CN1241930C - Shaddock glycoside extracting and refining process from shaddock - Google Patents
Shaddock glycoside extracting and refining process from shaddock Download PDFInfo
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- CN1241930C CN1241930C CN 03114085 CN03114085A CN1241930C CN 1241930 C CN1241930 C CN 1241930C CN 03114085 CN03114085 CN 03114085 CN 03114085 A CN03114085 A CN 03114085A CN 1241930 C CN1241930 C CN 1241930C
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Abstract
The present invention relates to a method for extracting and refining naringin from plant shaddock. The young fruit of plant shaddock is used as a raw material, and ethanol is used as a solvent. A naringoside crude product is obtained by reflux extraction. After the naringoside crude product is dissolved by hot water, the naringoside crude product is degummed with diatomite, is decolored with active carbon and is recrystallized to prepare a naringoside finished product. The method of the present invention has the advantages of simple preparation technology, low cost and high recovery rate, and wastes are used as raw materials. Naringoside prepared by the method of the present invention has high purity, can be used for food, beverages, medicine and pigments, can be used for preparing shaddock glycoside dihydrochalcone as a sweetener and neohesperidin dihydrochalone and has wide application.
Description
Technical field
The present invention relates to a kind of method of from the plant shaddock, extracting and making with extra care naringin, particularly relate to and from the young fruit of plant shaddock, extract naringin and carry out the purified method.
Background technology
Naringin claims naringin again, mainly is present in the fruit of Citrus paradisi Macfadyen, natsudaidai, bitter orange and mutation thereof, and according to report, the naringin more than 50% is distributed in the pericarp.Naringin has multiple biological activity, as antibiotic, anti-inflammatory, antiviral, microcirculation improvement, reduces capillary fragility etc.The naringin bitter can be used as bitters and is used for food and medicine.Naringin can generate the sweeting agent naringin dihydrochalcone behind hydrogenating reduction, also as the basic raw material of sweeting agent neohesperidin dihydrochalcone, these two kinds of sweeting agents are widely used in fields such as medicine, food and makeup to naringin.
Summary of the invention
At present, naringin extracts from shaddock ped or ripe shaddock usually, the method of extracting mainly contains hot water extraction, alkali extraction and acid precipitation and organic solvent extraction method, also there is report to separate the method for naringin with macroporous adsorbent resin, its extracting solution viscosity of hot water extraction is big, high sugar content, the naringin crystalline is separated out very difficult, and product yield is low.CN1381451A discloses a kind of the purification with the hot water extraction naringin and through ethanol one water recrystallization and has made the method for naringin.Chinese patent ZL91108364.2 discloses a kind of method of salt or fermentative processing hot water extraction liquid that adopts to reduce viscosity and sugar, accelerate separating out of crystalline, the yield and the purity of naringin increase, but the production cycle is longer, and the yield of product and purity are still not high enough.Use alkali extraction and acid precipitation, alkali lye at high temperature produces the naringin parent nucleus easily and destroys, and the yield of naringin is also lower.About the organic solvent extraction method some reports were arranged also, with the leaching yield height of this method naringin, but the pollution problem of the waste of solvent and environment is not well solved.
The new method that the purpose of this invention is to provide a kind of extraction and refining naringin improves the extraction yield of naringin and the purity of product, simplifies technology, reduces the pollution of environment, and makes full use of scrap feed material, reduces production costs.
The present invention is that to adopt the young fruit (shedding) of plant shaddock be raw material, with extraction using alcohol naringin crude product, comes unstuck after hot water is molten, the method for decolouring and recrystallization makes with extra care, and obtains highly purified naringin elaboration again.The present invention is achieved in that the young fruit of selecting the plant shaddock for use, generally be diameter≤30mm, the young fruit of diameter≤20mm preferably, drying is ground into≤20 purpose powder, is called crude drug, adding ethanol is solvent, alcoholic acid content is 70-95%, at 80-85 ℃ of reflux 1-3 hour, filters, filter residue extracts 2-4 time by last method, the total ethanol consumption is 20-25 a times of crude drug weight, merging filtrate, and ethanol is reclaimed in distillation, making ethanol extract be concentrated into weight is 2 times of crude drug weight, transfer PH=3.5-5.5 with dilute hydrochloric acid then, leave standstill under the room temperature and separate out crystallization, the elimination mother liquor, crystallization to neutral, gets the naringin crude product with the suitable quantity of water washing.The naringin crude product is dissolved in the hot water of 10-15 times of weight (the naringin amount is in the amount of giving money as a gift), add degumming with infusorial earth, its consumption is the 5-10% (weight percent) of naringin crude product dry measure, in 60-90 ℃ of insulation 15-30 minute, filtered while hot, filtrate is separated out crystallization, the elimination mother liquor in leaving standstill below 10 ℃, with the suitable quantity of water washing, naringin must come unstuck.The naringin that comes unstuck is dissolved in the hot water of 10-15 times of weight (the naringin amount is in wet product amount), add gac, its consumption is the 3-5% (weight percent) of the wet product amount of naringin of coming unstuck, in 60-90 ℃ of insulation decolouring 15-30 minute, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃, the elimination mother liquor, use the suitable quantity of water wash crystallization,, get white or off-white color naringin highly finished product in 60-80 ℃ of drying.Through experimental determination, the naringin crude product yield that extracts with aforesaid method is about 15%, about 90% (HPLC) of content, and highly finished product content 〉=98% (HPLC), total recovery is greater than 9% (to the crude drug meter).
The present invention compared with prior art, the material plant shaddock young fruit that adopts is the shedding of abandoning, these shedding most diameter are below 20mm, shedding has nature shedding and artificial shedding, and artificial shedding is the artificial comb fruit that carries out for the quality that improves achievement, the naringin content height of young fruit, abandoned as refuse in the past, the present invention is turned waste into wealth as the raw material that extracts naringin, lowers production cost greatly.Compare with the hot water extraction, the present invention uses the low extraction using alcohol naringin of toxicity, naringin leaching yield height, and also etoh solvent reclaims in process of production and re-uses, and avoids the pollution to environment.Adopt degumming with infusorial earth and activated carbon decolorizing, remove impurity and carry out the purified method, product content is improved greatly.It is simple that the present invention has production technique, is easy to suitability for industrialized production, and production cost is low, and highly finished product purity height advantages such as (content reach more than 98%) is the method for a kind of comparatively ideal extraction and refining naringin.With the naringin that the inventive method extracts, the purity height can be used for food, beverage, medicine, dyestuff or is used to make sweeting agent etc., and is of many uses.
Embodiment
Embodiment one:
Take by weighing 1 kilogram of crude drug, add 8 liters of 70% ethanol, normal pressure reflux 2 hours (84 ℃ of reflux temperatures), filter, the dregs of a decoction extract 2 times as stated above, merge 3 times ethanol extract, ethanol is reclaimed in underpressure distillation behind elder generation's normal pressure, the weight that makes concentrated solution is 2 times of crude drug weight, transfers PH=5.5 with dilute hydrochloric acid then, and room temperature is placed and separated out crystallization, the elimination mother liquor, crystallization is washed to neutrality with suitable quantity of water, in dry below 80 ℃, gets naringin crude product 145 grams.
Above-mentioned naringin crude product adds 1450 milliliters in water, stirs, and is heated to 80 ℃, treat the naringin dissolving after, add 7.7 gram degumming with infusorial earth, in 80 ℃ of insulations 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃.Suction filtration, filter cake is with the suitable quantity of water washing and drain the naringin weight in wet base of must coming unstuck 256 grams.The above-mentioned naringin that comes unstuck is dissolved in 2560 ml waters, be heated with stirring to 80 ℃, treat that naringin dissolving back adds 11.4 gram gacs, in 80 ℃ of insulation decolourings 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃, and suction filtration is with suitable quantity of water wash crystallization thing, in 65 ℃ of dryings, get 98.6 gram naringin highly finished product, total recovery (to the crude drug meter) 9.86%, content 98.25% (HPLC).
Embodiment two:
Take by weighing 1 kilogram of crude drug, add 8 liters of 80% ethanol, normal pressure reflux 2 hours (84 ℃ of reflux temperatures), filter, the dregs of a decoction extract 2 times as stated above, merge 3 times ethanol extract, ethanol is reclaimed in underpressure distillation behind elder generation's normal pressure, making concentrated solution weight is 2 times of crude drug weight, transfers PH=5.5 with dilute hydrochloric acid then, and room temperature is placed and separated out crystallization, the elimination mother liquor, crystallization is washed to neutrality with suitable quantity of water, in dry below 80 ℃, gets naringin crude product 150 grams.
In above-mentioned naringin crude product, add 1500 milliliters in water, stir, be heated to 80 ℃, treat the naringin dissolving after, add 8.0 gram degumming with infusorial earth, in 80 ℃ of insulations 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃.Suction filtration, filter cake is with the suitable quantity of water washing and drain the naringin weight in wet base of must coming unstuck 265 grams.The above-mentioned naringin that comes unstuck is dissolved in 2650 ml waters, stirs, and is heated to 80 ℃, treat that naringin dissolves the back fully and adds 11.8 gram gacs, in 80 ℃ of insulation decolourings 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃, suction filtration, with suitable quantity of water wash crystallization thing,, get 102 gram naringin highly finished product in 70 ℃ of dryings, total recovery (to the crude drug meter) 10.2%, content 98% (HPLC).
Embodiment three:
Take by weighing 1 kilogram of crude drug, add 8 liters of 95% ethanol, normal pressure reflux 2 hours (80 ℃ of reflux temperatures), filter, the dregs of a decoction extract 2 times as stated above, merge 3 times ethanol extract, ethanol is reclaimed in underpressure distillation behind elder generation's normal pressure, making concentrated solution weight is 2 times of crude drug weight, transfers PH=5.5 with dilute hydrochloric acid then, places in room temperature and separates out crystallization, the elimination mother liquor, crystallization is washed to neutrality with suitable quantity of water, in dry below 80 ℃, gets naringin crude product 153 grams.
In above-mentioned naringin crude product, add 1530 milliliters in water, stir, be heated to 80 ℃, treat the naringin dissolving after, add 9.2 gram degumming with infusorial earth, in 80 ℃ of insulations 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃.Suction filtration, filter cake is with the suitable quantity of water washing and drain the naringin weight in wet base of must coming unstuck 260 grams.The wet product of the above-mentioned naringin that comes unstuck are dissolved in 2600 ml waters, stirring also is heated to 80 ℃, treats that naringin dissolves the back fully and adds 11.6 gram gacs, and insulation was decoloured 15 minutes, filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃, and suction filtration is used the suitable quantity of water wash crystallization, in 80 ℃ of dryings, get 99.0 gram naringin highly finished product, total recovery (to the crude drug meter) 9.9%, content 98.10% (HPLC).
Embodiment four:
With 350 kilograms in crude drug powder, 80% ethanol drops into for 2800 liters and extracts in the pot, normal pressure reflux 2 hours, temperature is 80-85 ℃, emit ethanol extract then, add 2500 liters of ethanol in the crude drug slag, press aforesaid operations and extract 2 times, merge ethanol extract, ethanol is reclaimed in underpressure distillation behind the first normal pressure, make make a living 2 times of dose of concentrated solution weight, transfer PH=3.5-5.5 with dilute hydrochloric acid then, room temperature is got rid of mother liquor with whizzer after placing and separating out crystallization, and crystallisate is extremely neutral with the suitable quantity of water washing, dry, get 123.9 kilograms of naringin crude product weight in wet bases (moisture content 56.2%), give money as a gift 54.27 kilograms, yield 15.51%.
Above-mentioned crude product is added 473 premium on currency, is heated with stirring to 60-90 ℃, treat that naringin dissolves fully after, add 3.26 kilograms of diatomite, in 60-90 ℃ of insulation 30 minutes, filter then, filtrate is separated out crystallization in leaving standstill below 10 ℃.With the whizzer branch mother liquor of leaving away, crystallisate washs with suitable quantity of water, dries the naringin that must come unstuck, 90.7 kilograms of weight in wet bases (moisture content 55%).
Add 910 premium on currency in the above-mentioned naringin that comes unstuck, be heated with stirring to 80 ℃, treat that naringin dissolves fully after, add 4.5 kilograms of gacs,, filter then in 60-90 ℃ of insulation decolouring 30 minutes, filtrate is separated out crystallization in leaving standstill below 10 ℃, separate with whizzer, crystallisate dries after washing with suitable quantity of water, in 75 ℃ of dryings, get 36.8 kilograms of naringin highly finished product, content 98.56% (HPLC), total recovery 10.51% (to the crude drug meter).
Claims (4)
1, extract and make with extra care the method for naringin in the plant shaddock, with plant shaddock drying, pulverizing, extract thick naringin with the dissolve with ethanol post crystallization, the recrystallizing and refining naringin is characterized in that:
(1) adopting the young fruit of plant shaddock is raw material, and drying is ground into≤20 purpose powder, is called crude drug, adding ethanol is solvent, extracted naringin in 80-85 ℃ of reflux 1-3 hour, extraction time is 2-4 time, and the total ethanol consumption is 20-25 a times of crude drug weight, ethanol is reclaimed in distillation, make ethanol extract be concentrated into 2 times of crude drug weight, transfer PH=3.5-5.5 with dilute hydrochloric acid then, room temperature is placed and is separated out crystallization, the elimination mother liquor, crystallization is washed to the neutral naringin crude product that gets with suitable quantity of water;
(2) to be dissolved in weight be in its amount of giving money as a gift 10-15 hot water doubly to the naringin crude product, adds degumming with infusorial earth, in 60-90 ℃ of insulation 15-30 minute, and filtered while hot, filtrate is separated out crystallization in leaving standstill below 10 ℃, the elimination mother liquor, with the suitable quantity of water washing, the naringin crude product must come unstuck;
(3) will come unstuck that to be dissolved in weight be in its wet product amount 10-15 hot water doubly to naringin, add activated carbon decolorizing, in 60-90 ℃ of insulation 15-30 minute, filtered while hot, filtrate is separated out crystallization, the elimination mother liquor in leaving standstill below 10 ℃, with the suitable quantity of water washing, crystallization is in the 60-80 ℃ of dry naringin highly finished product that get.
2, method according to claim 1, the concentration that it is characterized in that etoh solvent is 70-95%.
3, method according to claim 1 is characterized in that diatomaceous consumption is the give money as a gift 5-10% of weight of naringin crude product.
4, method according to claim 1, the consumption that it is characterized in that gac are the 3-5% of the wet product weight of naringin of coming unstuck.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03114085 CN1241930C (en) | 2003-04-01 | 2003-04-01 | Shaddock glycoside extracting and refining process from shaddock |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03114085 CN1241930C (en) | 2003-04-01 | 2003-04-01 | Shaddock glycoside extracting and refining process from shaddock |
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| Publication Number | Publication Date |
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| CN1440976A CN1440976A (en) | 2003-09-10 |
| CN1241930C true CN1241930C (en) | 2006-02-15 |
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| CN 03114085 Expired - Fee Related CN1241930C (en) | 2003-04-01 | 2003-04-01 | Shaddock glycoside extracting and refining process from shaddock |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102757515B (en) * | 2012-08-02 | 2014-12-03 | 江西省科学院应用化学研究所 | Method for extracting high-purity flavonoid and pectin from citrus peel |
| CN103479546B (en) * | 2013-09-11 | 2016-02-24 | 上海方木精细化工有限公司 | Cool peppermint mouthrinse solution |
| CN103479545B (en) * | 2013-09-11 | 2016-02-24 | 上海方木精细化工有限公司 | Folium Perillae gargarism |
| CN104017038A (en) * | 2014-06-24 | 2014-09-03 | 潜江市绿海宝生物技术有限公司 | Method for preparing and purifying naringin |
| CN105087167B (en) * | 2015-09-10 | 2019-03-15 | 甘肃省商业科技研究所有限公司 | Orange peel class Extraction Process of Volatile Oil and the method for recycling foamed plastics with volatile oil |
| CN106543247A (en) * | 2016-09-24 | 2017-03-29 | 合肥信达膜科技有限公司 | A kind of naringin extraction process |
| CN108184847A (en) * | 2018-01-09 | 2018-06-22 | 江西新瑞丰生化股份有限公司 | One plant growth regulators and its application sprouted in inhibition Rice Panicle |
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Owner name: GUANGZHOU HAN FANG MODERN CHINESE TRADITIONAL MEDI Free format text: FORMER OWNER: GUANGZHOU CENTRAL YE PHARMACEUTICAL CO., LTD. Effective date: 20090619 |
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Effective date of registration: 20090619 Address after: No. 134, Jiangnan Road, Zhuhai District, Guangdong, Guangzhou Patentee after: Hanfang Modem Chinese Traditional Medicine Research Development Co., Ltd., Guang Address before: No. 195, Fangcun Avenue, Guangzhou, Guangdong Patentee before: Huanye Pharmaceutical Co., Ltd., Guangzhou |
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Granted publication date: 20060215 Termination date: 20120401 |