CN102344483A - Preparation method for limonin analogues - Google Patents
Preparation method for limonin analogues Download PDFInfo
- Publication number
- CN102344483A CN102344483A CN2010102404800A CN201010240480A CN102344483A CN 102344483 A CN102344483 A CN 102344483A CN 2010102404800 A CN2010102404800 A CN 2010102404800A CN 201010240480 A CN201010240480 A CN 201010240480A CN 102344483 A CN102344483 A CN 102344483A
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- CN
- China
- Prior art keywords
- limonoids
- glucosides
- supercritical
- limonin
- analogues
- 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.)
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Classifications
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to a preparation method for limonin analogues. According to the method, citrus seeds, peel pomace and waste liquid from citrus processing are adopted as main materials; supercritical CO2/reverse microemulsion extraction is adopted, and combined with a supercritical CO2 adsorption and separation technology; a preparation process for multiple-technology combined and integrated extraction/separation of the limonin analogues and glycoside of the limonin analogues is established; advanced analysis and test methods such as HPLC, LC-MS, NMR and the like, and the corresponding finger print technology are adopted, and combined with the physiological activity evaluation.
Description
[technical field]
The present invention relates to a kind of preparation method of limonoids, is raw material with citrus seed, skin slag, citrus debitterize liquid especially, screens and design several at supercritical CO
2In the tensio-active agent of big solubleness is arranged, explore the control condition and the influence factor that form reverse microemulsion.Utilize supercritical CO
2Micro emulsion carries out the gradient extraction by polarity to limonoids and glucosides thereof, and investigates the limonoids that extracted and glucosides thereof at supercritical CO
2Adsorb, desorb behavior and dynamic process in the medium.Adopt multidimensional, multi-mode, systematic analytic method efficiently, to limonoids and glucosides quality control and finger print identification.Carry out pharmacodynamic study, extract is carried out the assessment of physiologically active.
[background technology]
Limonoids is the Secondary Metabolism of Plant product of triterpenes, has special bitter taste, mainly is present in Rutaceae and the Meliaceae plant, in tangerine, orange, shaddock.Limonoids has highly oxidized triterpene alcohols inductor structure, combines with the furans of C3 position, forms the lactonic ring of C3 position or C6 position, have C14, C15 position to the epoxide characteristic, combine formation obacalactone glycoside with sugar through glycosidic bond.In Citrus, separated so far some novel structures, active unique limonoids and and glycoside, wherein the content rich has obacalactone, Nomilin, obacunone, limonin glucoside and a Nomilin glucosides etc.
The biological chemistry of recent two decades, pharmacology, toxicologic research show that limonoids and glucosides thereof have the tumor growth of inhibition, antiviral, anti-inflammatory analgesic action, improve sleep, angst resistance effect, and unique insect antifeedant effect.According to these physiologically actives of limonoids, can be used for medicine intermediate, functional food additives, botanical pesticide, purposes very extensively has a extensive future.
[summary of the invention]
The technical problem that the present invention will solve provides a kind of preparation method of limonoids, and it is grasped and forms and the destruction supercritical CO
2The method of micro emulsion is tentatively understood limonoids and glucosides thereof at supercritical CO
2Extraction mechanisms in the micro emulsion heterogeneous system realizes that limonoids is at supercritical CO
2Fractionation by adsorption in the medium.
For solving the problems of the technologies described above, technical scheme that the present invention adopts is: the SC-CO that sets up the multiple technologies set
2The integral process of extraction, separation, refining limonoids.Confirm the reliable method of limonoids and glucosides assay determination thereof, obtain chemical informations such as corresponding composition and structure, and obtain limonoids stable and controllable for quality and glucosides thereof.
Compared with prior art, the invention has the beneficial effects as follows: bright its basic substance and bioactive relation.In the hope of being the deep development of citrus resource, the initiative of new drug and the Products Development of other purposes provide theoretical foundation.
[embodiment]
(1) with SC-CO
2The extraction of properties-correcting agent/micro emulsion gradient with at SC-CO
2Fractionation by adsorption combines in the medium, makes the extraction of limonoids and glucosides thereof, separates, makes with extra care step completion.
(2) the analytical test means of application of advanced are obtained the chemical information such as composition, structure of limonoids and complex body, for the basic substance of comparatively scientifically setting forth limonoids and glucosides thereof provides theory support.
(3) utilize Instrument crosslinking technology such as GC, HPLC, UV, FTIR, GC-MS, HPLC-MS, NMR to carry out the assay determination of limonoids and glucosides thereof, to obtain various chemical informations such as its composition, structure, conformation, form.
(4) appraisal procedure of the effective constituent drug effect of code requirementization is tentatively illustrated getting in touch of part limonoids and glucosides basic substance thereof and drug effect, the mechanism of action with the data of science.
Claims (5)
1. supercritical CO
2The formation condition of micro emulsion and character, supercritical CO
2The mechanism and the phase behavior of each component interaction in this complex system of-properties-correcting agent-tensio-active agent-cosurfactant-limonoids and glucosides thereof.
2. limonoids and glucosides composition thereof are at supercritical CO
2Adsorb, separate sub conditione control and Adsorption Model on the adsorption column.
3.SC-CO
2The best joint of micro emulsion extraction and fractionation by adsorption.
4. the method for the preliminary evaluation of the quality control of limonoids and glucosides thereof and finger printing is obtained corresponding chemical information.
5. illustrate the basic substance of part limonoids and glucosides thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102404800A CN102344483A (en) | 2010-07-29 | 2010-07-29 | Preparation method for limonin analogues |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102404800A CN102344483A (en) | 2010-07-29 | 2010-07-29 | Preparation method for limonin analogues |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102344483A true CN102344483A (en) | 2012-02-08 |
Family
ID=45543587
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102404800A Pending CN102344483A (en) | 2010-07-29 | 2010-07-29 | Preparation method for limonin analogues |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102344483A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103845475A (en) * | 2012-11-30 | 2014-06-11 | 中国医学科学院药用植物研究所 | Salted tangerine seed processing method |
| CN104381400A (en) * | 2014-11-27 | 2015-03-04 | 西华大学 | Limonin micro fermentation soda corn biscuit and preparation method thereof |
| CN105147703B (en) * | 2015-08-07 | 2018-06-08 | 上海中医药大学 | Application of the obakunone in the drug for preparing prevention ulcerative colitis |
| CN108148108A (en) * | 2018-01-05 | 2018-06-12 | 重庆汇达柠檬科技集团有限公司 | A kind of method of limonin in guanidinium ionic liquid aqueous two-phase extraction lemon peel slag |
| CN108503683A (en) * | 2018-04-03 | 2018-09-07 | 重庆汇达柠檬科技集团有限公司 | A kind of method that HPMC precipitations assist limonin in reverse micelle extraction lemon seed |
-
2010
- 2010-07-29 CN CN2010102404800A patent/CN102344483A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103845475A (en) * | 2012-11-30 | 2014-06-11 | 中国医学科学院药用植物研究所 | Salted tangerine seed processing method |
| CN104381400A (en) * | 2014-11-27 | 2015-03-04 | 西华大学 | Limonin micro fermentation soda corn biscuit and preparation method thereof |
| CN105147703B (en) * | 2015-08-07 | 2018-06-08 | 上海中医药大学 | Application of the obakunone in the drug for preparing prevention ulcerative colitis |
| CN108148108A (en) * | 2018-01-05 | 2018-06-12 | 重庆汇达柠檬科技集团有限公司 | A kind of method of limonin in guanidinium ionic liquid aqueous two-phase extraction lemon peel slag |
| CN108503683A (en) * | 2018-04-03 | 2018-09-07 | 重庆汇达柠檬科技集团有限公司 | A kind of method that HPMC precipitations assist limonin in reverse micelle extraction lemon seed |
| CN108503683B (en) * | 2018-04-03 | 2020-11-10 | 重庆汇达生物科技股份有限公司 | Method for extracting limonin from lemon seeds by HPMC precipitation-assisted reverse micelle |
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| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120208 |