CN103524521A - Preparation method of blackberry ellagic acid - Google Patents
Preparation method of blackberry ellagic acid Download PDFInfo
- Publication number
- CN103524521A CN103524521A CN201310513735.XA CN201310513735A CN103524521A CN 103524521 A CN103524521 A CN 103524521A CN 201310513735 A CN201310513735 A CN 201310513735A CN 103524521 A CN103524521 A CN 103524521A
- Authority
- CN
- China
- Prior art keywords
- acid
- ellagic acid
- blackberry
- precipitation
- ellagic
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/06—Peri-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a preparation method of blackberry ellagic acid. Mainly including extraction and purification steps, the method consists of: taking blackberry fruit residue as the raw material, conducting extraction by an alkali solution with certain ethanol (methanol) concentration, recovering the solvent, carrying out acidification, precipitation and centrifugation, loading the supernatant to polyamide resin, performing elution with water and alkaline water respectively, subjecting the alkaline water eluent to concentration, then performing acidification and precipitation, re-purifying the precipitate by alkali dissolution and acid precipitation, and conducting drying so as to obtain a refined blackberry ellagic acid product. The method provided by the invention has the advantages of simple process, environmental friendliness and low cost, and the obtained ellagic acid product is determined to have purity of greater than or equal to 60% by HPLC.
Description
Technical field
The present invention relates to a kind ofly take blackberry pomace and prepare the method for ellagic acid as raw material.
Background technology
Ellagic acid (ellagic acid) is the dimerization derivative of gallic acid, belongs to polyphenolic compound, is present in the fruit of various plants.In recent years, ellagic acid because of its have significantly antiviral, antitumor, anti-oxidant, antibiotic, strengthen the concern that immune physiologically active is subject to people.
Blackberry, blueberry is Rosaceae rubus, originate in North America, in Europe, there is extensive and long cultivation history in many countries, China in last century the eighties start to introduce cultivation, its berry taste is unique, anthocyanogen and ellagic acid content are higher, have good taste and higher nutritive value, have become popular a kind of fruit that integrates Nutrition and health care.Having on the market the products such as blackberry, blueberry Yoghourt, Blackberry, blackberry drink sells.Blackberry pomace is the waste of the converted productss such as production blackberry, blueberry fruit wine, blackberry, blueberry fruit juice.The present invention extracts from blackberry pomace, purifying has bioactive ellagic acid, turns waste into wealth, and has promoted the comprehensive utilization value of blackberry, blueberry.
Summary of the invention
The object of the present invention is to provide a kind of method of extracting ellagic acid from blackberry pomace, key step comprises extraction, purifying, dry etc.
Technical scheme of the present invention is: blackberry pomace adds 40～80% alcohol supersound extraction 1 hour of 1～3 times of volume or lixiviate 12～24 hours after regulating pH to 11～13 with alkaline solution, extracting liquid filtering, filtrate is reclaimed solvent extremely without alcohol taste, regulate pH to 2.5～3.5, at 4 ℃, refrigeration is spent the night, centrifugation; Polyamide resin on supernatant liquor, respectively water, buck wash-out, buck elutriant regulates pH to 3.0～3.5 acidifying again, refrigerates 24～48 hours at 4 ℃ to get precipitation, merges twice acidifying gained and is precipitated as ellagic acid crude extract.After ellagic acid crude extract is dissolved with a certain amount of pH11～13 buck, remove insoluble impurity, then with acid for adjusting pH to 2.5～3.5, refrigerate 24～48 hours at 4 ℃, centrifuging and taking precipitation, obtains refining ellagic acid.Gained ellagic acid product is measured through HPLC, purity >=60%.
Described alkali is sodium hydroxide or potassium hydroxide, calcium hydroxide, ammoniacal liquor.
Described acid is: hydrochloric acid or sulfuric acid, acetic acid, formic acid, phosphoric acid.
Described alcohol is: methyl alcohol or ethanol.
Described polyamide resin is: 30～60 orders or 60～100 orders, 100～200 orders.
Advantage of the present invention is, the blackberry pomace ellagic acid preparation method technique providing is simple, and environmental protection is with low cost.
Embodiment
Embodiment
(1) organic solvent extraction: by 28.6kg blackberry, blueberry fresh fruit slag, be added to 28.6L concentration and be in the solution of 40% ethanol water (containing sodium hydroxide 1.8%), lixiviate 24 hours under normal temperature after stirring, after 200 order filtered through gauze, obtain tannin crude extract 26.5kg, crude extract pH value is 11 after measured.It is standby that crude extract is removed precipitation after disk centrifugal separator 14000rpm is centrifugal.
(2) acidifying: the crude extract liquid that step (1) is obtained, with sulphur acid for adjusting pH value to 3.0, at 4 ℃ cold good 48 hours.
(3) solid-liquid separation: the suspension that step (2) is obtained, the centrifugal 5min of 4000rpm, inclines supernatant liquor to go out, and collects paste precipitation 1478g.
(4) supernatant liquor is processed: the supernatant liquor inclining joins in 60～100 order polyamide resins of anticipating, column diameter 7.5, resin volume 3.09L, successively washes with water and removes impurity, then carries out wash-out with the ammoniacal liquor of mass percentage concentration 1.5%, collect ammoniacal liquor elutriant, with the vitriol oil, regulate pH value to 2.9, refrigerate 24 hours at 4 ℃, by the centrifugal 5min of suspension 4000rpm after acidifying, supernatant liquor is inclined to, collect paste precipitation 128g.
(5) ellagic acid is refining: by the precipitation obtaining for twice, after dissolving, remove insoluble impurity, then regulate pH to 3.0 with the vitriol oil with pH13 aqueous sodium hydroxide solution, refrigerate 24 hours at 4 ℃, the centrifugal 5min of 4000rpm, inclines supernatant liquor to go out collecting precipitation.The resulting precipitation of lyophilize 125g, is refining blackberry, blueberry ellagic acid.Through HPLC, detect, purity is 63%.
Claims (8)
1. from blackberry pomace, extract a method for ellagic acid, it is characterized in that: preparation technology comprises extraction and two steps of purifying of ellagic acid.
2. the extraction of ellagic acid: the alcohol that extracting solution is 40～80%, regulates pH to 11～13 with alkaline solution; Ultrasonic-assisted extraction 1 hour or lixiviate 12～24 hours; Extracting liquid filtering, filtrate is reclaimed solvent to without alcohol taste, regulates pH to 2.5～3.5, refrigerates 24～48 hours at 4 ℃, centrifugal; Supernatant liquor is ellagic acid crude extract.
3. the purifying of ellagic acid: the crude extract of ellagic acid described in 2, upper polyamide resin column chromatography, successively with water and buck wash-out, collects buck elutriant, with acid for adjusting pH to 3.0～3.5, refrigerates 24～48 hours at 4 ℃ and gets precipitation; After precipitation is dissolved with a certain amount of pH11～13 buck, filtration impurity elimination, filtrate is again with acid for adjusting pH to 2.5～3.5, refrigerates 24～48 hours at 4 ℃, centrifugal, gets precipitation, is refining ellagic acid.
4. the alcohol described in claim 2 is ethanol or methyl alcohol.
5. the acid described in claim 2,3 is hydrochloric acid or sulfuric acid, acetic acid, formic acid, phosphoric acid.
6. the alkali described in claim 2,3 is sodium hydroxide or potassium hydroxide, calcium hydroxide, ammoniacal liquor.
7. the polyamide resin specification described in claim 3 is 30～60 orders or 60～100 orders, 100～200 orders.
8. according to the prepared ellagic acid product of claim 1～6 technique, through HPLC, measure purity >=60%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310513735.XA CN103524521B (en) | 2013-10-28 | 2013-10-28 | A kind of preparation method of blackberry ellagic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310513735.XA CN103524521B (en) | 2013-10-28 | 2013-10-28 | A kind of preparation method of blackberry ellagic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103524521A true CN103524521A (en) | 2014-01-22 |
| CN103524521B CN103524521B (en) | 2016-07-06 |
Family
ID=49926917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310513735.XA Active CN103524521B (en) | 2013-10-28 | 2013-10-28 | A kind of preparation method of blackberry ellagic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103524521B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105524074A (en) * | 2016-02-02 | 2016-04-27 | 中国林业科学研究院林产化学工业研究所 | Method for preparing ellagic acid through basic hydrolysis of tannin in Platycarya strobilacea fruits |
| CN109879886A (en) * | 2019-04-03 | 2019-06-14 | 贵州医科大学 | A method of extracting ellagic acid from Rosa roxburghii Tratt |
| CN110128437A (en) * | 2019-05-22 | 2019-08-16 | 中科萱嘉医养(珠海)健康科技有限公司 | A kind of high-purity ellagic acid and the preparation method and application thereof |
| CN110950882A (en) * | 2019-12-09 | 2020-04-03 | 上海焕生生物科技有限公司 | Method for extracting ellagic acid from blackberry seeds and blackberry leaves |
| US11026985B2 (en) * | 2018-09-17 | 2021-06-08 | Sorbent Technologies, Inc. | Methods for removing contaminants from plant-derived pharmaceuticals |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006010467A (en) * | 2004-06-25 | 2006-01-12 | Yakult Honsha Co Ltd | Method for detecting/determinating ellagic acid |
| KR20070003236A (en) * | 2005-07-01 | 2007-01-05 | 정성택 | Fabrication method for soybean curd residue |
| CN101255280A (en) * | 2007-12-03 | 2008-09-03 | 江苏省中国科学院植物研究所 | Method for extracting blackberry pigment |
| CN101718690A (en) * | 2009-12-11 | 2010-06-02 | 天津市林业果树研究所 | Method for measuring content of ellagic acid substance in raspberry |
| WO2012152232A1 (en) * | 2011-05-12 | 2012-11-15 | Universidad De Costa Rica | Method for obtaining an extract rich in ellagic acid tannins from fruits that contain these compounds, and resulting extract |
-
2013
- 2013-10-28 CN CN201310513735.XA patent/CN103524521B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006010467A (en) * | 2004-06-25 | 2006-01-12 | Yakult Honsha Co Ltd | Method for detecting/determinating ellagic acid |
| KR20070003236A (en) * | 2005-07-01 | 2007-01-05 | 정성택 | Fabrication method for soybean curd residue |
| CN101255280A (en) * | 2007-12-03 | 2008-09-03 | 江苏省中国科学院植物研究所 | Method for extracting blackberry pigment |
| CN101718690A (en) * | 2009-12-11 | 2010-06-02 | 天津市林业果树研究所 | Method for measuring content of ellagic acid substance in raspberry |
| WO2012152232A1 (en) * | 2011-05-12 | 2012-11-15 | Universidad De Costa Rica | Method for obtaining an extract rich in ellagic acid tannins from fruits that contain these compounds, and resulting extract |
Non-Patent Citations (6)
| Title |
|---|
| T. SIRIWOHARN等: "Polyphenolic Composition of Marion and Evergreen Blackberries", 《JOURNAL OF FOOD SCIENCE》, vol. 69, no. 4, 15 April 2004 (2004-04-15), XP055093980 * |
| YANJUN ZHANG,等: "Isolation and Identification of Strawberry Phenolics with Antioxidant and Human Cancer Cell Antiproliferative Properties", 《J. AGRIC. FOOD CHEM》, vol. 56, no. 3, 23 January 2008 (2008-01-23) * |
| 丁运生等: "鞣花酸及其衍生物研究进展", 《合肥工业大学学报（自然科学版）》, vol. 31, no. 11, 28 November 2008 (2008-11-28), pages 1809 - 1812 * |
| 宋汉臣等: "石榴中多酚物质的提取研究", 《北京化工大学硕士研究生学位论文》, 31 December 2011 (2011-12-31) * |
| 方亮等: "黑莓果渣的营养成分与利用价值分析", 《江西农业学报》, vol. 23, no. 4, 15 April 2011 (2011-04-15) * |
| 陈欣欣等: "黑莓渣提取物中多酚类化合物抗氧化活性的研究", 《食品工业》, no. 3, 15 June 2007 (2007-06-15) * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105524074A (en) * | 2016-02-02 | 2016-04-27 | 中国林业科学研究院林产化学工业研究所 | Method for preparing ellagic acid through basic hydrolysis of tannin in Platycarya strobilacea fruits |
| US11026985B2 (en) * | 2018-09-17 | 2021-06-08 | Sorbent Technologies, Inc. | Methods for removing contaminants from plant-derived pharmaceuticals |
| CN109879886A (en) * | 2019-04-03 | 2019-06-14 | 贵州医科大学 | A method of extracting ellagic acid from Rosa roxburghii Tratt |
| CN110128437A (en) * | 2019-05-22 | 2019-08-16 | 中科萱嘉医养(珠海)健康科技有限公司 | A kind of high-purity ellagic acid and the preparation method and application thereof |
| CN110128437B (en) * | 2019-05-22 | 2020-11-24 | 韶关市嘉德绿色工艺与材料研究院 | High-purity ellagic acid and preparation method and application thereof |
| CN110950882A (en) * | 2019-12-09 | 2020-04-03 | 上海焕生生物科技有限公司 | Method for extracting ellagic acid from blackberry seeds and blackberry leaves |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103524521B (en) | 2016-07-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103524521A (en) | Preparation method of blackberry ellagic acid | |
| CN102702163B (en) | Method for preparing high-purity monomer epigallocatechin gallate from processed leftovers of tea leaves | |
| CN102732585B (en) | New method for purifying fructo oligosaccharide in chicory | |
| CN109646992B (en) | Method for extracting cannabidiol concentrate from industrial cannabis sativa | |
| CN105175266B (en) | One kind chlorogenic acid extracting and caffeinic method from coffee bean | |
| CN102718668B (en) | Method for extracting synephrine and hesperidin from citrus aurantium | |
| CN103923139A (en) | Method for extracting rutin from sophora flower buds | |
| CN102993154A (en) | Method for extracting purple sweet potato anthocyanin | |
| CN102603699A (en) | Method for extracting epigallocatechin gallate from oil-tea-cake | |
| CN105294632A (en) | Industrial method for preparing lonicera caerulea fruit anthocyanidin from lonicera caerulea fruits | |
| CN101440388A (en) | Method for extracting, separating and purifying Arillus longan polysaccharide | |
| CN102050848A (en) | Method for preparing secoisolariciresinol diglucoside | |
| CN102579516A (en) | Method for separating purified seabuckthorn flavonoid from large berry seabuckthorn marc | |
| CN107235840A (en) | A kind of method of the chlorogenic acid extracting from coffee bean and tannin | |
| CN104292366A (en) | Method for simultaneously extracting arabinogalactan and dihydroquercetin from dahurian larch | |
| CN1197857C (en) | Method for extracting tea polyhenols and tea pigment | |
| AU2017416080B2 (en) | Method for preparing betanin | |
| CN101759731B (en) | Extraction method of linseed gum and secoisolariciresin-ol diglucoside | |
| CN104341538B (en) | A kind of method for separating and preparing of high HG content Helianthi pectin | |
| CN107141218A (en) | A kind of method that chlorogenic acid and gallic acid are produced from coffee bean | |
| CN102643261A (en) | Method for extracting cyanidin from blueberry wine residues | |
| CN104945450A (en) | Method for extracting stibene glucoside from vines of multiflower knotweeds | |
| CN103965153A (en) | Method for preparing quercetin and rhamnose through rutin | |
| CN103719532A (en) | Preparation method of eucommia seed protein | |
| CN103432205A (en) | Novel method for extracting high-purity lotus leaf flavone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |