CN103588774A - Clean technology for extracting tabersonine from Voacanga chalotiana Pierre ex Stapf - Google Patents
Clean technology for extracting tabersonine from Voacanga chalotiana Pierre ex Stapf Download PDFInfo
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- CN103588774A CN103588774A CN201310613225.XA CN201310613225A CN103588774A CN 103588774 A CN103588774 A CN 103588774A CN 201310613225 A CN201310613225 A CN 201310613225A CN 103588774 A CN103588774 A CN 103588774A
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- tabersonine
- extraction
- voacanga
- ethyl acetate
- centrifugal
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- JSLDLCGKZDUQSH-RTBUJCADSA-N 19-epivindolinine Natural products O=C(OC)[C@H]1[C@@]23[C@H](C)[C@]4([C@@H]5N(CC=C4)CC[C@]25c2c(N3)cccc2)C1 JSLDLCGKZDUQSH-RTBUJCADSA-N 0.000 title claims abstract description 29
- KILNDJCLJBOWAN-UHFFFAOYSA-N Tabersonine Natural products CCC12CC(=C3N(C)c4cc(OC)ccc4C35CCN(CC=C1)C25)C(=O)OC KILNDJCLJBOWAN-UHFFFAOYSA-N 0.000 title claims abstract description 29
- FNGGIPWAZSFKCN-ACRUOGEOSA-N tabersonine Chemical compound N1C2=CC=CC=C2[C@]2([C@H]34)C1=C(C(=O)OC)C[C@]3(CC)C=CCN4CC2 FNGGIPWAZSFKCN-ACRUOGEOSA-N 0.000 title claims abstract description 29
- FNGGIPWAZSFKCN-UHFFFAOYSA-N xi-tabersonine Natural products N1C2=CC=CC=C2C2(C34)C1=C(C(=O)OC)CC3(CC)C=CCN4CC2 FNGGIPWAZSFKCN-UHFFFAOYSA-N 0.000 title claims abstract description 29
- 241001246889 Voacanga Species 0.000 title claims abstract description 26
- 238000005516 engineering process Methods 0.000 title abstract description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 58
- 238000000605 extraction Methods 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 21
- 239000000243 solution Substances 0.000 claims abstract description 20
- 239000000284 extract Substances 0.000 claims abstract description 18
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 239000000843 powder Substances 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims abstract description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 238000010992 reflux Methods 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 13
- 238000002425 crystallisation Methods 0.000 claims description 6
- 230000008025 crystallization Effects 0.000 claims description 5
- 238000002203 pretreatment Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 abstract description 4
- 241000196324 Embryophyta Species 0.000 abstract description 3
- 238000009210 therapy by ultrasound Methods 0.000 abstract 2
- 239000012141 concentrate Substances 0.000 abstract 1
- 238000009413 insulation Methods 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 5
- 238000004090 dissolution Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 238000010606 normalization Methods 0.000 description 3
- 238000010298 pulverizing process Methods 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- 241000208328 Catharanthus Species 0.000 description 1
- 206010008190 Cerebrovascular accident Diseases 0.000 description 1
- 208000004880 Polyuria Diseases 0.000 description 1
- 241000124033 Salix Species 0.000 description 1
- 208000006011 Stroke Diseases 0.000 description 1
- 208000001871 Tachycardia Diseases 0.000 description 1
- DDNCQMVWWZOMLN-IRLDBZIGSA-N Vinpocetine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C=C(C(=O)OCC)N5C2=C1 DDNCQMVWWZOMLN-IRLDBZIGSA-N 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000000136 cloud-point extraction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000035619 diuresis Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 201000009939 hypertensive encephalopathy Diseases 0.000 description 1
- 230000002218 hypoglycaemic effect Effects 0.000 description 1
- 150000002475 indoles Chemical class 0.000 description 1
- 208000028867 ischemia Diseases 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 230000006794 tachycardia Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000002137 ultrasound extraction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/20—Spiro-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention relates to the plant extraction field, and aims to provide an efficient and environmentally-friendly technology for extracting tabersonine from Voacanga chalotiana Pierre ex Stapf. The technology comprises the following steps: 1, taking Voacanga chalotiana Pierre ex Stapf, sun-drying, peeling shells, and crushing; 2, micronizing treatment: adding submicron powder obtained in step 1 into ethyl acetate having a volume 1.5-3 times the mass of the submicron powder, and carrying out ultrasonic treatment at normal temperature for 0.5-1h, and centrifuging; 3, carrying out reflux extraction of the filter residue obtained in step 2 for 0.5-2h twice by utilizing ethyl acetate having a volume 2-5 times the mass of the filter residue; 4, mixing the obtained reflux extract liquid with the obtained centrifugate obtained after the ultrasonic treatment, and concentrating until no droplets drop; 5, adding an aqueous solution containing 6-10% of TritonX-114 having a volume 0.5-3 times the volume of the concentrate obtained in step 4, carrying out heat insulation stirring at 35-50DEG C for 0.5-1h, and centrifuging; and 6, adding a proper amount of water to the solid obtained in step 5, stirring for 10-20min, allowing the obtained solution to stand for separating out the upper layer yellow oil, and extracting 1-3 times by using the above same method, wherein the yellow oil is liquid tabersonine. The technology has the advantages of ingenious combination, high total extraction efficiency and less pollution emission.
Description
Technical field
The present invention relates to field of plant extraction, also relate to extraction tabersonine, be specifically related to extract the cleaning procedure of tabersonine from Voacanga seed.
Background technology
Tabersonine has another name called Aspidospermidine-3-carboxylic acid,2,3,6,7-tetradehydro-(5ALPHA,12BETA,19ALPHA)-methylseter, willow leaf tabersonine, is that African Voacanga (is called for short: a kind of single indoles alkaloid Voacanga), belongs to the Yohimvetol type in catharanthus alkaloid.It has the effects such as step-down, antitumor, hypoglycemic, diuresis, and for the treatment of the various diseases such as apoplexy sequela, ischemia hypertensive encephalopathy, nervosa tachycardia and other plant nervous dysfunction.In addition, Aspidospermidine-3-carboxylic acid,2,3,6,7-tetradehydro-(5ALPHA,12BETA,19ALPHA)-methylseter is also widely used in synthetic cancer therapy drug vinpocetin.
The production of tabersonine is mainly chemosynthesis at present; Or from Voacanga, extract separation and obtain, normally the seed in Voacanga shell is dried, fragmentation extracts.Voacanga aboundresources, raw material sources are extensive.This seed is annual one ripe, can keep biological Sustainable development, and in Voacanga seed, the content of tabersonine is about 2.65% left and right, and content is higher, has industrialization value.The domestic introduction and acclimatization Africa Voacanga that also started.
For the concrete technology technology of extracting separated tabersonine, the technical publicationss such as patent CN201010609832.5, CN201210165108.7, CN201010554096.8, CN201010602111.1, CN201110237688.1 all have introduction, but have following problem:
1. effective component extraction rate is low, and organic solvent consumption is large, causes industrial production cost higher.
2. soda acid usage quantity is large, to equipment is corrosion-resistant, requires highly, and wastewater treatment capacity is large.
3. various toxic organic solvent usage quantitys are large, and recycling difficulty is also unfavorable for the protection of producers' health and environment.
The disclosed technology of immediate documents CN201010602111.1 of take is example, use soda acid to soak, and repeated multiple times adjustment potential of hydrogen, uses a large amount of soda acids, operation steps is more; And soda acid consumption is large, equipment corrosion requires high, and wastewater treatment capacity is large.
Summary of the invention
Main purpose of the present invention is to provide a kind of technique of extracting tabersonine from Voacanga of efficient, environmental protection.
The technical solution adopted in the present invention is: a kind of technique of extracting tabersonine from Voacanga, is characterized in that: step comprises:
Pre-treatment: get Voacanga seed and dry, peel off, pulverize;
Micronizing is processed: the material after coarse reduction is carried out to micronizing;
Extract separated: add 1.5-3 doubly to measure ethyl acetate (mass volume ratio) super-fine powder centrifugal after ultrasonic 0.5-1 hour under normal temperature;
Filter residue is doubly measured ethyl acetate (mass volume ratio) refluxing extraction 2 times with 2-5, each 0.5-2 hour;
Reflux extracting liquid and ultrasonic rear centrifugate are merged concentrated; Concentrated main purpose is to reclaim solvent, also reduces the reagent dosage of subsequent disposal, so can be concentrated into solvent-free (ethyl acetate) drop, oozes, and also can determine accordingly an empirical value, for example, be concentrated to certain volume, simplifies the operation;
In concentrated solution, add 0.5-3 doubly to measure (volume ratio) 6%-10%TritonX-114 aqueous solution, insulated and stirred 0.5-1 hour at 35 ℃-50 ℃ is centrifugal; In solid, add suitable quantity of water, stir 10-20 minute, standing, separate upper strata yellow oil, with method extraction 1-3 time; Gained yellow oil is liquid tabersonine product.
Preferably, described yellow oil adds doubly (mass volume ratio) acetic acid ethyl dissolution of 5-10, then adds hydrochloric acid, and tune pH is 4-5, standing 4-8 hour crystallization under room temperature; Through centrifugal, be dried to obtain tabersonine hydrochloride.Recycling after ethyl acetate reclaims, seldom, centrifugal rear centrifugate is processed discharge to sour consumption conventionally.Concentration of hydrochloric acid is not strict with, and preferably uses concentrated hydrochloric acid, reduces usage quantity.
Preferably, described twice backflow gained extracting solution, primary and ultrasonic rear centrifugate merges then concentrated, and extracting solution extracts solvent for the first time as next batch for the second time.
Preferably, described concentrated solution adds centrifugate and the extraction liquid of centrifugal treating after the TritonX-114 aqueous solution to recycle; Because amount seldom, also can process discharge.
Preferably, in described concentration, recovered solvent recycles.
Useful technique effect of the present invention:
1. after the seed of Voacanga being peeled off, extract again pioneeringly, when guaranteeing productive rate, greatly reduce material treatment capacity, greatly reduce solvent usage quantity.And the similar devices such as adopting existing sunflower seeds, Semen Cucurbitae decorticator of peeling off can be realized.
2. adopt micronizing to combine with ultrasonic extraction, improved tabersonine extraction yield, reduced solvent load, shortened extraction time.Supersound process is destroyed material cell tissue, is beneficial to extraction.
3. purge process is introduced Cloud-Point Extraction Technique principle, solves traditional technology soda acid and uses the pollution of environment, the problem such as product yield is low, purity is low.
4. the ingenious combination of technology characteristics, overall extraction efficiency is high, and disposal of pollutants is few; In whole process, can obtain to zero release liquid tabersonine.The processing salify acid & alkali liquid that also only crystallisation process discharge is seldom measured, and this acid & alkali liquid also can be applied mechanically in less demanding occasion.Realize zero release.
Embodiment
Provide preferred embodiment below, so that those skilled in the art are more clear and technical scheme clearly of the present invention and useful technique effect.But enforcement of the present invention is not limited in the following example.Simultaneously do not prove that formula of the present invention is unique particular requirement yet, but allow to be reasonably equal to the error of replacement and industrial production, practical application.
Embodiment mono-
Voacanga pre-treatment: by Voacanga seed drying, to peel off, be crushed to No. 5 sieves standby.
Micronizing is processed: the Voacanga after pulverizing is ground into super-fine powder.
Extract separated: get 10Kg super-fine powder, add 20L ethyl acetate, the ultrasonic lower effect of 200W 30 minutes, centrifugal under normal temperature, filtrate for later use;
Filter residue adds 30L ethyl acetate backflow to extract 2 times, each 1 hour; Extracting solution and ultrasonic rear centrifugate merge for the first time, and heating is concentrated into frozen-free drop and oozes, and the condensation product obtaining is solvent, recycle; Extracting solution extracts solvent for the first time as next batch for the second time;
In gained concentrated solution, add 1 times of amount volume 8%TritionX-114 aqueous solution, stir 1 hour at 45 ℃, centrifugal, centrifugate is demarcated use again; In solid, add 0.2L water, stir 10 minutes, standing, separate upper strata yellow oil; With method, extract again once, be total to obtain yellow oil, i.e. tabersonine 0.52Kg; Extraction liquid recycles;
Crystallization: yellow oil is added after 3L acetic acid ethyl dissolution, add concentrated hydrochloric acid, regulating and making the pH of ethyl acetate layer is 4.5, standing 8 hours crystallizatioies under room temperature again, crystal, through centrifugal, the dry tabersonine hydrochloride 0.50Kg that to obtain, is 99.1% through HPLC normalization method detection level.
Embodiment bis-
Voacanga pre-treatment: by Voacanga seed drying, peel off, pulverized 80 mesh sieves.
Micronizing is processed: the powder after pulverizing is carried out to micronizing.
Extract separated: get 20Kg powder, add 50L ethyl acetate, the ultrasonic lower effect of 200W 45 minutes, centrifugal under normal temperature, filtrate for later use;
Filter residue adds 40L ethyl acetate backflow to extract 2 times, each 1 hour; Extracting solution and ultrasonic rear centrifugate merge for the first time, are concentrated into original volume 1/2, and the solvent collection that concentration obtains is standby; Extracting solution preparation is for the second time extracted solvent for the first time as next batch;
In concentrated solution, add 1.5 times of amount volume 7%TritionX-114 aqueous solution, at 45 ℃, stir 0.5 hour, centrifugal, in solid, add 0.5L water, stir 15 minutes, standing, separate upper strata yellow oil; With method, extract again once, merge to obtain yellow oil, tabersonine 1.02Kg; Centrifugate and extraction liquid are processed discharge;
Crystallization: yellow oil is added to 6L acetic acid ethyl dissolution, then add concentrated hydrochloric acid, regulate the pH=4 make ethyl acetate layer, under room temperature standing 6 hours, crystal was through centrifugal, and the dry tabersonine hydrochloride 0.99Kg that to obtain, is 99.4% through HPLC normalization method detection level.
Embodiment tri-
Voacanga pre-treatment: by Voacanga seed drying, peel off, be crushed to 50 mesh sieves.
Micronizing is processed: the Voacanga after pulverizing is ground into super-fine powder.
Extract separated: get 10Kg super-fine powder, add the ethyl acetate 20L of concentration and recovery in embodiment mono-, the ultrasonic lower effect of 200W 30 minutes, centrifugal under normal temperature, filtrate for later use;
The ethyl acetate that filter residue adds in 30L embodiment mono-extracting solution and concentration and recovery is for the second time refluxing extraction successively, each 1 hour; Extracting solution and ultrasonic rear centrifugate merge for the first time, are concentrated into frozen-free drop to ooze, and reclaim solvent standby; Extracting solution prepares as next batch again and extracts for the first time solvent for the second time;
In gained concentrated solution, add 2 times of amount volume 6%TritionX-114 aqueous solution, stir 1 hour at 45 ℃, centrifugal, centrifugate is demarcated use again; In solid, add 0.2L water, stir 15 minutes, standing, separate upper strata yellow oil; With method, extract again once, be total to obtain yellow oil, tabersonine 0.53Kg; Extraction liquid recycles;
Crystallization: yellow oil is added to 4L acetic acid ethyl dissolution, then add concentrated hydrochloric acid, regulating and making the pH of ethyl acetate layer is 4.5, standing 6 hours crystallizatioies under room temperature, crystal, through centrifugal, is dried to obtain tabersonine hydrochloride 0.51Kg, through HPLC normalization method detection level, is 99.0%.
Claims (5)
1. from Voacanga, extract a technique for tabersonine, it is characterized in that: step comprises:
Pre-treatment: get Voacanga seed and dry, peel off, pulverize;
Micronizing is processed: the material after coarse reduction is carried out to micronizing;
Extract separated: by mass volume ratio, add 1.5-3 doubly to measure ethyl acetate super-fine powder centrifugal after ultrasonic 0.5-1 hour under normal temperature;
Filter residue is doubly measured ethyl acetate backflow by mass volume ratio with 2-5 and is extracted 2 times, each 0.5-2 hour;
Reflux extracting liquid and ultrasonic rear centrifugate are merged concentrated;
Concentrated solution adds 0.5-3 doubly to measure the 6%-10%TritonX-114 aqueous solution by volume, and insulated and stirred 0.5-1 hour at 35 ℃-50 ℃ is centrifugal; In solid, add suitable quantity of water, stir 10-20 minute, standing, separate upper strata yellow oil; With method extraction, obtain product 1-3 time.
2. the technique of extraction tabersonine according to claim 1, is characterized in that: described yellow oil by weight volume ratio adds 5-10 times of ethyl acetate, then adds hydrochloric acid, and tune pH is 4-5 standing 4-8 hour crystallization under room temperature; Through centrifugal, be dried to obtain tabersonine hydrochloride.
3. the technique of extraction tabersonine according to claim 2, is characterized in that: described twice backflow gained extracting solution, and primary and ultrasonic rear centrifugate merges then concentrated, and extracting solution extracts solvent for the first time as next batch for the second time.
4. the technique of extraction tabersonine according to claim 2, is characterized in that: described concentrated solution adds centrifugate and the extraction liquid of centrifugal treating after the TritonX-114 aqueous solution to recycle.
5. the technique of extraction tabersonine according to claim 2, is characterized in that: in described concentration, recovered solvent recycles.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310613225.XA CN103588774B (en) | 2013-11-26 | 2013-11-26 | Clean technology for extracting tabersonine from Voacanga chalotiana Pierre ex Stapf |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201310613225.XA CN103588774B (en) | 2013-11-26 | 2013-11-26 | Clean technology for extracting tabersonine from Voacanga chalotiana Pierre ex Stapf |
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| CN103588774A true CN103588774A (en) | 2014-02-19 |
| CN103588774B CN103588774B (en) | 2015-07-08 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106243106A (en) * | 2016-09-23 | 2016-12-21 | 成都合盛生物技术有限公司 | A kind of method extracting tabersonine from the volt health seeds of trees |
| CN106397438A (en) * | 2016-09-23 | 2017-02-15 | 成都合盛生物技术有限公司 | Method for extracting tabersonine from voacanga seeds |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111808103A (en) * | 2020-07-29 | 2020-10-23 | 湖南华诚生物资源股份有限公司 | Clean production method for extracting tabersonine from African voacanga |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101250188A (en) * | 2008-03-25 | 2008-08-27 | 西安皓天生物工程技术有限责任公司 | Technique for preparing willow leaf tabersonine |
| CN102060856A (en) * | 2010-12-21 | 2011-05-18 | 英杰华纳（厦门）生物工程有限公司 | Method for extracting tabersonine from voacanga seeds |
-
2013
- 2013-11-26 CN CN201310613225.XA patent/CN103588774B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101250188A (en) * | 2008-03-25 | 2008-08-27 | 西安皓天生物工程技术有限责任公司 | Technique for preparing willow leaf tabersonine |
| CN102060856A (en) * | 2010-12-21 | 2011-05-18 | 英杰华纳（厦门）生物工程有限公司 | Method for extracting tabersonine from voacanga seeds |
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| Title |
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| 万水昌 等: ""超声提取技术在中药及天然产物提取中的应用"", 《西北药学杂志》 * |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106243106A (en) * | 2016-09-23 | 2016-12-21 | 成都合盛生物技术有限公司 | A kind of method extracting tabersonine from the volt health seeds of trees |
| CN106397438A (en) * | 2016-09-23 | 2017-02-15 | 成都合盛生物技术有限公司 | Method for extracting tabersonine from voacanga seeds |
| CN106397438B (en) * | 2016-09-23 | 2018-06-01 | 成都合盛生物技术有限公司 | The method that Aspidospermidine-3-carboxylic acid,2,3,6,7-tetradehydro-(5ALPHA,12BETA,19ALPHA)-methylseter is extracted from Voacanga |
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| CN103588774B (en) | 2015-07-08 |
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Effective date of registration: 20160204 Address after: 409000 Zhengyang Industrial Park, Qianjiang District, Chongqing Patentee after: Chongqing Hengxing Bio-technology Co.,Ltd. Address before: 400039, Chongqing hi tech Zone Erlang Road, 101 to 109 odd number hi tech Pioneer Park, B building, 8 floor Patentee before: CHONGQING QIZHE BIOTECHNOLOGY CO.,LTD. |
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Address after: 409000 Zhengyang Industrial Park, Qianjiang District, Chongqing Patentee after: Chongqing HENG-STAR Biotechnologies Co.,Ltd. Address before: 409000 Zhengyang Industrial Park, Qianjiang District, Chongqing Patentee before: Chongqing Hengxing Bio-technology Co.,Ltd. |
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