CN104876824A - Technology for separation and purification of chlorogenic acid from coffee beans - Google Patents
Technology for separation and purification of chlorogenic acid from coffee beans Download PDFInfo
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- CN104876824A CN104876824A CN201510040734.7A CN201510040734A CN104876824A CN 104876824 A CN104876824 A CN 104876824A CN 201510040734 A CN201510040734 A CN 201510040734A CN 104876824 A CN104876824 A CN 104876824A
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- chlorogenic acid
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- coffee berry
- decolouring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
Abstract
A technology for separation and purification of chlorogenic acid from coffee beans comprises the following separation and purification processes: crushing; extracting and concentrating; carrying out adsorption separation; carrying out decoloration purification by the use of neutral alumina; carrying out decoloration by the use of active carbon; concentrating and crystallizing; centrifuging and recrystalizing; centrifuging; drying; and crushing and sieving to obtain a chlorogenic acid finished product. The technology provided by the invention is simple to operate, is green and environmentally friendly, and is favorable to industrial production.
Description
Technical field:
The invention belongs to field of biological extraction, relate to a kind of technique of separation and purification chlorogenic acid from coffee berry.
Background technology:
Coffee berry derives from the seed of madder wort Coffea arabica, middle fruit coffee and large fruit coffee.Containing more chlorogenic acid in coffee bean extract, therefore used by the source as a kind of effective chlorogenic acid frequently.
Chlorogenic acid different name caffeotannic acid, chemical name CA, English name Chlorogenic acid, No. CAS: 327-97-9, molecular formula: C16H18O9, molecular weight: 354.3087, density: 1.65g cm3, fusing point: 205-209 DEG C.Chlorogenic acid is described as " plant gold ", is the object that production is chased by numerous producer.Chlorogenic acid is a kind of important biologically active substance, have antibacterial, antiviral, increase white cell, hepatic cholagogic, antitumor, hypotensive, reducing blood-fat, the effect such as scavenging free radicals and stimulating central nervous system system, modern science has been deep into multiple fields such as food, health care, medicine and daily-use chemical industry to the bioactive research of chlorogenic acid.The main source of chlorogenic acid extracts from natural phant, and domestic be with the plant material such as Japanese Honeysuckle, the bark of eucommia always, abroad mainly with coffee berry etc. for raw material.
At present the extracting method of chlorogenic acid is mainly contained:
1, water extraction and alcohol precipitation method: utilize chlorogenic acid to be soluble in the characteristic of hot water, use water as solvothermal and extract, then use the impurity such as high density alcohol precipitating proteins, polysaccharide, this method is simple, economical, but alcohol precipitation process can adsorb entrainment portions chlorogenic acid, thus causes damage.
2, stone mercaptans: added by milk of lime in Aqueous extracts, itself and chlorogenic acid form insoluble calcium phosphate, then filter, and precipitation are suspended in alcohol and add sulfuric acid decomposition.This method is simple to operate, but the chlorogenic acid purity obtained is not high, and yield is low.
3, lead salt precipitation: add lead acetate solution in precipitation solution, makes chlorogenic acid precipitate with the form of lead salt.This method yield is lower, and uses toxic metal plumbous, can bring severe contamination to environment.
4, supersonic method: utilize ultrasonic energy to smash cell walls, makes intracellular members rapid permeability in solution, thus reaches the object of separation.This method comprehensive cost is low, pollutes little, but is only limitted to laboratory scale extraction at present.
5, enzyme process: Mierocrystalline cellulose is the integral part of plant cell wall, utilizes cellulase degradation effect, can destroy plant cell wall, thus is conducive to chlorogenic acid stripping in cell.This method reaction conditions is gentle, and chlorogenic acid yield is high, but adds production cost.
6, extraction separation method: this method selects ethyl acetate to make extraction agent, utilize chlorogenic acid and impurity wherein different solubility reach the object of separating impurity.This method is simple to operate, and cost is low, but output is lower.
7, Thin-layer chromatography: this method is applicable to the separation of phenols, quinones, flavonoid compound, this method purification degrees is high, but low, the consuming time length of troublesome poeration, yield.
8, Ultra filtration membrane method: adopt this method can remove the macromole such as polysaccharide, protein in Aqueous extracts, and the membrane-permeable extraction and separation method of the small molecules such as chlorogenic acid.This method is polluted relatively little, and chlorogenic acid yield is higher, but this method is higher to extracting solution pre-processing requirements, and Membrane cleaning is comparatively difficult.
Therefore, generally speaking, the method for above conventional chlorogenic acid extracting, self all also exists some defects, as: energy consumption is high, extraction time is long, extraction yield is low, product purity is low.On the basis of above research, learn from other's strong points to offset one's weaknesses, chlorogenic acid extracting and purifying from coffee berry, sets up and is a kind ofly easy to industrialization, the friendly process of clean environment firendly is necessary.
Summary of the invention
The object of the invention is to overcome the shortcoming existed in above-mentioned prior art, a kind of technique producing chlorogenic acid in high content is provided, there is easy and simple to handle, environmental protection and be beneficial to the advantage of suitability for industrialized production.
The technique of separation and purification chlorogenic acid from coffee berry, its separation and purification process comprises the following steps:
1, pulverize: first coffee berry was pulverized 10 mesh sieves, and obtained coffee berry meal;
2, extract, concentrate: coffee berry meal 10 ~ 95% alcohol reflux three times, united extraction liquid, be concentrated into the 2-4 of coffee berry charging capacity doubly;
3, fractionation by adsorption: add water in concentrated solution, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, remove water-soluble impurity, then use 40 ~ 80% ethanol desorbs;
4, upper neutral alumina decolouring purifying: stripping liquid is crossed neutral alumina, obtains decolouring refined solution;
5, activated carbon decolorizing, condensing crystal: to decolouring refined solution in add gac, return stirring decolouring 2 ~ 4 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 12 ~ 24 hours;
6, centrifugal, recrystallization: crystal crude product is centrifugal, precipitates crude product re-crystallizing in ethyl acetate 2 ~ 3 times;
7, centrifugal: by material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation;
8, dry: chlorogenic acid fine work wet product precipitation is put into oven drying, and drying temperature is 70 ~ 80 DEG C;
9, pulverize and sieve: the chlorogenic acid fine work of drying is pulverized, cross 80 mesh sieves, obtain chlorogenic acid finished product.
Accompanying drawing explanation
Fig. 1 is chlorogenic acid sample HPLC collection of illustrative plates.
Embodiment
Embodiment 1
Coffee berry was pulverized 10 mesh sieves, got coffee berry meal 100g with 800ml, 700ml, 600ml, 20% alcohol reflux 3 times, reflux extracting time is respectively 2 hours, 1.5 hours, 1 hour, merge No. 3 extracting solutions,-(0.01 ~ 0.06MPa) under concentrated, be concentrated into 280ml, in concentrated solution, add water, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, then use 45% ethanol desorb.Stripping liquid is crossed 100g neutral alumina, obtain decolouring refined solution; To decolouring refined solution in add gac, return stirring decolours 2.5 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 14 hours.Crystal crude product is centrifugal, precipitate crude product re-crystallizing in ethyl acetate 2 times.By material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation.Precipitation is put into oven drying, and drying temperature is 75 DEG C.The chlorogenic acid fine work of drying is pulverized, crosses 80 mesh sieves, obtain chlorogenic acid finished product.It is 98.03% that HPLC analyzes content.
Embodiment 2
Coffee berry was pulverized 10 mesh sieves, got coffee berry meal 100g with 800ml, 700ml, 600ml, 40% alcohol reflux 3 times, reflux extracting time is respectively 2 hours, 1.5 hours, 1 hour, merge No. 3 extracting solutions,-(0.01 ~ 0.06MPa) under concentrated, be concentrated into 350ml, in concentrated solution, add water, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, then use 55% ethanol desorb.Stripping liquid is crossed 100g neutral alumina, after having crossed, obtain decolouring refined solution; To decolouring refined solution in add gac, return stirring decolours 3.0 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 16 hours.Crystal crude product is centrifugal, precipitate crude product re-crystallizing in ethyl acetate 2 times.By material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation.Precipitation is put into oven drying, and drying temperature is 75 DEG C.The chlorogenic acid fine work of drying is pulverized, crosses 80 mesh sieves, obtain chlorogenic acid finished product.It is 98.16% that HPLC analyzes content.
Embodiment 3
Coffee berry was pulverized 10 mesh sieves, got coffee berry meal 100g with 800ml, 700ml, 600ml, 55% alcohol reflux 3 times, reflux extracting time is respectively 2 hours, 1.5 hours, 1 hour, merge No. 3 extracting solutions,-(0.01 ~ 0.06MPa) under concentrated, be concentrated into 300ml, in concentrated solution, add water, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, then use 65% ethanol desorb.Stripping liquid is crossed 100g neutral alumina, obtain decolouring refined solution; To decolouring refined solution in add gac, return stirring decolours 3.5 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 18 hours.Crystal crude product is centrifugal, precipitate crude product re-crystallizing in ethyl acetate 3 times.By material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation.Precipitation is put into oven drying, and drying temperature is 75 DEG C.The chlorogenic acid fine work of drying is pulverized, crosses 80 mesh sieves, obtain chlorogenic acid finished product.It is 98.21% that HPLC analyzes content.
Embodiment 4
Coffee berry was pulverized 10 mesh sieves, got coffee berry meal 100g with 800ml, 700ml, 600ml, 75% alcohol reflux 3 times, reflux extracting time is respectively 2 hours, 1.5 hours, 1 hour, merge No. 3 extracting solutions,-(0.01 ~ 0.06MPa) under concentrated, be concentrated into 400ml, water in concentrated solution, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, then use 75% ethanol desorb.Stripping liquid is crossed 100g neutral alumina, obtain decolouring refined solution; To decolouring refined solution in add gac, return stirring decolours 4.5 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 22 hours.Crystal crude product is centrifugal, precipitate crude product re-crystallizing in ethyl acetate 3 times.By material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation.Precipitation is put into oven drying, and drying temperature is 75 DEG C.The chlorogenic acid fine work of drying is pulverized, crosses 80 mesh sieves, obtain chlorogenic acid finished product.It is 98.65% that HPLC analyzes content.
Chlorogenic acid sample HPLC collection of illustrative plates is as Fig. 1.
Claims (1)
1. the technique of separation and purification chlorogenic acid from coffee berry, its concrete technology step is:
(1) pulverize: first coffee berry was pulverized 10 mesh sieves, and obtained coffee berry meal;
(2) extract, concentrate: coffee berry meal 10 ~ 95% alcohol reflux three times, united extraction liquid, be concentrated into the 2-4 of coffee berry charging capacity doubly;
(3) fractionation by adsorption: add water in concentrated solution, stir, centrifugal, get the upper macroporous adsorbent resin of filtrate, first wash with water, remove water-soluble impurity, then use 40 ~ 80% ethanol desorbs;
(4) upper neutral alumina decolouring purifying: stripping liquid is crossed neutral alumina, obtains decolouring refined solution;
(5) activated carbon decolorizing, condensing crystal: to decolouring refined solution in add gac, return stirring decolouring 2 ~ 4 hours, cold filtration, filtrate reduced in volume to small volume, crystallization 12 ~ 24 hours;
(6) centrifugal, recrystallization: crystal crude product is centrifugal, precipitates crude product re-crystallizing in ethyl acetate 2 ~ 3 times;
(7) centrifugal: by material filtered on buchner funnel good for recrystallization, obtain chlorogenic acid fine work wet product precipitation;
(8) dry: chlorogenic acid fine work wet product precipitation is put into oven drying, and drying temperature is 70 ~ 80 DEG C;
(9) pulverize and sieve: the chlorogenic acid fine work of drying is pulverized, cross 80 mesh sieves, obtain chlorogenic acid finished product.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105558213A (en) * | 2015-12-30 | 2016-05-11 | 重庆骄王天然产物股份有限公司 | Green coffee bean powder and making method thereof |
| CN106278891A (en) * | 2016-08-03 | 2017-01-04 | 桂林茗兴生物科技有限公司 | A kind of method of chlorogenic acid extracting from green coffee bean |
| CN107141218A (en) * | 2017-07-17 | 2017-09-08 | 湖南楚宏生物科技有限公司 | A kind of method that chlorogenic acid and gallic acid are produced from coffee bean |
| CN107382937A (en) * | 2017-07-21 | 2017-11-24 | 安徽龙津生物科技有限公司 | A kind of method that cyanidenon is extracted from reseda |
| CN109096110A (en) * | 2018-09-05 | 2018-12-28 | 安徽龙津生物科技有限公司 | A kind of technique isolating and purifying 99% chlorogenic acid from coffee bean |
| CN110746303A (en) * | 2019-11-15 | 2020-02-04 | 云南大学 | Coffee bean processing method and extract purification method thereof |
| CN111718263A (en) * | 2020-06-08 | 2020-09-29 | 颜如玉医药科技有限公司 | Process for extracting chlorogenic acid from green coffee beans |
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| JP2008031150A (en) * | 2006-06-28 | 2008-02-14 | T Hasegawa Co Ltd | Method for producing purified chlorogenic acid |
| JP2008266144A (en) * | 2007-04-16 | 2008-11-06 | T Hasegawa Co Ltd | Method for producing purified chlorogenic acid inhibited in secondary precipitation |
| CN103232346A (en) * | 2013-04-06 | 2013-08-07 | 西安宏冠生物科技有限公司 | Production process for extraction of chlorogenic acid from green coffee bean |
| CN103333067A (en) * | 2013-06-13 | 2013-10-02 | 广西金昊生物科技有限公司 | Extraction method of high-purity chlorogenic acid |
| CN103497106A (en) * | 2013-09-04 | 2014-01-08 | 草本创想生物科技（成都）有限公司 | Method for extracting chlorogenic acid from green coffee beans |
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- 2015-01-23 CN CN201510040734.7A patent/CN104876824A/en active Pending
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| JP2008031150A (en) * | 2006-06-28 | 2008-02-14 | T Hasegawa Co Ltd | Method for producing purified chlorogenic acid |
| JP2008266144A (en) * | 2007-04-16 | 2008-11-06 | T Hasegawa Co Ltd | Method for producing purified chlorogenic acid inhibited in secondary precipitation |
| CN103232346A (en) * | 2013-04-06 | 2013-08-07 | 西安宏冠生物科技有限公司 | Production process for extraction of chlorogenic acid from green coffee bean |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105558213A (en) * | 2015-12-30 | 2016-05-11 | 重庆骄王天然产物股份有限公司 | Green coffee bean powder and making method thereof |
| CN106278891A (en) * | 2016-08-03 | 2017-01-04 | 桂林茗兴生物科技有限公司 | A kind of method of chlorogenic acid extracting from green coffee bean |
| CN106278891B (en) * | 2016-08-03 | 2019-03-05 | 桂林茗兴生物科技有限公司 | A method of the chlorogenic acid extracting from green coffee bean |
| CN107141218A (en) * | 2017-07-17 | 2017-09-08 | 湖南楚宏生物科技有限公司 | A kind of method that chlorogenic acid and gallic acid are produced from coffee bean |
| CN107382937A (en) * | 2017-07-21 | 2017-11-24 | 安徽龙津生物科技有限公司 | A kind of method that cyanidenon is extracted from reseda |
| CN107382937B (en) * | 2017-07-21 | 2020-07-10 | 安徽龙津生物科技有限公司 | Method for extracting luteolin from luteolin |
| CN109096110A (en) * | 2018-09-05 | 2018-12-28 | 安徽龙津生物科技有限公司 | A kind of technique isolating and purifying 99% chlorogenic acid from coffee bean |
| CN110746303A (en) * | 2019-11-15 | 2020-02-04 | 云南大学 | Coffee bean processing method and extract purification method thereof |
| CN111718263A (en) * | 2020-06-08 | 2020-09-29 | 颜如玉医药科技有限公司 | Process for extracting chlorogenic acid from green coffee beans |
| CN111718263B (en) * | 2020-06-08 | 2021-01-29 | 颜如玉医药科技有限公司 | Process for extracting chlorogenic acid from green coffee beans |
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