CN108753466A - A kind of tea oil linoleic acid and its preparation method and application - Google Patents
A kind of tea oil linoleic acid and its preparation method and application Download PDFInfo
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- CN108753466A CN108753466A CN201810511063.1A CN201810511063A CN108753466A CN 108753466 A CN108753466 A CN 108753466A CN 201810511063 A CN201810511063 A CN 201810511063A CN 108753466 A CN108753466 A CN 108753466A
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/02—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils
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- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
- A61K31/201—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having one or two double bonds, e.g. oleic, linoleic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
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- Edible Oils And Fats (AREA)
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Abstract
The invention discloses a kind of linoleic preparation methods of tea oil, include the following steps：(1) its 0.5~3 times of ethyl alcohol of quality, 0.5~5% basic catalyst is added in tea-seed oil, 60~90 DEG C are stirred to react 1~5h, it is added dropwise to the sodium hypochlorite of tea seed oil quality 5~25%, it is stirred to react 0.5~3h, it is added dropwise to the hydrogen peroxide of tea seed oil quality 5~30% again, it is stirred to react 0.5~3h, adjusts pH value of solution to 3~6；(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；(3) dehydrating agent of its quality 1~5% is added in oil reservoir, and 150~200 DEG C of 1~5h of dehydration, filtering, filtrate is tea oil linoleic acid.The tea oil linoleic acid being prepared the invention also discloses above-mentioned preparation method and its application.The preparation method preparation process of the present invention is simple, safely and effectively, is convenient for industrialized production, and obtained tea oil linoleic acid purity is high, can be used for preparing the pharmaceutical preparation of reducing blood lipid.
Description
Technical field
The present invention relates to aliphatic acid field, more particularly to a kind of tea oil linoleic acid and its preparation method and application.
Background technology
Linoleic acid is essential fatty acid, have reduce blood fat, softening blood vessel, the microcirculation that reduces blood pressure, promotes work
With, human serum cholesterol can be prevented in the deposition of vascular wall, thus have the guarantor of prevention atherosclerosis and angiocardiopathy
Strong effect.Tea oil Linoleic acid content is about 3~5%.
The separation method of unsaturated fatty acid mainly has solvent crystallization partition method, tydrophilization method, molecularly distilled, urea
Inclusion method etc..But tea oil mid-oleic accounts for 80% or more, property is close with linoleic acid, therefore linoleic acid is difficult to from tea oil
Middle separation and concentration.
Invention content
In order to overcome the disadvantages mentioned above and deficiency of the prior art, the purpose of the present invention is to provide a kind of tea oil is linoleic
Preparation method, preparation process is simple, safely and effectively, is convenient for industrialized production.
Another object of the present invention is to provide the tea oil linoleic acid that above-mentioned preparation method is prepared.
It is still another object of the present invention to provide the linoleic applications of above-mentioned tea oil.
The purpose of the present invention is achieved through the following technical solutions：
A kind of linoleic preparation method of tea oil, which is characterized in that include the following steps：
(1) its 0.5~3 times of ethyl alcohol of quality, 0.5~5% basic catalyst is added in tea-seed oil, and 60~90 DEG C of stirrings are anti-
1~5h is answered, the sodium hypochlorite of tea seed oil quality 5~25% is added dropwise to, is stirred to react 0.5~3h, then is added dropwise to tea seed oil quality 5
~30% hydrogen peroxide is stirred to react 0.5~3h, adjusts pH value of solution to 3~6；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) dehydrating agent of its quality 1~5% is added in oil reservoir, and 150~200 DEG C of 1~5h of dehydration, filtering, filtrate is tea oil
Linoleic acid.
Basic catalyst described in step (1) is sodium ethoxide, sodium hydroxide or potassium hydroxide.
The speed stirred described in step (1) is 100~1000 revs/min.
Step (1) the adjusting pH value of solution is to 3~6, specially：With the dilute sulfuric acid of concentration 0.5~3% adjust pH value of solution to
3~6.
Dehydrating agent described in step (3) is one or more of zeolite, activated alumina, molecular sieve.
The tea oil linoleic acid that the linoleic preparation method of the tea oil is prepared.
The tea oil linoleic acid, linoleic acid content are 40~70%.
The linoleic application of the tea oil, is used to prepare the pharmaceutical preparation of reducing blood lipid.
The pharmaceutical preparation be external application, oral or injectable pharmaceutically dosage form any type.
The pharmaceutical preparation for preparing reducing blood lipid, specially：By tea oil linoleic acid and pharmaceutic adjuvant or pharmaceutically can compatibility
Drug the pharmaceutical preparation of reducing blood lipid is made.
The principle of the present invention is：Oleic acid passes through being total to for sodium hypochlorite and hydrogen peroxide under basic catalyst effect in tea oil
Oxidation forms 2 hydroxyls in its position of double bond or ortho position, then forms two double bonds through dehydrating agent intramolecular dehydration, that is, turns
Turn to linoleic acid.
Compared with prior art, the present invention has the following advantages and beneficial effect：
(1) basic catalyst and sodium hypochlorite, hydrogen peroxide that the linoleic preparation method of tea oil of the invention uses be
Water-soluble reagent can remove after washing, noresidue after reaction, thus safely and effectively.
(2) the linoleic preparation method of tea oil of the invention, obtained tea oil linoleic acid purity is high, and antioxidation is good.
(3) preparation process of the present invention is simple, is convenient for industrialized production.
Specific implementation mode
With reference to embodiment, the present invention is described in further detail, embodiments of the present invention are not limited thereto.
Embodiment 1
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 0.5kg, the sodium ethoxide of 5g is added, 90 DEG C 1000 revs/min are stirred to react 1h,
It is added dropwise to the sodium hypochlorite of 50g, 1000 revs/min are stirred to react 0.5h, then the hydrogen peroxide of 50g is added dropwise, and 1000 revs/min are stirred
Reaction 0.5h is mixed, pH value of solution is adjusted to 3 with the dilute sulfuric acid of concentration 0.5%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) zeolite of its quality 5%, 200 DEG C of dehydration 1h is added in oil reservoir, and filtering obtains tea oil linoleic acid 0.76kg.
Embodiment 2
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 3kg, the sodium hydroxide of 50g is added, 60 DEG C 100 revs/min are stirred to react 5h,
The sodium hypochlorite of 250g is added dropwise, 100 revs/min are stirred to react 3h, then the hydrogen peroxide of 300g is added dropwise, and 100 revs/min of stirrings are anti-
3h is answered, pH value of solution is adjusted to 4 with the dilute sulfuric acid of concentration 3%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) activated alumina of its quality 3%, 180 DEG C of dehydration 3h is added in oil reservoir, and filtering obtains tea oil linoleic acid 0.82kg.
Embodiment 3
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 1kg, the potassium hydroxide of 30g is added, 80 DEG C 500 revs/min are stirred to react 3h,
The sodium hypochlorite of 150g is added dropwise, 500 revs/min are stirred to react 2h, then the hydrogen peroxide of 200g is added dropwise, and 500 revs/min are stirred
Reaction 2h is mixed, pH value of solution is adjusted to 5 with the dilute sulfuric acid of concentration 1%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) molecular sieve of its quality 1%, 150 DEG C of dehydration 5h is added in oil reservoir, and filtering obtains tea oil linoleic acid 0.83kg.
Embodiment 4
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 2kg, the sodium ethoxide of 10g is added, 70 DEG C 300 revs/min are stirred to react 2h, drop
Add the sodium hypochlorite that 100g is added dropwise, 300 revs/min are stirred to react 1.5h, then the hydrogen peroxide of 100g is added dropwise, and 500 revs/min are stirred
Reaction 1.5h is mixed, pH value of solution is adjusted to 5 with the dilute sulfuric acid of concentration 1.5%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) zeolite of its quality 2%, 180 DEG C of dehydration 2h is added in oil reservoir, and filtering obtains tea oil linoleic acid 0.78kg.
Embodiment 5
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 2.5kg, the sodium hydroxide of 30g is added, 70 DEG C 800 revs/min are stirred to react
The sodium hypochlorite of 200g is added dropwise in 4h, and 800 revs/min are stirred to react 2.5h, then the hydrogen peroxide of 200g is added dropwise, 800 turns/
Minute is stirred to react 2.5h, and pH value of solution is adjusted to 4 with the dilute sulfuric acid of concentration 2.5%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) activated alumina of its quality 3.5%, 160 DEG C of dehydration 3.5h is added in oil reservoir, and filtering obtains tea oil linoleic acid
0.87kg。
Embodiment 6
(1) 1kg tea-seed oils are taken, the ethyl alcohol of 1.5kg, the potassium hydroxide of 25g is added, 75 DEG C 600 revs/min are stirred to react
The sodium hypochlorite of 150g is added dropwise in 3.5h, and 6000 revs/min are stirred to react 2.5h, then the hydrogen peroxide of 150g is added dropwise, and 600
Rev/min it is stirred to react 1.5h, pH value of solution is adjusted to 6 with the dilute sulfuric acid of concentration 0.5%；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) molecular sieve of its quality 1.5%, 170 DEG C of dehydration 2.5h is added in oil reservoir, and filtering obtains tea oil linoleic acid 0.84kg.
Embodiment 7
The tea oil linoleic acid 10g of Example 1~6, is uniformly mixed with 90g cyclodextrines, obtains tea oil linoleic acid particle
Agent.
Embodiment 8
Tea oil linoleic acid 10g made from Example 1~6 is added the raw E 0.5g of dimension element, is uniformly mixed, soft capsule is made,
Up to the linoleic soft capsule of tea oil.
Embodiment 9
The tea oil linoleic acid 10g of Example 1~6 pours into bottle, note is made after Spheron MD 30/70 1000mL dissolvings
Penetrate injection.
Test 1：
Tea oil linoleic acid Linoleic acid assay
Method：With reference to standard GB/T/T21495-2008《Animal and plant fat-have it is suitable, cis- 1,4- diene structures it is more
The measurement of unsaturated fatty acid》Method measures the linoleic acid content in embodiment 1-6 products.
As a result：Linoleic acid content in embodiment 1-6 products is respectively 41.4%, 53.7%, 69.4%, 60.1%,
56.4%, 47.3%.
Test 2：
Lipid-lowering test of the tea oil linoleic acid to mouse aging
Method：Take 90 mouse (Kunming kind, be purchased from Nanfang Medical Univ's animal experimental center), weight (20 ± 2) g, with
Machine is divided into Normal group, model group, positive controls (Simvastatin) and tea oil linoleic acid group, and (embodiment 1-6 is prepared
Tea oil linoleic acid).Except normal group give common low fat feed (LFD) (containing 5% fat, 20% protein, 75% carbon hydrate
Object), other groups are given high lipid food (HFD), and high lipid food is by+79% basis of+10%+10% lard of yolk powder of 1% cholesterol
Feed forms.Continuous raising 30 days.Daily gastric infusion 1 time.Fasting 12h after the last administration can't help water.Pluck eyeball blood sampling posterior neck
Vertebra dislocation is put to death.Blood through 3000rpm centrifugation 15min separation serum after, by kit operating method measurement serum in TC, TG and
The content of HDL.
As a result：Mouse is after giving high lipid food, and serum TC and TG, which have, significantly to be increased, and HDL significantly reduces (P<
0.05), illustrate hyperlipidemic mice modeling success.Administration group, which shows as TC and TG, to be reduced, and HDL is increased, and shows embodiment 1-6
The tea oil linoleic acid being prepared has preventive and therapeutic action to hyperlipidemia.It the results are shown in Table 1.
1 tea oil linoleic acid of table to mice serum lipids contents influence (N=10)
* compared to model group, P<0.05
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, it is other it is any without departing from the spirit and principles of the present invention made by changes, modifications, substitutions, combinations, simplifications,
Equivalent substitute mode is should be, is included within the scope of the present invention.
Claims (10)
1. a kind of linoleic preparation method of tea oil, which is characterized in that include the following steps：
(1) its 0.5~3 times of ethyl alcohol of quality, 0.5~5% basic catalyst is added in tea-seed oil, and 60~90 DEG C are stirred to react 1
~5h is added dropwise to the sodium hypochlorite of tea seed oil quality 5~25%, is stirred to react 0.5~3h, then be added dropwise to tea seed oil quality 5~
30% hydrogen peroxide is stirred to react 0.5~3h, adjusts pH value of solution to 3~6；
(2) stratification, removes water layer, and oil reservoir is washed with water to neutrality；
(3) dehydrating agent of its quality 1~5% is added in oil reservoir, and 150~200 DEG C of 1~5h of dehydration, filtering, filtrate is the sub- oil of tea oil
Acid.
2. the linoleic preparation method of tea oil according to claim 1, which is characterized in that the alkalinity described in step (1)
Catalyst is sodium ethoxide, sodium hydroxide or potassium hydroxide.
3. the linoleic preparation method of tea oil according to claim 1, which is characterized in that stirred described in step (1)
Speed is 100~1000 revs/min.
4. the linoleic preparation method of tea oil according to claim 1, which is characterized in that step (1) the adjusting solution
PH to 3~6, specially：PH value of solution is adjusted to 3~6 with the dilute sulfuric acid of concentration 0.5~3%.
5. the linoleic preparation method of tea oil according to claim 1, which is characterized in that the dehydration described in step (3)
Agent is one or more of zeolite, activated alumina, molecular sieve.
6. the tea oil linoleic acid that the linoleic preparation method of Claims 1 to 5 any one of them tea oil is prepared.
7. tea oil linoleic acid according to claim 6, which is characterized in that linoleic acid content is 40~70%.
8. the linoleic application of tea oil described in claim 6, which is characterized in that be used to prepare the pharmaceutical preparation of reducing blood lipid.
9. the linoleic application of tea oil according to claim 8, which is characterized in that the pharmaceutical preparation is external application, takes orally
Or any type of injecting drug use dosage form.
10. the linoleic application of tea oil according to claim 8, which is characterized in that the drug system for preparing reducing blood lipid
Agent, specially：By tea oil linoleic acid and pharmaceutic adjuvant or pharmaceutically the pharmaceutical preparation of reducing blood lipid is made in compatible drug.
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| CN201810511063.1A CN108753466B (en) | 2018-05-24 | 2018-05-24 | Tea oil linoleic acid and preparation method and application thereof |
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| CN201810511063.1A CN108753466B (en) | 2018-05-24 | 2018-05-24 | Tea oil linoleic acid and preparation method and application thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112225658A (en) * | 2020-10-12 | 2021-01-15 | 洞口县亿丰农林牧科技有限公司 | Method for extracting oleic acid from tea oil |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2444388A1 (en) * | 2010-10-06 | 2012-04-25 | Industrial Quimica Lasem, S.A. | Asymmetric esters of fatty acids useful as lubricants |
| CN103710400A (en) * | 2013-12-27 | 2014-04-09 | 南昌大学 | Method for preparing triglyceride containing rich conjugated linoleic acids at sn-2 site |
| WO2015002746A2 (en) * | 2013-07-01 | 2015-01-08 | Ferro Corporation | Biobased epoxidized fatty acid ester plasticizers |
| CN105316107A (en) * | 2014-07-02 | 2016-02-10 | 贵州周以晴生物科技有限公司 | Separation method of oleic acid and linoleic acid in tea seed oil |
| CN106753753A (en) * | 2016-12-21 | 2017-05-31 | 徐金蝶 | The extraction process of fatty acid mixed in a kind of vegetable oil residue |
| CN109355138A (en) * | 2017-10-09 | 2019-02-19 | 赣南医学院 | A kind of preparation method, product and its application of tea oil polyunsaturated fatty acid |
-
2018
- 2018-05-24 CN CN201810511063.1A patent/CN108753466B/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2444388A1 (en) * | 2010-10-06 | 2012-04-25 | Industrial Quimica Lasem, S.A. | Asymmetric esters of fatty acids useful as lubricants |
| WO2015002746A2 (en) * | 2013-07-01 | 2015-01-08 | Ferro Corporation | Biobased epoxidized fatty acid ester plasticizers |
| CN103710400A (en) * | 2013-12-27 | 2014-04-09 | 南昌大学 | Method for preparing triglyceride containing rich conjugated linoleic acids at sn-2 site |
| CN105316107A (en) * | 2014-07-02 | 2016-02-10 | 贵州周以晴生物科技有限公司 | Separation method of oleic acid and linoleic acid in tea seed oil |
| CN106753753A (en) * | 2016-12-21 | 2017-05-31 | 徐金蝶 | The extraction process of fatty acid mixed in a kind of vegetable oil residue |
| CN109355138A (en) * | 2017-10-09 | 2019-02-19 | 赣南医学院 | A kind of preparation method, product and its application of tea oil polyunsaturated fatty acid |
Non-Patent Citations (4)
| Title |
|---|
| YURAWECZ M.P.等: "Conversion of allylic hydroxy oleate to conjugated linoleic acid and methoxy oleate by acid-catalyzed methylation procedures", 《 JOURNAL OF THE AMERICAN OIL CHEMISTS’ SOCIETY》 * |
| 宋修军: "《临床骨科药物学》", 31 May 2010, 科技文献出版社 * |
| 李琼等: "茶油不饱和脂肪酸乙酯化工艺研究 ", 《粮食与油脂》 * |
| 秦岭: ""茶籽油制取复合亚油酸胶囊的研究"通过专家鉴定", 《中国油脂》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112225658A (en) * | 2020-10-12 | 2021-01-15 | 洞口县亿丰农林牧科技有限公司 | Method for extracting oleic acid from tea oil |
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