CN1357382A - Separating and purifying production process of proanthocyanidin oligomer from haw and its use - Google Patents
Separating and purifying production process of proanthocyanidin oligomer from haw and its use Download PDFInfo
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- CN1357382A CN1357382A CN01138055.1A CN01138055A CN1357382A CN 1357382 A CN1357382 A CN 1357382A CN 01138055 A CN01138055 A CN 01138055A CN 1357382 A CN1357382 A CN 1357382A
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- proanthocyanidin
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The present invention belongs to biochemical separation and purification technology. Proanthocyanidin oligomer separating and purifying production process includes water extraction of fresh dry haw, macroporous resin adsorption and gel Sephadex LH-20 separation to obtain 95% over purify product. It may be produced into tablet, capsule, chewing gum, oral liquid and other dosage form of antisenility and antilipemic health food. It can be used as material for wrinkle-resisting skin care cosmetics, the filtering dregs may be produced into haw slices and other snacks, and the penetrated liquid may be produced into haw polysaccharide used as food additive.
Description
One. technical field
The invention belongs to field of biochemical separation and purifying technology.
Two. background technology: winter in 1534 France explorer Jacques Cartier and his crewman got vitamin C deficiency, cured through a kind of Indians' medicine anneda, and this is a kind of Cortex Pini goods, wherein contains ascorbic acid and original hase anthocyanidin.
The scientific research of oligomerization proanthocyanidin just began in 20 beginnings of the century, what find at first is the monomer of anthocyanidin, it is colourless anthocyanin, nineteen sixty Freudenberg and Weinges propose proanthocyanidin (Proanthocyanidin) speech, and being defined as that a class separates from plant also can be through the hot acid treatment material that can produce anthocyanidin.Oligomerization proanthocyanidin is isolating from Cortex Pini at first; countries such as the U.S., Europe, Argentina, Australia and New Zealand in recent years; from Semen Vitis viniferae, separate proanthocyanidin in succession; be developed to health product or medicine; have antioxidation, antidotal effect; therefore be subjected to very much the welcome of middle-aged and elderly people, product has patent protection, the also existing commodity of the domestic similar substance that extracts from Semen Vitis viniferae and Folium Pini.
About the external report of Fructus Crataegi seldom, has only the report of a small amount of relevant Fructus Crataegi crude extract.
Three. summary of the invention:
1. goal of the invention the objective of the invention is to extract oligomerization proanthocyanidin from haw berry, makes tablet, capsule, chewable tablet, oral liquid etc., as the middle-aged and elderly people defying age, and the health food of blood fat reducing.Raw material can provide daily-use chemical industry, as the important component of anti-wrinkle cosmetic.The filtering residue of Fructus Crataegi still can be made food, comprehensive utilization.
2. invention technical scheme: contain in the known Fructus Crataegi abundant oligomerization proanthocyanidin (Oligmeric Proanthocyanidins, OPC).OPC is the 2-6 aggressiveness of proanthocyanidin, it is the mixture that the similar many monomer proanthocyanidin polymerizations of chemical constitution are formed, the kind of proanthocyanidin is a lot, there are tens kinds, isolating proanthocyanidin mainly is former cyanidin and former delphinidin unit in the Fructus Crataegi, these monomer proanthocyanidins claim leucoanthocyanidin (Leucoanthocyanidins) again, belong to flavane-3,4 glycol, phenol flavane structures such as (Peltogynol flavan) is covered in flavane 4-alcohol and training holder, former cyanidin dimer from B-1 to B-8 for singly connecting chain, by connecting and composing with 4-8 or 4-6 position C-C key between (+)-catechin base and (-)-epicatechin base.
The oligomerization proanthocyanidin material is one of Chinese herbal medicine effective ingredients, and it is a kind of powerful antioxidant, and its antioxidation is 20 times of Vc, and 50 times of VE have convergence, antiinflammatory, contraction blood capillary and multiple pharmacological effect such as antibiotic.Technical solution of the present invention: Fructus Crataegi is cleaned and to smash 80 ℃ of hot water to pieces and quench and get, last macroporous resin column, and the flush away polysaccharide, oligomerization proanthocyanidin can be used 60% ethanol elution, passes through the SephadexLH-20 gel column again, the weight purification, purity can reach more than 95%.
3. invention effect:
Oligomerization proanthocyanidin has following aspects function:
1). the intravital free radical of scavenger: oligomerization proanthocyanidin is a kind of strong radical scavenger, can remove too much free radical in the body, the disease that treatment causes because of free radical, as inflammation, cardiovascular diseases, blood circulatory disorder, arthritis, circulatory diseases, sacred disease and many and old and feeble diseases associated, the effect that has prevention and improve.Brain and spinoneural damage that free radical caused are shielded, be of value to the prevention and the treatment of parkinson, degenerative brain disorder.
2). suppressor mutation: the spontaneous mutation of suppressor gene and minimizing canceration.
3). reduce histamine levels, the saturating property of protection blood vessel, prevention and reparation atherosclerosis.
4). regulate the permeability of blood vessel, reduce the resistance in hypertension and some nephrotic, the diabetics blood capillary, back edema etc. prevents to perform the operation.
5). safeguard the structure of collagen protein: oligomerization proanthocyanidin can combine with collagen protein, suppress the degraded of Collagenase to collagen protein, participate in the crosslinked of collagen fiber, increase the elasticity and the flexibility of muscle tendon ligament, be called the skin vitamin, can keep skin elasticity and smooth, postpone or reduce the appearance of wrinkle, have tangible anti-aging effects.
Because the above-mentioned multiple function of oligomerization proanthocyanidin, the inside and outside research to it in native land is also more and more, mainly from Semen Vitis viniferae and Cortex Pini, extract purification abroad, existing commodity listing, be subjected to the welcome of middle-aged and elderly people deeply as health product, domestic have a similar products listing of extracting from Semen Vitis viniferae and Cortex Pini, and considering domesticly has a large amount of Fructus Crataegis to overstock, it is limited to be used as the food market, contains abundant oligomerization proanthocyanidin after testing in the Fructus Crataegi.The present invention gets by hot-quenching from haw berry exactly, gel chromatography, and steps such as solvent elution obtain the oligomerization proanthocyanidin of purity more than 90%.And proof Fructus Crataegi oligomerization proanthocyanidin has very strong antioxidation and epithelial oxidative damage had effect, safety, nontoxic pair of effect of protection, can be used as the antidotal health food of middle-aged and elderly people.
The present invention gets the comparison of the proanthocyanidin of Semen Vitis viniferae and the biological function test that vitamin C has carried out the oligomerization proanthocyanidin free radical resisting, and the result is as follows:
A. utilize the Fenton reaction to produce hydroxy radical, the Fructus Crataegi oligomerization proanthocyanidin can stop the generation of hydroxy radical, measures the content that OD420nm represents hydroxy radical.The variable concentrations sample is to the clearance rate (100%) of hydroxy radical
Sample concentration 0.1mg/ml 0.5mg/ml 1.0mg/ml Fructus Crataegi proanthocyanidin 40.7 ± 2.0 48.9 ± 2.0 59.8 ± 4.8 grape seed proanthocyanidins 36.0 ± 4.5 41.7 ± 0.9 48.5 ± 6.9
Vc 8.0±1.6 11.4±1.9 29.1±2.0
B. superoxide anion is a kind of very strong free radical, can make the NADH oxidation, with NBT (Nitroblue tetrazoliam) and PMS (Phenazine methosulfate) colour developing, represents the content of superoxide anion with OD560nm.
The variable concentrations sample is to clearance rate (100%) sample concentration 0.1mg/ml 0.5mg/ml 1.0mg/ml Fructus Crataegi proanthocyanidin 0 24.7 ± 2.5 90.0 ± 8.5 Semen Vitis viniferae proanthocyanidin 0 68.3 ± 4.7 92.2 ± 9.3 of superoxide anion
Vc 0 20.6±1.9 25.5±4.2
C. adopting the Lipid Peroxidation model that relies on the Ovum Gallus domesticus Flavus lipoprotein, check the inhibitory action of proanthocyanidin to lipid peroxidation in the yolk suspension, is the determination data of OD532nm in the table.The variable concentrations sample is to the clearance rate (100%) of lipid peroxide
Sample concentration 0.1mg/ml 0.25mg/ml 0.5mg/ml Fructus Crataegi proanthocyanidin 62.9 ± 3.2 85.7 ± 0.2 91.9 ± 0.6 Semen Vitis viniferae proanthocyanidin 61.5 ± 0.5 83.7 ± 0.4 90.5 ± 0.4
Vc 11.6±1.7 33.2±1.3 59.8±1.2
D. hydrogen peroxide has damaging action to epithelial cell, behind the adding sample, measures the survivaling cell amount by mtt assay, and the protective effect of expression proanthocyanidin pair cell is the absorbance of measuring with enzyme-linked immunosorbent assay instrument in the following table, and absorbance is high represents that cell survival is many.
The variable concentrations sample to protective effect contrast 1.496 ± 0.090 hydrogen peroxide effects of cellular oxidation damage after 0.47 ± 0.021 sample concentration concentration 0.1mg/ml 0.5mg/ml 1.0mg/ml Proanthocyanidins From The Fruits of Hawthorn, 0.530 ± 0.018**, 0.573 ± 0.008**, 1.057 ± 0.07** Proanthocyanidins from Grape Seeds 0.557 ± 0.027**, 0.730 ± 0.036**, 0.917 ± 0.116**Vc, 0.553 ± 0.015**, 0.735 ± 0.044**, 0.902 ± 0.069** and control group comparison * P＜0.05; * P＜0.01
Comprehensive above-mentioned result of the test, the Fructus Crataegi oligomerization proanthocyanidin is suitable to the effect of antioxidation and Semen Vitis viniferae oligomerization proanthocyanidin, and a little more than the Semen Vitis viniferae oligomerization proanthocyanidin, and the mensuration of all items is all far above Vc to the scavenging action of hydroxy radical.
Four. specific embodiments:
New fresh Fructus Crataegi 1.5Kg, adding 80 ℃ of hot-quenchings of 3.5L water after clean the smashing to pieces got 3 hours, after silk filters, sarcocarp still can be processed into food, gained filtrate is thickness very, this filtrate is passed through macroporous resin column, because polysaccharide is not adsorbed, the available water flush away passes liquid with the precipitable Fructus Crataegi polysaccharide that obtains of 30% ethanol, and the oligomerization proanthocyanidin on the post can be used 60% ethanol elution, after ethanol is removed in distilling under reduced pressure, lyophilizing or spray drying get 12.5g approximately, and purity is further purified and can passes through Sephadex LH-20 gel column can reach about 90%, oligomerization proanthocyanidin can be with 60% acetone with it eluting, after distilling under reduced pressure concentrated, spray drying can get brownish red powder 5.9g, and purity can reach more than 95%.
Purity test: this method utilizes the characteristic color reaction of proanthocyanidin and hydrochloric acid-n-butyl alcohol by measuring the reacted absorbance value of proanthocyanidin reference standard, production standard curve.Preparation contains the n-butyl alcohol liquid 50ml of 30% hydrochloric acid, and is standby.Get proanthocyanidin reference standard liquid 1mg/ml 25ul, 50ul, 75ul, 100ul respectively, 4mg/ml 50ul adds 1.4ml hydrochloric acid-butanol solution, add water cumulative volume is shaken up to 1.5ml, in boiling water, boil 30min, cooling, at wavelength is the 525nm colorimetric, the drawing standard curve.The OPC sample is made into 1mg/ml, gets 0.1ml and measures the 525nm light absorption by the same method, and the reference standard curve calculates the proanthocyanidin content of each group respectively.
Claims (5)
1. separation and purification production process of proanthocyanidin oligomer from Fructus Crataegi, it is characterized in that new fresh Fructus Crataegi or dry fruit are clean, add 2-3 times of water after smashing to pieces, 80 ℃ of hot-quenchings were got 3 hours, filter back sarcocarp and still can be processed into food, gained filtrate is by macroporous resin column, water flush away polysaccharide, use 60% ethanol elution, after ethanol is removed in distilling under reduced pressure, spray drying, purity can reach about 90%, again by Sephadex LH-20 gel column, with 60% acetone eluting, behind the removal solvent, spray drying can get the brownish red powder, be oligomerization proanthocyanidin, purity can reach more than 95%.
2. the oligomerization proanthocyanidin of producing according to the described production technology of claim 1, its feature
Be to utilize purification or partially purified oligomerization proanthocyanidin, make dosage forms such as tablet, capsule, chewable tablet, oral liquid, can be used as defying age, the health food of blood fat reducing.
3. the oligomerization proanthocyanidin of producing according to the described production technology of claim 1, it is characterized in that oligomerization proanthocyanidin can with the combining of collagen protein, suppress the degraded of Collagenase, also participate in the crosslinked of collagen fiber, so can be used for producing the raw material of crease-resistant skin protection cosmetics to collagen protein.
4. according to claim 1 from Fructus Crataegi the production technology of separation and purification oligomerization proanthocyanidin, it is characterized in that filtering residue can be used to make leisure fooies such as Fructus Crataegi slice, haw jelly, fruit egg skin, Fructus Crataegi fruit jam.
5. according to claim 1 from Fructus Crataegi the production technology of separation and purification oligomerization proanthocyanidin, it is characterized in that passing liquid and can be made into Fructus Crataegi polysaccharide (fruit jelly and pectin), fruit jelly and pectin can be used as food additive.
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| CN1326867C (en) * | 2005-06-03 | 2007-07-18 | 南京大学 | Process for united separation and purification of ursolic acid and oligomeric proanthocyanidin and application thereof |
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| CN100346801C (en) * | 2005-03-02 | 2007-11-07 | 河南中医学院 | Substance for treating celebral ischemia extracted from haw |
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| CN111034902A (en) * | 2019-12-13 | 2020-04-21 | 汕头大学 | High-stability pigment derivative and preparation method thereof |
| CN111034902B (en) * | 2019-12-13 | 2023-03-28 | 汕头大学 | High-stability pigment derivative and preparation method thereof |
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