CN101028277A - Anti-cancer effect of Ezhang saponin and its use in preparation of anti-cancer agent - Google Patents

Anti-cancer effect of Ezhang saponin and its use in preparation of anti-cancer agent Download PDF

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CN101028277A
CN101028277A CN 200710051898 CN200710051898A CN101028277A CN 101028277 A CN101028277 A CN 101028277A CN 200710051898 CN200710051898 CN 200710051898 CN 200710051898 A CN200710051898 A CN 200710051898A CN 101028277 A CN101028277 A CN 101028277A
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saponin
anticarcinogen
preparation
anemone
flaccid anemone
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韩林涛
黄俊英
郑启兵
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Han Lintao
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Abstract

An anticancer function of the goosefoot herb's saponin and the application of said goosefoot herb's saponin in preparing the medicine for preventing and treating cancers are disclosed.

Description

The antitumaous effect of flaccid anemone saponin and the application in the preparation anticarcinogen thereof
Technical field
The present invention relates to the antitumaous effect and the application thereof of flaccid anemone saponin.
Background technology
Flaccid anemone (Anemone flaccida Fr.Schmidt) is Ranunculaceae Anemone (Anemone L.) perennial plant.This platymiscium has about 150 kinds approximately, and all there is distribution different continents, and China has 54 kinds, and except that Hainan Province, all there is distribution other each province, and wherein flaccid anemone has distribution widely in western part, Hubei Province.This platymiscium can be made medicinal have Radde Anemone Rhizome (A.raddeana), flaccid anemone (A.flaccida), Herba Veronicastri Sibirici (A.rivularis) and wait several, how to be used as medicine with root or rhizome, has effects such as wind-damp dispelling, subduing swelling and detoxicating.As " treating rheumatism Chinese medicine preparation and preparation and application " (patent No. 200510018364.3), it forms effective ingredient: 3-O-α-L-pyrans rhamnose (1 → 2)-β-D-xylopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, called after Rhizoma Anemones flaccidae saponin W 3, molecular formula are C 59H 96O 25, be used for the treatment of rheumatism.
Summary of the invention
The objective of the invention is at above-mentioned present situation, aim to provide the antitumaous effect and the application in the preparation anticarcinogen thereof of flaccid anemone saponin.
The implementation of the object of the invention is, the antitumaous effect of flaccid anemone saponin, and chemical structural formula is
Figure A20071005189800041
The flaccid anemone saponin in R1, saponins compound that the R2 substituent group is different, as 3-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 54H 86O 233-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 48H 76O 193-O-α-L-pyrans rhamnose (1 → 2) β-D-glucose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 58H 94O 253-O-α-L-pyrans rhamnose (1 → 2) α-L-arabopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 59H 96O 253-O-α-L-pyrans rhamnose (1 → 2) β-D-xylopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 59H 96O 23The energy inducing apoptosis of tumour cell has inhibitory action to tumor cell.
The application of flaccid anemone saponin in the preparation anticarcinogen, chemical structural formula is
Figure A20071005189800051
The flaccid anemone saponin in the different saponins compound of R1, R2 substituent group prepare anticarcinogen with the dosage form excipient of solid or liquid form, R1 in the flaccid anemone saponin in the anticarcinogen, the saponins compound adult oral dose that the R2 substituent group is different are the 1-50mg/60kg body weight.
Anticarcinogen once a day or several times is preferably 3-15mg/ days/60kg body weight.
Description of drawings
The saponins compound that Fig. 1 is R1 in the flaccid anemone, the R2 substituent group is different is induced HeLa Cells apoptotic effect design sketch
Fig. 2 is that the different saponins compound of R1 in the flaccid anemone, R2 substituent group is expressed impact effect figure to Caspase-3 in the HeLa Cells
The specific embodiment
The chemical structural formula of flaccid anemone saponin of the present invention is
Figure A20071005189800052
R1, the flaccid anemone saponins compound that the R2 substituent group is different have following several:
1.3-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, R1, R2 substituent group are respectively glcA, glc (6-1) glc (4-1) rha, molecular formula C 54H 86O 23, spectral data
Mp:217~218℃(dec)
IRv max KBr:3421(-OH),1733(C=O),1613(C=C),1480,1385,1260,1032
UVλ max MeOH nm:206
ESI-MS m/z:1102[M] -,632,456
1H-NMR(C 5D 5N+D 2O)δ:0.77(3H,s,CH 3)、0.83(3H,s,CH 3)、0.85(3H,s,CH 3)、0.94(3H,s,CH 3)、1.01(3H,s,CH 3)、1.19(3H,s,CH 3)、1.24(3H,s,CH 3),1.63(3H,d,J=6.18Hz)
δ:4.84(1H,d,J=9.3Hz),4.93(1H,d,J=7.8Hz),5.76(1H,br.s),6.16(1H,d,J=8.11Hz)
2.3-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, R1, R2 substituent group are respectively glcA, glc (6-1) glc, molecular formula C 48H 76O 19, spectral data
Mp:207~208℃(dec)
IRv max KBr:3406(-OH),1732(C=O),1611(C=C),1480,1385,1260,1029
UVλ max MeOH nm:206
ESI-MS m/z:956[M] -,632,456
1H-NMR(C 5D 5N+D 2O)δ:0.76(3H,s,CH 3)、0.82(3H,s,CH 3)、0.84(3H,s,CH 3)、0.94(3H,s,CH 3)、1.02(3H,s,CH 3)、1.19(3H,s,CH 3)、1.24(3H,s,CH 3);
δ:4.85(1H,d,J=8.0Hz),4.95(1H,d,J=8.0Hz),6.17(1H,d,J=8.8Hz)
3.3-O-α-L-pyrans rhamnose (1 → 2) β-D-glucose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, R1, R2 substituent group are respectively glc (2-1) rha, glc (6-1) glc (4-1) rha, C 58H 94O 25, spectral data
Mp:215~218℃(dec)
IRv max KBr:3100-3600,1063,2940,1735,1635
UVλ max MeOH nm:209
ESI-MS m/z:1233[M-H] -,1087,763,469,455
1H-NMR(C 5D 5N)δ:0.82(3H,s,CH 3),0.84(3H,s,CH 3),0.85(3H,s,CH 3),1.05(3H,s,CH 3)1.16(3H,s,CH 3),1.19(3H,s,CH 3),1.21(3H,s,CH 3),
δ:1.65(3H,d,J=6.18Hz),5.35(1H,br.s)6.55(1H,br.s),6.21(1H,d,J=7.9Hz),5.83(1H,br.s),4.96(1H,d,J=8.2Hz)4.82(1H,d,J=6.5Hz)
4.3-O-α-L-pyrans rhamnose (1 → 2) α-L-arabopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, R1, R2 substituent group are respectively glc (2-1) rha, glc (6-1) glc (4-1) rha, C 58H 96O 25, spectral data
Mp:208~210℃(dec)
IRv max KBr:3413(-OH),1734(C=O),1648(C=C),1458,1387,1262,1231,1085
UVλ max MeOH nm:206
ESI-MS m/z:1227.5[M+Na] +,1081.5,949.5,757.4
1H-NMR(C 5D 5N)δ:0.87(9H,m,3×CH3),1.06(3H,s,CH3),1.07(3H,s,CH3),1.15(3H,s,CH3),1.22(3H,s,CH3),1.61(3H,d,J=5.86Hz),1.70(3H,d,J=5.86Hz)
δ:4.87(1H,d,J=4.89Hz),4.97(1H,d,J=8.3Hz),5.85(1H,br.s),6.14(1H,d,br.s),6.23(1H,d,J=7.81Hz)
5.3-O-α-L-pyrans rhamnose (1 → 2) β-D-xylopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, R1, R2 substituent group are respectively glc (2-1) rha, glc (6-1) glc (4-1) rha, C 58H 96O 25, spectral data
Mp:208~210℃(dec)
IRv max KBr:3408(-OH),1735(C=O),1642(C=C),1480,1387,1260,1232,1037
UVλ max MeOHnm:205
ESI-MS m/z:1203[M-H] -,733,469
1H-NMR(C 5D 5N)δ:0.87(9H,m,3×CH 3),1.08(3H,s,CH 3),1.18(3H,s,CH 3),1.22(3H,s,CH3),1.23(3H,s,CH3),1.69(3H,d,J=4.88Hz),1.70(3H,d,J=5.37Hz)
δ:4.82(1H,d,J=7.3Hz),4.98(1H,d,J=7.8Hz),5.85(1H,br.s),6.23(1H,d,J=7.82Hz),6.53(1H,br.s,C-5-CH3 of Rha)
The flaccid anemone saponin prepares anticarcinogen with the dosage form excipient of solid or liquid form, the dosage form excipient of solid or liquid form is excipient commonly used, and the dosage of excipient should satisfy R1 in the flaccid anemone saponin in the anticarcinogen, saponins compound adult oral dose that the R2 substituent group is different is the 1-50mg/60kg body weight.Anticarcinogen once a day or several times is preferably 3-15mg/ days/60kg body weight.Dosage form has peroral dosage form, injection, topical dosage form;
Peroral dosage form has powder, tablet, suspension, Emulsion, capsule, granule, lozenge, pill, spirit, syrup or limonada;
The topical dosage form has ointment, solid, suspension, powder, paste, suppository, aerosol, paste, liniment, lotion, enema or Emulsion.
Spendable, the excipient of known solid or liquid form all can be used for anticarcinogen of the present invention,
The excipient of powder and other oral powder has one or more in lactose, crystalline cellulose, starch, dextrin, calcium phosphate, calcium carbonate, synthetic and natural aluminium dioxide, magnesium oxide, Aluminium Hydroxide, magnesium stearate, the sodium bicarbonate;
Excipient in the topical powder has one or more in zinc oxide, Pulvis Talci, starch, Kaolin, borate powder, zinc stearate, magnesium stearate, magnesium carbonate, winnofil, bismuth subgallate, the potassium sulfate aluminium powder;
The excipient of liquid preparation has one or more in water, glycerol, propylene glycol, sweet taste syrup, ethanol, fatty oil, Polyethylene Glycol, the sorbitol;
That the excipient of ointment has is cured through mixing-in fat, fatty oil, lanoline, vaseline, glycerol, wax, Japan, paraffin, sulphuric acid paraffin, resin, higher alcohol, plastics, glycols, water or surfactant and the hydrophobic or hydrophilic matrix made comprises oily molten base, water-soluble base and the base that suspends.
Enumerate formulation Example of the present invention below:
Example 1: it is that mix homogeneously is used the tablet machine tabletting in 1 the flaccid anemone saponin that the mixture of lactose, crystalline cellulose and 1% magnesium stearate is added to 30mg R1, R2 substituent group, tablet.
Example 2: it is that mix homogeneously is used the tablet machine tabletting in 2 the flaccid anemone saponin that the mixture of lactose, crystalline cellulose and 1% magnesium stearate is added to 30mg R1, R2 substituent group, tablet.
Example 3: it is that mix homogeneously is used the tablet machine tabletting in 3 the flaccid anemone saponin that the mixture of lactose, crystalline cellulose and 1% magnesium stearate is added to 30mg R1, R2 substituent group, tablet.
Example 4: it is that mix homogeneously is used the tablet machine tabletting in 4 the flaccid anemone saponin that the mixture of lactose, crystalline cellulose and 1% magnesium stearate is added to 30mg R1, R2 substituent group, tablet.
Example 5: it is that mix homogeneously is used the tablet machine tabletting in 5 the saponin that the mixture of lactose, crystalline cellulose and 1% magnesium stearate is added to 30mg R1, R2 substituent group, tablet.
Example 6: under the sterile working, be that 1 the flaccid anemone saponin and the solution of Spheron MD 30/70 (polysorbit 80) pour into sterile vials with 15mg R1, R2 substituent group, remove moisture after, obtain injection preparation.
Example 7: under the sterile working, be that 2 the flaccid anemone saponin and the solution of Spheron MD 30/70 (polysorbit 80) pour into sterile vials with 15mg R1, R2 substituent group, remove moisture after, obtain injection preparation.
Example 8: under the sterile working, be that 3 the flaccid anemone saponin and the solution of Spheron MD 30/70 (polysorbit 80) pour into sterile vials with 15mg R1, R2 substituent group, remove moisture after, obtain injection preparation.
Example 9: under the sterile working, be that 4 the flaccid anemone saponin and the solution of Spheron MD 30/70 (polysorbit 80) pour into sterile vials with 15mg R1, R2 substituent group, remove moisture after, obtain injection preparation.
Example 10: under the sterile working, be that 5 the flaccid anemone saponin and the solution of Spheron MD 30/70 (polysorbit 80) pour into sterile vials with 15mg R1, R2 substituent group, remove moisture after, obtain injection preparation.
The applicant has done the test of flaccid anemone saponine anti-tumor:
Experiment 1, flaccid anemone saponin are to the anti-tumor activity of human cervical carcinoma cell strain HeLa
A. experimental technique
Human cervical carcinoma cell strain HeLa is adopted in this experiment, and the phase cell of taking the logarithm is made cell suspension, and being diluted to concentration is 2.5 * 10 3-50 * 10 3/ mL is inoculated in 96 well culture plates, every hole 200 μ L, and the 24h hypsokinesis goes out culture fluid, adding contains variable concentrations R1, the R2 substituent group is the culture fluid of the flaccid anemone saponin of 1-5, and final concentration is 50,20,5,0.5 μ mol/L adds PBS and be blank in culture fluid, every sample is all established 4 holes.Control wells and zeroing hole add 200 μ L culture fluid.24h adds MTT solution 20 μ L after dosing, continues to cultivate, and carefully removes culture fluid, adds 200 μ LDMSO, measures each hole A value on microplate reader, and the mensuration wavelength is 570nm.By formula suppression ratio (IR): IR (%)=(1-dosing holes average A value/control wells average A value) * 100% calculates suppression ratio.Draw amount effect curve according to the suppression ratio under the variable concentrations, calculate IC thus 50Value.Table 1 has shown experimental result
Table 1
Sample Hela cell IC 50(μmmol/L)
Contrast 12345 / 15.22 a 16.34 4.28 3.99 1.21
A estimates: strong active (IC 50<0.1 μ molL-1), active (0.1 μ molL-1<IC 50<1 μ molL-1), weak activity (1 μ molL-1<IC 50<20 μ molL-1), non-activity (IC 50>20 μ molL-1), substituent R 1, R2 are having the greatest impact of 5 flaccid anemone saponin pair cell apoptosis, secondly are 4,3,1,2 flaccid anemone saponin for R1, R2 substituent group.
Experiment 2, flow cytometer detect R1, the R2 substituent group is the influence of the flaccid anemone saponin pair cell apoptosis of 1-5
A. experimental technique
Go down to posterity after the HeLa Cells growth 24h that cultivates, the flaccid anemone saponin that adds R1, R2 substituent group respectively and be 1-5 continues to cultivate 12h, and final concentration is 0.05mg/mL, and negative control group adds the equivalent solvent.Take out cell then after PBS cleans, fix with 70% ice ethanol.Centrifugal before detecting, after the PBS cleaning, abandon supernatant.The back adds 1mL dyeing liquor (containing PI 0.1mg/mL, RNase 0.1mg/mL, PBS preparation), and room temperature lucifuge 20min goes up machine after crossing 300 order nylon wires, use the CELLQuest software analysis, the ratio of mensuration apoptotic cell.
B. experimental result sees Table 2 and Fig. 2,
Table 2
Sample Apoptosis rate (%)
Contrast 12345 0.28 7.23 4.65 10.01 10.82 23.25
Experimental result discloses each saponin demonstration and induces the HeLa Cells apoptotic effect, is the mechanism of action of its anti-tumor activity.
Fig. 2 shows that the flaccid anemone saponin is followed successively by R1, R2 substituent group 5 (F), 4 (E) to human cervical carcinoma cell HeLa apoptotic effect size,, 3 (D), 1 (B), 2 (C).
Experimental example 3, the influence that the flaccid anemone saponin is expressed human cervical carcinoma cell Caspase-3
A. experimental technique
Cell climbing sheet preparation: when the Hela cell covers with culture bottle 80%, clean reuse 0.25% trypsin room temperature digestion 2-3min with PBS, with softly piping and druming repeatedly of suction pipe, cell is dispelled, be inoculated in 6 orifice plates that preset coverslip, it is the saponin 1-5 of 50 μ g/mL that adherent back adds final concentration of cells, negative control group adds the equivalent solvent, take out coverslip behind the conventional cultivation 24h, fix, carry out cellular immunization with 4% Polyethylene Glycol, groupization dyeing detects the proteic expression of caspase-3.
Concrete steps: get fixed cell climbing sheet, wash 2 times with PBS, cold wind dries up; 0.1%Triton-X100 is hatched 1 time, and wash 3 times with PBS the back; 3%H 2O 2Hatch with the blocking-up endogenous peroxydase, PBS shakes and washes 3 times afterwards; Drip normal goats serum confining liquid, in wet box, 37 ℃ of insulations to eliminate unspecific staining, discard unnecessary liquid, do not wash;
Drip one anti-(caspase-3 rat IgG) of dilution in 1: 100, in wet box, 4 ℃ are spent the night, and PBS shakes and washes 3 times, each 3min; Drip the anti-IgG of biotinylated goat, in wet box, 37 ℃ of insulations, PBS shakes and washes 3 times; Drip reagent SABC, in wet box, 37 ℃ of insulations, PBS shakes and washes 3 times;
DAB dyeing: use DAB colour reagent box, get the 1ml distilled water, add each one of A in the test kit, B, C reagent, add to coverslip behind the mixing, color development at room temperature, mirror is the control reaction down, back distillation washing 2 times;
Haematoxylin is redyed (the nucleus lining dyes): immerse brazilwood extract dyeing liquid, and washing from the beginning, the persalt alcoholic solution is to break up multiple indigo plant, washing rapidly;
Dehydration step by step: cross 75%, 95%, 100% dehydrated alcohol;
Transparent: as to cross xylene solution 3 times;
Mounting: will have one of cell to face down, and use the resinene mounting.
Microscopically is observed: every smear is got 10 visuals field at random, 300~500 cells of each visual field counting.Count Caspase-3 immuning positive cell number and negative cells number respectively, carry out statistical analysis.Pale brown color or brown occurring in cell membrane and cytoplasm, to be that Caspase-3 expresses positive, and nucleus is dyed blue color.
B. experimental result sees Table 3 and shown in Figure 3, and experimental result discloses each saponin demonstration and induces HeLa Cells caspase-3 high expressed, and further conclusive evidence is that the mechanism of action of its anti-tumor activity is apoptosis-induced effect.
Table 3
Sample Caspase3 expression rate (%)
Contrast 12345 7.8 15.8 9.7 22.1 24.5 33.8
Fig. 3. the flaccid anemone saponin influences the order size to Caspase-3 expression activity in the HeLa Cells and is followed successively by R1, R2 substituent group 5 (F), 4 (E), 3 (D), 1 (B), 2 (C).Amplification * 400.
Can see that from The above results substituent R 1, R2 are that the flaccid anemone saponin of 1-5 has antitumor action, comprise and suppress tumor growth, inducing apoptosis of tumour cell and improve Caspase-3 expressional function in the tumor cell.
In some experiments with rat and mice, R1, R2 substituent group are that the toxicity of the flaccid anemone saponin of 1-5 is bordering on and can ignores, and the stability of formulation of each formulation Example is qualified.

Claims (9)

1, the antitumaous effect of flaccid anemone saponin is characterized in that chemical structural formula is
Figure A2007100518980002C1
The flaccid anemone saponin in R1, saponins compound that the R2 substituent group is different, as 3-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 54H 86O 233-O-beta d glucopyranosiduronic acid-oleanolic acid-28-O-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 48H 76O 193-O-α-L-pyrans rhamnose (1 → 2) β-D-glucose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 58H 94O 253-O-α-L-pyrans rhamnose (1 → 2) α-L-arabopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 59H 96O 253-O-α-L-pyrans rhamnose (1 → 2) β-D-xylopyranose-oleanolic acid-28-O-α-L-pyrans rhamnose (1 → 4)-β-D-Glucopyranose. (1 → 6)-β-D-pyranglucoside, molecular formula C 59H 96O 23The energy inducing apoptosis of tumour cell has inhibitory action to tumor cell.
2, the application of the described flaccid anemone saponin of claim 1 in the preparation anticarcinogen is characterized in that chemical structural formula is
Figure A2007100518980002C2
The flaccid anemone saponin in the different saponins compound of R1, R2 substituent group prepare anticarcinogen with the dosage form excipient of solid or liquid form, R1 in the flaccid anemone saponin in the anticarcinogen, the saponins compound adult oral dose that the R2 substituent group is different are the 1-50mg/60kg body weight.
3, the application of flaccid anemone saponin according to claim 2 in the preparation anticarcinogen is characterized in that dosage form has peroral dosage form, injection or topical dosage form,
4, the application of flaccid anemone saponin according to claim 3 in the preparation anticarcinogen is characterized in that peroral dosage form has powder, tablet, suspension, Emulsion, capsule, granule, lozenge, pill, spirit, syrup or limonada.
5, the application of flaccid anemone saponin according to claim 3 in the preparation anticarcinogen is characterized in that the topical dosage form has ointment, solid, suspension, powder, paste, suppository, aerosol, paste, liniment, lotion, enema or Emulsion.
6, flaccid anemone saponin according to claim 2 is in the application of preparation in the anticarcinogen, and the excipient that it is characterized in that powder and other oral powder has one or more in lactose, crystalline cellulose, starch, dextrin, calcium phosphate, calcium carbonate, synthetic and natural aluminium dioxide, magnesium oxide, Aluminium Hydroxide, magnesium stearate, the sodium bicarbonate;
7, flaccid anemone saponin according to claim 2 is in the application of preparation in the anticarcinogen, it is characterized in that excipient in the topical powder has one or more in zinc oxide, Pulvis Talci, starch, Kaolin, borate powder, zinc stearate, magnesium stearate, magnesium carbonate, winnofil, bismuth subgallate, the potassium sulfate aluminium powder;
8, flaccid anemone saponin according to claim 2 is in the application of preparation in the anticarcinogen, and the excipient that it is characterized in that liquid preparation has one or more in water, glycerol, propylene glycol, sweet taste syrup, ethanol, fatty oil, Polyethylene Glycol, the sorbitol.
9, the application of flaccid anemone saponin according to claim 2 in the preparation anticarcinogen, that the excipient that it is characterized in that ointment has is cured through mixing-in fat, fatty oil, lanoline, vaseline, glycerol, wax, Japan, paraffin, sulphuric acid paraffin, resin, higher alcohol, plastics, glycols, water or surfactant and the hydrophobic or hydrophilic matrix made comprises oily molten base, water-soluble base and the base that suspends.
CN 200710051898 2007-04-17 2007-04-17 Anti-cancer effect of Ezhang saponin and its use in preparation of anti-cancer agent Pending CN101028277A (en)

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CN102250190A (en) * 2011-05-30 2011-11-23 江西本草天工科技有限责任公司 Oleanolic saponin derivative, preparation method of salt thereof and application of derivative
CN102552129A (en) * 2012-03-12 2012-07-11 广州康和药业有限公司 Anemone flaccida saponin W3 injection and preparation method thereof
CN102552441A (en) * 2012-03-12 2012-07-11 广州康和药业有限公司 Flaccid anemone rhizome extract soft capsule and preparation method thereof
CN103926121A (en) * 2014-04-10 2014-07-16 首都医科大学 Preparation method of cell slide

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102250190A (en) * 2011-05-30 2011-11-23 江西本草天工科技有限责任公司 Oleanolic saponin derivative, preparation method of salt thereof and application of derivative
CN102250190B (en) * 2011-05-30 2013-05-15 江西本草天工科技有限责任公司 Preparation method Oleanolic saponin derivative and salts thereof, and application thereof
CN102552129A (en) * 2012-03-12 2012-07-11 广州康和药业有限公司 Anemone flaccida saponin W3 injection and preparation method thereof
CN102552441A (en) * 2012-03-12 2012-07-11 广州康和药业有限公司 Flaccid anemone rhizome extract soft capsule and preparation method thereof
CN103926121A (en) * 2014-04-10 2014-07-16 首都医科大学 Preparation method of cell slide

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