CN109846865A - A kind of curcumin preparation and preparation method thereof - Google Patents
A kind of curcumin preparation and preparation method thereof Download PDFInfo
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- CN109846865A CN109846865A CN201811603931.5A CN201811603931A CN109846865A CN 109846865 A CN109846865 A CN 109846865A CN 201811603931 A CN201811603931 A CN 201811603931A CN 109846865 A CN109846865 A CN 109846865A
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- curcumin
- preparation
- mixed solvent
- phosphatide
- hexane
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Abstract
The present invention relates to a kind of curcumin preparations and preparation method thereof, preparation method include the following steps: to carry out under the action of mixed solvent after mixing curcumin with phosphatide it is compound, the mixed solvent be n-hexane, dehydrated alcohol and ethyl acetate in any two kinds or more.Curcumin and phosphatide are combined by the present invention using mixed solvent, and curcumin and phosphatide can be made to be completely dissolved in the mixed solvent, combine curcumin and phosphatide more preferable.The solubility of the more simple curcumin of the solubility of curcumin in water increases by 150 times or so in curcumin preparation of the invention, and bioavilability is improved more than 250%.
Description
Technical field
The present invention relates to drug and its preparation fields, more particularly, to curcumin preparation and preparation method thereof.
Background technique
Curcumin is the important activity ingredient separated from Turmeric, is a kind of natural polyphenol.Curcumin is usual
It is used in daily life as colorant and flavoring agent.In recent years, research shows that curcumin has extensive pharmacological action, such as
Anticancer, antibacterial, antiviral, anti-oxidation, antirheumatic and antitumor action.The pharmacological mechanism and pharmacokinetic of curcumin
Learning behavioral study is always hot issue.But curcumin solubility is low, causes it to absorb in vivo low, bioavilability is low,
Development and application are restricted, and the preparation that exploitation can significantly improve curcumin availability is necessary.By the Searches of Patent Literature,
Curcumin is prepared into solid dispersions by formulation, nano-emulsion, micro-capsule, and curcumin can be improved in the dosage forms such as curcumin preparation
Bioavilability.But about technology in curcumin preparation patent, there are more or less shortcomings at present.
Curcumin preparation is increased compared with the solubility of curcumin in water in a kind of preparation method of curcumin preparation of CN107213467A
1.5 again.CN1283237C curcumin preparation and preparation method thereof, is tested by rat, and curcumin preparation is opposite compared with curcumin
Bioavilability is 205.47%.The bioavilability of curcumin is still to be improved.
Summary of the invention
For the not high problem of solubility existing for curcumin preparation in the prior art and bioavilability, the present invention is mentioned
For a kind of preparation method of curcumin preparation, include the following steps: the effect after mixing curcumin with phosphatide in mixed solvent
Lower progress is compound, and the mixed solvent is any two kinds or more in n-hexane, dehydrated alcohol and ethyl acetate.
The application discovery, can using any two kinds and the above mixed solvent in n-hexane, dehydrated alcohol and ethyl acetate
The combination for effectively reinforcing phosphatide and curcumin, makes phosphatide fully play the effect for promoting dissolution.
Preferably, the mass ratio of the molar ratio feature according to curcumin in conjunction with phosphatide, the curcumin and phosphatide is 1:2
~3.
Preferably, the mass volume ratio of the curcumin and the mixed solvent is 1:50~100.
Preferably, the mixed solvent is n-hexane and dehydrated alcohol, and the volume ratio of the two is 1:0.8~1.2;
The mixed solvent is n-hexane and ethyl acetate, and the volume ratio of the two is 1:0.8~1.2;
The mixed solvent is dehydrated alcohol and ethyl acetate, and the volume ratio of the two is 1:0.8~1.2;
The mixed solvent is the mixture of n-hexane, dehydrated alcohol and ethyl acetate, the volume ratio of three be 1:0.8~
1.2:0.8~1.2.
It is furthermore preferred that the mixed solvent is n-hexane and dehydrated alcohol, the volume ratio of the two is 1:1;
The mixed solvent is n-hexane and ethyl acetate, and the volume ratio of the two is 1:1;
The mixed solvent is dehydrated alcohol and ethyl acetate, and the volume ratio of the two is 1:1;
The mixed solvent is the mixture of n-hexane, dehydrated alcohol and ethyl acetate, and the volume ratio of three is 1:1:1.
As a preferred option, curcumin preparation of the present invention is by curcumin and phosphatide under the action of mixed solvent
It is combined, the mass ratio of the curcumin and the phosphatide is 1:2.5, and the mixed solvent is the n-hexane of volume ratio 1:1
And dehydrated alcohol.
It is further preferred that the volume ratio of the curcumin and the mixed solvent is 1:50.
As preferred mode of operation, preparation method of the invention includes the following steps:
1) phosphatide and curcumin are added in the mixed solvent, stirred evenly;
2) concentration removes the mixed solvent, it is dry to get;
Preferably, the step 1) is stirred under heating conditions;
Still more preferably, the temperature of the heating is 40-60 DEG C.
Preferably, the temperature of concentration removal organic solvent is 40~60 DEG C in the step 2);It is controlled in dry process
Temperature is 50~60 DEG C, and vacuum degree is less than -0.09Mpa.
The curcumin preparation that it is another object of the present invention to protect method of the invention to be prepared.
Final object of the present invention is protection curcumin preparation of the present invention in preparation turmeric cellulose product
Using;
Preferably, the turmeric cellulose product is capsule, tablet.
The invention has the following beneficial effects:
1) curcumin and phosphatide are combined by the present invention using mixed solvent, and curcumin and phosphatide can be made to be completely dissolved in
In the mixed solvent so that curcumin and phosphatide combine it is more preferable;
2) present invention prepares curcumin preparation using phosphatide, so that curcumin preparation increases compared with the solubility of curcumin in water
Add 150 times or so, bioavilability is improved more than 250%.Operation of the present invention is convenient simultaneously, is convenient for industrialized production.
Specific embodiment
The following examples are used to illustrate the present invention, but are not intended to limit the scope of the present invention..
Embodiment 1
The present embodiment is related to a kind of curcumin preparation, is combined under the action of mixed solvent by curcumin and phosphatide,
The mass ratio of the curcumin and the phosphatide is 1:2.5, the n-hexane and anhydrous second that the mixed solvent is volume ratio 1:1
Alcohol.
The preparation method of the curcumin preparation includes the following steps:
(1) 25g phosphatide and 10g curcumin are weighed, adds the mixed solvent of 250ml n-hexane and 250ml dehydrated alcohol, 40 DEG C
At a temperature of stir 1h.
(2) by concentration and recovery solvent under the conditions of 40 DEG C of feed liquid mixed, then in temperature 50 C, vacuum -0.09MPa's
Under the conditions of vacuum drying to get curcumin preparation.
Embodiment 2
The present invention relates to a kind of curcumin preparations, are combined under the action of mixed solvent by curcumin and phosphatide, institute
The mass ratio for stating curcumin and the phosphatide is 1:3, and the organic solvent is the dehydrated alcohol and ethyl acetate of volume ratio 1:1.
The curcumin preparation is prepared by the following method to obtain:
(1) 30g phosphatide and 10g curcumin are weighed, the mixed solvent of 500ml dehydrated alcohol and 500ml ethyl acetate is added,
1h is stirred at a temperature of 60 DEG C.
(2) by concentration and recovery solvent under the conditions of 50 DEG C of feed liquid mixed, in temperature 60 C, vacuum -0.09MPa or more
Under the conditions of vacuum drying to get curcumin preparation.
Embodiment 3
The present invention relates to a kind of curcumin preparations, are combined under the action of mixed solvent by curcumin and phosphatide, institute
The mass ratio for stating curcumin and the phosphatide is 1:2, and the organic solvent is dehydrated alcohol, the ethyl acetate of volume ratio 1:1:1
And n-hexane.
The curcumin preparation is prepared by the following method:
(1) 20g phosphatide and 10g curcumin are weighed, 300ml dehydrated alcohol, 300ml n-hexane and 300ml ethyl acetate are added
Mixed solvent, stir 1h at a temperature of 60 DEG C.
(2) by concentration and recovery solvent under the conditions of 50 DEG C of feed liquid mixed.Temperature 60 C, the item of vacuum -0.09MPa or more
Vacuum drying is under part to get curcumin preparation.
Comparative example 1
The present embodiment is related to a kind of curcumin preparation, and compared with Example 1, difference is, the solvent is ethyl alcohol.
Comparative example 2
The present embodiment is related to a kind of curcumin preparation, and compared with Example 1, difference is, the solvent is n-hexane.
Comparative example 3
The present embodiment is related to a kind of curcumin preparation, and compared with Example 1, difference is, the solvent is acetic acid second
Ester.
Comparative example 4
The present embodiment is related to a kind of curcumin preparation, and compared with Example 1, difference is, the in the mixed solvent, just
The volume ratio of hexane and dehydrated alcohol is 2:1.
Experimental example 1
This experimental example is related to the measurement of curcumin preparation solubility of the present invention, includes the following steps:
It weighs Examples 1 to 3 and comparative example 1~4 prepares resulting curcumin preparation 20mg in the EP pipe of 5mL, be added
The supersaturated aqueous solution that ultrapure water 3mL forms CPC is vibrated for 24 hours in the thermostatic control oscillator vibration of 100rpm, is taken at 25 DEG C
1mL sample is centrifuged 10min under 6000rpm.100 μ L of Aspirate supernatant, is diluted to 10mL with dehydrated alcohol, with anhydrous second
It is blank that alcohol, which directly dissolves curcumin, surveys absorbance value under 425nm.It the results are shown in Table 1.
Table 1
Experimental example 2
This experimental example is related to the measurement of preparation bioavilability of the present invention, includes the following steps:
♂ SD rat (230~250g) is randomly divided into 8 groups (every group 5), fasting 12h can't help water.
1st group of stomach-filling curcumin, dosage 50mg/kg, 1h rat orbital vein takes blood 0.3mL after administration respectively
In test tube of hepari EP pipe.After blood sample 6000r/min is centrifuged 10min, -80 DEG C of supernatant preservations are taken, it is to be measured.
Curcumin preparation in other group of stomach-filling Examples 1 to 3 and comparative example 1~4, dosage are equivalent to curcumin
50mg/kg, 1h rat orbital vein takes blood 0.3mL in test tube of hepari EP pipe after administration respectively.Blood sample 6000r/min is centrifuged
After 10min, -80 DEG C of supernatant preservations are taken, it is to be measured.
Above-mentioned 100 μ L blood plasma is taken respectively, 30 μ L, 100 μ g/mL NT is added, 500 μ L methanol are added, and is vortexed 3 minutes,
12000r/min is centrifuged 10min, with instrument drying is dried with nitrogen, is finally redissolved with 100 μ L of methanol, 20 μ L sample introductions is taken, using efficient
Liquid chromatography (HPLC) measures the concentration of curcumin in blood plasma.Same method measures ginger in the blood plasma of other group of curcumin preparation
The concentration of flavine, result such as table 2.
Table 2
Although above having used general explanation, specific embodiment and test, the present invention is made to retouch in detail
It states, but on the basis of the present invention, it can be made some modifications or improvements, this is apparent to those skilled in the art
's.Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, belong to claimed
Range.
Claims (9)
1. a kind of preparation method of curcumin preparation, which comprises the steps of: after curcumin is mixed with phosphatide
Carried out under the action of mixed solvent it is compound, the mixed solvent be n-hexane, dehydrated alcohol and ethyl acetate in any two kinds
Or more.
2. preparation method according to claim 1, which is characterized in that the mass ratio of the curcumin and phosphatide be 1:2~
3。
3. preparation method according to claim 1 or 2, which is characterized in that the matter of the curcumin and the mixed solvent
Amount volume ratio is 1:50~100.
4. preparation method according to claim 3, which is characterized in that the mixed solvent be n-hexane and dehydrated alcohol,
The volume ratio of the two is 1:0.8~1.2;
The mixed solvent is n-hexane and ethyl acetate, and the volume ratio of the two is 1:0.8~1.2;
The mixed solvent is dehydrated alcohol and ethyl acetate, and the volume ratio of the two is 1:0.8~1.2;
The mixed solvent is the mixture of n-hexane, dehydrated alcohol and ethyl acetate, and the volume ratio of three is 1:0.8~1.2:
0.8~1.2.
5. preparation method according to any one of claims 1 to 4, which comprises the steps of:
1) phosphatide and curcumin are added in the mixed solvent, stirred evenly;
2) concentration removes the mixed solvent, it is dry to get.
6. excellent according to the method described in claim 5, it is characterized in that, the step 1) is stirred under heating conditions
Choosing, the temperature of the heating is 40-60 DEG C.
7. preparation method according to claim 5 or 6, which is characterized in that concentration removal organic solvent in the step 2)
Temperature be 40~60 DEG C;Temperature is 50~60 DEG C in dry process, and vacuum degree is less than -0.09Mpa.
8. the curcumin preparation that any one of claim 1~7 method is prepared.
9. curcumin preparation according to any one of claims 8 is preparing the application in capsule or tablet.
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Cited By (1)
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US11642316B2 (en) | 2021-04-30 | 2023-05-09 | Henan Zhongda Hengyuan Biotechnology Stock Co., Ltd. | Water-soluble curcumin mixture with high bioavailability and preparation method and application thereof |
Citations (4)
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---|---|---|---|---|
CN1657040A (en) * | 2004-11-22 | 2005-08-24 | 山东大学 | Curcumin and phosphatide composite and its preparation method |
CN101400360A (en) * | 2006-03-09 | 2009-04-01 | 因德纳有限公司 | Phospholipid complexes of curcumin having improved bioavailability |
CN104540515A (en) * | 2012-05-22 | 2015-04-22 | H·G·卡夫 | Improved complexes and compositions containing curcumin |
CN107213467A (en) * | 2017-05-22 | 2017-09-29 | 江苏大学 | A kind of preparation method of phospholipid complexes of curcumin |
-
2018
- 2018-12-26 CN CN201811603931.5A patent/CN109846865B/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1657040A (en) * | 2004-11-22 | 2005-08-24 | 山东大学 | Curcumin and phosphatide composite and its preparation method |
CN101400360A (en) * | 2006-03-09 | 2009-04-01 | 因德纳有限公司 | Phospholipid complexes of curcumin having improved bioavailability |
CN104540515A (en) * | 2012-05-22 | 2015-04-22 | H·G·卡夫 | Improved complexes and compositions containing curcumin |
CN107213467A (en) * | 2017-05-22 | 2017-09-29 | 江苏大学 | A kind of preparation method of phospholipid complexes of curcumin |
Non-Patent Citations (1)
Title |
---|
张慧娜: "姜黄素磷脂复合物/吐温混合胶束的研制", 《河南大学硕士学位论文》 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11642316B2 (en) | 2021-04-30 | 2023-05-09 | Henan Zhongda Hengyuan Biotechnology Stock Co., Ltd. | Water-soluble curcumin mixture with high bioavailability and preparation method and application thereof |
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