CN105949266A - Withana lactide compound, method for extracting same and application of withana lactide compound - Google Patents

Withana lactide compound, method for extracting same and application of withana lactide compound Download PDF

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Publication number
CN105949266A
CN105949266A CN201610341609.4A CN201610341609A CN105949266A CN 105949266 A CN105949266 A CN 105949266A CN 201610341609 A CN201610341609 A CN 201610341609A CN 105949266 A CN105949266 A CN 105949266A
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fraction
volume ratio
compound
obtains
methanol
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CN105949266B (en
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邱峰
孙成鹏
陈丽霞
康宁
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Tianjin University of Traditional Chinese Medicine
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Tianjin University of Traditional Chinese Medicine
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J17/00Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • 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)
    • A61K36/81Solanaceae (Potato family), e.g. tobacco, nightshade, tomato, belladonna, capsicum or jimsonweed
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J71/00Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0005Oxygen-containing hetero ring
    • C07J71/001Oxiranes

Abstract

The invention discloses a withana lactide compound, a method for extracting the same and application of the withana lactide compound. The withana lactide compound is of a structure shown as a formula (I). The withana lactide compound, the method and the application have the advantages that release of nitric oxide (NO) can be effectively inhibited by the withana lactide compound, and accordingly the withana lactide compound can be used as an anti-inflammatory medicine.

Description

Withanolide compounds and extracting method and application
Technical field
The present invention relates to field of traditional Chinese medicine extraction, relate to a kind of withanolide compounds, extracting method and application.
Background technology
Bitter (Physalis angulata L.), also known as Fructus Seu Herba Pubescentis, Herba seu Fructus Physalis Minimae, Herba seu Fructus Physalis Minimae, Piao Piaocao, beats volume bubble etc., for eggplant Section (Solanaceae) Physalis (Physalis) annual herb plant." Luchuan book on Chinese herbal medicine " and " China's book on Chinese herbal medicine " is to hardship Medicinal efficacy has detailed record, and hardship has circulation of qi promoting, relieving distension, diuresis, controls abdominal distention, heat-clearing and toxic substances removing, and diuresis is stopped blooding, disappeared Swollen eliminating stagnation, can be used for treating laryngopharynx swelling and pain, lung abscess, parotitis;Dysuria, hematuria gingival swelling and pain, the disease such as pemphigus. Among the people being used for treats the diseases such as bleb skin ulcer, gingival swelling and pain, jaundice due to damp-heat, red swelling and pain of throat, cough due to lung-heat.Chinese scholars Antiinflammatory (Choi, the E.M. of hardship is confirmed by In vitroandin vivotrial;et al.Investigations of anti-inflammatory and antinociceptive activities of Piper cubeba,Physalis angulata and Rosa hybrida.Journal of Ethnopharmacology 2003,89,171 175.), antitumor (He, H.;et al.Physalin A induces apoptotic cell death and protective autophagy in HT1080human fibrosarcoma cells.Journal of Natural Products, 2013,76,880 888.), antibacterial (Silva, M.T.G.;et al.Studies on antimicrobial activity,in vitro,of Physalis angulata L.(Solanaceae)fraction and physalin B bringing out the importance of assay Determination.Memorias do Instituto Oswaldo Cruz 2005,100,779 782.), antioxidation (Choi, E.M.; et al.Effect of some medicinal plants on plasma antioxidant system and lipid levels in rats. Phytotherapy research.2005,19,382-386.) etc. effect.
But there is not been reported to extract withanolide compounds, extracting method and application from hardship.
Summary of the invention
It is an object of the invention to provide withanolide compounds.
Second object of the present invention is to provide the extracting method of withanolide compounds.
Third object of the present invention is to provide the application of withanolide compounds.
Fourth object of the present invention is to provide the bitter extract of the withanolide compounds comprising claim 1 and 2.
5th purpose of the present invention is to provide the application of bitter extract.
6th purpose of the present invention is to provide the pharmaceutical composition containing withanolide compounds.
7th purpose of the present invention is to provide the application of aforementioned pharmaceutical compositions.
Technical scheme is summarized as follows:
Withanolide compounds, has a structure of formula (I):
Wherein:
R1For OH or OCH3
R2For OH or H;
R3For OH or OAc;
R4For H;R5For H or OH;Or R4And R5For
R6For H or OH.
Above-claimed cpd, preferred structural formula is:
The extracting method of above-claimed cpd, comprises the steps:
(1) with bitter dry stem and leaf as raw material, the volume fraction adding raw material 8-10 mass times is 60%-80% ethanol water, Reflux, extract, 2-3 time, extracts 2-3 hour every time, merges and obtains extracting solution, decompression and solvent recovery, obtains total extractum after concentration;
(2) total extractum is distributed in the water of 5-10 mass times, extracts by petroleum ether and ethyl acetate successively, ethyl acetate Extract decompression and solvent recovery, obtains ethyl acetate layer extractum;
(3) ethyl acetate layer extractum separates through silica gel column chromatography, is respectively the two of 100:1,50:1,30:1 and 15:1 with volume ratio Chloromethanes-methanol is eluent gradient eluting, obtains fraction Fr.1, Fr.2, Fr.3 and Fr.4;
(4) fraction Fr.3 separates through silica gel column chromatography, with the petroleum ether-acetone of volume ratio respectively 10:1,8:1 and 6:1 for washing De-agent gradient elution, obtains fraction Fr.3-1, Fr.3-2, Fr.3-3;
(5) fraction Fr.3-3 is through Sephadex LH-20 pillar layer separation, and the methylene chloride-methanol with volume ratio as 1:1 is as eluant Isocratic elution, obtains fraction Fr.3-3-1 and Fr.3-3-2;
(6) fraction Fr.3-3-2 is through ODS pillar layer separation, and with volume ratio as 1:9, the methanol-water of 3:7,5:5 and 8:2 is as eluting Agent gradient elution, obtains fraction Fr.3-3-2-1, Fr.3-3-2-2, Fr.3-3-2-3 and Fr.3-3-2-4;
(7) fraction Fr.3-3-2-4 separates through silica gel preparative thin layer chromatography, and the dichloromethane-acetone with volume ratio as 1:1 is for launching Agent is prepared, and obtains compound 2;
(8) fraction Fr.4 separates through silica gel column chromatography, with volume ratio as 80:1, the chloroform of 40:1,20:1,10:1 and 5:1- Acetone is eluent gradient eluting, obtains fraction Fr.4-1, Fr.4-2, Fr.4-3, Fr.4-4 and Fr.4-5;
(9) fraction Fr.4-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 4;
(10) fraction Fr.4-4 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 5;
(11) fraction Fr.4-5 is flowing phase through ODS pillar layer separation, the methanol-water with volume ratio as 7:3, is purified, Obtain fraction Fr.4-5-1, Fr.4-5-2;
(12) fraction Fr.4-5-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 1 and compound 3.
The application in preparation suppression cell release NO medicine of the withanolide compounds.
Comprise the bitter extract of withanolide class.
The application in preparation suppression cell release NO medicine of the bitter extract.
A kind of pharmaceutical composition, is to comprise withanolide compounds or its pharmaceutically acceptable salt, and pharmaceutically acceptable Carrier and/or excipient.
Aforementioned pharmaceutical compositions application in preparation suppression cell release NO medicine.
Advantages of the present invention:
The withanolide compounds of the present invention can suppress the release of nitric oxide (NO) effectively, and prompting the compounds of this invention can Medicine as antiinflammatory.
Detailed description of the invention
Being described technical scheme below in conjunction with specific embodiment, described embodiment is only the present invention one Section Example rather than whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art are not making Go out the every other embodiment obtained under creative work premise, broadly fall into the scope of protection of the invention.
Embodiment 1
The extracting method of withanolide compounds, comprises the steps:
(1) with the dry stem and leaf (9.5kg) of bitter (Physalis angulata L.) as raw material, raw material 9 mass times is added Volume fraction is 75% ethanol water, reflux, extract, 2 times, extracts 2 hours every time, merges and obtains extracting solution, and recovered under reduced pressure is molten Agent, obtains total extractum (1370g) after concentration;
(2) total extractum is distributed in the water of 5 mass times, extracts with equal-volume petroleum ether and ethyl acetate successively, acetic acid Ethyl ester extract decompression and solvent recovery, obtains ethyl acetate layer extractum 116g;
(3) ethyl acetate layer extractum separates through silica gel column chromatography, is respectively the two of 100:1,50:1,30:1 and 15:1 with volume ratio Chloromethanes-methanol is eluent gradient eluting, obtains fraction Fr.1, Fr.2, Fr.3 (35g) and Fr.4 (15g);
(4) fraction Fr.3 separates through silica gel column chromatography, with the petroleum ether-acetone of volume ratio respectively 10:1,8:1 and 6:1 for washing De-agent gradient elution, obtains fraction Fr.3-1, Fr.3-2, Fr.3-3 (4.2g);
(5) fraction Fr.3-3 is through Sephadex LH-20 pillar layer separation, and the methylene chloride-methanol with volume ratio as 1:1 is as eluant Isocratic elution, obtains fraction Fr.3-3-1 and Fr.3-3-2 (600mg);
(6) fraction Fr.3-3-2 is through ODS pillar layer separation, and with volume ratio as 1:9, the methanol-water of 3:7,5:5 and 8:2 is as eluting Agent gradient elution, obtains fraction Fr.3-3-2-1, Fr.3-3-2-2, Fr.3-3-2-3 and Fr.3-3-2-4 (500mg);
(7) fraction Fr.3-3-2-4 separates through silica gel preparative thin layer chromatography, and the dichloromethane-acetone with volume ratio as 1:1 is for launching Agent is prepared, and obtains compound 2 (8mg);
(8) fraction Fr.4 separates through silica gel column chromatography, with volume ratio as 80:1, the chloroform of 40:1,20:1,10:1 and 5:1- Acetone is eluent gradient eluting, obtains fraction Fr.4-1, Fr.4-2 (2g), Fr.4-3, Fr.4-4 (1.5g) and Fr.4-5 (1.7 g);
(9) fraction Fr.4-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 4 (19mg);
(10) fraction Fr.4-4 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 5 (4mg);
(11) fraction Fr.4-5 is flowing phase through ODS pillar layer separation, the methanol-water with volume ratio as 7:3, is purified, Obtain fraction Fr.4-5-1, Fr.4-5-2 (800mg);
(12) fraction Fr.4-5-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 1 (19mg) and compound 3 (6mg).
Physical chemistry and the constant of each compound are as follows:
Compound 1: unformed powder;UV(MeOH)λmax(logε)218(4.0)nm;IR (KBr)νmax3396,2921,2851,1740,1711,1683,1647,1467,1384,1229cm-1;CD(MeOH) Nm (Δ ε) 254 (+1.7), 329 (-0.9);HRESIME m/z 581.2727[M+Na]+(calcd for C31H42O9Na, 581.2727) molecular formula, determining compound 1 is C31H42O91H (400MHz, pyridine-d5) and13C-NMR(100 MHz, pyridine-d5) data are shown in Table 1 and 2.
Compound 2: unformed powder;UV(MeOH)λmax(logε)226(3.7)nm;IRνmax (KBr) 3395,2920,2849,1646,1469,1384,1121cm-1;CD (MeOH) nm (Δ ε) 255 (+1.5), 331(-0.1);HRESIME m/z 583.2885[M+Na]+(calcd for C31H44O9Na, 583.2883), determine compound 2 Molecular formula be C30H40O81H (400MHz, pyridine-d5) and13C-NMR (100MHz, pyridine-d5) data are shown in Table 1 and 2.
Compound 3: unformed powder;UV(MeOH)λmax(logε)218(3.9)nm;IR (KBr)νmax3398,2920,2850,1760,1655,1467,1385,1133cm-1;CD(MeOH)nm(Δε)252 (+1.7), 333 (-1.0);HRESIME m/z 525.2461[M+Na]+(calcd for C28H38O8Na, 525.2464), determine The molecular formula of compound 3 is C28H38O81H (400MHz, pyridine-d5) and13C-NMR (100MHz, pyridine-d5) Data are shown in Table 1 and 2.
Compound 4: unformed powderUV(MeOH)λmax(logε)216(4.2)nm;IR(KBr) νmax3398,2921,2850,1681,1647,1467,1384,1129cm-1;CD (MeOH) nm (Δ ε) 252 (+4.0), 332(-1.9);HRESIME m/z 537.2830[M+Na]+(calcd for C30H42O7Na, 537.2828), determine compound The molecular formula of 4 is C30H42O71H (400MHz, pyridine-d5) and13C-NMR (100MHz, pyridine-d5) data It is shown in Table 1 and 2.
Compound 5: unformed powder;UV(MeOH)λmax(logε)224(3.7)nm;
UV(MeOH)λmax(logε)224(4.0)nm;IR(KBr)νmax3395,2921,2850,1760,1647,1467,
1384,1133cm-1;CD (MeOH) nm (Δ ε) 256 (+1.4), 333 (-0.4);HRESIME m/z 511.2671[M+Na]+ (calcd for C28H40O7Na, 511.2672), determine that the molecular formula of compound 5 is C30H40O81H (400MHz, pyridine-d5) With13C-NMR (100MHz, pyridine-d5) data are shown in Table 1 and 2.
Table 1 compound 1-5 hydrogen modal data
Note: a, 400MHz, pyridine-d5
The carbon modal data of table 2 compound 1-5
Note: a, 400MHz, pyridine-d5
The structure of each compound is:
Embodiment 2
The extracting method of withanolide compounds, comprises the steps:
(1) with bitter dry stem and leaf as raw material, the volume fraction adding raw material 8 mass times is 80% ethanol water, backflow Extract 3 times, extract 2 hours every time, merge and obtain extracting solution, decompression and solvent recovery, after concentration, obtain total extractum;
(2) total extractum is distributed in the water of 5 mass times, extracts with equal-volume petroleum ether and ethyl acetate successively, acetic acid Ethyl ester extract decompression and solvent recovery, obtains ethyl acetate layer extractum;
(3)-(12) are with embodiment 1 (3)-(12).
Embodiment 3
The extracting method of withanolide compounds, comprises the steps:
(1) with bitter dry stem and leaf as raw material, the volume fraction adding raw material 10 mass times is 60% ethanol water, backflow Extract 3 times, extract 2 hours every time, merge and obtain extracting solution, decompression and solvent recovery, after concentration, obtain total extractum;
(2) total extractum is distributed in the water of 10 mass times, extracts with equal-volume petroleum ether and ethyl acetate successively, acetic acid Ethyl ester extract decompression and solvent recovery, obtains ethyl acetate layer extractum;
(3)-(12) are with embodiment 1 (3)-(12).
Embodiment 4
Withanolide compounds suppression mouse macrophage RAW 264.7 discharges the active testing of nitric oxide (NO) Mouse macrophage RAW 264.7 (ATCC) be incubated at 10% heat inactivation (56 DEG C, 30min) hyclone (Gibco, USA), 100U/mL penicillin sodium (Gibco, USA), the RPMI 1640 of 100 μ g/mL streptomycin (Gibco, USA) In (Gibco, USA) culture fluid, 37 DEG C, 5%CO2Constant incubator in hatch growth.Due to NO extremely unstable, Nitrito-(NO quickly it is metabolized in cell culture supernatant2 -), therefore use Griess method to measure NO in sample2 -Concentration As the index weighing NO level.Griess reagent A: 0.1%N-naphthodiamide hydrochlorate (naphthylethylene diamine Dihydrochloride) soluble in water;Griess reagent B:1% P-aminobenzene-sulfonamide (sulphanilamide) is dissolved in 5%H3PO4 In.Use front equal-volume mix reagent A and B.With RPMI RPMI-1640, RAW 264.7 cell is diluted to 5 × 105 Cells/mL concentration, is inoculated in 96 porocyte culture plates, and every hole adds 200100 μ L cell suspending liquids.CO2In incubator After cultivating 1h, every hole adds lipopolysaccharide (lipopolysaccharide, LPS) (Sigma, JPN) (final concentration 1 μ g/mL) The test sample 0.4 μ L of variable concentrations dissolved with DMSO, set simultaneously LPS group (add LPS, but be added without test sample, Suppression ratio to NO release is 0%) and blank group (it is added without LPS and test sample, only adds 0.4 μ L DMSO, Suppression ratio to NO release is 100%), each sample sets 4 parallel holes.At 37 DEG C, 5%CO2Constant incubator Middle cultivation 24h, draws 100 μ L culture fluid supernatants in ELISA Plate, centrifugal (1000 × g, 4 DEG C, 3min), add 100 μ L Griess reagent, room temperature lucifuge reaction 10min, measure light absorption value at its 540nm in microplate reader.With concentration be respectively 1, 5, the NaNO of 10,50 μm ol/L2Draw standard curve, according to NaNO2NO in standard curve cell culture supernatant2 -'s The suppression ratio that NO is discharged by concentration and then calculating test sample.
The suppression NO of table 3 compound discharges result
The anti-inflammatory drug of the compositions containing compound of the present invention can be to be applicable to the application forms such as oral or injection, such as, Technology routinely, adds pharmaceutically acceptable carrier and/or excipient makes tablet, capsule, powder, syrup, injection etc..
Compound has pharmacologically active, and therefore, the compositions containing this compound also has pharmacologically active.
The explanation of above example is only intended to help to understand method and the central idea thereof of the present invention.It should be pointed out that, for ability For the those of ordinary skill in territory, under the premise without departing from the principles of the invention, it is also possible to the present invention is carried out some improvement and repaiies Decorations, these improve and modify the protection also falling into the claims in the present invention.
The withanolide compounds of the present invention, the extract containing withanolide compounds, group containing withanolide compounds Compound can prepare the medicine for the treatment of metabolism of nitric oxide exception associated diseases.
Its disease being associated includes: systemic inflammatory response syndrome, hypertension, cerebral thrombosis, heart failure, liver cirrhosis, class Rheumatic arthritis, osteoarthritis, joint of vertebral column inflammation, inflammatory bowel, acute pancreatitis, peritonitis, cholecystitis, appendicitis, Diabetes, systemic lupus erythematosus (sle), dermatitis flesh, psoriasis, acute myeloid leukaemia, Parkinson's disease, presenile dementia, press down Strongly fragrant disease, septicemia, chronic obstructive pneumonia, asthma, acute pancreatitis, central nervous system injury etc..Secondly, NO Developmental and Metabolic Disorder Also relevant with the hypertrophy of canceration and cancerous tissue, the NO of high concentration also can suddenly change and tumor by modificator gene, and above-claimed cpd can suppress NO discharges, thus plays antineoplastic action.The tumor example being suitable for includes but not limited to: various entity tumors and leukemia, Such as pulmonary carcinoma, hepatocarcinoma, cancer of pancreas, gastric cancer, osteocarcinoma, esophageal carcinoma, carcinoma of prostate, colon cancer, ovarian cancer, bladder cancer, uterus Neck cancer, melanoma, carcinoma of testis, bronchogenic carcinoma, renal cell carcinoma, cancer of biliary duct, choriocarcinoma, glioma, neural fibre Dimension tumor, fibrosarcoma, lymphangioma etc..

Claims (8)

1. withanolide compounds, is characterized in that the structure with formula (I):
Wherein:
R1For OH or OCH3
R2For OH or H;
R3For OH or OAc;
R4For H;R5For H or OH;Or R4And R5For
R6For H or OH.
2. compound as claimed in claim 1, it is characterised in that described structural formula of compound is:
3. the extracting method of compound described in claim 1 or 2, it is characterised in that comprise the steps:
(1) with bitter dry stem and leaf as raw material, the volume fraction adding raw material 8-10 mass times is 60%-80% ethanol water, Reflux, extract, 2-3 time, extracts 2-3 hour every time, merges and obtains extracting solution, decompression and solvent recovery, obtains total extractum after concentration;
(2) total extractum is distributed in the water of 5-10 mass times, extracts by petroleum ether and ethyl acetate successively, ethyl acetate Extract decompression and solvent recovery, obtains ethyl acetate layer extractum;
(3) ethyl acetate layer extractum separates through silica gel column chromatography, is respectively the two of 100:1,50:1,30:1 and 15:1 with volume ratio Chloromethanes-methanol is eluent gradient eluting, obtains fraction Fr.1, Fr.2, Fr.3 and Fr.4;
(4) fraction Fr.3 separates through silica gel column chromatography, with the petroleum ether-acetone of volume ratio respectively 10:1,8:1 and 6:1 for washing De-agent gradient elution, obtains fraction Fr.3-1, Fr.3-2, Fr.3-3;
(5) fraction Fr.3-3 is through Sephadex LH-20 pillar layer separation, and the methylene chloride-methanol with volume ratio as 1:1 is as eluant Isocratic elution, obtains fraction Fr.3-3-1 and Fr.3-3-2;
(6) fraction Fr.3-3-2 is through ODS pillar layer separation, and with volume ratio as 1:9, the methanol-water of 3:7,5:5 and 8:2 is as eluting Agent gradient elution, obtains fraction Fr.3-3-2-1, Fr.3-3-2-2, Fr.3-3-2-3 and Fr.3-3-2-4;
(7) fraction Fr.3-3-2-4 separates through silica gel preparative thin layer chromatography, and the dichloromethane-acetone with volume ratio as 1:1 is for launching Agent is prepared, and obtains compound 2;
(8) fraction Fr.4 separates through silica gel column chromatography, with volume ratio as 80:1, the chloroform of 40:1,20:1,10:1 and 5:1- Acetone is eluent gradient eluting, obtains fraction Fr.4-1, Fr.4-2, Fr.4-3, Fr.4-4 and Fr.4-5;
(9) fraction Fr.4-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 4;
(10) fraction Fr.4-4 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 5;
(11) fraction Fr.4-5 is flowing phase through ODS pillar layer separation, the methanol-water with volume ratio as 7:3, is purified, Obtain fraction Fr.4-5-1, Fr.4-5-2;
(12) fraction Fr.4-5-2 is through preparing HPLC chromatogram, and the methanol-water with volume ratio as 7:3 is flowing phase, is purified, Obtain compound 1 and compound 3.
4. the withanolide compounds of claim 1 and 2 application in preparation suppression cell release NO medicine.
5. comprise the bitter extract of withanolide class.
6. the bitter extract of claim 5 application in preparation suppression cell release NO medicine.
7. a pharmaceutical composition, is characterized in that comprising withanolide compounds or its pharmaceutically acceptable salt, and pharmaceutically Acceptable carrier and/or excipient.
8. the pharmaceutical composition of claim 7 application in preparation suppression cell release NO medicine.
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CN112979740A (en) * 2021-03-08 2021-06-18 沈阳药科大学 Withanolide I compound and extraction method and application thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110907585A (en) * 2019-11-18 2020-03-24 陕西嘉禾生物科技股份有限公司 Thin-layer detection method for identifying adulteration of Withania somnifera root extract
CN110907585B (en) * 2019-11-18 2022-03-08 陕西嘉禾生物科技股份有限公司 Thin-layer detection method for identifying adulteration of Withania somnifera root extract
CN111718393A (en) * 2020-06-08 2020-09-29 天津中医药大学 Withanolide compound and application thereof
CN111718393B (en) * 2020-06-08 2022-05-24 天津中医药大学 Withanolide compound and application thereof
CN112979740A (en) * 2021-03-08 2021-06-18 沈阳药科大学 Withanolide I compound and extraction method and application thereof

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CN107056869A (en) 2017-08-18

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