CN103467547A - Novel method for extracting hesperidin from orange peel - Google Patents
Novel method for extracting hesperidin from orange peel Download PDFInfo
- Publication number
- CN103467547A CN103467547A CN2013104233788A CN201310423378A CN103467547A CN 103467547 A CN103467547 A CN 103467547A CN 2013104233788 A CN2013104233788 A CN 2013104233788A CN 201310423378 A CN201310423378 A CN 201310423378A CN 103467547 A CN103467547 A CN 103467547A
- Authority
- CN
- China
- Prior art keywords
- hesperidin
- extraction
- orange peel
- extracting
- novel method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to a novel method for extracting hesperidin from orange peel. The method comprises the following treatment steps: removing fat soluble components through a supercritical CO2 technology; obtaining a rough hesperidin extract by combining enzyme with an ultrasonic method; and preparing high-purity hesperidin through alkali-solution and acid-isolation and recrystallization purification. Compared with the prior art, the method provided by the invention has the advantages of simple process, high yield, high purity and short extraction time, and the method is environment-friendly and is suitable for industrial mass production.
Description
Technical field
The present invention relates to a kind of Hesperidin and extract and the novel method of separating, relate in particular to a kind of supercritical CO that utilizes
2the method of abstraction impurity removal, enzyme process-ultrasonic extraction Hesperidin.
Background technology
Peel of Citrus reticulata Blanco is a kind of Biological resources that can upgrade, in the resource of most of China, is not utilized, and causes waste, has caused pollution to environment simultaneously.If this resource first and second is rationally utilized, will turn waste into wealth, greatly improve the economic benefit of Citrus Industry.The pigment that peel of Citrus reticulata Blanco contains instruction, Hesperidin and essence wet goods.Hesperidin, have another name called hesperidine, hesperidin, belongs to the natural flavone compounds, and its sterling is white needle-like crystals or pale yellow powder, and bitter is warm in nature, molecular formula C
28h
34o
15, molecular weight 610.57,258 ~ 262 ℃ of fusing points, be dissolved in cold water hardly, but in ethanol or hot water, larger solubleness is arranged, and dissolves in pyridine, glycerine, acetic acid or dilute alkaline soln, is insoluble in chloroform, acetone, ether or benzene.Have good biological activity, have the oxidation of lipotropism matter and remove oxyradical, anti-inflammatory, antiviral, antibiotic, strengthen capillary vessel toughness, shortens the bleeding time, the effect such as delay senility of anticancer activity.In foodstuffs industry, it can be used as natural antioxidants, also available and cosmetic industry.
The traditional extraction process of Hesperidin, mainly comprise hot extraction, water extraction method and alkali method etc., all has many deficiencies: hot extraction ethanol consumption is large, production cost is higher; The water extraction method power consumption is large, extraction yield is low; Alkali method need be used highly basic to extract, and large, the consuming time length of consumption, strong to production unit corrodibility, is difficult to scale operation.
Summary of the invention
The present invention is directed to the deficiencies in the prior art, a kind of method of extracting high-purity Hesperidin is provided, the method has that technique is simple, easy to operate, with short production cycle, product purity is high, free of contamination advantage, is applicable to suitability for industrialized production.
The present invention includes following steps:
A. dry orange peel is pulverized, crossed 80 mesh sieves;
B. the raw material that will pulverize is placed in the supercritical extraction device, 50 ~ 70 ℃ of extraction temperature, and parsing pressure is 8 ~ 12MPa, and resolution temperature is 30 ~ 50 ℃, and extracting pressure 20 ~ 30MPa extraction time 1 ~ 2h, remove volatile oil and fat-soluble component;
C. by supercritical CO
2dregs of a decoction meal after extraction, add 50 ~ 70% the ethanol of 5 ~ 8 times, adds hydrochloric acid, adjusting pH value is 4.5 ~ 6, then adds 0.02 ~ 0.04% cellulase, is placed in ultrasonic extractor, ultrasonic power is 150 ~ 200W, and extraction time is 80 ~ 100min, and temperature is 40 ~ 50 ℃;
D. the extraction liquid in step c is centrifugal, take out supernatant liquor, concentrating under reduced pressure, and add the alkaline ethanol that pH value is 10 ~ 12 to dissolve in enriched material, filter, filtrate adds the hydrochloric acid neutralization, separates out precipitation, collecting precipitation, ethyl alcohol recrystallization, wash, be drying to obtain the Hesperidin product.
Alkali described in steps d is a kind of in sodium carbonate, potassium hydroxide, sodium hydroxide.
At first the present invention utilizes supercritical CO
2technology is removed the fat-soluble component in orange peel, select again cellulase to come minute to be deconstructed into cell walls and cytoplasmic Mierocrystalline cellulose, hemicellulose, make that it is loose, expand, collapse, thereby increased the diffusion area of effective constituent, reduce resistance, improved the yield of effective constituent.In conjunction with the cavatition of ultrasonic vibration, the effect that the each point in sample media is subject to is consistent again, accelerates target compound and enters the process of solvent from solid phase.The method technique is simple, extraction efficiency is high, purity is high, environmentally friendly, be applicable to industrialized production.
Below in conjunction with embodiment, the present invention is further elaborated, but the scope of protection of present invention is not limited to following embodiment.
embodiment:
Embodiment 1:
Dry orange peel is pulverized, crossed 80 mesh sieves, be placed in the supercritical extraction device, 50 ℃ of extraction temperature, parsing pressure is 8MPa, resolution temperature is 30 ℃, extracting pressure 20MPa, extraction time 2h; By the dregs of a decoction meal after extracting, add 50% the ethanol of 8 times, add hydrochloric acid, adjusting pH value is 4.5, and adds 0.02% cellulase, is placed in ultrasonic extractor, and ultrasonic power is 150W, and extraction time is 100min, and temperature is 40 ℃; The extraction liquid of gained is centrifugal, take out supernatant liquor, concentrating under reduced pressure, and add the sodium hydroxide dissolve with ethanol that pH value is 10 in enriched material, filter, filtrate adds the hydrochloric acid neutralization, separates out precipitation, collecting precipitation, ethyl alcohol recrystallization, wash, be drying to obtain the Hesperidin product, and extraction yield is 12.31%, through HPLC, detect, purity is 95.8%.
Embodiment 2:
Dry orange peel is pulverized, crossed 80 mesh sieves, be placed in the supercritical extraction device, 60 ℃ of extraction temperature, parsing pressure is 12MPa, resolution temperature is 50 ℃, extracting pressure 30MPa, extraction time 1.5h; By the dregs of a decoction meal after extracting, add 70% the ethanol of 6 times, add hydrochloric acid, adjusting pH value is 5.5, and adds 0.03% cellulase, is placed in ultrasonic extractor, and ultrasonic power is 180W, and extraction time is 90min, and temperature is 45 ℃; The extraction liquid of gained is centrifugal, take out supernatant liquor, concentrating under reduced pressure, and add the potassium hydroxide dissolve with ethanol that pH value is 12 in enriched material, filter, filtrate adds the hydrochloric acid neutralization, separates out precipitation, collecting precipitation, ethyl alcohol recrystallization, wash, be drying to obtain the Hesperidin product, and extraction yield is 14.22%, through HPLC, detect, purity is 97.9%.
Embodiment 3:
Dry orange peel is pulverized, crossed 80 mesh sieves, be placed in the supercritical extraction device, 70 ℃ of extraction temperature, parsing pressure is 10MPa, resolution temperature is 40 ℃, extracting pressure 25MPa, extraction time 1h; By the dregs of a decoction meal after extracting, add 60% the ethanol of 5 times, add hydrochloric acid, adjusting pH value is 6, and adds 0.04% cellulase, is placed in ultrasonic extractor, and ultrasonic power is 200W, and extraction time is 80min, and temperature is 50 ℃; The extraction liquid of gained is centrifugal, take out supernatant liquor, concentrating under reduced pressure, and add the sodium carbonate dissolve with ethanol that pH value is 11 in enriched material, filter, filtrate adds the hydrochloric acid neutralization, separates out precipitation, collecting precipitation, ethyl alcohol recrystallization, wash, be drying to obtain the Hesperidin product, and extraction yield is 13.42%, through HPLC, detect, purity is 96.4%.
Claims (4)
1. a novel method of extracting Hesperidin from orange peel, is characterized in that, comprises the following steps:
A. dry orange peel is pulverized, crossed 80 mesh sieves;
B. the raw material that will pulverize is placed in the supercritical extraction device, 50 ~ 70 ℃ of extraction temperature, and parsing pressure is 8 ~ 12MPa, resolution temperature is 30 ~ 50 ℃, extracting pressure 20 ~ 30MPa, extraction time 1 ~ 2h, remove volatile oil and fat-soluble component;
C. by supercritical CO
2dregs of a decoction meal after extraction, add 50 ~ 70% the ethanol of 5 ~ 8 times, adds hydrochloric acid, adjusting pH value is 4.5 ~ 6, then adds 0.02 ~ 0.04% cellulase, is placed in ultrasonic extractor, ultrasonic power is 150 ~ 200W, and extraction time is 80 ~ 100min, and temperature is 40 ~ 50 ℃;
D. the extraction liquid in step c is centrifugal, take out supernatant liquor, concentrating under reduced pressure, and add alkaline ethanol to dissolve in enriched material, and filtering, the filtrate acid neutralization, separate out precipitation, collecting precipitation, ethyl alcohol recrystallization, wash, be drying to obtain the Hesperidin product.
2. a kind of novel method of extracting Hesperidin from orange peel according to claim 1, it is characterized in that: the pH value of the alkaline ethanol described in steps d is 10 ~ 12.
3. a kind of novel method of extracting Hesperidin from orange peel according to claim 1 is characterized in that: the alkali described in steps d is a kind of in sodium carbonate, potassium hydroxide, sodium hydroxide.
4. a kind of novel method of extracting Hesperidin from orange peel according to claim 1, it is characterized in that: the acid described in steps d is hydrochloric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013104233788A CN103467547A (en) | 2013-09-17 | 2013-09-17 | Novel method for extracting hesperidin from orange peel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013104233788A CN103467547A (en) | 2013-09-17 | 2013-09-17 | Novel method for extracting hesperidin from orange peel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103467547A true CN103467547A (en) | 2013-12-25 |
Family
ID=49792614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2013104233788A Pending CN103467547A (en) | 2013-09-17 | 2013-09-17 | Novel method for extracting hesperidin from orange peel |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103467547A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104558072A (en) * | 2014-10-31 | 2015-04-29 | 金华职业技术学院 | Method for extracting hesperidin in dried tangerine or orange peel by using enzymolysis approach |
| CN104610399A (en) * | 2014-12-16 | 2015-05-13 | 李玉山 | Method for controlling different colors of flavonoid compound |
| CN104996569A (en) * | 2015-08-07 | 2015-10-28 | 河南行知专利服务有限公司 | Flavor yogurt containing orange peels and orange peel extract and preparation method thereof |
| CN105061532A (en) * | 2015-08-10 | 2015-11-18 | 厦门世达膜科技有限公司 | Production method for hesperidin |
| CN105175466A (en) * | 2015-09-16 | 2015-12-23 | 河南科技大学 | Method for extracting hesperidin from pericarpium citri reticulatae |
| CN105232601A (en) * | 2015-09-30 | 2016-01-13 | 河南行知专利服务有限公司 | Preparation method and application of decoction-free traditional Chinese fruit medicine preparation |
| CN105294792A (en) * | 2014-07-11 | 2016-02-03 | 漳州开发区欧中农业技术研发有限公司 | Method for extraction and purification of hesperidin from tangelo peel |
| CN106214799A (en) * | 2016-08-01 | 2016-12-14 | 河北医科大学 | A kind of extracting method of Pericarpium Citri tangerinae total flavones |
| CN108299846A (en) * | 2018-01-08 | 2018-07-20 | 罗莱生活科技股份有限公司 | A kind of orange peel dyestuff and its preparation method and application |
| CN109329524A (en) * | 2018-12-10 | 2019-02-15 | 张家界茅岩莓有限公司 | The preparation method of flavones in a kind of Maoyanmei tea |
| CN114181271A (en) * | 2021-12-16 | 2022-03-15 | 宁波杰顺生物科技有限公司 | Hesperidin extract and preparation method thereof |
| CN115181145A (en) * | 2022-07-18 | 2022-10-14 | 重庆工商大学 | Method for rapidly extracting and refining hesperidin from navel orange peels |
-
2013
- 2013-09-17 CN CN2013104233788A patent/CN103467547A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105294792A (en) * | 2014-07-11 | 2016-02-03 | 漳州开发区欧中农业技术研发有限公司 | Method for extraction and purification of hesperidin from tangelo peel |
| CN105294792B (en) * | 2014-07-11 | 2019-12-13 | 漳州开发区欧中农业技术研发有限公司 | Method for extracting and purifying hesperidin from citrus grandis pericarp |
| CN104558072A (en) * | 2014-10-31 | 2015-04-29 | 金华职业技术学院 | Method for extracting hesperidin in dried tangerine or orange peel by using enzymolysis approach |
| CN104610399A (en) * | 2014-12-16 | 2015-05-13 | 李玉山 | Method for controlling different colors of flavonoid compound |
| CN104996569A (en) * | 2015-08-07 | 2015-10-28 | 河南行知专利服务有限公司 | Flavor yogurt containing orange peels and orange peel extract and preparation method thereof |
| CN105061532A (en) * | 2015-08-10 | 2015-11-18 | 厦门世达膜科技有限公司 | Production method for hesperidin |
| CN105061532B (en) * | 2015-08-10 | 2019-01-18 | 厦门世达膜科技有限公司 | A kind of production method of hesperidine |
| CN105175466B (en) * | 2015-09-16 | 2018-09-18 | 河南科技大学 | A method of extracting aurantiamarin from dried orange peel |
| CN105175466A (en) * | 2015-09-16 | 2015-12-23 | 河南科技大学 | Method for extracting hesperidin from pericarpium citri reticulatae |
| CN105232601A (en) * | 2015-09-30 | 2016-01-13 | 河南行知专利服务有限公司 | Preparation method and application of decoction-free traditional Chinese fruit medicine preparation |
| CN106214799B (en) * | 2016-08-01 | 2018-06-08 | 河北医科大学 | A kind of extracting method of orange peel general flavone |
| CN106214799A (en) * | 2016-08-01 | 2016-12-14 | 河北医科大学 | A kind of extracting method of Pericarpium Citri tangerinae total flavones |
| CN108299846A (en) * | 2018-01-08 | 2018-07-20 | 罗莱生活科技股份有限公司 | A kind of orange peel dyestuff and its preparation method and application |
| CN109329524A (en) * | 2018-12-10 | 2019-02-15 | 张家界茅岩莓有限公司 | The preparation method of flavones in a kind of Maoyanmei tea |
| CN114181271A (en) * | 2021-12-16 | 2022-03-15 | 宁波杰顺生物科技有限公司 | Hesperidin extract and preparation method thereof |
| CN115181145A (en) * | 2022-07-18 | 2022-10-14 | 重庆工商大学 | Method for rapidly extracting and refining hesperidin from navel orange peels |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103467547A (en) | Novel method for extracting hesperidin from orange peel | |
| CN102100350B (en) | Process for efficiently extracting effective constituents of pepper | |
| CN102311468A (en) | Clean production method of hesperidin | |
| CN103435578A (en) | Method for extracting andrographolide from andrographis paniculata | |
| CN103450316B (en) | A kind of method simultaneously extracting tea saponin, tea seed flavonoid glycoside and tea polysaccharide | |
| CN103601775A (en) | Method for extracting hesperidin from orange peels | |
| CN102994209B (en) | Method for synchronously extracting soybean oil and soybean protein through aqueous enzymatic method | |
| CN103254185A (en) | Novel process for producing puerarin by utilizing root of kudzu vine | |
| CN102002083B (en) | Method for extracting high-purity rutin with flash-extraction technology | |
| CN101463026B (en) | Method for leaching peanut shell flavone by ultrasonic auxiliary chemical method | |
| CN102180921B (en) | Method for extracting high-purity rutin from boxthorn leaves | |
| CN101838406B (en) | Method for simultaneously extracting and separating flaxseed gum and SDG (Secoisolariciresinol Diglucoside) from flaxseeds | |
| CN101759731B (en) | Extraction method of linseed gum and secoisolariciresin-ol diglucoside | |
| CN102302539B (en) | Method for producing trifolium pratense L. isoflavones | |
| CN102988465A (en) | Process for low-temperature extracting kudzu root flavanone and kudzu root starch from kudzu root | |
| CN102002072A (en) | Process for extracting flavone from date pit | |
| CN103467430A (en) | Novel method for extracting procyanidine from grape pips | |
| CN102702287A (en) | Method for extracting purified oleuropein from olive leaves | |
| CN103450299A (en) | Method for simultaneously preparing esculoside and esculetin | |
| CN102965184A (en) | Method for simultaneously extracting oil fat and soy isoflavone from soy sauce residues | |
| CN102285949A (en) | Method for extracting chrysin from passiflora edulis fruit residue obtained after juicing | |
| CN105567430A (en) | Method for compound enzyme auxiliary preparation of sweet scented osmanthus extract and essential oil | |
| CN104402952A (en) | Method for extracting mandarin oil and hesperidin from orange peel | |
| CN104497092A (en) | Method for extracting 23-acetyl alisol C from rhizoma alismatis | |
| CN104906168A (en) | Method for preparing fringed pink general flavone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20131225 |