CN106083957A - A kind of method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus - Google Patents
A kind of method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus Download PDFInfo
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- CN106083957A CN106083957A CN201610725509.1A CN201610725509A CN106083957A CN 106083957 A CN106083957 A CN 106083957A CN 201610725509 A CN201610725509 A CN 201610725509A CN 106083957 A CN106083957 A CN 106083957A
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- hesperidin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- Medicines Containing Plant Substances (AREA)
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Abstract
The invention belongs to natural drug extractive technique field, be specifically related to a kind of with rutaceae Fructus Aurantii Immaturus as raw material, use cold-maceration remove impurity, alkali extraction and acid precipitation to separate out coarse crystallization, through alkali sodium alkoxide secondary crystallization, the method obtaining Hesperidin.The method of the present invention can reduce fully to raw-material waste, decreases environmental pollution, is a kind of method of Hesperidin in high efficiency extraction separation Fructus Aurantii Immaturus, has good technique effect.
Description
Technical field
The invention belongs to natural drug extractive technique field, be specifically related to a kind of with Fructus Aurantii Immaturus as raw material, use cold-maceration to remove
Miscellaneous, alkali extraction and acid precipitation separates out coarse crystallization, through alkali sodium alkoxide secondary crystallization, the method obtaining Hesperidin.
Background technology
Hesperidin is present in the class flavonoid substances in Rutaceae (Rutaceae) tangerine plant, has double hydrogen yellow
Ketone oxygen glycosides structure, in faintly acid.Sterling is white needle-like crystals, is the main component constituting Citrin.Recent study table
Bright Hesperidin has maintenance osmotic pressure, strengthens blood capillary toughness, shortens the bleeding time, reduces the effects such as cholesterol, in clinic
The upper auxiliary treatment for cardiovascular system diseases, can prepare the multiple medicine preventing arteriosclerosis and myocardial infarction, be patent medicine "
Beniol " one of primary raw material.Can be used as the Natural antioxidant in the food industry it can also be used to cosmetic industry.
Extractive technique is the basis of researches on natural drugs work, and Hesperidin is mostly present in the garbage of mandarin orange processing
In, in peel, really capsule, in wherein ripe peel and tissue the content of Hesperidin the highest (endocarp 30%-50%, vascular aurantii,
30%-50% in core, sarcocarp, outer peel 10%-20%), the relatively low 1%-5% of content in juice and Fructus Citri tangerinae capsule.The extracting method of Hesperidin has
Solvent extraction, alkali extraction and acid precipitation, carbon dust absorption method, ion exchange, wherein alkali extraction and acid precipitation is simple to operate, low cost, carries
Taking rate higher, but the relatively low impurity of Hesperidin purity is more, needed for market, the product of specification lacks, and being badly in need of exploitation one can be quick
Efficiently, clean cut separation purification, extract the high Hesperidin technique of content.
Summary of the invention
The technical problem to be solved is to be to provide a new way for the exploitation of Fructus Aurantii Immaturus, right to reduce
Raw-material waste, decreases environmental pollution, it is provided that the technique of Hesperidin in a kind of high efficiency extraction separation Fructus Aurantii Immaturus.
It is as follows that the present invention solves the technical scheme that above-mentioned technical problem taked:
A kind of method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus, it is characterised in that comprise the steps:
1) obtaining raw material, wherein, material content detection uses ultrasonic method methanol extraction 1 hour, and extracting solution directly detects, this raw material
Content requirement Hesperidin >=25%, Neosynephrine >=0.9%；
2) pulverize after raw material being soaked, smash to crossing 20 eye mesh screens；
3) raw material after smashing carries out 100 DEG C of decocting in water remove impurity 1 hour, water cooking liquid of draining；
4) carry out secondary remove impurity with the sodium carbonate liquor of 0.8%, 0.5% respectively, discard remove impurity liquid, with water punching to neutral；
5) carry out twice extraction with sodium hydroxide and calcium hydroxide aqueous solution, during extraction, can suitably supplement sodium hydroxide or hydrogen
Calcium oxide, it is ensured that the ph value of extracting solution is 13-14, united extraction liquid；
6), during acidifying, with hydrochloric acid, ph is adjusted to 5.5, stands 24 hours, filtration, it is rinsed with 40 DEG C of water；
7) filter cake is dissolved with alkali sodium alkoxide (ph=10) the alkali sodium alkoxide of 60%, acid adjustment (ph=5.5), carry out secondary recrystallization；
8) filtering, be rinsed with 40 DEG C of water, temperature is less than 80 degrees Celsius of drying crystallines.
After this invention takes said method, it is possible to reduce fully raw-material waste, decrease environmental pollution,
It is a kind of method of Hesperidin in high efficiency extraction separation Fructus Aurantii Immaturus, has good technique effect.
Other features and advantages of the present invention will illustrate in the following description, and, partly become from description
Obtain it is clear that or understand by implementing the present invention.The purpose of the present invention and other advantages can be by the explanations write
Structure specifically noted in book, claims and accompanying drawing realizes and obtains.
Accompanying drawing explanation
Below in conjunction with the accompanying drawings the present invention is described in detail, so that the above-mentioned advantage of the present invention is definitely.
Fig. 1 is the schematic flow sheet of the inventive method.
Detailed description of the invention
As it is shown in figure 1, a kind of method extracting Hesperidin from Fructus Aurantii Immaturus, comprise the steps:
1) obtaining raw material, wherein, material content detection uses ultrasonic method methanol extraction 1 hour, and extracting solution directly detects, this raw material
Content requirement Hesperidin >=25%, Neosynephrine >=0.9%；
2) pulverize after raw material being soaked, smash to crossing 20 eye mesh screens；
3) raw material carries out decocting in water remove impurity 1 hour, water cooking liquid of draining；
4) carry out remove impurity with the sodium carbonate liquor of 0.8%, 0.5% respectively, discard remove impurity liquid, with water punching to neutral；
5) carry out twice extraction with sodium hydroxide and calcium hydroxide aqueous solution, during extraction, can suitably supplement sodium hydroxide or hydrogen
Calcium oxide, it is ensured that the ph value of extracting solution is 13-14, united extraction liquid.
6), during acidifying, with hydrochloric acid, ph is adjusted to 5.5, stands 24 hours, filtration, it is rinsed with 40 DEG C of water.
7) filter cake is dissolved with alkali sodium alkoxide (ph=10) the alkali sodium alkoxide of 60%, acid adjustment (ph=5.5), carry out secondary recrystallization；
8) filter, be rinsed with 40 DEG C of water.Temperature is less than 80 DEG C of drying crystallines.
In step (8), obtain the Hesperidin product of purity 92%.
In step (3), Fructus Aurantii Immaturus grain need to carry out decocting in water 1 hour, first removes the macromole impurity such as a large amount of albumen, sugar, then distinguishes
With the sodium carbonate liquor of 0.8%, 0.5%, utilize cold-maceration to carry out remove impurity, discard remove impurity liquid, with water punching to neutral, as carrying
Take raw material；
After this invention takes said method, it is possible to reduce fully raw-material waste, decrease environmental pollution, it is
A kind of method of high efficiency extraction separation Hesperidin, has good technique effect.
In order to determine the optimised process step of the present invention, inventor has carried out the work of substantial amounts of experimentation, specific experiment
Situation is as follows:
1, decocting in water material temperature
Immature bitter orange raw material is respectively adopted temperature degree and is 40 DEG C, 60 DEG C, 80 DEG C, 100 DEG C and carries out remove impurity, according to Hesperidin in water cooking liquid
Content and the number of impurity, determine that the temperature of decocting in water raw material is 100 DEG C.
2, alkali liquor remove impurity
Compare sodium carbonate, sodium bicarbonate, sodium hydroxide, the impact on content of hesperidin of the calcium hydroxide remove impurity liquid, have chosen carbon
Acid sodium solution, and compare the alkali liquor of variable concentrations, final liquid respectively with 0.8%, 0.5% sodium carbonate liquor, utilize cold-maceration
Carry out remove impurity.
3, acidulated condition
Comparing content and the yield of Hesperidin after different acidity crystallizes, ph is adjusted to 5.5 by discovery hydrochloric acid, stands 24 little
Time, the yield of Hesperidin is higher.
4, secondary crystallization condition
In order to remove naringin, improve content and the purity of Hesperidin, compare the different organic solvents impact on Hesperidin,
The alkali sodium alkoxide (ph=10) finally choosing 60% carries out secondary crystallization.
Finally it is noted that the foregoing is only the preferred embodiments of the present invention, it is not limited to the present invention,
Although being described in detail the present invention with reference to previous embodiment, for a person skilled in the art, it still may be used
So that the technical scheme described in foregoing embodiments to be modified, or wherein portion of techniques feature is carried out equivalent.
All within the spirit and principles in the present invention, any modification, equivalent substitution and improvement etc. made, should be included in the present invention's
Within protection domain.
Claims (1)
1. the method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus, it is characterised in that comprise the steps:
1) obtaining raw material, wherein, material content detection uses ultrasonic method methanol extraction 1 hour, and extracting solution directly detects, this raw material
Content requirement Hesperidin >=25%, Neosynephrine >=0.9%；
2) pulverize after raw material being soaked, smash to crossing 20 eye mesh screens；
3) raw material after smashing carries out 100 DEG C of decocting in water remove impurity 1 hour, water cooking liquid of draining；
4) carry out secondary remove impurity with the sodium carbonate liquor of 0.8%, 0.5% respectively, discard remove impurity liquid, with water punching to neutral；
5) carry out twice extraction with sodium hydroxide and calcium hydroxide aqueous solution, during extraction, can suitably supplement sodium hydroxide or hydrogen
Calcium oxide, it is ensured that the ph value of extracting solution is 13-14, united extraction liquid；
6), during acidifying, with hydrochloric acid, ph is adjusted to 5.5, stands 24 hours, filtration, it is rinsed with 40 DEG C of water；
7) filter cake is dissolved with alkali sodium alkoxide (ph=10) the alkali sodium alkoxide of 60%, acid adjustment (ph=5.5), carry out secondary recrystallization；
8) filtering, be rinsed with 40 DEG C of water, temperature is less than 80 degrees Celsius of drying crystallines.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610725509.1A CN106083957A (en) | 2016-08-26 | 2016-08-26 | A kind of method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus |
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| CN201610725509.1A CN106083957A (en) | 2016-08-26 | 2016-08-26 | A kind of method extracting Hesperidin from rutaceae Fructus Aurantii Immaturus |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831912A (en) * | 2017-01-23 | 2017-06-13 | 李潇 | The extracting method of aurantiamarin and its application in liver-protecting medicine |
| CN106866758A (en) * | 2017-01-23 | 2017-06-20 | 李潇 | A kind of technique and its purposes in blood lipid-lowering medicine is prepared that aurantiamarin is extracted from dried orange peel |
| CN108299520A (en) * | 2018-05-03 | 2018-07-20 | 中南民族大学 | Promote the method and aurantiamarin of extraction aurantiamarin purity |
| CN108822169A (en) * | 2018-09-18 | 2018-11-16 | 湘西华方制药有限公司 | The heavy aurantiamarin that alcohol extracting prepares the method for crystallising of heavy aurantiamarin and is prepared |
| CN111675742A (en) * | 2020-07-20 | 2020-09-18 | 江西海富生物工程有限公司 | Preparation method of neohesperidin with heavy metal removed |
| CN112047846A (en) * | 2020-10-13 | 2020-12-08 | 四川大学 | Method for extracting synephrine, naringin and neohesperidin from immature bitter oranges by using ultrasonic-assisted aqueous two-phase system |
| CN114195836A (en) * | 2021-12-20 | 2022-03-18 | 湖南威嘉生物科技有限公司 | Method for extracting hesperidin |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102311468A (en) * | 2011-09-09 | 2012-01-11 | 四川天予植物药业有限公司 | Clean production method of hesperidin |
| CN104262430A (en) * | 2014-09-24 | 2015-01-07 | 王红莲 | Method for extracting aurantiamarin from immature bitter orange |
-
2016
- 2016-08-26 CN CN201610725509.1A patent/CN106083957A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102311468A (en) * | 2011-09-09 | 2012-01-11 | 四川天予植物药业有限公司 | Clean production method of hesperidin |
| CN104262430A (en) * | 2014-09-24 | 2015-01-07 | 王红莲 | Method for extracting aurantiamarin from immature bitter orange |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831912A (en) * | 2017-01-23 | 2017-06-13 | 李潇 | The extracting method of aurantiamarin and its application in liver-protecting medicine |
| CN106866758A (en) * | 2017-01-23 | 2017-06-20 | 李潇 | A kind of technique and its purposes in blood lipid-lowering medicine is prepared that aurantiamarin is extracted from dried orange peel |
| CN106831912B (en) * | 2017-01-23 | 2019-04-09 | 李潇 | The extracting method of aurantiamarin and its application in liver-protecting medicine |
| CN106866758B (en) * | 2017-01-23 | 2019-08-06 | 李潇 | It is a kind of from dried orange peel extract aurantiamarin technique and its in the purposes prepared in blood lipid-lowering medicine |
| CN108299520A (en) * | 2018-05-03 | 2018-07-20 | 中南民族大学 | Promote the method and aurantiamarin of extraction aurantiamarin purity |
| CN108822169A (en) * | 2018-09-18 | 2018-11-16 | 湘西华方制药有限公司 | The heavy aurantiamarin that alcohol extracting prepares the method for crystallising of heavy aurantiamarin and is prepared |
| CN111675742A (en) * | 2020-07-20 | 2020-09-18 | 江西海富生物工程有限公司 | Preparation method of neohesperidin with heavy metal removed |
| CN111675742B (en) * | 2020-07-20 | 2021-07-27 | 江西海富生物工程有限公司 | Preparation method of neohesperidin with heavy metal removed |
| CN112047846A (en) * | 2020-10-13 | 2020-12-08 | 四川大学 | Method for extracting synephrine, naringin and neohesperidin from immature bitter oranges by using ultrasonic-assisted aqueous two-phase system |
| CN114195836A (en) * | 2021-12-20 | 2022-03-18 | 湖南威嘉生物科技有限公司 | Method for extracting hesperidin |
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