CN104910016A - Preparation method and application of stearylglycerol in Lycium ruthenicum Murr - Google Patents
Preparation method and application of stearylglycerol in Lycium ruthenicum Murr Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- FLYFLESWJKLOMD-UHFFFAOYSA-N henicosane-1,2,3-triol Chemical compound CCCCCCCCCCCCCCCCCCC(O)C(O)CO FLYFLESWJKLOMD-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 241000169546 Lycium ruthenicum Species 0.000 title abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000001035 drying Methods 0.000 claims abstract description 20
- 239000011347 resin Substances 0.000 claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 20
- 239000012043 crude product Substances 0.000 claims abstract description 13
- 238000010898 silica gel chromatography Methods 0.000 claims abstract description 13
- 238000004809 thin layer chromatography Methods 0.000 claims abstract description 11
- 239000012535 impurity Substances 0.000 claims abstract description 6
- 210000004369 blood Anatomy 0.000 claims abstract description 4
- 239000008280 blood Substances 0.000 claims abstract description 4
- 235000013399 edible fruits Nutrition 0.000 claims description 31
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 30
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 24
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 20
- 239000012046 mixed solvent Substances 0.000 claims description 13
- 238000007796 conventional method Methods 0.000 claims description 11
- 239000003921 oil Substances 0.000 claims description 11
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000706 filtrate Substances 0.000 claims description 10
- 235000013305 food Nutrition 0.000 claims description 9
- 239000003208 petroleum Substances 0.000 claims description 8
- 239000000470 constituent Substances 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000012230 colorless oil Substances 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000000741 silica gel Substances 0.000 claims description 5
- 229910002027 silica gel Inorganic materials 0.000 claims description 5
- 229960001866 silicon dioxide Drugs 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 235000021289 health related food Nutrition 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- ZJGFQCIJVFWGTQ-JEPPARPHSA-N [2-[(7E,11E)-octadeca-7,11-dienoyl]oxy-3-octadecoxypropyl] (12E,16E)-icosa-12,16-dienoate Chemical compound C(CCCCCCCCCC\C=C\CC\C=C\CCC)(=O)OCC(OC(CCCCC\C=C\CC\C=C\CCCCCC)=O)COCCCCCCCCCCCCCCCCCC ZJGFQCIJVFWGTQ-JEPPARPHSA-N 0.000 abstract 2
- 238000010828 elution Methods 0.000 abstract 2
- 238000000926 separation method Methods 0.000 abstract 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 9
- 235000010208 anthocyanin Nutrition 0.000 description 3
- 239000004410 anthocyanin Substances 0.000 description 3
- 229930002877 anthocyanin Natural products 0.000 description 3
- 150000004636 anthocyanins Chemical class 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 210000002966 serum Anatomy 0.000 description 3
- 210000002784 stomach Anatomy 0.000 description 3
- 208000031226 Hyperlipidaemia Diseases 0.000 description 2
- 108010028554 LDL Cholesterol Proteins 0.000 description 2
- 241001106041 Lycium Species 0.000 description 2
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 description 2
- 241000208292 Solanaceae Species 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 description 2
- 229960002855 simvastatin Drugs 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 206010063409 Acarodermatitis Diseases 0.000 description 1
- 206010007026 Calculus urethral Diseases 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010018276 Gingival bleeding Diseases 0.000 description 1
- 208000024283 Gingival haemorrhages Diseases 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 240000005001 Paeonia suffruticosa Species 0.000 description 1
- 235000003889 Paeonia suffruticosa Nutrition 0.000 description 1
- 241000447727 Scabies Species 0.000 description 1
- 208000002474 Tinea Diseases 0.000 description 1
- 241000130764 Tinea Species 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 230000003276 anti-hypertensive effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000010241 blood sampling Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 201000005577 familial hyperlipidemia Diseases 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000010172 mouse model Methods 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 208000005687 scabies Diseases 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 201000009160 urethral calculus Diseases 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention relates to a preparation method for stearylglycerol in Lycium ruthenicum Murr. The method comprises the following steps: (1) impurity removal with microporous resin: a step of dissolving extract of Lycium ruthenicum Murr with an ethanol solution, separating the obtained solution by using a microporous resin column, carrying out step gradient elution and subjecting eluate to pressure-reduced drying so as to obtain a crude product of stearylglycerol; and (2) silica gel column chromatography separation: a step of subjecting the crude product of stearylglycerol to silica gel column chromatography separation, carrying out elution, collecting fraction, detecting and collecting fraction with an Rf value of 0.1 to 0.2 by using thin-layer chromatography and subjecting the collected fraction to pressure-reduced drying so as to obtain colorless oily 1-[(12E,16E)-12,16-eicosadienoyl]-2-[(E,E)-7,11-octadecadienoyl]-3-stearylglycerol with purity of greater than 95%. The preparation method is simple and has a high recovery rate; and the prepared 1-[(12E,16E)-12,16-eicosadienoyl]-2-[(E,E)-7,11-octadecadienoyl]-3-stearylglycerol has good blood fat-reducing effect.
Description
Technical field
The present invention relates to a kind of preparation method of hard acylglycerol, particularly relate to preparation method and the application thereof of hard acylglycerol in a kind of black fruit lyceum.
Background technology
Black fruit lyceum (
lycium ruthenicummurr.) be Solanaceae (Solanaceae) Lycium (
lyciuml.) plant, mainly be distributed in the Qinghai-Tibet Caidamu Basin, according to " Jingzhubencao ", the Four-Volume Medical Code and " Uygur medicine will " record: Tibetan medicine is used as medicine with its mellow fruit, treatment heart-heat syndrome, heart trouble, urethral calculus, tinea scabies, gingival hemorrhage, among the peoplely make strengthening by means of tonics and depressor.The chemical composition that modern study shows in black fruit lyceum mainly comprises anthocyanin class and fat hydrocarbon, tree peony anthocyanins is known by people with its significant anti-oxidant activity, but the related compound of primary pharmacological activity (antihypertensive activity) about the record of this medicinal material in medical classics does not also find.
At present; the document preparing aliphatic compound from black fruit lyceum has no report; Chinese patent (CN101982192B, CN01912480B and 101991709B) report adopts anthocyanin class component in the process enrichment black fruit lyceums such as ethanol-extracted, film process, macroporous resin; mass-producing 1-[(12E is obtained from black fruit lyceum; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl] preparation research of-3-stearyl-glycerine has no bibliographical information.
Summary of the invention
Technical problem to be solved by this invention is to provide the preparation method of hard acylglycerol in the black fruit lyceum of simple, the easy mass-producing of a kind of technique.
Another technical problem to be solved by this invention is to provide the application of this hard acylglycerol.
For solving the problem, the preparation method of hard acylglycerol in a kind of black fruit lyceum of the present invention, comprises the following steps:
(1) micro-porous resin removal of impurities:
By volume fraction 50 ~ 70% dissolve with ethanol solution of the black fruit lyceum alcohol extract of mazarine medicinal extract shape obtained according to a conventional method by its quality 5 ~ 10 times, filtration obtains filtrate A, on this filtrate A, micro-porous resin post uses 85% ~ 95% ethanolic soln of 2 ~ 5 times of column volumes after being separated successively, the acetone soln of 90% ~ 100% carries out stepwise gradient wash-out, collect the acetone soln eluate of 90% ~ 100%, this acetone soln eluate of 90% ~ 100%, through drying under reduced pressure, obtains the stearyl-glycerine crude product in deep yellow oily; Described black fruit lyceum alcohol extract and described micro-porous resin ratio are 1 g:30 mL;
(2) silica gel column chromatography is separated:
By described stearyl-glycerine crude product after silica gel column chromatography is separated; with the petroleum ether-ethyl acetate mixed solvent wash-out of 3 ~ 5 times of column volumes; and collect cut by every part of 500 ~ 1000 mL; adopting thin-layer chromatography to detect and collecting Rf value is the cut of 0.1 ~ 0.2; this cut is through drying under reduced pressure; the 1-[(12E that the purity obtained in colorless oil is greater than 95%; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine.
Described step (1) with described step (2) in drying under reduced pressure condition refer to that vacuum tightness is 0.06 ~ 0.09 MPa, temperature is 50 ~ 70 DEG C.
Described step (2) PetroChina Company Limited.'s ether-ethyl acetate mixed solvent refers to sherwood oil, being obtained by mixing by the volume ratio of 20:1 ~ 18:3 of ethyl acetate.
Described step (2) middle silicagel column is of a size of 50 mm × 80, mm ~ 200 mm ~ 200 mm.
The described step condition that (2) middle thin-layer chromatography detects refers to that developping agent is the mixed solvent mixed by the volume ratio of 19:1 of sherwood oil, ethyl acetate, and developer is the vitriol oil ethanolic soln of volumetric concentration 10%.
The hard acylglycerol that in a kind of black fruit lyceum as above, the preparation method of hard acylglycerol obtains is preparing the application in blood lipid-lowering medicine or protective foods; it is characterized in that: this hard acylglycerol makes all kinds of reducing blood-fat medicinal preparations with pharmaceutically acceptable any carrier according to a conventional method as effective constituent, or make all kinds of health-related food with acceptable any carrier in Food science according to a conventional method as effective constituent.
The present invention compared with prior art has the following advantages:
1, the present invention adopts micro-porous resin enrichment, can obtain the stearyl-glycerine crude product of purity about 70%, and resin column can reprocessing cycle use, and average price is cheap, is easy to mass-producing.
2, the present invention adopts silica gel column chromatography to be separated, separable to purity be 95% 1-[(12E, 16E)-12,16-bis-ten carbon dienoyl]-2-[(E, E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine.
3, ingredient requirement of the present invention is not high, and the black fruit lyceum alcohol extract of generally wild or plantation, is easy to get the raw materials ready in batches.
4, present invention process is simple, the rate of recovery is high.
5,1-[(12E, 16E)-12,16-bis-ten carbon dienoyl]-2-[(E, E)-7,11-ten eight carbon the dienoyl]-3-stearyl-glycerine that obtains of the present invention after tested, has the effect of good reducing blood-fat.
(1) modeling: adopt high lipid food method of feeding to copy hyperlipidemia mouse model.Namely normal group conventional feed is fed, and feeds for other each group with high lipid food.All mouse all can freely ingest and drinking-water, and in the 5th week of modeling, tail venous blood sampling, detected the concentration of TC on an empty stomach mice serum, and empty stomach TC value is greater than 7 mmol/L is considered as hyperlipidemia modeling winner.May be used for administration experiment.
(2) administration: Nm group and Md group mouse stomach give distilled water (dosage: 0.4 mL/d), and Ps group mouse gives Simvastatin (6.7 mg/Kg/d), and C1, C2, C3 group gives
embodiment 1 ~ 3in the compound (340 mg/Kg/d) that is separated to.Continuous gastric infusion 4 weeks, weighs weekly each group of Mouse Weight once.After administration terminates, biochemical reagents box Serum Indexes TC, TG, LDL-C to each group of mouse is used to measure.
(3) conclusion: after high lipid food feeds 4 weeks, the TC content significance in the body weight of model group mouse, serum higher than normal group (P<0.01 or P<0.05), it is practical that this shows that this tests high fat modeling method; After administration terminates, the body weight of model group mouse, the equal significance of TC, TG and LDL-C are higher than normal group; Compared with model group mouse, the positive group of Simvastatin,
embodiment 1 ~ 3group all can improve to significance the hyperlipemia situation (P<0.05 or P<0.01) of mouse.Specifically in table 1.
Table 1
Accompanying drawing explanation
Below in conjunction with accompanying drawing, the specific embodiment of the present invention is described in further detail.
Fig. 1 is 1-of the present invention [(12E, 16E)-12,16-bis-ten carbon dienoyl]-2-[(E, E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine
1h NMR nuclear magnetic spectrum.
Fig. 2 is 1-of the present invention [(12E, 16E)-12,16-bis-ten carbon dienoyl]-2-[(E, E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine
13c NMR nuclear magnetic spectrum.
Embodiment
embodiment 1a preparation method for hard acylglycerol in black fruit lyceum, comprises the following steps:
(1) micro-porous resin removal of impurities:
The black fruit lyceum alcohol extract of the mazarine medicinal extract shape that 1000 g are obtained according to a conventional method volume fraction 50% dissolve with ethanol solution of its quality 5 times; filtration obtains filtrate A; on this filtrate A, micro-porous resin post carries out stepwise gradient wash-out with the acetone soln of 95% ethanolic soln of 2 times of column volumes, 100% of 2 times of column volumes after being separated successively; collect the acetone soln eluate of 100%; this acetone soln eluate of 100%, through drying under reduced pressure, obtains stearyl-glycerine crude product 266.4 g in deep yellow oily.
Wherein: black fruit lyceum alcohol extract and micro-porous resin ratio are 1 g:30 mL.
Drying under reduced pressure condition refers to that vacuum tightness is 0.09 MPa, and temperature is 50 DEG C.
(2) silica gel column chromatography is separated:
By stearyl-glycerine crude product after silica gel column chromatography is separated; with the petroleum ether-ethyl acetate mixed solvent wash-out of 8 times of column volumes; and collect cut by every part of 500 mL; adopting thin-layer chromatography to detect and collecting Rf value is the cut of 0.1 ~ 0.2; this cut is through drying under reduced pressure; the 1-[(12E that the purity obtained in colorless oil is greater than 95%; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine 183.7 g.
Wherein: drying under reduced pressure condition refers to that vacuum tightness is 0.09 MPa, and temperature is 50 DEG C.
Petroleum ether-ethyl acetate mixed solvent refers to and the volume ratio by 20:1 of sherwood oil, ethyl acetate (mL/mL) is obtained by mixing.
Silicagel column is of a size of 50 mm × 80 mm.
The condition that thin-layer chromatography detects refers to that developping agent is the mixed solvent mixed by the volume ratio of 19:1 of sherwood oil, ethyl acetate, and developer is the vitriol oil ethanolic soln of volumetric concentration 10%.
embodiment 2a preparation method for hard acylglycerol in black fruit lyceum, comprises the following steps:
(1) micro-porous resin removal of impurities:
The black fruit lyceum alcohol extract of the mazarine medicinal extract shape that 5000 g are obtained according to a conventional method volume fraction 70% dissolve with ethanol solution of its quality 10 times; filtration obtains filtrate A; on this filtrate A, micro-porous resin post carries out stepwise gradient wash-out with the acetone soln of 85% ethanolic soln of 3 times of column volumes, 90% of 5 times of column volumes after being separated successively; collect the acetone soln eluate of 90%; this acetone soln eluate of 90%, through drying under reduced pressure, obtains stearyl-glycerine crude product 1319.4 g in deep yellow oily.
Wherein: black fruit lyceum alcohol extract and micro-porous resin ratio are 1 g:30 mL.
Drying under reduced pressure condition refers to that vacuum tightness is 0.06MPa, and temperature is 70 DEG C.
(2) silica gel column chromatography is separated:
By stearyl-glycerine crude product after silica gel column chromatography is separated; with the petroleum ether-ethyl acetate mixed solvent wash-out of 3 times of column volumes; and collect cut by every part of 1000 mL; adopting thin-layer chromatography to detect and collecting Rf value is the cut of 0.1 ~ 0.2; this cut is through through drying under reduced pressure; the 1-[(12E that the purity obtained in colorless oil is greater than 95%; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine 894.5 g.
Wherein: drying under reduced pressure condition refers to that vacuum tightness is 0.06 MPa, and temperature is 70 DEG C.
Petroleum ether-ethyl acetate mixed solvent refers to and the volume ratio by 18:3 of sherwood oil, ethyl acetate (mL/mL) is obtained by mixing.
Silicagel column is of a size of 200 mm × 200 mm.
The condition that thin-layer chromatography detects is same
embodiment 1.
embodiment 3a preparation method for hard acylglycerol in black fruit lyceum, comprises the following steps:
(1) micro-porous resin removal of impurities:
The black fruit lyceum alcohol extract of the mazarine medicinal extract shape that 3000 g are obtained according to a conventional method volume fraction 60% dissolve with ethanol solution of its quality 8 times; filtration obtains filtrate A; on this filtrate A, micro-porous resin post carries out stepwise gradient wash-out with the acetone soln of 90% ethanolic soln of 5 times of column volumes, 95% of 3 times of column volumes after being separated successively; collect the acetone soln eluate of 95%; this acetone soln eluate of 95%, through drying under reduced pressure, obtains stearyl-glycerine crude product 748.2 g in deep yellow oily.
Wherein: black fruit lyceum alcohol extract and micro-porous resin ratio are 1 g:30 mL.
Drying under reduced pressure condition refers to that vacuum tightness is 0.08 MPa, and temperature is 60 DEG C.
(2) silica gel column chromatography is separated:
By stearyl-glycerine crude product after silica gel column chromatography is separated; with the petroleum ether-ethyl acetate mixed solvent wash-out of 5 times of column volumes; and collect cut by every part of 800 mL; adopting thin-layer chromatography to detect and collecting Rf value is the cut of 0.1 ~ 0.2; this cut is through drying under reduced pressure; the 1-[(12E that the purity obtained in colorless oil is greater than 95%; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine 529.1 g.
Wherein: drying under reduced pressure condition refers to that vacuum tightness is 0.08MPa, and temperature is 60 DEG C.
Petroleum ether-ethyl acetate mixed solvent refers to and the volume ratio by 19:2 of sherwood oil, ethyl acetate (mL/mL) is obtained by mixing.
Silicagel column is of a size of 100 mm × 150 mm.
The condition that thin-layer chromatography detects is same
embodiment 1.
Above-mentioned
embodiment 1 ~ 3obtained hard acylglycerol can be applicable to prepare in blood lipid-lowering medicine or protective foods: this hard acylglycerol makes all kinds of reducing blood-fat medicinal preparations with pharmaceutically acceptable any carrier according to a conventional method as effective constituent, or makes all kinds of health-related food with acceptable any carrier in Food science according to a conventional method as effective constituent.
Claims (6)
1. the preparation method of hard acylglycerol in black fruit lyceum, comprises the following steps:
(1) micro-porous resin removal of impurities:
By volume fraction 50 ~ 70% dissolve with ethanol solution of the black fruit lyceum alcohol extract of mazarine medicinal extract shape obtained according to a conventional method by its quality 5 ~ 10 times, filtration obtains filtrate A, on this filtrate A, micro-porous resin post uses 85% ~ 95% ethanolic soln of 2 ~ 5 times of column volumes after being separated successively, the acetone soln of 90% ~ 100% carries out stepwise gradient wash-out, collect the acetone soln eluate of 90% ~ 100%, this acetone soln eluate of 90% ~ 100%, through drying under reduced pressure, obtains the stearyl-glycerine crude product in deep yellow oily; Described black fruit lyceum alcohol extract and described micro-porous resin ratio are 1 g:30 mL;
(2) silica gel column chromatography is separated:
By described stearyl-glycerine crude product after silica gel column chromatography is separated; with the petroleum ether-ethyl acetate mixed solvent wash-out of 3 ~ 5 times of column volumes; and collect cut by every part of 500 ~ 1000 mL; adopting thin-layer chromatography to detect and collecting Rf value is the cut of 0.1 ~ 0.2; this cut is through drying under reduced pressure; the 1-[(12E that the purity obtained in colorless oil is greater than 95%; 16E)-12; 16-20 carbon dienoyl]-2-[(E; E)-7,11-ten eight carbon dienoyl]-3-stearyl-glycerine.
2. the preparation method of hard acylglycerol in a kind of black fruit lyceum as claimed in claim 1, is characterized in that: described step (1) with described step (2) in drying under reduced pressure condition refer to that vacuum tightness is 0.06 ~ 0.09 MPa, temperature is 50 ~ 70 DEG C.
3. the preparation method of hard acylglycerol in a kind of black fruit lyceum as claimed in claim 1, is characterized in that: described step (2) PetroChina Company Limited.'s ether-ethyl acetate mixed solvent refers to sherwood oil, being obtained by mixing by the volume ratio of 20:1 ~ 18:3 of ethyl acetate.
4. the preparation method of hard acylglycerol in a kind of black fruit lyceum as claimed in claim 1, is characterized in that: described step (2) in silicagel column be of a size of 50 mm × 80, mm ~ 200 mm ~ 200 mm.
5. the preparation method of hard acylglycerol in a kind of black fruit lyceum as claimed in claim 1; it is characterized in that: the described step condition that (2) middle thin-layer chromatography detects refers to that developping agent is the mixed solvent mixed by the volume ratio of 19:1 of sherwood oil, ethyl acetate, and developer is the vitriol oil ethanolic soln of volumetric concentration 10%.
6. the hard acylglycerol that in a kind of black fruit lyceum as claimed in claim 1, the preparation method of hard acylglycerol obtains is preparing the application in blood lipid-lowering medicine or protective foods; it is characterized in that: this hard acylglycerol makes all kinds of reducing blood-fat medicinal preparations with pharmaceutically acceptable any carrier according to a conventional method as effective constituent, or make all kinds of health-related food with acceptable any carrier in Food science according to a conventional method as effective constituent.
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| CN201510275568.9A CN104910016B (en) | 2015-05-27 | 2015-05-27 | The preparation method and applications of hard acylglycerol in a kind of black Fructus Lycii |
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| CN201510275568.9A CN104910016B (en) | 2015-05-27 | 2015-05-27 | The preparation method and applications of hard acylglycerol in a kind of black Fructus Lycii |
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| CN109966373A (en) * | 2019-01-28 | 2019-07-05 | 中国科学院西北高原生物研究所 | A kind of application of black fruit fructus lycii seed oil extract in blood lipid-lowering medicine |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102060833A (en) * | 2010-11-29 | 2011-05-18 | 中国科学院西北高原生物研究所 | Method for extracting anthocyanin from lycium ruthenicum fruit |
| CN103626814A (en) * | 2013-12-09 | 2014-03-12 | 中国科学院西北高原生物研究所 | Method for separating anthocyanins monomer from lycium ruthenicum fruits |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102060833A (en) * | 2010-11-29 | 2011-05-18 | 中国科学院西北高原生物研究所 | Method for extracting anthocyanin from lycium ruthenicum fruit |
| CN103626814A (en) * | 2013-12-09 | 2014-03-12 | 中国科学院西北高原生物研究所 | Method for separating anthocyanins monomer from lycium ruthenicum fruits |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109966373A (en) * | 2019-01-28 | 2019-07-05 | 中国科学院西北高原生物研究所 | A kind of application of black fruit fructus lycii seed oil extract in blood lipid-lowering medicine |
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