into proportion 1.15, adds 200kg purified water in concentrated solution, fully stir, precipitation, filters, and obtains the naringin aqueous solution of clarification.-(0.01～0.05MPa) is lower to be concentrated, and is concentrated into proportion 1.10, with 60～90 ℃ of degreasing 0.5h of 3 times of amounts (V/V) sherwood oil, and degreasing 3 times.Propyl carbinol 100L is added in extractor, naringin degreasing fluid is slowly added in extractor, slowly stir 30～60min, leave standstill, well, after layering, from extractor bottom blowing, collect butanol solution, repeat operation 3～5 times.Reextraction reagent 400L is added in extractor, the butanol solution that contains naringin is slowly added in extractor, slowly stir 30～60min, leave standstill, well, after layering, from extractor bottom blowing, discard reextraction reagent, the butanol solution of collecting naringin, repeats operation 3～5 times.The butanol solution of the butanol solution of naringin is added in reactor, add again 1.5kg gac, open the heating of heat-carrying steam valve, steam off valve in the time that temperature rises to 85 ℃, decolouring 30min, return valve on rear off-response still, reactor starts to boost, adjust reactor heat-carrying steam valve, observe still pressure gauge until tensimeter indicator pressure during to 0.10MPa off-response still upload hot steam valve, reactor upward pressure continues to rise, and starts to filter, to the destainer of naringin in the time that pressure rises to 0.12～0.14MPa.The destainer of naringin, at-(0.01～0.04MPa) lower concentration and recovery solvent, is concentrated into proportion 1.15.Move to (water coolant maintenance refrigeration cycle in crystallizer tank in the crystallization cylinder crystallizer tank from storage tank by having filtered feed liquid, and guarantee in crystallizer tank that water temperature is not higher than 30 ℃), in the time that feed temperature is down to below 30 ℃, unlatching crystallizer stirs, open crystallizer refrigeration cycle penstock, ON cycle taps, stirred crystallization 24h.In whizzer, complete clean filter cloth, idle running whizzer 1min makes filter bag be close to whizzer inwall, pours advantages of good crystallization material into whizzer centrifugal about 5min, in the time that whizzer liquid outlet mother liquor becomes to drip, close whizzer centrifugal material is packed in clean plastics bag, wet product is transferred in drying machine.Open temperature control display instrument button, open steam valve heating, slowly heat up dry, obtain naringin fine work.
Claims (7)
1. the novel extraction and separation process of naringin, is characterized in that, take shaddock ped as raw material, the method is successively through following steps:
(1) extract, concentrated: shaddock ped meal extracts with reagent A, extracting solution concentrating under reduced pressure, obtains naringin and extracts concentrated solution.
(2) depositing in water, filters: naringin extracts in concentrated solution and adds large-scale purification water, fully stirs, and precipitation, filters, and obtains the naringin aqueous solution
(3) concentrated, degreasing: by naringin aqueous solution concentrating under reduced pressure, concentrated solution is removed grease with degreasing reagent B, concentrated, obtains naringin concentrated solution.
(4) extraction: naringin concentrated solution extracts naringin with extraction agent C, extracts 3～5 times, collects naringin extraction liquid.
(5) strip: naringin extraction liquid is stripped with solution D equal-volume, extract 3～5 times, the solution D of draining after good layering, obtains the naringin solution of clarifying.
(6) decolouring, concentrated: to add activated carbon decolorizing at naringin solution, filter concentrating under reduced pressure.
(7) crystallization, centrifugal: naringin concentrated solution is squeezed into crystallizer, stirred crystallization.Pour advantages of good crystallization material into whizzer centrifugal, pour advantages of good crystallization material into whizzer centrifugal.
(8) dry: centrifugal material is transferred in drying machine.Open temperature control display instrument button, open steam valve heating, slowly heat up dry.Hesperidin methyl wet product is transferred in drying machine.Open temperature control display instrument button, open steam valve heating, slowly heat up dry.
One of 2. the novel extraction and separation process of naringin as claimed in claim 1, is characterized in that, the methyl alcohol that in step (1), reagent A is 80～95%, in ethanol, with 10,8,6 times of (L/w) reagent A refluxing extraction 3 times, be respectively 2.0,1.5,1.0h.Be concentrated into proportion 1.05～1.20.
3. the novel extraction and separation process of naringin as claimed in claim 1, is characterized in that, the water yield adding in step (2) is again without till precipitation generation in water liquid.
4. the novel extraction and separation process of naringin as claimed in claim 1, is characterized in that, step is concentrated into proportion 1.05～1.10 in (3); One of degreasing reagent B is normal hexane, sherwood oil, and ether, in chloroform.
One of 5. the novel extraction and separation process of naringin as claimed in claim 1, is characterized in that, in step (4), extraction agent C is ethyl acetate, in propyl carbinol.
6. the novel extraction and separation process of naringin as claimed in claim 1, it is characterized in that, in step (5), solution D is purified water, 1～10% hydrochloric acid, 1～10% acetic acid, 1～10% phosphoric acid, 0.1～1% ammoniacal liquor, one of 0.1～1% sodium hydroxide solution, in 0.1～1% potassium hydroxide solution.
7. the novel extraction and separation process of naringin as claimed in claim 1, is characterized in that, in step (6), at-(0.01～0.04MPa) distillating recovering solvent, naringin destainer is evaporated to proportion 1.05～1.10.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104402952A (en) * | 2014-12-15 | 2015-03-11 | 晨光生物科技集团股份有限公司 | Method for extracting mandarin oil and hesperidin from orange peel |
| CN104817602A (en) * | 2015-04-02 | 2015-08-05 | 湖南中烟工业有限责任公司 | Extraction method and use method of naringin |
| CN107337701A (en) * | 2017-08-20 | 2017-11-10 | 合肥信达膜科技有限公司 | A kind of new aurantiin extracting method |
| WO2021151259A1 (en) * | 2020-01-31 | 2021-08-05 | 中山大学 | Use of 3-(4-hydroxyphenyl)propionic acid in preparation of drugs for preventing and treating respiratory tract infection |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104402952A (en) * | 2014-12-15 | 2015-03-11 | 晨光生物科技集团股份有限公司 | Method for extracting mandarin oil and hesperidin from orange peel |
| CN104817602A (en) * | 2015-04-02 | 2015-08-05 | 湖南中烟工业有限责任公司 | Extraction method and use method of naringin |
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| CN107337701A (en) * | 2017-08-20 | 2017-11-10 | 合肥信达膜科技有限公司 | A kind of new aurantiin extracting method |
| WO2021151259A1 (en) * | 2020-01-31 | 2021-08-05 | 中山大学 | Use of 3-(4-hydroxyphenyl)propionic acid in preparation of drugs for preventing and treating respiratory tract infection |
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Application publication date: 20140604 |