CN106478580A - Method for preparing procyanidine containing oligomer from litchi chinensis extract - Google Patents
Method for preparing procyanidine containing oligomer from litchi chinensis extract Download PDFInfo
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- 239000000284 extract Substances 0.000 title claims abstract description 56
- 238000000034 method Methods 0.000 title claims abstract description 16
- 244000183278 Nephelium litchi Species 0.000 title claims description 23
- 235000015742 Nephelium litchi Nutrition 0.000 title claims description 4
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 46
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 45
- 238000005119 centrifugation Methods 0.000 claims abstract description 21
- 238000005903 acid hydrolysis reaction Methods 0.000 claims abstract description 16
- 239000003480 eluent Substances 0.000 claims abstract description 16
- 239000000843 powder Substances 0.000 claims abstract description 16
- 150000007524 organic acids Chemical class 0.000 claims abstract description 15
- 229920002770 condensed tannin Polymers 0.000 claims abstract description 12
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920002414 procyanidin Polymers 0.000 claims abstract description 10
- 238000000605 extraction Methods 0.000 claims abstract description 6
- 238000000746 purification Methods 0.000 claims abstract description 6
- 239000012141 concentrate Substances 0.000 claims description 42
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000006460 hydrolysis reaction Methods 0.000 claims description 14
- 230000007062 hydrolysis Effects 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 11
- 239000002994 raw material Substances 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- 235000015165 citric acid Nutrition 0.000 claims description 8
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 7
- 238000010828 elution Methods 0.000 claims description 7
- 239000012535 impurity Substances 0.000 claims description 7
- 235000002906 tartaric acid Nutrition 0.000 claims description 7
- 239000011975 tartaric acid Substances 0.000 claims description 7
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 230000008719 thickening Effects 0.000 claims description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 4
- 235000013399 edible fruits Nutrition 0.000 claims description 4
- 235000011090 malic acid Nutrition 0.000 claims description 4
- 239000001630 malic acid Substances 0.000 claims description 4
- 210000000582 semen Anatomy 0.000 claims description 3
- 241000283690 Bos taurus Species 0.000 claims description 2
- 240000004307 Citrus medica Species 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims description 2
- 229960005070 ascorbic acid Drugs 0.000 claims description 2
- 239000011668 ascorbic acid Substances 0.000 claims description 2
- 230000001186 cumulative effect Effects 0.000 claims description 2
- 239000011148 porous material Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 2
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 2
- 235000012141 vanillin Nutrition 0.000 claims description 2
- PFTAWBLQPZVEMU-ZFWWWQNUSA-N (+)-epicatechin Natural products C1([C@@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 0.000 abstract description 9
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 abstract description 9
- 235000012734 epicatechin Nutrition 0.000 abstract description 9
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 abstract description 9
- 238000006116 polymerization reaction Methods 0.000 abstract description 9
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 abstract description 6
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 abstract description 6
- 239000000178 monomer Substances 0.000 abstract description 6
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 abstract description 6
- 230000007760 free radical scavenging Effects 0.000 abstract description 2
- 230000003647 oxidation Effects 0.000 abstract description 2
- 238000007254 oxidation reaction Methods 0.000 abstract description 2
- 241001629511 Litchi Species 0.000 abstract 5
- 238000001035 drying Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 229930014669 anthocyanidin Natural products 0.000 description 4
- 235000008758 anthocyanidins Nutrition 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 4
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001452 anthocyanidin derivatives Chemical class 0.000 description 3
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 3
- 235000005487 catechin Nutrition 0.000 description 3
- 229950001002 cianidanol Drugs 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 230000003064 anti-oxidating effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- -1 polyphenol compound Chemical class 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 1
- 230000002058 anti-hyperglycaemic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000002567 autonomic effect Effects 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 230000004089 microcirculation Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for preparing a litchi extract containing oligomeric proanthocyanidins. The litchi contains a great amount of procyanidine, which has strong oxidation resistance and free radical scavenging activity. No extraction method aiming at the oligomeric procyanidin is found at present. According to the method, the procyanidin in the litchi extract is hydrolyzed in a high-purity mode through the methods of primary extraction, secondary centrifugation, tertiary concentration, quaternary separation and purification, pentapolyphenol eluent concentration, hexa-drying and hepta-organic acid hydrolysis, the polymerization degree of the procyanidin is reduced, the content of monomeric procyanidin and oligomeric procyanidin in the litchi extract is greatly improved, and the natural resources of the procyanidin in the litchi extract are utilized more fully. After the organic acid hydrolysis, the polyphenol content in the dry extract powder is more than 70%, the average polymerization degree of the procyanidine is less than 2.0, the content of the procyanidine monomer epicatechin is more than 6.5%, the content of the procyanidine oligomer A1 is more than 5.0%, and the content of the procyanidine oligomer A2 is more than 4.0%.
Description
Technical field
The present invention relates to a kind of method prepared from Fructus Litchi extract containing oligomeric proanthocyanidins, belongs to food skill
Art field.
Background technology
Lichee is the fruit of sapindaceous plant lichee, the sweet succulence of pulp, delicious flavour, not only good to eat but also with very high
Nutritive value.Contain substantial amounts of OPC in lichee（procyangidins,pc）, OPC is extensively deposited in plant kingdom
A big class polyphenol compound general name, the OPC in nature be by catechin and the epicatechin of varying number
It is combined into.By the size of the degree of polymerization, generally 2-4 aggressiveness is referred to as oligomer（OPC）, by 5 aggressiveness and above referred to as height
Aggressiveness（PPC）.Wherein simplest OPC is two that catechin or epicatechin or catechin are formed with epicatechin
Aggressiveness, in addition with tripolymer, the tetramer even ten aggressiveness etc..Because monomer connected mode is different, A type can be divided into（C2-O-
C7 or C2-O-C5 connection）And Type B（C4- C8 or C4-C6 connection）Two kinds.
OPC has very strong anti-oxidant and free-radical scavenging activity.It is reported that, its oxidation resistance is tie up E 50
Times, 20 times of Vc, be one of best natural for finding so far.In addition it also has cancer-resisting, preventing and treating
Angiocardiopathy, antihyperglycemic, radioresistance, immunological regulation, improve the multiple efficacies such as microcirculation in human body and protection skin, be American-European
One of most popular autonomic drug of country.Show through research, for condensate, the antioxidation activity of OPC is with poly-
Right rising and reduce.The antioxidation activity of high polymer is far away from oligomer, and is difficult to the utilization that is absorbed by the body.Therefore, former
In anthocyanidin monomer and oligomer content higher, be worth higher.
At present with regard to the correlation technique of Fructus Litchi extract, the extracting method of Fructus Litchi extract is pertained only to, not yet found pin
Extraction to concrete composition in Fructus Litchi extract.And only find to grind using the correlation of mineral acid hydrolysis OPC high polymer at present
Study carefully, not yet find to report using the correlative study of organic acid hydrolysis OPC high polymer.
Content of the invention
The technical problem to be solved is to provide one kind to prepare containing oligomeric proanthocyanidins from Fructus Litchi extract
Method, extracted for the OPC in Fructus Litchi extract, and reduce OPC in the degree of polymerization.
In order to above-mentioned technical problem is solved, following technical measures are present invention employs, one kind is prepared from Fructus Litchi extract
Method containing oligomeric proanthocyanidins, mainly comprises the steps：.
First, extract：Fresh lichee raw material is taken for raw material, by Extraction solvent water and raw material 3:The weight ratio of 1-3, in 80-90
DEG C extract 1-3 hour, extract 1-3 time, obtain extract；
2nd, it is centrifuged：Extract is put into centrifuge, through rotating speed 3000-5000r/min, centrifugation 5-30min extraction obtains centrifugation and carries
Take liquid；
3rd, concentrate：CEF is concentrated into 20-60 Baume degrees, wherein thickening temperature control at 50-65 DEG C, vacuum degree control
In 0.09-0.1 MPa, obtain centrifugation and extract concentrate；
4th, isolate and purify：Isolated and purified using AB-8 or LX-36 large pore resin absorption column, extracted with centrifugation by amount of resin
Concentrate 1:The ratio of 1-2, with the speed feeding of 1-2BV/h；Entered with 1-2BV/h speed with pure water, 5-30% low-carbon alcohols successively
Row Impurity elution, clarifies to Impurity elution collection liquid；Polyphenol wash-out is carried out with 1-2BV/h speed with 50-95% low-carbon alcohols again, its
Middle polyphenol eluent collecting amount is 3-5 times that concentrate is extracted in centrifugation；
5th, polyphenol eluent is concentrated：Polyphenol eluent is carried out concentrated in vacuo, at 50-60 DEG C, vacuum degree control exists temperature control
0.09-0.1 MPa, the polyphenol wash-out concentrate water phase volume for obtaining is the 1/5 to 1/8 of polyphenol effluent volume；
6th, dry：Polyphenol wash-out concentrate is spray-dried, wherein EAT control at 150-180 DEG C, leaving air temp
Control obtains dry powder after purification at 50-70 DEG C；
7th, organic acid hydrolysis：Improved first vanillin method determines the mass concentration of hydrolysis material procyanidins, will be former for hydrolysis
Material fully mix with organic acid soln, the hydrolysis material wherein in hydrolysis reaction system often containing OPC 2.0-5.0mg and
Organic acid soln cumulative volume is 24-26ml, and hydrolysising condition is lucifuge water-bath, and bath temperature is 40-70 DEG C, and water bath time is 15-
45min, i.e. hydrolysis obtain extract containing oligomeric proanthocyanidins；The organic acid is citric acid, tartaric acid, malic acid, citron
Acid, ascorbic acid one of which, preferably, organic acid soln concentration is 5-30% to citric acid；The hydrolysis material be extract or from
Concentrate or polyphenol wash-out concentrate or dry powder after purification are extracted in heart extract or centrifugation；
The fresh lichee raw material refer to litchi rind, semen litchi, lychee leaf, lichee physiological fallen fruit one of which or any two kinds with
Upper mixture.
The low-carbon alcohols refer to ethanol, methyl alcohol, propyl alcohol, isopropanol etc..
The present invention is hydrolyzed to improve extract Central Plains to Fructus Litchi extract procyanidins high polymer using organic acid
Anthocyanidin oligomer content.In the present invention, it is hydrolyzed Fructus Litchi extract using organic acid so that the former cyanine in extract
Plain average degree of polymerization declines 13.0-33.8%, and procyanidin monomers epicatechin content raises 0.9-4.1%, and OPC is oligomeric
Body A1 content raises 14.5-22.6%, OPC oligomer A2 content and raises about 30.7%, substantially increases in Fructus Litchi extract
Monomer and the content of oligomeric proanthocyanidins so that Fructus Litchi extract procyanidins natural resources are more fully utilized.
After organic acid hydrolysis, in extract dry powder, polyphenol content is more than 70%, and OPC average degree of polymerization is less than
2.0, it is more than 5.0% that procyanidin monomers epicatechin content is more than 6.5%, OPC oligomer A1 content, former cyanine
Plain oligomer A2 content is more than 4.0%.
Specific embodiment
By the following examples technical scheme is further described.
Embodiment 1
1st, extract：After the fresh lichee skin of collection, semen litchi, lichee physiological fallen fruit, lychee leaf are cleaned up crush, by water with
Raw material weight compares 3:1 is extracted, and is extracted to 80 DEG C of beginning timing, and is kept 80-90 DEG C of 3 hours, extracts 1 time, carried
Take liquid；
2nd, it is centrifuged：By extract in low speed centrifuge with rotating speed as 4000r/min, 10min is centrifuged, obtains CEF；
3rd, concentrate：CEF is concentrated in vacuo to 400BX, the temperature control for wherein concentrating at 55-60 DEG C, vacuum degree control
In 0.09-0.1MPa, 40 are obtained0Concentrate is extracted in BX centrifugation；
4th, isolate and purify：Using AB-8 macroreticular resin, concentrate 1 is extracted by amount of resin with centrifugation:1.5 ratio, with 2BV/h's
Speed feeding；Impurity elution is carried out with 1.6BV/h speed with pure water, 5% ethanol successively, clarify to collection liquid；60% second is used again
Alcohol carries out polyphenol wash-out with 1.6BV/h speed, and wherein polyphenol eluent collecting amount is 3-4 times that concentrate is extracted in centrifugation；
5th, polyphenol eluent is concentrated：The polyphenol eluent of collection is carried out concentrated in vacuo, at 60 DEG C, vacuum exists thickening temperature
0.1 MPa；Concentrate water phase volume is concentrated into the 1/5 of polyphenol effluent volume, obtains polyphenol wash-out concentrate；
6th, citric acid hydrolysis polyphenol wash-out concentrate：Polyphenol wash-out concentrate is hydrolyzed through citric acid, wherein hydrolyzation system
For：5ml polyphenol wash-out concentrate adds 15% citric acid hydrolyzate of 20ml, in 60 DEG C of water-bath 30min.
7th, it is spray-dried：Polyphenol wash-out concentrate after citric acid is hydrolyzed is 170 DEG C or so in EAT, goes out wind-warm syndrome
Spend for carrying out being spray-dried prepared dry powder under conditions of 60 DEG C or so.Wherein dry powder polyphenol weight content is 70.08%, former cyanine
It is 7.46% for 6.80%, OPC A1 weight content that plain average degree of polymerization is 1.40, epicatechin EC weight content, former cyanine
Plain A2 weight content is 4.39%.
Embodiment 2
1st, extract：Do not crush after the fresh lichee skin of collection is cleaned up, compare 3 by water with raw material weight:1 is extracted, leaching
Carry to 80 DEG C of beginning timing, and 80-90 DEG C of 2 hours are kept, extract 2 times, obtain extract；
2nd, it is centrifuged：Extract is placed in low speed centrifuge with rotating speed as 3000r/min, is centrifuged 5min；
3rd, concentrate：Extract is concentrated in vacuo to 200BX, at 50-60 DEG C, vacuum degree control exists the temperature control for wherein concentrating
0.09-0.1MPa, obtains 200Concentrate is extracted in the centrifugation of BX；
4th, tartaric acid hydrolysis concentrate：Concentrate is extracted in centrifugation be hydrolyzed through tartaric acid, wherein hydrolyzation system is：2ml is carried
Take concentrate and 5% winestone acid hydrolysis liquid of 23ml is added, in 40 DEG C of water-bath 45min, obtain tartaric acid hydrolysis concentrate；
5th, isolate and purify：Using AB-8 macroreticular resin, liquid measure is concentrated with 1 by amount of resin with tartaric acid hydrolysis:1 ratio, with
The speed feeding of 2BV/h；Impurity elution is carried out with 1BV/h speed with pure water, 5% ethanol successively, clarify to collection liquid；Use again
50% ethanol carries out polyphenol wash-out with 1BV/h speed, and wherein polyphenol eluent collecting amount is 3-4 times of tartaric acid hydrolysis concentrate；
6th, polyphenol eluent is concentrated：The polyphenol eluent of collection is carried out concentrated in vacuo, at 60 DEG C, vacuum exists thickening temperature
0.1 Mpa, the polyphenol wash-out concentrate water phase volume for obtaining is the 1/8 of polyphenol effluent volume；
7th, it is spray-dried：By concentrate EAT be 150 DEG C or so, leaving air temp be 50 DEG C or so under conditions of sprayed
Mist dries and dry powder is obtained.Wherein dry powder polyphenol weight content is 76.32%, and OPC average degree of polymerization is 0.67, epicatechin
It is 4.76% for 5.79%, OPC A2 weight content that EC weight content is 15.76%, OPC A1 weight content.
Embodiment 3
1st, extract：Binding is not crushed after the fresh lichee leaf of collection is cleaned up, compare 1 by water with raw material weight:1 is soaked
Carry, extract to 80 DEG C of beginning timing, and 80-90 DEG C of 1 hour is kept, extract 3 times, obtain extract；
2nd, it is centrifuged：By extract in low speed centrifuge with rotating speed as 5000r/min, 30min is centrifuged, obtains CEF；
3rd, concentrate：CEF is concentrated in vacuo to 600BX, the temperature control for wherein concentrating at 55-65 DEG C, vacuum degree control
In 0.09-0.1MPa, 20 are obtained0Concentrate is extracted in BX centrifugation；
4th, isolate and purify：Using LX-36 macroreticular resin, concentrate 1 is extracted by amount of resin with centrifugation：2 ratio, with 1BV/h's
Speed feeding；Impurity elution is carried out with 2BV/h speed with pure water, 30% ethanol successively, clarify to collection liquid；95% ethanol is used again
Polyphenol wash-out is carried out with 2BV/h speed, wherein polyphenol eluent collecting amount is 3-5 times of reduction of feed volume；
5th, polyphenol eluent is concentrated：The polyphenol eluent of collection is carried out concentrated in vacuo, thickening temperature at 50 DEG C or so, vacuum
In 0.09 MPa or so, the polyphenol wash-out concentrate water phase volume for obtaining is 1/6 times of polyphenol collection liquid volume；
6th, it is spray-dried：Polyphenol wash-out concentrate it is 180 DEG C in EAT, leaving air temp is for entering under conditions of 70 DEG C or so
Row is spray-dried and dry powder is obtained；
7th, malic acid hydrolysis dry powder：Extract dry powder is hydrolyzed through malic acid, wherein hydrolyzation system is：0.2g dry powder+
The 15% apple acid hydrolysis liquid of 25ml, in 70 DEG C of water-bath 15min.After hydrolysis, obtained dry powder polyphenol weight content is 76.70%, former
It is 5.04% for 7.23%, OPC A1 weight content that anthocyanidin average degree of polymerization is 1.87, epicatechin EC weight content, former
Anthocyanidin A2 weight content is 4.08%.
Claims (3)
1. a kind of method prepared containing oligomeric proanthocyanidins Fructus Litchi extract, it is characterised in that methods described mainly includes following
Step：
（1）Extract：Fresh lichee raw material is taken for raw material, by Extraction solvent water and raw material 3:The weight ratio of 1-3, carries in 80-90 DEG C
1-3 hour is taken, is extracted 1-3 time, obtains extract；
（2）Centrifugation：Extract is put into low speed centrifuge, through rotating speed 3000-5000r/min, be centrifuged 5-30min extract obtain from
Heart extract；
（3）Concentrate：CEF is concentrated into 20-60 Baume degrees, wherein thickening temperature control at 50-65 DEG C, vacuum degree control
In 0.09-0.1 MPa, obtain centrifugation and extract concentrate；
（4）Isolate and purify：Isolated and purified using AB-8 or LX-36 large pore resin absorption column, extracted with centrifugation by amount of resin
Concentrate 1:The ratio of 1-2, with the speed feeding of 1-2BV/h；Entered with 1-2BV/h speed with pure water, 5-30% low-carbon alcohols successively
Row Impurity elution, clarifies to Impurity elution collection liquid；Polyphenol wash-out is carried out with 1-2BV/h speed with 50-95% low-carbon alcohols again, its
Middle polyphenol eluent collecting amount is 3-5 times that concentrate is extracted in centrifugation；
（5）Polyphenol eluent is concentrated：Polyphenol eluent is carried out concentrated in vacuo, at 50-60 DEG C, vacuum degree control exists temperature control
0.09-0.1 MPa, the polyphenol wash-out concentrate water phase volume for obtaining is the 1/5 to 1/8 of polyphenol effluent volume；
（6）Dry：Polyphenol wash-out concentrate is spray-dried, wherein EAT control at 150-180 DEG C, leaving air temp
Control obtains dry powder after purification at 50-70 DEG C；
（7）Organic acid hydrolysis：Improved first vanillin method determines the mass concentration of hydrolysis material procyanidins, will be former for hydrolysis
Material fully mix with organic acid soln, the hydrolysis material wherein in hydrolysis reaction system often containing OPC 2.0-5.0mg and
Organic acid soln cumulative volume is 24-26ml, and hydrolysising condition is lucifuge water-bath, and bath temperature is 40-70 DEG C, and water bath time is 15-
45min, i.e. hydrolysis obtain extract containing oligomeric proanthocyanidins；The organic acid is citric acid, tartaric acid, malic acid, citron
Acid, ascorbic acid one of which, preferably, organic acid soln concentration is 5-30% to citric acid；The hydrolysis material be extract or from
Concentrate or polyphenol wash-out concentrate or dry powder after purification are extracted in heart extract or centrifugation.
2. a kind of a kind of as claimed in claim 1 method prepared containing oligomeric proanthocyanidins Fructus Litchi extract, its feature exist
In：The fresh lichee raw material refer to litchi rind, semen litchi, lychee leaf, lichee physiological fallen fruit one of which or any two kinds with
Upper mixture.
3. a kind of method as claimed in claim 1 or 2, it is characterised in that the step 7 organic acid hydrolysis are followed and carried in step one
Take or step 2 centrifugation or step 3 concentrated or after step 6 dries, the hydrolysis material be extract or CEF or
Concentrate or polyphenol wash-out concentrate or dry powder after purification are extracted in centrifugation.
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107556284A (en) * | 2017-10-31 | 2018-01-09 | 桂林纽泰生物科技有限公司 | The method that OPC is extracted from litchi rind |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1733130A (en) * | 2005-09-01 | 2006-02-15 | 桂林莱茵生物科技股份有限公司 | Process for extracting litchi polyphenol from litchi |
| CN101012216A (en) * | 2007-02-02 | 2007-08-08 | 浙江大学 | Method of preparing oligomeric proanthocyanidins |
| CN102453012A (en) * | 2010-10-19 | 2012-05-16 | 褚宇 | Extraction process for oligomeric proanthocyanidins |
| CN104529990A (en) * | 2015-01-23 | 2015-04-22 | 白心亮 | Method for extracting procyanidine from grape seeds |
-
2016
- 2016-09-24 CN CN201610845395.4A patent/CN106478580B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1733130A (en) * | 2005-09-01 | 2006-02-15 | 桂林莱茵生物科技股份有限公司 | Process for extracting litchi polyphenol from litchi |
| CN101012216A (en) * | 2007-02-02 | 2007-08-08 | 浙江大学 | Method of preparing oligomeric proanthocyanidins |
| CN102453012A (en) * | 2010-10-19 | 2012-05-16 | 褚宇 | Extraction process for oligomeric proanthocyanidins |
| CN104529990A (en) * | 2015-01-23 | 2015-04-22 | 白心亮 | Method for extracting procyanidine from grape seeds |
Non-Patent Citations (1)
| Title |
|---|
| 赵平等: "原花青素分级分离", 《中国食品添加剂》 * |
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