CN1324044C - Ursolic acid extracting method from privet leaf - Google Patents
Ursolic acid extracting method from privet leaf Download PDFInfo
- Publication number
- CN1324044C CN1324044C CNB2003101114798A CN200310111479A CN1324044C CN 1324044 C CN1324044 C CN 1324044C CN B2003101114798 A CNB2003101114798 A CN B2003101114798A CN 200310111479 A CN200310111479 A CN 200310111479A CN 1324044 C CN1324044 C CN 1324044C
- Authority
- CN
- China
- Prior art keywords
- ethanol
- reflux
- glossy privet
- ursolic acid
- weight
- 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.)
- Expired - Fee Related
Links
- WCGUUGGRBIKTOS-GPOJBZKASA-N (3beta)-3-hydroxyurs-12-en-28-oic acid Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C)[C@H](C)[C@H]5C4=CC[C@@H]3[C@]21C WCGUUGGRBIKTOS-GPOJBZKASA-N 0.000 title claims abstract description 25
- PLSAJKYPRJGMHO-UHFFFAOYSA-N ursolic acid Natural products CC1CCC2(CCC3(C)C(C=CC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C)C(=O)O PLSAJKYPRJGMHO-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229940096998 ursolic acid Drugs 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims abstract description 12
- 241000735234 Ligustrum Species 0.000 title abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 50
- 238000010992 reflux Methods 0.000 claims abstract description 16
- 238000001914 filtration Methods 0.000 claims abstract description 15
- 239000000469 ethanolic extract Substances 0.000 claims abstract description 10
- 239000007788 liquid Substances 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 3
- 241000830535 Ligustrum lucidum Species 0.000 claims description 23
- 239000000706 filtrate Substances 0.000 claims description 15
- 230000003292 diminished effect Effects 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 230000008030 elimination Effects 0.000 claims description 3
- 238000003379 elimination reaction Methods 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 abstract description 4
- 239000008280 blood Substances 0.000 abstract description 3
- 210000004369 blood Anatomy 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract description 2
- 150000002632 lipids Chemical class 0.000 abstract description 2
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 239000003814 drug Substances 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- VEEGZPWAAPPXRB-BJMVGYQFSA-N (3e)-3-(1h-imidazol-5-ylmethylidene)-1h-indol-2-one Chemical compound O=C1NC2=CC=CC=C2\C1=C/C1=CN=CN1 VEEGZPWAAPPXRB-BJMVGYQFSA-N 0.000 description 1
- 208000010507 Adenocarcinoma of Lung Diseases 0.000 description 1
- 244000296912 Ageratum conyzoides Species 0.000 description 1
- 235000004405 Ageratum conyzoides Nutrition 0.000 description 1
- 241001656831 Arctous alpina Species 0.000 description 1
- 235000016535 Capraria biflora Nutrition 0.000 description 1
- 206010010774 Constipation Diseases 0.000 description 1
- 241001481760 Erethizon dorsatum Species 0.000 description 1
- 108010023302 HDL Cholesterol Proteins 0.000 description 1
- 108010010234 HDL Lipoproteins Proteins 0.000 description 1
- 235000017309 Hypericum perforatum Nutrition 0.000 description 1
- 208000031226 Hyperlipidaemia Diseases 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 108010028554 LDL Cholesterol Proteins 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 241000207834 Oleaceae Species 0.000 description 1
- 240000002834 Paulownia tomentosa Species 0.000 description 1
- 235000010678 Paulownia tomentosa Nutrition 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 208000009205 Tinnitus Diseases 0.000 description 1
- MUCRYNWJQNHDJH-OADIDDRXSA-N Ursonic acid Chemical compound C1CC(=O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C)[C@H](C)[C@H]5C4=CC[C@@H]3[C@]21C MUCRYNWJQNHDJH-OADIDDRXSA-N 0.000 description 1
- MUCRYNWJQNHDJH-UHFFFAOYSA-N Ursonic acid Natural products C1CC(=O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C)C(C)C5C4=CCC3C21C MUCRYNWJQNHDJH-UHFFFAOYSA-N 0.000 description 1
- 208000031971 Yin Deficiency Diseases 0.000 description 1
- 229940121369 angiogenesis inhibitor Drugs 0.000 description 1
- 239000004037 angiogenesis inhibitor Substances 0.000 description 1
- 230000003178 anti-diabetic effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000003472 antidiabetic agent Substances 0.000 description 1
- 239000003699 antiulcer agent Substances 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 210000004039 endoderm cell Anatomy 0.000 description 1
- 201000005577 familial hyperlipidemia Diseases 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000002440 hepatic effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 201000005249 lung adenocarcinoma Diseases 0.000 description 1
- 230000003211 malignant effect Effects 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000001608 teratocarcinoma Diseases 0.000 description 1
- 231100000886 tinnitus Toxicity 0.000 description 1
- -1 triterpene compound Chemical class 0.000 description 1
Landscapes
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The present invention discloses a method for extracting ursolic acid from ligustrum leaves. The method comprises the following procedures: ligustrum leaves and water are heated and boiled in an extracting tank, and the water solution is filtered off; ethanol with low solubility is added to ligustrum leaves and heated for reflux for some time, and the liquid in the extracting tank is filtered under reduced pressure into a concentration tank; the ethanol is recovered; ethanol with high solubility is added to ligustrum leaves and heated for reflux; the liquid in the extracting tank is filtered under reduced pressure into the concentration tank; the ethanol is recovered so that ethanol extract with high solubility is obtained; ethanol with identical high solubility is added and mixed with the ethanol extract with high solubility; appropriate amount of active carbon is added and heated for reflux; filter liquor is obtained after filtration under reduced pressure; water is added to adjust the concentration of ethanol in the filter liquor; filter liquor after adjustment is treated by heating, reflux, cooling, filtration, drying and residue filtration to obtain a product of ursolic acid. The present invention has the advantages of convenient technology and convenient operation; obtained ursolic acid is a pharmaceutical raw material for reducing blood lipid and treating cardiovascular disease; the present invention is suitable for large-scale industrial production.
Description
Technical field
The present invention relates to the extraction of Leaf of Glossy Privet ursolic acid, more specifically relate to a kind of method of from Leaf of Glossy Privet, extracting ursolic acid.
Background technology
Ursolic acid (ursolic acid) has another name called ursonic acid, and urson belongs to triterpene compound.It is very wide in distributed in nature, as is present in the leaf, fruit of Du Juan flower section plant black bearberry, and in the leaf of goatweed royal paulownia, and the leaf of oleaceae plant glossy privet is medium.Ursolic acid has biological effect widely, and it has significantly stable and cooling effect to central nervous system; External all have anti-microbial activity to G+ and G-bacterium and yeast.In addition, it also has the effect of anti-diabetic, antiulcer agent and blood fat reducing.In recent years the Shu Faxian ursolic acid not only has resistant function to multiple carcinogenic, short cancer thing, and for example P388 and L1210 leukemia cell, A549 human lung adenocarcinoma cell have the growth of inhibition effect to multiple malignant cell.In addition, ursolic acid also can induce the F9 teratocarcinoma cell to become endoderm cell and angiogenesis inhibitor.Huangshi 999 Pharmaceutical Co., Ltd. is that raw material is researched and developed into national Chinese medicine two kind new medicines with the Leaf of Glossy Privet extract, this product is used for the treatment of hyperlipidemia, has comprehensive comprehensive adjustment human body lipid function, through clinical study, can reduce TC, TG, TC-HDL-C/HDL-C, rising HDL, and can reduce the level of LDL-C, can improve simultaneously the hepatic and renal YIN deficiency, tinnitus, dry that hyperlipemia causes, sleep less, diseases such as irritated irritability, limb fiber crops are afraid of cold, constipation, blood fat curative effect total effective rate is 95%.From the structure bone is the research that raw material extracts ursolic acid technology, modern chemical industries such as Sun Laijiu, 2000,20 (9) 47-48.Present chemosynthesis ursolic acid complex process, the cost height.
Summary of the invention
The objective of the invention is to be to provide a kind of method of extracting ursolic acid from Leaf of Glossy Privet, this method is easy, and is easy to operate, and cost is low, extracts ursolic acid from Leaf of Glossy Privet, is used for Medicines and Health Product, the treatment cardiovascular disease.
In order to achieve the above object, the present invention adopts following technical scheme, the steps include:
1, add dry Leaf of Glossy Privet in extractor, add dry Leaf of Glossy Privet weight 15-20 water doubly again, boiled 40-60 minute, the elimination aqueous solution repeats this step 2-3 time;
2, add dry Leaf of Glossy Privet weight 3-6 30-45% ethanol doubly again in extractor, reflux 1-2 hour, the liquid filtration under diminished pressure in the extractor in concentration tank, is repeated this step 2-3 time, it is stand-by to reclaim ethanol;
3, add dry Leaf of Glossy Privet weight 3-6 70-88% ethanol doubly again in extractor, reflux 1-2 hour, the liquid filtration under diminished pressure in the extractor to concentration tank, is repeated this step 2-3 time, get ethanol extract behind the concentrated filtrate, it is stand-by to reclaim ethanol;
4, add dry Leaf of Glossy Privet weight 0.25-0.5 78-88% ethanol doubly, add ethanol extract weight 0.5-1 activated carbon doubly in the concentration tank of ethanol extract, reflux 1-2 hour, 45-55 ℃ of filtration under diminished pressure gets filtrate, repeating this step adds the above-mentioned filtrate 1 time except that " add dry Leaf of Glossy Privet weight 0.25-0.5 doubly 78-88% ethanol " changes into, filtrate enters in the hold-up vessel, adds water the alcohol concn of filtrate in the hold-up vessel is transferred to 50-75% by 78-88%, gets the 50-75% ethanolic soln;
5, with 50-75% ethanolic soln reflux 10-25 minute, be cooled to 20-25 ℃, cooled liquid was placed below 0 ℃ 10-14 hour, and filtration under diminished pressure gets filter residue, dry filter residue, the ursolic acid product.
The present invention compared with prior art has the following advantages and effect: this method is easy, and is easy to operate, and cost is low, and technological method is grasped easily, is particularly suitable for scale operation.Content of ursolic acid just can reach more than 40% by above step.The annual people who suffers from cardiovascular diseases of China becomes the trend of rapid increase, and ursolic acid has unique curative effect of reducing blood-fat, is treatment cardiovascular diseases medical material, and not only technology is simple, obtains from natural plants extensive again.In addition, extract the used plant Leaf of Glossy Privet of ursolic acid and distribution widely, aboundresources are arranged in China.
Embodiment
1, add the dry Leaf of Glossy Privet of 1kg in extractor, add 20kg water again, boiled 45 minutes, the elimination aqueous solution repeats this step and removes " adding in the 1kg drying Leaf of Glossy Privet extractor " 3 times;
2, add 6kg30% ethanol again in extractor, reflux 2 hours in concentration tank, repeats this step 2 time with the liquid filtration under diminished pressure in the extractor, and it is stand-by to reclaim ethanol;
3, add 6kg85% ethanol again in extractor, reflux 1 hour to concentration tank, repeats this step 2 time with the liquid filtration under diminished pressure in the extractor, behind the concentrated filtrate ethanol extract, it is stand-by to reclaim ethanol;
4, add 0.5kg85% ethanol, add the 0.03kg activated carbon in the concentration tank of ethanol extract, reflux 1 hour, 55 ℃ of filtration under diminished pressure get filtrate, repeating this step adds the above-mentioned filtrate 1 time except that " adding 0.5kg85% ethanol " changes into, filtrate enters in the hold-up vessel, adds water the alcohol concn of filtrate in the hold-up vessel is transferred to 70% by 85%, gets 70% ethanolic soln;
5, with 70% ethanolic soln reflux 15 minutes, be cooled to 20 ℃, cooled liquid was placed below 0 ℃ 12 hours, and filtration under diminished pressure gets filter residue, and dry filter residue promptly gets ursolic acid product 0.014kg, and yield is 1.4%, and content of ursolic acid is greater than 40%.
Claims (1)
1, a kind of method of extracting ursolic acid from Leaf of Glossy Privet comprises the following steps:
A, add dry Leaf of Glossy Privet in extractor, add dry Leaf of Glossy Privet weight 15-20 water doubly again, boiled 40-60 minute, the elimination aqueous solution repeats this step 2-3 time;
B, add in the dry Leaf of Glossy Privet weight 3-6 30-45% extraction using alcohol jar doubly again, reflux 1-2 hour, the liquid filtration under diminished pressure in the extractor in concentration tank, is repeated this step 2-3 time, recovery ethanol is stand-by;
C, add dry Leaf of Glossy Privet weight 3-6 70-88% ethanol doubly in extractor again, reflux 1-2 hour, the liquid filtration under diminished pressure in the extractor in concentration tank, is repeated this step 2-3 time, behind the concentrated filtrate ethanol extract, recovery ethanol is stand-by;
D, add dry Leaf of Glossy Privet weight 0.25-0.5 78-88% ethanol doubly, add ethanol extract weight 0.5-1 activated carbon doubly in the concentration tank of ethanol extract, reflux 1-2 hour, 45-55 ℃ of filtration under diminished pressure gets filtrate, repeating this step adds the above-mentioned filtrate 1 time except that " add dry Leaf of Glossy Privet weight 0.25-0.5 doubly 78-88% ethanol " changes into, filtrate enters in the hold-up vessel, adds water the alcohol concn of filtrate in the hold-up vessel is transferred to 50-75% by 78-88%;
E, with the ethanolic soln reflux of 50-75% 10-25 minute, cooling, cooled solution was placed below 0 ℃ 10-14 hour, filtration under diminished pressure gets filter residue, dry filter residue promptly gets the ursolic acid product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101114798A CN1324044C (en) | 2003-11-28 | 2003-11-28 | Ursolic acid extracting method from privet leaf |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101114798A CN1324044C (en) | 2003-11-28 | 2003-11-28 | Ursolic acid extracting method from privet leaf |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1544455A CN1544455A (en) | 2004-11-10 |
| CN1324044C true CN1324044C (en) | 2007-07-04 |
Family
ID=34336135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2003101114798A Expired - Fee Related CN1324044C (en) | 2003-11-28 | 2003-11-28 | Ursolic acid extracting method from privet leaf |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1324044C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102028698B (en) * | 2009-12-02 | 2012-05-23 | 山东省中医药研究院 | Medicine for treating colon cancer and preparation method thereof |
| CN102512426A (en) * | 2011-12-26 | 2012-06-27 | 哈尔滨医科大学 | Application of ursolic acid in preparation of health care product with effects of weight loss and fatty liver improvement |
| CN107325150B (en) * | 2017-07-24 | 2020-05-12 | 广东药科大学 | A kind of method for extracting ursolic acid from ligustrum lucidum by supercritical carbon dioxide |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1358733A (en) * | 2001-12-20 | 2002-07-17 | 武汉大学 | Process for extracting ursolic acid from fructus ligustri lucidi leaf |
| CN1453289A (en) * | 2003-05-19 | 2003-11-05 | 西安交通大学 | Process of extracting and separating ursolic acid from plant |
-
2003
- 2003-11-28 CN CNB2003101114798A patent/CN1324044C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1358733A (en) * | 2001-12-20 | 2002-07-17 | 武汉大学 | Process for extracting ursolic acid from fructus ligustri lucidi leaf |
| CN1453289A (en) * | 2003-05-19 | 2003-11-05 | 西安交通大学 | Process of extracting and separating ursolic acid from plant |
Non-Patent Citations (3)
| Title |
|---|
| 从毛泡桐叶中提取分离熊果酸的新工艺研究 韩晶等人，西北大学学报（自然科学版），第33卷第3期 2003 * |
| 从毛泡桐叶中提取分离熊果酸的新工艺研究 韩晶等人，西北大学学报（自然科学版），第33卷第3期 2003;以陆英为原料提取乌索酸的工艺研究 李开泉等人，中成药，第25卷第5期 2003 * |
| 以陆英为原料提取乌索酸的工艺研究 李开泉等人，中成药，第25卷第5期 2003 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1544455A (en) | 2004-11-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104784254A (en) | Extraction method for producing baicalin with biological enzyme method | |
| CN114262297A (en) | Preparation method of ergothioneine | |
| CN102807570A (en) | Method for preparing gallogen by platycarya strobilacea fruit | |
| CN112723997B (en) | Green process for extracting high-purity bakuchiol | |
| CN101337921B (en) | Method for preparing 5-hydroxytryptamine from hippophae rhamnoides | |
| CN1324044C (en) | Ursolic acid extracting method from privet leaf | |
| CN106832045B (en) | A kind of method that gingko episperm extracts pectin and phenolic acid compound simultaneously | |
| CN105497109A (en) | Process for producing milkvetch root total flavones through microbial fermentation technology | |
| CN106860489A (en) | A kind of extracting method of myrica rubra leaf polyphenol | |
| CN102283793B (en) | Traditional Chinese medicine compound with whitening function, and preparation method and application thereof | |
| CN101985439B (en) | Process for separating and extracting 98% quercetin from aerial parts of pubescent holly root | |
| CN109180829A (en) | A kind of preparation method and application of Pueraria Flavonid and polyoses extract | |
| CN111789785A (en) | Plant extract for inhibiting tyrosinase activity, preparation method and application thereof in cosmetics | |
| CN101278974A (en) | Cinnamon saponins extract, preparation method and application thereof | |
| CN102429965A (en) | Preparation method of active ingredients in cortex moutan | |
| CN104987954B (en) | Method for extracting volatile oil and magnolol from magnolia officinalis leaves | |
| CN1251730C (en) | Production technology of medicine for treating burn | |
| CN213037687U (en) | Device for extracting flavone from dendrobium officinale leaves | |
| CN108452006A (en) | A kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol | |
| CN106074630A (en) | A kind of Flavones from Ginkgo Leaves extracting method | |
| CN107970265B (en) | Method for extracting sanchinoside | |
| CN110882246B (en) | Extraction method and application of coptis alkaloids with different biological activities | |
| CN106880652A (en) | A kind of extracting method of mango leaf polyphenol | |
| CN106317005A (en) | Method for extracting rose flavones from rose flower residue water | |
| CN116920445B (en) | A plant flavonoid modified extraction method and its application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |