CN102329208B - Method for extracting chimaphilin from one-flowered wintergreen - Google Patents
Method for extracting chimaphilin from one-flowered wintergreen Download PDFInfo
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- CN102329208B CN102329208B CN 201110143939 CN201110143939A CN102329208B CN 102329208 B CN102329208 B CN 102329208B CN 201110143939 CN201110143939 CN 201110143939 CN 201110143939 A CN201110143939 A CN 201110143939A CN 102329208 B CN102329208 B CN 102329208B
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
The invention relates to a method for extracting chimaphilin from one-flowered wintergreen, which is easy and convenient to operate and has small pollution and low energy consumption. The method comprises the following process steps of: extracting a fresh aboveground part of one-flowered wintergreen; adding saturated lime water; soaking for 24-36 hours; squeezing and filtering; collecting a filtrate; decoloring with an active carbon column; collecting a column unloading liquid; concentrating; adsorbing with a macroporous absorption resin column; eluting with 60-80 percent ethanol; collecting an eluent which is 3-8 times the volume of the column; recovering ethanol under reduced pressure and concentrating; adding n-hexane for crystalizing; separating crystals; and washing and drying. Due to the adoption of the method for preparing chimaphilin, the product purity is high and industrial amplification is easy to realize.
Description
Technical field
The present invention relates to a kind of preparation method of chimaphilin, especially a kind of preparation method who from plant, extracts chimaphilin.
Background technology
Chimaphilin (Chimaphilin), molecular formula: C
12H
10O
2, molecular weight: 186.21, CAS accession number: 482-70-2 mainly is present in the Pirolaceae various plants, wherein Pirolaceae plant one-flowered wintergreen
Moneses unifloraA. content is abundant among the Gray.Its molecular formula is as follows.
Modern study shows, effects such as that chimaphilin has is antitumor, antibiotic, anti-inflammatory, pain relieving, and it is also as the raw material of synthetic other reactive derivative simultaneously.
In the prior art, still be not applicable to preparation technology's report of high purity chimaphilin industrialized production.
Summary of the invention
Technical problem to be solved by this invention provides a kind of preparation method who is beneficial to big production operation, chimaphilin that product purity is high.
For solving the problems of the technologies described above, the present invention adopts following technical proposal.
Get the fresh over-ground part of one-flowered wintergreen, add the saturated limewater that its quality 8-12 doubly measures volume, 30-70 ℃ was soaked 24-36 hour, squeeze and filter is collected filtrate, passes through activity carbon column decoloring, collect lower column liquid, concentrate, adsorb by macroporous adsorptive resins, the 60-80% ethanol elution, collect the elutriant that 3-8 doubly measures column volume, decompression recycling ethanol also concentrates, and adds the normal hexane crystallization, fractional crystallization washs, is drying to obtain.
The consumption of saturated limewater is 10 times of amount volumes of raw materials quality.
The soaking temperature of saturated limewater is 50 ℃, and soak time is 30 hours.
Macroporous adsorbent resin is selected from a kind of in D101 type, H-50 type, the CD-180 type macroporous adsorbent resin.
Macroporous adsorbent resin wash-out concentration of ethanol is 70%.
The macroporous adsorbent resin wash-out is 5 times of amount column volumes with the collecting amount of ethanol.
Preparation gained chimaphilin can adopt following method to detect.
Test example 1 HPLC method is measured chimaphilin purity
Chromatographic condition
Chromatographic column: octadecylsilane bonding glue silica gel is weighting agent; Moving phase: methyl alcohol-acetonitrile (55: 45); Flow velocity: 1mL/min; Detect wavelength: 256nm; Column temperature: 30 ℃.
Measuring method
Precision takes by weighing chimaphilin 2mg, places the 50mL measuring bottle, adds people's methyl alcohol 20mL, and sonic oscillation makes dissolving, and methanol constant volume is drawn 10 μ L to scale, injects high performance liquid chromatograph, adopts normalization method working sample purity.
Adopt the present invention to prepare chimaphilin, be beneficial to big production operation, energy consumption is little, pollutes little.
The present invention is further elaborated below in conjunction with embodiment, but the scope of protection of present invention is not limited to following embodiment.
Embodiment
Embodiment 1
Get the fresh over-ground part 10Kg of one-flowered wintergreen, add the saturated limewater of 80L, 30 ℃ were soaked 24 hours, squeeze and filter is collected filtrate, passes through activity carbon column decoloring, collect lower column liquid, concentrate, adsorb by D101 type macroporous adsorptive resins, 60% ethanol elution is collected 3 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, add the normal hexane crystallization, fractional crystallization washs, is drying to obtain chimaphilin 24.2g, detect through HPLC, purity be 96.1%, UV, IR, MS,
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Embodiment 2
Get the fresh over-ground part 10Kg of one-flowered wintergreen, add the saturated limewater of 120L, 70 ℃ were soaked 36 hours, squeeze and filter is collected filtrate, passes through activity carbon column decoloring, collect lower column liquid, concentrate, adsorb by H-50 type macroporous adsorptive resins, 80% ethanol elution is collected 8 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, add the normal hexane crystallization, fractional crystallization washs, is drying to obtain chimaphilin 25.9g, detect through HPLC, purity be 95.3%, UV, IR, MS,
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Embodiment 3
Get the fresh over-ground part 10Kg of one-flowered wintergreen, add the saturated limewater of 100L, 50 ℃ were soaked 30 hours, squeeze and filter is collected filtrate, passes through activity carbon column decoloring, collect lower column liquid, concentrate, adsorb by CD-180 type macroporous adsorptive resins, 70% ethanol elution is collected 5 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, add the normal hexane crystallization, fractional crystallization washs, is drying to obtain chimaphilin 25.4g, detect through HPLC, purity be 97.5%, UV, IR, MS,
2HNMR,
13The data of its physical behavior of sign such as CNMR are consistent with prior art.
Claims (1)
1. method of from one-flowered wintergreen, extracting chimaphilin, it is characterized in that described method is made up of the following step: get the fresh over-ground part 10Kg of one-flowered wintergreen, the saturated limewater that adds 100L, 50 ℃ were soaked 30 hours, squeeze and filter, collect filtrate, by activity carbon column decoloring, collect lower column liquid, concentrate, by the absorption of CD-180 type macroporous adsorptive resins, 70% ethanol elution is collected 5 times of elutriants of measuring column volumes, decompression recycling ethanol also concentrates, add the normal hexane crystallization, fractional crystallization washs, is drying to obtain.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110143939 CN102329208B (en) | 2011-05-31 | 2011-05-31 | Method for extracting chimaphilin from one-flowered wintergreen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110143939 CN102329208B (en) | 2011-05-31 | 2011-05-31 | Method for extracting chimaphilin from one-flowered wintergreen |
Publications (2)
| Publication Number | Publication Date |
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| CN102329208A CN102329208A (en) | 2012-01-25 |
| CN102329208B true CN102329208B (en) | 2013-09-04 |
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| CN 201110143939 Expired - Fee Related CN102329208B (en) | 2011-05-31 | 2011-05-31 | Method for extracting chimaphilin from one-flowered wintergreen |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008222633A (en) * | 2007-03-13 | 2008-09-25 | Ikeda Shokken Kk | Ultraviolet light-protecting agent |
| CN101759549A (en) * | 2009-11-20 | 2010-06-30 | 南京泽朗医药科技有限公司 | Method for preparing hypericins |
| CN101862028A (en) * | 2010-06-09 | 2010-10-20 | 广东神农烟科技术有限公司 | Wintergreen extraction method, cigarette comprising same and preparation method thereof |
-
2011
- 2011-05-31 CN CN 201110143939 patent/CN102329208B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008222633A (en) * | 2007-03-13 | 2008-09-25 | Ikeda Shokken Kk | Ultraviolet light-protecting agent |
| CN101759549A (en) * | 2009-11-20 | 2010-06-30 | 南京泽朗医药科技有限公司 | Method for preparing hypericins |
| CN101862028A (en) * | 2010-06-09 | 2010-10-20 | 广东神农烟科技术有限公司 | Wintergreen extraction method, cigarette comprising same and preparation method thereof |
Non-Patent Citations (4)
| Title |
|---|
| 伞形梅笠草的化学成分研究;吕惠子;《延边大学医学学报》;20010626;全文 * |
| 吕惠子.伞形梅笠草的化学成分研究.《延边大学医学学报》.2001, |
| 郭惠.鹿蹄草中鹿蹄草素和梅笠草素的提取分离研究.《现代中医药》.2010, |
| 鹿蹄草中鹿蹄草素和梅笠草素的提取分离研究;郭惠;《现代中医药》;20100910;全文 * |
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