CN108285458A - The method that procyanidine A2 is extracted from peanut coat - Google Patents
The method that procyanidine A2 is extracted from peanut coat Download PDFInfo
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- CN108285458A CN108285458A CN201810169545.3A CN201810169545A CN108285458A CN 108285458 A CN108285458 A CN 108285458A CN 201810169545 A CN201810169545 A CN 201810169545A CN 108285458 A CN108285458 A CN 108285458A
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- procyanidine
- peanut coat
- peanut
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- eluent
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- 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
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/18—Bridged systems
Abstract
The method that the invention discloses a kind of to extract procyanidine A2 from peanut coat, includes the following steps：（1）Using peanut coat as raw material, through water heating extracting, filtering, peanut coat extract is obtained；（2）The peanut coat extract is first adsorbed with macroreticular resin, alcoholic solution is then used to carry out prewashing to macroreticular resin as pre- washing lotion, alcoholic solution is reused and carries out desorption as desorbed solution, obtain the procyanidine A2 crude products after desorption；（3）Procyanidine A2 crude products are prepared chromatography with mesolow finely to detach, eluent is concentrated under reduced pressure after chromatographic isolation, is dried.There is the procyanidine A2 that preparation method obtains according to the present invention strong anti-oxidative activity, purity to reach 85% or more.The present invention promotes the added value of peanut products, the sustainable development of the sector is promoted to have great importance for the deep processing and utilization of promotion peanut coat.
Description
Technical field
The invention belongs to natural products active material separating-purifying fields, and in particular to a kind of with strong anti-oxidative activity
Procyanidine A2 and preparation method thereof.
Background technology
Procyanidine (Procyanidin) is the general name for the flavone compound being widely present in vegetable kingdom, is yellow
The polymer of alkane -3- alcohol or flavane -3,4- glycol.In edible plants, procyanidine is with (+)-catechin, (-)-table
Theine is component units, is bonded by Type B, and procyanidine B classes, procyanidin B 2 as shown in Equation 1 are formed；It is bonded by A types,
Form procyanidine A classes, procyanidine A2 as shown in Equation 2.It is usually that two, three and the tetramer are referred to as low by degree of polymerization size
Aggressiveness procyanidine.More than pentamer it will be known as high polymer.Correlative study shows that procyanidine has various biological work(
Can, such as anti-oxidant, anti-aging, prevention of cardiovascular disease, antitumor isoreactivity can be widely applied to the industries such as food, cosmetics,
It has broad application prospects.
Peanut coat is the endotesta of peanut, generally red or pink.Peanut coat is the waste of peanut food industry,
Wherein protein content about 17% and fat content about 5% are mainly used for feed, and price is also very cheap, and utilization rate is very low.
Peanut coat is sweet in flavor, slight bitter, mild-natured, has the work(of hemostasis stasis, detumescence, and have certain nutritive value and medical value.Flower simultaneously
Raw clothing also contains a large amount of bioactive substance, such as procyanidine class and polyphenols, especially procyanidine A constituents,
Its procyanidins A2 has very strong antioxidant activity, helps to remove the free radical in human body and improves the double of microcirculation in human body
Recast is used.Animal experiments show that procyanidine can effectively inhibit the lipid peroxidation and DNA damage that chemical factor induces.Human body
Experiments have shown that edible procyanidine, it is suppressed that the lipid peroxidation of low density fat acid, and enhance it and remove the energy of free radical
Power.Nearly ten years, it is widely used in North America health products trade and cosmetic industry.In addition, Europe is by former cyanine
Element is used as treatment blood circulation disease, mitigates edema and arterial varix medication.
Chinese patent literature CN201310314385.4 discloses a kind of method for extracting procyanidine A2 from lychee leaf,
This method needs to use a large amount of organic solvents, and chromatographic column used silica gel cannot be regenerated completely, be needed to be replaced frequently, therefore generates big
The solid liquid waste of amount, environmental protection pressure is big, while technical process is more complicated, is unfavorable for large-scale production.
Invention content
The object of the present invention is to provide a kind of to extract the method for preparing procyanidine A2 from peanut coat.
To achieve the above object, the technical solution used in the present invention is：The preparation method packet of procyanidine A2 of the present invention
Include following steps：
(1) using peanut coat as raw material, through water heating extracting, filtering, peanut coat extract is obtained；
(2) the peanut coat extract is first adsorbed with macroreticular resin, then uses alcoholic solution as pre- washing lotion to big
Hole resin carries out prewashing, reuses alcoholic solution and carries out desorption as desorbed solution, obtains the procyanidine A2 crude products after desorption.
Further, the invention also includes following steps (3)：
Procyanidine A2 crude products are prepared chromatography with mesolow finely to detach, eluent is depressurized after chromatographic isolation
Concentration, drying.
Further, step (1) of the present invention is as follows：
Peanut coat raw material is taken, 8~16 times of the deionized water that quality is peanut coat raw material is added, is heated to 60~80 DEG C and carries
It takes more than twice, merges extracting solution and be filtered, filtrate is concentrated under reduced pressure, concentrate is dried in vacuo, is spent
Raw clothing extract.
Further, step (2) of the present invention is as follows：
Peanut coat extract is taken, deionized water dissolving is added；Lysate is filtered, by the upper macroreticular resin chromatography of filtrate
Column adsorbs, and carries out prewashing with the alcoholic solution that concentration expressed in percentage by volume is 0~20%, then with concentration expressed in percentage by volume than for 35~50%
Alcoholic solution elutes, and collects eluent, eluent is depressurized rotary evaporated to dryness, obtains procyanidine A2 crude products.
Further, step (3) of the present invention is as follows：
Procyanidine A2 crude products are prepared chromatography with mesolow finely to detach, wherein used chromatograph packing material is high score
Sub- polymer microballoon, the alcoholic solution for the use of concentration expressed in percentage by volume being 20~30% in chromatographic separation process are eluted, according to
UV absorption signal collection has the eluent of procyanidine A2 components, the eluent being collected into is merged, rotary evaporated to dryness.
Further, high molecular polymer microballoon of the present invention is polystyrene-divinylbenzene or polymethyl
Acid esters matrix.
Further, high molecular polymer microballoon of the present invention is UniPS40-300 fillers.
Further, macroreticular resin of the present invention is polystyrene-divinylbenzene, polystyrene-divinylbenzene
With the crosslinked resin of other functional groups, polymethacrylates matrix or polymethacrylates matrix and other function bases
The crosslinked resin of group.
Further, alcoholic solution of the present invention is ethanol solution.
Compared with prior art, the beneficial effects of the invention are as follows：The procyanidine A2 that preparation method obtains according to the present invention
With strong anti-oxidative activity, purity can reach 85% or more.The present invention promotes peanut for the deep processing and utilization of promotion peanut coat
Value-added content of product promotes the sustainable development of the sector to have great importance.
Description of the drawings
Fig. 1 is the high-efficient liquid phase chromatogram of sample after macroporous resin enrichment；
Fig. 2 is the high-efficient liquid phase chromatogram of refined rear sample.
Specific implementation mode
Below in conjunction with the drawings and specific embodiments, the present invention is further illustrated.
Following embodiment carries out the method that high performance liquid chromatography (HPLC) analyzes detection to procyanidine A2：Chromatographic column
For Promasil C18 (4.6 × 250mm, 5 μm), mobile phase is 15% acetonitrile, flow velocity 1.0mL/min, 30 DEG C of column temperature, detection wave
Long 210nm, sample size 20 μ L, detection time 60min.
One, the preparation of peanut coat extract
Embodiment 1：
8000 grams of deionized waters are added in 1000 grams of peanut coat raw materials, are heated to 60 DEG C, extract 2 hours；Add 8000 grams
Deionized water is heated to 60 DEG C, extracts 1.5 hours；Merging extracting solution twice, filtering, filtrate decompression concentration is dried in vacuo,
Obtain the extract of peanut coat, yield 15.7%.
Embodiment 2：1000 grams of peanut coat raw materials add 16000 grams of deionized waters, are heated to 60 DEG C, extract 2 hours；Again plus
Enter 16000 grams of deionized waters, be heated to 60 DEG C, extracts 1.5 hours；Merging extracting solution twice, filtering, filtrate decompression concentrates,
Vacuum drying, obtains the extract of peanut coat, yield 14.8%.
Embodiment 3：8000 grams of deionized waters are added in 1000 grams of peanut coat raw materials, are heated to 80 DEG C, extract 1 hour, then add
Enter 8000 grams of deionized waters, be heated to 80 DEG C, extract 1 hour, merge extracting solution twice, filters, filtrate decompression concentration, vacuum
It is dry, obtain the extract of peanut coat, yield 14.0%.
Two, the enrichment of procyanidine A2 macroreticular resins
Embodiment 4：
15 grams of the peanut coat extract of 1 gained of Example, is added 300ml deionized waters, ultrasonic dissolution, and filtering obtains
Peanut coat extract solution is spare.Macroreticular resin (model LXA-8) is packed into chromatographic column, column volume 400mL uses deionization
Water balance chromatographic column, the dosage 1200mL of deionized water；Then loading 200mL peanut coats extract solution is dense with volume basis
Degree rinses chromatographic column for 20% ethanol solution 2400mL；Then the ethanol solution 1000mL for being 35% with concentration expressed in percentage by volume is washed
It is de-, it collects eluent and eluent rotary evaporated to dryness is obtained into procyanidine A2 crude products.Through high performance liquid chromatography detection, gained
The content of the extract procyanidins A2 of peanut coat is 24.2%.High-efficient liquid phase chromatogram is shown in Fig. 1.
Embodiment 5：
15 grams of the peanut coat extract of 3 gained of Example, is added 300ml deionized waters, ultrasonic dissolution, and filtering obtains
Peanut coat extract solution is spare.Macroreticular resin (model LXA-8) is packed into chromatographic column, column volume 400mL uses deionization
Water balance chromatographic column, the dosage 1200mL of deionized water；Then loading 300mL peanut coats extract solution, with pure water 4000mL
Rinse chromatographic column；The ethanol solution 800mL elutions that concentration expressed in percentage by volume is 50% are finally used, eluent is collected, eluent is revolved
Turn to be evaporated to dryness to obtain procyanidine A2 crude products.Through high performance liquid chromatography detection, the extract procyanidins of gained peanut coat
The content of A2 is 26.1%.
Three, procyanidine A2 mesolows prepare the refined of chromatography
Embodiment 6：
The procyanidine A2 crude product 1.0g of 4 gained of Example, are added the methanol that 10mL concentration expressed in percentage by volumes are 10%, surpass
Sound dissolves, and filtering obtains procyanidine A2 crude product solutions；High molecular polymer chromatograph packing material (UniPS40-300) 60ml is packed into
In chromatographic column, and it is connect with mesolow preparative chromatograph；The ethanol solution for being 10% with 180mL concentration expressed in percentage by volumes rinses chromatography
Column；Sample introduction 10mL procyanidine A2 crude product solutions；It uses the ethanol solution that concentration expressed in percentage by volume is 20% as mobile phase, elutes,
It is monitored with UV detector, collects eluent and eluent rotary evaporated to dryness is obtained into off-white powder, through high-efficient liquid phase color
Spectrum analysis, sample procyanidins A2 purity are 88%.High-efficient liquid phase chromatogram is shown in Fig. 2.
Embodiment 7：
The procyanidine A2 crude product 1.0g of 4 gained of Example, are added the methanol that 10mL concentration expressed in percentage by volumes are 10%, surpass
Sound dissolves, and filtering obtains procyanidine A2 crude product solutions；High molecular polymer chromatograph packing material (UniPS40-300) 60ml is packed into
In chromatographic column, and it is connect with mesolow preparative chromatograph；The ethanol solution for being 10% with 180mL concentration expressed in percentage by volumes rinses chromatography
Column；Sample introduction 10mL procyanidine A2 crude product solutions；The ethanol elution for being 30% with concentration expressed in percentage by volume, is supervised with UV detector
It surveys, collects eluent and eluent rotary evaporated to dryness is obtained into off-white powder, through efficient liquid phase chromatographic analysis, sample Central Plains
Anthocyanidin A2 purity is 85%.
Four, the Structural Identification of procyanidine A2
ESI-MS mass spectral results show：The molecular weight of 7 obtained off-white powder product of embodiment 6 and embodiment is
576, nuclear magnetic resonance data is as follows：
1H NMR (400MHz, MeOD) δ 7.14,7.13,7.04,7.03,7.01,7.01,6.91,6.82,6.81,
6.81,6.80,6.09,6.07,5.96,4.75,4.73,4.24,4.24,4.18,4.16,4.16,4.14,4.14,4.12,
4.08,4.07,3.31,3.31,3.31,3.30,3.30,2.97,2.96,2.93,2.91,2.61,2.59,2.57,2.55,
0.00.13C NMR (101MHz, MeOD) δ 158.08,156.74,156.19,156.14,154.20,152.18,151.43,
146.81,146.38,145.68,132.33,131.25,130.59,123.95,120.75,119.89,119.35,116.38,
115.79,115.74,115.68,111.21,106.83,105.34,104.08,103.16,100.35,96.59,93.22,
84.52,73.86,68.15,67.84,59.43,34.29,29.24,29.01,8.58.
It is confirmed that above example extracted from peanut coat and finally obtained off-white powder product be procyanidine
A2。
Claims (9)
1. a kind of method for extracting procyanidine A2 from peanut coat, characterized in that include the following steps：
（1）Using peanut coat as raw material, through water heating extracting, filtering, peanut coat extract is obtained；
（2）The peanut coat extract is first adsorbed with macroreticular resin, then uses alcoholic solution as pre- washing lotion to macropore tree
Fat carries out prewashing, reuses alcoholic solution and carries out desorption as desorbed solution, obtains the procyanidine A2 crude products after desorption.
2. according to the method described in claim 1, it is characterized in that, it is further comprising the steps of（3）：
Procyanidine A2 crude products are prepared chromatography with mesolow finely to detach, eluent depressurize after chromatographic isolation dense
Contracting, drying.
3. method according to claim 1 or 2, characterized in that the step（1）It is as follows：
Peanut coat raw material is taken, 8~16 times of the deionized water that quality is peanut coat raw material is added, is heated to 60~80 DEG C of extractions two
More than secondary, merge extracting solution and be filtered, filtrate is concentrated under reduced pressure, concentrate is dried in vacuo, obtains peanut coat
Extract.
4. according to the method in any one of claims 1 to 3, characterized in that the step（2）It is as follows：
Peanut coat extract is taken, deionized water dissolving is added；Lysate is filtered, the upper macroreticular resin chromatographic column of filtrate is inhaled
It is attached, prewashing is carried out with the alcoholic solution that concentration expressed in percentage by volume is 0~20%, then with concentration expressed in percentage by volume than the alcoholic solution for 35~50%
Elution collects eluent, eluent is depressurized rotary evaporated to dryness, obtains procyanidine A2 crude products.
5. method according to any one of claim 2 to 4, characterized in that the step（3）It is as follows：
Procyanidine A2 crude products are prepared chromatography with mesolow finely to detach, wherein used chromatograph packing material is polyphosphazene polymer
Object microballoon is closed, the alcoholic solution for the use of concentration expressed in percentage by volume being 20~30% in chromatographic separation process is eluted, according to ultraviolet suction
Receiving signal collection has the eluent of procyanidine A2 components, the eluent being collected into is merged, rotary evaporated to dryness.
6. according to the method described in claim 5, it is characterized in that：The high molecular polymer microballoon is polystyrene-divinyl
Base benzene or polymethacrylates matrix.
7. method according to claim 5 or 6, it is characterized in that：The high molecular polymer microballoon is filled out for UniPS40-300
Material.
8. method according to any one of claim 1 to 7, it is characterized in that：The macroreticular resin is polystyrene-diethyl
Alkenyl benzene, polystyrene-divinylbenzene and the crosslinked resin of other functional groups, polymethacrylates matrix or poly- first
Base acrylate matrix and the crosslinked resin of other functional groups.
9. method according to any one of claim 1 to 8, it is characterized in that：The alcoholic solution is ethanol solution.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109620857A (en) * | 2019-01-16 | 2019-04-16 | 浙江大学 | Peanut coat active component and its preparing the application in anti-fat antidiabetic medicine |
| CN111303108A (en) * | 2020-03-04 | 2020-06-19 | 华南农业大学 | Method for extracting procyanidine A2 from litchi peels |
| CN111330556A (en) * | 2020-03-07 | 2020-06-26 | 浙江肽达生物科技开发有限公司 | Preparation method of chromatographic separation medium |
| CN111454242A (en) * | 2020-05-14 | 2020-07-28 | 湖南华诚生物资源股份有限公司 | Method for separating multiple active ingredients from peanut coat |
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| CN103880805A (en) * | 2014-04-08 | 2014-06-25 | 山东金胜粮油集团有限公司 | Process for extracting proanthocyanidin from peanut skin |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109620857A (en) * | 2019-01-16 | 2019-04-16 | 浙江大学 | Peanut coat active component and its preparing the application in anti-fat antidiabetic medicine |
| CN109620857B (en) * | 2019-01-16 | 2021-05-25 | 浙江大学 | Peanut coat active component and application thereof in preparation of anti-obesity and anti-diabetic drugs |
| CN111303108A (en) * | 2020-03-04 | 2020-06-19 | 华南农业大学 | Method for extracting procyanidine A2 from litchi peels |
| CN111303108B (en) * | 2020-03-04 | 2022-04-08 | 华南农业大学 | Method for extracting procyanidine A2 from litchi peels |
| CN111330556A (en) * | 2020-03-07 | 2020-06-26 | 浙江肽达生物科技开发有限公司 | Preparation method of chromatographic separation medium |
| CN111454242A (en) * | 2020-05-14 | 2020-07-28 | 湖南华诚生物资源股份有限公司 | Method for separating multiple active ingredients from peanut coat |
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