CN108456699A - A kind of phosphatide type calendic acid fat or oil composition and its preparation method and application - Google Patents
A kind of phosphatide type calendic acid fat or oil composition and its preparation method and application Download PDFInfo
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- CN108456699A CN108456699A CN201810159910.2A CN201810159910A CN108456699A CN 108456699 A CN108456699 A CN 108456699A CN 201810159910 A CN201810159910 A CN 201810159910A CN 108456699 A CN108456699 A CN 108456699A
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- Prior art keywords
- calendic acid
- calendic
- phosphatide
- fat
- oil composition
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- DQGMPXYVZZCNDQ-UVZPLDOLSA-N Calendinsaeure Natural products CCCCCC=C/C=C/C=C/CCCCCCC(=O)O DQGMPXYVZZCNDQ-UVZPLDOLSA-N 0.000 title claims abstract description 79
- DQGMPXYVZZCNDQ-KBPWROHVSA-N (8E,10E,12Z)-octadecatrienoic acid Chemical compound CCCCC\C=C/C=C/C=C/CCCCCCC(O)=O DQGMPXYVZZCNDQ-KBPWROHVSA-N 0.000 title claims abstract description 55
- 239000000203 mixture Substances 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000002425 crystallisation Methods 0.000 claims abstract description 40
- 230000008025 crystallization Effects 0.000 claims abstract description 34
- -1 calendic acid triglycerides Chemical class 0.000 claims abstract description 25
- 125000004185 ester group Chemical group 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 240000001432 Calendula officinalis Species 0.000 claims abstract description 8
- 235000005881 Calendula officinalis Nutrition 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 8
- 239000000287 crude extract Substances 0.000 claims abstract description 8
- 239000000843 powder Substances 0.000 claims abstract description 8
- 238000000605 extraction Methods 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000000284 extract Substances 0.000 claims abstract description 5
- 238000004140 cleaning Methods 0.000 claims abstract description 4
- 238000004332 deodorization Methods 0.000 claims abstract description 4
- 238000001035 drying Methods 0.000 claims abstract description 4
- 125000005456 glyceride group Chemical group 0.000 claims abstract description 4
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- 230000020477 pH reduction Effects 0.000 claims abstract description 4
- 150000003904 phospholipids Chemical class 0.000 claims abstract description 4
- 230000008569 process Effects 0.000 claims abstract description 4
- 238000000746 purification Methods 0.000 claims abstract description 4
- 238000007127 saponification reaction Methods 0.000 claims abstract description 4
- 238000000638 solvent extraction Methods 0.000 claims abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 108010048733 Lipozyme Proteins 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- FCCDDURTIIUXBY-UHFFFAOYSA-N lipoamide Chemical group NC(=O)CCCCC1CCSS1 FCCDDURTIIUXBY-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 206010061218 Inflammation Diseases 0.000 claims description 5
- 230000036039 immunity Effects 0.000 claims description 5
- 230000004054 inflammatory process Effects 0.000 claims description 5
- 108090000790 Enzymes Proteins 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 4
- 230000033228 biological regulation Effects 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims description 3
- 235000019441 ethanol Nutrition 0.000 claims description 3
- 235000013376 functional food Nutrition 0.000 claims description 3
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 3
- 239000003208 petroleum Substances 0.000 claims description 3
- 230000002265 prevention Effects 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 230000002708 enhancing effect Effects 0.000 claims description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
- 239000010931 gold Substances 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 108090001060 Lipase Proteins 0.000 abstract description 3
- 102000004882 Lipase Human genes 0.000 abstract description 3
- 239000004367 Lipase Substances 0.000 abstract description 3
- 235000019421 lipase Nutrition 0.000 abstract description 3
- 150000007513 acids Chemical class 0.000 abstract 1
- 235000019197 fats Nutrition 0.000 description 17
- 239000004519 grease Substances 0.000 description 6
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 235000019621 digestibility Nutrition 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000001151 other effect Effects 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 235000021085 polyunsaturated fats Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/661—Phosphorus acids or esters thereof not having P—C bonds, e.g. fosfosal, dichlorvos, malathion or mevinphos
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Zoology (AREA)
- Immunology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Wood Science & Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Polymers & Plastics (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Epidemiology (AREA)
- Food Science & Technology (AREA)
- Biochemistry (AREA)
- Nutrition Science (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Mycology (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
A kind of phosphatide type calendic acid fat or oil composition and its preparation method and application, the glyceride compositions are made of following components by mass percentage：Content of phospholipid is not less than 55%, and calendic acid content is not less than 50% in phosphatide, remaining residue for being 0.05~10%；The preparation method includes：The first step, the extraction of calendic acid：(1) it pre-processes：By the cleaning of pot marigold seed, drain；(2) calendic acid triglycerides extracts：Pot marigold seed after drying obtains dry powder after crushing, dry powder is through solvent extraction, supercritical extract or directly squeezes to obtain calendic acid triglycerides crude extract, and calendic acid triglycerides crude extract refines after degumming, depickling, decoloration, deodorization, dewaxing is made calendic acid triglycerides；(3) preparation of calendic acid：Calendic acid triglycerides obtained is obtained into calendic acid after saponification, acidification；(4) it purifies：The calendic acid and calendic acid ester that step (3) is obtained dissolve in organic solvent, by the two isolated calendic acids of step freeze crystallization；Second step mixes calendic acid with phosphatide, and lipase of the addition with Ester exchange function in the mixture, carries out ester exchange reaction, obtains phosphatide type calendic acid fat or oil composition after purification.
Description
Technical field
The present invention relates to a kind of phosphatide type calendic acid fat or oil compositions and its preparation method and application, belong to application
Learn technical field.
Background technology
Phosphatide not only has higher battalion value, also has Physiological effect function, and human metabolism, enhancing is promoted to exempt from
Epidemic disease power, the effects that preventing disease, improving health.Commercially available phosphatide is mainly derived from plant, the aliphatic acid mainly contained be palmitic acid,
The saturation or monounsaturated fatty acids of 16 or 18 carbon atoms such as oleic acid, linoleic acid and stearic acid, however polyunsaturated fatty acid
There is important physiological function since it is adjusted in growth in humans's development and health, wherein calendic acid is as special how unsaturated
Aliphatic acid increasingly attracts people's attention.On the other hand, compared with methyl esters/ethyl ester type and glycerine ester type polyunsaturated fatty acid,
Phosphatide type polyunsaturated fatty acid has the advantages such as bioavailability height, safety height, and human body is to ethyl ester type polyunsaturated fat
The digestibility of acid only has 20% or so, and is more than 90% to the digestibility of phosphatide type polyunsaturated fatty acid.
Invention content
It is an object of the invention to overcome the shortcomings of the prior art, and provide a kind of biological except having phosphatide type grease
Utilization rate is high, safe, and the treatment and prevention inflammation and other effects also having with calendic acid can enhance and regulate and control to immunity,
Than the phosphatide type calendic acid fat or oil composition and its preparation method and application that conventional products have more superiority.
The purpose of the present invention is come what is completed, a kind of phosphatide type calendic acid fat or oil composition should by following technical solution
Glyceride compositions are made of following components by mass percentage：Content of phospholipid is not less than 55%, and calendic acid content is not in phosphatide
Less than 50%, remaining residue for being 0.05~10%, the residue is free fatty and glycerine.
A kind of preparation method of phosphatide type calendic acid fat or oil composition as described above, the preparation method includes following
Step：The first step, the extraction of calendic acid：
(1) it pre-processes：By the cleaning of pot marigold seed, drain, it is dry at 40~60 DEG C；
(2) calendic acid triglycerides extracts：Pot marigold seed after drying crush after dry powder, dry powder is through solvent extraction, overcritical
Extraction directly squeezes to obtain calendic acid triglycerides crude extract, calendic acid triglycerides crude extract through degumming, depickling, take off
It is refined after color, deodorization, dewaxing and calendic acid triglycerides is made；
(3) preparation of calendic acid：Calendic acid triglycerides obtained in the step (2) is obtained into golden small cup after saponification, acidification
Acid；
(4) it purifies：The calendic acid and calendic acid ester that step (3) is obtained dissolve in organic solvent, by two step freeze crystallizations
Isolated purity is respectively 96~98% calendic acid；
Second step mixes the calendic acid of said extracted with phosphatide, and fat of the addition with Ester exchange function in the mixture
Enzyme carries out ester exchange reaction, obtains phosphatide type calendic acid fat or oil composition after purification.
As preferred：The lipase is lipozyme RMIM, and ester exchange reaction is to carry out under vacuum, instead
It is 30~60 DEG C to answer temperature, reaction time 6-12h；The mass ratio of the mixture and lipozyme RMIM are 300~500:1；
The crude product of phosphatide type calendic acid fat or oil composition is obtained after ester exchange reaction；
The purifying includes separation and obtains required phosphatide type calendic acid using the method decolourized, be deodorized and filtered is refined
Fat or oil composition；
Extractant in the step (2) be n-hexane, petroleum ether, ether, ethyl alcohol, methanol, chloroform, n-butanol, acetone,
One or more of hexamethylene mixture；
The two-step crystallization method includes first step crystallization and second step crystallization, and the crystallization temperature of first step crystallization is 4 DEG C, crystallization
Time is 8-16h, and crystallization pressure is normal pressure；The crystallization temperature of second step crystallization is -20 DEG C~-70 DEG C, crystallisation times 3-5
Secondary, each crystallization time is 8-16h, and crystallization pressure is normal pressure.
A kind of application of phosphatide type calendic acid fat or oil composition as described above, it is by the phosphatide type calendic acid grease
Functional food and drug is made in composition, is at least applied to enhance the regulation and control to immunity, treats and prevents in inflammation wherein
On the one hand.
The present invention can enhance the regulation and control to immunity compared with conventional phosphatide type grease, and the composition is except having
Phosphatide type grease bioavailability is high, safe, the treatment and prevention inflammation and other effects also having with calendic acid, therefore makes
It is that product prepared by active constituent has more superiority with conventional products to be able to the composition.
Specific implementation mode
Below in conjunction with specific embodiment, the present invention will be described in detail：A kind of phosphatide type calendic acid of the present invention
Fat or oil composition, the glyceride compositions are made of following components by mass percentage：Content of phospholipid is not less than 55%, and phosphatide
Middle calendic acid content is not less than 50%, remaining residue for being 0.05~10%, the residue is free fatty and glycerine.
A kind of preparation method of phosphatide type calendic acid fat or oil composition as described above, the preparation method includes following
Step：The first step, the extraction of calendic acid：
(1) it pre-processes：By the cleaning of pot marigold seed, drain, it is dry at 40~60 DEG C；
(2) calendic acid triglycerides extracts：Pot marigold seed after drying crush after dry powder, dry powder is through solvent extraction, overcritical
Extraction directly squeezes to obtain calendic acid triglycerides crude extract, calendic acid triglycerides crude extract through degumming, depickling, take off
It is refined after color, deodorization, dewaxing and calendic acid triglycerides is made；
(3) preparation of calendic acid：Calendic acid triglycerides obtained in the step (2) is obtained into golden small cup after saponification, acidification
Acid；
(4) it purifies：The calendic acid and calendic acid ester that step (3) is obtained dissolve in organic solvent, by two step freeze crystallizations
Isolated purity is respectively 96~98% calendic acid；
Second step mixes the calendic acid of said extracted with phosphatide, and fat of the addition with Ester exchange function in the mixture
Enzyme carries out ester exchange reaction, obtains phosphatide type calendic acid fat or oil composition after purification.
Embodiment as a further preference：The lipase is lipozyme RMIM, and ester exchange reaction is true
It is carried out under empty condition, reaction temperature is 30~60 DEG C, reaction time 6-12h；The quality of the mixture and lipozyme RMIM
Than being 300~500:1；The crude product of phosphatide type calendic acid fat or oil composition is obtained after ester exchange reaction；
The purifying includes separation and obtains required phosphatide type calendic acid using the method decolourized, be deodorized and filtered is refined
Fat or oil composition；
Extractant in the step (2) be n-hexane, petroleum ether, ether, ethyl alcohol, methanol, chloroform, n-butanol, acetone,
One or more of hexamethylene mixture；
The two-step crystallization method includes first step crystallization and second step crystallization, and the crystallization temperature of first step crystallization is 4 DEG C, crystallization
Time is 8-16h, and crystallization pressure is normal pressure；The crystallization temperature of second step crystallization is -20 DEG C~-70 DEG C, crystallisation times 3-5
Secondary, each crystallization time is 8-16h, and crystallization pressure is normal pressure.
A kind of application of phosphatide type calendic acid fat or oil composition as described above, it is by the phosphatide type calendic acid grease
Functional food and drug is made in composition, is at least applied to enhance the regulation and control to immunity, treats and prevents in inflammation wherein
On the one hand.
The present invention, which removes, has phosphatide type grease bioavailability high, safe, also has the various nutrition of calendic acid oil
Ingredient and physiological advantages have more superiority compared with conventional products.
Other embodiments of the invention be on the basis of disclosed above, can be with by the simple replacement of numerical value and feature
Numerous embodiment is obtained, and those skilled in the art can be advantageously carried out this hair on the basis of understanding the content of present invention
It is bright.
Claims (4)
1. a kind of phosphatide type calendic acid fat or oil composition, it is characterised in that the glyceride compositions are by mass percentage by with the following group
Divide and constitutes：Content of phospholipid is not less than 55%, and calendic acid content is not less than 50% in phosphatide, remaining residual for being 0.05~10%
Object, the residue are free fatty and glycerine.
2. a kind of preparation method of phosphatide type calendic acid fat or oil composition as described in claim 1, it is characterised in that described
Preparation method includes the following steps：The first step, the extraction of calendic acid：
(1) it pre-processes：By the cleaning of pot marigold seed, drain, it is dry at 40~60 DEG C；
(2) calendic acid triglycerides extracts：Pot marigold seed after drying crush after dry powder, dry powder is through solvent extraction, overcritical
Extraction directly squeezes to obtain calendic acid triglycerides crude extract, calendic acid triglycerides crude extract through degumming, depickling, take off
It is refined after color, deodorization, dewaxing and calendic acid triglycerides is made；
(3) preparation of calendic acid：Calendic acid triglycerides obtained in the step (2) is obtained into golden small cup after saponification, acidification
Acid；
(4) it purifies：The calendic acid and calendic acid ester that step (3) is obtained dissolve in organic solvent, by two step freeze crystallizations
Isolated purity is respectively 96~98% calendic acid；
Second step mixes the calendic acid of said extracted with phosphatide, and fat of the addition with Ester exchange function in the mixture
Enzyme carries out ester exchange reaction, obtains phosphatide type calendic acid fat or oil composition after purification.
3. the preparation method of phosphatide type calendic acid fat or oil composition according to claim 2, it is characterised in that the fat
Fat enzyme is lipozyme RMIM, and ester exchange reaction is to carry out under vacuum, and reaction temperature is 30~60 DEG C, the reaction time
6-12h；The mass ratio of the mixture and lipozyme RMIM are 300~500:1；Phosphatide type gold is obtained after ester exchange reaction
The crude product of small cup acid lipid composition；
The purifying includes separation and obtains required phosphatide type calendic acid using the method decolourized, be deodorized and filtered is refined
Fat or oil composition；
Extractant in the step (2) be n-hexane, petroleum ether, ether, ethyl alcohol, methanol, chloroform, n-butanol, acetone,
One or more of hexamethylene mixture；
The two-step crystallization method includes first step crystallization and second step crystallization, and the crystallization temperature of first step crystallization is 4 DEG C, crystallization
Time is 8-16h, and crystallization pressure is normal pressure；The crystallization temperature of second step crystallization is -20 DEG C~-70 DEG C, crystallisation times 3-5
Secondary, each crystallization time is 8-16h, and crystallization pressure is normal pressure.
4. a kind of application of phosphatide type calendic acid fat or oil composition as described in claim 1, it is characterised in that by the phosphatide
Functional food and drug is made in type calendic acid fat or oil composition, is at least applied to regulation and control, treatment and prevention of the enhancing to immunity
Wherein one side in inflammation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810159910.2A CN108456699A (en) | 2018-02-26 | 2018-02-26 | A kind of phosphatide type calendic acid fat or oil composition and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810159910.2A CN108456699A (en) | 2018-02-26 | 2018-02-26 | A kind of phosphatide type calendic acid fat or oil composition and its preparation method and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108456699A true CN108456699A (en) | 2018-08-28 |
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Application publication date: 20180828 |