CN106137944A - A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application - Google Patents
A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application Download PDFInfo
- Publication number
- CN106137944A CN106137944A CN201510149808.0A CN201510149808A CN106137944A CN 106137944 A CN106137944 A CN 106137944A CN 201510149808 A CN201510149808 A CN 201510149808A CN 106137944 A CN106137944 A CN 106137944A
- Authority
- CN
- China
- Prior art keywords
- acid
- cymbidium ensifolium
- diglyceride
- fluid composition
- rich
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The present invention relates to a kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid, this diglyceride fluid composition is made up of following components by mass percentage: 45~the monoglyceride of the triglyceride of the diglyceride of 88%, 11~50%, 0.1~10% and 0.01~the residue of 11%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.2~0.85:1 with the mass ratio of fatty acid, and described residue is free fatty and glycerol;Further relate to the preparation method of said composition and controlling body weight, the application improved in blood fat and the functional food of raising immunity and medicine.The diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid in the present invention had both had the effect of weight reducing of diglyceride, also there is the effects such as the antiinflammatory of Cymbidium ensifolium (L.) Sw. acid, fat-reducing simultaneously, so that said composition can be widely used in control body weight, improve in blood fat and the functional food of raising immunity and medicine, in a word, the preparation technology of said composition is simple, low cost, has broad application prospects.
Description
Technical field
The present invention relates to applied chemistry technical field, particularly relate to a kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application.
Background technology
Diglyceride (Diacylglycerol) is the structured lipid that in a quasi-glycerol three-ester (Triacylglycerol), a fatty acid is optionally substituted by a hydroxyl group, it is micro constitutent and the endogenous centre of body fat metabolism of natural plant grease, it has two kinds of natural isomerss, i.e. 1,2-diglyceride and 1,3-diglyceride, as shown in Equation 1.
Formula 1 diglyceride structural representation (wherein COR, COR ' be saturated or unsaturated fatty acyl group)
7 kinds of article such as at present, finding through multinomial safety evaluation, diglyceride is harmless to human non-toxic, is regarded as " It is generally accepted safety " material by U.S. FDA, No. 18 bulletin approval triglyceride oil of ministry of Health of China in 2009 are new resource food.Although diglyceride and triglyceride can be worth and on absorbance essentially identical, but there is larger difference in they metabolism in vivo, short-term and long-term animal and human trial show, compared with the triglyceride formed containing same or similar fatty acid, 1,3-DAG has control and treats high blood triglyceride disease, obesity and the effect of complication thereof.Therefore, the edible oil rich in 1,3-DAG is possible not only to the oil for health care substituting triglyceride edible oil as healthy population, it is also possible to for obese people and the nutrition treatment of related complication crowd.
At present, the preparation method of diglyceride mainly has following several: (1) triglyceride alcoholysis method: i.e. under the catalysis of lipase, triglyceride reacts with lower alcohol, generate diglyceride and low-carbon-ester, but lipase the Novozyme 435 and Lipozyme IM that the method uses can only specific cleavage or synthesis sn-1 position or the ester bond of sn-3 position, therefore can only obtain 1,2-diglyceride.(2) partial hydrolysis, esterification process: i.e. first partial hydrolysis triglyceride obtains fatty acid, add glycerol, under the catalysis of sn-1 and sn-3 position selected fat enzyme, the fatty acid generation esterification that glycerol and partial hydrolysis obtain generates 1, 3-diglyceride, current most diglyceride includes that the EnovaTM Oil that KAO. Corp. SA produces develops based on this principle, the shortcoming of the method maximum is that technological process is complicated, multistep is needed to separate, in addition the utilization rate of raw material is low, additionally need use lipase, and lipase price is higher, there is the problems such as high cost for industrial scale produces diglyceride.(3) glycerol solution: will triglyceride oil and glycerol and a kind of mix containing monocarboxylic acid or the alkali metal salt of dicarboxylic acids or alkali salt or its mixture (making catalyst), by the glycerolysis of triglyceride, prepare business, food stage 1,3-triglyceride oil, but conventional glycerol rhizolomy needs to react under the high temperature of 220~260 DEG C so that the Oxidation of triglyceride, diglyceride and fatty acid particularly unsaturated fatty acid strengthens.At present, prepare triglyceride oil to be mainly by triglyceride type oil and fat preparations such as soybean oil, Oleum Brassicae campestris, Oleum Arachidis hypogaeae semen and Semen Maydis oil, prepare diglyceride with fish oil etc. for raw material and the most also have a small amount of report, as (2010) such as Feltes prepare the diglyceride rich in n-3 PUFA with lipase Novozyme 435 by triglyceride alcoholysis method;Eoma etc. (2010) synthesize the diglyceride rich in n-3 PUFA with lipase RMIM and Novozyme 435 by hydrolysis, esterification process.
Conjugated fatty acid is to polyunsaturated fatty acid position and the common name of stereoisomer with conjugate double bond system, if there being a methyl between two double bonds, we can be referred to as the double bond that methyl separates, if there being multiple methyl, we term it the double bond that many methyl separate, if two double bond conjugated are together, we term it conjugated fatty acid.Conjugated fatty acid can be with the form being diene, triolefin or tetraene, the most common conjugated fatty acid is octadecadienoic acid and jeceric acid, namely conjugated linoleic acid (Conjugated linoleic acid, and conjugate linolenic acid (Conjugated linolenic acid, CLNA) CLA).Conjugate linolenic acid is different with configuration and have multiple isomer due to position of double bond, cis8, trans10, cis12-conjugate linolenic acid (cis8, trans10, cis12-18:3, Jacaric acid) it is 8,10,12 double bond conjugation, 8 and 12 double bonds are configured as cis, and 10 double bonds are configured as trans conjugate linolenic acid (cis8, trans10, cis12-CLNA), domestic also cis8, trans10, cis12-conjugate linolenic acid is referred to as Cymbidium ensifolium (L.) Sw. acid.Cymbidium ensifolium (L.) Sw. acid can be spent the most isolated and purified the principal columns of a hall (Jacaranda minosifolia) seed from plant indigo plant and obtain, Cymbidium ensifolium (L.) Sw. acid and trans10, cis12-CLA (10,12 double bond conjugation, 12 double bonds are configured as cis, 10 double bonds are configured as trans, the most important a kind of isomer of conjugated linoleic acid) similarity be that their fatty acid chain the 10th and the 12nd is all undersaturated double bond, and spatial configuration is identical.Cymbidium ensifolium (L.) Sw. acid can be converted to trans10, cis12-CLA in animal and human body, therefore can be as trans10, natural diets source (Tsuzuki etc., 2006) important for cis12-CLA.
Conjugated fatty acid has the special physiological function different from conventional polyunsaturated fatty acid.It is reported, CLA has the most favourable physiological function, as improved humans and animals blood fat, atherosclerosis, obesity, anticancer and antihypertensive effect (Rainer etc., 2004).CLA is in the whole world, and particularly American-European countries is used widely as the functional food such as fat-reducing, blood fat reducing and health product, and it is the main isomer that CLA plays effect of weight reducing that research has proven to trans10, cis12-CLA.CLA is primarily present in milk lipid, cheese and ruminant meat.But, CLA content in these foods only has about 1% (Sehat etc., 1998), and this makes it can not make the sanatory food containing CLA or medicine with the CLA that natural resources exists.The CLA of commercial is that this isomerization product generally comprises equimolar cis9, trans11-CLA and trans10, cis12-CLA (Pariza etc., 2001) and other isomers by the oily isomerization rich in oleic acid is obtained.There is the consideration of the aspects such as safety to the CLA of preparation of industrialization in consumer, CLA industrialized production Costco Wholesale is higher, and the CLA of preparation of industrialization has various isomeric forms, and is not that every kind of isomer all has the function useful to human body.
Cymbidium ensifolium (L.) Sw. acid and the important difference of trans10, cis12-CLA are the 3rd undersaturated double bond of Cymbidium ensifolium (L.) Sw. acid, and Cymbidium ensifolium (L.) Sw. acid has a cis double bond, so Cymbidium ensifolium (L.) Sw. acid has again the feature of " polyunsaturated fatty acid " the 8th of fatty acid chain.Polyunsaturated fatty acid has important nutritive value, and triglyceride and cholesterol in humans and animals body are had useful effect, can reduce the danger of cardiovascular and cerebrovascular disease, promotes g and D.At present, polyunsaturated fatty acid is widely used in the development adding growth promoter and the intelligence promoting baby in baby food to.Research finds that Cymbidium ensifolium (L.) Sw. acid has anticancer, the metabolic syndromes such as prevention and treatment obesity, improve the function such as immunity, as United States Patent (USP) (US 2008/0045594A1) utilize Cymbidium ensifolium (L.) Sw. acid equiconjugate linolenic acid enhancing human body immunity function and treatment and with prevention of inflammation and inflammation associated metabolic syndrome such as inflammatory bowel etc..
Summary of the invention
To be solved by this invention first technical problem is that provide for prior art a kind of rich in Cymbidium ensifolium (L.) Sw. acid diglyceride fluid composition.
Second to be solved by this invention technical problem is that the preparation method providing a kind of above-mentioned diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid for prior art.
3rd to be solved by this invention technical problem is that the application providing a kind of above-mentioned diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid for prior art.
The present invention solves the technical scheme that first technical problem used: a kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid, it is characterized in that, this diglyceride fluid composition is made up of following components by mass percentage: 45~the monoglyceride of the triglyceride of the diglyceride of 88%, 11~50%, 0.1~10% and 0.01~the residue of 11%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.2~0.85:1 with the mass ratio of fatty acid, and described residue is free fatty and glycerol.
The present invention solves the technical scheme that second technical problem used: the preparation method rich in the diglyceride fluid composition of Cymbidium ensifolium (L.) Sw. acid in such scheme comprises the following steps:
The first step, the extraction of Cymbidium ensifolium (L.) Sw. acid:
(1) pretreatment: indigo plant flower principal columns of a hall seed is cleaned, drains, is dried at 40~60 DEG C;
(2) Cymbidium ensifolium (L.) Sw. acid glycerol three ester extracts: dried blue flower principal columns of a hall seed obtains dry powder after pulverizing, dry powder is through solvent extraction supercritical extraction or directly colds pressing and squeezes to obtain Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract, and the refine after degumming, deacidification, decolouring, deodorize, dewaxing of Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract prepares Cymbidium ensifolium (L.) Sw. acid glycerol three ester;
(3) preparation of Cymbidium ensifolium (L.) Sw. acid: Cymbidium ensifolium (L.) Sw. acid glycerol three ester prepared in described step (2) is obtained after saponification, acidifying Cymbidium ensifolium (L.) Sw. acid;
(4) purification: Cymbidium ensifolium (L.) Sw. acid step (3) obtained and Cymbidium ensifolium (L.) Sw. acid esters dissolve in organic solvent, is respectively the Cymbidium ensifolium (L.) Sw. acid of 95~97% by two step freeze crystallization isolated purity;
Second step, the Cymbidium ensifolium (L.) Sw. acid of said extracted is mixed to form mixture with glycerol with the ratio of 3~10:1, add lipozyme RMIM in the mixture and carry out the prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo, reaction temperature is 30~60 DEG C, response time 6-14h, described mixture is 100~400:1 with the mass ratio of lipozyme RMIM;
3rd step, to the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by the acid of molecular distillation fractionation of fatty and monoglyceride, uses the method for decolouring, deodorize and filtration to refine the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid needed for acquisition the most again.
As preferably, the extractant in described step (2) is one or more mixture in normal hexane, petroleum ether, ether, ethanol, methanol, chloroform, n-butyl alcohol, acetone, hexamethylene.
As preferably, described two-step crystallization method includes that first step crystallization and second step crystallize, and the crystallization temperature of this first step crystallization is 4 DEG C, and 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, and crystallisation times is 3-5 time, and each crystallization time is 8-16h, and crystallization pressure is normal pressure.
The present invention solves the 3rd technical scheme that technical problem is used: should be rich in the application in functional food and medicine of the diglyceride fluid composition of Cymbidium ensifolium (L.) Sw. acid, and this functional food and medicine are at least applied to the wherein one side controlling in body weight, enhancing immunity, treatment and prevention inflammation.
Compared with prior art, it is an advantage of the current invention that: the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid in the present invention combines with Cymbidium ensifolium (L.) Sw. acid with triglyceride form, compared with conventional diglyceride product, the preventive effect to fat generation can be strengthened, thus reach to control the purpose of body weight, and said composition also has various nutritional labelings and the physiological advantages of Cymbidium ensifolium (L.) Sw. acid in addition to having the structural stability of oil, hence in so that the product prepared with said composition for active component more superiority compared with conventional products, the most both there is the effect of weight reducing of diglyceride, also there is the antiinflammatory of Cymbidium ensifolium (L.) Sw. acid simultaneously, the effects such as fat-reducing, so that said composition can be widely used in control body weight, improve in blood fat and the functional food of raising immunity and medicine.Meanwhile, in the preparation process of said composition, prepare Cymbidium ensifolium (L.) Sw. acid, Cymbidium ensifolium (L.) Sw. seed abundance with Cymbidium ensifolium (L.) Sw. seed for raw material, edible safety is high, and the Cymbidium ensifolium (L.) Sw. acid high purity 95~97% prepared, in a word, the preparation technology of said composition is simple, and low cost has broad application prospects.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described in further detail.
Embodiment 1:
Collecting indigo plant flower principal columns of a hall seed, pulverize to obtain dry powder 1000g, obtain the triglyceride crude extract of green with the petroleum ether of 5 times of volumes at less than 60 DEG C after reflux, extract, 6h after 40 DEG C of oven for drying, oil yield is 28.2%.Take triglyceride crude extract 50mL and add the potassium hydroxide-ethanol solution 200mL of 2M 90% saponification 2h at nitrogen protects lower 60 DEG C; add three extractings of 50mL petroleum ether after adding 50mL water and remove not saponification compound; add in 6M hydrochloric acid 100mL and go to upper strata to obtain petroleum ether solution with petroleum ether extracting after acidifying, then after rotary evaporation in vacuo, obtaining Cymbidium ensifolium (L.) Sw. acid crude extract.Cymbidium ensifolium (L.) Sw. acid crude extract dissolves in ethanol, and the lower 4 DEG C of crystallization 8h of normal pressure remove satisfied fatty acid, and the ethanol solution obtained crystallizes 16h in subzero 20 DEG C the most at ambient pressure, is repeated 3 times the acid of freezing and crystallizing isolated highly purified Cymbidium ensifolium (L.) Sw..The Cymbidium ensifolium (L.) Sw. acid using above-mentioned technique to prepare in the present embodiment reaches 97% through gas chromatographic analysis purity.
The Cymbidium ensifolium (L.) Sw. acid of said extracted is mixed to form mixture with glycerol with the ratio of 3:1, add lipozyme RMIM (Novozymes Company of Denmark) in the mixture and carry out the prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo, reaction temperature is 30 DEG C, response time 6h, said mixture is 100:1 with the mass ratio of lipozyme RMIM.To the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by the acid of molecular distillation fractionation of fatty and monoglyceride, the method for decolouring, deodorize and filtration is used to refine the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid needed for acquisition the most again.
After testing, diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid prepared by the present embodiment is made up of following components in parts by weight: the diglyceride of 45%, the triglyceride of 34%, the monoglyceride of 10% and the residue of 11%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.2:1 with the mass ratio of fatty acid, and above-mentioned residue is free fatty and glycerol.
Embodiment 2:
Collect indigo plant flower principal columns of a hall seed, the dry powder 1000g of particle diameter 0.4~0.5mm is pulverized to obtain after natural air drying under sunlight, at 30MPa, use SCF-CO 2 (the HA221-50-06 type supercritical extraction unit that Nantong city Huaan supercritical extraction unit produces) 2h under the conditions of 40 DEG C, obtaining the triglyceride crude extract (crude oil) of green at separating pressure 15MPa, separation temperature 50 DEG C, oil yield is 30.2%;Crude oil refine after degumming, deacidification, decolouring, deodorize, dewaxing prepares triglyceride.Take triglyceride crude extract 50mL and add the potassium hydroxide-ethanol solution 200mL of 2M 90% saponification 2h at nitrogen protects lower 60 DEG C; add three extractings of 50mL petroleum ether after adding 50mL water and remove not saponification compound; add in 6M hydrochloric acid 100mL and go to upper strata to obtain petroleum ether solution with petroleum ether extracting after acidifying, then after rotary evaporation in vacuo, obtaining Cymbidium ensifolium (L.) Sw. acid crude extract.Cymbidium ensifolium (L.) Sw. acid crude extract dissolves in acetone, and the lower 4 DEG C of crystallization 8h of normal pressure remove satisfied fatty acid, then crystallize 8h in subzero 45 DEG C at ambient pressure, repeat more than 5 freezing and crystallizing isolated highly purified Cymbidium ensifolium (L.) Sw. acid.The Cymbidium ensifolium (L.) Sw. acid using above-mentioned technique to prepare in the present embodiment reaches 95% through gas chromatographic analysis purity.
The Cymbidium ensifolium (L.) Sw. acid of said extracted is mixed to form mixture with glycerol with the ratio of 10:1, add lipozyme RMIM (Novozymes Company of Denmark) in the mixture and carry out the prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo, reaction temperature is 60 DEG C, response time 12h, said mixture is 400:1 with the mass ratio of lipozyme RMIM.To the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by the acid of molecular distillation fractionation of fatty and monoglyceride, the method for decolouring, deodorize and filtration is used to refine the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid needed for acquisition the most again.
After testing, diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid prepared by the present embodiment is made up of following components in parts by weight: the diglyceride of 70%, the triglyceride of 19%, the monoglyceride of 5% and the residue of 6%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.85:1 with the mass ratio of fatty acid, and above-mentioned residue is free fatty and glycerol.
Embodiment 3:
Collecting indigo plant flower principal columns of a hall seed, pulverize to obtain dry powder 1000g after 40 DEG C of oven for drying, obtain green Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract after at room temperature extract 24h with the chloroform of 5 times of volumes and methanol mixed solution (volume ratio is as 1:1), oil yield is 29.7%.Take triglyceride crude extract 100mL and add the sodium hydroxide ethanol solution 400mL of 2M 90% saponification 2h at nitrogen protects lower 60 DEG C; add three extractings of 100mL petroleum ether after adding 1000mL water and remove not saponification compound; add in 6M hydrochloric acid 200mL and go to upper strata to obtain petroleum ether solution with petroleum ether extracting after acidifying; Cymbidium ensifolium (L.) Sw. acid crude extract 4 DEG C of crystallization 10h at ambient pressure remove satisfied fatty acid; crystallize 12h in subzero 40 DEG C the most at ambient pressure, be repeated 4 times the acid of freezing and crystallizing isolated highly purified Cymbidium ensifolium (L.) Sw..The Cymbidium ensifolium (L.) Sw. acid using above-mentioned technique to prepare in the present embodiment reaches 96% through gas chromatographic analysis purity.
The Cymbidium ensifolium (L.) Sw. acid of said extracted is mixed to form mixture with glycerol with the ratio of 6:1, add lipozyme RMIM (Novozymes Company of Denmark) in the mixture and carry out the prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo, reaction temperature is 45 DEG C, response time 10h, said mixture is 300:1 with the mass ratio of lipozyme RMIM.To the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by the acid of molecular distillation fractionation of fatty and monoglyceride, the method for decolouring, deodorize and filtration is used to refine the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid needed for acquisition the most again.
After testing, diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid prepared by the present embodiment is made up of following components in parts by weight: the diglyceride of 88%, the triglyceride of 11%, the monoglyceride of 0.1% and the residue of 0.9%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.5:1 with the mass ratio of fatty acid, and above-mentioned residue is free fatty and glycerol.
Embodiment 4:
Collecting indigo plant flower principal columns of a hall seed, pulverize to obtain the dry powder 1000g of particle diameter 0.4~0.5mm, obtain Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract with the petroleum ether of 5 times of volumes at less than 80 DEG C after reflux, extract, 6h under sunlight after natural air drying, oil yield is 28.8%.The refine after degumming, deacidification, decolouring, deodorize, dewaxing of Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract prepares triglyceride.Take triglyceride crude extract 50mL and add the potassium hydroxide-ethanol solution 200mL of 2M 90% saponification 2h at nitrogen protects lower 60 DEG C; add three extractings of 50mL petroleum ether after adding 50mL water and remove not saponification compound; add in 6M hydrochloric acid 100mL and go to upper strata to obtain petroleum ether solution with petroleum ether extracting after acidifying, then after rotary evaporation in vacuo, obtaining Cymbidium ensifolium (L.) Sw. acid crude extract.Cymbidium ensifolium (L.) Sw. acid crude extract dissolves in acetone, and the lower 4 DEG C of crystallization 8h of normal pressure remove satisfied fatty acid, then crystallize 8h in subzero 45 DEG C at ambient pressure, repeat more than 5 freezing and crystallizing isolated highly purified Cymbidium ensifolium (L.) Sw. acid.The Cymbidium ensifolium (L.) Sw. acid using above-mentioned technique to prepare in the present embodiment reaches 95% through gas chromatographic analysis purity.
The Cymbidium ensifolium (L.) Sw. acid of said extracted is mixed to form mixture with glycerol with the ratio of 4:1, add lipozyme RMIM (Novozymes Company of Denmark) in the mixture and carry out the prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo, reaction temperature is 40 DEG C, response time 14h, said mixture is 200:1 with the mass ratio of lipozyme RMIM.To the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by the acid of molecular distillation fractionation of fatty and monoglyceride, the method for decolouring, deodorize and filtration is used to refine the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid needed for acquisition the most again.
After testing, diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid prepared by the present embodiment is made up of following components in parts by weight: the diglyceride of 53.99%, the triglyceride of 45%, the monoglyceride of 1% and the residue of 0.01%, in the whole glyceride being made up of above-mentioned monoglyceride, diglyceride and triglyceride, Cymbidium ensifolium (L.) Sw. acid is 0.4:1 with the mass ratio of fatty acid, and above-mentioned residue is free fatty and glycerol.
Embodiment 5:
5.1, rich in the diglyceride fluid composition control action to body weight of Cymbidium ensifolium (L.) Sw. acid
Appointing the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid taken by prepared in above-described embodiment 1~4 to carry out zoopery, research said composition is the most inhibited to the increase of body weight and body fat.
The male ICR mouse of 6 week old is provided by Zhejiang Province's Experimental Animal Center, and ICR mice is randomly divided into 2 groups after adapting to 7 days, often group 10.In following 6 week, 2 groups of mices are in addition to feeding feedstuff, respectively to give each mice rich in the diglyceride fluid composition of Cymbidium ensifolium (L.) Sw. acid and per os gavage of consumption of Cymbidium ensifolium (L.) Sw. acid triglyceride oil (Cymbidium ensifolium (L.) Sw. acid content is for 38%) 50mg/kg body weight every day, measuring the body weight of each mice every two weeks, the meansigma methods of surveyed body weight is as shown in table 1.As it can be seen from table 1 compared with Cymbidium ensifolium (L.) Sw. acid triglyceride oil group, Mouse Weight can be significantly inhibited rich in the diglyceride fluid composition that Cymbidium ensifolium (L.) Sw. is sour and gather way, control the growth of body weight.
Table 1 is rich in the diglyceride fluid composition impact on Mouse Weight of Cymbidium ensifolium (L.) Sw. acid
5.2, the impact on immunologic function
Appointing to take and carried out zoopery by the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid prepared in above-described embodiment 1~4, whether research said composition has improvement result to immunologic function.
The male ICR mouse of 6 week old is provided by Zhejiang Province's Experimental Animal Center, ICR mice is randomly divided into 2 groups after adapting to 7 days, often group 10, in following 3 week, 2 groups of mices are in addition to feeding feedstuff, respectively to give each mice rich in the diglyceride fluid composition of Cymbidium ensifolium (L.) Sw. acid and per os gavage of consumption of Cymbidium ensifolium (L.) Sw. acid triglyceride oil (Cymbidium ensifolium (L.) Sw. acid content is for 38%) 50mg/kg body weight every day, experiment separates each group of Mouse spleen cells and measures immunoglobulin after terminating.From table 2 it can be seen that diglyceride fluid composition group mouse boosting cell immunoglobulin IgG and IgM content rich in Cymbidium ensifolium (L.) Sw. acid are significantly higher than Cymbidium ensifolium (L.) Sw. acid triglyceride oil group mice.
Table 2 is rich in the diglyceride fluid composition impact on mouse boosting cell immunoglobulin of Cymbidium ensifolium (L.) Sw. acid
Claims (5)
1. the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid, it is characterised in that this diglyceride fluid composition presses matter
Amount percent meter is made up of following components: 45~the triglyceride of the diglyceride of 88%, 11~50%, 0.1~10% sweet
Oil one ester and 0.01~the residue of 11%, the whole glycerol being made up of above-mentioned monoglyceride, diglyceride and triglyceride
In ester, Cymbidium ensifolium (L.) Sw. acid is 0.2~0.85:1 with the mass ratio of fatty acid, and described residue is free fatty and glycerol.
2. a preparation method for the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid as claimed in claim 1, its feature
It is to comprise the following steps: the first step, the extraction of Cymbidium ensifolium (L.) Sw. acid:
(1) pretreatment: indigo plant flower principal columns of a hall seed is cleaned, drains, is dried at 40~60 DEG C;
(2) Cymbidium ensifolium (L.) Sw. acid glycerol three ester extracts: dried blue flower principal columns of a hall seed pulverize after dry powder, dry powder through solvent extraction,
Supercritical extraction or directly cold pressing and squeeze to obtain Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract, Cymbidium ensifolium (L.) Sw. acid glycerol three ester crude extract through degumming,
After deacidification, decolouring, deodorize, dewaxing, refine prepares Cymbidium ensifolium (L.) Sw. acid glycerol three ester;
(3) preparation of Cymbidium ensifolium (L.) Sw. acid: Cymbidium ensifolium (L.) Sw. acid glycerol three ester prepared in described step (2) is obtained after saponification, acidifying
To Cymbidium ensifolium (L.) Sw. acid;
(4) purification: Cymbidium ensifolium (L.) Sw. acid step (3) obtained and Cymbidium ensifolium (L.) Sw. acid esters dissolve in organic solvent, freezing by two steps
Crystallization process isolated purity is respectively the Cymbidium ensifolium (L.) Sw. acid of 95~97%;
Second step, is mixed to form mixture with the ratio of 3~10:1, in this mixing by the Cymbidium ensifolium (L.) Sw. acid of said extracted with glycerol
Thing adds lipozyme RMIM and carries out the prepared triglyceride oil combination rich in Cymbidium ensifolium (L.) Sw. acid of enzymic catalytic reaction under vacuo
Thing crude product, reaction temperature is 30~60 DEG C, response time 6-14h, described mixture and the quality of lipozyme RMIM
Ratio is 100~400:1;
3rd step, to the above-mentioned prepared diglyceride fluid composition crude product rich in Cymbidium ensifolium (L.) Sw. acid by molecular distillation fractionation of fatty
Acid and monoglyceride, needed for then using the method for decolouring, deodorize and filtration to carry out refined acquisition rich in sour sweet of Cymbidium ensifolium (L.) Sw.
Oil diester oil compositions.
3. the preparation method of the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid as claimed in claim 2, it is characterised in that
Extractant in described step (2) be normal hexane, petroleum ether, ether, ethanol, methanol, chloroform, n-butyl alcohol,
One or more mixture in acetone, hexamethylene.
4. the preparation method of the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid as claimed in claim 2, it is characterised in that
Described two-step crystallization method includes that first step crystallization and second step crystallize, and the crystallization temperature of this 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, and crystallisation times is 3-5
Secondary, each crystallization time is 8-16h, and crystallization pressure is normal pressure.
5. the diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid as claimed in claim 1 is in functional food and medicine
Application, this functional food and medicine be at least applied to control in body weight, enhancing immunity, treatment and prevention inflammation its
Middle one side.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510149808.0A CN106137944A (en) | 2015-03-31 | 2015-03-31 | A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510149808.0A CN106137944A (en) | 2015-03-31 | 2015-03-31 | A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application |
Publications (1)
Publication Number | Publication Date |
---|---|
CN106137944A true CN106137944A (en) | 2016-11-23 |
Family
ID=57338265
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201510149808.0A Pending CN106137944A (en) | 2015-03-31 | 2015-03-31 | A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN106137944A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110141564A (en) * | 2019-06-06 | 2019-08-20 | 广东省农业科学院蚕业与农产品加工研究所 | A kind of glyceride mixture and its preparation method and application rich in polyunsaturated fatty acid |
CN116077422A (en) * | 2023-01-04 | 2023-05-09 | 成都大学 | Pomegranate seed oil diglyceride nanoemulsion gel |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1906280A (en) * | 2003-11-28 | 2007-01-31 | 昂拜奥公司 | A oil composition enriched in diglyceride with conjugated linoleic acid |
CN101033188A (en) * | 2007-03-26 | 2007-09-12 | 浙江大学 | Method of preparing punicic acid, its salt and ester |
CN102149786A (en) * | 2008-07-11 | 2011-08-10 | 霍尼韦尔国际公司 | Heat transfer fluid, additive package, system and method |
KR20190001135U (en) * | 2018-07-25 | 2019-05-10 | 박동우 | Camping seat |
-
2015
- 2015-03-31 CN CN201510149808.0A patent/CN106137944A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1906280A (en) * | 2003-11-28 | 2007-01-31 | 昂拜奥公司 | A oil composition enriched in diglyceride with conjugated linoleic acid |
CN101033188A (en) * | 2007-03-26 | 2007-09-12 | 浙江大学 | Method of preparing punicic acid, its salt and ester |
CN102149786A (en) * | 2008-07-11 | 2011-08-10 | 霍尼韦尔国际公司 | Heat transfer fluid, additive package, system and method |
KR20190001135U (en) * | 2018-07-25 | 2019-05-10 | 박동우 | Camping seat |
Non-Patent Citations (1)
Title |
---|
邱澄宇: "《水产品加工新技术与营销》", 30 September 2011, 金盾出版社 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110141564A (en) * | 2019-06-06 | 2019-08-20 | 广东省农业科学院蚕业与农产品加工研究所 | A kind of glyceride mixture and its preparation method and application rich in polyunsaturated fatty acid |
CN116077422A (en) * | 2023-01-04 | 2023-05-09 | 成都大学 | Pomegranate seed oil diglyceride nanoemulsion gel |
CN116077422B (en) * | 2023-01-04 | 2024-02-13 | 成都大学 | Pomegranate seed oil diglyceride nanoemulsion gel |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2595917C (en) | Method for producing a dha-containing fatty acid composition | |
KR101650584B1 (en) | Polyunsaturated fatty acid-containing solid fat compositions and uses and production thereof | |
KR100619651B1 (en) | Conjugated linoleic acid compositions | |
JP3946163B2 (en) | Method for preparing materials with high content of long-chain polyunsaturated fatty acids | |
CN104186705B (en) | Method based on enzymatic acidolysis palmitic acid three Lipase absobed structured lipid | |
JP2008113671A (en) | Edible oil containing arachidonic acid originating from microorganism, food additive composed of the same, and food containing the same and method for producing this edible oil containing arachidonic acid | |
CN102845537A (en) | Preparation method of human milk fat substitute | |
WO1998039468A1 (en) | Process for preparing highly unsaturated fatty acid and lipid containing highly unsaturated fatty acid | |
CN106822081A (en) | A kind of phosphatide type punicic acid fat or oil composition and its preparation method and application | |
JP2016509483A (en) | Biomass of microalgae Schizochytrium mangrobei and method for preparing the same | |
CN105517452A (en) | Glyceride composition | |
Patil | Recent trends in production of polyunsaturated fatty acids (PUFA) concentrates | |
CN100441559C (en) | Method of preparing punicic acid, its salt and ester | |
CN103667379A (en) | Method for preparing breast milk fat substitute through lipase-catalyzed acidolysis of algae oil | |
CN106137944A (en) | A kind of diglyceride fluid composition rich in Cymbidium ensifolium (L.) Sw. acid and its preparation method and application | |
CN106135904A (en) | A kind of diglyceride fluid composition rich in calendic acid and its preparation method and application | |
CN106138026A (en) | A kind of diglyceride fluid composition rich in punicic acid and its preparation method and application | |
CN105585591A (en) | Phospholipid rich in conjugated linoleic acids and preparation method of phospholipid | |
CN107698447B (en) | Method for preparing fatty glyceride | |
CN106135902A (en) | A kind of diglyceride fluid composition rich in catalpic acid and its preparation method and application | |
JP2016202001A (en) | Fat composition | |
CN101429113B (en) | Method for extracting and producing alpha-eleostearic acid, its salt and ester from balsam pear | |
CN102008078B (en) | Method for preparing 1,3-diglyceride-containing milk fat in solvent-free system with all-enzymatic method | |
CN104152501A (en) | Gradual cooling auxiliary enzymatic method for glycerolysis preparation of lard diglyceride | |
CN110150666B (en) | Grease composition and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
RJ01 | Rejection of invention patent application after publication |
Application publication date: 20161123 |
|
RJ01 | Rejection of invention patent application after publication |