CN107163095A - Urnu gentian herb glycosides A extracting method and its purposes for preparing cough suppressing medicine - Google Patents
Urnu gentian herb glycosides A extracting method and its purposes for preparing cough suppressing medicine Download PDFInfo
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- CN107163095A CN107163095A CN201710424944.5A CN201710424944A CN107163095A CN 107163095 A CN107163095 A CN 107163095A CN 201710424944 A CN201710424944 A CN 201710424944A CN 107163095 A CN107163095 A CN 107163095A
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- 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
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
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- 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
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Abstract
The present invention relates to the extracting method of urnu gentian herb glycosides A a kind of and its purposes of cough suppressing medicine is prepared, the urnu gentian herb glycosides A is obtained using following extracting method：Take great Hua rough gentian or urnu gentian herb medicinal material coarse powder, plus 10 50 times of amounts water, decoct or refluxing extraction 13 times, 13 hours every time, supernatant taken after centrifugation, merges supernatant and is all adsorbed by macroporous resin column；Macroporous resin column is rinsed with water, 30 35% ethanol waters, 40% ethanol water successively, the 40% ethanol aqueous wash separation of flow point is collected, is concentrated to give 40% alcohol elution；It will be separated after 40% alcohol elution elder generation through the column chromatographies of gel Sephadex LH 20 and silica gel column chromatography, merge urnu gentian herb glycosides A stream parts, obtain urnu gentian herb glycosides A sterlings, urnu gentian herb glycosides A can be as cough suppressing medicine with pharmaceutically acceptable formulation in cough symptom, is made.
Description
Technical field
The present invention relates to the extracting method of urnu gentian herb glycosides A a kind of and its prepare the purposes of cough suppressing medicine.
Background technology
Tibetan medicine plays great function in terms of the disease pain of Tibetan people is released over the past thousands of years.Great Hua rough gentian
Gentiana szechenyii Kanitz and urnu gentian herb Gentiana urnula H.Smith are conventional Tibetan medicine, are belonged to
Gentianaceae agueweed, main product is grown in the alpine meadow or high mountain of more than 3000 meters of height above sea level in Tibet, the Qinghai west and south more
The ground such as gravel band, mesophorbium, coryphile and flowstone beach.Using great Hua rough gentian as the alpine gentian herb of main family status kind, applied to respiratory disease
Existing more than 1,000 years history, and it is evident in efficacy.《Tibetan medicine standard》(provincial health bureau of Tibet etc. six compiles 1979) records alpine gentian herb
(loud, high-pitched sound is protected between the entitled flower of Radix Gentianae of prescription, the entitled list of Tibetan language transliteration) effect is clearing heat and detoxicating, purging the liver of pathogenic fire courage excess fire, for throat's disease
Disease, meningitis, hepatitis, gastritis etc..Using alpine gentian herb as the Shiwuwei Longdanhua pill of monarch drug in a prescription, three taste flower of Radix Gentianae balls and ten taste rough gentian
The conventional tibetan traditional medicines such as flower ball are mainly used in the diseases such as treatment cough with lung heat, on sale throughout the country because of determined curative effect.Urnu gentian herb should
It is also very long with history,《Month king's medicine is examined》With regard to (Tibetan medicine transliteration is hilllock loud, high-pitched sound vault) on the books.《Tibetan medicine standard》Its effect is called in clear
Thermal detoxification, only heat rush down, for abscess of throat, cat fever, febrile disease diarrhoea etc..Studied in terms of because of chemical composition and pharmacological evaluation
Less, great Hua rough gentian (the main flow kind of alpine gentian herb) and the effective substance of urnu gentian herb are still not clear.Do not have still at present
The research report of great Hua rough gentian chemical compositions.Liu Yanhong etc. is studied the chemical composition of urnu gentian herb, and (Yunnan plant is ground
Study carefully, 1994,16 (4)：417-423), therefrom separation identifies 5 iridoid glycosides, i.e. urnu gentian herb glycosides
(gentioumoside) A-E, wherein urnu gentian herb glycosides A, B and C are dimerization iridoid glycosides.This seminar is to great Hua rough gentian
Chemical composition is studied, it is found that urnu gentian herb glycosides A contents in great Hua rough gentian are also very high, and using urnu gentian herb glycosides A as finger
Mark property composition establishes alpine gentian herb quality standard respectively, and (ancestor stays, CHINA JOURNAL OF CHINESE MATERIA MEDICA, 2015,40 (10)：1872-
1876) (ancestor stays, CHINA JOURNAL OF CHINESE MATERIA MEDICA, 2015,40 (19) with urnu gentian herb quality standard：3878-3882).And to black slave
Gentiin A extraction separation optimization and its pharmacodynamic study, can both illustrate the science of set up quality standard, also beneficial to exploitation
New Tibetan medicine cough suppressing medicine.
The content of the invention
It is an object of the invention to provide the extracting method of urnu gentian herb glycosides A a kind of and its use in cough suppressing medicine is prepared
On the way, and by experimental research, the antitussive action of the compound is illustrated, more preferably to be applied clinical.
The molecular formula for the urnu gentian herb glycosides A that the present invention is provided：C40H52O22, molecular weight：884.29.
Described urnu gentian herb glycosides A is obtained using following extracting method：Great Hua rough gentian or urnu gentian herb medicinal material coarse powder are taken,
Plus the 10-50 times of water measured, decoct or refluxing extraction 1-3 time, it is each 1-3 hour, supernatant, merging supernatant whole are taken after centrifugation
Adsorbed by macroporous resin column；Macroporous resin column is rinsed with water, 30-35% ethanol waters, 40% ethanol water successively, is received
Collect the 40% ethanol aqueous wash separation of flow point, be concentrated to give 40% alcohol elution；By after 40% alcohol elution elder generation through gel
Sephadex LH-20 column chromatographies and silica gel column chromatography separation, merge urnu gentian herb glycosides A stream parts, obtain urnu gentian herb glycosides A sterlings.
Urnu gentian herb glycosides A of the present invention can be such as great Hua rough gentian, crow from the A of glycosides containing urnu gentian herb various medicinal materials
Extracted in slave's rough gentian and obtain urnu gentian herb glycosides A crude products or urnu gentian herb glycosides A monomeric compounds.
It is preferred that, wherein water extract is eluted by D101 macroporous resin columns, through gel Sephadex LH-20 posts after elder generation
(methanol system) and silica gel column chromatography (system of acetate-methanol-water 10: 1.5: 1) separation are chromatographed, merges urnu gentian herb glycosides A
Stream part, obtains urnu gentian herb glycosides A sterlings.
It is a further object to provide applications of the urnu gentian herb glycosides A in treatment cough medicine is prepared.
It is preferred that, wherein the urnu gentian herb glycosides A is used to treat cough with lung heat, cold cough.
It is a further object to provide a kind of pharmaceutical preparation for treating cough, said preparation is made with urnu gentian herb glycosides A
It is combined for active component with pharmaceutically acceptable carrier and pharmaceutically acceptable formulation is made.
Pharmacodynamic experiment is proved：Urnu gentian herb glycosides A can extend caused by concentrated ammonia liquor mouse in Experimental Mice cough model
Cough latent period and reduce cough number of times, can also extend the cough of the cavy in Guinea Pigs cough model caused by citric acid
Incubation period and reduction cough number of times, show that urnu gentian herb glycosides A possesses good cough suppressing effect, cough and provided newly for clinical treatment
Selection, with good medicinal Development volue.
Embodiment
The preferred embodiments of the present invention will be described in detail below, it will be appreciated that preferred embodiment is only for saying
The bright present invention, the protection domain being not intended to be limiting of the invention.
Embodiment 1：Urnu gentian herb glycosides A is separated from great Hua Gentianas
Great Hua Gentiana coarse powder 20g, plus 25 times of water measured are taken, heating and refluxing extraction 3 times 1 hour every time, takes after centrifugation
Supernatant, merges supernatant, is all adsorbed by D101 macroporous resin columns；Water, 35% ethanol water, 40% ethanol are used successively
The aqueous solution rinses macroporous resin column, collects the 40% ethanol aqueous wash separation of flow point；40% ethanol elution flow point is concentrated under reduced pressure dry
Medicinal extract 327.0mg is obtained after dry, medicinal extract methanol uses methanol system through gel Sephadex LH-20 column chromatography for separation after dissolving,
Collect urnu gentian herb A stream parts, be concentrated under reduced pressure dry after medicinal extract 203.7mg, then using acetate-methanol-water (10: 1.5:
1) system is that mobile phase is separated through silica gel column chromatography, merges urnu gentian herb glycosides A stream parts, is concentrated under reduced pressure after drying and obtains urnu gentian herb
Glycosides A sterlings 119.8mg.Through (Liu Yanhong etc., Yunnan plant is studied, 1994,16 (4) with document：417-423) the black slave dragon of report
Courage glycosides A 1H-NMR, 13C-NMR compares, and is defined as urnu gentian herb glycosides A structures.
Embodiment 2：Urnu gentian herb glycosides A is separated from urnu gentian herb medicinal material
Urnu gentian herb medicinal material coarse powder 20g, plus 25 times of water measured are taken, heating and refluxing extraction 3 times 1 hour every time, takes after centrifugation
Supernatant, merges supernatant and is all adsorbed by D101 macroporous resin columns；Water, 35% ethanol water, 40% ethanol are used successively
The aqueous solution rinses macroporous resin column, collects the 40% ethanol aqueous wash separation of flow point；40% ethanol elution flow point is concentrated under reduced pressure dry
Medicinal extract 142.0mg is obtained after dry, medicinal extract methanol uses methanol system through gel Sephadex LH-20 column chromatography for separation after dissolving,
Urnu gentian herb A stream parts are collected, is concentrated under reduced pressure after drying and obtains medicinal extract 81.6mg, then using acetate-methanol-water (10: 1.5: 1)
System is that mobile phase is separated through silica gel column chromatography, merges urnu gentian herb glycosides A stream parts, is concentrated under reduced pressure after drying and obtains urnu gentian herb glycosides
A sterlings 33.2mg.Through (Liu Yanhong etc., Yunnan plant is studied, 1994,16 (4) with document：417-423) the urnu gentian herb of report
Glycosides A's1H-NMR、13C-NMR compares, and is defined as urnu gentian herb glycosides A structures.
Embodiment 3：Influence to the mouse cough caused by concentrated ammonia liquor
(1) experimental animal ICR mouse, male and female half and half, cleaning grade, 20 ± 2g, in Shanghai Univ. of Traditional Chinese Medicine experimental animal
The heart is provided, credit number：SCXK (Shanghai) 2013-0016.
(2) reagent and the concentrated ammonia liquor of instrument 25% (analyzing pure, Chemical Reagent Co., Ltd., Sinopharm Group)；Codeine phosphate
Piece (30mg/ pieces, Chinese Medicine Industrial Co., Ltd, lot number：20130401)；402AI types ultrasonic ultrasonic delay line memory (cure by Jiangsu fish dive
Treat equipment limited company)；The maximum consumption per day of the people of positive drug codeine phosphate tablets is 8 (30mg/ pieces), and mouse is equivalent to be changed
Calculation dosage is 30mg/kg；Urnu gentian herb glycosides A dosage is respectively with reference to positive drug dosage, high, medium and low dosage
60mg/kg、30mg/kg、15mg/kg。
(3) experimental method uses RANDOMIZED BLOCK DESIGN method, it is considered to the balance between the two groups of sex and body weight, is divided into 5 groups,
Every group 10.Experiment before mouse fasting can't help water 12h, then each group mouse press 0.2ml/10g gastric infusions, 1 times/day, daily
Same time gavage, for three days on end.Each group mouse is used into ultrasonic atomizer by being only put into 1L closed beakers after last dose 1h
Mist amount is fixed with one inwardly to spray after 25% concentrated ammonia liquor 5s, is kept closed environment, is observed and record mouse cough incubation period and 2min
Interior cough number of times, the 25ml concentrated ammonia liquors more renewed after every group of experiment is complete.Data are united with the statistical softwares of SPSS 18.0
Meter analysis.
(4) experimental result
The influence that the urnu gentian herb glycosides A of table 1 coughs to concentrated ammonia liquor induced mice
Remarks：Compared with blank group：* it is P ＜ 0.05, * * are P ＜ 0.01, and * * * are P ＜ 0.001
(5) experiment conclusion is compared with blank group, and urnu gentian herb glycosides A is high, middle dose group can extend concentrated ammonia liquor induced mice
The incubation period (P ＜ 0.05) of cough, the high, medium and low dosage groups of urnu gentian herb glycosides A can substantially shorten the cough of concentrated ammonia liquor induced mice
Number of times (P ＜ 0.05).It is considered that urnu gentian herb glycosides A has obvious cough suppressing effect.
Embodiment 4：Influence to the guinea pig cough caused by citric acid
(1) experimental animal cavy, 200 ± 50g, cleaning grade, Shanghai Univ. of Traditional Chinese Medicine's Experimental Animal Center is provided, license
Card number：SCXK (Shanghai) 2012-0008.
(2) reagent and instrument codeine phosphate tablets (30mg/ pieces, Chinese Medicine Industrial Co., Ltd, lot number：
20130401)；402AI types ultrasonic ultrasonic delay line memory (Jiangsu Yuyue Medical Equipment Inc)；Citric acid (analysis is pure, on
Hai Runjie chemical reagent Co., Ltd, lot number：20150701)；The maximum consumption per day of the people of positive drug codeine phosphate tablets is 8
(30mg/ pieces), the dose,equivalent of cavy is 20mg/kg；Urnu gentian herb glycosides A dosage reference positive drug dosage, high,
In, low dosage be respectively 40mg/kg, 20mg/kg, 10mg/kg.
(3) experimental method filters out cough susceptible guinea pig, male and female half and half with the spraying of 17.5% aqueous solution of citric acid.It is placed in
In the 4L glass bell jars of mouth upward, lid formation sealing visible container is covered, upper end is connected ultrasonic atomizer and sprayed with most dense fog amount
Cough number of times 10-30 time is asthma sensitivity in mist 15s, 5min clock.Using RANDOMIZED BLOCK DESIGN method, it is considered to sex and body weight
Balance between the two groups, is divided into 5 groups, every group 8 by screening asthma susceptible guinea pig.Water 6h is can't help in cavy fasting before experiment, then each group
Cavy presses 1ml/200g gastric infusions, 1 times/day, daily same time gavage, for three days on end.With most dense fog amount after last dose 1h
Spray 15s, guinea pig cough's number of times in record 5min.Every group it is complete after the aqueous solution of citric acid of 25ml 17.5% that more renews.With
The statistical softwares of SPSS 18.0 are analyzed data.
(4) experimental result
Influences of the urnu gentian herb glycosides A of table 2 to guinea pig cough caused by citric acid
Remarks：Compared with blank group：* it is P ＜ 0.05, * * are P ＜ 0.01, and * * * are P ＜ 0.001
(5) experiment conclusion is compared with blank group, and the high, medium and low dosage groups of urnu gentian herb glycosides A can substantially shorten concentrated ammonia liquor
The cough latent period and cough number of times (P ＜ 0.05) of caused guinea pig cough.It is considered that urnu gentian herb glycosides A has obvious cough-relieving
Effect.
The preferred embodiments of the present invention are the foregoing is only, are served only for doing further specifically technical solution of the present invention
Bright, it is impossible to be interpreted as limiting the scope of the invention, those skilled in the art makes according to the above of the present invention
Some nonessential modifications and adaptations belong to protection scope of the present invention.
Claims (4)
1. a kind of urnu gentian herb glycosides A extracting method, wherein the molecular formula of the urnu gentian herb glycosides A：C40H52O22, using as follows
Extracting method obtain：Great Hua rough gentian or urnu gentian herb medicinal material coarse powder, plus the 10-50 times of water measured are taken, is decocted or refluxing extraction 1-3
It is secondary, it is each 1-3 hours, supernatant is taken after centrifugation, merges supernatant and is all adsorbed by macroporous resin column；Water, 30- are used successively
35% ethanol water, 40% ethanol water rinse macroporous resin column, collect the 40% ethanol aqueous wash separation of flow point, are concentrated to give
40% alcohol elution；By after 40% alcohol elution elder generation through gel Sephadex LH-20 column chromatographies and silica gel column chromatography
Separation, merges urnu gentian herb glycosides A stream parts, obtains urnu gentian herb glycosides A sterlings.
2. the method as described in claim 1, wherein water extract are eluted by macroporous resin column, through gel Sephadex after elder generation
LH-20 column chromatographies (methanol system) and silica gel column chromatography (system of acetate-methanol-water 10: 1.5: 1) separation, merge black slave
Gentiin A stream parts, obtain urnu gentian herb glycosides A sterlings.
3. application of the compound described in claim 1 in treatment cough medicine is prepared.
4. a kind of pharmaceutical composition for being used to treat cough, it is characterised in that compound is used as active component described in claim 1
It is combined with pharmaceutically acceptable carrier and pharmaceutically acceptable formulation is made.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110075155A (en) * | 2019-05-15 | 2019-08-02 | 青海普兰特药业有限公司 | A kind of urnu gentian herb granule, preparation method and its detection method |
| US20230081465A1 (en) * | 2021-09-10 | 2023-03-16 | The Second Xiangya Hospital Of Central South University | Tibetan four-ingredient lung-clearing mixture and application thereof in preparing medication for treating respiratory diseases |
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| CN110075155A (en) * | 2019-05-15 | 2019-08-02 | 青海普兰特药业有限公司 | A kind of urnu gentian herb granule, preparation method and its detection method |
| US20230081465A1 (en) * | 2021-09-10 | 2023-03-16 | The Second Xiangya Hospital Of Central South University | Tibetan four-ingredient lung-clearing mixture and application thereof in preparing medication for treating respiratory diseases |
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