CN106588616A - Preparation method of curcumin - Google Patents

Preparation method of curcumin Download PDF

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Publication number
CN106588616A
CN106588616A CN201611201602.9A CN201611201602A CN106588616A CN 106588616 A CN106588616 A CN 106588616A CN 201611201602 A CN201611201602 A CN 201611201602A CN 106588616 A CN106588616 A CN 106588616A
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ethanol
curcumin
preparation
macroporous adsorbent
adsorbent resin
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CN201611201602.9A
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CN106588616B (en
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肖志勇
方丽金
肖海泉
郑秋芳
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Fuzhou forint Biotechnology Co., Ltd
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Fujian Tuotian Bio-Technology Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78Separation; Purification; Stabilisation; Use of additives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78Separation; Purification; Stabilisation; Use of additives
    • C07C45/79Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption

Abstract

The invention discloses a preparation method of curcumin. The method is characterized in that turmeric is used as a raw material; the turmeric is smashed and is then subjected to operations such as ethanol extraction, macroporous resin absorption and separation and purification, so that a large amount of curcumin with the purity being 99 percent or higher is obtained. The preparation method has the advantages that the high-purity and large-scale preparation of the curcumin can be realized; the operation is simple; the industrial production of the curcumin is favorably realized; an important effect of promoting the application of the curcumin in the fields such as medicine health care products is achieved.

Description

A kind of preparation method of curcumin
Technical field
The invention belongs to natural component preparation field, and in particular to a kind of preparation method of curcumin.
Background technology
Curcumin is a kind of cyclohexadione compounds extracted from Zingiberaceae, the rhizome of aroid, especially with Rhizoma Curcumae Longae Middle content at most, accounts for the 3% ~ 6% of Rhizoma Curcumae Longae total amount, is the very rare pigment with diketone of plant kingdom, can be used as natural edible Pigment, for the coloring of the products such as confection, beverage, canned food, beans spiced and stewed food.Modern medicine study shows that curcumin has drop blood The multiple efficacies such as fat, antitumor, antiinflammatory, function of gallbladder promoting, antioxidation, are expected to develop a series of health promoting products.
Curcumin is extracted using conventional organic solvents method, the problem of dissolvent residual can be caused;And adopt water extraction to extract Rhizoma Zingiberis Recens Flavin, although the problems referred to above of solvent method presence can be solved, but its yield is very low, and be extracted with reference to enzymatic isolation method, although energy Extraction ratio is significantly improved, but the enzyme for adding is difficult to efficiently separate with product.Therefore, develop a kind of curcumin efficiently, inexpensive Preparation method, is to solve current industry predicament, the key link for promoting curcumin to apply in fields such as Medicines and Health Products.
The content of the invention
It is it is an object of the invention to provide a kind of preparation method of curcumin, the high-purity of its achievable curcumin, a large amount of Prepare, can the existing curcumin of effectively solving extract and there is a problem of that extraction efficiency is low, purity is not high, and which is simple to operate, is beneficial to Realize the industrialized production of curcumin.
For achieving the above object, the present invention is adopted the following technical scheme that:
A kind of preparation method of curcumin, comprises the steps:
1)Ethanol is extracted:Rhizoma Curcumae Longae is ground into into curcuma powder, then the ethanol solution with volumetric concentration 95% is as solvent, using percolation Method or ultrasonic extraction are extracted, and are filtered, are obtained ethanol extract;
2)Macroporous resin adsorption:Macroporous adsorbent resin stirring mixing is added in gained ethanol extract, then in stirring condition Lower addition acid solution, stands after continuing stirring 30-50min, filters, the macroporous adsorbent resin that must have adsorbed;
3)Isolate and purify:The macroporous adsorbent resin for having adsorbed is filled into post, is added and the isopyknic deionized water of macroporous adsorbent resin After drip washing, eluting is carried out by eluant of the ethanol solution of volumetric concentration 60%, Fractional Collections is entered to collection liquid using HPLC methods Row qualitative detection, merges the collection liquid containing identical component, and recycling design is to dry;
4)Washing:By gained solids washed with water to after without ethanol flavor, vacuum drying is obtained final product.
Step 2)The mass volume ratio of middle big pore resin and ethanol extract is 8 ~ 10g/100mL, and big pore is inhaled Attached resin is DM301 or DA201;Aqueous hydrochloric acid solution of the acid solution used for volumetric concentration 0.6 ~ 1.0%, its addition are carried for ethanol Take the 30% of liquid product.
Step 3)The eluant flow velocity of middle dehydrated alcohol is 2mL/min;The testing conditions of HPLC methods are:ODS chromatographic columns(5μ M, 4.6mm × 150mm), mobile phase:The glacial acetic acid solution 42 of acetonitrile and volumetric concentration 1.0%:58, flow velocity is 1mL/min, detection Wavelength 430nm.
The present invention in preparation process, by will macroporous adsorbent resin add Rhizoma Curcumae Longae ethanol extract in fully be inhaled It is attached, the acid solution of specified quantitative is added, so as to curcumin chemical compounds are effectively deposited on resin and with other compositions separate, then Jing Ethanol elution, so as to Fractional Collections obtains the curcumin that purity is up to more than 99%.Wherein, using HCl prepare acid solution, be due to HCl is volatile, and after scrubbed, drying, basic noresidue, advantageously ensures that the high-purity of products obtained therefrom.
40g Rhizoma Curcumae Longaes are ground into into curcuma powder, then with the ethanol solution of 5 times of curcuma powder weight(Volumetric concentration 95%)Immersion After 8-10h, the ethanol solution of curcuma powder 45 times of volumes of weight is added(Volumetric concentration 95%)Seepage pressure effects are carried out, is then filtered, obtained Ethanol extract 2L, carries out following experiment.
1. impact experiment of the addition of different volumes aqueous hydrochloric acid solution to adsorption effect
5 parts of ethanol extract of gained is taken, every part of 100mL is separately added into 10g macroporous adsorbent resin DA201, and stirring mixes, then Be separately added into 10 under agitation, 20,30,40,50mL aqueous hydrochloric acid solutions(Volumetric concentration 0.8%), after continuing stirring 30min Stand, filter, the macroporous adsorbent resin that must have adsorbed.
The macroporous adsorbent resin for having adsorbed is filled into post, after addition and the isopyknic deionized water drip washing of macroporous adsorbent resin, Eluting is carried out by eluant of the ethanol solution of volumetric concentration 60%, eluant flow velocity is 2mL/min, and then segmentation is collected, Qualitative detection is carried out using HPLC methods to collection liquid, merges the collection liquid containing identical component, recycling design is to dry;Gained is solid Body is washed with water to and is vacuum dried without after ethanol flavor, and which the results are shown in Table 1.
Impact of the addition of 1 different volumes aqueous hydrochloric acid solution of table to adsorption effect
From table 1, when aqueous hydrochloric acid solution addition is 30mL, as ethanol extract volume 30% when, the yield of curcumin And purity is preferable.
2. impact experiment of the addition of variable concentrations aqueous hydrochloric acid solution to adsorption effect
5 parts of ethanol extract of gained is taken, every part of 100mL is separately added into 10g macroporous adsorbent resin DA201, and stirring mixes, then The aqueous hydrochloric acid solution that 30mL volumetric concentrations are followed successively by 0.2%, 0.4%, 0.6%, 0.8%, 1.0% is separately added under agitation, after Stand after continuous stirring 30min, filter, the macroporous adsorbent resin that must have adsorbed.
The macroporous adsorbent resin for having adsorbed is filled into post, after addition and the isopyknic deionized water drip washing of macroporous adsorbent resin, Eluting is carried out by eluant of the ethanol solution of volumetric concentration 60%, eluant flow velocity is 2mL/min, and then segmentation is collected, Qualitative detection is carried out using HPLC methods to collection liquid, merges the collection liquid containing identical component, recycling design is to dry;Gained is solid Body is washed with water to and is vacuum dried without after ethanol flavor, and which the results are shown in Table 2.
Impact of the addition of 2 variable concentrations aqueous hydrochloric acid solution of table to adsorption effect
From table 2, when the concentration of aqueous hydrochloric acid solution is 0.6 ~ 1.0%, the yield and purity of curcumin is preferable.
Specific embodiment
In order that content of the present invention easily facilitates understanding, with reference to specific embodiment to of the present invention Technical scheme is described further, but the present invention is not limited only to this.
Embodiment 1
A kind of preparation method of curcumin, comprises the steps:
1)Ethanol is extracted:1kg Rhizoma Curcumae Longaes are ground into into curcuma powder, then the ethanol solution with volumetric concentration 95% is as solvent, by feed liquid Compare 1g:20mL, is extracted using ultrasonic extraction, and then extraction time 2 times, each 50min filter, merging filtrate, obtain ethanol and carry Take liquid 40L;
2)Macroporous resin adsorption:Macroporous adsorbent resin DM301 is added in gained ethanol extract by mass volume ratio 80g/L, Stirring mixing, then adds the aqueous hydrochloric acid solution of ethanol extract volume 30% under agitation(Volumetric concentration 0.6%), continue Stand after stirring 30min, filter, the macroporous adsorbent resin that must have adsorbed;
3)Isolate and purify:The macroporous adsorbent resin for having adsorbed is filled into post, is added and the isopyknic deionized water of macroporous adsorbent resin After drip washing, carry out eluting by eluant of the ethanol solution of volumetric concentration 60%, eluant flow velocity is 2mL/min, be then segmented into Row is collected, and carries out qualitative detection to collection liquid using HPLC methods, merges the collection liquid containing identical component, and recycling design is to dry; The testing conditions of HPLC methods are:ODS chromatographic columns(5 μm, 4.6mm × 150mm), mobile phase:The ice of acetonitrile and volumetric concentration 1.0% Acetum 42:58, flow velocity is 1mL/min, Detection wavelength 430nm;
4)Washing:By gained solids washed with water to being vacuum dried without after ethanol flavor, 51g curcumins are obtained, its purity is 99.3%.
Embodiment 2
A kind of preparation method of curcumin, comprises the steps:
1)Ethanol is extracted:1kg Rhizoma Curcumae Longaes are ground into into curcuma powder, then the ethanol solution with volumetric concentration 95% is as solvent, by feed liquid Compare 1g:25mL, is extracted using ultrasonic extraction, and then extraction time 2 times, each 30min filter, merging filtrate, obtain ethanol and carry Take liquid 50L;
2)Macroporous resin adsorption:Macroporous adsorbent resin DA201 is added in gained ethanol extract by mass volume ratio 90g/L, Stirring mixing, then adds the aqueous hydrochloric acid solution of ethanol extract volume 30% under agitation(Volumetric concentration 1.0%), continue Stand after stirring 40min, filter, the macroporous adsorbent resin that must have adsorbed;
3)Isolate and purify:The macroporous adsorbent resin for having adsorbed is filled into post, is added and the isopyknic deionized water of macroporous adsorbent resin After drip washing, carry out eluting by eluant of the ethanol solution of volumetric concentration 60%, eluant flow velocity is 2mL/min, be then segmented into Row is collected, and carries out qualitative detection to collection liquid using HPLC methods, merges the collection liquid containing identical component, and recycling design is to dry; The testing conditions of HPLC methods are:ODS chromatographic columns(5 μm, 4.6mm × 150mm), mobile phase:The ice of acetonitrile and volumetric concentration 1.0% Acetum 42:58, flow velocity is 1mL/min, Detection wavelength 430nm;
4)Washing:By gained solids washed with water to being vacuum dried without after ethanol flavor, 54g curcumins are obtained, its purity is 99.2%.
Embodiment 3
A kind of preparation method of curcumin, comprises the steps:
1)Ethanol is extracted:1kg Rhizoma Curcumae Longaes are ground into into curcuma powder, then with the ethanol solution of 5 times of volumes of curcuma powder weight(Volume is dense Degree 95%)After immersion 8-10h, the ethanol solution of curcuma powder 45 times of volumes of weight is added(Volumetric concentration 95%)Carry out seepage pressure effects, Then filter, obtain ethanol extract 50L;
2)Macroporous resin adsorption:Macroporous adsorbent resin DA201 is added in gained ethanol extract by mass volume ratio 100g/L, Stirring mixing, then adds the aqueous hydrochloric acid solution of ethanol extract volume 30% under agitation(Volumetric concentration 0.8%), continue Stand after stirring 50min, filter, the macroporous adsorbent resin that must have adsorbed;
3)Isolate and purify:The macroporous adsorbent resin for having adsorbed is filled into post, is added and the isopyknic deionized water of macroporous adsorbent resin After drip washing, carry out eluting by eluant of the ethanol solution of volumetric concentration 60%, eluant flow velocity is 2mL/min, be then segmented into Row is collected, and carries out qualitative detection to collection liquid using HPLC methods, merges the collection liquid containing identical component, and recycling design is to dry; The testing conditions of HPLC methods are:ODS chromatographic columns(5 μm, 4.6mm × 150mm), mobile phase:The ice of acetonitrile and volumetric concentration 1.0% Acetum 42:58, flow velocity is 1mL/min, Detection wavelength 430nm;
4)Washing:By gained solids washed with water to being vacuum dried without after ethanol flavor, 52g curcumins are obtained, its purity is 99.5%.
Impact of the different separation methods to effect
Method one:2g Rhizoma Curcumae Longaes are ground into into curcuma powder, then with the ethanol solution of 5 times of curcuma powder weight(Volumetric concentration 95%)Leaching After bubble 8-10h, the ethanol solution of curcuma powder 45 times of volumes of weight is added(Volumetric concentration 95%)Seepage pressure effects are carried out, are then filtered, Ethanol extract 100mL is obtained, adds 10g macroporous adsorbent resin DA201, stirring mixing then to add 30mL under agitation Aqueous hydrochloric acid solution(Volumetric concentration 0.8%), stand after continuing stirring 30min, filter, the macroporous adsorbent resin that must have adsorbed.To inhale Attached good macroporous adsorbent resin dress post, after addition and the isopyknic deionized water drip washing of macroporous adsorbent resin, with volumetric concentration 60% Ethanol solution carry out eluting for eluant, eluant flow velocity is 2mL/min, and then segmentation is collected, using HPLC methods pair Collection liquid carries out qualitative detection, merges the collection liquid containing identical component, and recycling design is to dry;By gained solids washed with water extremely It is vacuum dried without after ethanol flavor.
Method two:2g Rhizoma Curcumae Longaes are ground into into curcuma powder, be subsequently adding 8 times amount mass fraction be 0.6% sodium hydroxide it is molten Liquid, 40-50 DEG C of leaching temperature, stirring are extracted 3 times, each 4h, united extraction liquid, Jing after standing by macropore on gained supernatant Adsorbent resin, first washes with water, then carries out eluting with 30%, 50% ethanol solution successively, and then segmentation is collected, using HPLC methods Qualitative detection is carried out to eluent, merges the eluent containing identical component, be vacuum dried after concentrating under reduced pressure.
3 different impacts of the separation method to effect of table
From table 3, it is prepared using the inventive method, its elution time is short, effect is good, illustrates the present invention by macropore tree The pre-treatment step of fat absorption, can be such that curcumin efficiently separates with other impurities, so that elution process can comparatively fast obtain Rhizoma Curcumae Longae Element, and its purity is higher.And be prepared using method two, although yield is also preferable, but purity is slightly lower, and this is likely due to behaviour The sodium hydroxide added during work cannot be removed completely.
As can be seen here, the high-purity of the achievable curcumin of the present invention, a large amount of preparations, and which is simple to operate, is advantageously implemented Rhizoma Curcumae Longae The industrialized production of element, has important function to promoting application of the curcumin in fields such as Medicines and Health Products.
The foregoing is only presently preferred embodiments of the present invention, all impartial changes done according to scope of the present invention patent with Modification, should all belong to the covering scope of the present invention.

Claims (5)

1. a kind of extraction of preparation method of curcumin, including ethanol, macroporous resin adsorption, the step of isolate and purify, its feature exists In:The macroporous resin adsorption is that macroporous adsorbent resin stirring mixing is added in gained ethanol extract, then in stirring bar Acid solution is added under part, is stood after continuing stirring 30-50min, is filtered, the macroporous adsorbent resin that must have adsorbed.
2. the preparation method of curcumin according to claim 1, it is characterised in that:It is during macroporous resin adsorption, used big Macroporous adsorbent resin is 8 ~ 10g/100mL with the mass volume ratio of ethanol extract;Acid solution used is volumetric concentration 0.6 ~ 1.0% Aqueous hydrochloric acid solution, its addition for ethanol extract volume 30%.
3. the preparation method of curcumin according to claim 1, it is characterised in that:Big pore adsorption resin be DM301 or DA201。
4. the preparation method of curcumin according to claim 1, it is characterised in that:It is with volumetric concentration that the ethanol is extracted 95% ethanol solution is solvent, adopts percolation or ultrasonic extraction to extract the Rhizoma Curcumae Longae crushed, filters, obtain ethanol extract.
5. the preparation method of curcumin according to claim 1, it is characterised in that:Described isolating and purifying is big by what is adsorbed Macroporous adsorbent resin fills post, after addition and the isopyknic deionized water drip washing of macroporous adsorbent resin, molten with the ethanol of volumetric concentration 60% Liquid carries out eluting for eluant, Fractional Collections, and gained collection liquid recycling design is to dry.
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Cited By (9)

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Publication number Priority date Publication date Assignee Title
CN107162890A (en) * 2017-06-21 2017-09-15 芜湖耄智生物科技有限公司 The preparation method of curcumin
CN108821956A (en) * 2018-05-25 2018-11-16 无锡济民可信山禾药业股份有限公司 A method of it distills to extract from XINGNAOJING ZHUSHEYE and recycles curcumin in waste residue
CN109970531A (en) * 2019-04-30 2019-07-05 广州市科虎生物技术研究开发中心 A kind of curcumin high extraction preparation method
CN110240541A (en) * 2019-07-08 2019-09-17 哈尔滨工业大学 It is a kind of to use vacuum couplings ultrasonic wave-supercritical CO2The method of extraction extraction curcumin
CN111777499A (en) * 2020-08-11 2020-10-16 福州福德恩生物科技有限公司 Curcumin extraction and purification method
CN111875488A (en) * 2020-08-26 2020-11-03 惠州市晟荣生物科技有限公司 Curcumin extraction and purification method
CN112521259A (en) * 2020-12-24 2021-03-19 晨光生物科技集团股份有限公司 Preparation method of natural curcumin without vanillin
CN112851487A (en) * 2021-03-30 2021-05-28 福建省亚热带植物研究所 Preparation method of curcumin
CN114105747A (en) * 2021-12-17 2022-03-01 江南大学 Method for improving curcumin extraction rate and purification effect

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107162890A (en) * 2017-06-21 2017-09-15 芜湖耄智生物科技有限公司 The preparation method of curcumin
CN108821956A (en) * 2018-05-25 2018-11-16 无锡济民可信山禾药业股份有限公司 A method of it distills to extract from XINGNAOJING ZHUSHEYE and recycles curcumin in waste residue
CN109970531A (en) * 2019-04-30 2019-07-05 广州市科虎生物技术研究开发中心 A kind of curcumin high extraction preparation method
CN109970531B (en) * 2019-04-30 2022-03-01 广州市科虎生物技术有限公司 High-extraction-rate curcumin preparation method
CN110240541A (en) * 2019-07-08 2019-09-17 哈尔滨工业大学 It is a kind of to use vacuum couplings ultrasonic wave-supercritical CO2The method of extraction extraction curcumin
CN111777499A (en) * 2020-08-11 2020-10-16 福州福德恩生物科技有限公司 Curcumin extraction and purification method
CN111875488A (en) * 2020-08-26 2020-11-03 惠州市晟荣生物科技有限公司 Curcumin extraction and purification method
CN112521259A (en) * 2020-12-24 2021-03-19 晨光生物科技集团股份有限公司 Preparation method of natural curcumin without vanillin
CN112851487A (en) * 2021-03-30 2021-05-28 福建省亚热带植物研究所 Preparation method of curcumin
CN114105747A (en) * 2021-12-17 2022-03-01 江南大学 Method for improving curcumin extraction rate and purification effect

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