CN101732419A - Application and preparation method of extract from fructus polygoni orientalis - Google Patents
Application and preparation method of extract from fructus polygoni orientalis Download PDFInfo
- Publication number
- CN101732419A CN101732419A CN201010010026A CN201010010026A CN101732419A CN 101732419 A CN101732419 A CN 101732419A CN 201010010026 A CN201010010026 A CN 201010010026A CN 201010010026 A CN201010010026 A CN 201010010026A CN 101732419 A CN101732419 A CN 101732419A
- Authority
- CN
- China
- Prior art keywords
- polygoni orientalis
- fructus polygoni
- preparation
- extract
- solution
- 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
Links
Landscapes
- Medicines Containing Plant Substances (AREA)
Abstract
The invention provides application and a preparation method of an extract from fructus polygoni orientalis. The invention discloses a flavonoids compound which has cancer resistant effect and is extracted from fructus polygoni orientalis by ethanol extraction. The method is characterized by using the macroporous resins for chromatographic separation, sequentially using water and ethanol solution at different concentration for elution and enriching the active ingredient flavonoids compound by the absorption technology of the macroporous resins, thus obtaining the total flavone extract from fructus polygoni orientalis. The in vitro MTT assay proves that the total flavone in fructus polygoni orientalis has better effect of resisting liver cancer, cervical cancer and glandular cancer, and the in vivo assay also proves that the total flavone extract from fructus polygoni orientalis has obvious inhibiting effect on the growth of the cancer cells.
Description
Technical field:
The present invention relates to a kind of medicine intermediate Fructus Polygoni Orientalis extractive of general flavone and extracting method thereof, the flavone compound that particularly extracts from Fructus Polygoni Orientalis is used for antitumaous effect.
Technical background:
Fructus Polygoni Orientalis is the dry mature fruit of polygonaceae plant smartweed (Polygonum orien2tale L.), be the brownish black oblateness, glossy, two-sided nick, the middle part is protuberance slightly vertically. and Fructus Polygoni Orientalis is returned liver, stomach warp, have diffusing blood disappear emblem, removing food stagnancy analgesic effect, the kind mutual Jie Zhi of the blood and slime lumps in the chest and abdomen of cooling down.Mainly contain Quercetin, Taxifolin and trihydroxy flavanone etc.Flavone compound has wide biological activity, and as a kind of functional component, it has mainly acted on: antitumor, slow down aging, strengthen cardiovascular function, treatment chronic prostatitis, enhancing immunity, reconcile hormonal system, hepatoprotective, antiinflammatory, antiallergic, antibacterial, so antiviral etc. the research of flavone compound has caused people's attention day by day.Wherein the flavones ingredient Quercetin has stronger active anticancer in the Fructus Polygoni Orientalis, malignant growth and transfer had good inhibition effect, be considered to one of the strongest known anticarcinogen, particularly can act on the starting of carcinogenesis, short cancer and 3 stages of evolution all sidedly, have carcinogenesis, anti-promoting concurrently and induce the effect of differentiation as chemopreventive agent.Taxifolin has stronger antioxidation, resists the effect of hinting obliquely at.Has regeneration, the effect of detoxifcation and antibody adverse current.The pathological changes that can suppress acid oxidase fat chemical compound and cell membrane.The destruction of retardance free radical, the aging evolution that reaches various diseases of block cell.Be mainly used in the prevention of treatment of anti-inflammation, the liver protecting performance and prevention cardiovascular and cerebrovascular disease, respiratory system disease diabetes and treatment etc. clinically.
Also obtain following research contents through our retrieval about Fructus Polygoni Orientalis, for example: thank to Zhou Tao, He Zaian, building one deck, the article of " the HPLC finger printing research of Fructus Polygoni Orientalis flavones ingredient " delivered in Yan Liu's literary composition at " Chinese crude drug ", this article carries out the comparative study of HPLC finger printing to different places of production Fructus Polygoni Orientalis, can differentiate different places of production Fructus Polygoni Orientalis medical material, and can carry out quality control to a certain extent.
Ge Bin, Zhang Zhen is bright, Xu Aixia, Gao Xiang, Lei Xiaoyan has delivered the article of " the Fructus Polygoni Orientalis ethanol extract suppresses the interaction in vitro research of rat tissue's lipid peroxidation " at " Third Military Medical University's journal ", has studied the antioxidant activity of Fructus Polygoni Orientalis ethanol extract.Method OH generation system Fe
2++Ascorbic acid is induced the rat heart, liver, kidney homogenate lipid peroxidation, with TBA colorimetric method for determining MDA content; Survey the O that the neutrophilic leukocyte of zymosan A stimulation in rats produces with the NBT reducing process
2-Survey H with spectrophotography
2O
2The rat erythrocyte hemolysis degree that brings out.6.3,12.5,25,50,100,200 μ g/L EFP0 can suppress Fe in various degree as a result
2++The inductive rat heart of ascorbic acid, liver, kidney lipid peroxidation product MDA generate, and it suppresses the IC of the heart, liver, kidney MDA generation
50Be respectively 31.8,32.5,40.2 μ g/L, dose-effect relationship all is negative correlation, and r is respectively-0.886 ,-0.874 and reaches-0.918 (P＜0.01); Can suppress zymosan A in various degree stimulates neutrophilic granulocyte to generate O
2-, IC
50Be 31.9 μ g/L, dose-effect relationship is negative correlation, and r-0.873 (P＜O.01); Can suppress H in various degree
2O
2The oxidative hemolysis of erythrocyte that brings out, IC
50Be 56.2 μ g/L, dose-effect relationship is negative correlation, and r is-O.888 (P＜0.01).Conclusion Fructus Polygoni Orientalis ethanol extract is by removing OH, O
2-And H
2O
2The performance antioxidant activity.
Zhai Yanjun, Zhang Shurong, Hao Ning, Kang Tingguo has delivered the article of " Fructus Polygoni Orientalis research overview " at " Traditional Chinese Medicinal College of Liaoning's journal ", by Review Study to Fructus Polygoni Orientalis, for the exploitation of this medicine, clinical practice and further further investigation reference is provided, summed up Fructus Polygoni Orientalis in herbal textual, crude drug discriminating, chemical constituent, pharmacological action and modern Study of Clinical Application present situation through consulting the nearly 40 years relevant documents and materials of Fructus Polygoni Orientalis.Conclusion: the research of this medicine lacks quality control index, and the research of medical mechanism, pharmacodynamics aspect also is in the desk study stage, and the application of modern means of science and technology then is in blank.Also should further investigate Fructus Polygoni Orientalis.
Thank to Zhou Tao, He Zaian, Yan Liu's literary composition has been delivered the article of " chemical constituent of smartweed and pharmacological research " in " time precious traditional Chinese medical science traditional Chinese medicines ", and the smartweed nature and flavor are cool hot poisonous, have expelling wind and removing dampness, heat-clearing and toxic substances removing, the effect of malaria in an opposite direction of invigorating blood circulation.Cure mainly rheumatic arthralgia, dysentery, diarrhoea, the convulsion of vomiting and diarrhoea, edema. beriberi, carbuncle skin ulcer furuncle furuncle, snake bite and insect sting, infantile malnutrition hernia, traumatic injury, malaria.Bibliographical information is arranged: from leaf, fruit and the herb of smartweed, separate obtaining flavone compound respectively, also separate obtaining lignanoids and diphenylethylene compounds in its herb.Modern pharmacological research shows: this medical instrument has anti-acute myocardial ischemia, blood vessel dilating, and blood pressure lowering, antibiotic and antitumor etc. are pharmacologically active widely.
Zhai Yanjun, just positive cloud, Cheng Jiayi, Kang Tingguo have delivered the article of " Fructus Polygoni Orientalis removing food stagnancy pain relieving pharmacodynamics experimentation " at " Chinese crude drug ", by pharmacological experiment, relatively Fructus Polygoni Orientalis is given birth to the water extract and the ethanol extract removing food stagnancy analgesic effect pharmacodynamics difference of product and goods.It is different to utilize intestine in vitro method, small intestinal charcoal end propelling method, hot plate method, acetic acid twisting method result to show that Fructus Polygoni Orientalis is given birth to the removing food stagnancy analgesic effect drug effect of the water solublity of product and goods and ethanol-soluble extractives, the removing food stagnancy analgesic effect of goods water extract is good, and is theoretical consistent with medical drugs in the tradition.
Wei Yan, Chen Xiaoqing, Ma Zhixiang, Jiang Xinyu has delivered the article of " mensuration of different extract part Taxifolin of smartweed and general flavone content " at " Chinese patent medicine ", Taxifolin and content of total flavone in the positions such as smartweed crude drug fruit, stem, leaf measured in this experiment respectively, for smartweed development of resources and quality evaluation provide scientific basis.
Summary of the invention:
The objective of the invention is from Fructus Polygoni Orientalis, to isolate the active substance component (Fructus Polygoni Orientalis total flavones) of antitumaous effect, for the research and development of cancer therapy drug provide intermediate, for more rational development and utilization Fructus Polygoni Orientalis lays the foundation, the field of enriching the Chinese herbal treatment disease for the Chinese herbal medicine resource of better utilization China provides condition.
The present invention studies by the extract of macroporous adsorbent resin gradient elution by the ethanol extract to Fructus Polygoni Orientalis, and the composition that discovery has antitumaous effect is a flavone compound.Show that in external anticancer experimental study its flavone compound has good anticancer effect.The anticancer effective component flavone compound that from Fructus Polygoni Orientalis, extracts, its chemical identification and spectral signature are as follows:
(1) complex reaction of metallic salt reagent:
1. hydrochloric acid-magnesium powder reaction: add a small amount of magnesium powder in the Fructus Polygoni Orientalis extracting solution, add 1-2 again and drip concentrated hydrochloric acid, heating is 3 minutes in water-bath, and solution colour becomes redness;
2. AlCl
3Chromogenic reaction: Fructus Polygoni Orientalis is extracted drop on filter paper, form speckle, on speckle, spray 1%AlCl again
3Alcoholic solution is put to examine under the uviol lamp and is shown the speckle displaing yellow;
(2) alkaline reagent chromogenic reaction
Room temperature drips the NaOH aqueous solution down in extracting solution, shake up, and it is orange red that solution colour becomes;
(3) ultra-violet absorption spectrum feature
With methanol or dissolve with ethanol, measure absworption peak at ultraviolet section wavelength in the sample liquid, the result shows, maximum absorption band occurs at 290nm and 371nm.
Specific embodiment:
One, the extraction of Fructus Polygoni Orientalis active substance group
Extract pre-treatment: coarse powder is made in Fructus Polygoni Orientalis medical material (hereinafter to be referred as medical material) oven dry, pulverizing.
Extracting method: medicinal material coarse powder, add the alcoholic solution heating and refluxing extraction, merge alcohol extract, filter, concentrate, the concentrated solution macroporous resin adsorption is washed behind the post Different concentrations of alcohol solution eluting successively, eluent reclaims solvent, and drying promptly gets the Fructus Polygoni Orientalis extractive of general flavone.
Two, the pharmacological research of Fructus Polygoni Orientalis active substance group
The present invention shows in external, the intravital antitumaous effect test of Fructus Polygoni Orientalis extractive of general flavone, to have good effect by the extract pharmacological experiment study result to the Fructus Polygoni Orientalis total flavones.
1, experiment material
1.1 the self-control of Fructus Polygoni Orientalis extractive of general flavone is faced with preceding dissolving back aseptic filtration standby.
1.2 tumor cell line hepatoma cell strain Hep G
2, human cervical carcinoma cell strain Hela, people's glands of large intestine JEG-3 SW-480 be all available from Shanghai cell biological institute cell bank.
1.3 experiment reagent bromination tetrazole indigo plant (MTT), Sigma company; Hyclone, Hangzhou Sijiqing Biological Engineering Material Co., Ltd.; DMEM culture medium, pancreatin are U.S. GIBCO company; DMSO is rich Dihua, Tianjin worker's company limited.
1.4 experimental apparatus CO
2Incubator, Changsha China sunlight electronics technology company limited; Cryogenic refrigerator. (80 ℃, Innova U570), the desirable scientific instrument company limited in Wuhan; Superclean bench, the good precious cleaning project equipment company limited in Suzhou; Low speed centrifuge, the sharp centrifuge company limited in Beijing epoch north; Inverted microscope, Shanghai ten thousand weighing apparatus precision instrument company limiteies; Microplate reader (Sunrise), Beijing Eastwin Scientific, Inc..
2, experimental technique
Mtt assay: cell is counted after trypsinization, made 6 * 10
4The cell suspension of individual/ml is inoculated in 96 orifice plates with 100 μ L/ holes, and behind the cultivation 24h, every hole adds medicine solution 100 μ L, and the total liquid measure in every hole is 200 μ L, and each drug level is established 5 repeating holes, and establishes blank (DMEM culture fluid).After cultivating 48h, discard original fluid, every hole adds 100 μ L DMEM culture fluid in 96 orifice plates, adds the MTT20 μ L of 5mg/mL again, continues to cultivate 4h, abandons supernatant, and every hole adds DMSO 150 μ L, behind the vibration 5min, surveys the OD490nm value in microplate reader.
Inhibitory rate of cell growth=(matched group OD value-test group OD value)/matched group OD * 100%.
3, experimental result
Mtt assay is measured the Fructus Polygoni Orientalis extractive of general flavone to human liver cancer cell HepG
2, human cervical carcinoma cell Hela, people's glands of large intestine cancerous cell SW-480 the growth inhibitory action, the result is as follows.
Table 1 detects the Fructus Polygoni Orientalis extractive of general flavone to human hepatoma cell strain HepG with mtt assay
2Growth inhibited effect (%) (n=5)
Table 2 detects the Fructus Polygoni Orientalis extractive of general flavone to the growth inhibition ratio (%) of human cervical carcinoma cell strain Hela (n=5) with mtt assay
Table 3 detects the Fructus Polygoni Orientalis extractive of general flavone to the growth inhibited effect (%) of people's glands of large intestine JEG-3 SW-480 (n=5) with mtt assay
4, the Fructus Polygoni Orientalis extractive of general flavone is to the vivo antitumor activity research of Mouse Liver tumor H22.
4.1H22 the cultivation of tumor cell with go down to posterity
Before the H22 cell inoculation with DMEM+10% calf serum culture fluid in 37 ℃, 5%CO2 go down to posterity and be cultured in good conditionly, make 2 * 10
7The cell suspension of individual/ml is inoculated in healthy Kunming mouse abdominal cavity, and ascites goes down to posterity.
4.2 set up H22 liver cancer mouse solid tumor models
Extract 7-9 days H22 mouse ascites of inoculation with syringe under the aseptic condition, adjusting cell concentration with the sterile saline dilution is 1 * 10
7Individual/ml, be inoculated into 30 mice oxters, every 0.2ml observes the mice growing state, makes solid tumor models.
4.3 animal grouping and administration
Be divided into 3 groups behind the 24h at random, 10 every group: 1. negative control group, every morning normal saline 0.2ml irritates stomach.2. positive controls, every morning cyclophosphamide (20mg/kg) is irritated stomach 0.2mL; 3. administration group is amounted to every morning Fructus Polygoni Orientalis extractive of general flavone (4.5mg/kg) according to people's dosage, and each organizes continuous irrigation stomach 10d, observes the growing state of solid tumor every day.
4.4 tumour inhibiting rate detects
Mice takes off cervical vertebra in 11d and puts to death after testing processing, and the tweezers tweezer is cut off skin with the operation scissors after living the right axil tumor location of mice skin, exposes tumor, and operating scissors blunt separation tumor weighs tumor in the balance and weighs, the calculating suppression ratio.Judge tumor-inhibiting action with tumour inhibiting rate.
Tumor control rate (%)=[1-(average experimental group tumor weight/average control group tumor is heavy)] * 100%
4.5 statistical procedures
The Dnuent one factor analysis of variance carries out statistical procedures if P＜0.01 shows significant difference is arranged, result such as following table between group in the experimental data employing SPSS11.5 statistical software.
The influence that table 1 Fructus Polygoni Orientalis extractive of general flavone is heavy to the tumor of H22 mice (X ± s, n=10)
**P＜0.01
Experimental result is learned processing by statistics, the Fructus Polygoni Orientalis extractive of general flavone administration group and the H22 negative control group tumor method of double differences be different to have statistical significance (P＜0.01), Fructus Polygoni Orientalis extractive of general flavone administration group is higher than 30% (the heavy suppression ratio of the tumor of Chinese medicine＞30% to H22 liver cancer mouse tumor control rate, the evaluation medicine has tumor-inhibiting action), show that the Fructus Polygoni Orientalis extractive of general flavone has the obvious suppression effect to the H22 liver-cancer solid tumor.
3, conclusion
Experimental result shows that in experiment in vitro and body the Fructus Polygoni Orientalis extractive of general flavone has the obvious suppression effect to the growth of tumor cell in the experiment.The Fructus Polygoni Orientalis extractive of general flavone can be made following preparation or dosage form as a kind of medicine intermediate in preparation treatment cancer therapy drug application facet: oral Preparation: oral liquid, tablet, capsule, buccal tablet, pill; Injecting and administering preparations: injection; Spray delivery preparation etc.
Claims (8)
1. the purposes of a Fructus Polygoni Orientalis extract is characterized in that the Fructus Polygoni Orientalis extract is the Fructus Polygoni Orientalis total flavones, is used to prepare cancer therapy drug; Can make following dosage form: oral Preparation: oral liquid, tablet, capsule, buccal tablet, pill; Injecting and administering preparations: injection; The spray delivery preparation.
2. the purposes of a kind of Fructus Polygoni Orientalis extract according to claim 1 is characterized in that described chemical substance group with Fructus Polygoni Orientalis extract of antitumaous effect, and its chemical identification and spectroscopy feature are as follows:
(1) complex reaction of metallic salt reagent:
1. hydrochloric acid-magnesium powder reaction: add a small amount of magnesium powder in the Fructus Polygoni Orientalis extracting solution, add 1-2 again and drip concentrated hydrochloric acid, heating is 3 minutes in water-bath, and solution colour becomes redness;
2. AlCl
3Chromogenic reaction: Fructus Polygoni Orientalis is extracted drop on filter paper, form speckle, on speckle, spray 1%AlCl again
3Alcoholic solution is put to examine under the uviol lamp and is shown the speckle displaing yellow;
(2) alkaline reagent chromogenic reaction
Room temperature drips the NaOH aqueous solution down in extracting solution, shake up, and it is orange red that solution colour becomes;
(3) ultra-violet absorption spectrum feature
With methanol or dissolve with ethanol, measure absworption peak at ultraviolet section wavelength in the sample liquid, the result shows, maximum absorption band occurs at 290nm and 371nm.
3. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 1 is characterized in that described Fructus Polygoni Orientalis total flavone extracting process with active anticancer comprises following steps: the pre-treatment of Fructus Polygoni Orientalis medical material; Solvent extraction; The resin absorption purification process; Concentrated, dry medicinal liquid obtains the total flavones solid product.
4. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 3 is characterized in that described this technology comprises with medicinal material drying crushing process.
5. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 3 is characterized in that described this technology comprises the medical material that will pass through pre-treatment and extracts with the solvent heating reflux method.
6. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 5, the solvent that it is characterized in that this technology heating and refluxing extraction is an alcoholic solution.
7. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 3 is characterized in that this technology purification process adsorbs extracting solution for utilizing macroporous adsorbent resin, and reuse water-ethanol solution washing, desorption obtain the purification extracting solution; This process resin liquid washing, the used solution of desorption step are water and alcoholic solution.
8. a kind of Fructus Polygoni Orientalis preparation method of extract according to claim 3 is characterized in that this technology drying steps can use drying under reduced pressure, lyophilization, spray drying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010010026A CN101732419A (en) | 2010-01-06 | 2010-01-06 | Application and preparation method of extract from fructus polygoni orientalis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010010026A CN101732419A (en) | 2010-01-06 | 2010-01-06 | Application and preparation method of extract from fructus polygoni orientalis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101732419A true CN101732419A (en) | 2010-06-16 |
Family
ID=42456787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201010010026A Pending CN101732419A (en) | 2010-01-06 | 2010-01-06 | Application and preparation method of extract from fructus polygoni orientalis |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101732419A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103623067A (en) * | 2013-11-10 | 2014-03-12 | 周晓华 | Method of treating liver cirrhosis by using polygonum orientale |
| CN104523851A (en) * | 2014-12-03 | 2015-04-22 | 辽宁中医药大学 | Method for extracting polygonum orientale pericarp general flavone extract product |
| CN106474362A (en) * | 2016-01-12 | 2017-03-08 | 宋林萍 | A kind of Chinese medicine composition treating tumor and its preparation and preparation method |
-
2010
- 2010-01-06 CN CN201010010026A patent/CN101732419A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103623067A (en) * | 2013-11-10 | 2014-03-12 | 周晓华 | Method of treating liver cirrhosis by using polygonum orientale |
| CN104523851A (en) * | 2014-12-03 | 2015-04-22 | 辽宁中医药大学 | Method for extracting polygonum orientale pericarp general flavone extract product |
| CN106474362A (en) * | 2016-01-12 | 2017-03-08 | 宋林萍 | A kind of Chinese medicine composition treating tumor and its preparation and preparation method |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Chen et al. | Characterization and antitumor activities of the water-soluble polysaccharide from Rhizoma Arisaematis | |
| CN103768534A (en) | Traditional Chinese medicinal composition with anti-tumor activity | |
| CN102133255B (en) | Antineoplastic podophyllum traditional Chinese medicine extract and preparation method and application thereof | |
| Wei et al. | A comprehensive review of herbacetin: From chemistry to pharmacological activities | |
| CN103951645A (en) | Preparation method and medicinal purpose of Larix olgensis extractive | |
| Li et al. | The evaluation of anti-breast cancer activity and safety pharmacology of the ethanol extract of Aralia elata Seem. leaves | |
| CN102391346A (en) | Oleanane saponin compounds and purpose thereof | |
| CN104622865A (en) | Application of ingenane diterpene compound in preparation of antitumor drug | |
| CN101642450B (en) | New application of dicaffeoylquinic acid | |
| CN103735653B (en) | A kind of Chinese medicine extract with anti-tumor activity and its production and use | |
| CN101972385A (en) | Method for preparing general flavone in star-of-Bethlehem and application thereof to antitumor, anti-inflammatory and analgesic medicines | |
| CN101732419A (en) | Application and preparation method of extract from fructus polygoni orientalis | |
| CN101028322B (en) | Use of Maoliefengdou extract for preparing anti-cancer medicine | |
| CN100381434C (en) | Emblic leafflower fruit extract possessing anticancer, antibiotic actions and its manufacturing method of traditional Chinese medicine formulation | |
| CN102552243A (en) | Application of myricanol and/or myricanone in preparing antitumor drugs | |
| CN101352468A (en) | Novel uses of Calotropis gigantea and extract thereof in preparing anti-tumor medicament | |
| KR0160108B1 (en) | Anticancer agent of raw ingredient extracted from the tree named gleditschia officinalis | |
| CN103142934B (en) | Traditional Chinese medicinal composition for treating lung cancer and liver cancer | |
| CN111499605B (en) | Isopentene chromone compound and preparation method and application thereof | |
| CN103330781A (en) | Traditional Chinese medicine composite with anti-tumor effect and preparation method of injection of same | |
| CN103610682A (en) | Preparation method of 3(alpha)-hydroxyl-30-olive-12,20(29)-diene-28-acid and application in preparing anti-tumor drug | |
| CN103142935A (en) | Traditional Chinese medicinal composition for treating lung cancer and liver cancer | |
| CN101829080B (en) | Application of iridoid compound to preparation of ovarian cancer resistance medicament | |
| CN101612181A (en) | Cerbera manghas L. and crude extract thereof the new purposes in the preparation antitumor drug | |
| CN1985876A (en) | Application of astragalus flavonid in preparing antitumor medicine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20100616 |