CN101375936B - Anti-tumor compound cherimoya formulation and preparation method thereof - Google Patents
Anti-tumor compound cherimoya formulation and preparation method thereof Download PDFInfo
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Abstract
The invention relates to an anti-tumor traditional Chinese medicine compound preparation, which is composed of cherimoya and southern magnolia. Anti-tumor active component parts of the compound preparation can be obtained through respectively mixing the cherimoya and the southern magnolia after respective effective components respectively extracted therefrom. In vivo and in vitro pharmacological experiments prove that the combination of the invention has certain tumor restraining effect, and can be used for preparing anti-tumor and tumor auxiliary treatment medicaments.
Description
Technical field
The invention belongs to the field of Chinese medicines, be specifically related to a kind of anti-tumor compound preparation of forming by Sirikaya seed and southern magnolia.
Background technology
Southern magnolia (Magnolia grandiflora L.) has another name called evergreen magnolia, is Magnoliaceae magnolia, aiphyllium.Southern magnolia originates in the southeast, North America, and 20 beginnings of the century of 19 end of the centurys are introduced China, and widely cultivate in each city on the south the Yangtze river basin reaches at present.Southern magnolia belongs to heliophilous species; Happiness light; Anti-half is cloudy, is good greening ornamental tree species, and abilities such as anti-SO2, chlorine are strong; It is few that its leaf is used as medicine, be mainly used in hypertension (1, Chinese Plants will editorial board of the Chinese Academy of Sciences. Chinese Plants will < the 30 volume first fascicle>Beijing: the .1996:125 of Science Press; 2, striking mirror, etc. Chinese medicinal plants will < the 5th >. Beijing: Science Press, 1957:31).Contain in the leaf of Magnolia gradiflora multiple alkaloid and ter penoids (Wu Zhengyi is etc. Xinhua book on Chinese herbal medicine outline < first >. Shanghai: Shanghai science tech publishing house, 1988:58.).Document (Two new germacranolides from Magnoliagradiflora.J.Asian Nat Prod Res.2001; 3 (2): 95-102) reported isolating sesquiterpene lactones compounds from southern magnolia, comprising lactone compounds such as 2-Alpha-hydroxy-dihydro parthenolide, parthenolide, constuslactones.There is bibliographical information extraction separation from chryanthemum parthenium to obtain to be a parthenolide chemical compound and type this a sesquiterpene lactones compounds that contains lactonic ring thereof to have the activity that suppresses growth of tumour cell.
Sirikaya is the annonaceae plant, belongs to Dicotyledoneae Magnoliidae, has more primary character, is become " living fossil " by Darwin, originates in american torrid zone, and the whole world has 120 to belong to 2100 kinds.China has 24 and belongs to 103 kinds and 6 mutation, mainly is distributed in southwest to Taiwan, and major part originates in south China and south of Yunnan.The tropical kind that introduce a fine variety in south China has slick and sly Sirikaya, soursop, Cor Bovis seu Bubali Sirikaya, custard apple etc.But have 7 to belong to 12 kinds of hyoscines in the annonaceae plant; Generally be used for heat-clearing and toxic substances removing, anthelmintic, dysentery relieving, antitumor, malaria etc., the plant component-annonaceous acetogenins (Annonaceous acetogenins) that from the annonaceae plant, separates the one type of novelty that obtains this year has shown very strong anti-tumor activity, because its structure is unique; The mechanism of action is different from existing cancer therapy drug; Be to act on the metabolism of mitochondrion interfering energy, and do not have mutagenicity, cause the very big interest of people.Chinese patent discloses many pieces to annonaceous acetogenins separation and Extraction, Annonaceousacetogenicompounds compounds structural modification and at the application document of anti-tumor aspect, discloses a kind of Sirikaya diterpene compound and method for making and use patent like CN1171850C; CN1209355C disclose a kind of novel annonaceous acetogenins derivant and its production and use patent; CN1141093C discloses a kind of anticancer lichee lectone medicine and preparation method thereof, and its effective site is sirikaya total lactones.
Summary of the invention
The object of the present invention is to provide a kind of compound Chinese medicinal preparation of being made up of Sirikaya seed and leaf of Magnolia gradiflora/flower, the weight proportion of Sirikaya seed and leaf of Magnolia gradiflora/flower is: Sirikaya seed 1～4 weight fraction, leaf of Magnolia gradiflora/spend 3～8 weight portions.
Among the present invention, the raw material Sirikaya seed can be any from Annona glabra (Annona glabra Linn), Cor Bovis seu Bubali Sirikaya (Annona reticulate Linn), soursop (Annona muricata Linn).
Among the present invention, used southern magnolia can be a leaf of Magnolia gradiflora, also can be the southern magnolia flower, can also be the mixing of leaf of Magnolia gradiflora and flower.
In the compound recipe of the present invention, main effective ingredient is Annonaceousacetogenicompounds compounds and southern magnolia lactone compound.
Among the present invention, Annonaceousacetogenicompounds compounds can be from Sirikaya, to extract the single lactone compound that obtains, like cherimoya essence; It also can be the mixing of several kinds of lactone compounds in the Sirikaya; It perhaps also can be sirikaya total lactones class extract.
Among the present invention, the southern magnolia lactone compound can singlely separate the lactone compound that obtains, like parthenolide from southern magnolia; Also can be the mixing of several kinds of lactone compounds in the southern magnolia, like mixing of parthenolide and costunolide; It perhaps can also be southern magnolia total lactone extract.
Compound recipe of the present invention, its active component are meant by extracting the lactone obtain or the combination of southern magnolia total lactone in the annonaceous acetogenins that extracts in the Sirikaya or sirikaya total lactones and the southern magnolia.
Among the present invention; Annonaceous acetogenins except that can from the annonaceae bullock's heart-as separate the Annona glabra (claiming slick and sly Sirikaya again) obtain; Also can from other genus of annonaceae, separate and obtain; Belong to (Uvaria) like the Qarnet dish; Fragrant belong to (Goniothalanus) of brother's sodium; Asimina (Asimina); Volume group belongs to (Rollinia), and xylopia (Xylopia) or Polyalthia suberosa (Roxb.) Thw belong to separating in (Polyathia) and obtaining, and the plant during it belongs to such as Hainan brother receive perfume (or spice) (Goniothalamus howii), the brother's sodium that comes into leaves fragrant (Goniothalamus gardneri), field quadrate bone (Goniothalamusdonnariensis), Flos Caryophylli brother and receive perfume (or spice) (G.griffithii), Jinghong brother's sodium fragrant (G.cheliensis), Da Ye Qarnet dish (Uvaria macrophylla), bur Qarnet dish (U.calamistrata), Vietnam's Qarnet dish (U.tonkinesis), soursop (Annona muricata), capsule lobe wood (Saccopetalum prolificum).
Annonaceousacetogenicompounds compounds described in the present invention is meant that one type has and contains the long alkyl chain chemical compound that terminal gamma lactone ring and oxolane or furan nucleus are the primary structure characteristic, and the southern magnolia lactone compound is meant one type of chemical compound with alpha-methylene-gamma lactone ring.
Annonaceous acetogenins is the lactone compound that two class formations are different, antitumor mechanism is also different with Sesquiterpene in the southern magnolia.It is negative that the Salmonella reversion test of annonaceous acetogenins shows; Show that this chemical compound possibly not be a carcinogen, further specifying its action target spot is not chromosome or DNA yet, and it has the strong inhibition effect to the mitochondrion composite I; The mechanism of action is through suppressing mitochondrion NADH oxidoreductase; Thereby stop the transmission of respiratory chain electronics, ATP is produced rapidly reduce, because the minimizing of energy causes weakening and apoptosis subsequently of P-gp (permeability albumen) function.Simultaneously; Annonaceous acetogenins can cause the increase of intracellular reactive oxygen and the reduction of mitochondrion film spot position; The a large amount of releases of active oxygen and the reduction of mitochondrial membrane potential all can cause the release of cysteine proteinase caspase-9; Thereby activated cysteine proteinase caspase-3, activatory caspase-3 makes other substrate PARK degraded, thereby has induced the apoptosis of tumor cell.(the multiple important function of gene of NF-κ B may command is expressed and the Sesquiterpene in the southern magnolia (like parthenolide) is as cox-2 inhibitors (activity that mainly suppresses Cycloxygenase-2 (COX-2) through the protein-tyrosine activation in the inhibition lipopolysaccharide) and as nuclear factor NF-kB inhibitor; Comprise oncogene); COX-2, NF-κ B play an important role in the breeding of tumor cell, through its active inhibition being reached the synthetic and tumor cell proliferation effect of the DNA that suppresses in the tumor cell.
The present invention proves with in vivo test through external, and two kinds of lactones are united use, is suppressing to have collaborative enhanced effect aspect the growth of tumour cell.
Activity extract preparation technology of the present invention can realize through following mode:
(1): get Sirikaya seed and southern magnolia respectively, pulverize, merge, with the petroleum ether soaking and extracting of 8～10 times of amounts 2～3 times, filter, remove and filtrate, it is subsequent use that filtering residue volatilizes petroleum ether;
(2): filtering residue spends the deionized water soaking and extracting 2～3 times of 8～10 times of amounts, filters, and abandons aqueous extract, and filtering residue is subsequent use;
(3): filtering residue filters merging filtrate with extracting 2～3 times with the organic solvent system that water dissolves each other; Filtrate decompression is concentrated into the extractum shape, adds appropriate amount of deionized water and disperses extractum, and dispersion liquid is thin out with chloroform or ethyl acetate extraction to extract color; Combining extraction liquid; Concentrating under reduced pressure, drying promptly gets activity extract.
Used when the present invention extracts can be to be selected from methanol, ethanol, propanol, isopropyl alcohol, the acetone any with the organic solvent that water dissolves each other, and also can be any hybrid system of these several kinds of organic solvents.
Among the present invention, used organic solvent preferred alcohol during extraction, more preferably 75%～95% ethanol.
The method for distilling that the present invention is used can be the soaking and extracting method, also can be the percolation extraction method, perhaps reflux extraction, and perhaps countercurrent extraction method, among the present invention, preferred soaking and extracting method.
Activity extract of the present invention can also obtain through alternate manner except that obtaining with said method.Such as with above-mentioned processing step, Sirikaya and southern magnolia are separated extraction, both obtain merging behind total lactone separately active component.
Among the present invention, in the time will obtaining the higher lactone of purity, also can add purification step therein.As after obtaining total lactone; With silicagel column on total lactone; Carry out purification; Carry out gradient elution with petroleum ether-ethyl acetate or petroleum ether-acetone or hexane-ethyl acetate or hexane-acetone or chloroform-ethyl acetate or chloroform-acetone or chloroform-methanol mixed solution system, collect needed lactone composition and can obtain the better total lactone active site of purity.
In active component of the present invention, add pharmaceutically acceptable pharmaceutical aids, adopt conventional preparation process, promptly can be made into required medicament.Among the present invention, the preparation preferred oral preparation of processing is like tablet, hard capsule, soft capsule, pill, suspension etc.
Adjuvant in the used pharmacy of the present invention can be selected from binding agent (can be polyvidone, starch slurry, cellulose etc.), disintegrating agent (can be that dry starch, sodium carboxymethyl cellulose, low-substituted hydroxypropyl cellulose, polyethylene are than pyrrolidone etc.), lubricant (can be Pulvis Talci, stearic acid, calcium stearate magnesium, calcium stearate etc.), correctives (can be that sucrose, A Siba are sweet, steviosin, fructose etc.), stabilizing agent (can be methyl parahydroxybenzoate, propyl p-hydroxybenzoate etc.), diluent (can be starch, dextrin, Icing Sugar, lactose etc.), wetting agent (can be water or ethanol), fluidizer (can be micropowder silica gel), excipient (can be carbohydrate derivative such as lactose, sucrose, glucose, mannitol, sorbitol; Starch based derivant such as corn starch, potato starch, dextrin or carboxymethyl starch; Cellulose derivative such as crystalline fibers, hydroxy propyl cellulose, carboxymethyl cellulose, sodium carboxymethyl cellulose, carboxymethylcellulose calcium; Silicate derivative such as aluminium-magnesium silicate; Phosphate derivative such as calcium phosphate; Sulfate-derivatives such as calcium sulfate; Carbonate derivative such as calcium carbonate; Arabic gum; Dextran).
Sugar coated tablet of the present invention can be realized through following process:
Take by weighing extract 30g of the present invention, starch 30g, dextrin 25g, sucrose (powder) 5g, mixing, the ethanol with 80% are that wetting agent is processed granule, and be dry below 60 ℃, adds Pulvis Talci 5g, and magnesium stearate 1g is pressed into 1000, and sugar coating promptly gets.
Specific embodiment
Active component prepares embodiment
Embodiment 1
Take by weighing Sirikaya 1kg, leaf of Magnolia gradiflora 3kg pulverizes, and mixes, and extracts 2 times with 8 times of amount petroleum ether soaking at room temperature; Filter, remove petroleum ether extract, filtering residue volatilizes petroleum ether, measures the deionized water soaking and extracting 2 times, filtration with 8 times; Abandon aqueous extract, the soak with ethanol of filtering residue reuse 75% is extracted 3 times, and each solvent load is 8 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with chloroform extraction to extract color; The combined chloroform extract, 50 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Embodiment 2
Take by weighing Sirikaya 1kg, leaf of Magnolia gradiflora 8kg pulverizes, and mixes, and extracts 2 times with 8 times of amount petroleum ether soaking at room temperature; Filter, remove petroleum ether extract, filtering residue volatilizes petroleum ether, measures the deionized water soaking and extracting 2 times, filtration with 8 times; Abandon aqueous extract, the soak with ethanol of filtering residue reuse 95% is extracted 3 times, and each solvent load is 8 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with chloroform extraction to extract color; The combined chloroform extract, 50 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Embodiment 3
Take by weighing Sirikaya 4kg, leaf of Magnolia gradiflora 3kg pulverizes, and mixes, and extracts 2 times with 8 times of amount hexane soaking at room temperature; Filter, remove hexane extraction liquid, filtering residue volatilizes hexane, measures the deionized water soaking and extracting 2 times, filtration with 8 times; Abandon aqueous extract, the soak with ethanol of filtering residue reuse 80% is extracted 3 times, and each solvent load is 8 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with ethyl acetate extraction to extract color; The combined ethyl acetate extract, 50 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Embodiment 4
Take by weighing Sirikaya 4kg, leaf of Magnolia gradiflora 8kg pulverizes, and mixes, and extracts 2 times with 8 times of amount petroleum ether soaking at room temperature; Filter, remove petroleum ether extract, filtering residue volatilizes petroleum ether, measures the deionized water soaking and extracting 2 times, filtration with 8 times; Abandon aqueous extract, filtering residue reuse methanol soaking and extracting 3 times, each solvent load is 8 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with ethyl acetate extraction to extract color; The combined ethyl acetate extract, 50 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Embodiment 5
Take by weighing Sirikaya 3kg, leaf of Magnolia gradiflora 3kg pulverizes, and mixes, and extracts 2 times with 10 times of amount petroleum ether soaking at room temperature; Filter, remove petroleum ether extract, filtering residue volatilizes petroleum ether, measures the deionized water soaking and extracting 2 times, filtration with 10 times; Abandon aqueous extract, filtering residue reuse acetone soaking and extracting 3 times, each solvent load is 10 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with chloroform extraction to extract color; The combined chloroform extract, 50 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Embodiment 6
Take by weighing Sirikaya 2kg, leaf of Magnolia gradiflora 5kg pulverizes, and mixes, and extracts 2 times with 8 times of amount petroleum ether soaking at room temperature; Filter, remove petroleum ether extract, filtering residue volatilizes petroleum ether, measures the deionized water soaking and extracting 2 times, filtration with 8 times; Abandon aqueous extract, the soak with ethanol of filtering residue reuse 85% is extracted 3 times, and each solvent load is 8 times of medical material, filters merging filtrate; 60 ℃ are evaporated to the extractum shape, and the adding deionized water is an amount of, disperse extractum, and dispersion liquid is thin out with chloroform extraction to extract color, the combined chloroform extract; 50 ℃ of concentrating under reduced pressure get extractum, and extractum is admixed silica gel, adopt silica gel column chromatography refinement, earlier with 20: 1 eluting of mobile phase petroleum ether-acetone; Use 3: 1 eluting of petroleum ether-acetone instead, collect 3: 1 system's eluting parts, 40 ℃ of concentrating under reduced pressure, vacuum drying gets activity extract.Activity extract adds acceptable pharmaceutical aids in the pharmacy, adopts conventional preparation technique, can make required dosage form.
Pharmacology embodiment
In the following pharmacological evaluation group, crude drug Sirikaya is 3 weight portions, leaf of Magnolia gradiflora/spend 5 weight portions.
1, external pharmacology embodiment
Cell strain: leukemia cell line K562, breast carcinoma cell strain MDA-MB-436, HCC BEL-7402.
To be in exponential phase leukaemia pearl, breast carcinoma, HCC and LAK cell (matched group) be made into 2 * 10 with the RPMI-1640 culture medium
5/ ml cell suspension; Add in the 96 hole circle floor cells culture plates; Every hole 0.2ml adds respectively with the southern magnolia lactone extract (A) under the process conditions, annonaceous acetogenins extract (B), extract of the present invention (C) (earlier with the DMSO dissolving) again, its concentration is: 0.5,1.0,2.5,5.0,10.0 μ g/ml; 37 ℃, 5%CO are put in each test concentrations 5 hole
2Cultivated 72 hours under the saturated humidity condition, join detector 570nm wavelength with mtt assay at enzyme and record extinction (A) value.Calculate the suppression ratio of extract of the present invention to each cell strain.
result sees table 1
Table 1 variable concentrations extract of the present invention is to the increment suppression ratio (%) of tumor cell and LAK cell
Can know that from last table result each extract all has certain inhibitory action to three kinds of cancerous cell when 1.0～10 μ g/ml, the most suitable during wherein with 5 μ g/ml concentration, up terraced again enrichment degree is not obvious to the inhibitory action contribution of cancerous cell, nonsignificance.The LAK cytotoxicity experiment is shown, when 0.5～5 μ g/ml, the LAK cell is not produced inhibitory action, when 1.0～2.5 μ g/ml, also have certain increment effect, the strongest to the LAK cyto-inhibition when 10.0 μ g/ml.Medication is compared with drug combination separately, and when 5.0 μ g/ml, its collaborative reinforced effects is obvious, compares with independent medication, and difference has significance (P＜0.05).
2, pharmacology embodiment in the body
(1) to the inhibitory action of mice S180 sarcoma
Get the S180 ascites of inoculation after 7 days; The suspension that is diluted to 1: 3 with normal saline is subsequent use; S180 tumor cell suspension with preparation; Subcutaneous with 0.2mL/ amount inoculation only with mice right fore armpit, after 24 hours vaccinated mice is divided into matched group (A), southern magnolia lactone group (B), annonaceous acetogenins group (C), extract group of the present invention (D) at random, each administration group is given mouse stomach administration 10mg/kg.d every day
-1, be administered once every day, and matched group is irritated the normal saline that stomach gives equivalent every day, and each organized successive administration 7 days.Drug withdrawal post-tensioning neck is put to death; Strip the tumor piece and weigh, calculate tumour inhibiting rate by
formula.The result sees table 2
The inhibitory action
of table 2 pair mice nuclear S180 tumor
Experimental result shows that each treatment group all has certain therapeutic effect, and its suppression ratio to mouse transplanted sarcoma S180 can reach 50.00%-68.31%, (is 10mg/kg.d being equal under the dosage
-1), the tumour inhibiting rate of drug combination group will obviously be better than independent medication group, wherein drug combination group (6mg/kg.d under relative low dosage
-1), can reach and southern magnolia lactone (10mg/kg.d
-1) or annonaceous acetogenins (10mg/kg.d
-1) suitable effect.Explain that two medicine gangs use, the inhibition to transplantability mice S180 sarcoma has collaborative enhanced effect in vivo.
Claims (4)
1. one kind is the anti-tumor compound preparation that raw material is processed by Sirikaya seed and southern magnolia flower and/or leaf, it is characterized in that the crude drug proportioning is: 1～4 part of Sirikaya seed, 3～8 parts on southern magnolia flower and/or leaf.
2. one kind prepares the method for compound preparation according to claim 1, it is characterized in that comprising the steps:
(1): get Sirikaya seed and southern magnolia flower and/or leaf respectively, pulverize, merge, with 8～10 times of amount petroleum ether soaking and extracting 2～3 times, filter, remove and filtrate, it is subsequent use that filtering residue volatilizes petroleum ether;
(2): filtering residue filters with the deionized water soaking and extracting of 8～10 times of amounts 2～3 times, abandons aqueous extract, and filtering residue is subsequent use;
(3): filtering residue filters with 75%～95% ethanol extraction, merging filtrate, and filtrate decompression is concentrated into the extractum shape; Add appropriate amount of deionized water and disperse extractum, dispersion liquid is thin out with chloroform or ethyl acetate extraction to extract color, combining extraction liquid; Concentrating under reduced pressure, drying promptly gets activity extract;
Activity extract is pulverized, and adds acceptable auxiliary in the pharmacy, adopts conventional formulation method to process required medicament.
3. compound preparation as claimed in claim 1, wherein said preparation are oral formulations.
4. compound preparation as claimed in claim 1 has the application in the medicine of antitumor action and tumor aid treatment effect in preparation.
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