CN110105411B - Preparation method of argentine - Google Patents
Preparation method of argentine Download PDFInfo
- Publication number
- CN110105411B CN110105411B CN201910475452.8A CN201910475452A CN110105411B CN 110105411 B CN110105411 B CN 110105411B CN 201910475452 A CN201910475452 A CN 201910475452A CN 110105411 B CN110105411 B CN 110105411B
- Authority
- CN
- China
- Prior art keywords
- argentine
- extract
- solution
- glycoside
- silver
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
Abstract
The invention relates to the technical field of argentine, and relates to a preparation method of argentine, which comprises the following steps: s1, crushing miracle fruit leaves, adding methanol, heating and refluxing, extracting for 3 times, and filtering to obtain a rubusoside extracting solution; s2, adding diatomite into the argentine extract, stirring, filtering to obtain a decolorized solution, and concentrating to obtain an extract; s3, dispersing the extract with water, adsorbing with an adsorption resin column, eluting with an ethanol solution at a rate of 0.5-2.0BV/h, and collecting the argentine eluate; s4, concentrating the solution of the argentine to obtain a crystalline crude product, adding an ethanol water solution to dissolve the crystalline crude product, filtering, and recrystallizing for 2-3 times to obtain the finished product of the argentine crystal. The invention overcomes the defects of complex preparation process and low purity of the mangiferin in the prior art, prepares the high-purity mangiferin crystal by using low-cost miracle fruit leaves for the first time, and achieves the purposes of changing waste into valuable and preparing the high-yield and high-purity mangiferin.
Description
Technical Field
The invention relates to the technical field of argentine, and more particularly relates to a preparation method of argentine.
Background
The alpha-glucosidase inhibitor is used for inhibiting the degradation of disaccharide into monosaccharide in the last step of carbohydrate digestion, so as to achieve the purposes of preventing and treating postprandial hyperglycemia and relieving hyperinsulinemia. The alpha-glucosidase inhibitor is suitable for both type I and type II diabetes, and can also be used in combination with other oral hypoglycemic agents or insulin. They have side effects such as abdominal distension and gas exhaustion. Therefore, more and more scholars are gaining favor in screening natural alpha-glucosidase inhibitors from medicinal plants in order to find new efficient and low-toxicity diabetes drugs.
The silver forging glycoside (Tiliroside) is a flavonoid glycoside compound, is yellow needle crystal, has a molecular formula of C30H26O13 and a molecular weight of 594.52, and is mp.246-248 ℃. Research shows that the ganaxacuminatum glucoside has a good inhibition effect on alpha-glucosidase. At present, the chikungum is mainly separated from plants such as oriental paperbush flower, rose mallow flower, Brazilian sweet potato leaf, hollyhock flower, pulsatilla root upper part and the like.
Miracle fruit (Synsepalum dulcificum), also known as miracle fruit, fantasy fruit or miracle fruit, is a plant of evergreen shrubs of the genus Michelia of the family Sapotaceae and native to the West Africa. The miracle fruit is introduced into the areas of China, Liangguang, Hainan, Yunnan, Fujian and the like to be planted in the 60 th of the 20 th century. Miracle fruit contains miracle fruit essence, which can change human taste and change the sour food into sweet taste, so it is known as "the first miracle fruit in the world". The miracle fruit leaves are leaves of miracle fruit trees, and no research and report on chemical components of the miracle fruit leaves exist at present.
According to our previous research, the miracle fruit is rich in the argentum smith glycoside, and the content of the argentum smith glycoside is as high as 1.56%. To date, no literature report on extracting and separating high-content argentum smith glycoside from miracle fruit plants by adopting a simple production process is found, the traditional preparation process of argentum smith glycoside is complex, and the purity of the prepared argentum smith glycoside is not high.
Disclosure of Invention
In view of the above, the invention provides a preparation method of argentine, so as to solve the defects of complex preparation process and low purity of argentine in the prior art.
A preparation method of argentine comprises the following steps:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum leaf, adding methanol, heating and refluxing for 60-120 min, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract; the feed-liquid ratio of the miracle fruit leaves to the methanol in the step S1 is 1: 8-1: 15 kg/L.
S2, decoloring the argentine extract: adding diatomite into the argentine extract, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract; the adding amount of the diatomite in the step S2 is 2-6% of the total liquid amount of the argentine extract.
S3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with adsorbent resin column, eluting with ethanol solution at a rate of 0.5-2.0BV/h, and collecting argentine eluate; the volume percentage of the ethanol solution in the step S3 is 30-60%. And step S3 adopts TLC tracking detection to collect the argentine eluent.
S4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the argentum forgrinide to obtain a crystalline crude product, adding an ethanol water solution to dissolve the crystalline crude product, filtering, and recrystallizing for 2-3 times to obtain an argentum forgrinide crystal finished product. The purity of the silver wrought glycoside crystals obtained in the step S4 is more than 95%.
According to the technical scheme, the invention has the beneficial effects that: according to the invention, the miracle fruit leaves are directly crushed and added with methanol to extract so as to obtain the silver forging glycoside extracting solution, then the silver forging glycoside extracting solution is decolored, separated and concentrated so as to obtain the silver forging glycoside crystals, the purity of the silver forging glycoside crystals is more than 95%, the traditional preparation process flow of the silver forging glycoside preparation is simplified, the defects of complex preparation process and low purity of the silver forging glycoside in the prior art are overcome, the high-purity silver forging glycoside crystals are prepared by using the low-cost miracle fruit leaves for the first time, and the purposes of turning waste into wealth, high yield and high purity of the silver forging glycoside are achieved.
Detailed Description
The following examples are intended to illustrate the invention in further detail, but are not intended to limit the invention in any way, and unless otherwise indicated, the reagents, methods and apparatus used in the invention are conventional in the art, and are not intended to limit the invention in any way.
The embodiment of the invention discloses a preparation method of argentum smith glycoside, which comprises the following steps:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 60-120 min at a material-liquid ratio of 1:8-15kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 2-6%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30-60% ethanol solution at 0.5-2.0BV/h, detecting by TLC, and collecting argentine eluate;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the silver wrought glycoside to a small volume, standing for crystallization, adding an ethanol water solution for dissolving, filtering, and recrystallizing for 2-3 times to obtain the silver wrought glycoside crystal with the purity of more than 95%.
More specifically, the invention also discloses a specific preparation process of the preparation method of the argentine:
example 1:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:8kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 2%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the argentine to a small volume, standing for crystallization, adding an ethanol water solution for dissolution, filtering, and recrystallizing for 3 times to obtain an argentine crystal, thus obtaining a sample 1.
Example 2:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:15kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 2%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the silver wrought glycoside to a small volume, standing for crystallization, adding an ethanol water solution for dissolution, filtering, and recrystallizing for 3 times to obtain a silver wrought glycoside crystal, and marking as a sample 2.
Example 3:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:13kg/L for 3 times, filtering to obtain argentum sminum glycoside extract, and heating and refluxing at 100 deg.C;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 5%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the silver wrought glycoside to a small volume, standing for crystallization, adding an ethanol water solution for dissolution, filtering, and recrystallizing for 3 times to obtain a silver wrought glycoside crystal, and marking as a sample 3.
Example 4:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:13kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 5%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 50% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the argentine to a small volume, standing for crystallization, adding an ethanol water solution for dissolution, filtering, and recrystallizing for 3 times to obtain an argentine crystal, and recording to obtain a sample 4.
Comparative example 5
S1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:5kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 2%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: the solution of the silver wrought glycoside is concentrated to a small volume, placed for crystallization, dissolved by adding an aqueous solution of ethanol, filtered, and recrystallized for 3 times to obtain a silver wrought glycoside crystal, and a comparative sample 5 is recorded.
Comparative example 6
S1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum Murr leaves, adding methanol, heating and refluxing for 120 min at a material-to-liquid ratio of 1:16kg/L, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract;
s2, decoloring the argentine extract: adding the argentine extract into diatomite with the total liquid amount of 2%, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with 30% ethanol solution at 2.0BV/h, detecting by TLC, and collecting the argentine eluate;
s4, obtaining a silver wrought glycoside crystal: the solution of the silver wrought glycoside is concentrated to a small volume, placed for crystallization, dissolved with an aqueous solution of ethanol, filtered, and recrystallized 3 times to obtain a silver wrought glycoside crystal, and a comparative sample 6 is recorded.
The samples obtained in the above examples were subjected to the measurement of the crystal concentration of ganaxoloside to obtain table 1:
TABLE 1 determination of the Crystal concentration of Formosiin (HPLC detection)
As can be seen from Table 1, the concentration of the argentine crystal prepared in example 4 is the highest, and the tiliroside crystal prepared by the technical scheme can be successfully prepared, and the concentration is more than 95%. Obviously, the method directly crushes miracle fruit leaves and adds methanol to extract the miracle fruit leaves to obtain the silver forging glycoside extracting solution, then decolors, separates and concentrates the silver forging glycoside extracting solution to obtain the silver forging glycoside crystals, the purity of the silver forging glycoside crystals is more than 95%, the traditional preparation process flow of the silver forging glycoside preparation is simplified, the defects of complex preparation process and low purity of the silver forging glycoside in the prior art are overcome, the high-purity silver forging glycoside crystals are prepared by using the low-cost miracle fruit leaves for the first time, and the purposes of turning waste into wealth, high yield and high purity of the silver forging glycoside are achieved.
The embodiments in the present description are described in a progressive manner, each embodiment focuses on differences from other embodiments, and the same and similar parts among the embodiments can be referred to each other.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (4)
1. The preparation method of the argentine is characterized by comprising the following steps:
s1, obtaining a malleable silver glycoside extracting solution: pulverizing Synsepalum dulcificum leaf, adding methanol, heating and refluxing for 60-120 min, extracting for 3 times, and filtering to obtain argentum sminum glycoside extract; the feed-liquid ratio of the miracle fruit leaves to the methanol in the step S1 is 1: 8-1: 15 kg/L;
s2, decoloring the argentine extract: adding diatomite into the argentine extract, stirring, filtering to obtain decolorized solution, and concentrating to obtain extract;
s3, obtaining a chikungum eluent: dispersing the extract with water, adsorbing with macroporous adsorbent resin column, eluting with ethanol solution at a rate of 0.5-2.0BV/h, and collecting argentine eluate; the volume percentage of the ethanol solution in the step S3 is 30-60%;
s4, obtaining a silver wrought glycoside crystal: and (3) concentrating the solution of the argentum forgrinide to obtain a crystalline crude product, adding an ethanol water solution to dissolve the crystalline crude product, filtering, and recrystallizing for 2-3 times to obtain an argentum forgrinide crystal finished product.
2. The method for preparing acteoside according to claim 1, wherein the amount of the diatomite added in the step S2 is 2% -6% of the total liquid amount of the acteoside extracting solution.
3. The method according to claim 1, wherein step S3 is performed by collecting the eluate of argentine by TLC tracing detection.
4. The method for preparing silver wrought glycoside according to claim 1, wherein the purity of the silver wrought glycoside crystals obtained in step S4 is above 95%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910475452.8A CN110105411B (en) | 2019-06-03 | 2019-06-03 | Preparation method of argentine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910475452.8A CN110105411B (en) | 2019-06-03 | 2019-06-03 | Preparation method of argentine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN110105411A CN110105411A (en) | 2019-08-09 |
| CN110105411B true CN110105411B (en) | 2021-12-07 |
Family
ID=67493581
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910475452.8A Active CN110105411B (en) | 2019-06-03 | 2019-06-03 | Preparation method of argentine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110105411B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102304161A (en) * | 2011-07-06 | 2012-01-04 | 南京泽朗医药科技有限公司 | Method for extracting and purifying tiliroside |
| CN105001286A (en) * | 2015-07-23 | 2015-10-28 | 昆明理工大学 | Method for extracting tiliroside from Tibetan drug scindapsus aureus |
-
2019
- 2019-06-03 CN CN201910475452.8A patent/CN110105411B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102304161A (en) * | 2011-07-06 | 2012-01-04 | 南京泽朗医药科技有限公司 | Method for extracting and purifying tiliroside |
| CN105001286A (en) * | 2015-07-23 | 2015-10-28 | 昆明理工大学 | Method for extracting tiliroside from Tibetan drug scindapsus aureus |
Non-Patent Citations (2)
| Title |
|---|
| Separation and Quantification of Tiliroside from Plant Extracts by SPE/RP-HPLC;Renata Nowak;《Pharmaceutical Biology》;20081003;第41卷(第8期);第627-630页 * |
| 神秘果化学成分和生物活性研究进展;陈琪等;《中国中医药现代远程教育》;20180531;第16卷(第10期);第149-152页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN110105411A (en) | 2019-08-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US20220194915A1 (en) | Method for extracting and separating dihydromyricetin from rattan tea | |
| CN101235062B (en) | Preparation technique for extracting high pure hesperidin by cold impurity-removing one-step method | |
| CN101691389B (en) | Method for improving sweetness of stevia sugar | |
| CN108752231B (en) | Method for extracting theanine from sweet tea and simultaneously extracting rubusoside and tea polyphenol | |
| CN102093175B (en) | Method for extracting quebrachitol from sapindaceae plant lychee and longan | |
| Chahyadi | The influence of extraction methods on rutin yield of cassava leaves (Manihot esculenta Crantz) | |
| CN102643315A (en) | Method for purifying phlorizin from apple velamen | |
| CN104262446B (en) | The method of mogroside Ⅴ is extracted from Grosvenor Momordica | |
| US20130284164A1 (en) | Processes of Purifying Steviol Glycosides Reb C | |
| CN110613751A (en) | Method for separating and purifying ephedrine | |
| CN104311616B (en) | A kind of extraction high purity cortex fraxini and method of fraxin from Cortex Fraxini | |
| CN111187328B (en) | Method for preparing mogrol | |
| CN110105411B (en) | Preparation method of argentine | |
| CN110786443B (en) | Method for debitterizing and deastringent taste of sweet tea extract | |
| CN101985440B (en) | Method for producing piperine | |
| CN110917240A (en) | Continuous method for separating multiple effective components from cyclocarya paliurus | |
| CN106916065B (en) | Method for preparing high-purity chlorogenic acid from burdock roots | |
| CN115010618A (en) | Separation and purification method of aureoyl amide alcohol ester capable of reducing uric acid and application thereof | |
| CN112110962A (en) | Method for separating and purifying stevioside from stevioside-containing source | |
| CN113754626A (en) | Method for preparing fisetin by enzyme method | |
| CN113603704A (en) | Enzymatic preparation method for separating ellagic acid from byproducts of rubusoside production | |
| CN107602642B (en) | Method for extracting and purifying trachelospermin from safflower seed | |
| CN110624006A (en) | A health wine containing effective components of fructus Quzhazhii | |
| CN110437070B (en) | Method for preparing chlorogenic acid by comprehensively utilizing stevia rebaudiana leaves as raw materials and chlorogenic acid prepared by method | |
| CN113527120B (en) | Extraction process of levo synephrine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |