CN103830265B - A kind of Chinese medicine extract combination treating the malignant tumor such as the esophageal carcinoma, gastric cancer and preparation method thereof - Google Patents
A kind of Chinese medicine extract combination treating the malignant tumor such as the esophageal carcinoma, gastric cancer and preparation method thereof Download PDFInfo
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- CN103830265B CN103830265B CN201210488504.3A CN201210488504A CN103830265B CN 103830265 B CN103830265 B CN 103830265B CN 201210488504 A CN201210488504 A CN 201210488504A CN 103830265 B CN103830265 B CN 103830265B
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Abstract
A kind of Chinese medicine extract combination treating the malignant tumor such as the esophageal carcinoma, gastric cancer, it is characterised in that it includes that the unit of weight following raw material based on part forms: curcumin 1 part, sodium alginate 1 part.Preparation technology is as follows in Chinese medicine extract combination: 1, curcumin extracts: weigh Turmeric Root 50 grams, adds 70% ethanol 500mL, at room temperature extraction 24 hours by liquid ratio 10: 1.Filter, filtrate is concentrated, obtains crude extract 11.4 grams.Crude extract is dissolved with 2.5% sodium hydroxide solution, then with glacial acetic acid, solution is transferred to pH=7, at this moment yellow flocculent deposit occurs, filter, be dried to obtain curcumin crude product 4.6 grams.By twice of normal propyl alcohol recrystallization of curcumin crude product, obtaining curcumin sterling 1.05g of orange needle-like, through high-performance liquid chromatogram determination purity more than 95%, yield is about 2.1%.2, the curcumin unit of weight based on part 1 part of extraction is mixed with commercially available food stage Thallus Laminariae (Thallus Eckloniae) extract sodium alginate 1 part.3, with curcumin, sodium alginate mixture synthesis of acetyl curcumin and acetyl group sodium alginate: accurately weigh 50 grams of curcumin, sodium alginate mixture in there-necked flask; add glacial acetic acid solution 2ml; add 50ml acetic anhydride and 1,2 concentrated sulphuric acids; whisking, temperature is 50 DEG C of 60 DEG C of reacting by heating 1 hour.After reaction terminates, be cooled to room temperature and precipitate in appropriate absolute methanol, precipitation absolute methanol washs, 80 DEG C 100 DEG C dry.4, above-mentioned curcumin, sodium alginate acetylization reaction being generated product, by 2% sodium hydrate aqueous solution or 5% chitosan solution spraying stir process, 80 DEG C 100 DEG C are dried.
Description
Technical field
The invention belongs to the clinical medicine medication field of Chinese medicines, particularly relate to a kind of for treating the esophageal carcinoma, gastric cancer etc.
The medicine for treatment of malignant tumor.
Background technology
The esophageal carcinoma is one of malignant tumor that China's M & M is higher, attracts wide attention in recent years.I
It is the comprehensive therapy based on operative treatment that state's patient with esophageal carcinoma morbidity has obvious areal variation, esophageal carcinoma therapy principle,
Operation is the primary selection of esophageal carcinoma therapy.
The esophageal carcinoma is common malignant tumor in China, incidence rate and mortality rate occupy domestic because of tumor reason lethal
Four.5 years survival rates of Thoracic esophageal carcinoma are only 20%~30%, and main cause is postoperative recurrence and transfer.Patients with esophageal squamous cell carcinoma
Postoperative about 34%~79% recurrence, the relapse rate of adenocarcinoma is then up to more than 50%.The esophageal carcinoma is higher at China's sickness rate, hands
Art, chemotherapy, local radiotherapy are the Main Means treating the esophageal carcinoma at present, but for the patient with esophageal carcinoma of relapse and metastasis, tradition
Medicine and Therapeutic mode can not effectively control the progress of disease.The esophageal carcinoma overwhelming majority is scale cancer, and minority is adenocarcinoma,
Be mainly distributed at distal esophagus i.e. stomach and esophagogastric junction, process and have to gastric cancer in reaction to treatment the most similar it
Place.
Rhizoma Curcumae Longae (turmeric) is the rhizome of zingiberaceous plant, belongs to blood circulation promoting medicine in Chinese medicine, because its rhizome dish is bent in yellow,
Likeness in form Rhizoma Zingiberis Recens and yellow, therefore named.Phenol pigment curcumin (curcumin) extracted from Rhizoma Curcumae Longae and two kinds of derivant P monohydroxies thereof
Cinnamic aldehyde (Resina Ferulae acyl) methane and P1_ dihydroxy two cinnamic aldehyde methane are the principle active component of Rhizoma Curcumae Longae, are also curry, mustard
Main xanthein.Curcumin is orange-yellow crystalline powder, and taste is the most bitter, water insoluble.Curcumin pharmacological action is extensive, mainly special
Property is antiinflammatory and antioxidation.In recent years, showing the experimentation of curcumin antitumaous effect, curcumin can suppress body inside and outside swollen
The growth of oncocyte, and anticancer spectrum is wide. toxic and side effects is little, is a kind of PTS with applications well prospect, and it is many-sided
Anticancer mechanism become study hotspot.
Sodium alginate (the C extracted in Thallus Laminariae (Thallus Eckloniae) and other marine algae plant6H7O6Na)nMain by the sodium salt group of alginic acid
Become, a-L-mannuronic acid (M unit) rely on Isosorbide-5-Nitrae-glycosidic bond to connect and by different from b-D-guluronic acid (G unit)
The copolymer of GGGMMM fragment composition.Its anti-tumor activity is relevant with the sequential structure of alduronic acid composition and M, G.
Take the acetylizad method of curcumin, sodium alginate, be greatly reinforced the water solublity of curcumin, sodium alginate, and
Anti-tumor biological.
Summary of the invention
It is an object of the invention to provide the preparation method of a kind of Chinese medicine treating the malignant tumor such as the esophageal carcinoma, gastric cancer.This side
Method includes curcumin, sodium alginate and acetic anhydride, is heated to reflux 1 hour in 50 DEG C, reacts, by products therefrom at 50-60
DEG C spraying with 2% sodium hydroxide or 5% solubility low molecular chitosan and to neutralize, 80-100 DEG C dry 3-4 hour, must treat food
The Chinese medicine composition of the malignant tumor such as pipe cancer, gastric cancer.
Owing to taking the acetylizad method of curcumin, sodium alginate, it is greatly reinforced the water solublity of curcumin, sodium alginate
And biological activity.
Formula 1: curcumin acetylization reaction
Formula 2: sodium alginate acetylization reaction
The purpose of the present invention can be realized by following technique measures:
Raw material forms: a kind of Chinese medicine extract combination treating the malignant tumor such as the esophageal carcinoma, gastric cancer, it is characterised in that its bag
Include the unit of weight following raw material based on part to form:
1 part of sodium alginate of curcumin 1 part
Preparation technology: the Chinese medicine extract combination preparation technology of the malignant tumor such as the treatment esophageal carcinoma of the present invention, gastric cancer is such as
Under:
1, curcumin extracts: weighs Turmeric Root 50 grams, adds 70% ethanol 500mL by liquid ratio 10: 1, at room temperature soak
Carry 24 hours.Filter, filtrate is concentrated, obtains crude extract 11.4 grams.Crude extract is dissolved with 2.5% sodium hydroxide solution, then uses
Solution is transferred to pH=7 by glacial acetic acid, yellow flocculent deposit at this moment occurs, filters, is dried to obtain curcumin crude product 4.6 grams.By Rhizoma Zingiberis Recens
Twice of normal propyl alcohol recrystallization of flavin crude product, obtains curcumin sterling 1.05g of orange needle-like, through high-performance liquid chromatogram determination purity
More than 95%, yield is about 2.1%.
2, by the curcumin unit of weight based on part 1 part of extraction and commercially available food stage Thallus Laminariae (Thallus Eckloniae) extract sodium alginate 1 part
Mixing.
3, with curcumin, sodium alginate mixture synthesis of acetyl curcumin and acetyl group sodium alginate: in there-necked flask
Accurately weigh 50 grams of curcumin, sodium alginate mixture, add glacial acetic acid solution 2ml, add 50ml acetic anhydride and 1,2 dense
Sulphuric acid, whisks, and temperature is 50 DEG C of-60 DEG C of reacting by heating 1 hour.After reaction terminates, it is cooled to room temperature in 100ml absolute methanol
Precipitation, precipitation with absolute methanol wash, 80 DEG C-100 DEG C be dried.
4, above-mentioned curcumin, sodium alginate acetylization reaction are generated product, with 20ml2% sodium hydrate aqueous solution or
5% chitosan solution spraying stir process, 80 DEG C-100 DEG C are dried.
Accompanying drawing is bright
Accompanying drawing 1 is the cellular morphology after blank group cell and variable concentrations Chinese medicine extract combined treatment 24h.A: right
According to group cell;B, D, C: be respectively use O.375,0.75, cellular morphology after 1.5mg/ml Chinese medicine extract combined treatment 24h
Detailed description of the invention
Embodiment one:
1, curcumin extracts: weighs Turmeric Root 50 grams, adds 70% ethanol 500mL by liquid ratio 10: 1, at room temperature soak
Carry 24 hours.Filter, filtrate is concentrated, obtains crude extract 11.4 grams.Crude extract is dissolved with 2.5% sodium hydroxide solution, then uses
Solution is transferred to pH=7 by glacial acetic acid, yellow flocculent deposit at this moment occurs, filters, is dried to obtain curcumin crude product 4.6 grams.By Rhizoma Zingiberis Recens
Twice of normal propyl alcohol recrystallization of flavin crude product, obtains the curcumin sterling 1.05 grams of orange needle-like, pure through high-performance liquid chromatogram determination
Degree is more than 95%, and yield is about 2.1%.
2, by the curcumin unit of weight based on part 1 part of extraction and commercially available food stage Thallus Laminariae (Thallus Eckloniae) extract sodium alginate 1 part
Mixing.
3, with curcumin, sodium alginate mixture synthesis of acetyl curcumin and acetyl group sodium alginate: in there-necked flask
Accurately weighing 50 grams of curcumin, sodium alginate mixture, it is appropriate to add glacial acetic acid solution, adds 50ml acetic anhydride and 1,2
Concentrated sulphuric acid, whisks, and temperature is 50 DEG C of-60 DEG C of reacting by heating 1 hour.After reaction terminates, it is cooled to room temperature at appropriate absolute methanol
In precipitate, precipitation with absolute methanol wash, 80 DEG C-100 DEG C be dried.
4, above-mentioned curcumin, sodium alginate acetylization reaction are generated product, spray with 20ml2% sodium hydrate aqueous solution
Stir process, 80 DEG C-100 DEG C are dried.
Embodiment two:
1, curcumin extracts: weighs Turmeric Root 50 grams, adds 70% ethanol 500mL by liquid ratio 10: 1, at room temperature soak
Carry 24 hours.Filter, filtrate is concentrated, obtains crude extract 11.4 grams.Crude extract 2.5%NaOH solution is dissolved, then uses ice vinegar
Solution is transferred to pH=7 by acid, yellow flocculent deposit at this moment occurs, filters, is dried to obtain curcumin crude product 4.6 grams.By curcumin
Twice of normal propyl alcohol recrystallization of crude product, obtains curcumin sterling 1.05g of orange needle-like, exists through high-performance liquid chromatogram determination purity
More than 95%, yield is about 2.1%.
2, by the curcumin unit of weight based on part 1 part of extraction and commercially available food stage Thallus Laminariae (Thallus Eckloniae) extract sodium alginate 1 part
Mixing.
3, with curcumin, sodium alginate mixture synthesis of acetyl curcumin and acetyl group sodium alginate: in there-necked flask
Accurately weighing 50 grams of curcumin, sodium alginate mixture, it is appropriate to add glacial acetic acid solution, adds 50ml acetic anhydride and 1,2
Concentrated sulphuric acid, whisks, and temperature is 50 DEG C of-60 DEG C of reacting by heating 1 hour.After reaction terminates, it is cooled to room temperature at appropriate absolute methanol
In precipitate, precipitation with absolute methanol wash, 80 DEG C-100 DEG C be dried.
4, above-mentioned curcumin, sodium alginate acetylization reaction are generated product, with the spraying stirring of 20ml5% chitosan solution
Processing, 80 DEG C-100 DEG C are dried.
The Chinese medicine extract combination of the present invention impact on TE-1 esophageal cells tumor cell proliferation:
The Chinese medicine extract combination impact on TE-1 cell tumor cells propagation
1 materials and methods
1.1 cell strains: human esophagus cancer cell strain TE-1 cell is provided by raw (Shanghai) biochemical reagents company limited of grinding.Cell
It is inoculated in the RPMI-1640 containing 10% new-born calf serum, 37 DEG C, 5%C O2Under the conditions of cultivate, disappear with the pancreatin of 0.25%
Change is passed on.
1.2 main agents: Methyl thiazoly tetrazolium assay (MTT) (Sigma Co., USA);Dimethyl sulfoxide (DMSO) (Tianjin
Jin Dongtianzheng fine chemistry Reagent Company of city);Am resco company of the trypsin U.S.);(Sai Mo flies biology to 1640 culture medium
Chemicals company limited);New-born calf serum (Heng Shengma biotechnology research institute of Beijing unit)
1.3 Experimental agents: Chinese medicine extract is combined as us and develops (5mg/ml ,-20 DEG C of preservations), and the used time is to cultivate dilution
Become desired concn.
1.4 instrument and equipments: superclean bench (safe and sound company), cell culture incubator (German), inverted microscope
(Olympus), microplate reader (Benchmark).
1.5 method
1.5.1 morphological observation: trophophase cell of taking the logarithm is with 1 × 105ML suspension every hole 2.0mL is inoculated in 6 holes
In plate.Experiment point 4 variable concentrations gradients, the process group of respectively 0.375/0.75/1.5mg/ml and be not added with the comparison of medicine
Group (Fig. 1).Inoculating cell cultivates 24h, and culture fluid changes into the culture fluid containing the combination of variable concentrations Chinese medicine extract, and matched group adds
The normal saline of equivalent, condition of culture cultivates 24h routinely, takes pictures under inverted microscope, and observation of cell morphology changes
Become.
1.5.2MTT method detection Chinese medicine extract combines TE-1 cytotoxicity: the TE-1 cell after passing on is used
0.25% trypsinization makes suspension, and cell counting count board counts, and adjusting cell concentration is 1 × 104ML to 96 well culture plate
On, every hole adds 200 μ L cell suspension and cultivates after 24h, add the combination of variable concentrations Chinese medicine extract (0.375,0.75,1.5mg/
Ml), matched group (being not added with Chinese medicine extract combination) and blank group (only adding culture medium) are separately set.Often group sets 5 parallel holes, training
After supporting 24h, every hole adds MTT solution, and (5mg/ml20 μ L puts 37 DEG C, 5%CO2Under the conditions of continue to hatch 4h and terminate cultivating, incline
Culture fluid. every hole adds 150 μ L DMSO, vibration 10min makes crystallization fully dissolve.Select 490nm wavelength, exist with blank well tune 0
Each hole absorbance (A) value is measured in microplate reader.By following equation calculating suppression ratio:
Suppression ratio (%)=(blank group OD value-experimental group OD value)/blank group OD value
Suppression ratio value is that positive number represents that cell proliferation is suppressed, and suppression ratio value is that negative number representation cell proliferation is promoted.
1.5.3 statistical procedures: all data withRepresent and use SPSS10.0 to carry out variance analysis, P < 0.01
For having significant difference.
2 results
The 2.1 Chinese medicine extract combinations impact on TE-1 form: matched group and experimental group specimen are placed on inverted microscope
Lower observation of cell form (Fig. 1), finds that cellular control unit quantity is many, and cell attachment grows, and intercellular structural is tight, grows prosperous
Contain. and experimental group cell is after dosing 24h, it is seen that cell rounding, cell space increases, the cavity sample knot differed in size seen from intracellular
Structure, cell is the most adherent, dead, cell quantity and the obvious minimizing of matched group.
2.2MTT method detection Chinese medicine extract combines TE-1 cytotoxicity: variable concentrations Chinese medicine extract combined treatment
After TE-1 cell 24h, detecting through mtt assay, viable count significantly reduces (being shown in Table 1).Chinese medicine extract combination as can be seen from Table 1
TE-1 is existed cytotoxicity, but relevant with Chinese medicine extract combined concentration.0.375,0.75, tri-groups of suppression ratio of 1.5mg/ml
Respectively 18.66%, 34.54%, 65.69% is statistically significant with matched group comparing difference, P < 0.01.
Table 1 Chinese medicine extract combines TE-1 cell toxic action
Note: compare with matched group, * P < 0.01, experimental group and matched group suppression ratio have significant difference, experimental group suppression
Rate is better than matched group.
Claims (1)
1. the Chinese medicine extract compositions, process treating the esophageal carcinoma or gastric cancer, it is characterised in that preparation method is as follows:
1), curcumin extracts: weighs Turmeric Root 50 grams, adds 70% ethanol 500mL by liquid ratio 10: 1, at room temperature extract 24
Hour;Filter, filtrate is concentrated, obtains crude extract 11.4 grams;Crude extract is dissolved with 2.5% sodium hydroxide solution, then uses ice vinegar
Solution is transferred to pH=7 by acid, yellow flocculent deposit at this moment occurs, filters, is dried to obtain curcumin crude product 4.6 grams;By curcumin
Twice of normal propyl alcohol recrystallization of crude product, obtains curcumin sterling 1.05g of orange needle-like, exists through high-performance liquid chromatogram determination purity
More than 95%, yield is 2.1%;
2), the curcumin unit of weight based on part 1 part of extraction is mixed with commercially available food stage Thallus Laminariae (Thallus Eckloniae) extract sodium alginate 1 part
Close;
3), with curcumin, sodium alginate mixture synthesis of acetyl curcumin and acetyl group sodium alginate: in there-necked flask accurately
Weigh 50 grams of curcumin, sodium alginate mixture, add glacial acetic acid solution 2ml, add 50ml acetic anhydride and 1,2 dense sulfur
Acid, stirring, temperature is 50 DEG C of-60 DEG C of reacting by heating 1 hour;After reaction terminates, it is cooled to room temperature heavy in 100ml absolute methanol
Form sediment, precipitation with absolute methanol wash, 80 DEG C-100 DEG C be dried;
4), above-mentioned curcumin, sodium alginate acetylization reaction are generated product, with 20ml 2% sodium hydrate aqueous solution or 5%
Chitosan solution spraying stir process, 80 DEG C-100 DEG C are dried.
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