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GLYCYRRHIZIN

glycyrrhizic acid

CAS: 1405-86-3

Molecular Formula: C42H62O16

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GLYCYRRHIZIN - Names and Identifiers

Name glycyrrhizic acid
Synonyms GLYCYRRHIZIN
Glycyrrhizin
GLYCYRRHIZINATE
glycyrrhizic acid
GLYCYRRHYCIC ACID
GLYCYRRHIZIC ACID
Glycyrrhizinic Acid
Liquorice Root P.E.
Glycyrrhizic acid 1405-86-3
GLYCYRRHETINIC ACID GLYCOSIDE
Glycyrrhizic acid,from licorice
3-o-(2-o-beta-d-glucopyranuronosyl-alpha-d-glucopyranuronosyl)-18beta-g lycyrrhetinic acid
(3beta)-30-hydroxy-11,30-dioxoolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid
triammonium (2S,3S,4R,5R,6R)-6-[[(3S,6aS,8aS,11S,12aR,14bS)-11-carboxylato-4,4,6a,8a,11,14b-hexamethyl-14-oxo-1,2,3,4a,5,6,6b,7,8,9,10,12,12a,14a-tetradecahydropicen-3-yl]oxy]-3-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-tetrahydropyran-2-carboxylate
CAS 1405-86-3
EINECS 215-785-7
InChI InChI=1/C41H60O16.3H3N/c1-37(2)21-8-11-40(5)18-7-10-38(3)13-14-39(4,36(52)53)16-19(38)17(18)15-20(42)31(40)41(21,6)12-9-22(37)54-34-27(47)25(45)28(30(57-34)33(50)51)55-35-26(46)23(43)24(44)29(56-35)32(48)49;;;/h15,18-19,21-31,34-35,43-47H,7-14,16H2,1-6H3,(H,48,49)(H,50,51)(H,52,53);3*1H3/t18?,19-,21?,22-,23-,24-,25+,26+,27+,28-,29-,30-,31?,34+,35+,38-,39-,40-,41-;;;/m0.../s1
InChIKey BXFBITNYMHAJGT-KYXJNIQISA-N

GLYCYRRHIZIN - Physico-chemical Properties

Molecular FormulaC42H62O16
Molar Mass822.94
Density1.1442 (rough estimate)
Melting Point220°C (rough estimate)
Boling Point681.01°C (rough estimate)
Specific Rotation(α)D17 +46.2° (c = 1.5 in alc)
Flash Point589.4°C
Solubility Soluble in methanol, DMSO, etc., insoluble in ether, glycyrrhizic acid precipitates when it meets acid.
Vapor Presure0mmHg at 25°C
AppearanceWhite to beige powder
ColorWhite to Light Yellow
Merck14,4505
pKa2.76±0.70(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
StabilityHygroscopic
Refractive Index61 ° (C=1.5, EtOH)
MDLMFCD00065194
Physical and Chemical PropertiesLicorice powder is light yellow powder, sweet, slightly bitter, containing 6%~ 14% glycyrrhizic acid. Pure glycyrrhizic acid is crystalline powder, sweet taste, 200~250 times of sucrose sweet, sweet storage time. The melting point was 212-217 °c. Soluble in hot water, insoluble in ether, insoluble in propylene glycol, ethanol. Stable to heat, base and salt, the solution appears to precipitate at pH 54 at 3. Mouse oral LD50 greater than 10 g/kg. ADI extension determination (FAO/WHO,1994).
UseAs a drug, anti-inflammatory, anti-allergic; As a sweetener, widely used in various types of food

GLYCYRRHIZIN - Risk and Safety

Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
WGK Germany3
RTECSMD2025000
HS Code29389090

GLYCYRRHIZIN - Nature

Open Data Verified Data

licorice contains more than 100 kinds of chemical elements, the main components are glycyrrhizic acid, liquiritin and so on. Pure glycyrrhizic acid crystalline powder, sweet taste, sweetness of sucrose 200~250 times, sweet for a long time. The melting point was 212-217 °c. Soluble in water, insoluble in ether, insoluble in propylene glycol, ethanol, heat, alkali and salt stability, pH value is less than 3, the solution will precipitate.

Last Update:2024-01-02 23:10:35

GLYCYRRHIZIN - Preparation Method

Open Data Verified Data

licorice root, stem powder and fiber were extracted with water, the resulting liquid was concentrated, impurity was removed, sulfuric acid was added to precipitate glycyrrhizic acid, and then refined.

Last Update:2022-01-01 10:10:15

GLYCYRRHIZIN - Introduction

Content determination, identification, pharmacological experiment, etc.
Last Update:2022-10-16 17:13:52

GLYCYRRHIZIN - Use

Open Data Verified Data

high sweetness, low thermal energy, safe and non-toxic, foaming and hemolytic effect is very low. With the use of sucrose, saccharin better. China's provisions can be used for biscuits, canned meat and poultry, seasoning, candy, preserved fruit, preserved fruit and beverage, according to the production needs of appropriate use.

Last Update:2022-01-01 10:10:15

GLYCYRRHIZIN - Compound Glycyrrhiza Oral Solution

Authoritative Data Verified Data

This product contains anhydrous morphine (C17H19N03) per lml should be 0.0765 ~ 0.104mg; Guaiphenesin (C10H1404) should be 4.50 ~ 5.50mg; Glycyrrhizic acid (C42H62016) should be not less than 2.omg.


preparation method

  • take the liquid extract of licorice, add glycerin, dilute with 500ml of water, slowly add the appropriate amount of concentrated ammonia solution, adjust the pH value to 8~9, and add the aqueous solution of guaiphenesin (take guaiphenesin, add a proper amount of hot water to dissolve the solution), constantly stirring, and finally add compound camphor tincture, plus a proper amount of water to make 1000ml, shake, that is.
  • an appropriate amount of stabilizer should be added to this product.

trait

This product is brown or brown-black liquid; There is aroma, long-standing occasional precipitation.


identification

  1. take this product, shake, take 10ml, set the separation funnel, add hydrochloric acid to adjust the pH value to about 2, shake well, add chloroform extract 2 times, 20ml each time, take the acid aqueous solution, add concentrated ammonia solution to adjust the pH value to 9~10, add chloroform-Isopropanol (3:1) to extract 2 times, 20ml each time, combine the extract, filter through anhydrous sodium sulfate, the filtrate was evaporated to dryness under reduced pressure, and the residue was dissolved in 1 ml of methanol as a test solution. An appropriate amount of morphine control was also taken, and methanol was used to make about 1 per 1 ml. 0 mg solution, as a control solution. According to the thin layer chromatography (General 0502) test, take 1 u1 of each of the above two solutions, respectively point on the same silica gel G thin layer plate, with toluene-acetone-anhydrous ethanol-concentrated ammonia test solution (20:20:5:0.6) as the developing solvent, expand, dry, spray with dilute bismuth potassium iodide test solution, the position and color of the morphine spots in the test solution should be consistent with the main spots in the control solution.
  2. in the chromatogram recorded under the content determination of guaiphenesin and glycyrrhizic acid, the retention time of the two main peaks in the test solution should be consistent with the retention time of the two main peaks in the control solution.

examination

  • the pH value should be 6.0 to 9.0 (General 0631).
  • Other in addition to clarity, this product should comply with the relevant provisions under the item of oral solution (General 0123).

Content determination

  • morphine was measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using octyl silane bonded silica gel as filler; Acetonitrile -0.0025mol/L sodium heptane sulfonate solution -0.05mol/L potassium dihydrogen phosphate solution (5:18:18) as mobile phase; The detection wavelength was 220nm. The number of theoretical plates shall not be less than 1000 calculated by morphine peak, and the separation degree between morphine peak and adjacent chromatographic peaks shall meet the requirements.
  • suitability test of solid phase extraction column system a silica gel bonded with a Eighteen alkyl silane was used as a filler; The same treatment conditions and elution conditions in the measurement method were tested. Precision measure the concentration of morphine in each 1 ml containing control 0.1 mg of 0.5ml of 5% acetic acid solution was placed on the treated solid phase extraction column and eluted by the same method. The eluate was collected to the scale with a 5ml measuring flask and shaken to obtain the system applicable solution. The precision measuring system is applicable, and 10ul of the solution and the reference solution under the content determination item are injected into the liquid chromatograph respectively, and the chromatogram is recorded.
  • determination of solid phase extraction column, followed by methanol-water (3:1) 15ml and water 5ml rinse, and then the pH value of about 9 ammonia solution (take the right amount of water, the ammonia test solution was added dropwise until the pH value was 9) and the effluent was flushed until the pH value of the effluent was about 9, which was to be used. Take an appropriate amount of this product, ultrasonic for 10 minutes, take it out, shake it well; Take 0.5 with precision, place it on the above solid column, add appropriate amount of ammonia test solution Dropwise so that the pH value of the solution in the column is about 9 (add the same volume of continued filtrate before loading to determine the amount of ammonia test solution), shake well, after the solvent is dropped out, rinse with water 20ml, elute with 5% acetic acid solution, collect the eluate with 5ml measuring flask to the scale, shake well, inject 20ul into the liquid chromatograph, record the chromatogram; another morphine control was carefully weighed, dissolved and quantitatively diluted with 5% acetic acid solution to make about 0 morphine per 1 ml. Olmg solution, the same method. According to the external standard method to calculate the peak area, that is.
  • guaiphenesin and glycyrrhizic acid were determined by HPLC (General 0512).
  • chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica as filler, acetonitrile -0.0025mol/L heptane sulfonate solution -0.05mol/L potassium dihydrogen phosphate solution (20:40:40) (20% sodium hydroxide solution to adjust the pH value of 7.2±0.2) as mobile phase; The detection wavelength was 260nm. The number of theoretical plates shall not be less than 2000 calculated according to the peak of glycyrrhizic acid; The separation degrees of guaiphenesin, glycyrrhizic acid and their adjacent chromatographic peaks shall meet the requirements.
  • one bottle of this product was taken for 10 minutes by ultrasound, cooled and shaken, then lml was accurately measured and placed in a 50ml measuring flask, diluted to the scale with mobile phase, shaken well, filtered through a filter membrane, the continuous filtrate was taken as the test solution, and 10UL was accurately measured and injected into the human liquid chromatograph, and the chromatogram was recorded. Another reference for guaiphenesin and ammonium glycyrrhizinate was also accurately weighed, the mobile phase was added to dissolve and quantitatively dilute to prepare a mixed reference solution containing 0.1 mg of guaiphenesin and 0.05mg of ammonium glycyrrhizinate in each 1 mL respectively, which was determined by the same method. According to the external standard method to calculate the peak area, that is. The glycyrrhizic acid content shall be calculated by multiplying the conversion factor by 0.9797.

category

expectorant and antitussive drugs.


storage

shade, seal, and store in a cool and dry place.

Last Update:2022-01-01 13:43:11

GLYCYRRHIZIN - Compound liquorice tablets

Authoritative Data Verified Data

each tablet containing anhydrous morphine (C17H19N03) should be 0.36~0.44mg; Containing glycyrrhizic acid (C42H62016) shall not be less than 7.3mg.


prescription

licorice extract powder (medium powder) 112.5G
Acup powder or poppy fruit extract powder 2G

camphor 2G
Star anise oil 2G
Sodium benzoate (medium powder) 2G
Made into 1000 tablets


made

The licorice extract is dried and ground, and sodium benzoate and acanthopanax powder are added to form granules, and then camphor and star anise oil dissolved in a small amount of ethanol are added, mixed and compressed into tablets.


trait

This product is gray-brown tablets, brown tablets, brown tablets or film-coated tablets, remove the coating, brown or brown; There is a special odor; Easy to absorb moisture.


identification

  1. Take 2 tablets of this product, grind, add about 7ml of water and mix well, add 10% anhydrous sodium carbonate aqueous solution to pH value of about 9, extract with chloroform-Isopropanol (3:1) for 2 times, 20ml each time, the extract was combined, washed with a small amount of ammonia test solution, then washed with a small amount of water, then concentrated and evaporated to dryness, and dissolved by adding 0.3ml of methanol as the test solution, methanol was added to dissolve, and a solution containing 2mg per 1 ml was prepared as a control solution. According to the thin layer chromatography (General 0502) test, take the above two solutions of each L01, respectively, on the same silica gel G thin layer plate, with ethyl acetate-methanol-concentrated ammonia solution (35:10:5) for the development of the agent, expand, dry, spray with bismuth potassium iodide solution. The test solution should show spots consistent with the position and color of the morphine control solution.
  2. in the chromatogram recorded under the determination of glycyrrhizic acid content, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the control solution.

examination

In addition to the disintegration time is not checked, should comply with the relevant provisions under the item of tablets (General Principle 0101).


Content determination

  • morphine was measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using octyl silane bonded silica gel as filler; 0.05mol/L potassium dihydrogen phosphate solution -0.0025mol/L sodium heptane sulfonate aqueous solution-acetonitrile (5:5:2) as mobile phase; The detection wavelength was 220nm. The number of theoretical plates was not less than 1000 based on the morphine peak.
  • suitability test of solid phase extraction column system a silica gel bonded with a Eighteen alkyl silane was used as a filler; The same treatment conditions and elution conditions in the measurement method were tested. Accurately measure 1 ml of 5% acetic acid solution containing 0.05mg morphine reference substance per 1 ml, set on the treated solid phase extraction column, elute with the same method, and collect the eluate with 5ml measuring flask to the scale, shake well as a system-suitable solution. Accurately measure the applicable solution of the system and each lol of the reference solution under the content determination item and inject it into the human liquid chromatograph respectively, and record the chromatogram.
  • determination of solid phase extraction column 1, followed by methanol-water (3:1) 15ml and water 5ml rinse, and then the pH value of about 9 ammonia solution (take the right amount of water, the ammonia test solution was added dropwise until the pH value was 9) and the effluent was flushed until the pH value of the effluent was about 9, which was to be used. Take 30 tablets of this product, precision weighing, grinding, precision weighing about 10 tablets, put the grinding mouth conical flask, precision add water 90ml, ultrasonic 5 minutes, precision plus dilute hydrochloric acid (6-10)10ml, shake well, sonicate for 20 minutes to dissolve morphine, take it out, cool it, and filter it. Take 1ml of continued filtrate in precise volume, and place it on the above solid column, add appropriate amount of ammonia test solution Dropwise so that the pH value of the solution in the column is about 9 (add the same volume of continued filtrate before loading to determine the amount of ammonia test solution), shake well, after the solvent is dropped out, rinse with about 20ml of water, elute with 5% acetic acid solution containing 2% methanol, collect the eluate with 5ml measuring flask to the scale, shake well, accurately measure 20u1 and inject human liquid chromatograph, record chromatogram; Take morphine reference substance, precisely weigh, 5% acetic acid solution containing 2% methanol was added to dissolve and quantitatively dilute to make about 0.% morphine per 1ml. Olmg solution, the same method. According to the external standard method to calculate the peak area, that is.
  • glycyrrhizic acid was measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; 0.025mol/L potassium dihydrogen phosphate solution -0.0025mol/L sodium heptane sulfonate aqueous solution-acetonitrile (33:33:44) the detection wavelength was 250nm. The number of theoretical plates shall not be less than 2000 based on the calculation of glycyrrhizic acid peak, and the separation degree between glycyrrhizic acid and adjacent chromatographic peaks shall meet the requirements.
  • determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing about 1 tablet, put it in a 50ml measuring flask, add methanol-water (1:1) appropriate amount, ultrasonic 30 minutes, take out, cool, dilute to the scale with methanol-water (1:1), shake, filter, take the filtrate as the test solution, the chromatogram was recorded by injection of l0ul into the human Liquid Chromatograph. The reference substance of ammonium glycyrrhizinate was added with methanol-water (1:1). Dissolve and quantitatively dilute to prepare a solution containing about 0.15mg of ammonium glycyrrhizinate per 1ml, which is determined by the same method. According to the external standard method to calculate the peak area, the calculation of glycyrrhizic acid content should be multiplied by the conversion factor of 0.9797.

category

expectorant and antitussive drugs.


storage

sealed and stored in a dry place.

Last Update:2022-01-01 13:43:12

GLYCYRRHIZIN - Reference Information

Plant source: Licorice
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
licorice extract glycyrrhizic acid is derived from the root and rhizome of leguminous plant licorice and is the most important active ingredient in licorice with a content of about 10%. Glycyrrhizic acid is also known as licorice saponin and licorice glycyrrhizin. It is a glycoside composed of glycyrrhetinic acid and glucuronic acid. White to yellowish crystalline powder, no smell, has a specific sweet taste, and the sweetness is about 200 times that of sucrose. Its sweetness is different from sweeteners such as sucrose. It takes a while to get sweet after the entrance, but it lasts for a long time. A small amount of liquiritin and sucrose can be combined with less 20% sucrose without the same sweetness. Although there is no aroma, it has fragrance enhancement effect. The aqueous solution is weakly acidic, and the pH value of 2% solution is 2.5~3.5. Insoluble in water, dilute ethanol. Easily soluble in hot water, viscous jelly after cooling. Glycyrrhizic acid is a triterpene saponin. In addition, there are glycyrrhizin, isoglycyrrhizin, etc. The leguminous plant licorice (Glycyrrhiza sp.) is an important traditional Chinese medicine. It is used in 74 of the 110 prescriptions of Treatise on Febrile Diseases. Glycyrrhizic acid is extracted from licorice and has a special sweet taste. It is mainly used in food. It is also used in other industries such as medicine, cosmetics and cigarettes. Because glycyrrhizic acid is often accompanied by pseudoaldosteronism in clinical application, experts have carried out a lot of chemical synthesis and structural modification on it. Glycyrrhizic acid derivatives have a wide range of clinical applications.
licorice licorice is the Glycyrrhiza uralensis Fisch of legume licorice. Roots and rhizomes. Perennial herb. Roots and rhizomes stout, reddish brown skin. The stem is erect, with white short hairs and bristle-like glands. Pinnate compound leaves; leaflets 7~17, ovate or broadly ovate, 2~5cm long, 1~3cm wide, apex acute or obtuse, base round, with short hairs and glands on both sides. Racemes axillary; flowers dense; calyx campanulate, with short hairs and bristling glands outside; corolla blue-purple, 1.4~2.5cm long. The pods are striped, sickle-shaped or ring-curved, with dense bristling glands on the outside; 6~8 seeds, kidney-shaped. The flowering period is from June to July. The fruit period is from July to September.
Growth environment: born in sunny and dry calcareous grasslands, sandy soil on river banks and other places.
Origin: Distributed in Northeast, North China, Northwest and other regions.
Licorice is also an important raw material for the food industry. It can be used to process high-end preserves, candies, beverages, alcohol, meat products, cold food, pickles, condiments and many other foods. Not only have Chinese people eaten licorice since ancient times, but they are also exported overseas. Since the 1980s, with the rise of natural health food fever, there have been more and more health food developed with licorice as raw material at home and abroad. For example, more than 30 kinds of products, such as licorice tea, health vinegar, licorice beverage, licorice sweetener and so on, which are processed with licorice as raw and auxiliary materials, have also come out.
the root and stem of licorice contain triterpene saponin glycyrrhizic acid, namely glycyrrhizin (Glycyrrhizin), which is the diglucuronide of glycyrrhetinic acid and is the sweet ingredient of licorice with a content of 3.63 ~ 13.06%. Analysis of 18 kinds of domestic licorice samples showed that: water soluble matter 18.7 ~ 40.54%, glycyrrhizic acid 3.63 ~ 13.06%, reducing sugar 3.38 ~ 13.06%, starch and colloid 2.04 ~ 6.32%, moisture 6.04 ~ 8.44%, ash 3.35 ~ 6.68%, etc.
fig. 1 is a picture of licorice plants
antiviral effect glycyrrhizic acid has been clinically used to treat chronic hepatitis. Glycyrrhizic acid can significantly inhibit HIV replication in blood monocytes of HIV-positive patients in vitro. Glycyrrhizic acid also reduced morbidity and mortality in mice infected with lethal doses of influenza virus. Cinatl et al. compared the inhibition of triazole nucleoside, bacterial phenolic acid, pyrazofuranin and glycyrrhizic acid on the FFM-1 and FFM-2 of the two SARS coronaviruses, and found that glycyrrhizic acid has the strongest inhibition on virus replication.
main application fields of glycyrrhizic acid the application proportion of glycyrrhizic acid in various industries is as follows: 26% for medicine and cosmetics, 70% for food, and 4% for cigarettes and others. In terms of food:
1. soy sauce: glycyrrhizic acid can not only improve the salty taste to enhance the inherent taste of soy sauce, but also eliminate the bitter taste of saccharin, which has a synergistic effect on chemical flavoring agents.
2. Pickles: The halogen method of pickling pickles with saccharin can eliminate the bitter taste of saccharin. In the pickling process, it can overcome the shortcomings of fermentation failure, discoloration, and hardening caused by less sugar.
3. Seasoning: This product can be added with pickled seasoning liquid, seasoning powder or temporary seasoning during diet, which can increase sweetness and reduce the strange taste of other chemical flavoring agents.
4. bean paste: pickled small sauce herring with this product can increase sweetness and make the taste uniform. In medicine and cosmetics:
1. glycyrrhizic acid is a natural surfactant, and its aqueous solution has weak foaming property.
2. It has AGTH-like biological activity, strong antibacterial and anti-inflammatory functions, and is often used to treat mucosal diseases. It can prevent dental caries and mouth ulcers in oral hygiene products.
3. It has a wide range of compatibility, and can be used in skin care products to enhance the efficacy of other active substances in sunscreen, whitening, antipruritic, conditioning, scar healing, etc.
4. It is compounded with aescin and aescin and used as a high-efficiency antiperspirant.
process flow of licorice extraction of glycyrrhizic acid 1. crushing: liquorice root and stem are crushed in a pulverizer and screened for later use.
2. extraction: take 200kg of the above licorice coarse powder, put it into a 2000L enamel reactor, add 1200kg of water, slowly heat to 85~100 ℃, stir and extract for 2 hours, filter, add 1000kg of water to the filter residue, extract twice and merge the filtrate for 3 times according to the above method.
3. Concentration: pump the extract into the enamel evaporator for concentration. When concentrated to 1/5 of the original volume, filter while hot.
4. separation: the filtrate is cooled to room temperature and 95% ethanol is added to make the ethanol content in the extract reach 65%. let it stand for 24 hours, then filter to remove plant protein and polysaccharide.
5. Precipitation: take licorice filtrate, put it into a sedimentation tank, add concentrated sulfuric acid to adjust pH = 3, glycyrrhizic acid will precipitate out, filter, wash twice with deionized water, and then vacuum drain.
6. refining: add 3 times the amount of acetone to glycyrrhizic acid precipitation, heat reflux extraction for 3 hours, filter, residue reflux again and again take 2 times, merge 3 times reflux extract, filter, recover acetone, and obtain glycyrrhizic acid wet product.
7. drying: put the dry oxalic acid wet product into the drying room to dry, start to control the temperature at 45 ℃, dry for 1h, slowly raise the temperature to 85~95 ℃, close to drying, raise the temperature to 100 ℃, and finally bake at 105 ℃ for 5min.
8. crushing: the dried glycyrrhizic acid is crushed in a pulverizer and passed through a 60-80 mesh sieve to obtain glycyrrhizic acid powder.
fig. 2 is the process flow chart of glycyrrhizic acid extraction from licorice
qualitative and quantitative identification of glycyrrhizic acid 1. qualitative identification:
① take 1~2mg of sample, place it on white porcelain plate, add 4 drops of 4% sulfuric acid solution, and gradually change to orange yellow to orange red.
② take 1g of sample, add 10ml of water, stir and dissolve, and divide it into 2 equal parts. take one part and place it in a test tube, shake strongly to generate persistent foam, add dilute H2SO4 to generate a large amount of precipitation, and add excess ammonia solution to precipitate and dissolve again.
2. quantitative identification:
take 6g of sample, accurate to 1/10000, add 50ml of distilled water to dissolve, move it into a 100ml volumetric flask, dilute it to scale with ethanol, stir well, stand for 12h, take 25ml of supernatant with a pipette, place it in a beaker, add 3 drops of ammonia test solution, place it in a water bath to evaporate to a thick paste, add 30ml of water to dissolve, slowly add 5ml of 3% hydrochloric acid, let stand in ice water for about 30min, filter, wash the sediment with ice water for 4 times, use 5ml of ice water each time, discard the washing liquid and filtrate, collect the sediment and place it on filter paper for 2~3h, dry and weigh.
Glycyrrhizic acid derivative Glycyrrhizin ethyl ester is introduced into the sugar ligand of glycyrrhizic acid, and its thromboplastin and hemolysin are increased by nearly 3 times and 2 times respectively, while the 30-position carboxyl group is kept exposed. After the introduction of valine tert-butyl group on the glycoside, the level of hemolysin is increased by 50% compared with the 30-position carboxyl group protection, after the introduction of amino acids and short peptides on the sugar ligand of glycyrrhizic acid, its anti-SARS virus effect is about 10 times higher than that of glycyrrhizic acid, especially the introduction of glycine and lysine short peptides on the glycosidic bond, its anti-SARS The virus effect is 70 times higher than glycyrrhizic acid.
fig. 3 is the structure diagram of amino acid derivatives of glycyrrhizic acid
toxicity natural product, non-toxic. It has detoxification and liver protection effect, LD50 805mg/kg (mouse, abdominal cavity).
use licorice is a traditional seasoning and traditional Chinese medicine in China with high safety. It has a special flavor and has a better effect when used in combination with sucrose and saccharin. China's regulations can be used for biscuits, canned meat and poultry, seasonings, candy, candied fruit, cold fruit and beverages, according to the production needs of appropriate use.
this product has a special sweet taste. its sweetness is about 250 times that of granulated sugar. the sodium glycyrrhiza salt extracted from licorice has a sweet taste even if it is diluted 4000 times in aqueous solution. However, it is directly used as a sweetener for food and is not suitable for some foods. Generally, it can be combined with natural sugars such as granulated sugar, glucose, and syrup or with saccharin, glycine, propylene glycol, etc. to obtain more delicious sweetness. Japan produced 240 tons of glycyrrhizic acid in 1978. The raw material licorice was imported from China and Russia. The highest year was 12000 tons of imported licorice. Of the total sales in 1978, 26% was used for medicine and cosmetics, 70% was used for food, and 4% was used for cigarettes and others. The main uses in food are: 1. Soy sauce can not only improve the salty taste to enhance the inherent taste of soy sauce, but also eliminate the bitter taste of saccharin, it has a synergistic effect on chemical flavoring agents. 2. The brine method of pickling pickles with saccharin can eliminate the bitter taste of saccharin. In the pickling process, it can overcome the shortcomings of fermentation failure, discoloration, and hardening caused by less sugar. 3. Seasoning This product can be added with pickled seasoning liquid, seasoning powder or temporary seasoning during diet, which can increase the sweetness and obtain the salty taste hostile to Ba, and the strange taste of other chemical flavoring agents is low in season. 4. Bean paste pickled small sauce herring with this product can increase sweetness and make the taste uniform. In the process of licorice extraction, ammonium glycyrrhizinate is dissolved in an aqueous solution containing a calculated amount of sodium carbonate, and is concentrated under reduced pressure to obtain disodium glycyrrhizinate (C42H60Na3O16) and trisodium glycyrrhizinate (C42H59Na3O16). Also used as a food additive, as a sweetener for soy sauce and soy sauce. The LD50 injected intraperitoneally with disodium salt to mice is 1.44 g/kg, and the LD50 injected subcutaneously with trisodium salt to mice is 1.54 g/kg.
As a drug, it has anti-inflammatory and anti-allergic reactions; as a sweetener, it is widely used in various foods
Glycyrrhizic acid, also known as licorice saponin, is extracted from the natural plant licorice and is the main active ingredient of licorice. Glycyrrhizic acid has the effects of anti-inflammatory, anti-virus, liver-protecting and detoxifying, and enhancing immune function. Glycyrrhizic acid has adrenal cortex hormone-like effect, which can inhibit capillary permeability and relieve the symptoms of anaphylactic shock. Can reduce the serum cholesterol in patients with hypertension. Because glycyrrhizic acid has glucocorticoid-like pharmacological effects without serious adverse reactions, it is widely used in clinical treatment of various acute and chronic hepatitis, bronchitis and AIDS. It also has the functions of anti-cancer, anti-cancer, interferon inducer and cellular immunomodulator.
a kind of natural plant licorice extracted, is the main active ingredient of licorice.
production method can be synthesized by chemistry, but currently it is extracted from licorice (see glycyrrhetinic acid, front article)
the rhizome of licorice is dried and crushed to 0.833mm powder (fiber part is retained), 200kg of powder and fiber is taken, 1200kg of water is added, and the rhizome is extracted at 85~100 ℃ for 2 hours. After filtration, the filter residue is extracted with 1000kg of water for 2 hours, and the filter residue is extracted again after filtration. Merge the filtrate 3 times and concentrate to a volume of]/5 in an enamel evaporator. After cooling, 95% ethanol is added to make the ethanol concentration reach 65%, stand for 24 hours, and filter to remove impurities such as plant protein and polysaccharide. Sulfuric acid is added to the filtrate, the pH value is adjusted to 3, and glycyrrhizic acid is precipitated. After filtration and washing, add 3 times of acetone, heat and reflux for 3 hours, pour out the acetone extract, and the residue is repeatedly refluxed and extracted twice. Combine the extracts for 3 times, filter and recover acetone to obtain wet glycyrrhizic acid, dry at 45 ℃ for 1h, slowly raise the temperature to 85~95 ~ C, quickly dry, rise to 100~105 ℃, bake for 5min, and crush to obtain the finished product.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 15:16:47
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View History
GLYCYRRHIZIN
(R)-NΑ-FMOC-NΑ-BOC-Α-METHYLORNITHINE
HEXANOIC ACID NITRILE
促进剂CDD
庚酸乙酯
dimethoxymethylphosphineoxide
NSC 191479
6-azanyl-2-methylsulfanyl-1H-pyrimidin-4-one
2-Cyanooxirane
81602-00-8
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