CN109535115A - The extracting method and application of general coumarin substance in Wikstroemia indica - Google Patents

The extracting method and application of general coumarin substance in Wikstroemia indica Download PDF

Info

Publication number
CN109535115A
CN109535115A CN201811654897.4A CN201811654897A CN109535115A CN 109535115 A CN109535115 A CN 109535115A CN 201811654897 A CN201811654897 A CN 201811654897A CN 109535115 A CN109535115 A CN 109535115A
Authority
CN
China
Prior art keywords
extract
alcohol
substance
coumarin
general coumarin
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.)
Pending
Application number
CN201811654897.4A
Other languages
Chinese (zh)
Inventor
黄炜忠
梁银友
翟锡斌
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Guangdong Luofushan Sinopharm Co Ltd
Original Assignee
Guangdong Luofushan Sinopharm Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Guangdong Luofushan Sinopharm Co Ltd filed Critical Guangdong Luofushan Sinopharm Co Ltd
Priority to CN201811654897.4A priority Critical patent/CN109535115A/en
Publication of CN109535115A publication Critical patent/CN109535115A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/16Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/83Thymelaeaceae (Mezereum family), e.g. leatherwood or false ohelo
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • C07H1/06Separation; Purification
    • C07H1/08Separation; Purification from natural products
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06Benzopyran radicals
    • C07H17/065Benzo[b]pyrans
    • C07H17/075Benzo[b]pyran-2-ones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Molecular Biology (AREA)
  • Botany (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Mycology (AREA)
  • Microbiology (AREA)
  • Medical Informatics (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

The invention discloses a kind of extracting method of general coumarin substance in Wikstroemia indica, specifically includes that and extract indian stringbush root stem thickness powder under ultrasound condition with ethyl alcohol;It after ethanol extract is concentrated, is diluted with water, successively uses ethyl acetate and extracting n-butyl alcohol, merge extract;Be suspended with water, purified with macroporous absorbent resin, successively with 55% ethyl alcohol, eluted by chloroform and the methanol eluent that 1:1 is formed by volume;Merge eluent, is concentrated and dried to get the general coumarin substance is arrived.Extracting method of the invention, resulting general coumarin class recovery rate is high, and extraction rate is fast, is suitble to industrialized production, and extracted general coumarin substance toxic side effect is low, has more good anti-inflammatory pain-stopping effect.

Description

The extracting method and application of general coumarin substance in Wikstroemia indica
Technical field
The invention belongs to the extracting methods of general coumarin substance in field of Chinese herbal more particularly to Wikstroemia indica.
Background technique
Wikstroemia indica is the dry root or root of Isolated From Thymelaeaceae Species Wikstroemia indica (Wikstromia indica (L.) C.A.Mey.) Skin also known as wikstroemia indica, cotton skin, nine letter dishes, the young fiber crops of sparrow, mountain wild goose skin etc..Wikstroemia indica have it is clearing heat and detoxicating, dissipating bind disappears by silt The effect of swollen analgesic.Clinically it is usually used in treating the influenza, infection of the upper respiratory tract, acute/chronic bronchitis, acute flat The adjuvant treatment of peach body inflammation and chronic hepatitis, cirrhosis and kinds cancer.But the Wikstroemia indica without processing or extracting is There is certain toxicity, it is on the books in history tree, as there is " its taste bitter and cold, micro-pungent, toxic " if " south of the Five Ridges gather medicinal herbs record " It records.Although the medicine is curative for effect, it is subject to certain restrictions because it is more toxic clinical application.It is by processing or extracting Reduce the effective ways of its toxicity.
It is reported through research, the main component of Wikstroemia indica is Coumarins, lignanoids, flavonoids, volatile oil, is additionally contained There are the compounds such as sour, alcohol or esters, quinones, steroid, terpene, diaryl heptane class, including hydroxyl -7 5-, 4 '-dimethoxys Flavones, Kaempferol, wickstroemin, overgrown with weeds florigen, tricin, wikstrosin, daphnoretin, umbrella shape spend interior vinegar, ox virtue aglycon, Matairesinol, pinoresinol, wickstromol, cupreol, daucosterol, -7 base sitosterol of 7- ketone group-β, stigmastane -3,7- Glycol, -3 β of 5- stigmastene, tens kinds of chemical components such as 7a- glycol, Wikstroemia indica polysaccharide body -1, Aspergillus glaucus amide.
Coumarin kind compound chemical name: 2H 1-benzopyran-2-one has benzene a pair of horses going side by side α-pyranone parent nucleus.Root According to ring substituents and its difference of position, it is fragrant that coumarin kind compound is often divided into simple cumarin, furocoumarin, pyrans Legumin and other cumarins.Some of coumarin kind compound structural formulas are as follows:
In recent years, coumarin kind compound has obtained grinding extensively to antibacterial (sterilization) activity of animal pathogenic bacteria and fungi Study carefully.Many coumarin kind compound wide sterilization spectrums all have inhibition to Gram-negative bacteria, gram sun bacterium, disease fungus and live Property.
Coumarin kind compound is that earliest, generally existing and biologically active ingredient is found in Wikstroemia indica.At present oneself Separation identifies multiple coumarin kind compounds, including simple Coumarins, umbelliferone from Wikstroemia indica;Bicoumarin class Compound, daphnoretin, 6-OH-7-O-7'- bicoumarin (6'-hydroxy-7-O-7'-dicoumarin) and daphnoretin- 7-O- β-D-Glucose former times (daphnoretin-7-O- β-D-glucoside) and daphnogitin and edgeworin (two Kind coumarin kind compound), three Coumarins, wikstrosin etc..
Summary of the invention
It is an object of the invention to: by the research of Different Extraction Method, tonka-bean is extracted in slave Wikstroemia indica rapidly and efficiently Chlorins compound.
The object of the invention is realized by following scheme:
The extracting method of general coumarin substance, preparation method are as follows in a kind of Wikstroemia indica:
(1) indian stringbush root stem thickness powder is placed in container, 50%~70% ethyl alcohol of 8~10 times of amounts is added, in ultrasound Under the conditions of extract 15~45 minutes, obtain ethanol extract;
(2) after step (1) resulting ethanol extract being concentrated into the lotion of no alcohol taste, the water measured with 5~8 times dilutes To dilution, the ethyl acetate of volume ratio 1:1 is added, extracts 0.5~2 hour, separation obtains acetic acid ethyl ester extract and residue The acetic acid ethyl ester extract is volatilized solvent by liquid A, dry, obtains extract A;
(3) n-butanol of volume ratio 1:1 is added in the resulting raffinate A of step (2), extracts 0.5~2 hour, separation, Butanol extraction liquid is obtained, the n-butyl alcohol extract is volatilized into solvent, it is dry, obtain extract B;
(4) by macroporous absorbent resin wet method dress post, add 95% ethyl alcohol to impregnate, be then washed to no alcohol, it is spare;
(5) merge step (2) the resulting extract A and resulting extract B of step (3), the water measured with 5~8 times is made into Suspension, upper prop;
(6) successively with 55% ethyl alcohol, eluted by chloroform and the methanol eluent that 1:1 is formed by volume;
(7) merge eluent, be concentrated and dried to get the general coumarin substance is arrived.
As further improvement to above-mentioned technical proposal, step (1) is 55% ethyl alcohol that 8 times of amounts are added, in ultrasound Under the conditions of extract 30 minutes.
As further improvement to above-mentioned technical proposal, the macroreticular resin is AB-8 macroporous absorbent resin.
The present invention also provides a kind of Radix Wikstroemae extracts obtained using said extracted method.
The present invention also provides a kind of anti-inflammation analgesis medicaments comprising uses Radix Wikstroemae extract obtained by the above method.
As further improvement to above-mentioned technical proposal, the drug is oral preparation.
Separation and purification is carried out to medicinal material effective component, discarding the dross and selecting the essential to the maximum extent is the important set of Chinese medicine modernization research At part.The purpose of separation and purification is the therapeutic effect for reducing the toxicity of certain Chinese medicines, or improving some drugs, and research The important channel of Mechanism of TCM.Wikstroemia indica belongs to toxic medicinal material, though pharmacological action is extensive, curative for effect, the careless meeting of application Cause safety issue.The refining methd of Chinese herbal medicine has large effect to crude drug chemistry ingredient, or makes certain ingredients Solubility and leaching degree change, or certain ingredients is caused to disappear or convert, generate new chemical component, so refining Journey is for Chinese herbal medicine using extremely important.Wikstroemia indica is certain when refining it is noted that detoxification is laid equal stress on effect is deposited, and overlooks either of the two, no Then, attend to one thing and lose sight of another, may cause poison go effect lose, or even effect lose poison deposit as a result, the purpose of clinical application is not achieved.
After testing, in Radix Wikstroemae extract of the invention at least contain 5 kinds of Coumarins ingredients, including umbelliferone, The fragrant element of daphnoretin, daphnogitin, daphnoretin -7-O- β-D-Glucose former times, three beans of canescent wikstroemia, and extract yield and be 0.32mg/g.Through overtesting, Radix Wikstroemae extract of the invention has good antalgic and inflammation relieving effect, and toxic side effect is low. It is obvious just because of anti-inflammatory pain-stopping effect and toxic side effect is low, therefore can develop and be prepared into oral preparation.In addition, with existing Decocting method and ethanol extraction method compare, Radix Wikstroemae extract recovery rate of the invention is high, and extraction rate is fast, can be applied to Industrialized production.
Specific embodiment
Present invention will be further explained below with reference to specific examples.These embodiments are merely to illustrate the present invention and do not have to In limiting the scope of the invention.The experiment condition not indicated in detail in the following example and operation, usually according to this field routine Experiment condition and operation carry out.
Embodiment 1:
(1) by clean Indian stringbush root peel crushed after being dried, 10 meshes is crossed, Wikstroemia indica stem skin coarse powder is obtained;
(2) Wikstroemia indica coarse powder 2kg is weighed, is placed in container, the EtOH Sonicate of 55% (volume fraction) of 8 times of volumes is added It extracts 30 minutes, places cooling;
(3) it filters, filtrate is evaporated under reduced pressure, is concentrated into no alcohol taste, Wikstroemia indica ethanol extract medicinal extract is obtained, with 8 The water of amount dilutes to obtain dilution again, and the ethyl acetate of volume ratio 1:1 is added, and extracts 0.5 hour, and separation obtains ethyl acetate Acetic acid ethyl ester extract is volatilized solvent by extract and raffinate, dry, obtains extract A50.8g;
(4) n-butanol of volume ratio 1:1 is added in step (3) resulting raffinate, extracts 0.5 hour, separation obtains N-butyl alcohol extract is volatilized solvent by butanol extraction liquid, dry, obtains extract B105.8g;
(5) by macroporous absorbent resin wet method dress post, add 95% ethyl alcohol to impregnate, be then washed to no alcohol, it is spare;
(6) merge step (2) the resulting extract A and resulting extract B of step (3), the water measured with 8 times is made into suspension Liquid, upper prop;
(7) successively with 55% ethyl alcohol, eluted by chloroform and the methanol eluent that 1:1 is formed by volume;
(8) merge eluent, be concentrated and dried, obtain the general coumarin substance.
Embodiment 2:
The present embodiment uses the content of coumarin substances daphnin in determined by ultraviolet spectrophotometry Wikstroemia indica.
The determination of absorbing wavelength: accurately weighing 10mg daphnin monomeric compound, and ethyl alcohol is settled to 50mL, draws 2mL extremely It in cuvette, is scanned between 245~600nm of wavelength, obtains a length of 310nm of maximum absorption wave.
The foundation of standard curve: using daphnin as standard items, the measurement of total coumarin content in Radix Wikstroemae extract is carried out. Precision weighs 10mg daphnin standard items, is placed in 50mL volumetric flask, and adding dehydrated alcohol to be settled to scale (0.20g/L) must compare Product solution.Draw respectively reference substance solution 5.0,7.5,10.0,12.5,15.0,17.5mL be placed in 50mL volumetric flask, use second Alcohol is diluted to scale.Using dehydrated alcohol as blank control, its absorbance is measured at 310nm, and draw and mark according to measurement result Directrix curve obtains calibration curve equation.
Daphnin assay: weighing 1 gained Radix Wikstroemae extract general coumarin substance 1g of embodiment, is molten with ethyl alcohol Agent is configured to the solution that concentration is 0.1mg/ml, and filtering, filtrate is sample to be tested.Sample to be tested is measured into extinction at 310nm Degree calculates daphnin content according to absorbance measurement result and calibration curve equation, repeats test 3 times.Pass through the above method The content for calculating coumarin kind compound daphnin is 0.32mg/g.
By detection, contained the following substances in general coumarin substance obtained by embodiment 1:
1.1H-NMR(500MHz,CD3OD) in spectrum, δ: 6.70 (1H, d, J=2.5Hz), 6.79 (1H, dd, J=8.5, 2.5Hz), 7.45 (1H, d, J=8.5Hz) are one group of ABX system, thus it is speculated that 7- have oxygen-containing substitution on a cumarin parent nucleus; 6.18 (1H, d, J=9.5Hz) and 7.84 (1H, d, J=9.5Hz), which intercouple, to be split point, 4 and 3 respectively in tonka bean camphor structure Position proton signal, as the 4 of a- pyranoid ring and 3 respectively have a unsubstituted proton to intercouple, can be pushed away according to document The compound break as umbelliferone.
2.1H-NMR(500MHz,CD3OD) in spectrum, δ: 6.24 (1H, d, J=9.5Hz), 6.30 (1H, d, J=9.5Hz), 7.91 (1H, d, J=9.5Hz) be respectively cumarin parent nucleus on 3,4 H signals, prompt the compound be a bicoumarin; δ: 6.80 (1H, d, J=2.5Hz), 6.95 (1H, dd, J=8.5,2.5Hz), 7.58 (1H, d, J=8,5Hz) are one group of ABX system System, thus it is speculated that 7 one have oxygen-containing substitution on a cumarin parent nucleus;6.91 (1H, s), 7.38 (1H, s) are another cumarin benzene 58 contraposition H signal, may infer that the compound is daphnogitin according to document on ring.
3.FeCl3Reaction is positive, and prompts the compound that may contain phenolic hydroxyl group.1H-NMR (500MHz, DMSO-d6) In spectrum, δ: 3.83 (3H, s) are-OCH3Signal;8.06 (1H, d, J=9.5Hz, H-4') and 6.39 (1H, d, J= 9.5Hz, H-3') intercouple division, 4 ' positions and 3 ' position proton signals respectively in tonka bean camphor structure, the i.e. position 4- of a- pyranoid ring And 3- respectively have a unsubstituted proton;The unsubstituted proton that 7.85 (1H, s) are another pyranoid ring 4-, and 3- Replace;7.71 (1H, d, J=8.5Hz), 7.19 (1H, dd, J=8.5,2.5Hz), 7.19 (1H, d, J=2.5Hz) are one The apparent ABX system of group, in conjunction with13C-NMR(125MHz,DMSO-d6) δ: 155.7, thus it is speculated that on cumarin parent nucleus 7 one have it is oxygen-containing Group replaces;6.87 (1H, s) and 7.22 (1H, s) are then the signal of contraposition H-5 and H-8 on another cumarin parent nucleus, thus it is speculated that The compound is Dicoumarin Derivatives.Pass through information more than analysis, thus it is speculated that the compound is daphnoretin.
4.1H-NMR(500MHz,CD3OD) in spectrum, δ: 3.81 (3H, s) are-OCH3Signal;8.05 (1H, d, J= 9.5Hz, H-4') and 6.40 (1H, d, J=9.5Hz, H-3') intercouple division, 4' and 3 ' respectively in tonka bean camphor structure Position proton signal, the i.e. position 4- of a- pyranoid ring and 3- respectively have a unsubstituted proton;7.88 (1H, s) are another pyrans 4-, ring unsubstituted protons, and 3- have replaced;7.73 (1H, d, J=8.5Hz), 7.13 (1H, dd, J=8.5, 2.5Hz), 7.21 (1H, d, J=2.5Hz) are one group of apparent ABX system, in conjunction with13C-NMR(125MHz,DMSO-d6)δ: 155.7, thus it is speculated that 7- have oxygen-containing group substitution on cumarin parent nucleus;7.28 (1H, s) and 7.25 (1H, s) are then another tonka-bean The signal of H-5 and H-8 is aligned on plain parent nucleus;5.10 (1H, d, J=7.0Hz, glucose end group H protons), 4.56~5.38 (4H, The upper H proton of m, glucose-OH), 3.16~3.72 (6H, m, glucose on other H protons), thus it is speculated that the compound is bicoumarin Former times class compound.Pass through information more than analysis, thus it is speculated that the compound is daphnoretin -7-O- β-D-Glucose glycosides.
5.FeCl3Reaction is positive, and prompts the compound that may contain phenolic hydroxyl group base.In 1H-NMR (500MHz, CD3OD) In spectrum, δ: 7.01 (1H, d, J=8.5Hz), 7.05 (1H, dd, J=2.5,8.5Hz), 7.60 (1H, d, J=8.5Hz) are one group ABX system, thus it is speculated that 7- substd on cumarin parent nucleus;6.18 (1H, d, J=9.5Hz) and 7.91 (1H, d, J=9.5Hz) It intercouples and splits point, 3 ' positions and 4 ' position proton signals respectively in tonka bean camphor structure;6.32 (1H, d, J=9.5Hz) and 7.93 (1H, d, J=9.5Hz), which intercouples, to be split point, 3 ' positions and 4 ' position proton signals respectively in tonka bean camphor structure;It is pushed away based on the above number Surveying the compound is wikstrosin.
Embodiment 9: antiphlogistic effects detection
NIH female mice 45, weight 20g or so are selected, is randomly divided into 3 groups, every group 15, i.e. blank control group (0.9% Physiological saline, 20ml/kg), 1 Wikstroemia indica general coumarin class extract group of embodiment and positive controls (Indomethacin, 0.2g/ kg,20ml/kg).1 Wikstroemia indica general coumarin class extract group of embodiment is made into suspension with distilled water.
The feeding conditions of animal: clean ventilation environment, humidity 50 ± 5%, 23 ± 1 DEG C of room temperature, periodicity of illumination is 12 hours, Water food is asked for.
Mouse continuous gavage is administered 4 days, and 1 time a day, mouse is deprived of food but not water 12h before testing.In 60min after the last administration Every mouse right ear tow sides are evenly coated in dimethylbenzene (0.02m1/ is only) and cause inflammation, and left ear, which does not apply, to be compared, after causing inflammation 30min cervical dislocation puts to death mouse, cuts ears along auricle base line, takes two ears of left and right in same position with the punch of diameter 9mm Piece.In weighing on assay balance, the difference (swelling) and inhibiting rate of left auricle and auris dextra sheet weight are calculated.Calculate mean and mark It is quasi- poor, compare group difference.
Swelling (mg)=left auricle weight-auris dextra slice weight
By observing as it can be seen that each experimental mice auris dextra has rapidly after dimethylbenzene is coated with and reddens, becomes larger in various degree Phenomenon, mouse ear portions blood vessel are high-visible.1 Wikstroemia indica general coumarin class extract group of embodiment and positive controls paraxylene Caused mice auricle swelling has certain inhibiting effect, there is statistical difference compared with blank control group.
Table 1: swelling inhibiting rate measurement result
Group Swelling (mg) Inhibiting rate (%)
Blank control group 3.0±0.82 0
Embodiment 1 0.65±0.32 78.3%
Positive controls 0.76±0.27 74.7%
Wikstroemia indica general coumarin class extract can obviously inhibit dimethylbenzene induced mice auricle edema, and antiphlogistic effects are good.
Embodiment 10: analgesic effect detection
NIH female mice 45, weight 20g or so are selected, is randomly divided into 3 groups, every group 15, i.e. blank control group (0.9% Physiological saline, 20ml/kg), 1 Wikstroemia indica general coumarin class extract group of embodiment and positive controls (rotundin, 0.04g/ kg)。
The feeding conditions of animal: clean ventilation environment, humidity 50 ± 5%, 23 ± 1 DEG C of room temperature, periodicity of illumination is 12 hours, Water food is asked for.
1 Wikstroemia indica general coumarin class extract group of embodiment is made into suspension with distilled water.
Mouse is administered 4 days, and 1 time a day, mouse is deprived of food but not water 12h before testing.After 4th day last dose 30min, abdominal cavity Inject 0.7% glacial acetic acid 10ml/kg, the writhing number occurred in observation 15min.Writhing response is shown as in abdomen contraction It is recessed, body twist, hindlimb extension.Each administration group is compared with blank control group.The analgesia for calculating each medicine inhibits percentage, observes medicine The analgesic activity of object.
The results show that the glacial acetic acid of intraperitoneal injection 0.7% can make mouse apparent writhing response occur.The total tonka-bean of Wikstroemia indica Plain class extract can fight pain reaction caused by acetic acid stimulation, significantly reduce mouse writhing number.
Table 2: the analgesic effect of Dichlorodiphenyl Acetate cause mice pain
Group Writhing number Inhibiting rate (%)
Blank control group 30.2±5.0 0
Embodiment 1 13.2±3.3 56.3%
Positive controls 14.3±5.2 52.6%
Wikstroemia indica general coumarin class extract can obviously inhibit acetic acid to cause mice pain, and analgesic effect is good.
The above disclosure is only the preferred embodiments of the present invention, cannot limit the right model of the present invention with this certainly It encloses, therefore equivalent changes made in accordance with the claims of the present invention, is still within the scope of the present invention.

Claims (6)

1. the extracting method of general coumarin substance, preparation method are as follows in a kind of Wikstroemia indica:
(1) indian stringbush root stem thickness powder is placed in container, 50%~70% ethyl alcohol of 8~10 times of amounts is added, in ultrasound condition It is lower to extract 15~45 minutes, obtain ethanol extract;
(2) after step (1) resulting ethanol extract being concentrated into the lotion of no alcohol taste, the water measured with 5~8 times dilutes to obtain dilute Liquid to be released, the ethyl acetate of volume ratio 1:1 is added, is extracted 0.5~2 hour, separation obtains acetic acid ethyl ester extract and raffinate A, The acetic acid ethyl ester extract is volatilized into solvent, it is dry, obtain extract A;
(3) n-butanol of volume ratio 1:1 is added in the resulting raffinate A of step (2), extracts 0.5~2 hour, separation obtains The n-butyl alcohol extract is volatilized solvent by butanol extraction liquid, dry, obtains extract B;
(4) by macroporous absorbent resin wet method dress post, add 95% ethyl alcohol to impregnate, be then washed to no alcohol, it is spare;
(5) merge step (2) the resulting extract A and resulting extract B of step (3), the water measured with 5~8 times is made into suspension Liquid, upper prop;
(6) successively with 55% ethyl alcohol, eluted by chloroform and the methanol eluent that 1:1 is formed by volume;
(7) merge eluent, be concentrated and dried to get the general coumarin substance is arrived.
2. Radix Wikstroemae extract as described in claim 1, it is characterised in that: step (1) is that 55% second of 8 times of amounts is added Alcohol extracts 30 minutes under ultrasound condition.
3. Radix Wikstroemae extract as described in claim 1, it is characterised in that: the macroreticular resin is AB-8 macroporous absorption tree Rouge.
4. a kind of Radix Wikstroemae extract obtained using extracting method as claimed in any one of claims 1 to 3.
5. a kind of anti-inflammation analgesis medicament, it is characterised in that: including Radix Wikstroemae extract as claimed in claim 4.
6. anti-inflammation analgesis medicament as claimed in claim 5, it is characterised in that: the drug is oral preparation.
CN201811654897.4A 2018-12-31 2018-12-31 The extracting method and application of general coumarin substance in Wikstroemia indica Pending CN109535115A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201811654897.4A CN109535115A (en) 2018-12-31 2018-12-31 The extracting method and application of general coumarin substance in Wikstroemia indica

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201811654897.4A CN109535115A (en) 2018-12-31 2018-12-31 The extracting method and application of general coumarin substance in Wikstroemia indica

Publications (1)

Publication Number Publication Date
CN109535115A true CN109535115A (en) 2019-03-29

Family

ID=65833980

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201811654897.4A Pending CN109535115A (en) 2018-12-31 2018-12-31 The extracting method and application of general coumarin substance in Wikstroemia indica

Country Status (1)

Country Link
CN (1) CN109535115A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112898263A (en) * 2021-01-28 2021-06-04 江西中医药大学 Novel coumarin parallel lignan compound separated from fingered citron and liver protection application thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102344454A (en) * 2011-08-01 2012-02-08 广东药学院 Wikstroemia indica (L.) C.A.Mey extract as well as preparation method and application thereof

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102344454A (en) * 2011-08-01 2012-02-08 广东药学院 Wikstroemia indica (L.) C.A.Mey extract as well as preparation method and application thereof

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
耿立冬等: "了哥王中的1个新双香豆素", 《中国中药杂志》 *
邹婉婷: "了哥王提取物制备工艺及质量标准的研究", 《中国优秀硕士学位论文全文数据库 工程科技 I辑》 *
陈希: "了哥王滴丸制备工艺及质量标准研究", 《中国优秀硕士学位论文全文数据库 工程科技 I辑》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112898263A (en) * 2021-01-28 2021-06-04 江西中医药大学 Novel coumarin parallel lignan compound separated from fingered citron and liver protection application thereof
CN112898263B (en) * 2021-01-28 2022-03-08 江西中医药大学 Coumarin parallel lignan compound separated from fingered citron and liver protection application thereof

Similar Documents

Publication Publication Date Title
Twilley et al. A review on traditionally used South African medicinal plants, their secondary metabolites and their potential development into anticancer agents
Kong et al. The genus Litsea in traditional Chinese medicine: an ethnomedical, phytochemical and pharmacological review
Erdemoglu et al. Bioassay-guided isolation of anti-inflammatory and antinociceptive principles from a folk remedy, Rhododendron ponticum L. leaves
TWI454269B (en) Compounds isolated from xanthoceras sorbifolia, methods for preparing same and uses thereof
Pitchaipillai et al. In vitro antidiabetic activity of ethanolic leaf extract of bruguiera Cylindrica L.–glucose uptake by yeast cells method
CN113813277A (en) Use of a composition comprising astilbin and/or its isomers in the manufacture of a medicament for the treatment of psoriasis
CN103951645A (en) Preparation method and medicinal purpose of Larix olgensis extractive
CN101099566B (en) Lactucin and its preparation method and application
CN101112409A (en) Preparation of phenolic acid valid target in dandelion and use thereof for inhibiting influenza virus
CN104513290B (en) Triptolidenol derivative and its application
CN105566271B (en) The purposes of biflavone compound and its drug of preparation treating cancer
CN109535115A (en) The extracting method and application of general coumarin substance in Wikstroemia indica
CN102526170B (en) Catechu extract composition for resisting tubercle bacillus, preparation method of catechu extract composition, pharmaceutical preparation containing catechu extract composition, and application of catechu extract composition
CN101543505A (en) Medicine for preventing and treating Alzheimer's disease and preparing method thereof
CN102488779A (en) Application of extract of Antlerpilose grass
KR101470603B1 (en) Manufacturing method of herbextract for removing harmful elements caused by smoking
Abbas et al. Therapeutic importance of Kigelia africana subsp. africana: an alternative medicine
Shrirao et al. Madhuca longifolia (Sapotaceae): A Review of its Traditional Uses and Phyto-Pharmacological Profile
Prashar et al. A review on Myrica nagi approach in recognizing the overall potential of the plant
CN109512901A (en) Radix Wikstroemae extract and its preparing the application in antalgic and inflammation relieving drug
Wang et al. Review of traditional uses, phytochemistry and pharmacology of Tibetan Medicine tangchong
Gogoi et al. Dillenia indica Linn.-A multipurpose medicinal plant of Assam
CN101732419A (en) Application and preparation method of extract from fructus polygoni orientalis
Chowdhury et al. In vitro and in vivo Evaluation of Pharmacological Potential of Lasia spinosa Linn.
KR101062003B1 (en) Composition for the prevention and the treament of diabetes containing Alnus firma Sieb. et Zucc extracts or compounds separated therefrom as an effective ingredient

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
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20190329